U.S. patent application number 10/729014 was filed with the patent office on 2004-10-14 for composition for the oxidation dyeing of keratin fibers, comprising at least one oxidation dye, at least one fatty alcohol, at least one associative polymer, and at least one c14-c30 alkyl sulphate.
Invention is credited to Cottard, Francois, Nicolas-Morgantini, Luc, Rondeau, Christine, Simonet, Frederic.
Application Number | 20040200011 10/729014 |
Document ID | / |
Family ID | 33135558 |
Filed Date | 2004-10-14 |
United States Patent
Application |
20040200011 |
Kind Code |
A1 |
Nicolas-Morgantini, Luc ; et
al. |
October 14, 2004 |
Composition for the oxidation dyeing of keratin fibers, comprising
at least one oxidation dye, at least one fatty alcohol, at least
one associative polymer, and at least one C14-C30 alkyl
sulphate
Abstract
A composition for the oxidation dyeing of keratin fibers, for
example, human keratin fibers, such as hair, comprising, in a
medium suitable for dyeing, a) at least one oxidation dye, b) at
least one fatty alcohol, c) at least one associative polymer, and
d) at least one C.sub.14-C.sub.30 alkyl sulphate; as well as the
process for using this composition and multicompartment kits
comprising the composition.
Inventors: |
Nicolas-Morgantini, Luc;
(Rully, FR) ; Simonet, Frederic; (Touquin, FR)
; Rondeau, Christine; (Sartrouville, FR) ;
Cottard, Francois; (Courbevoie, FR) |
Correspondence
Address: |
Thomas L. Irving
FINNEGAN, HENDERSON, FARABOW,
GARRETT & DUNNER, L.L.P.
1300 I Street, N.W.
Washington
DC
20005-3315
US
|
Family ID: |
33135558 |
Appl. No.: |
10/729014 |
Filed: |
December 8, 2003 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
|
60502218 |
Sep 12, 2003 |
|
|
|
Current U.S.
Class: |
8/405 |
Current CPC
Class: |
A61K 8/463 20130101;
A61K 8/87 20130101; A61Q 5/10 20130101; A61K 8/86 20130101; A61K
8/342 20130101 |
Class at
Publication: |
008/405 |
International
Class: |
A61K 007/13 |
Foreign Application Data
Date |
Code |
Application Number |
Dec 6, 2002 |
FR |
02 15474 |
Claims
What is claimed is:
1. A composition for the oxidation dyeing of keratin fibers,
comprising, in a medium suitable for dyeing, a) at least one
oxidation dye; b) at least one fatty alcohol; c) at least one
associative polymer; and d) at least one C.sub.14-C.sub.30 alkyl
sulphate.
2. The composition according to claim 1, wherein the keratin fibers
are human keratin fibers.
3. The composition according to claim 2, wherein the human keratin
fibers are hair.
4. The composition according to claim 1, wherein the at least one
C.sub.14-C.sub.30 alkyl sulphate is chosen from sodium cetostearyl
sulphate and sodium myristyl sulphate.
5. The composition according to claim 1, wherein the at least one
C.sub.14-C.sub.30 alkyl sulphate is present in an amount ranging
from 0.1% to 10% by weight, relative to the total weight of the
composition.
6. The composition according to claim 5, wherein the at least one
C.sub.14-C.sub.30 alkyl sulphate is present in an amount ranging
from 0.5% to 5% by weight, relative to the total weight of the
composition.
7. The composition according to claim 1, wherein the at least one
associative polymer is chosen from non-ionic, anionic, cationic and
amphoteric associative polymers.
8. The composition according to claim 7, wherein the at least one
associative polymer is chosen from anionic polymers comprising at
least one fatty chain.
9. The composition according to claim 8, wherein the anionic
polymers comprising at least one fatty chain are chosen from
polymers comprising at least one hydrophilic unit and at least one
fatty-chain allyl ether unit.
10. The composition according to claim 9, wherein the at least one
hydrophilic unit comprises at least one ethylenic unsaturated
anionic monomer.
11. The composition according to claim 10, wherein the at least one
hydrophilic unit is a vinylcarboxylic acid.
12. The composition according to claim 9, wherein the at least one
fatty-chain allyl ether unit is chosen from monomers of formula (I)
below:CH.sub.2.dbd.CR'CH.sub.2OB.sub.nR (I)wherein: R' is chosen
from H and CH.sub.3; B is an ethyleneoxy radical; n is equal to
zero or is an integer ranging from 1 to 100; and R is a
hydrocarbon-based radical chosen from alkyl, arylalkyl, aryl,
alkylaryl and cycloalkyl radicals, comprising from 8 to 30 carbon
atoms.
13. The composition according to claim 12, wherein, in formula (I),
R is a hydrocarbon-based radical comprising from 10 to 24 carbon
atoms.
14. The composition according to claim 13, wherein, in formula (I),
R is a hydrocarbon-based radical comprising from 12 to 18 carbon
atoms.
15. The composition according to claim 8, wherein the anionic
polymers comprising at least one fatty chain are chosen from
polymers comprising at least one hydrophilic unit of unsaturated
olefinic carboxylic acid and at least one hydrophobic unit of
unsaturated carboxylic acid (C.sub.10-C.sub.30)alkyl ester.
16. The composition according to claim 15, wherein the at least one
hydrophilic unit of unsaturated olefinic carboxylic acid is chosen
from monomers of formula (II) below: 33wherein R.sub.1 is chosen
from H, CH.sub.3, and C.sub.2H.sub.5, and wherein the at least one
hydrophobic unit of unsaturated carboxylic acid
(C.sub.10-C.sub.30)alkyl ester is chosen from monomers of formula
(III) below: 34wherein: R.sub.2 is chosen from H, CH.sub.3, and
C.sub.2H.sub.5; and R.sub.3 is chosen from C.sub.10-C.sub.30 alkyl
radicals.
17. The composition according to claim 16, wherein, in formula
(III), R.sub.3 is chosen from C.sub.12-C.sub.22 alkyl radicals.
18. The composition according to claim 8, wherein the anionic
polymers comprising at least one fatty chain are chosen from maleic
anhydride/C.sub.30-C.sub.38 .alpha.-olefin/alkyl maleate
terpolymers.
19. The composition according to claim 8, wherein the anionic
polymers comprising at least one fatty chain are chosen from
acrylic terpolymers comprising: (a) from 20% to 70% by weight of a
carboxylic acid containing .alpha.,.beta.-monoethylenic
unsaturation; (b) from 20% to 80% by weight of a non-surfactant
monomer containing .alpha.,.beta.-monoethylenic unsaturation and
being other than (a); and (c) from 0.5% to 60% by weight of a
non-ionic monourethane which is the product of reaction of a
monohydric surfactant with a monoisocyanate containing
monoethylenic unsaturation.
20. The composition according to claim 8, wherein the anionic
polymers comprising at least one chain are chosen from copolymers
comprising among their monomers at least one carboxylic acid
containing .alpha.,.beta.-monoethylenic unsaturation and at least
one ester of carboxylic acid containing
.alpha.,.beta.-monoethylenic unsaturation and of an oxyalkylenated
fatty alcohol.
21. The composition according to claim 1, wherein the at least one
associative polymer is chosen from non-ionic associative polymers
comprising at least one fatty chain.
22. The composition according to claim 21, wherein the non-ionic
associative polymers comprising at least one fatty chain are chosen
from: (1) celluloses modified with groups comprising at least one
fatty chain; (2) hydroxypropylguars modified with groups comprising
at least one fatty chain; (3) polyurethane polyethers comprising in
their chain both polyoxyethylenated hydrophilic blocks and
hydrophobic blocks which are aliphatic sequences alone and/or
cycloaliphatic and/or aromatic sequences; (4) copolymers of
vinylpyrrolidone and of fatty-chain hydrophobic monomers; (5)
copolymers of C.sub.1-C.sub.6 alkyl methacrylates or acrylates and
of amphiphilic monomers comprising at least one fatty chain; (6)
copolymers of hydrophilic methacrylates or acrylates and of
hydrophobic monomers comprising at least one fatty chain; and (7)
polymers with an aminoplast ether skeleton comprising at least one
fatty chain.
23. The composition according to claim 22, wherein the polyurethane
polyethers comprise at least two hydrocarbon-based lipophilic
chains comprising from 8 to 30 carbon atoms, separated by a
hydrophilic block, and wherein the hydrocarbon-based chains are
pendent chains or chains at the end of the hydrophilic block.
24. The composition according to claim 22, wherein the polyurethane
polyethers are in multiblock form.
25. The composition according to claim 24, wherein the polyurethane
polyethers are in triblock form.
26. The composition according to claim 1, wherein the at least one
associative polymer is chosen from cationic polymers comprising at
least one fatty chain.
27. The composition according to claim 42, wherein the cationic
polymers comprising at least one fatty chain are chosen from
cationic polyurethanes.
28. The composition according to claim 1, wherein the at least one
associative polymer is chosen from cationic polymers comprising at
least one fatty chain and is chosen from: (i) quaternized
celluloses modified with at least one group comprising at least one
fatty chain; (ii) quaternized hydroxyethylcelluloses modified with
at least one group comprising at least one fatty chain; (iii)
cationic polyurethanes; (iv) cationic polyvinyllactams; and (v)
acrylic terpolymers comprising acrylates, amino (meth)acrylates and
C.sub.10-C.sub.30 alkyl itaconates, polyoxyethylenated with 20 mol
of ethylene oxide.
29. The composition according to claim 28, wherein the at least one
group of the quaternized celluloses and hydroxyethylcelluloses,
which may be identical or different, are each chosen from alkyl
groups comprising from 8 to 30 carbon atoms.
30. The composition according to claim 29, wherein the cationic
polymers comprising at least one fatty chain are chosen from
quaternized hydroxyethylcellulose modified with at least one group
chosen from C.sub.12 and C.sub.18 alkyl groups.
31. The composition according to claim 28, wherein the cationic
polymers comprising at least one fatty chain are chosen from
polymers of formula (IV)
below:R--X--(P).sub.n--[L--(Y).sub.m].sub.rL'--(P').sub.p--X'--R'
(IV)wherein: R and R', which may be identical or different, are
each chosen from hydrophobic groups and a hydrogen atom; X and X',
which may be identical or different, are each chosen from groups
comprising at least one amine functional group optionally bearing
at least one hydrophobic group, or alternatively groups L"; L, L'
and L", which may be identical or different, are each chosen from
groups derived from a diisocyanate; P and P', which may be
identical or different, are each chosen from groups comprising at
least one amine functional group optionally bearing at least one
hydrophobic group; Y is chosen from hydrophilic groups; r is an
integer ranging from 1 to 100, and n, m and p, which may be
identical or different, are each integers ranging from 0 to 1000;
and wherein the molecule comprises at least one functional group
chosen from protonated and quaternized amine functional groups and
hydrophobic groups.
32. The composition according to claim 31, wherein, in formula
(IV), r is an integer ranging from 1 to 50.
33. The composition according to claim 31, wherein, in formula
(IV), r is an integer ranging from 1 to 25.
34. The composition according to claim 1, wherein the at least one
associative polymer is chosen from amphoteric polymers comprising
at least one fatty chain comprising from 8 to 30 carbon atoms and
at least one non-cyclic cationic unit.
35. The composition according to claim 34, wherein the amphoteric
polymers comprise from 1 to 20 mol % of monomer comprising at least
one fatty chain, relative to the total number of moles of
monomers.
36. The composition according to claim 35, wherein the amphoteric
polymers comprise: 1) at least one monomer of formula (IXa) or
(IXb): 35wherein: R.sub.1 and R.sub.2, which may be identical or
different, are each chosen from a hydrogen atom and a methyl
radical; R.sub.3, R.sub.4 and R.sub.5, which may be identical or
different, are each chosen from linear and branched alkyl radicals
comprising from 1 to 30 carbon atoms; Z is chosen from a NH group
and an oxygen atom; n is an integer ranging from 2 to 5; and
A.sup.- is chosen from anions derived from organic or mineral
acids; 2) at least one monomer of formula
(X)R.sub.6--CH.dbd.CR.sub.7--COOH (X)wherein R.sub.6 and R.sub.7,
which may be identical or different, are each chosen from a
hydrogen atom and a methyl radical; and 3) at least one monomer of
formula (XI):R.sub.6--CH.dbd.CR.sub.7--COXR.sub.8 (XI)wherein:
R.sub.6 and R.sub.7, which may be identical or different, are each
chosen from a hydrogen atom and a methyl radical; X is chosen from
an oxygen atom and a nitrogen atom; and R.sub.8 is chosen from
linear and branched alkyl radicals comprising from 1 to 30 carbon
atoms; wherein at least one of the monomers of formula (IXa), (IXb)
or (XI) comprise at least one fatty chain.
37. The composition according to claim 36, wherein the monomers of
formulae (IXa) and (IXb) are chosen from dimethylaminoethyl
methacrylate, dimethylaminoethyl acrylate, diethylaminoethyl
methacrylate, diethylaminoethyl acrylate, dimethylaminopropyl
methacrylate, dimethylaminopropyl acrylate,
dimethylaminopropylmethacrylamide, and
dimethylaminopropylacrylamide, wherein these monomers are
optionally quaternized.
38. The composition according to claim 36, wherein the monomers of
formula (IXa) are chosen from acrylamidopropyltrimethylammonium
chloride and methacrylamidopropyltrimethylammonium chloride.
39. The composition according to claim 36, wherein the monomers of
formula (X) are chosen from acrylic acid, methacrylic acid,
crotonic acid and 2-methylcrotonic acid.
40. The composition according to claim 36, wherein the monomers of
formula (XI) are chosen from C.sub.12-C.sub.22 acrylates and
methacrylates.
41. The composition according to claim 40, wherein the monomers of
formula (XI) are chosen from C.sub.16-C.sub.1.sub.8 alkyl acrylates
and methacrylates.
42. The composition according to claim 1, wherein the at least one
associative polymer is present in an amount ranging from 0.05% to
10% by weight, relative to the total weight of the composition.
43. The composition according to claim 42, wherein the at least one
associative polymer is present in an amount ranging from 0.1% to 5%
by weight, relative to the total weight of the composition.
44. The composition according to claim 1, wherein the ratio, by
weight, of the at least one C.sub.14-C.sub.30 alkyl sulphate to the
at least one associative polymer ranges from 0.1:1 to 10:1.
45. The composition according to claim 44, wherein the ratio, by
weight, of the at least one C.sub.14-C.sub.30 alkyl sulphate to the
at least one associative polymer ranges from 0.5:1 to 5:1.
46. The composition according to claim 1, wherein the at least one
oxidation dye is chosen from oxidation bases and couplers.
47. The composition according to claim 46, wherein the at least one
oxidation dye is chosen from oxidation bases.
48. The composition according to claim 47, wherein the oxidation
bases are chosen from ortho- and para-phenylenediamines, double
bases, ortho- and para-aminophenols, heterocyclic bases, and the
acid addition salts thereof.
49. The composition according to claim 48, wherein the
para-phenylenediamines are chosen from compounds of formula (XII)
below and the acid addition salts thereof: 36wherein: R.sub.1 is
chosen from a hydrogen atom, C.sub.1-C.sub.4 alkyl radicals,
C.sub.1-C.sub.4 monohydroxyalkyl radicals, C.sub.2-C.sub.4
polyhydroxyalkyl radicals,
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radicals and
C.sub.1-C.sub.4 alkyl radicals substituted with at least one group
chosen from nitrogenous, phenyl and 4'-aminophenyl groups; R.sub.2
is chosen from a hydrogen atom, C.sub.1-C.sub.4 alkyl radicals,
C.sub.1-C.sub.4monohydroxyalkyl radicals, C.sub.2-C.sub.4
polyhydroxyalkyl radicals,
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radicals and
C.sub.1-C.sub.4 alkyl radicals substituted with at least one
nitrogenous group; R.sub.1 and R.sub.2 may also form, together with
the nitrogen atom that bears them, at least one heterocycle chosen
from 5- and 6-membered nitrogen heterocycles optionally substituted
with at least one group chosen from alkyl, hydroxyl and ureido
groups; R.sub.3 is chosen from a hydrogen atom, halogen atoms,
C.sub.1-C.sub.4 alkyl radicals, sulpho radicals, carboxyl radicals,
C.sub.1-C.sub.4 monohydroxyalkyl radicals, C.sub.1-C.sub.4
hydroxyalkoxy radicals, acetylamino(C.sub.1-C.sub.4)alkoxy
radicals, mesylamino(C.sub.1-C.sub.4)a- lkoxy radicals and
carbamoylamino(C.sub.1-C.sub.4)alkoxy radicals; and R.sub.4 is
chosen from a hydrogen atom, halogen atoms and C.sub.1-C.sub.4
alkyl radicals.
50. The composition according to claim 48, wherein the double bases
are chosen from compounds of formula (XIII) below and the acid
addition salts thereof: 37wherein: Z.sub.1 and Z.sub.2, which may
be identical or different, are each chosen from hydroxyl and
--NH.sub.2 radicals which may be substituted with at least one
entity chosen from C.sub.1-C.sub.4 alkyl radicals and linking arm
Y; linking arm Y is chosen from linear and branched alkylene chains
comprising from 1 to 14 carbon atoms, which may be interrupted by
or terminated with at least one entity chosen from nitrogenous
groups and heteroatoms, and optionally substituted with at least
one radical chosen from hydroxyl radicals and C.sub.1-C.sub.6
alkoxy radicals; R.sub.5 and R.sub.6, which may be identical or
different, are each chosen from a hydrogen atom, halogens,
C.sub.1-C.sub.4 alkyl radicals, C.sub.1-C.sub.4 monohydroxyalkyl
radicals, C.sub.2-C.sub.4 polyhydroxyalkyl radicals,
C.sub.1-C.sub.4 aminoalkyl radicals, and linking arm Y; and
R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11 and R.sub.12, which
may be identical or different, are each chosen from a hydrogen
atom, linking arm Y, and C.sub.1-C.sub.4 alkyl radicals; provided
that the compounds of formula (XIII) comprise only one linking arm
Y per molecule.
51. The composition according to claim 48, wherein the
para-aminophenols are chosen from compounds of formula (XIV) below
and the acid addition salts thereof: 38wherein: R.sub.13 is chosen
from a hydrogen atom, halogen atoms, C.sub.1-C.sub.4 alkyl,
C.sub.1-C.sub.4 monohydroxyalkyl,
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl, C.sub.1-C.sub.4
aminoalkyl and
hydroxy(C.sub.1-C.sub.4)alkylamino(C.sub.1-C.sub.4)alkyl radicals,
R.sub.14 is chosen from a hydrogen atom, halogen atoms,
C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 monohydroxyalkyl,
C.sub.2-C.sub.4 polyhydroxyalkyl, C.sub.1-C.sub.4 aminoalkyl,
C.sub.1-C.sub.4 cyanoalkyl and
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radicals, and
R.sub.15 is chosen from a hydrogen atom and C.sub.1-C.sub.4 alkyl
radicals.
52. The composition according to claim 51, wherein, in formula
(XIV), R.sub.13 is a fluorine atom.
53. The composition according to claim 52, wherein, in formula
(XIV), R.sub.14 is a halogen atom.
54. The composition according to claim 48, wherein the heterocyclic
bases are chosen from pyridine derivatives, pyrimidine derivatives,
and pyrazole derivatives.
55. The composition according to claim 45, wherein the oxidation
bases are present in an amount ranging from 0.0005% to 12% by
weight, relative to the total weight of the composition.
56. The composition according to claim 55, wherein the oxidation
bases are present in an amount ranging from 0.005% to 8% by weight,
relative to the total weight of the composition.
57. The composition according to claim 46, wherein the couplers are
chosen from meta-phenylenediamines, meta-aminophenols,
meta-diphenols, heterocyclic couplers, and the acid addition salts
thereof.
58. The composition according to claim 46, wherein the couplers are
present in an amount ranging from 0.0001% to 10% by weight,
relative to the total weight of the composition.
59. The composition according to claim 58, wherein the couplers are
present in an amount ranging from 0.005% to 5% by weight, relative
to the total weight of the composition.
60. The composition according to claim 48, wherein the acid
addition salts of the oxidation bases are chosen from
hydrochlorides, hydrobromides, sulphates, tartrates, lactates and
acetates.
61. The composition according to claim 57, wherein the acid
addition salts of the couplers are chosen from hydrochlorides,
hydrobromides, sulphates, tartrates, lactates and acetates.
62. The composition according to claim 1, further comprising at
least one direct dye.
63. The composition according to claim 1, wherein the at least one
fatty alcohol is chosen from oxyalkylenated and glycerolated fatty
alcohols.
64. The composition according to claim 63, wherein the
oxyalkylenated fatty alcohols are chosen from linear and branched,
saturated and unsaturated fatty alcohols, and comprise from 10 to
20 carbon atoms and from 2 to 40 ethylene oxide groups.
65. The composition according to claim 63, wherein the glycerolated
fatty alcohols are chosen from linear and branched, saturated and
unsaturated fatty alcohols, and comprise from 8 to 40 carbon atoms
and from 1 to 30 glycerol groups.
66. The composition according to claim 1, wherein the at least one
fatty alcohol is present in an amount ranging from 0.05% to 30% by
weight, relative to the total weight of the composition.
67. The composition according to claim 65, wherein the at least one
fatty alcohol is present in an amount ranging from 0.5% to 20% by
weight, relative to the total weight of the composition.
68. The composition according to claim 1, further comprising at
least one additional polymer chosen from amphoteric and cationic
substantive polymers different that the at least one associative
polymer.
69. The composition according to claim 68, wherein the at least one
additional polymer is the homopolymer of dimethyldiallylammonium
chloride.
70. The composition according to claim 69, wherein at least one
additional polymer is chosen from polymers comprising repeating
units corresponding to formula (XXIV) below: 39
71. The composition according to claim 68, wherein the at least one
additional polymer is chosen from polymers comprising repeating
units corresponding to formula (XXV) below: 40
72. The composition according to claim 68, wherein the at least one
additional polymer is present in an amount ranging from 0.01% to
10% by weight, relative to the total weight of the composition.
73. The composition according to claim 72, wherein the at least one
additional polymer is present in an amount ranging from 0.05% to 5%
by weight, relative to the total weight of the composition.
74. The composition according to claim 73, wherein the at least one
additional polymer is present in an amount ranging from 0.1% to 3%
by weight, relative to the total weight of the composition.
75. The composition according to claim 1, further comprising at
least one surfactant chosen from anionic, amphoteric, non-ionic,
zwitterionic and cationic surfactants.
76. The composition according to claim 75, wherein the at least one
surfactant is chosen from non-ionic surfactants.
77. The composition according to claim 76, wherein the at least one
surfactant is present in an amount ranging from 0.01% to 40% by
weight, relative to the total weight of the composition.
78. The composition according to claim 77, wherein the at least one
surfactant is present in an amount ranging from 0.5% to 30% by
weight, relative to the total weight of the composition.
79. The composition according to claim 1, further comprising at
least one supplementary thickener.
80. The composition according to claim 79, wherein the at least one
supplementary thickener is chosen from cellulosic thickeners, guar
gum derivatives, gums of microbial origin, and synthetic
thickeners.
81. The composition according to claim 80, wherein the at least one
supplementary thickener is present in an amount ranging from 0.01%
to 10% by weight, relative to the total weight of the
composition.
82. The composition according to claim 1, further comprising at
least one reducing agent, present in an amount ranging from 0.05%
to 1.5% by weight, relative to the total weight of the
composition.
83. A ready-to-use composition comprising, in a medium suitable for
dyeing, a) at least one oxidation dye, b) at least one fatty
alcohol, c) at least one associative polymer, d) at least one
C.sub.14-C.sub.30 alkyl sulphate, and e) at least one oxidizing
agent.
84. The ready-to-use composition according to claim 83, wherein the
at least one oxidizing agent is chosen from hydrogen peroxide, urea
peroxide, alkali metal bromates and ferricyanides, persalts, and
redox enzymes together where appropriate with the respective donor
or co-factor thereof.
85. The ready-to-use composition according to claim 84, wherein the
at least one oxidizing agent is hydrogen peroxide.
86. The ready-to-use composition according to claim 85, wherein the
at least one oxidizing agent is an aqueous hydrogen peroxide
solution whose titre ranges from 1 to 40 volumes.
87. The ready-to-use composition according to claim 86, wherein the
composition has a pH ranging from 4 to 11.
88. A process for the oxidation dyeing of keratin fibers
comprising: (i) applying to the keratin fibers at least one
composition (A) comprising, in a medium suitable for dyeing, a) at
least one oxidation dye; b) at least one fatty alcohol; c) at least
one associative polymer; and d) at least one C.sub.14-C.sub.30
alkyl sulphate; and (ii) applying to the keratin fibers at least
one composition (B) comprising at least one oxidizing agent.
89. The process according to claim 88, wherein the keratin fibers
are hair.
89. The process according to claim 87, comprising mixing, at the
time of use, the at least one composition (A) and the at least one
composition (B).
90. The process according to claim 87, wherein the at least one
composition (B) is applied sequentially before or after the at
least one composition (A), with or without intermediate
rinsing.
91. The process according to claim 87, wherein the color of the
fibers is developed at an alkaline, neutral or acidic pH.
92. A multicompartment kit comprising: (i) a first compartment
comprising at least one composition (A) comprising, in a medium
suitable for dyeing, a) at least one oxidation dye; b) at least one
fatty alcohol; c) at least one associative polymer; and d) at least
one C.sub.14-C.sub.30 alkyl sulphate; and (ii) a second compartment
comprising at least one composition (B) comprising at least one
oxidizing agent.
Description
[0001] This application claims benefit of U.S. Provisional
Application No. 60/502,218, filed Sep. 12, 2003.
[0002] Disclosed herein is a composition for the oxidation dyeing
of keratin fibers, for example, human keratin fibers. such as hair,
comprising at least one oxidation dye, at least one fatty alcohol,
at least one associative polymer and at least one C.sub.14-C.sub.30
alkyl sulphate.
[0003] It is known practice to dye keratin fibers, such as human
hair, with dye compositions comprising oxidation dye precursors,
generally known as "oxidation bases", such as, ortho- or
para-phenylenediamines, ortho- or para-aminophenols, and
heterocyclic bases.
[0004] Oxidation dye precursors are compounds which are initially
uncolored or only weakly colored and which develop their dyeing
power on the hair in the presence of oxidizing agents, leading to
the formation of colored compounds. The formation of these colored
compounds may result either from an oxidative condensation of the
"oxidation bases" with themselves or from an oxidative condensation
of the "oxidation bases" with coloration modifiers, or "couplers",
which may be present in the dye compositions used in oxidation
dyeing and are represented, for example, by meta-phenylenediamines,
meta-aminophenols and meta-diphenols, and certain heterocyclic
compounds.
[0005] The variety of molecules used, which include on the one hand
the "oxidation bases" and on the other hand the "couplers," can
allow a very wide range of colors to be obtained.
[0006] Compositions which comprise oxidation dyes and that are
mixed before use with an oxidizing agent can often be provided in
the form of water-based creams conventionally comprising fatty
alcohols and occasionally soaps. These creams may have a high fatty
alcohol and crosslinked polyacrylic acid content in order to ensure
the consistency and stability of the medium.
[0007] The present inventors, however, have noted that this high
fatty alcohol content can lead to a change in viscosity of the
tinctorial composition over time, which can be manifested in a
reduction in the ease of mixing with the oxidizing agent and in an
impairment of the usage qualities such as elimination on
rinsing.
[0008] However, following substantial research, the present
inventors have now found that oxidation dye compositions comprising
at least one oxidation dye, at least one fatty alcohol, at least
one associative polymer and at least one C.sub.4-C.sub.30 alkyl
sulphate can have a satisfactory consistency and a viscosity which
may be stable over time without the need to raise the concentration
of fatty alcohols or to use other thickening agents of the
crosslinked polyacrylic acid type.
[0009] This discovery forms the basis of the various embodiments
disclosed herein.
[0010] Disclosed herein is thus a composition for the oxidation
dyeing of keratin fibers, for example, human keratin fibers, such
as hair, comprising, in a medium suitable for dyeing,
[0011] a) at least one oxidation dye,
[0012] b) at least one fatty alcohol,
[0013] c) at least one associative polymer, and
[0014] d) at least one C.sub.14-C.sub.30 alkyl sulphate.
[0015] Further disclosed herein is a ready-to-use composition for
the dyeing of keratin fibers comprising at least one oxidation dye,
at least one fatty alcohol, at least one associative polymer, at
least one C.sub.14-C.sub.30 alkyl sulphate and at least one
oxidizing agent.
[0016] As used herein, the expression "ready-to-use composition"
means the composition is intended for application as is to the
keratin fibers; that is to say, it may be stored as is before use
or may result from the extemporaneous mixing of two or more
compositions.
[0017] Further disclosed herein is a process for the oxidation
dyeing of keratin fibers, for example, human keratin fibers such as
hair, comprising applying to the fibers at least one composition
(A) comprising, in a medium that is suitable for dyeing, at least
one oxidation dye, at least one fatty alcohol, at least one
associative polymer, and at least one C.sub.14-C.sub.30 alkyl
sulphate, the color being developed at alkaline, neutral or acidic
pH, by means of at least one composition (B) comprising at least
one oxidizing agent, which is mixed with the composition (A) at the
time of use or which is applied to the fibers sequentially before
or after composition (A), with or without intermediate rinsing.
[0018] Further disclosed herein are multi-compartment dyeing
devices or multi-compartment kits for the oxidation dyeing of
keratin fibers, for example, human keratin fibers such as hair.
This device may comprise a first compartment comprising at least
one oxidation dye, at least one fatty alcohol chosen from possibly
oxyalkylenated and glycerolated fatty alcohols, at least one
associative polymer, and at least one C.sub.14-C.sub.30 alkyl
sulphate, and a second compartment comprising at least one
oxidizing agent.
[0019] Other features, aspects, subjects and advantages of the
embodiments disclosed herein will emerge even more clearly on
reading the description and the examples that follow, without,
however, being limiting in nature.
[0020] C.sub.14-C.sub.30 Alkyl Sulphates
[0021] The at least one C.sub.14-C.sub.30 alkyl sulphate may, for
example, be chosen from:
[0022] sodium cetostearyl sulphate, such as the product sold under
the commercial name LANETTE E by the company Cognis and
[0023] sodium myristyl sulphate, such as the product sold under the
commercial name NIKKOL SMS-F by the company Nikko.
[0024] The at least one C.sub.14-C.sub.30 alkyl sulphate may, for
example, be present in the composition disclosed herein in an
amount ranging from 0.1% to 10% by weight, relative to the total
weight of the composition, and further, for example, from 0.5% to
5% by weight, relative to the total weight of the composition.
[0025] Associative Polymers
[0026] The at least one associative polymer is a polymer whose
molecules are capable, in the formulation medium, of undergoing
association with one another or with molecules of other
compounds.
[0027] For example, one type of associative polymers that can be
used in the composition disclosed herein are amphiphilic polymers,
i.e. polymers comprising at least one hydrophilic moiety which
render them soluble in water and at least one hydrophobic region,
comprising at least one fatty chain, by means of which the polymers
interact and undergo assembly with one another or with other
molecules.
[0028] The at least one associative polymer disclosed herein may,
for example, be chosen from non-ionic, anionic, cationic and
amphoteric associative polymers.
[0029] The at least one associative polymer disclosed herein may,
for example, be chosen from associative polymers comprising at
least one fatty chain. The at least one fatty chain may comprise,
for example, from 8 to 30 carbon atoms and, further, for example,
from 10 to 30 carbon atoms.
[0030] Anionic Polymers
[0031] For example, the anionic polymers comprising at least one
fatty chain may be chosen from:
[0032] (I) polymers comprising at least one hydrophilic unit and at
least one fatty-chain allyl ether unit, for example, those polymers
whose at least one hydrophilic unit comprises at least one
ethylenic unsaturated anionic monomer, such as a vinylcarboxylic
acid and further, such as, an acrylic acid or a methacrylic acid,
and wherein the at least one fatty-chain allyl ether unit may, for
example, be chosen from monomers of formula (I) below:
CH.sub.2=CR'CH.sub.2OB.sub.nR (I)
[0033] wherein:
[0034] R' is chosen from H and CH.sub.3;
[0035] B is an ethyleneoxy radical;
[0036] n is equal to zero or is an integer ranging from 1 to 100;
and
[0037] R is a hydrocarbon-based radical chosen from alkyl,
arylalkyl, aryl, alkylaryl and cycloalkyl radicals, comprising from
8 to 30 carbon atoms, for example, 10 to 24 carbon atoms and even
further, for example, from 12 to 18 carbon atoms. A unit of formula
(I) that can, for example, be used is a unit wherein R' is H, n is
equal to 10 and R is a stearyl (C.sub.18) radical.
[0038] Anionic amphiphilic polymers of this type are described and
prepared, according to an emulsion polymerization process, in
Patent No. EP-0 216 479.
[0039] For example, the anionic associative polymers comprising at
least one fatty chain that can be used in the composition disclosed
herein may be chosen from polymers formed from 20% to 60% by weight
of acrylic acid and/or of methacrylic acid, from 5% to 60% by
weight of lower alkyl (meth)acrylates, from 2% to 50% by weight of
at least one fatty-chain allyl ether of formula (I), and from 0% to
1% by weight of a crosslinking agent which is a well-known
copolymerizable unsaturated polyethylenic monomer, such as diallyl
phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene
glycol dimethacrylate or methylenebisacrylamide.
[0040] Among the latter polymers, those that can, for example, be
used in the composition disclosed herein may be chosen from
crosslinked terpolymers of methacrylic acid, of ethyl acrylate and
of polyethylene glycol (10 EO) stearyl ether alcohol (Steareth-10),
such as those sold by the company Allied Colloids under the names
Salcare SC 80.RTM. and Salcare SC 90.RTM., which are aqueous 30%
emulsions of a crosslinked terpolymer of methacrylic acid, of ethyl
acrylate and of steareth-10 allyl ether (40/50/10).
[0041] (II) polymers comprising at least one hydrophilic unit of
unsaturated olefinic carboxylic acid and at least one hydrophobic
unit of unsaturated carboxylic acid (C.sub.10-C.sub.30)alkyl ester.
For example, these polymers are chosen from those in which the
hydrophilic unit of unsaturated olefinic carboxylic acid
corresponds to the monomer of formula (II) below: 1
[0042] wherein R.sub.1 is chosen from H, CH.sub.3, and
C.sub.2H.sub.5, for example, acrylic acid, methacrylic acid and
ethacrylic acid units, and wherein the at least one hydrophobic
unit of unsaturated carboxylic acid (C.sub.10-C.sub.30)alkyl ester
is chosen from monomers of formula (III) below: 2
[0043] wherein:
[0044] R.sub.2 is chosen from H, CH.sub.3, and C.sub.2H.sub.5, for
example, acrylate, methacrylate and ethacrylate units and, further,
for example, H (acrylate units) and CH.sub.3 (methacrylate units)
and
[0045] R.sub.3 is chosen from C.sub.10-C.sub.30 alkyl radicals, for
example, C.sub.12-C.sub.22 alkyl radicals.
[0046] The (C.sub.10-C.sub.30) alkyl esters of unsaturated
carboxylic acids disclosed herein may, for example, be chosen from
lauryl acrylate, stearyl acrylate, decyl acrylate, isodecyl
acrylate and dodecyl acrylate, lauryl methacrylate, stearyl
methacrylate, decyl methacrylate, isodecyl methacrylate and dodecyl
methacrylate.
[0047] Anionic polymers of this type are described and prepared,
for example, according to U.S. Pat. Nos. 3,915,921 and
4,509,949.
[0048] The anionic polymers of this type may, for example, be
chosen from polymers formed from a monomer mixture comprising:
[0049] (i) essentially acrylic acid,
[0050] (ii) at least one ester of formula (III) described above
wherein R.sub.2 is chosen from H and CH.sub.3, R.sub.3 is chosen
from alkyl radicals comprising from 12 to 22 carbon atoms, and
[0051] (iii) at least one crosslinking agent, which is a well-known
copolymerizable polyethylenic unsaturated monomer, such as diallyl
phthalate, allyl (meth)acrylate, divinylbenzene, (poly)ethylene
glycol dimethacrylate and methylenebisacrylamide.
[0052] The anionic polymers comprising at least one fatty chain of
this type may, for example, be chosen from polymers comprising from
60% to 95% by weight of acrylic acid (hydrophilic unit), 4% to 40%
by weight of C.sub.10-C.sub.30 alkyl acrylate (hydrophobic unit)
and 0% to 6% by weight of crosslinking polymerizable monomer, or
alternatively those monomers comprising from 96% to 98% by weight
of acrylic acid (hydrophilic unit), 1% to 4% by weight of
C.sub.10-C.sub.30 alkyl acrylate (hydrophobic unit) and 0.1% to
0.6% by weight of crosslinking polymerizable monomer such as those
described above.
[0053] These polymers may, for example, be chosen from products
sold by the company Goodrich under the trade names PEMULEN TR1,
PEMULEN TR2 and CARBOPOL 1382, and further, for example, PEMULEN
TR1, and the product sold by the company SEPPIC under the name
COATEX SX.
[0054] (III) maleic anhydride/C.sub.30-C.sub.38
.alpha.-olefin/alkyl maleate terpolymers, such as the product
(maleic anhydride/C.sub.30-C.sub- .38 .alpha.-olefin/isopropyl
maleate copolymer) sold under the name PERFORMA V 1608 by the
company Newphase Technologies.
[0055] (IV) acrylic terpolymers comprising:
[0056] (a) from 20% to 70% by weight of a carboxylic acid
containing .alpha.,.beta.-monoethylenic unsaturation,
[0057] (b) from 20% to 80% by weight of a non-surfactant monomer
containing .alpha.,.beta.-monoethylenic unsaturation and being
other than (a),
[0058] (c) from 0.5% to 60% by weight of a non-ionic monourethane
which is the product of reaction of a monohydric surfactant with a
monoisocyanate containing monoethylenic unsaturation,
[0059] such as those described in Patent Application No. EP-A-0 173
109 and further, for example, the terpolymer described in Example
3, namely a methacrylic acid/methyl acrylate/ethoxylated (40 EO)
behenyl dimethyl-meta-isopropenylbenzylisocyanate terpolymer, as an
aqueous 25% dispersion.
[0060] (V) copolymers comprising among their monomers at least one
carboxylic acid containing .alpha.,.beta.-monoethylenic
unsaturation and at least one ester of a carboxylic acid containing
.alpha.,.beta.-monoethylenic unsaturation and of an oxyalkylenated
fatty alcohol.
[0061] For example, these compounds can also comprise as a monomer
an ester of a carboxylic acid containing
.alpha.,.beta.-monoethylenic unsaturation and of a C.sub.1-C.sub.4
alcohol.
[0062] ACULYN 22 sold by the company Rohm & Haas, a methacrylic
acid/ethyl acrylate/stearyl methacrylate oxyalkylenated terpolymer,
is an example of a compound of this type.
[0063] Non-Ionic Polymers
[0064] The non-ionic amphiphilic polymers comprising at least one
fatty chain that can used in the composition disclosed herein may,
for example, be chosen from:
[0065] (1) celluloses modified with groups comprising at least one
fatty chain; for example,:
[0066] hydroxyethylcelluloses modified with at least one group
comprising at least one fatty chain, for example, the at least one
group may be chosen from alkyl, arylalkyl and alkylaryl groups,
wherein the alkyl groups may, for example, be chosen from
C.sub.8-C.sub.22 groups, such as the product NATROSOL PLUS GRADE
330 CS (C.sub.16 alkyls) sold by the company Aqualon, and the
product BERMOCOLL EHM 100 sold by the company Berol Nobel, and
[0067] celluloses modified with alkylphenyl polyalkylene glycol
ether groups, such as the product AMERCELL POLYMER HM-1500
(nonylphenyl polyethylene glycol (15) ether) sold by the company
Amerchol.
[0068] (2) hydroxypropylguars modified with groups comprising at
least one fatty chain, such as the product ESAFLOR HM 22 (C.sub.22
alkyl chain) sold by the company Lamberti, and the products
RE210-18 (C.sub.14 alkyl chain) and RE205-1 (C.sub.20 alkyl chain)
sold by the company Rhodia.
[0069] (3) copolymers of vinylpyrrolidone and of fatty-chain
hydrophobic monomers; for example:
[0070] the products ANTARON V216 or GANEX V216
(vinylpyrrolidone/hexadecen- e copolymer) sold by the company
I.S.P.
[0071] the products ANTARON V220 or GANEX V220
(vinylpyrrolidone/eicosene copolymer) sold by the company ISP.
[0072] (4) copolymers of C.sub.1-C.sub.6 alkyl methacrylates or
acrylates and of amphiphilic monomers comprising at least one fatty
chain, such as, the oxyethylenated methyl acrylate/stearyl acrylate
copolymer sold by the company Goldschmidt under the name ANTIL
208.
[0073] (5) copolymers of hydrophilic methacrylates or acrylates and
of hydrophobic monomers comprising at least one fatty chain, such
as, a polyethylene glycol methacrylate/lauryl methacrylate
copolymer.
[0074] (6) polyurethane polyethers comprising in their chain both
hydrophilic blocks usually of polyoxyethylenated nature and
hydrophobic blocks which may be aliphatic sequences alone and/or
cycloaliphatic and/or aromatic sequences.
[0075] (7) polymers with an aminoplast ether skeleton comprising at
least one fatty chain, such as the PURE THIX compounds sold by the
company Sud-Chemie.
[0076] For example, the polyurethane polyethers can comprise at
least two hydrocarbon-based lipophilic chains comprising from 8 to
30 carbon atoms, separated by a hydrophilic block, the
hydrocarbon-based chains possibly being pendent chains or chains at
the end of the hydrophilic block. For example, it is possible for
at least one pendent chain to be included. In addition, the polymer
may comprise a hydrocarbon-based chain at one end or at both ends
of a hydrophilic block.
[0077] The polyurethane polyethers may be multiblock, for example,
in triblock form. Hydrophobic blocks may be at each end of the
chain (for example: triblock copolymer with a hydrophilic central
block) or distributed both at the ends and in the chain (for
example: multiblock copolymer). These same polymers may also be
graft polymers or starburst polymers.
[0078] The polyurethane polyethers may be triblock copolymers in
which the hydrophilic block is a polyoxyethylenated chain
comprising from 50 to 1 000 oxyethylene groups. The polyurethane
polyethers may comprise a urethane linkage between the hydrophilic
blocks, whence arises the name.
[0079] By extension, also included among the polyurethane
polyethers are those polymers in which the hydrophilic blocks are
linked to the lipophilic blocks via other chemical bonds.
[0080] For example, the polyurethane polyethers that may be used in
the composition disclosed herein, may be chosen from RHEOLATE 205
comprising at least one urea functional group, sold by the company
Rheox, and the RHEOLATES 208, 204 and 212, and also ACRYSOL RM 184,
ACULYN 46 and ACULYN 44 from the company Rohm & Haas [ACULYN 46
is a polycondensate of polyethylene glycol comprising 150 or 180
mol of ethylene oxide, of stearyl alcohol and of
methylenebis(4-cyclohexyl isocyanate) (SMDI), at 15% by weight in a
matrix of maltodextrin (4%) and water (81%); ACULYN 44 is a
polycondensate of polyethylene glycol comprising 150 or 180 mol of
ethylene oxide, of decyl alcohol and of
methylenebis(4-cyclohexylisocyana- te) (SMDI), at 35% by weight in
a mixture of propylene glycol (39%) and water (26%)].
[0081] The product ELFACOS T210 comprising at least one C.sub.12-14
alkyl chain, and the product ELFACOS T212 comprising at least one
C.sub.18 alkyl chain, from Akzo may also be used in the composition
disclosed herein.
[0082] Further, the product DW 1206B from Rohm & Haas
comprising at least one C.sub.20 alkyl chain and a urethane
linkage, sold at a solids content of 20% in water, may also be
used.
[0083] It is also possible to use solutions or dispersions of these
polymers, for example, in water or in aqueous alcoholic medium.
Examples of such polymers that may be mentioned are RHEOLATE 255,
RHEOLATE 278 and RHEOLATE 244 sold by the company Rheox. The
products DW 1206F and DW 1206J sold by the company Rohm & Haas
may also be used. The polyurethane polyethers that may be used in
the composition disclosed herein are those described in the article
by G. Fonnum, J. Bakke and Fk. Hansen, Colloid Polym. Sci 271,
380.389 (1993).
[0084] Cationic Polymers
[0085] The cationic polymers comprising at least one fatty chain
that can be used in the composition disclosed herein may, for
example, be chosen from quaternized cellulose derivatives,
polyacrylates comprising non-cyclic amine side groups, cationic
polyurethanes, cationic polyvinyllactams and the acrylic terpolymer
whose constitution is given below.
[0086] The quaternized cellulose derivatives may, for example, be
chosen from:
[0087] quaternized celluloses modified with at least one group
comprising at least one fatty chain, for example, the at least one
group may be chosen from alkyl, arylalkyl and alkylaryl groups
comprising at least 8 carbon atoms,
[0088] quaternized hydroxyethylcelluloses modified with at least
one group comprising at least one fatty chain, for example, the at
least one group may be chosen from alkyl, arylalkyl and alkylaryl
groups comprising at least 8 carbon atoms.
[0089] The alkyl groups borne by the above quatemized celluloses or
hydroxyethylcelluloses may, for example, comprise from 8 to 30
carbon atoms. The aryl groups may, for example, be chosen from
phenyl, benzyl, naphthyl and anthryl groups.
[0090] Examples of alkylhydroxyethylcelluloses quaternized with
C.sub.8-C.sub.30 fatty chains include quaternized
hydroxyethylcelluloses modified with at least one group chosen from
C.sub.12 and C.sub.18 alkyl groups, such as the products QUATRISOFT
LM 200, QUATRISOFT LM-X 529-18-A, QUATRISOFT LM-X 529-18B (C.sub.12
alkyl) and QUATRISOFT LM-X 529-8 (C.sub.18 alkyl) which is sold by
the company Amerchol and the products CRODACEL QM, CRODACEL QL
(C.sub.12 alkyl) and CRODACEL QS (C.sub.18 alkyl) which is sold by
the company Croda.
[0091] The polyacrylates comprising non-cyclic amine side groups,
quaternized or non-quaternized, comprise, for example, hydrophobic
groups of the steareth 20 type (polyoxyethylenated (20) stearyl
alcohol).
[0092] Examples of polyacrylates comprising amine side chains
include the polymers 8781-121B or 9492-103 provided by the company
National Starch.
[0093] The cationic associative polyurethanes that can be used in
the composition disclosed herein may, for example, be chosen from
cationic associative amphiphilic polyurethanes, which are
water-soluble or water-dispersible.
[0094] The term "water-soluble" or "soluble in water" in relation
to the cationic associative amphiphilic polyurethanes disclosed
herein means that these polymers have a solubility in water at
ambient temperature of at least 1% by weight; that is to say that,
up to this concentration, no precipitate can be detected by the
naked eye and the solution is perfectly clear and homogeneous.
[0095] Polyurethanes which are "water-dispersible" or "dispersible
in water" are polymers which, when suspended in water,
spontaneously form droplets having an average size, as measured by
light scattering on a Coulter-type apparatus, ranging, for example,
from 5 nm to 600 nm, and further, for example, ranging from 5 nm to
500 nm.
[0096] The family of cationic amphiphilic polyurethanes disclosed
herein have been described in French Patent Application No. 0 009
609; this family may be represented by the general formula (IV)
below:
R--X--(P).sub.n--[L--(Y).sub.m].sub.r--L'--(P').sub.p--X'--R'
(IV)
[0097] wherein:
[0098] R and R', which may be identical or different, are each
chosen from hydrophobic groups and a hydrogen atom;
[0099] X and X', which may be identical or different, are each
chosen from groups comprising at least one amine functional group
optionally bearing at least one hydrophobic group, or alternatively
groups L";
[0100] L, L' and L", which may be identical or different, are each
chosen from groups derived from a diisocyanate;
[0101] P and P', which may be identical or different, are each
chosen from groups comprising at least one amine functional group
optionally bearing at least one hydrophobic group;
[0102] Y is chosen from hydrophilic groups;
[0103] r is an integer ranging from 1 to 100, for example, from 1
to 50 and further, for example, from 1 to 25,
[0104] n, m and p, which may be identical or different, are each
integers ranging from 0 to 1000; and
[0105] wherein the molecule comprises at least one functional group
chosen from protonated and quatemized amine functional groups and
hydrophobic groups.
[0106] In one embodiment of the polyurethanes disclosed herein, the
only hydro-phobic groups are the groups R and R' at the chain
ends.
[0107] For example, one family of cationic amphiphilic
polyurethanes that can be used in the composition disclosed herein,
for example, is the one corresponding to formula (IV) described
above wherein:
[0108] R and R', which may be identical or different, are each
chosen from hydro-phobic groups,
[0109] X and X', which may be identical or different, are each
chosen from groups
[0110] n and p, which may be identical or different, are each
integers ranging from 1 to 1000, and
[0111] L, L', L", P, P', Y and m have the meaning given above.
[0112] Another family of cationic amphiphilic polyurethanes which
can be used in the composition disclosed herein, for example, is
the one corresponding to formula (IV) above wherein:
[0113] R and R', which may be identical or different, are each
chosen from hydrophobic groups, X and X', which may be identical or
different, are each chosen from groups L", n and p are equal to 0,
and L, L', L', Y and m have the meaning given above.
[0114] The fact that n and p are 0 means that these polymers do not
comprise units derived from a monomer comprising at least one amine
functional group incorporated into the polymer during the
polycondensation. The protonated amine functional groups of these
polyurethanes result from the hydrolysis of excess isocyanate
functional groups, at the chain end, followed by alkylation of the
primary amine functional groups formed with alkylating agents
comprising at least one hydrophobic group, i.e. compounds of the
type RQ or R'Q, wherein R and R' are as defined above and Q is
chosen from leaving groups such as a halide, a sulphate, etc.
[0115] Yet another family of cationic amphiphilic polyurethanes
that can be used in the composition disclosed herein, for example,
is the one corresponding to formula (IV) above wherein:
[0116] R and R', which may be identical or different, are each
chosen from hydro-phobic groups,
[0117] X and X', which may be identical or different, are each
chosen from groups comprising at least one quaternary amine
group,
[0118] n and p are equal to 0, and
[0119] L, L', Y and m have the meaning given above.
[0120] The number-average molecular mass of the cationic
associative polyurethanes may, for example, range from 400 to 500
000, further, for example, from 1000 to 400 000 and even further,
for example, from 1000 to 300 000.
[0121] As used herein, the expression "hydrophobic group" means a
radical or polymer comprising at least one chain chosen from
saturated and unsaturated, linear and branched hydrocarbon-based
chains, which may comprise at least one entity chosen from
heteroatoms such as P, O, N or S and radicals comprising at least
one chain chosen from perfluoro and silicone chains. When the
hydrophobic group is chosen from hydrocarbon-based radicals, it may
comprise at least 10 carbon atoms, for example, from 10 to 30
carbon atoms, further, for example, from 12 to 30 carbon atoms and
even further, for example, from 18 to 30 carbon atoms.
[0122] In one embodiment, the hydrocarbon-based radicals can be
derived from a monofunctional compound.
[0123] For example, the hydrophobic group may be derived from a
fatty alcohol such as stearyl alcohol, dodecyl alcohol or decyl
alcohol. It may also be a hydrocarbon-based polymer such as,
polybutadiene.
[0124] When X and/or X' are chosen from groups comprising at least
one group chosen from tertiary and quaternary amine groups, X
and/or X' may represent one of the following formulae: 3
[0125] wherein:
[0126] R.sub.2 is chosen from linear and branched alkylene radical
comprising from 1 to 20 carbon atoms, optionally comprising at
least one entity chosen from saturated and unsaturated rings and an
arylene radical, at least one of the carbon atoms possibly being
replaced with a heteroatom chosen from N, S, O and P;
[0127] R.sub.1 and R.sub.3, which may be identical or different,
are each chosen from linear and branched C.sub.1-C.sub.30 alkyl and
alkenyl radicals and aryl radicals, at least one of the carbon
atoms in said radicals possibly being replaced with a heteroatom
chosen from N, S, O and P; and
[0128] A.sup.- is a physiologically acceptable counter-ion.
[0129] The groups L, L' and L", which may be identical or
different, each represent a group of formula: 4
[0130] wherein:
[0131] Z is chosen from 13 O--, --S-- and --NH--; and
[0132] R.sub.4 is chosen from linear and branched alkylene radicals
comprising from 1 to 20 carbon atoms, optionally comprising at
least one entity chosen from saturated and unsaturated rings and an
arylene radical, at least one of the carbon atoms possibly being
replaced with at least one heteroatom chosen from N, S, O and
P.
[0133] In formula (IV), the groups P and P', which may be identical
or different, comprising at least one amine functional group, may
represent at least one of the following formulae: 5
[0134] wherein:
[0135] R.sub.5 and R.sub.7, which may be identical or different,
have the same meanings as R.sub.2 defined above;
[0136] R.sub.6, R.sub.8 and R.sub.9, which may be identical or
different, have the same meanings as R.sub.1, and R.sub.3 defined
above;
[0137] R.sub.10 is chosen from linear and branched, optionally
unsaturated alkylene groups which may comprise at least one
heteroatom chosen from N, O, S and P, and
[0138] A.sup.- is a physiologically acceptable counter-ion.
[0139] With regard to the meaning of Y, as used herein, the term
"hydrophilic group" means a polymeric or non-polymeric
water-soluble group.
[0140] For example, when the hydrophilic group is not a polymer, it
may be chosen from ethylene glycol, diethylene glycol and propylene
glycol.
[0141] When the hydrophilic group is a hydrophilic polymer, in
accordance with one embodiment disclosed herein, it may, for
example, be chosen from at least one of polyethers, sulphonated
polyesters, and sulphonated polyamides. The hydrophilic polymer
may, for example, be a polyether and further, for example, a
poly(ethylene oxide) or a poly(propylene oxide).
[0142] The cationic associative polyurethanes of formula (IV)
disclosed herein may be formed from diisocyanates and from various
compounds with at least one functional group comprising labile
hydrogen. The at least one functional groups comprising labile
hydrogen may, for example, be chosen from alcohol, primary and
secondary amine and thiol functional groups giving, after reaction
with the diisocyanate functional groups, polyurethanes, polyureas
and polythioureas, respectively. As used herein, the term
"poly-urethanes" encompasses these three types of polymers, for
example, polyurethanes per se, polyureas and polythioureas, and
also copolymers thereof.
[0143] A first type of compound involved in the preparation of the
polyurethane of formula (IV) is a compound comprising at least one
unit comprising at least one amine functional group. This compound
may be multifunctional, but the compound may, for example, be
difunctional, that is to say that, according to one embodiment
disclosed herein, for example, this compound comprises two labile
hydrogen atoms borne, for example, by a hydroxyl, primary amine,
secondary amine or thiol functional group. A mixture of
multifunctional and difunctional compounds in which the percentage
of multifunctional compounds is low may also be used.
[0144] As mentioned above, this compound may comprise more than one
unit comprising at least one functional group. In this case, it is
a polymer bearing a repetition of the unit comprising at least one
amine functional group.
[0145] Compounds of this type may be represented by one of the
following formulae:
HZ--(P).sub.n--ZH
[0146] or
HZ--(P').sub.p13 ZH
[0147] wherein Z, P, P', n and p are as defined above.
[0148] The compounds comprising at least one amine functional group
may, for example, be chosen from N-methyldiethanolamine,
N-tert-butyldiethanolamine and N-sulphoethyldiethanolamine.
[0149] The second compound involved in the preparation of the
polyurethane of formula (IV) is a diisocyanate corresponding to the
formula:
O.dbd.C.dbd.N--R.sub.4--N.dbd.C.dbd.O
[0150] wherein R.sub.4 is as defined above.
[0151] For example, the second compound may be chosen from
methylenediphenyl diisocyanate, methylenecyclohexane diisocyanate,
isophorone diisocyanate, toluene diisocyanate, naphthalene
diisocyanate, butane diisocyanate and hexane diisocyanate.
[0152] A third compound involved in the preparation of the
polyurethane of formula (IV) is a hydrophobic compound intended to
form the terminal hydrophobic groups of the polymer of formula
(IV).
[0153] This compound comprises at least one hydrophobic group and
at least one functional group comprising labile hydrogen, for
example at least one group chosen from hydroxyl, primary and
secondary amine groups and thiol functional groups.
[0154] By way of example, this compound may be a fatty alcohol such
as, stearyl alcohol, dodecyl alcohol or decyl alcohol. When this
compound comprises a polymeric chain, it may be, for example,
a-hydroxylated hydrogenated polybutadiene.
[0155] The hydrophobic groups of the polyurethane of formula (IV)
may also result from the quaternization reaction of the tertiary
amine of the compound comprising at least one tertiary amine unit.
Thus, the hydrophobic groups can be introduced via the quaternizing
agent. This quaternizing agent is a compound of the type RQ or R'Q,
in which R and R', which may be identical or different, are as
defined above and Q denotes a leaving group such as a halide, a
sulphate, etc.
[0156] The cationic associative polyurethanes may also comprise a
hydrophilic block. This block is provided by a fourth type of
compound involved in the preparation of the polymer. This compound
may be multifunctional. It may, for example, be difunctional. It is
also possible to have a mixture in which the percentage of
multifunctional compound is low.
[0157] The at least one functional group comprising labile hydrogen
may, for example, be chosen from alcohol, primary and secondary
amine and thiol functional groups. This compound may be a polymer
terminated at the chain ends with at least one of these functional
groups comprising labile hydrogen.
[0158] By way of example, when it is not a polymer, mention may be
made of ethylene glycol, diethylene glycol and propylene
glycol.
[0159] When it is a hydrophilic polymer, mention may be made, for
example, of polyethers, sulphonated polyesters and sulphonated
polyamides, or a mixture of these polymers. The hydrophilic
compound may, for example, be a polyether and may, further, for
example, be a poly(ethylene oxide) or poly(propylene oxide).
[0160] The hydrophilic group termed Y in formula (IV) is optional.
Specifically, the units comprising quaternary amine or protonated
functional groups may suffice to provide the solubility or
water-dispersibility required for this type of polymer in an
aqueous solution.
[0161] Although the presence of a hydrophilic group Y is optional,
cationic associative polyurethanes comprising such a group may, for
example, be used.
[0162] The cationic associative polyurethanes are water-soluble or
water-dispersible.
[0163] The cationic poly(vinyllactam) polymers disclosed herein
comprise:
[0164] a) at least one monomer chosen from vinyllactam and
alkylvinyllactam monomers;
[0165] b) at least one monomer chosen from monomers of structure
(V) and (VI) below: 6
[0166] wherein:
[0167] X is chosen from an oxygen atom and radicals NR.sub.6,
[0168] R.sub.1 and R.sub.6, which may be identical or different,
are each chosen from a hydrogen atom and linear and branched
C.sub.1-C.sub.5 alkyl radicals,
[0169] R.sub.2 is chosen from linear and branched C.sub.1-C.sub.4
alkyl radicals,
[0170] R.sub.3, R.sub.4 and R.sub.5, which may be identical or
different, are each chosen from a hydrogen atom, linear and
branched C.sub.1-C.sub.30 alkyl radicals and radicals of formula
(Vll):
--(Y.sub.2).sub.r--(CH.sub.2--CH(R.sub.7)--O).sub.x--R.sub.8
(VII)
[0171] Y, Y.sub.1 and Y.sub.2, which may be identical or different,
are each chosen from linear and branched C.sub.2-C.sub.16 alkylene
radicals,
[0172] R.sub.7 is chosen from a hydrogen atom, linear and branched
C.sub.1-C.sub.4 alkyl radicals and linear and branched
C.sub.1-C.sub.4 hydroxyalkyl radicals,
[0173] R.sub.8 is chosen from a hydrogen atom and linear and
branched C.sub.1-C.sub.30 alkyl radicals,
[0174] p, q and r, which may be identical or different, are each
equal to either the value zero or the value 1,
[0175] m and n, which may be identical or different, are each
integers ranging from 0 to 100,
[0176] x is an integer ranging from 1 to 100,
[0177] is chosen from anions derived from organic or mineral
acids,
[0178] with the proviso that:
[0179] at least one of the substituents R.sub.3, R.sub.4, R.sub.5
or R.sub.8 is chosen from linear and branched C.sub.9-C.sub.30
alkyl radicals,
[0180] if m or n is not zero, then q is equal to 1, and
[0181] if m or n are equal to zero, then p or q is equal to 0.
[0182] The cationic poly(vinyllactam) polymers disclosed herein may
be crosslinked or non-crosslinked, and may also be block
polymers.
[0183] For example, the counter-ion Z of the monomers of formula
(V) may be chosen from halide ions, phosphate ions, a methosulphate
ion and a tosylate ion.
[0184] For example, R.sub.3, R.sub.4 and R.sub.5, which may be
identical or different, may each be chosen from a hydrogen atom and
linear and branched C.sub.1-C.sub.30 alkyl radicals.
[0185] Further, for example, the monomer b) may be chosen from
monomers of formula (IV) wherein, even further, for example, m and
n are equal to zero.
[0186] The vinyllactam or alkylvinyllactam monomers may, for
example, be chosen from compounds of structure (VIII): 7
[0187] wherein:
[0188] s is an integer ranging from 3 to 6,
[0189] R.sub.9 is chosen from a hydrogen atom and C.sub.1-C.sub.5
alkyl radicals, and
[0190] R.sub.10 is chosen from a hydrogen atom and C.sub.1-C.sub.5
alkyl radicals,
[0191] with the proviso that at least one of the radicals R.sub.9
and R.sub.10 is a hydrogen atom.
[0192] Further, for example, the monomer (VIII) may be a
vinylpyrrolidone.
[0193] The cationic poly(vinyllactam) polymers disclosed herein may
also comprise at least one additional monomer, which may, for
example, be cationic or non-ionic.
[0194] As the at least one associative polymer that may be used in
the composition disclosed herein, mention may be made of the
following terpolymers comprising at least:
[0195] a)- a monomer of formula (VIII),
[0196] b)- a monomer of formula (V) wherein p=1, q=0, R.sub.3 and
R.sub.4, which may be identical or different, are each chosen from,
a hydrogen atom and C.sub.1-C.sub.5 alkyl radicals and R.sub.5 is
chosen from C.sub.9-C.sub.24 alkyl radicals, and
[0197] c)- a monomer of formula (VI) wherein R.sub.3 and R.sub.4,
which may be identical or different, are each chosen from a
hydrogen atom and C.sub.1-C.sub.5 alkyl radicals.
[0198] For example, terpolymers comprising, on a weight basis, 40%
to 95% of monomer (a), 0.1% to 55% of monomer (c) and 0.25% to 50%
of monomer (b) can be used.
[0199] Such polymers are described in Patent Application No. WO
00/68282, the content of which is hereby incorporated by
reference.
[0200] Cationic poly(vinyllactam) polymers that can be used in the
composition disclosed herein may, for example, be chosen from
vinylpyrrolidone/dimethylaminopropylmethacrylamide/dodecyidimethylmethacr-
ylamidopropylammonium tosylate terpolymers,
vinylpyrrolidone/dimethylamino-
propylmethacrylamide/cocoyldimethylmethacrylamidopropyl ammonium
tosylate terpolymers,
vinylpyrrolidone/dimethylaminopropylmethacrylamide/lauryldim-
ethylmethacrylamidopropylammonium tosylate terpolymers, and
vinylpyrrolidone/dimethylaminopropylmethacrylamide/lauryldimethylmethacry-
lamido-propylammonium chloride terpolymers.
[0201] The weight-average molecular mass of the cationic
poly(vinyllactam) polymers disclosed herein may, for example, range
from 500 to 20 000 000. Further, for example, it may range from 200
000 to 2 000 000 and even further, for example, from 400 000 to 800
000.
[0202] The cationic amphiphilic polymers disclosed herein may, for
example, be chosen from acrylic terpolymers as described in Patent
Application No. EP-1 090 623 and which comprise:
[0203] for example, from 5% to 80% by weight, further, for example,
from 15% to 70% by weight and even further, for example, from 40%
to 70% by weight of an acrylate monomer (a) chosen from
C.sub.1-C.sub.6 alkyl acrylates and C.sub.1-C.sub.6 alkyl
methacrylates;
[0204] for example, from 5% to 80% by weight further, for example,
from 10% to 70% by weight and even further, for example, from 20%
to 60% by weight, of a monomer (b) chosen from heterocyclic vinyl
compounds comprising at least one atom chosen from nitrogen and
sulphur atoms, (meth)acrylamides, mono- and
di(C.sub.1-C.sub.4)alkylamino(C.sub.1-C.sub.- 4)alkyl
(meth)acrylates, and mono- and di(C.sub.1-C.sub.4)alkylamino(C.sub-
.1-C.sub.4)alkyl(meth)acrylamides;
[0205] for example, from 0.1% to 30% by weight, further, for
example, from 0.1% to 10% by weight, of a monomer (c) chosen from:
(i) a urethane produced by reaction between a monoethylenic
unsaturated isocyanate and a non-ionic surfactant with a C.sub.1-4
alkoxy end;
[0206] (ii) a block copolymer of 1,2-butylene oxide and of
1,2-ethylene oxide; (iii) a copolymerizable ethylenic unsaturated
surfactant monomer obtained by condensation of a non-ionic
surfactant with an .alpha.,.beta.-ethylenic unsaturated carboxylic
acid and the anhydride thereof; (iv) a surfactant monomer chosen
from the products of reaction such as a urea of a monoethylenic
unsaturated monoisocyanate with a non-ionic surfactant containing
an amine functional group; (v) a (meth)allyl ether of formula
CH.sub.2.dbd.CR.sub.1CH.sub.2OA.sub.mB.sub.n- A.sub.pR.sub.2
wherein R.sub.1 is chosen from a hydrogen atom and a methyl group,
A is chosen from propylenoxy and butylenoxy groups, B is an
ethylenoxy group, n is equal to zero or is an integer less than or
equal to 200 and, for example, less than 100, m and p, which may be
identical or different, are each equal to zero or an integer less
than n and R.sub.2 is chosen from hydrophobic groups of at least 8
carbon atoms, for example, comprising from C.sub.8-C.sub.30 carbon
atoms; and (vi) a non-ionic monomer of urethane produced by
reaction of a monohydric non-ionic surfactant with a monoethylenic
unsaturated isocyanate;
[0207] the weight percentages of monomers being based on the total
weight of the monomers constituting the terpolymer.
[0208] Acrylate monomers (a) that may, for example, be used in the
composition disclosed herein can comprise C.sub.2-C.sub.6 alkyl
acrylates. Ethyl acrylate may, for example, be used.
[0209] Examples of monomers (b) which can be used in the
composition disclosed herein are N,N-dimethylaminoethyl
methacrylate (DMAEMA), N,N-diethylaminoethyl acrylate,
N,N-diethylaminoethyl methacrylate, N-t-butylaminoethyl acrylate,
N-t-butylaminoethyl methacrylate,
N,N-dimethylamino-propylacrylamide,
N,N-dimethylamino-propylmethacrylamid- e,
N,N-diethylaminopropylacrylamide and
N,N-diethylaminopropylmethacrylami- de. In one embodiment,
N,N-dimethylaminoethyl methacrylate can be used.
[0210] The monomers (c) which can, for example, be used in the
composition disclosed herein may be copolymerizable ethylenic
unsaturated surfactant monomers obtained by condensing a non-ionic
surfactant with an .alpha.,.beta.-ethylenic unsaturated carboxylic
acid and the anhydride thereof, for example, C.sub.3-C.sub.4 mono-
or dicarboxylic acids and the anhydrides thereof and further, for
example, acrylic acid, methacrylic acid, crotonic acid, maleic
acid, maleic anhydride and even further, for example, itaconic acid
and itaconic anhydride.
[0211] The monomers (c) that can be used in the composition
disclosed herein, for example, correspond to the copolymerizable
ethylenic unsaturated surfactant monomers obtained by condensing a
non-ionic surfactant with itaconic acid. Among the non-ionic
surfactants which may be mentioned, for example, are
C.sub.10-C.sub.30 fatty alcohols alkoxylated with 2 to 100 mol and,
for example, from 5 to 50 mol of an alkylene oxide, such as,
polyethylene glycol ethers of C.sub.10-C.sub.30 fatty alcohols and,
for example, the polyethylene glycol ethers of cetyl alcohol which
are called CETETH in the CTFA dictionary, 7th edition, 1997.
[0212] Acrylic terpolymers may thus be chosen from acrylic
terpolymers comprising acrylates, amino (meth)acrylates and
C.sub.10-C.sub.30 alkyl itaconate, polyoxyethylenated with 20 mol
of ethylene oxide.
[0213] Conventional methods for preparing these acrylic terpolymers
are known to those skilled in the art. Such methods include
solution polymerization, precipitation polymerization and emulsion
polymerization. Terpolymers used in the composition disclosed
herein and methods for preparing them are described, for example,
in Patent Application Nos. EP-A-0 824 914 and EP-A-0 825 200.
[0214] Among these terpolymers, the ASTRUCTURE7 PLUS polymer sold
by the company National Starch, which comprises acrylates, amino
(meth)acrylates and C.sub.10-C.sub.30 alkyl itaconate,
polyoxyethylenated with 20 mol of ethylene oxide, in the form of an
aqueous dispersion containing 20% active material can be used, for
example.
[0215] In addition to these monomers, the terpolymers can comprise
other monomers which allow the terpolymers to be crosslinked. These
monomers can be used in relatively low proportions, of up to 2% by
weight, relative to the total weight of the monomers used to
prepare the terpolymers. Such crosslinking monomers comprise
aromatic monomers bearing several vinyl substituents, alicyclic
monomers bearing several vinyl substituents, bifunctional esters of
phthalic acid, bifunctional esters of methacrylic acid,
multifunctional esters of acrylic acid, N-methylenebisacrylamide
and aliphatic monomers bearing several vinyl substituents such as
dienes, trienes and tetraenes.
[0216] Crosslinking monomers may, for example, be chosen from,
divinylbenzenes, trivinylbenzenes, 1,2,4-trivinylcyclohexene,
1,5-hexadiene, 1,5,9-decatriene, 1,9-decadiene, 1,5-heptadiene,
diallyl phthalates, ethylene glycol dimethacrylate, polyethylene
glycol dimethacrylates, penta- and tetraacrylates, triallyl
pentaerythritols, octaallyl sucroses, cycloparaffins, cycloolefins
and N-methylenebisacrylamide.
[0217] Amphoteric Polymers
[0218] The at least one associative polymer disclosed herein may
also be chosen from amphoteric associative polymers.
[0219] As used herein, the term "amphoteric polymers" means
polymers which comprise units K and M randomly distributed in the
polymer chain, wherein K is a unit derived from a monomer
comprising at least one basic nitrogen atom and M is a unit
deriving from an acidic monomer comprising at least one group
chosen from carboxylic and sulphonic groups, or K and M, which may
be identical or different, are each chosen from groups derived from
zwitterionic carboxybetaine and sulphobetaine monomers;
[0220]
[0221] K and M may also be chosen from cationic polymer chains
comprising at least one group chosen from primary, secondary,
tertiary and quatemary amine groups, wherein at least one of the
amine groups bears at least one group chosen from carboxylic and
sulphonic groups linked via a hydrocarbon-based radical, or K and M
form part of a chain of a polymer comprising an
.alpha.,.beta.-dicarboxylic ethylene unit in which one of the
carboxylic groups has been made to react with a polyamine
comprising at least one amine group chosen from primary and
secondary amine groups.
[0222] The amphoteric polymers used in the composition disclosed
herein may further comprise at least one fatty chain comprising
from 8 to 30 carbon atoms, and may be chosen, for example, from
polymers derived from polyaspartic acid and comprising at least one
fatty chain comprising from 8 to 30 carbon atoms, such as
those:
[0223] described and prepared in Patent Application No. EP 0 767
191, the content of which is hereby incorporated by reference. Such
polymers are prepared in conventional manner by reacting
polysuccinimide (PSI) with fatty-chain (C.sub.8-C.sub.24) amines in
a solvent medium in the presence or absence of a basic catalyst
such as, aliphatic tertiary amines, followed by amphoterization of
the resultant product by reaction with a halogenated organic
acid.
[0224] The C.sub.8-C.sub.24 fatty-chain amines which are reacted
with the PSI, may, for example, be chosen from octylamine,
nonylamine, decylamine, dodecylamine, tetradecylamine,
hexadecylamine, octadecylamine, octadecenylamine,
eicosyldecylamine, octynylamine, decenylamine, dodecenylamine,
tetradecenylamine, hexadecenylamine, octadecenylamine and
eicosenylamine.
[0225] Examples of such polymers are prepared by reacting PSI with
n-laurylamine or with n-stearylamine in the presence of
N,N-dimethyl-1,3-propanediamine as basic catalyst, followed by
amphoterization of the resultant product by reaction with potassium
monochloroacetate. These polymers are prepared with greater details
on pages 13 to 20 (lines 1-4) and in Examples 1 to 5 on pages 28 to
34 (lines 1-4) of the Patent Application No. EP 0 767 191.
[0226] described and prepared in Patent Application No. EP 0 884
344, whose content is hereby incorporated by reference. Polymers of
this kind are prepared by reacting gaseous ammonia with a
C.sub.8-C.sub.24 alkyl or alkenyl monomaleate in a solvent medium
under reduced pressure at a temperature of 120-140.degree. C. for 4
to 6 hours.
[0227] The C.sub.8-C.sub.24 alkyl or alkenyl radicals may, for
example, be chosen from the following linear or branched radicals:
decyl, dodecyl, tetradecyl, hexadecyl, octadecyl and oleyl.
[0228] Examples of such polymers include polymers comprising
aspartic acid units and decyl aspartate units, polymers comprising
aspartic acid units and dodecyl aspartate units, polymers
comprising aspartic acid units and cetyl aspartate units, polymers
comprising aspartic acid units and stearyl aspartate units, and
polymers comprising aspartic acid units and n-decylaspartamide
units, which are described in Examples 1 to 6 in Patent Application
No. EP 0 884 344.
[0229] described and prepared in Patent Application No. EP 0 959
094, the content of which is hereby incorporated by reference.
Polymers of this kind are prepared by reacting, in a solvent
medium, gaseous ammonia with a maleic acid monoamide,
polyoxyalkylenated and hydrophobically modified by a linear or
branched C.sub.8-C.sub.30 alkyl or alkenyl chain, optionally in a
mixture with a monoester of maleic acid.
[0230] An example of a polymer thus prepared is described in
Example 2 on page 11 of Patent Application No. EP 0 959 094.
[0231] described and prepared in Patent Application No. EP 0 959
090, the content of which is hereby incorporated by reference.
Hydrophobically modified polymers of this kind of high molecular
weight are obtained from derivatives of maleic acid and gaseous
ammonia and difunctional or polyfunctional amines or alcohols.
[0232] Examples of copolymers comprising aspartic acid units and
cetyl aspartate units or comprising aspartic acid units and cetyl
aspartate units are given, respectively, in Examples 3 and 5 of
Patent Application No. EP 0 959 090.
[0233] or else those described and prepared in Patent Application
No. EP 0 959 091, the content of which is hereby incorporated by
reference. Hydrophobically modified polymers of this kind are
prepared from maleic acid monoester or monoamide and gaseous
ammonia.
[0234] Examples of such copolymers are given in Examples 1, 2, 3
and 5 of Patent Application No. EP 0 959 091.
[0235] For example, as used herein the amphoteric polymers
comprising at least one fatty chain comprising 8 to 30 carbon atoms
are chosen from those comprising at least one non-cyclic cationic
unit. For example, the polymers prepared from or comprising from 1
to 20 mol % of monomer comprising at least one fatty chain,
further, for example, from 1.5 to 15 mol % and even further, for
example, from 1.5 to 6 mol %, relative to the total number of moles
of monomers.
[0236] The amphoteric polymers comprising at least one fatty chain
that may be used in the composition disclosed herein comprise, or
are prepared by copolymerizing:
[0237] 1) at least one monomer chosen from monomers of formula
(IXa) and (IXb): 8
[0238] wherein R.sub.1 and R.sub.2, which may be identical or
different, are each chosen from a hydrogen atom and a methyl
radical, R.sub.3, R.sub.4 and R.sub.5, which may be identical or
different, are each chosen from linear and branched alkyl radicals
comprising from 1 to 30 carbon atoms,
[0239] Z is chosen from an NH group and an oxygen atom,
[0240] n is an integer ranging from 2 to 5, and
[0241] A.sup.- is chosen from anions derived from organic or
mineral acids, such as a methosulphate anion or a halide such as
chloride or bromide;
[0242] 2) at least one monomer chosen from monomers of formula
(X)
R.sub.6--CH.dbd.CR.sub.7--COOH (X)
[0243] wherein: R.sub.6 and R.sub.7, which may be identical or
different, are each chosen from a hydrogen atom and a methyl
radical; and
[0244] 3) at least one monomer chosen from monomers of formula
(XI):
R.sub.6--CH.dbd.CR.sub.7--COXR.sub.8 (III)
[0245] wherein R.sub.6 and R.sub.7, which may be identical or
different, are each chosen from a hydrogen atom and a methyl
radical, X is chosen from oxygen and nitrogen atoms and R.sub.8 is
chosen from linear and branched alkyl radicals comprising from 1 to
30 carbon atoms; at least one of the monomers of formula (IXa),
(IXb) or (XI) comprising at least one fatty chain.
[0246] The monomers of formulae (IXa) and (IXb) may, for example,
be chosen from:
[0247] dimethylaminoethyl methacrylate, dimethylaminoethyl
acrylate,
[0248] diethylaminoethyl methacrylate, diethylaminoethyl
acrylate,
[0249] dimethylaminopropyl methacrylate, dimethylaminopropyl
acrylate,
[0250] dimethylaminopropylmethacrylamide,
dimethylaminopropylacrylamide, these monomers optionally being
quaternized, for example with a C.sub.1-C.sub.4 alkyl halide or a
C.sub.1-C.sub.4 dialkyl sulphate.
[0251] For example, the monomer of formula (IXa) can be chosen from
acrylamidopropyltrimethylammonium chloride and
methacrylamidopropyltrimet- hylammonium chloride.
[0252] The monomers of formula (X) may, for example, be chosen from
acrylic acid, methacrylic acid, crotonic acid and 2-methylcrotonic
acid. Further, for example, the monomer of formula (X) can be an
acrylic acid.
[0253] The monomers of formula (XI) may, for example, be chosen
from C.sub.12-C.sub.22 and, for example, C.sub.16-C.sub.18 alkyl
acrylates and methacrylates.
[0254] The monomers constituting the amphoteric polymers comprising
at least one fatty chain may, for example, be already neutralized
and/or quaternized.
[0255] The ratio of the number of cationic charges/anionic charges
may, for example, be equal to 1.
[0256] The amphoteric polymers comprising at least one fatty chain
may comprise from 1 mol % to 10 mol % of the monomer comprising a
fatty chain (monomer of formula (IXa), (IXb) or (XI)), and, for
example, from 1.5 mol % to 6 mol %.
[0257] The weight-average molecular weights of the amphoteric
polymers comprising at least one fatty chain may range from 500 to
50 000 000 and further, for example, from 10 000 to 5 000 000.
[0258] The amphoteric polymers comprising at least one fatty chain
may also comprise other monomers, for example, non-ionic monomers,
such as C.sub.1-C.sub.4 alkyl acrylates or methacrylates.
[0259] The amphoteric polymers comprising at least one fatty chain
are described and prepared, for example, in Patent Application No.
WO 98/44012.
[0260] The amphoteric polymers comprising at least one fatty chain
may, for example, be chosen from acrylic
acid/(meth)acrylamidopropyltrimethyla- mmonium chloride/stearyl
methacrylate terpolymers.
[0261] In one embodiment, the oxidation dyeing composition
disclosed herein comprises at least one associative polymer chosen
from cationic and non-ionic polymers comprising at least one fatty
chain. In another embodiment, the composition disclosed herein
comprises cationic polymers comprising at least one fatty chain.
For example, the at least one associative polymer may be chosen
from cationic polyurethanes.
[0262] The at least one associative polymer may be present in the
composition, for example, in an amount ranging from 0.05% to 10% by
weight, relative to the total weight of the composition and
further, for example, from 0.1% to 5% by weight, relative to the
total weight of the composition.
[0263] The ratio by weight of the at least one C.sub.14-C.sub.30
alkylsulphate to the at least one associative polymer ranges, for
example, from 0.1:1 to 10:1, and further, for example, from 0.5:1
to 5:1.
[0264] Fatty Alcohols
[0265] The at least one fatty alcohol disclosed herein may, for
example, be chosen from non-oxyalkylenated and non-glycerolated,
linear and branched, saturated and unsaturated fatty alcohols and
comprise from 8 to 40 carbon atoms. For example, the at least one
fatty alcohol may be chosen from cetyl alcohol, stearyl alcohol and
oleyl alcohol.
[0266] In one embodiment, the fatty alcohol may be chosen from
oxyalkylenated and glycerolated fatty alcohols.
[0267] As used herein, the term "oxyalkylenated fatty alcohols"
means any pure fatty alcohol of the following structure: 9
[0268] wherein:
[0269] R is chosen from saturated and unsaturated, linear and
branched radicals comprising from 8 to 40 carbon atoms, for
example, from 8 to 30 carbon atoms,
[0270] Z is chosen from oxyethylenated (i) and/or oxypropylenated
(ii).sub.1 and (ii).sub.2 radicals of the following respective
formulae:
[0271] 10
[0272] m represents the number of ethylene oxide (i) and/or
propylene oxide (ii).sub.1 or (ii).sub.2 groups, ranging, for
example, from 1 to 250 and further, for example, from 2 to 100.
[0273] As used herein, the term "glycerolated fatty alcohols" means
any pure fatty alcohol of the following structure: 11
[0274] wherein:
[0275] R is chosen from saturated and unsaturated, linear and
branched radicals comprising, for example, from 8 to 40 carbon
atoms and further, for example, from 8 to 30 carbon atoms,
[0276] Z is chosen from glycerolated radicals (iii) of the
following formula: 12
[0277] n represents the number of glycerol groups (iii) and ranges,
for example, from 1 to 30 and further, for example, from 1 to
10.
[0278] For example, the oxyalkylenated fatty alcohols may be chosen
from saturated and unsaturated, linear and branched fatty alcohols
comprising from 10 to 20 carbon atoms and from 2 to 40 ethylene
oxide groups. The oxyalkylenated fatty alcohol compounds may, for
example, be chosen from the following commercialized products:
[0279] MERGITAL LM2 (Cognis) [lauryl alcohol 2 EO];
[0280] IFRALAN L12 (Ifrachem) and REWOPAL 12 (Goldschmidt) [lauryl
alcohol 12 EO];
[0281] EMPILAN KA 2.5/90FL (Albright & Wilson) and MERGITAL
BL309 (Cognis) [decyl alcohol 3 EO];
[0282] EMPILAN KA 5/90 FL (Albright & Wilson) and MERGITAL
BL589 (Cognis) [decyl alcohol 5 EO];
[0283] BRIJ 58 (Uniqema) and SIMULSOL 58 (Seppic) [cetyl alcohol 20
EO];
[0284] EMULGIN 05 (Cognis) [oleocetyl alcohol 5 EO];
[0285] MERGITAL OC30 (Cognis) [oleocetyl alcohol 30 EO];
[0286] BRIJ 72 (Uniqema) [stearyl alcohol 2 EO];
[0287] BRIJ 76 (Uniqema) [stearyl alcohol 10 EO];
[0288] BRIJ 78P (Uniqema) [stearyl alcohol 20 EO];
[0289] BRIJ 700 (Uniqema) [stearyl alcohol 100 EO];
[0290] EMULGIN B1 (Cognis) [cetylstearyl alcohol 12 EO];
[0291] EMULGIN L (Cognis) [cetyl alcohol 9 EO and 2 PO]; and
[0292] WITCONOL APM (Goldschmidt) [myristyl alcohol 3 PO].
[0293] The glycerolated fatty alcohol compounds may, for example,
be chosen from lauryl alcohol containing 4 mol of glycerol (INPCI
name: Polyglyceryl-4 lauryl ether), oleyl alcohol containing 4
moles of glycerol (INPCI name: Polyglyceryl4 oleyl ether), oleyl
alcohol containing 2 mol of glycerol (INPCI name: Polyglyceryl-2
oleyl ether), cetearyl alcohol containing 2 mol of glycerol,
cetearyl alcohol containing 6 mol of glycerol, oleocetyl alcohol
containing 6 mol of glycerol, and octadecanol containing 6 mol of
glycerol.
[0294] The at least one fatty alcohol may represent a mixture of
fatty alcohols, which means that in a commercial product a
plurality of species of fatty alcohols may coexist in the form of a
mixture.
[0295] The at least one fatty alcohol is present in the composition
in an amount ranging, for example, from 0.05% to 30% by weight,
relative to the total weight of the composition and further, for
example, from 0.5% to 20% by weight, relative to the total weight
of the composition.
[0296] Oxidation Dyes
[0297] The at least one oxidation dye that may be used in the
composition disclosed herein may, for example, be chosen from
oxidation bases and couplers.
[0298] In one emodiment, the composition disclosed herein comprises
at least one oxidation base.
[0299] The oxidation bases that may be used in the composition
disclosed herein may, for example, be chosen from those
conventionally used in oxidation dyeing, for example, ortho- and
para-phenylenediamines, double bases, ortho- and para-aminophenols,
heterocyclic bases, and the acid addition salts thereof.
[0300] For example, the oxidation bases may be chosen from:
[0301] (I) para-phenylenediamines of formula (XII) below, and the
acid addition salts thereof: 13
[0302] wherein:
[0303] R.sub.1 is chosen from a hydrogen atom, C.sub.1-C.sub.4
alkyl radicals, C.sub.1-C.sub.4 monohydroxyalkyl radicals,
C.sub.2-C.sub.4 polyhydroxyalkyl radicals,
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radicals and
C.sub.1-C.sub.4 alkyl radicals substituted with at least one group
chosen from nitrogenous, phenyl and 4'-aminophenyl groups;
[0304] R.sub.2 is chosen from a hydrogen atom, C.sub.1-C.sub.4
alkyl radicals, C.sub.1-C.sub.4 monohydroxyalkyl radicals,
C.sub.2-C.sub.4 polyhydroxyalkyl radicals,
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radicals and
C.sub.1-C.sub.4 alkyl radicals substituted with at least one
nitrogenous group;
[0305] R.sub.1 and R.sub.2 may also form, together with the
nitrogen atom that bears them, at least one heterocycle chosen from
5- and 6-membered nitrogen heterocycles optionally substituted with
at least one group chosen from alkyl, hydroxyl and ureido
groups;
[0306] R.sub.3 is chosen from a hydrogen atom, halogen atoms such
as a chlorine atom, C.sub.1-C.sub.4 alkyl radicals, sulpho
radicals, carboxyl radicals, C.sub.1-C.sub.4 monohydroxyalkyl
radicals, C.sub.1-C.sub.4 hyd roxyalkoxy radicals,
acetylamino(C.sub.1-C.sub.4)alkoxy radicals,
mesylamino(C.sub.1-C.sub.4)alkoxy radicals and
carbamoylamino(C.sub.1-C.s- ub.4)alkoxy radicals, and
[0307] R.sub.4 is chosen from a hydrogen atom, halogen atoms, and
C.sub.1-C.sub.4 alkyl radicals.
[0308] The nitrogenous groups of formula (XII) above may, for
example, be chosen from amino, mono(C.sub.1-C.sub.4)alkylamino,
di(C.sub.1-C.sub.4)alkylamino, tri(C.sub.1-C.sub.4)alkylamino,
monohydroxy(C.sub.1-C.sub.4)alkylamino, imidazolinium and ammonium
radicals.
[0309] The para-phenylenediamines of formula (XII) may, for
example, be chosen from para-phenylenediamine, para-toluenediamine,
2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine,
2,6-dimethyl-para-phenylenediamine,
2,6-diethyl-para-phenylenediamine,
2,5-dimethyl-para-phenylenediamine,
N,N-dimethyl-para-phenylenediamine,
N,N-diethyl-para-phenylenediamine,
N,N-dipropyl-para-phenylenediamine,
4-amino-N,N-diethyl-3-methylaniline,
N,N-bis(.beta.-hydroxyethyl)-para-ph- enylenediamine,
4-amino-N,N-bis(.beta.-hydroxyethyl)-2-methylaniline,
4-amino-N,N-bis(.beta.-hydroxyethyl)-2-chloroaniline,
2-.beta.-hydroxyethyl-para-phenylenediamine,
2-fluoro-para-phenylenediami- ne,
2-isopropyl-para-phenylenediamine,
N-(.beta.-hydroxypropyl)-para-pheny- lenediamine,
2-hydroxymethyl-para-phenylenediamine,
N,N-dimethyl-3-methyl-para-phenylenediamine,
N-ethyl-N-(.beta.-hydroxyeth- yl)-para-phenylenediamine,
N-(.beta.,y-dihydroxypropyl)-para-phenylenediam- ine,
N-(4'-aminophenyl)-para-phenylenediamine,
N-phenyl-para-phenylenediam- ine and
2-.beta.-hydroxyethyloxy-para-phenylenediamine,
2-.beta.-acetylaminoethyloxy-para-phenylenediamine,
N-(.beta.-methoxyethyl)-para-phenylenediamine,
2-methyl-1-N-.beta.-hydrox- yethyl-para-phenylenediamine, and the
acid addition salts thereof.
[0310] The para-phenylenediamines of formula (XII) may also, for
example, be chosen from para-phenylenediamine, para-toluenediamine,
2-isopropyl-para-phenylenediamine,
2-.beta.-hydroxyethyl-para-phenylenedi- amine,
2-.beta.-hydroxyethyloxy-para-phenylenediamine,
2,6-dimethyl-para-phenylenediamine,
2,6-diethyl-para-phenylenediamine,
2,3-dimethyl-para-phenylenediamine,
N,N-bis(.beta.-hydroxyethyl)-para-phe- nylenediamine and
2-chloro-para-phenylenediamine, and the acid addition salts
thereof
[0311] (II) As used herein, the term "double bases" means compounds
comprising at least two aromatic nuclei bearing at least one group
chosen from amino and hydroxyl groups.
[0312] The double bases that can be used as oxidation bases in the
dye composition disclosed herein may, for example, be chosen from
compounds corresponding to formula (XIII) below, and the acid
addition salts thereof: 14
[0313] wherein:
[0314] Z.sub.1 and Z.sub.2, which may be identical or different,
are each chosen from a hydroxyl radical and an --NH.sub.2 radical
which may be substituted with at least one entity chosen from
C.sub.1-C.sub.4 alkyl radicals and a linking arm Y;
[0315] the linking arm Y is chosen from linear and branched
alkylene chains comprising from 1 to 14 carbon atoms, which may be
interrupted by or terminated with at least one entity chosen from
nitrogenous groups and heteroatoms such as oxygen, sulphur and
nitrogen atoms, and optionally substituted with at least one
radical chosen from hydroxyl and C.sub.1-C.sub.6 alkoxy
radicals;
[0316] R.sub.5 and R.sub.6, which may be identical or different,
are each chosen from a hydrogen atom and halogen atoms,
C.sub.1-C.sub.4 alkyl radicals, C.sub.1-C.sub.4 monohydroxyalkyl
radicals, C.sub.2-C.sub.4 polyhydroxyalkyl radicals,
C.sub.1-C.sub.4 aminoalkyl radicals, and a linking arm Y; and
[0317] R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, and R.sub.12,
which may be identical or different, are each chosen from a
hydrogen atom, a linking arm Y and C.sub.1-C.sub.4 alkyl
radicals;
[0318] with the overall proviso that the compounds of formula
(XIII) comprise only one linking arm Y per molecule.
[0319] The nitrogenous groups of formula (XIII) above may, for
example, be chosen from amino, mono(C.sub.1-C.sub.4)alkylamino,
di(C.sub.1-C.sub.4)alkylamino, tri(C.sub.1-C.sub.4)alkylamino,
monohydroxy(C.sub.1-C.sub.4)alkylamino, imidazolinium and ammonium
radicals.
[0320] The double bases of formula (XIII) above may, for example,
be chosen from
N,N'-bis-(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-d-
iaminopropanol,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethy-
lenediamine, N,N'-bis(4-aminophenyl)tetramethylenediamine,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis-(4-aminophenyl)tetramethylenediami-
ne, N,N'-bis(4-methylaminophenyl)tetramethylenediamine,
N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)ethylenediamine
and 1,8-bis(2,5-diaminophenoxy)-3,5-dioxaoctane, and the acid
addition salts thereof.
[0321] Further, for example, the double bases of formula (XIII) may
be chosen from
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-di-
aminopropanol and 1,8-bis(2,5-diaminophenoxy)-3,5-dioxaoctane, and
the acid addition salts thereof.
[0322] (III) the para-aminophenols corresponding to formula (XIV)
below, and the acid addition salts thereof: 15
[0323] wherein:
[0324] R.sub.13 is chosen from a hydrogen atom, halogen atoms such
as fluorine, C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4
monohydroxyalkyl, (C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl,
C.sub.1-C.sub.4 aminoalkyl and
hydroxy(C.sub.1-C.sub.4)alkylamino(C.sub.1-C.sub.4)alkyl
radicals;
[0325] R.sub.14 is chosen from a hydrogen atom, halogen atoms such
as fluorine, and C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4
monohydroxyalkyl, C.sub.2-C.sub.4 polyhydroxyalkyl, C.sub.-C.sub.4
aminoalkyl, C.sub.1-C.sub.4 cyanoalkyl and
(C.sub.1-C.sub.4)alkoxy-(C.sub.1-C.sub.4)a- lkyl radicals; and
[0326] R.sub.15 is chosen from a hydrogen atom and C.sub.1-C.sub.4
alkyl radicals.
[0327] The para-aminophenols of formula (XIV) above may, for
example, be chosen from para-aminophenol, 4-amino-3-methylphenol,
4-amino-3-fluorophenol, 4-amino-3-hydroxymethylphenol,
4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol,
4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol and
4-amino-2-(.beta.-hydroxyethylaminomethyl)phenol and the acid
addition salts thereof.
[0328] (IV) the ortho-aminophenols that can be used as oxidation
bases in the composition disclosed herein may, for example, be
chosen from 2-aminophenol, 2-amino-1-hydroxy-5-methylbenzene,
2-amino-1-hydroxy-6-met- hylbenzene and 5-acetamido-2-aminophenol,
and the acid addition salts thereof.
[0329] (V) the heterocyclic bases that can be used as oxidation
bases in the dye composition disclosed herein, may, for example, be
chosen from pyridine derivatives, pyrimidine derivatives and
pyrazole derivatives, and the acid addition salts thereof.
[0330] The pyridine derivatives may be chosen from compounds
described, for example, in Patent Nos. GB 1 026 978 and GB 1 153
196, such as 2,5-diaminopyridine,
2-(4-methoxyphenyl)amino-3-aminopyridine,
2,3-diamino-6-methoxypyridine,
2-(.beta.-methoxyethyl)amino-3-amino-6-met- hoxypyridine and
3,4-diaminopyridine, and the acid addition salts thereof.
[0331] The pyrimidine derivatives may be chosen from the compounds
described, for example, in German Patent No. DE 2 359 399 and
Japanese Patent Nos. JP 88-169 571 and JP 91-10659 and Patent
Application No. WO 96/15765, such as 2,4,5,6-tetraaminopyrimidine,
4-hydroxy-2,5,6-triaminop- yrimidine,
2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopy-
rimidine and 2,5,6-triaminopyrimidine, and pyrazolopyrimidine
derivatives which may be chosen, for example, from those disclosed
in Patent Application No. FR-A-2 750 048, such as
pyrazolo[1,5-a]pyrimidine-3,7-dia- mine;
2,5-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;
pyrazolo[1,5-a]pyrimidine-3,5-diamine;
2,7-dimethylpyrazolo[1,5-a]pyrimid- ine-3,5-diamine;
3-aminopyrazolo[1,5-a]pyrimidin-7-ol;
3-aminopyrazolo[1,5-a]pyrimidin-5-ol;
2-(3-aminopyrazolo[1,5-a]pyrimidin-- 7-ylamino)ethanol;
2-(7-aminopyrazolo[1,5-a]pyrimidin-3-ylamino)ethanol;
2-[(3-aminopyrazolo[1,5-a]pyrimidin
-7-yl)(2-hydroxyethyl)amino]ethanol,
2-[(7-aminopyrazolo[1,5-a]pyrimidin-3-yl)(2-hydroxyethyl)amino]ethanol;
5,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;
2,6-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;
2,5,N7,N7-tetramethylpyrazolo[1,5-a]pyrimidine-3,7-diamine and
3-amino-5-methyl-7-imidazolylpropylamino-pyrazolo-[1,5-a]pyrimidine
and the addition salts thereof and the tautomeric forms thereof,
when a tautomeric equilibrium exists.
[0332] The pyrazole derivatives may, for example, be chosen from
compounds described in Patent Nos. DE 3 843 892, DE 4 133 957 and
Patent Application Nos. WO 94/08969, WO 94/08970, FR-A-2 733 749
and DE 195 43 988, such as 4,5-diamino-1-methylpyrazole,
3,4-diaminopyrazole, 4,5-diamino-1-(4'-chlorobenzyl)pyrazole,
4,5-diamino-1,3-dimethylpyrazole- ,
4,5-diamino-3-methyl-1-phenylpyrazole,
4,5-diamino-1-methyl-3-phenylpyra- zole,
4-amino-1,3-dimethyl-5-hydrazinopyrazole,
1-benzyl4,5-diamino-3-meth- ylpyrazole,
4,5-diamino-3-tert-butyl-1-methylpyrazole,
4,5-diamino-1-tert-butyl-3-methylpyrazole,
4,5-diamino-1-(.beta.-hydroxye- thyl)-3-methylpyrazole,
4,5-diamino-1-(.beta.- hydroxyethyl)pyrazole,
4,5-diamino-1-ethyl-3-methylpyrazole,
4,5-diamino-1-ethyl-3-(4'-methoxyph- enyl)pyrazole,
4,5-diamino-l-ethyl-3-hydroxymethylpyrazole,
4,5-diamino-3-hydroxymethyl-1-methylpyrazole,
4,5-diamino-3-hydroxymethyl- -1-isopropylpyrazole,
4,5-diamino-3-methyl-1-isopropylpyrazole,
4-amino-5-(2'-aminoethyl)amino-1,3-dimethyl -pyrazole,
3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole,
3,5-diamino-1-methyl4-methylaminopyrazole and
3,5-diamino4-(.beta.-hydrox- yethyl)amino-1-methylpyrazole, and the
acid addition salts thereof.
[0333] The oxidation bases may be present in the composition
disclosed herein in an amount ranging from 0.0005% to 12% by
weight, relative to the total weight of the composition, and
further, for example, from 0.005% to 8% by weight, relative to the
total weight of the composition.
[0334] The couplers that may be used in the composition disclosed
herein may, for example, be chosen from those conventionally used
in oxidation dye compositions, such as meta-aminophenols,
meta-phenylenediamines and meta-diphenols, naphthols, and
heterocyclic couplers such as indole derivatives, indoline
derivatives, sesamol and derivatives thereof, pyridine derivatives,
pyrazolotriazole derivatives, pyrazolones, indazoles,
benzimidazoles, benzothiazoles, benzoxazoles, 1,3-benzodioxoles and
quinolines, and the acid addition salts thereof.
[0335] These couplers may, for example, be chosen from
2,4-diamino-1-(.beta.-hydroxyethyloxy)benzene,
2-methyl-5-aminophenol,
5-N-(.beta.-hydroxyethyl)amino-2-methylphenol, 3-aminophenol,
1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene,
4-chloro-1,3-dihydroxybenzene,
2-amino4-(.beta.-hydroxyethylamino)-1-meth- oxybenzene,
1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, sesamol,
1-amino-2-methoxy-4,5-methylenedioxybenzene, .alpha.-naphthol,
6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N-methylindole,
6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine,
1H-3-methylpyrazol-5-one, 1-phenyl-3-methylpyrazol-5-one,
2-amino-3-hydroxypyridine,
3,6-dimethylpyrazolo[3,2-c]-1,2,4-triazole and
2,6-dimethylpyrazolo[1,5-b]-1,2,4-triazole, and the acid addition
salts thereof.
[0336] The couplers may, for example, be present in an amount
ranging from 0.0001% to 10% by weight, relative to the total weight
of the composition, and further, for example, from 0.005% to 5% by
weight, relative to the total weight of the composition.
[0337] The acid addition salts of the oxidation bases and couplers
may be chosen, for example, from hydrochlorides, hydrobromides,
sulphates, tartrates, lactates and acetates.
[0338] Direct Dyes
[0339] The composition disclosed herein may also comprise at least
one direct dye, in addition to the at least one oxidation dye
defined above, in order to enrich the shades with glints. The at
least one direct dye may, for example, be chosen from neutral,
cationic and anionic nitro dyes, azo dyes and anthraquinone dyes,
in an amount ranging, for example, from 0.001% to 20% by weight,
relative to the total weight of the composition and further, for
example, from 0.01% to 10% by weight, relative to the total weight
of the composition.
[0340] Additional Polymers
[0341] The at least one composition (A) and/or at least one
composition (B) may further comprise, for example, at least one
additional polymer chosen from cationic and amphoteric substantive
polymers different from the at least one associative polymer
disclosed above.
[0342] Cationic Substantive Polymers
[0343] As used herein, the term "cationic polymer" means any
polymer comprising at least one group chosen from cationic groups
and groups that may be ionized into cationic groups.
[0344] The cationic substantive polymers that may be used in the
composition disclosed herein may, for example, be chosen from all
those already known per se as improving the cosmetic properties of
the hair, i.e. for example, those polymers described in Patent
Application No. EP-A-337 354 and in French Patent Nos. FR-2 270
846, 2 383 660, 2 598 611, 2 470 596 and 2 519 863.
[0345] The cationic substantive polymers may, for example, be
chosen from those polymers comprising units comprising at least one
group chosen from primary, secondary, tertiary and quaternary amine
groups, which may either form part of the main polymer chain or may
be borne by a side substituent directly attached thereto.
[0346] The cationic substantive polymers may, for example, have a
number-average molecular mass ranging from 500 to 5.times.10.sup.6
and further, for example, ranging from 10.sup.3 to
3.times.10.sup.6.
[0347] The cationic substantive polymers may, for example, be
chosen from polyamine, polyamino amide and polyquaternary ammonium
polymers.
[0348] These are known products. They are described, for example,
in French Patents Nos. 2 505 348 and 2 542 997. For example, the
cationic substantive polymers may be chosen from:
[0349] (1) homopolymers or copolymers derived from acrylic or
methacrylic esters or amides and comprising at least one of the
units of formula (XV), (XVI), (XVII) or (XVIII) below: 16
[0350] wherein:
[0351] R.sub.1 and R.sub.2, which may be identical or different,
are each chosen from a hydrogen atom and alkyl groups comprising
from 1 to 6 carbon atoms, for example, methyl and ethyl groups;
[0352] R.sub.3, which may be identical or different, is chosen from
a hydrogen atom and a CH.sub.3 radical;
[0353] A, which may be identical or different, is chosen from
linear and branched alkyl groups comprising from 1 to 6 carbon
atoms, such as 2 or 3 carbon atoms, and hydroxyalkyl groups
comprising from 1 to 4 carbon atoms;
[0354] R.sub.4, R.sub.5 and R.sub.6, which may be identical or
different, are each chosen from alkyl groups comprising from 1 to 6
carbon atoms; and
[0355] X is chosen from anions derived from an inorganic or organic
acid, such as a methosulphate anion or an anion chosen from halides
such as chloride or bromide.
[0356] The polymers of family (1) can also contain at least one
unit derived from comonomers, which may be chosen from the family
of acrylamides, methacrylamides, diacetone acrylamides, acrylamides
and methacrylamides substituted on the nitrogen with lower
(C.sub.1-C.sub.4) alkyls, acrylic acids, methacrylic acids, acrylic
esters, methacrylic esters, vinyllactams such as vinylpyrrolidone
and vinylcaprolactam, and vinyl esters.
[0357] Thus, the polymers of family (1) may, for example, be chosen
from:
[0358] copolymers of acrylamide and of dimethylaminoethyl
methacrylate quaternized with dimethyl sulphate or with a dimethyl
halide, such as the product sold under the name HERCOFLOC by the
company Hercules,
[0359] the copolymers of acrylamide and of
methacryloyloxyethyltrimethylam- monium chloride described, for
example, in Patent Application No. EP-A-080 976 and sold under the
name BINA QUAT P 100 by the company Ciba Geigy,
[0360] the copolymer of acrylamide and of
methacryloyloxyethyltrimethylamm- onium methosulphate sold under
the name RETEN by the company Hercules,
[0361] quaternized or non-quaternized
vinylpyrrolidone/dialkylaminoalkyl acrylate or methacrylate
copolymers, such as the products sold under the name "GAFQUAT" by
the company ISP, for example, "GAFQUAT 734" or "GAFQUAT 755", or
alternatively the products known as "COPOLYMER 845, 958 and 937".
These polymers are described in detail in French Patent Nos. 2 077
143 and 2 393 573,
[0362] dimethylaminoethyl
methacrylate/vinylcaprolactam/vinylpyrrolidone terpolymers, such as
the product sold under the name GAFFIX VC 713 by the company
ISP,
[0363] vinylpyrrolidone/methacrylamidopropyidimethylamine
copolymers sold, for example,under the name STYLEZE CC 10 by ISP,
and
[0364] quaternized
vinylpyrrolidone/dimethylaminopropylmethacrylamide copolymers such
as the product sold under the name "GAFQUAT HS 100" by the company
ISP.
[0365] (2) The cellulose ether derivatives comprising quaternary
ammonium groups, described in French Patent No. 1 492 597, and, for
example, the polymers sold under the names "JR" (JR 400, JR 125 and
JR 30M) or "LR" (LR 400 or LR 30M) by the company Union Carbide
Corporation. These polymers are also defined in the CTFA dictionary
as quaternary ammoniums of hydroxyethylcellulose that have reacted
with an epoxide substituted with a trimethylammonium group.
[0366] (3) Cationic cellulose derivatives such as cellulose
copolymers or cellulose derivatives grafted with a water-soluble
monomer of quaternary ammonium, and described, for example, in U.S.
Pat. No. 4,131,576, such as hydroxyalkylcelluloses, for example,
hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses grafted,
for example, with a methacryloylethyltrimethylammonium,
methacrylamidopropyltrimethylammonium or dimethyldiallylammonium
salt.
[0367] The commercial products corresponding to this definition
are, for example, the products sold under the names "CELQUAT L 200"
and "CELQUAT H 100" by the company National Starch.
[0368] (4) The cationic polysaccharides described, for example, in
US Patent Nos. 3 589 578 and 4 031 307, such as guar gums
comprising cationic trialkylammonium groups. Guar gums modified
with a salt (e.g., chloride) of 2,3-epoxypropyltrimethylammonium
may be used, for example.
[0369] Such products are sold, for example, under the trade names
JAGUAR C13 S, JAGUAR C 15, JAGUAR C 17 or JAGUAR C162 by the
company Meyhall.
[0370] (5) Polymers comprising piperazinyl units and divalent
alkylene or hydroxyalkylene radicals comprising straight or
branched chains, optionally interrupted by at least one entity
chosen from oxygen, sulphur and nitrogen atoms and aromatic and
heterocyclic rings and the oxidation and/or quaternization products
of these polymers. Such polymers are described, for example, in
French Patent Nos. 2 162 025 and 2 280 361.
[0371] (6) Water-soluble polyamino amides prepared, for example, by
polycondensation of an acidic compound with a polyamine; these
polyamino amides can be crosslinked with an epihalohydrin, a
diepoxide, a dianhydride, an unsaturated dianhydride, a
bis-unsaturated derivative, a bis-halohydrin, a bis-azetidinium, a
bis-haloacyldiamine, a bis-alkyl halide or alternatively with an
oligomer resulting from the reaction of a difunctional compound
which is reactive with a bis-halohydrin, a bis-azetidinium, a
bis-haloacyldiamine, a bis-alkyl halide, an epihalohydrin, a
diepoxide or a bis-unsaturated derivative; the crosslinking agent
being used in proportions ranging from 0.025 to 0.35 mol per amine
group of the polyamino amide; these polyamino amides can be
alkylated or, if they comprise at least one tertiary amine
functional group, they can be quaternized. Such polymers are
described, for example, in French Patent Nos. 2 252 840 and 2 368
508.
[0372] (7) The polyamino amide derivatives resulting from the
condensation of polyalkylene polyamines with polycarboxylic acids
followed by alkylation with difunctional agents. For example, these
deriviatives may be chosen from adipic
acid/dialkylaminohydroxyalkyldialkylenetriamine polymers wherein
the alkyl radical comprises from 1 to 4 carbon atoms, such as
methyl, ethyl and propyl. Such polymers are described, for example,
in French Patent No.1 583 363.
[0373] These derivatives may further, for example, be chosen from
adipic acid/dimethylaminohydroxypropyl/diethylenetriamine polymers
sold under the name "CARTARETINE F, F4 or F8"0 by the company
Sandoz.
[0374] (8) The polymers obtained by reaction of a polyalkylene
polyamine comprising two primary amine groups and at least one
secondary amine group with a dicarboxylic acid chosen from
diglycolic acids and saturated aliphatic dicarboxylic acids
comprising from 3 to 6 carbon atoms. The molar ratio between the
polyalkylene polyamine and the dicarboxylic acid may range, for
example, from 0.8:1 and 1.4:1; the polyamino amide resulting
therefrom may be reacted with epichlorohydrin in a molar ratio of
epichlorohydrin relative to the secondary amine group of the
polyamino amide ranging, for example, from 0.5:1 and 1.8:1. Such
polymers are described, for example, in U.S. Pat. Nos. 3,227,615
and 2,961,347.
[0375] Polymers of this type are sold, for example, under the name
"HERCOSETT 57" by the company Hercules Inc. or alternatively under
the name "PD 170" or "DELSETTE 101" by the company Hercules in the
case of the adipic acid/epoxypropyl/diethylenetriamine
copolymer.
[0376] (9) Cyclopolymers of alkyldiallylamine or of
dialkyldiallylammonium, such as the homopolymers or copolymers
comprising, as the main constituent of the chain, at least one unit
corresponding to formula (XIX) or (XX): 17
[0377] wherein:
[0378] k and t are equal to 0 or 1, the sum k+t being equal to
1;
[0379] R.sub.9 is chosen from a hydrogen atom and a methyl
radical;
[0380] R.sub.7 and R.sub.8, which may be identical or different,
are each chosen from alkyl groups comprising from 1 to 6 carbon
atoms, hydroxyalkyl groups in which the alkyl group, for example,
comprises from 1 to 5 carbon atoms, and lower C.sub.1-C.sub.4
amidoalkyl group, or R.sub.7 and R.sub.8 can form, together with
the nitrogen atom to which they are attached, heterocyclic groups
such as piperidyl or morpholinyl; R.sub.7 and R.sub.8, which may be
identical or different, can each, for example, be chosen from alkyl
groups comprising from 1 to 4 carbon atoms; and
[0381] Y.sup.- is an anion such as bromide, chloride, acetate,
borate, citrate, tartrate, bisulphate, bisulphite, sulphate or
phosphate.
[0382] These polymers are described, for example, in French Patent
No. 2 080 759 and in its Certificate of Addition 2 190 406.
[0383] Among the polymers defined above, mention may be made, for
example, of the dimethyldiallylammonium chloride homopolymer sold
under the name "MERQUAT 100" by the company Calgon (and its
homologues of low weight-average molecular mass) and the copolymers
of diallyldimethylammonium chloride and of acrylamide, sold under
the name "MERQUAT 550".
[0384] (10) The quaternary diammonium polymers comprising repeating
units corresponding to the formula below: 18
[0385] wherein:
[0386] R.sub.10, R.sub.11, R.sub.12 and R.sub.13, which may be
identical or different, are each chosen from aliphatic, alicyclic
and arylaliphatic radicals comprising from 1 to 6 carbon atoms and
from lower hydroxyalkylaliphatic radicals, or alternatively
R.sub.10, R.sub.11, R.sub.12 and R.sub.13, together or separately,
constitute, with the nitrogen atoms to which they are attached,
heterocycles optionally comprising a second heteroatom other than
nitrogen, or alternatively R.sub.10, R.sub.11, R.sub.12 and
R.sub.13, which may be identical or different, are each chosen from
linear and branched C.sub.1-C.sub.6 alkyl radicals substituted with
at least one group chosen from nitrile, ester, acyl and amide
groups and groups --CO--O--R.sub.14--D and --CO--NH--R.sub.14--D
wherein R.sub.14 is chosen from alkylene groups and D is chosen
from quaternary ammonium groups;
[0387] A.sub.1 and B.sub.1, which may be identical or different,
are each chosen from linear and branched, saturated and unsaturated
polymethylene groups comprising from 2 to 6 carbon atoms. The
polymethylene groups may comprise, linked to or intercalated in the
main chain, at least one entity chosen from aromatic rings, oxygen
and sulphur atoms and sulphoxide, sulphone, disulphide, amino,
alkylamino, hydroxyl, quaternary ammonium, ureido, amide and ester
groups, and
[0388] X.sup.- is chosen from anions derived from inorganic or
organic acids;
[0389] A.sub.1, R.sub.10 and R.sub.12 can form, with the two
nitrogen atoms to which they are attached, a piperazine ring; in
addition, if A.sub.1 is chosen from linear and branched, saturated
and unsaturated alkylene and hydroxyalkylene radicals, B.sub.1 can
also be chosen from groups
--(CH.sub.2).sub.n--CO--D--OC--(CH.sub.2).sub.n-- wherein n ranges
from 1 to 100, such as from 1 and 50, and
[0390] D is chosen from:
[0391] a) a glycol residue of formula: --O--Z--O--, wherein Z is
chosen from linear and branched hydrocarbon-based radicals and
groups corresponding to one of the following formulae:
--(CH.sub.2--CH.sub.2--O).sub.x--CH.sub.2--CH.sub.2--
--[CH.sub.2--CH(CH.sub.3)--O].sub.y--CH.sub.2--CH(CH.sub.3)--
[0392] wherein x and y, which may be identical or different, are
each integers ranging from 1 to 4, representing a defined and
unique degree of polymerization or any number from 1 to 4
representing an average degree of polymerization;
[0393] b) a bis-secondary diamine residue such as a piperazine
derivative;
[0394] c) a bis-primary diamine residue of formula: --NH--Y--NH--,
wherein Y is chosen from linear and branched hydrocarbon-based
radicals, and the divalent radical
--CH.sub.2--CH.sub.2--S--S--CH.sub.2--CH.sub.2--; and
[0395] d) a ureylene group of formula: --NH--CO--NH--.
[0396] For example, X.sup.- can be an anion such as chloride or
bromide.
[0397] These polymers may have a number-average molecular mass
ranging from 1000 to 100 000.
[0398] These polymers are described, for example, in French Patent
Nos. 2 320 330, 2 270 846, 2 316 271, 2 336 434 and 2 413 907 and
U.S. Pat. Nos. 2,273,780, 2,375,853, 2,388,614, 2,454,547,
3,206,462, 2,261,002, 2,271,378, 3,874,870, 4,001,432, 3,929,990,
3,966,904, 4,005,193, 4,025,617, 4,025,627, 4,025,653, 4,026,945
and 4,027,020.
[0399] Further, the polymers can comprise repeating units
corresponding to the following formula (XXII): 19
[0400] wherein:
[0401] R.sub.10, R.sub.11, R.sub.12 and R.sub.13, which may be
identical or different, are each chosen from alkyl and hydroxyalkyl
radicals comprising from 1 to 4 carbon atoms, n and p, which may be
identical or different, are integers ranging from 2 to 20, and
X.sup.- is an anion chosen from anions derived from inorganic or
organic acids.
[0402] (11) Polyquaternary ammonium polymers comprising repeating
units of formula (XXIII): 20
[0403] wherein:
[0404] p is an integer ranging from 1 to 6,
[0405] D may be zero or may be chosen from groups
--(CH.sub.2).sub.rCO-- wherein r is a number equal to 4 or 7,
and
[0406] X.sup.- is chosen from anions derived from an organic or
inorganic acid.
[0407] The cationic polymers comprising units of formula (XXIII)
are described, for example, in Patent Application No. EP-A-1 22 324
and can be prepared by the processes described in U.S. Pat. Nos.
4,157,388, 4,390,689, 4,702,906 and 4,719,282 .
[0408] Polymers having a molecular mass, measured by carbon 13 NMR,
of less than 100 000, and in whose formula:
p is 3, and
[0409] a) D is group --(CH.sub.2).sub.4--CO--, X is a chlorine
atom, the molecular mass measured by carbon 13 NMR (.sup.13C NMR)
being about 5600; a polymer of this type is proposed by the company
Miranol under the name MIRAPOL-AD1,
[0410] b) D is a group --(CH.sub.2).sub.7--CO--, X is a chlorine
atom, the molecular mass measured by carbon 13 NMR (.sup.13C NMR)
being about 8100; a polymer of this type is proposed by the company
Miranol under the name MIRAPOL-AZ1,
[0411] c) D is equal to the value zero, X is a chlorine atom, the
molecular mass measured by carbon 13 NMR (.sup.13C NMR) being about
25 500; a polymer of this type is sold by the company Miranol under
the name MIRAPOL-A15,
[0412] d) a block copolymer formed of units corresponding to the
polymers described in paragraphs a) and c), proposed by the company
Miranol under the names MIRAPOL-9 (.sup.13C NMR molecular mass
about 7800), MIRAPOL-175 (.sup.13C NMR molecular mass about 8000)
and MIRAPOL-95 (.sup.13C NMR molecular mass about 12 500).
[0413] For example, polymers with units of formula (XXIII) in which
p is 3, D has the value zero, and X is a chlorine atom, the
molecular mass measured by carbon 13 NMR (.sup.13C NMR) being about
25 500 can also be used in the compositions disclosed herein.
[0414] (12) Quaternary polymers of vinylpyrrolidone and of
vinylimidazole, for example, the products sold under the names
LUVIQUAT FC 905, FC 550 and FC 370 by the company BASF.
[0415] (13) Polyamines such as POLYQUART H sold by Henkel, which is
given under the reference name "Polyethylene glycol (15) tallow
polyamine" in the CTFA dictionary.
[0416] (14) Crosslinked
methacryloyloxy(C.sub.1-C.sub.4)alkyltri(C.sub.1-C-
.sub.4)alkylammonium salt polymers such as the polymers obtained by
homopolymerization of dimethylaminoethyl methacrylate quaternized
with methyl chloride, or by copolymerization of acrylamide with
dimethylaminoethyl methacrylate quaternized with methyl chloride,
the homo or copolymerization being followed by crosslinking with a
compound comprising olefinic unsaturation, for example,
methylenebisacrylamide. In one embodiment, a crosslinked
acrylamide/methacryloyloxyethyltrimethylamm- onium chloride
copolymer (20/80 by weight) in the form of a dispersion comprising
50% by weight of the copolymer in mineral oil can be used. This
dispersion is sold under the name "SALCARE.RTM. SC 92" by the
company Allied Colloids. A crosslinked
methacryloyloxyethyltrimethylammon- ium chloride homopolymer
comprising 50% by weight of the homopolymer in mineral oil or in a
liquid ester can also be used. These dispersions are sold under the
names "SALCARE.RTM. SC 95" and "SALCARE.RTM. SC 96" by the company
Allied Colloids.
[0417] Other cationic polymers which can be used in the composition
disclosed herein are polyalkyleneimines, for example,
polyethyleneimines, polymers comprising vinylpyridine or
vinylpyridinium units, condensates of polyamines and of
epichlorohydrin, quaternary polyureylenes and chitin
derivatives.
[0418] Among all the cationic polymers which may be used in the
composition disclosed herein, the polymers of families (1), (9),
(10), (11), (12) and (14) may, for example, be used and even
further, the polymers comprising repeating units of formulae (XXIV)
and (XXV) below can also be used: 21
[0419] and, for example, those polymers whose molecular weight,
determined by gel permeation chromatography, ranges from 9500 to
9900; 22
[0420] and, for example, those polymers whose molecular weight,
determined by gel permeation chromatography, is about 1200.
[0421] The cationic substantive polymers may be present in the
composition disclosed herein in an amount ranging, for example,
from 0.01% to 10% by weight, relative to the total weight of the
composition, further, for example, from 0.05% to 5% by weight,
relative to the total weight of the composition, and even further,
for example, from 0.1% to 3% by weight, relative to the total
weight of the composition.
[0422] Amphoteric Substantive Polymers
[0423] The amphoteric substantive polymers that may be used in the
composition disclosed herein may be chosen from polymers comprising
units K and M randomly distributed in the polymer chain, wherein K
is chosen from units derived from a monomer comprising at least one
basic nitrogen atom and M is chosen from units derived from an
acidic monomer comprising at least one group chosen from carboxylic
and sulphonic groups, or alternatively K and M, which may be
identical or different, are each chosen from groups derived from
zwitterionic carboxybetaine and sulphobetaine monomers; K and M,
which may be identical or different, are each chosen from cationic
polymer chains comprising at least one group chosen from primary,
secondary, tertiary and quaternary amine groups, wherein at least
one of the amine groups bears a carboxylic or sulphonic group
linked via a hydrocarbon-based radical, or alternatively K and M
form part of a chain of a polymer comprising an
.alpha.,.beta.-dicarboxyl- ic ethylene unit in which one of the
carboxylic groups has been made to react with a polyamine
comprising at least one amine group chosen from primary and
secondary amine groups.
[0424] The amphoteric polymers corresponding to the above
definition may, for example, be chosen from the following
polymers:
[0425] (1) polymers resulting from the copolymerization of a
monomer derived from a vinyl compound bearing at least one
carboxylic group such as, acrylic acid, methacrylic acid, maleic
acid, .alpha.-chloroacrylic acid, and a monomer derived from a
substituted vinyl compound comprising at least one basic atom, such
as, dialkylaminoalkyl methacrylate and acrylate,
dialkylaminoalkylmethacrylamide and -acrylamide. Such compounds are
described in U.S. Pat. No. 3,836,537. Mention may also be made of
the sodium acrylate/acrylamidopropyltrimethylammonium chloride
copolymer sold under the name POLYQUART KE 3033 by the company
Henkel.
[0426] The substituted vinyl compound comprising at least one basic
atom may also be a dialkyldiallylammonium salt such as
dimethyidiallylammonium chloride. The copolymers of acrylic acid
and of the latter monomer are proposed under the names MERQUAT 280,
MERQUAT 295 and MERQUAT Plus 3330 by the company Calgon.
[0427] (2) Polymers comprising units derived from:
[0428] a) at least one monomer chosen from acrylamides and
methacrylamides substituted on the nitrogen with an alkyl
radical,
[0429] b) at least one acidic comonomer comprising at least one
reactive carboxylic group, and
[0430] c) at least one basic comonomer such as esters comprising
primary, secondary, tertiary and quaternary amine substituents of
acrylic and methacrylic acids and the product of quaternization of
dimethylaminoethyl methacrylate with dimethyl or diethyl
sulphate.
[0431] The N-substituted acrylamides or methacrylamides which can
be used in the composition disclosed herein are groups in which the
alkyl radicals comprise from 2 to 6 carbon atoms, for example,
N-ethylacrylamide, N-tert-butylacrylamide, and the corresponding
methacrylamides.
[0432] The acidic comonomers are chosen, for example, from acrylic
acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid
and fumaric acid and alkyl monoesters, comprising from 1 to 4
carbon atoms, of maleic or fumaric acids or anhydrides.
[0433] For example, the basic comonomers may be chosen from
aminoethyl, butylaminoethyl, N,N'-dimethylaminoethyl and
N-tert-butylaminoethyl methacrylates.
[0434] The copolymers whose CTFA (4th edition, 1991) name is
octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer
such as the products sold under the name AMPHOMER or LOVOCRYL 47 by
the company National Starch can, for example, be used.
[0435] (3) Crosslinked and alkylated polyamino amides partially or
totally derived from polyamino amides of general formula: 23
[0436] wherein: R.sub.19 is chosen from divalent radicals derived
from saturated dicarboxylic acids, mono- and dicarboxylic aliphatic
acids comprising an ethylenic double bond, esters of a lower
alkanol comprising from 1 to 6 carbon atoms with these acids or
radicals derived from the addition of any one of these acids to a
bis(primary) or bis(secondary) amine, and Z is chosen from
bis(primary), mono- and bis(secondary) polyalkylene-polyamine
radicals and, for example, represents:
[0437] a) in proportions ranging from 60 to 100 mol %, the radical
24
[0438] wherein x=2 and p=2 or 3, or alternatively x=3 and p =2 this
radical being derived from diethylenetriamine, from
triethylenetetraamine or from dipropylenetriamine;
[0439] b) in proportions ranging from 0 to 40 mol %, the radical
(XXVII) above wherein x=2 and p=1 and is derived from
ethylenediamine, or the radical deriving from piperazine: 25
[0440] c) in proportions ranging from 0 to 20 mol %, the
--NH--(CH.sub.2).sub.6--NH-- radical derived from
hexamethylenediamine, these polyamino amines being crosslinked by
addition of a difunctional crosslinking agent chosen from
epihalohydrins, diepoxides, dianhydrides and bis-unsaturated
derivatives, using from 0.025 to 0.35 mol of crosslinking agent per
amine group of the polyamino amide and alkylated by the action of
acrylic acid, chloroacetic acid or an alkane sultone, or salts
thereof.
[0441] The saturated carboxylic acids may, for example, be chosen
from acids comprising from 6 to 10 carbon atoms, such as adipic
acid, 2,2,4-trimethyladipic acid and 2,4,4-trimethyladipic acid,
terephthalic acid and acids comprising an ethylenic double bond
such as, acrylic acid, methacrylic acid and itaconic acid.
[0442] The alkane sultones used in the alkylation may, for example,
be chosen from propane sultone and butane sultone, and the salts of
the alkylating agents may, for example, be chosen from sodium and
potassium salts.
[0443] (4) Polymers comprising zwitterionic units of formula:
26
[0444] wherein R.sub.20 is a polymerizable unsaturated group chosen
from acrylate, methacrylate, acrylamide and methacrylamide groups,
y and z, which may be indentical or different, are each integers
ranging from 1 to 3, R.sub.21 and R.sub.22, which may be identical
or different, are each chosen from a hydrogen atom, and methyl,
ethyl and propyl groups, R.sub.23 and R.sub.24, which may be
identical or different, are each chosen from a hydrogen atom and
alkyl radicals such that the sum of the carbon atoms in R.sub.23
and R.sub.24 does not exceed 10.
[0445] The polymers comprising such units can also comprise units
derived from non-zwitterionic monomers such as dimethyl or
diethylaminoethyl acrylate or methacrylate or alkyl acrylates or
methacrylates, acrylamides or methacrylamides or vinyl acetate.
[0446] By way of example, mention may be made of the copolymer of
butyl methacrylate/dimethylcarboxymethylammonioethyl methacrylate
such as the product sold under the name DIAFORMER Z301 by the
company Sandoz.
[0447] (5) Polymers derived from chitosan, described, for example,
French Patent No. 2137684 or U.S. Pat. No. 3879376, comprising
together in their chain monomer units corresponding to formulae
(XXIX), (XXX) and (XXXI) below: 27
[0448] the unit (XXIX) being present in proportions ranging from 0
to 30%, the unit (XXX) in proportions ranging from 5 to 50% and the
unit (XXXI) in proportions ranging from 30 to 90%, it being
understood that, in this unit (XXXI), R.sub.25 is chosen from
radicals of formula: 28
[0449] wherein q is equal to zero or 1;
[0450] if q=0, R.sub.26, R.sub.27 and R.sub.28, which may be
identical or different, are each chosen from a hydrogen atom,
methyl, hydroxyl, acetoxy and amino residues, monoalkylamine
residues and dialkylamine residues which are optionally interrupted
by at least one nitrogen atom and/or optionally substituted with at
least one group chosen from amine, hydroxyl, carboxyl, alkylthio
and sulphonic groups, alkylthio residues wherein the alkyl group
bears at least one amino residue, at least one of the radicals
R.sub.26, R.sub.27 and R.sub.28 being, in this case, a hydrogen
atom;
[0451] or, if q=1, R.sub.26, R.sub.27 and R.sub.28 are each a
hydrogen atom, as well as the salts formed by these compounds with
bases or acids.
[0452] These polymers can be chosen, for example, from polymers
comprising from 0% to 20% by weight of units (XXIX), from 40% to
50% by weight of units (XXX) and from 40% to 50% by weight of units
(XXXI) wherein R.sub.25 is the radical --CH.sub.2--CH.sub.2--.
[0453] (6) Polymers derived from the N-carboxyalkylation of
chitosan, such as N-carboxymethylchitosan or N-carboxybutylchitosan
sold under the name "EVALSAN" by the company Jan Dekker.
[0454] (7) Polymers corresponding to the general formula (XXXII) as
described, for example, in French Patent No. 1 400 366: 29
[0455] wherein R.sub.29 is chosen from a hydrogen atom, CH.sub.3O,
CH.sub.3CH.sub.2O and phenyl radicals, R.sub.30 is chosen from a
hydrogen atom and lower alkyl radicals such as methyl and ethyl,
R.sub.31 is chosen from a hydrogen atom and lower alkyl radicals
such as methyl and ethyl, R.sub.32 is chosen from lower alkyl
radicals such as methyl or ethyl or radicals corresponding to the
formula: --R.sub.33--N(R.sub.31).s- ub.2, R.sub.33 is chosen from
--CH.sub.2--CH.sub.2--, --CH.sub.2--CH.sub.2--CH.sub.2-- and
--CH.sub.2--CH(CH.sub.3)-- groups, and R.sub.31 having the meanings
mentioned above, as well as the higher homologues of these radicals
and comprising up to 6 carbon atoms, r is such that the molecular
weight ranges, for example, from 500 to 6 000 000 and further, for
example, ranges from 1000 to 1 000 000.
[0456] (8) Amphoteric polymers of the formula --D--X--D--X-- chosen
from:
[0457] a) polymers obtained by the action of chloroacetic acid or
sodium chloroacetate on compounds comprising at least one unit of
formula:
--D--X--D--X--D-- (XXXIII)
[0458] wherein D is a radical 30
[0459] and X is chosen from the symbols E and E', E or E-, which
may be identical or different, are each chosen from divalent
alkylene radicals comprising at least one chain chosen from
straight and branched chains comprising up to 7 carbon atoms in the
main chain, wherein the divalent alkylene radicals are optionally
substituted with at least one hydroxyl group and which can
additionally comprise at least one entity chosen from oxygen,
nitrogen and sulphur atoms, and 1 to 3 aromatic and heterocyclic
rings; the oxygen, nitrogen and sulphur atoms being present in the
form of at least one group chosen from ether, thioether,
sulphoxide, sulphone, sulphonium, alkylamine and alkenylamine
groups, hydroxyl, benzylamine, amine oxide, quaternary ammonium,
amide, imide, alcohol, ester and urethane groups;
[0460] b) polymers of formula:
--D--X--D--X-- (XXXIV)
[0461] wherein D is a radical 31
[0462] and X is chosen from the symbols E and E' and wherein at
least one X is chosen from E'; E having the meaning given above and
E' is chosen from divalent alkylene radicals comprising at least
one chain chosen from straight and branched chains comprising up to
7 carbon atoms in the main chain, wherein the divalent alkylene
radicals are optionally substituted with at least one hydroxyl
radical. E' can also comprise at least one nitrogen atom, the
nitrogen atom being substituted with an alkyl chain which is
optionally interrupted by an oxygen atom, wherein the alkyl chain
comprises at least one functional group chosen from carboxyl
functional groups and hydroxyl functional groups and wherein the
alkyl chain is betainized by reaction with chloroacetic acid or
sodium chloroacetate.
[0463] (9) (C.sub.1-C.sub.5)alkyl vinyl ether/maleic anhydride
copolymers partially modified by semiamidation with an
N,N-dialkylaminoalkylamine such as N,N-dimethylaminopropylamine or
by semiesterification with an N,N-dialkanolamine. These copolymers
can also comprise other vinyl comonomers such as
vinylcaprolactam.
[0464] In one emodiment, the amphoteric polymers that can be used
in the composition disclosed herein can be chosen from those
polymers of family (1).
[0465] As used herein, the amphoteric substantive polymers may, for
example, be present in an amount ranging from 0.01% to 10% by
weight, relative to the total weight of the composition, further,
for example, from 0.05% to 5% by weight, relative to the total
weight of the composition, and even further, for example, from 0.1%
to 3% by weight, relative to the total weight of the
composition.
[0466] Surfactants
[0467] The compositions disclosed herein may, for example, comprise
at least one surfactant.
[0468] The at least one surfactant may, for example, be chosen from
anionic, amphoteric, non-ionic, zwitterionic and cationic
surfactants. However, the anionic surfactants will differ from the
at least one C.sub.14-C.sub.30 alkyl sulphate disclosed herein.
[0469] The at least one surfactant may, for example, be chosen from
non-ionic surfactants.
[0470] The at least one surfactant that can, for example, be used
in the composition disclosed herein may be chosen from the
following:
[0471] (i) Anionic Surfactant(s):
[0472] The anionic surfactants which can be used, alone or as
mixtures, in the composition disclosed herein, may be chosen from
salts (such as alkali metal salts, for example, sodium salts,
ammonium salts, amine salts, amino alcohol salts and magnesium
salts) of the following compounds: alkyl sulphates, alkyl ether
sulphates, alkylamido ether sulphates, alkylaryl polyether
sulphates, monoglyceride sulphates; alkylsulphonates, alkyl
phosphates, alkylamidesulphonates, alkylarylsulphonates,
.alpha.-olefinsulphonates, paraffin-sulphonates;
(C.sub.6-C.sub.24)alkyl sulphosuccinates, (C.sub.6-C.sub.24)alkyl
ether sulphosuccinates, (C.sub.6-C.sub.24)alkylamide
sulphosuccinates; (C.sub.6-C.sub.24)alkyl sulphoacetates;
(C.sub.6-C.sub.24)acyl sarcosinates and (C.sub.6-C.sub.24)acyl
glutamates. It is also possible to use the carboxylic esters of
(C.sub.6-C.sub.24)alkyl polyglycosides, such as alkylglucoside
citrates, alkylpolyglycoside tartrates and alkyl-polyglycoside
sulphosuccinates, alkylsulphosuccinamates; acyl isethionates and
N-acyltaurates, the alkyl or acyl radical of all of these various
compounds, for example, comprising from 12 to 20 carbon atoms, and
the aryl radical is chosen, for example, phenyl and benzyl groups.
The anionic surfactants may also, for example, be chosen from fatty
acid salts such as the salts of oleic, ricinoleic, palmitic and
stearic acids, coconut oil acid and hydrogenated coconut oil acid;
acyl lactylates in which the acyl radical comprises from 8 to 20
carbon atoms. At least one of alkyl-D-galactosideuronic acids and
salts thereof, polyoxyalkylenated (C.sub.6-C.sub.24)alkyl ether
carboxylic acids, polyoxyalkylenated (C.sub.6-C.sub.24)alkyl aryl
ether carboxylic acids, polyoxyalkylenated
(C.sub.6-C.sub.24)alkylamido ether carboxylic acids and salts
thereof, for example, those comprising from 2 to 50 alkylene oxide,
for example, ethylene oxide groups can also be used.
[0473] (ii) Non-ionic Surfactant(s):
[0474] The non-ionic surfactants are also compounds that are well
known per se (see, for example, in this respect "Handbook of
Surfactants" by M. R. Porter, published by Blackie & Son
(Glasgow and London), 1991, pp. 116-178) and, as used herein, their
nature is not a critical feature. Thus, these surfactants can be
chosen, for example, from (non-limiting list) polyethoxylated and
polypropoxylated alkylphenols, alpha-diols and alcohols comprising
at least one fatty chain comprising, for example, 8 to 18 carbon
atoms, it being possible for the number of ethylene oxide or
propylene oxide groups to range, for example, from 2 to 50. The
non-ionic surfactants may also for example, be chosen from
copolymers of ethylene oxide and of propylene oxide, condensates of
ethylene oxide and of propylene oxide with fatty alcohols;
polyethoxylated fatty amides comprising, for example, from 2 to 30
mol of ethylene oxide, polyglycerolated fatty amides comprising on
average from 1 to 5, and, for example, from1.5 to 4 glycerol
groups; oxyethylenated fatty acid esters of sorbitan comprising
from 2 to 30 mol of ethylene oxide; fatty acid esters of sucrose,
fatty acid esters of polyethylene glycol, alkyl polyglycosides,
N-alkylglucamine derivatives, and amine oxides such as
(C.sub.10-C.sub.14)alkylamine oxides and
N-acylaminopropylmorpholine oxides. It will be noted that alkyl
polyglycosides constitute non-ionic surfactants that can be used in
the composition disclosed herein.
[0475] (iii) Amphoteric or Zwitterionic Surfactant(s):
[0476] The amphoteric or zwitterionic surfactants, whose nature is
not a critical feature in the composition disclosed herein, can,
for example, be chosen from (non-limiting list), aliphatic
secondary and tertiary amine derivatives in which the aliphatic
radical is chosen from linear and branched chains comprising from 8
to 18 carbon atoms and comprising at least one water-solubilizing
anionic group (for example carboxylate, sulphonate, sulphate,
phosphate or phosphonate); the amphoteric or zwitterionic
surfactants may, also, for example, be chosen from
(C.sub.8-C.sub.20)alkylbetaines, sulphobetaines,
(C.sub.8-C.sub.20)alkyla- mido(C.sub.1-C.sub.6)alkylbetaines and
(C.sub.8-C.sub.20)alkylamido(C.sub.-
1-C.sub.6)alkylsulphobetaines.
[0477] The amine derivatives may, for example, be chosen from the
products sold under the name MIRANOL, as described in U.S. Pat.
Nos. 2,528,378 and 2,781,354 and classified in the CTFA dictionary,
3rd edition, 1982, under the names Amphocarboxyglycinates and
Amphocarboxypropionates of respective structures:
R.sub.2--CONHCH.sub.2CH.sub.2--N(R.sub.3)(R.sub.4)(CH.sub.2COO.sup.-)
[0478] wherein: R.sub.2 is chosen from linear and branched
(C.sub.5-C.sub.20) alkyl radicals of, for example, an acid
R.sub.2--COOH present in hydrolyzed coconut oil; and heptyl, nonyl
and undecyl radicals, R.sub.3 is a beta-hydroxyethyl group and
R.sub.4 is a carboxymethyl group; and
R.sub.2'--CONHCH.sub.2CH.sub.2--N(B)(C)
[0479] wherein:
[0480] B is chosen from groups of formula --CH.sub.2CH.sub.2OX',
wherein C is chosen from groups of formula --(CH.sub.2).sub.z--Y',
with z=1 or 2,
[0481] X' is chosen from a --CH.sub.2CH.sub.2--COOH group and a
hydrogen atom,
[0482] Y' is chosen from a --COOH and the
--CH.sub.2--CHOH--SO.sub.3H radical,
[0483] R.sub.2' is chosen from linear and branched, saturated and
unsaturated, (C.sub.5-C.sub.20) alkyl radicals of an acid
R.sub.9--COOH present, for example, in coconut oil and in
hydrolysed linseed oil, alkyl radicals, for example, C.sub.7,
C.sub.9, C.sub.11, and C.sub.13 alkyl radicals, C.sub.17 alkyl
radicals and the iso form thereof, and unsaturated C.sub.17
radicals.
[0484] These compounds are classified in the CTFA dictionary, 5th
edition, 1993, under the names Disodium Cocoamphodiacetate,
Disodium Lauroamphodiacetate, Disodium Caprylamphodiacetate,
Disodium Capryloamphodiacetate, Disodium Cocoamphodipropionate,
Disodium Lauroamphodipropionate, Disodium Caprylamphodipropionate,
Disodium Capryloamphodipropionate, Lauroamphodipropionic acid and
Cocoamphodipropionic acid.
[0485] By way of example, mention may be made of the
cocoamphodiacetate sold under the trade name MIRANOL.RTM. C2M
concentrate by the company Rhodia Chimie.
[0486] (iv) Cationic Surfactants:
[0487] The cationic surfactants may, for example, be chosen from
(non-limiting list) of: primary, secondary and tertiary fatty amine
salts, optionally polyoxyalkylenated; quaternary ammonium salts
such as tetraalkylammonium, alkylamidoalkyl-trialkylammonium,
trialkylbenzylammonium, trialkylhydroxyalkylammonium and
alkylpyridinium chlorides and bromides; imidazoline derivatives;
and amine oxides of cationic nature.
[0488] The at least one surfactant may, for example, be present in
the composition disclosed herein in an amount ranging from 0.01% to
40% by weight, relative to the total weight of the composition, and
further, for example, from 0.5% to 30% by weight, relative to tthe
total weight of the composition.
[0489] The compositions disclosed herein may further comprise at
least one supplementary thickener, i.e., non-associative rheology
modifiers chosen from cellulosic thickeners (hydroxyethylcellulose,
hydroxypropylcellulose, carboxymethylcellulose, etc.), guar gum and
derivatives thereof (hydroxypropylguar, etc.), gums of microbial
origin (xanthan gum, scleroglucan gum, etc.), and synthetic
thickeners such as crosslinked homopolymers of acrylic acid and
crosslinked homopolymers of acrylamido-propanesulphonic acid.
[0490] The at least one supplementary thickener may be present in
an amount ranging from 0.01% to 10% by weight, relative to the
total weight of the composition.
[0491] The medium of the composition, which is suitable for dyeing,
may be an aqueous medium comprising water and may, for example,
comprise at least one cosmetically acceptable organic solvent. For
example, the at least one cosmetically acceptable organic solvent
may be chosen from alcohols such as ethyl alcohol, isopropyl
alcohol, benzyl alcohol and phenylethyl alcohol, and polyols and
polyol ethers, such as ethylene glycol monomethyl, monoethyl and
monobutyl ether, propylene glycol or ethers thereof such as,
propylene glycol monomethyl ether, butylene glycol, dipropylene
glycol, and also diethylene glycol alkyl ethers such as, diethylene
glycol monoethyl ether and monobutyl ether.
[0492] The at least one cosmetically acceptable solvent may, for
example, be present in an amount ranging from 0.5% to 20% by
weight, relative to the total weight of the composition and
further, for example, from 2% to 10% by weight, relative to the
total weight of the composition.
[0493] Other Ingredients
[0494] The at least one composition (A) may also comprise an
effective amount of other agents, known previously elsewhere in
oxidation dyeing, such as various common adjuvants, such as
sequestrants such as EDTA and etidronic acid, UV screening agents,
waxes, volatile and non-volatile, cyclic and linear and branched
silicones, which are optionally organically modified (for example,
with amine groups), preservatives, ceramides, pseudoceramides,
vegetable, mineral and synthetic oils, and vitamins and
provitamins, for example, panthenol.
[0495] The dyeing composition may also comprise at least one
reducing agent and/or at least one antioxidant. These agents may be
chosen, for example, from sodium sulphite, thioglycolic acid,
thiolactic acid, sodium bisulphite, dehydroascorbic acid,
hydroquinone, 2-methylhydroquinone, tert-butylhydroquinone and
homogentisic acid, and, in this case, the at least one reducing
agent and/or the at least one antioxidant may be present in amounts
ranging from 0.05% to 1.5% by weight, relative to the total weight
of the composition.
[0496] Needless to say, a person skilled in the art will take care
to select the optional additional compound(s) mentioned above such
that the advantageous properties intrinsically associated with the
dye composition disclosed herein may not, or are not substantially,
adversely affected by the envisaged addition(s).
[0497] In the ready-to-use composition or in the oxidizing
composition (B), the at least one oxidizing agent may, for example,
be chosen from urea peroxide, alkali metal bromates and
ferricyanides, and persalts such as perborates and persulphates. In
one embodiment, hydrogen peroxide can be used in the composition
disclosed herein. The at least one oxidizing agent may, for
example, comprise an aqueous hydrogen peroxide solution whose titre
may range, for example, from 1 to 40 volumes and even further, for
example, from 5 to 40 volumes.
[0498] The at least one oxidizing agent that may also be chosen
from redox enzymes such as laccases, peroxidases and 2-electron
oxidoreductases (such as uricase), where appropriate in the
presence of their respective donor or co-factor.
[0499] The pH of the ready-to-use composition applied to the
keratin fibers [composition resulting from mixing together the at
least one composition (A) and the at least one composition (B)] may
range, for example, from 4 to 11. It may, for example, range from 6
to 10 and may be adjusted to the desired value using at least one
agent chosen from acidifying and basifying agents that are well
known in the prior art in the dyeing of keratin fibers.
[0500] The basifying agents may be chosen, for example, from
aqueous ammonia, alkali metal carbonates, alkanolamines such as
monoethanolamine, diethanolamine and triethanolamine and
derivatives thereof, oxyethylenated and oxypropylenated
hydroxyalkylamines and ethylenediamines, sodium hydroxide,
potassium hydroxide and the compounds of the following formula
(XXXV): 32
[0501] wherein R is chosen from propylene residues optionally
substituted by at least one entity chosen from hydroxyl groups and
C.sub.1-C.sub.4 alkyl radical; R.sub.38, R.sub.39, R.sub.40 and
R.sub.41, which may be identical or different, are each chosen from
a hydrogen atom, C.sub.1-C.sub.4 alkyl radicals and C.sub.1-C.sub.4
hydroxyalkyl radicals.
[0502] The acidifying agents may, for example, be chosen from
mineral and organic acids, such as hydrochloric acid,
orthophosphoric acid, carboxylic acids, such as tartaric acid,
citric acid and lactic acid, and sulphonic acids.
[0503] The dyeing process disclosed herein comprises applying the
ready-to-use composition, prepared extemporaneously at the time of
use from the compositions (A) and (B) described above, to wet or
damp keratin fibers, and in leaving the composition to act for a
waiting time ranging, for example, from 1 to 60 minutes, and
further, for example, from 10 to 45 minutes, in rinsing the fibers
and then in optionally washing them with shampoo, then rinsing them
again and drying them.
[0504] One variant of this process comprises applying the dyeing
composition and a composition comprising at least one oxidizing
agent sequentially with a time delay or simultaneously to wet or
damp keratin fibers, with an optional intermediate rinse, and in
leaving the said compositions to act for an exposure time ranging
from 1 to 60 minutes and then in rinsing the fibers, and then
optionally in washing them with shampoo, then rinsing them again
and drying them.
[0505] The example which follows is intended to illustrate the
embodiments disclosed herein, but without being limiting.
Example
[0506] The following composition was prepared (amounts given in
percentages by weight):
1 Oxyethylenated (2EO) stearyl alcohol 4 Oxyethylenated (21EO)
stearyl alcohol 3 Cetylstearyl alcohol 1 Myristyl/cetyl/stearyl
myristate/palmitate/stearate mixture (sold 1 under the name
SPERMWAX VEGETAL by Robeco) C18-C22 alkyl sulphate (product sold
under the name 1.5 LANETTE by Cognis) Fatty-chain cationic
polyurethane obtained by condensing 1,3- 1.5
bis(isocyanatomethylcyclohexane), N,N-dimethylethanolamine
quaternized with bromododecane, N,N-dimethylethanolamine and
polyoxyethylene of molecular weight 10 000 Glycerol C12 alkyl ether
(1.5 mol) 2 MERQUAT 100 in 40% strength aqueous solution 4 Titanium
oxide 0.15 Sodium metabisulphite 0.71 EDTA
(ethylenediaminetetraacetic acid) 0.2 Tert-butylhydroquinone 0.3
1,4-diaminobenzene 0.2 Para-aminophenol 1.2 1,3-dihydroxybenzene
0.1 1-hydroxy-3-aminobenzene 0.2
1-methyl-2-hydroxy-4-.beta.-hydroxyethylaminobenzene 0.8
Monoethanolamine 1 Aqueous ammonia containing 20% NH.sub.3 11
Perfume q.s. Demineralized water q.s. 100
[0507] This composition was mixed at the time of use with an
oxidizing composition in the form of an emulsion containing as an
oxidizing agent 7.5% of hydrogen peroxide, in a proportion of 1
part by weight of dye composition per 1.5 parts by weight of
oxidizing composition. The resulting mixture was applied to locks
of natural hair containing 90% white hairs and was left to act for
30 minutes. After rinsing, washing with shampoo and drying, hair
was obtained which was dyed in a sustained coppery red light
chestnut shade.
* * * * *