U.S. patent application number 09/904831 was filed with the patent office on 2001-12-06 for oxidation dye composition for keratin fibers comprising nonionic amphiphilic polymer.
This patent application is currently assigned to L'OREAL, S.A.. Invention is credited to Boudy, Francoise, Mettrie, Roland De La.
Application Number | 20010047554 09/904831 |
Document ID | / |
Family ID | 9494376 |
Filed Date | 2001-12-06 |
United States Patent
Application |
20010047554 |
Kind Code |
A1 |
Mettrie, Roland De La ; et
al. |
December 6, 2001 |
Oxidation dye composition for keratin fibers comprising nonionic
amphiphilic polymer
Abstract
The invention relates to an oxidation dye composition for
keratin fibers, and in particular for human keratin fibers such as
the hair, comprising, in a medium which is suitable for dyeing, at
least one oxidation dye precursor and optionally one or more
couplers, characterized in that it also comprises a nonionic
amphiphilic polymer containing at least one fatty chain and at
least one hydrophilic unit. The invention also relates to the
processes and dyeing devices using the said oxidation dye
composition.
Inventors: |
Mettrie, Roland De La; (Le
Vesinet, FR) ; Boudy, Francoise; (Paris, FR) |
Correspondence
Address: |
FINNEGAN, HENDERSON, FARABOW, GARRETT &
DUNNER LLP
1300 I STREET, NW
WASHINGTON
DC
20005
US
|
Assignee: |
L'OREAL, S.A.
|
Family ID: |
9494376 |
Appl. No.: |
09/904831 |
Filed: |
July 16, 2001 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
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09904831 |
Jul 16, 2001 |
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09362997 |
Jul 30, 1999 |
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6277155 |
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09362997 |
Jul 30, 1999 |
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08875469 |
Mar 6, 1998 |
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6010541 |
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Current U.S.
Class: |
8/405 ; 8/406;
8/408; 8/426 |
Current CPC
Class: |
A61Q 5/10 20130101; A61K
8/737 20130101; A61K 8/411 20130101; A61K 8/731 20130101; A61K 8/84
20130101 |
Class at
Publication: |
8/405 ; 8/406;
8/408; 8/426 |
International
Class: |
A61K 007/13 |
Foreign Application Data
Date |
Code |
Application Number |
Jul 23, 1996 |
FR |
96-09253 |
Jul 10, 1997 |
FR |
PCT/FR97/01262 |
Claims
1. Composition for the oxidation dyeing of keratin fibres, in
particular human keratin fibres such as the hair, of the type
comprising, in a medium which is suitable for dyeing, at least one
oxidation dye precursor and, where appropriate, one or more
couplers, characterized in that it also contains at least one
nonionic amphiphilic polymer containing at least one fatty chain
and at least one hydrophilic unit, with the proviso that the
nonionic amphiphilic polymer is other than: (a) a copolymer of
polyethylene glycol (containing 20 EO) ether of stearyl alcohol and
of one or more lower acrylic acid esters and/or lower methacrylic
acid esters, (b) a copolymer of polyalkylene glycol ether of
C.sub.16-C.sub.22 alcohol and of one or more esters of
C.sub.16-C.sub.22 carboxylic acid.
2. Composition according to claim 1, characterized in that the
nonionic amphiphilic polymers containing at least one fatty chain
and at least one hydrophilic unit are chosen from the group
consisting of nonionic celluloses modified with groups containing
at least one fatty chain, hydroxypropyl guars modified with groups
containing at least one fatty chain, polyether urethanes containing
at least one fatty chain, copolymers of vinylpyrrolidone and of
hydrophobic monomers containing a fatty chain, copolymers of
C.sub.1-C.sub.6 alkyl methacrylates or acrylates and of amphiphilic
monomers containing at least one fatty chain, and copolymers of
hydrophilic methacrylates or acrylates and of hydrophobic monomers
containing at least one fatty chain.
3. Composition according to claims 1 or 2, characterized in that
the celluloses are hydroxyethyl-celluloses modified with groups
containing at least one alkyl, arylalkyl or alkylaryl group.
4. Composition according to claim 3, characterized in that the
cellulose is a hydroxyethyl-cellulose modified with groups
containing at least one C.sub.16 alkyl group.
5. Composition according to claims 1 or 2, characterized in that
the celluloses are hydroxyethyl-celluloses modified with groups
containing at least one polyalkylene glycol alkylphenyl ether
group.
6. Composition according to claim 5, characterized in that the
cellulose is a hydroxyethyl-cellulose modified with groups
containing at least one polyethylene glycol (15) nonylphenyl ether
group.
7. Composition according to claims 1 or 2, characterized in that
the polyether urethanes are modified with at least one
C.sub.8-C.sub.30 alkyl or alkenyl group.
8. Composition according to claims 1 or 2, characterized in that
the vinylpyrrolidone copolymers are vinylpyrrolidone/hexadecene and
vinylpyrrolidone/eicosene copolymers.
9. Composition according to any one of the preceding claims,
characterized in that the oxidation dye precursors are chosen from
ortho- or para-phenylenediamines, bis(phenyl)alkylenediamines,
ortho- or para-aminophenols and heterocyclic bases, and the
addition salts thereof with an acid.
10. Composition according to any one of the preceding claims,
characterized in that the oxidation dye precursors are present in
concentrations ranging from 0.0005 to 12% by weight relative to the
total weight of the composition.
11. Composition according to any one of the preceding claims,
characterized in that the couplers are chosen from
meta-phenylenediamines, meta-amino-phenols, meta-diphenols and
heterocyclic couplers, and the addition salts thereof with an
acid.
12. Composition according to any one of the preceding claims,
characterized in that the couplers are present in concentrations
ranging from 0.0001 to 10% by weight relative to the total weight
of the composition.
13. Composition according to any one of the preceding claims,
characterized in that the addition salts with an acid of the
oxidation dye precursors and of the couplers are chosen from the
hydrochlorides, hydrobromides, sulphates, tartrates, lactates and
acetates.
14. Composition according to any one of the preceding claims,
characterized in that it also contains direct dyes.
15. Composition according to claims 1, 2 and 7, characterized in
that it also contains at least one cationic or amphoteric
substantive polymer.
16. Composition according to claim 15, characterized in that the
polymer is a quaternary polyammonium polymer consisting of
repeating units corresponding to formula (IV) below: 8
17. Composition according to claim 15, characterized in that the
polymer is a quaternary polyammonium polymer consisting of
repeating units corresponding to formula (V) below: 9
18. Composition according to any one of the preceding claims,
characterized in that it also contains at least one reducing agent
which is present in amounts ranging from 0.05 to 3% by weight
relative to the total weight of the composition.
19. Ready-to-use composition according to any one of the preceding
claims, characterized in that it also contains an oxidizing
agent.
20. Composition according to claim 19, characterized in that it has
a pH ranging from 4 to 11.
21. Composition according to claim 19, characterized in that the
oxidizing agent is chosen from hydrogen peroxide, urea peroxide,
alkali metal bromates and ferricyanides, and persalts.
22. Composition according to claims 19 or 21, characterized in that
the oxidizing agent is an aqueous hydrogen peroxide solution whose
titre ranges from 2.5 to 40 volumes.
23. Composition according to any one of the preceding claims,
characterized in that the nonionic amphiphilic polymers containing
at least one fatty chain and at least one hydrophilic unit are used
in an amount ranging from 0.05 to 10% by weight relative to the
total weight of the composition applied to the fibres, and even
more preferably from 0.2 to 5%.
24. Process for dyeing keratin fibres, and in particular human
keratin fibres such as the hair, characterized in that it consists
in applying to the fibres a dye composition (A1) as defined in any
one of claims 1 to 18, and in developing the colour in alkaline,
neutral or acidic medium using an oxidizing agent which is added to
this composition (A1) only at the time of use or which is present
in a composition (B1) that is applied sequentially without
intermediate rinsing.
25. Process for dyeing keratin fibres, and in particular human
keratin fibres such as the hair, characterized in that it consists
in applying to the fibres at least one composition (A2) containing,
in a medium which is suitable for dyeing, at least one oxidation
dye precursor and optionally one or more couplers, in the presence
or absence of a nonionic amphiphilic polymer containing at least
one fatty chain and at least one hydrophilic unit as defined in any
one of claims 1 to 8, and in developing the colour in alkaline,
neutral or acidic medium using an oxidizing composition (B2) which
contains an oxidizing agent and an effective amount of at least one
nonionic amphiphilic polymer containing at least one fatty chain
and at least one hydrophilic unit as defined in any one of claims 1
to 8, and which is mixed with the composition (A2) only at the time
of use or which is applied sequentially without intermediate
rinsing.
26. Dyeing process according to claim 25, characterized in that the
composition (A2) and/or the composition (B2) contain at least one
cationic or amphoteric substantive polymer.
27. Multi-compartment kit or device for dyeing keratin fibres, and
in particular human keratin fibres such as the hair, characterized
in that it contains at least two compartments, one of which
contains a composition (A1) as defined in any one of claims 1 to
18, and another contains a composition (B1) comprising an oxidizing
agent used in a medium which is suitable for dyeing.
28. Multi-compartment kit or device for dyeing keratin fibres, and
in particular human keratin fibres such as the hair, characterized
in that it contains at least two compartments, one of which
contains a composition (A2) as defined in claims 25 and 26, and
another contains a composition (B2) as defined in claims 25 and
26.
29. Use of an oxidation dye composition as defined in any one of
claims 1 to 23 or of a multi-compartment kit or device for dyeing
as defined in claim 27 or 28, for the oxidation dyeing of human
keratin fibres such as the hair.
Description
[0001] The present invention relates to a composition for the
oxidation dyeing of keratin fibres, and in particular of human
keratin fibres such as the hair, comprising at least one oxidation
dye precursor and optionally one or more couplers and at least one
non ionic amphiphilic polymer containing at least one fatty chain
and at least one hydrophilic unit.
[0002] It is known to dye keratin fibres, and in particular human
hair, with dye compositions containing oxidation dye precursors,
which are generally known as "oxidation bases", in particular
ortho- or para-phenylenediamines, ortho- or para-aminophenols and
heterocyclic bases.
[0003] Oxidation dye precursors are compounds which are initially
colourless or only slightly coloured and which develop their dyeing
power on the hair in the presence of oxidizing agents, leading to
the formation of coloured compounds. The formation of these
coloured compounds results either from an oxidative condensation of
the "oxidation bases" with themselves or from an oxidative
condensation of the "oxidation bases" with colour-modifier
compounds, or "couplers", which are generally present in the dye
compositions used in oxidation dyeing and are represented more
particularly by meta-phenylenediamines, meta-aminophenols and
meta-diphenols and certain heterocyclic compounds.
[0004] The variety of molecules used, which consists, on the one
hand, of "oxidation bases" and, on the other hand, of "couplers",
makes it possible to obtain a wide variety of colours.
[0005] In order to localize the oxidation dye product on the hair
when it is applied, in order for it not to run onto the face or
outside the areas which it is proposed to dye, use has been made
hitherto of traditional thickeners such as crosslinked polyacrylic
acid, hydroxyethylcelluloses or waxes or alternatively mixtures of
nonionic surfactants with an HLB (hydrophilic-lipophilic balance)
which, when suitably selected, gives rise to the gelling effect
when they are diluted with water and/or surfactants.
[0006] However, the Applicant has observed that the ingredients of
the traditional thickener, surfactant and solvent type generally
curb the rise of the dye on the fibres, which is reflected in a
dull shade and also in a larger use of dye, of solvent and/or of
surfactants in order to dissolve the dye, if it is nevertheless
desired to obtain and intense shade.
[0007] Moreover, the Applicant has also observed that after mixing
with the oxidant, dye compositions containing the oxidation dye
precursor or precursors and optionally the coupler or couplers, and
also the said ingredients, lose some of their gelled nature and
consequently give rise to undesirable running.
[0008] After considerable research conducted in this matter, the
Applicant has now discovered that it is possible to obtain
oxidation dye compositions (after mixing with the oxidants) which
do not run and thus remain better localized at the point of
application, and which also make it possible to obtain more intense
or more chromatic (more luminous) shades, if an effective amount of
a nonionic amphiphilic polymer containing at least one fatty chain
and at least one hydrophilic unit is introduced (i) either into the
composition containing the oxidation dye precursor or precursors
and optionally the coupler or couplers [or composition (A)], or
(ii) into the oxidizing compositions [or composition (B)], or (iii)
into both compositions at once.
[0009] For the purposes of the present invention, the chromaticity
(luminosity) is defined by the value c* in the L*, a*, b*
colorimetric notation system of the Commission Internationale de
l'Eclairage (C.I.E.). This value is equal to the square route of
the sum a.sup.2+b.sup.2 (+a is red, -a is green, +b is yellow, -b
is blue). The shade is proportionately more luminous the greater
the value of c*.
[0010] In this notation system, L* defines the intensity of the
shade. The shade is proportionately more intense the lower the
value of L* (0=black, 100=white).
[0011] These discoveries form the basis of the present
invention.
[0012] The subject of the present invention is thus a composition
for the oxidation dyeing of keratin fibres, in particular human
keratin fibres such as the hair, of the type comprising, in a
medium which is suitable for dyeing, at least one oxidation dye
precursor (oxidation base) and, where appropriate, one or more
couplers, which is characterized in that it also contains at least
one nonionic amphiphilic polymer containing at least one fatty
chain and at least one hydrophilic unit, with the proviso that the
nonionic amphiphilic polymer is other than:
[0013] (a) a copolymer of polyethylene glycol (containing 20 EO)
ether of stearyl alcohol and of one or more lower acrylic acid
esters and/or lower methacrylic acid esters,
[0014] (b) a copolymer of polyalkylene glycol ether of
C.sub.16-C.sub.22 alcohol and of one or more esters of
C.sub.16-C.sub.22 carboxylic acid.
[0015] By means of the present invention, it is also possible,
advantageously, to reduce the consumption of surfactants, or even
to dispense with them altogether.
[0016] The invention also makes it possible to decrease the amount
of active dyestuffs used in the dye compositions, when compared
with the standard techniques known in the prior art.
[0017] Another subject of the present invention relates to a
ready-to-use composition for dyeing keratin fibres, which contains
at least one oxidation dye precursor and optionally at least one
coupler, and at least one nonionic amphiphilic polymer containing
at least one fatty chain and at least one hydrophilic unit as
defined above, and an oxidizing agent.
[0018] The invention is also directed towards a process for dyeing
keratin fibres, and in particular human keratin fibres such as the
hair, which consists in applying to these fibres at least one
composition (A1) containing, in a medium which is suitable for
dyeing, at least one oxidation dye precursor and optionally at
least one coupler, in combination with at least one nonionic
amphiphilic polymer containing at least one fatty chain and at
least one hydrophilic unit as defined above, the colour being
developed at alkaline, neutral or acidic pH using an oxidizing
agent which is mixed with the composition (A1) only at the time of
use or which is present in a composition (B1) that is applied
sequentially without intermediate rinsing.
[0019] The invention is also directed towards a variant of this
process, which consists in applying to the fibres at least one
composition (A2) containing, in a medium which is suitable for
dyeing, at least one oxidation dye precursor and optionally at
least one coupler, in the presence or absence of nonionic
amphiphilic polymer containing at least one fatty chain and at
least one hydrophilic unit as defined above, the colour being
developed at alkaline, neutral or acidic pH using an oxidizing
composition (B2) which contains an oxidizing agent and an effective
amount of at least one nonionic amphiphilic polymer containing at
least one fatty chain and at least one hydrophilic unit as defined
above, and which is mixed with the composition (A2) only at the
time of use or which is applied sequentially without intermediate
rinsing.
[0020] The subject of the invention is also multi-compartment
"kits" or devices for dyeing, a first compartment of which contains
at least one oxidation dye precursor, optionally at least one
coupler and at least one nonionic amphiphilic polymer containing at
least one fatty chain and at least one hydrophilic unit as defined
above, and a second compartment of which contains an oxidizing
agent.
[0021] According to another variant, the subject of the invention
is also multi-compartment kits or devices for dyeing, a first
compartment of which contains at least one oxidation dye precursor,
optionally at least one coupler, in the presence or absence of
nonionic amphiphilic polymer containing at least one fatty chain
and at least one hydrophilic unit as defined above, and a second
compartment of which contains an oxidizing agent and an effective
amount of at least one nonionic amphiphilic polymer containing at
least one fatty chain and at least one hydrophilic unit as defined
above.
[0022] The invention also relates to the use of the oxidation
dyeing composition defined above or to the use of a
multi-compartment kit or device for dyeing as defined above for
dyeing human keratin fibres such as the hair.
[0023] However, other characteristics, aspects, objects and
advantages of the invention will become even more apparent on
reading the description and the examples which follow.
[0024] The nonionic amphiphilic polymers containing at least one
fatty chain and at least one hydrophilic unit, which are used
according to the invention, are preferably chosen from:
[0025] (1) celluloses modified with groups containing at least one
fatty chain; mention may be made, for example, of:
[0026] hydroxyethyl celluloses modified with groups containing at
least one fatty chain such as alkyl, arylalkyl or alkylaryl groups
or mixtures thereof, and in which the alkyl groups are preferably
C.sub.8-C.sub.22, such as the product Natrosol Plus Grade 330 CS
(C.sub.16 alkyls) sold by the company Aqualon, or the product
Bermocoll EHM 100 sold by the company Berol Nobel,
[0027] those modified with polyalkylene glycol alkylphenyl ether
groups, such as the product Amercell Polymer HM-1500 (polyethylene
glycol (15) nonylphenyl ether) sold by the company Amerchol.
[0028] (2) hydroxypropyl guars modified with groups containing 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
Miracare XC95-3 (C.sub.14 alkyl chain) and RE205-1 (C.sub.20 alkyl
chain) sold by the company Rhone-Poulenc.
[0029] (3) polyether urethanes containing at least one fatty chain
such as C.sub.8-C.sub.30 alkyl or alkenyl groups, for instance the
products Dapral T210 and Dapral T212 sold by the company Akzo.
[0030] (4) copolymers of vinylpyrrolidone and of hydrophobic
monomers containing a fatty chain; mention may be made, for
example, of:
[0031] the products Antaron V216 or Ganex V216
(vinylpyrrolidone/hexadecen- e copolymer) sold by the company
ISP
[0032] the products Antaron V220 or Ganex V220
(vinylpyrrolidone/eicosene copolymer) sold by the company ISP.
[0033] (5) copolymers of C.sub.1-C.sub.6 alkyl methacrylates or
acrylates and of amphiphilic monomers containing at least one fatty
chain, such as, for example, the oxyethylenated methyl
methacrylate/stearyl acrylate copolymer sold by the company
Goldschmidt under the name Antil 208.
[0034] (6) copolymers of hydrophilic methacrylates or acrylates and
of hydrophobic monomers containing at least one fatty chain, such
as, for example, the polyethylene glycol methacrylate/lauryl
methacrylate copolymer.
[0035] The nonionic amphiphilic polymers containing at least one
fatty chain and at least one hydrophilic unit according to the
invention are preferably used in an amount which may range
approximately from 0.05 to 10% by weight relative to the total
weight of the dye composition applied to the fibres. More
preferably, this amount varies approximately from 0.2 to 5% by
weight.
[0036] The oxidation dye precursors which may be used in the
context of the present invention are chosen from those
conventionally known in oxidation dyeing, and among which mention
may be made in particular of:
[0037] para-phenylenediamines of formula (I) below, and the
addition salts thereof with an acid: 1
[0038] in which:
[0039] R.sub.1 represents a hydrogen atom or a C.sub.1-C.sub.4
alkyl, C.sub.1-C.sub.4 monohydroxyalkyl, C.sub.2-C.sub.4
polyhydroxyalkyl or 4'-aminophenyl radical,
[0040] R.sub.2 represents a hydrogen atom or a C.sub.1-C.sub.4
alkyl, C.sub.1-C.sub.4-monohydroxyalkyl or C.sub.2-C.sub.4
polyhydroxyalkyl radical,
[0041] R.sub.3 represents a hydrogen atom, a halogen atom such as a
chlorine atom, or a C.sub.1-C.sub.4 alkyl, sulpho, carboxyl,
C.sub.1-C.sub.4 monohydroxyalkyl or C.sub.1-C.sub.4 hydroxyalkoxy
radical,
[0042] R.sub.4 represents a hydrogen atom or a C.sub.1-C.sub.4
alkyl radical.
[0043] Among the para-phenylenediamines of formula (I) above,
mention may be made more particularly of para-phenylenediamine,
para-toluylenediamine, 2-chloro-para-phenylenediamine,
2,3-dimethyl-para-phenylene-diamine,
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-methyl-aniline,
N,N-bis(.beta.-hydroxyethyl)-para-phenylenediamine,
4-amino-N,N-bis(.beta.-hydroxyethyl)-3-methylaniline,
4-amino-3-chloro-N,N-bis(.beta.-hydroxy-ethyl)aniline,
2-1-hydroxyethyl-para-phenylenediamine,
2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine,
N-(.beta.-hydroxypropyl)-para-phenylen- e-diamine,
2-hydroxymethyl-para-phenylenediamine, N,N-dimethyl-3-methyl-pa-
ra-phenylenediamine,
N-ethyl-N-(.beta.-hydroxyethyl)-para-phenylenediamine- ,
N-(.beta.,.gamma.-dihydroxy-propyl)-para-phenylenediamine,
N-(4'-aminophenyl)-para-phenylenediamine,
N-phenyl-para-phenylenediamine and
2-.beta.-hydroxyethyloxy-para-phenylene-diamine, and the addition
salts thereof with an acid.
[0044] Among the para-phenylenediamines of formula (I) above,
para-phenylenediamine, para-toluylene-diamine,
2-isopropyl-para-phenylene- diamine,
2-.beta.-hydroxyethyl-para-phenylenediamine,
2-.beta.-hydroxy-ethyloxy-para-phenylenediamine,
2,6-dimethyl-para-phenyl- enediamine,
2,6-diethyl-para-phenylenediamine, 2,3-dimethyl-para-phenylene-
diamine, N,N-bis(.beta.-hydroxyethyl)-para-phenylenediamine and
2-chloro-para-phenylenediamine, and the addition salts thereof with
an acid are most particularly preferred.
[0045] the bis(phenyl)alkylenediamines corresponding to formula
(II) below, and the addition salts thereof with an acid: 2
[0046] in which:
[0047] Q.sub.1 and Q.sub.2, which may be identical or different,
represent a hydroxyl radical or a radical NHR.sub.8 in which
[0048] R.sub.8 represents a hydrogen atom or a C.sub.1-C.sub.4
alkyl radical,
[0049] R.sub.5 represents a hydrogen atom, a C.sub.1-C.sub.4 alkyl,
C.sub.1-C.sub.4 monohydroxyalkyl or C.sub.2-C.sub.4 polyhydroxy
alkyl radical or a C.sub.1-C.sub.4 aminoalkyl radical in which the
amino residue may be substituted,
[0050] R.sub.6 and R.sub.7, which may be identical or different,
represent a hydrogen or halogen atom or a C.sub.1-C.sub.4 alkyl
radical,
[0051] W represents a radical taken from the group consisting of
the following radicals:
--(CH.sub.2).sub.n--, --(CH.sub.2).sub.m--O--(CH.sub.2).sub.m--,
--(CH.sub.2).sub.m--CHOH--(CH.sub.2).sub.m-- and 3
[0052] in which n is an integer between 0 and 8 inclusive and m is
an integer between 0 and 4 inclusive.
[0053] Among the bis(phenyl)alkylenediamines of formula (II) above,
mention may be made more particularly of
N,N'-bis(.beta.-hydroxyethyl)-N,-
N'-bis(4'-aminophenyl)-1,3-diamino-2-propanol,
N,N'-bis(.beta.-hydroxyethy-
l)-N,N'-bis-(4'-aminophenyl)ethylene-diamine,
N,N'-bis(4-aminophenyl) tetramethylenediamine,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis
(4-aminophenyl)tetra-methylenediamine,
N,N'-bis(4-methylaminophenyl)tetra- -methylenediamine and
N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)et-
hylenediamine, and the addition salts thereof with an acid.
[0054] Among these bis(phenyl)alkylenediamines of formula (II),
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diamino-2-prop-
anol or one of the addition salts thereof with an acid is
particularly preferred.
[0055] the para-aminophenols corresponding to formula (III) below,
and the addition salts thereof with an acid: 4
[0056] in which
[0057] R.sub.9 represents a hydrogen atom or a 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 or hydroxy(C.sub.1-C.sub.4)alkyl
amino(C.sub.1-C.sub.4)alkyl radical,
[0058] R.sub.10 represents a hydrogen or fluorine atom or a
C.sub.1-C.sub.4 alkyl, C.sub.1-C.sub.4 monohydroxyalkyl,
C.sub.2-C.sub.4 poly-hydroxy-alkyl, C.sub.1-C.sub.4 aminoalkyl,
C.sub.1-C.sub.4 cyanoalkyl or
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.4)alkyl radical,
[0059] it being understood that at least one of the radicals
R.sub.9 or R.sub.10 represents a hydrogen atom.
[0060] Among the para-aminophenols of formula (III) above, mention
may be made more particularly of para-aminophenyl,
4-amino-3-methylphenol, 4-amino-3-fluoro-phenol,
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 addition
salts thereof with an acid.
[0061] the ortho-aminophenols which may be used as oxidation bases
in the context of the present invention are chosen in particular
from 2-aminophenol, 2-amino-1-hydroxy-5-methylbenzene,
2-amino-1-hydroxy-6-met- hyl-benzene and 5-acetamido-2-aminophenol,
and the addition salts thereof with an acid.
[0062] the heterocyclic bases which may be used as oxidation bases
in the context of the present invention are chosen in particular
from pyridine derivatives, pyrimidine derivatives and pyrazole
derivatives, and the addition salts thereof with an acid.
[0063] Among the pyridine derivatives, mention may be made more
particularly of the compounds described, for example, in patents
GB-1,026,978 and GB-1,153,196, such as 2,5-diaminopyridine, and the
addition salts thereof with an acid.
[0064] Among the pyrimidine derivatives, mention may be made more
particularly of the compounds described, for example, in German
patent DE-2,359,399 or Japanese patents JP-88-169,571 and
JP-91-333,495, such as 2,4,5,6-tetraaminopyrimidine and
4-hydroxy-2,5,6-tri-aminopyrimidine, and the addition salts thereof
with an acid.
[0065] Among the pyrazole derivatives, mention may be made more
particularly of compounds described in patents DE-3,843,892 and
DE-4,133,957 and patent applications WO-94/08969 and WO-94/08970,
such as 4,5-diamino-1-methylpyrazole, 3,4-diaminopyrazole and
4,5-diamino-1-(4'-chlorobenzyl)pyrazole, and the addition salts
thereof with an acid.
[0066] According to the invention, the oxidation base or bases
preferably represent from 0.0005 to 12% by weight approximately
relative to the total weight of the composition (A) and even more
preferably from 0.005 to 6% by weight approximately.
[0067] The couplers which may be used in the dyeing process
according to the invention are those conventionally used in
oxidation dye compositions, that is to say meta-phenylenediamines,
meta-aminophenols and meta-diphenols, mono- or
polyhydroxynaphthalene derivatives, sesamol and derivatives thereof
and heterocyclic compounds such as, for example, indole couplers,
indoline couplers and pyridine couplers, and the addition salts
thereof with an acid.
[0068] These couplers may be chosen in particular from
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-dihydroxy-benzene,
2,4-diamino-1-(.beta.-hydroxyethyloxy)ben- zene,
2-amino-4-(.beta.-hydroxyethylamino)-1-methoxybenzene,
1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, sesamol,
.alpha.-naphthol, 6-hydroxyindole, 4-hydroxyindole,
4-hydroxy-N-methylindole, 6-hydroxyindoline,
2,6-di-hydroxy-4-methylpyrid- ine, 1-H-3-methylpyrazol-5-one and
1-phenyl-3-methylpyrazol-5-one, and the addition salts thereof with
an acid.
[0069] When they are present, these couplers preferably represent
from 0.0001 to 10% by weight approximately relative to the total
weight of the composition (A) and even more preferably from 0.005
to 5% by weight approximately.
[0070] In general, the addition salts with an acid of the oxidation
bases and couplers are chosen in particular from the
hydrochlorides, hydrobromides, sulphates, tartrates, lactates and
acetates.
[0071] The composition (A) may also contain, in addition to the
oxidation dye precursors defined above and the optional associated
couplers, direct dyes in order to enrich the shades with glints.
These direct dyes may be chosen in particular from nitro dyes, azo
dyes or anthraquinone dyes.
[0072] The composition (A) and/or the composition (B) may also more
particularly contain at least one cationic or amphoteric
substantive polymer as defined on pages 3 and 4 of patent
application EP-0,673,641 A1, and of which it is advantageously
preferred to use:
[0073] the quaternary polyammonium polymers prepared and described
in French patent 2,270,846, consisting of repeating units
corresponding to formula (IV) below: 5
[0074] and the molecular weight of which, determined by gel
permeation chromatography, is between 9500 and 9900;
[0075] the quaternary polyammonium polymers prepared and described
in French patent 2,270,846, consisting of repeating units
corresponding to formula (V) below: 6
[0076] and the molecular weight of which, determined by gel
permeation chromatography, is about 1200.
[0077] The medium for composition (A) which is suitable for dyeing
is preferably an aqueous medium consisting of water and may
optionally contain cosmetically acceptable organic solvents
including, more particularly, alcohols such as ethyl alcohol,
isopropyl alcohol, benzyl alcohol or phenylethyl alcohol, or
glycols or glycol ethers such as, for example, ethylene glycol
monomethyl, monoethyl and monobutyl ethers, propylene glycol or
ethers thereof such as, for example, propylene glycol monomethyl
ether, butylene glycol, dipropylene glycol and diethylene glycol
alkyl ethers such as, for example, diethylene glycol monoethyl
ether or monobutyl ether, in concentrations of approximately
between 0.5 and 20% and, preferably, approximately between 2 and
10% by weight relative to the total weight of the composition.
[0078] The composition (A) may also contain an effective amount of
other agents, which are moreover previously known in oxidation
dyeing, such as various common adjuvants, for instance sequestering
agents, hair conditioners, silicones, preserving agents,
opacifiers, etc., and optionally anionic, cationic, nonionic,
amphoteric or zwitterionic surfactants or mixtures thereof.
[0079] The said composition may also contain antioxidants. These
may be chosen in particular from sodium sulphite, thioglycolic
acid, thiolactic acid, sodium bisulphite, dehydroasorbic acid,
hydroquinone, 2-methylhydroauinone, tert-butylhydroquinone and
homogentisic acid, and they are then generally present in amounts
ranging approximately from 0.05 to 1.5% by weight relative to the
total weight of the composition.
[0080] Obviously, a person skilled in the art will take care to
select the optional complementary compound or compounds mentioned
above such that the advantageous properties intrinsically
associated with the dye composition according to the invention are
not, or are not substantially, adversely affected by the addition
or additions envisaged.
[0081] In the composition (B), the oxidizing agent is preferably
chosen from urea peroxide, alkali metal bromates or ferricyanides,
and persalts such as perborates and persulphates. The use of
hydrogen peroxide is particularly preferred.
[0082] The composition (B) advantageously consists of an aqueous
hydrogen peroxide solution whose titre may range, more
particularly, approximately from 2.5 to 40 volumes and, even more
preferably, approximately from 5 to 20 volumes.
[0083] The pH of the ready-to-use composition applied to the
keratin fibres [composition resulting from mixing together the dye
composition (A) and the oxidizing composition (B)] is generally
between the values 4 and 11. It is preferably between 6 and 10, and
may be adjusted to the desired value by means of acidifying or
basifying agents that are well known in the state of the art in the
dyeing of keratin fibres.
[0084] Among the basifying agents which may be mentioned, by way of
example, are aqueous ammonia, alkali metal carbonates,
alkanolamines such as mono-, di- and triethanolamines and
derivatives thereof, sodium hydroxide, potassium hydroxide and the
compounds of formula (VI) below: 7
[0085] in which R is a propylene residue optionally substituted
with a hydroxyl group or a C.sub.1-C.sub.4 alkyl radical; R.sub.13,
R.sub.14, R.sub.15 and R.sub.16, which may be identical or
different, represent a hydrogen atom or a C.sub.1-C.sub.4 alkyl or
C.sub.1-C.sub.4 hydroxyalkyl radical.
[0086] The acidifying agents are conventionally, by way of example,
inorganic or organic acids such as hydrochloric acid,
orthophosphoric acid, carboxylic acids such as tartaric acid,
citric acid or lactic acid, or sulphonic acids.
[0087] The dyeing process according to the invention preferably
consists in applying a mixture, which is prepared as required at
the time of use from the compositions (A) and (B) described above,
onto the dry or wet keratin fibres and in leaving the mixture to
act for an exposure period preferably ranging from 1 to 60 minutes
approximately, and more preferably from 10 to 45 minutes
approximately, in rinsing the fibres, then in optionally washing
them with shampoo and then rinsing them again and drying them.
[0088] Concrete examples illustrating the invention will now be
given without, however, being limiting in nature.
EXAMPLE 1
[0089] The following dye composition, in accordance with the
invention, was prepared:
[0090] NATROSOL PLUS GRADE 330 CS (Aqualon) . . . 1.0 g
[0091] Oleic acid . . . 3.0 g
[0092] Aqueous sodium bisulphite solution containing 35% AM . . .
0.45 g AM
[0093] Para-phenylenediamine . . . 0.162 g
[0094] Resorcinol . . . 0.165 g
[0095] Aqueous ammonia (20% NH.sub.3) . . . 0.11.5 g
[0096] Sequestering agent . . . q.s
[0097] Water . . . q.s.p . . . 100 g
[0098] AM*=active material
[0099] At the time of use, this composition was mixed weight for
weight with a 20-volumes aqueous hydrogen peroxide solution and the
mixture obtained was then applied to locks of permanent-waved hair
containing 90% white hairs. After leaving to stand on the locks for
30 minutes, they were rinsed and then washed with a shampoo, rinsed
again and then dried.
[0100] Using an I.C.S. spectrocolorimeter, the value L* in the L*,
a*, b* international colour notation system from C.I.E. was
measured.
[0101] The result was as follows: L*=32.19
COMPARATIVE EXAMPLE 2
[0102] Example 1 was repeated, replacing 1 gram of nonionic
amphiphilic polymer (Natrosol Plus Grade 330 CS) by the mixture of
the following two nonionic surfactants (allowing the same viscosity
to be obtained):
[0103] 24 grams of decyl alcohol
(C.sub.10-C.sub.12-C.sub.14/85-8.5-6.5) oxyethylenated with 3.5 mol
of ethylene oxide, sold under the name Mergital BL 309 by the
company Henkel, and
[0104] 16 grams of decyl alcohol
(C.sub.10-C.sub.12-C.sub.14/85-8.5-6.5) oxyethylenated with 5.5 mol
of ethylene oxide, sold under the name Mergital BL 589 by the
company Henkel.
[0105] The same procedure as in Example 1 was then followed.
[0106] The result was as follows: L*=35.72
[0107] Conclusion: the shade obtained according to the invention is
more intense (lower L*) than that obtained according to the prior
art.
* * * * *