U.S. patent application number 11/783998 was filed with the patent office on 2007-11-15 for cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one particular additional compound, for improving the color of artificially dyed keratin fibers.
Invention is credited to Jocelyne Dorkel, Henri Samain, Gabin Vic.
Application Number | 20070261179 11/783998 |
Document ID | / |
Family ID | 37517152 |
Filed Date | 2007-11-15 |
United States Patent
Application |
20070261179 |
Kind Code |
A1 |
Dorkel; Jocelyne ; et
al. |
November 15, 2007 |
Cosmetic composition comprising at least one polymerizable
cyanoacrylate monomer and at least one conditioning agent and/or at
least one particular additional compound, for improving the color
of artificially dyed keratin fibers
Abstract
Disclosed herein are processes for improving the color of
artificially dyed keratin fibers, for protecting the color of
artificially dyed keratin fibers and also their cosmetic properties
with respect to washing, and/or for unifying the color of keratin
fibers after dyeing them, comprising applying to the fibers a
cosmetic composition comprising at least one polymerizable
cyanoacrylate monomer and at least one conditioning agent and/or at
least one additional compound chosen from fillers, mineral and
organic bases, and C.sub.1-C.sub.8 lower alcohols.
Inventors: |
Dorkel; Jocelyne; (le
Plessis - Bouchard, FR) ; Vic; Gabin; (Venette,
FR) ; Samain; Henri; (Bievres, FR) |
Correspondence
Address: |
FINNEGAN, HENDERSON, FARABOW, GARRETT & DUNNER;LLP
901 NEW YORK AVENUE, NW
WASHINGTON
DC
20001-4413
US
|
Family ID: |
37517152 |
Appl. No.: |
11/783998 |
Filed: |
April 13, 2007 |
Related U.S. Patent Documents
|
|
|
|
|
|
Application
Number |
Filing Date |
Patent Number |
|
|
60801066 |
May 18, 2006 |
|
|
|
Current U.S.
Class: |
8/441 ;
8/442 |
Current CPC
Class: |
A61K 8/361 20130101;
A61K 8/36 20130101; A61Q 5/004 20130101; A61K 8/892 20130101; A61K
8/40 20130101; A61K 8/922 20130101 |
Class at
Publication: |
008/441 ;
008/442 |
International
Class: |
D06P 5/08 20060101
D06P005/08 |
Foreign Application Data
Date |
Code |
Application Number |
Apr 13, 2006 |
FR |
06/03279 |
Claims
1. A process for improving the color of artificially dyed keratin
fibers comprising applying to the fibers at least one cosmetic
composition comprising at least one polymerizable cyanoacrylate
monomer and at least one conditioning agent and/or at least one
additional compound chosen from fillers, mineral or organic bases,
and C.sub.1-C.sub.8 lower alcohols.
2. A process for protecting the color of keratin fibers and their
cosmetic properties after washing comprising applying to the fibers
at least one cosmetic composition comprising at least one
polymerizable cyanoacrylate monomer and at least one conditioning
agent and/or at least one additional compound chosen from fillers,
mineral or organic bases, and C.sub.1-C.sub.8 lower alcohols.
3. A process for improving the unison of the color of artificially
dyed keratin fibers comprising applying to the fibers at least one
cosmetic composition comprising at least one polymerizable
cyanoacrylate monomer and at least one conditioning agent and/or at
least one additional compound chosen from fillers, mineral or
organic bases, and C.sub.1-C.sub.8 lower alcohols.
4. The process of claim 1, wherein the at least one cyanoacrylate
monomer is chosen from those of formula (I): ##STR13## wherein: X
is chosen from NH, S, and O, R1 and R2, which may be identical or
different, are chosen from sparingly electron-withdrawing groups
and non-electron-withdrawing groups, R is chosen from saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR',
--COOR', --COR', --SH, --SR', --OH, and halogens, and polymer
residues obtained by a process chosen from free-radical
polymerization, polycondensation, and ring opening, wherein R' is
chosen from C.sub.1-C.sub.10 alkyl groups; R'3 is chosen from
hydrogen and saturated and unsaturated, linear, branched and cyclic
hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and
optionally comprising at least one atom chosen from nitrogen,
oxygen, and sulfur, and optionally substituted with at least one
entity chosen from --OR', --COOR', --COR', --SH, --SR', --OH, and
halogens, and polymer residues obtained by a process chosen from
free-radical polymerization, polycondensation, and ring opening,
wherein R' is chosen from C.sub.1-C.sub.10 alkyl groups.
5. The process of claim 4, wherein R1 and R2, which may be
identical or different, are chosen from: hydrogen, saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR,
--COOR, --COR, --SH, --SR, --OH, and halogens, modified and
unmodified polyorganosiloxane residues, and polyoxyalkylene
groups.
6. The process of claim 4, wherein the at least one cyanoacrylate
monomer of formula (I) is chosen from the alkyl and alkoxyalkyl
2-cyanoacrylates of formula (IV): ##STR14## wherein: R1 and R2 have
the same meaning as for formula (I), and R'3 is chosen from
C.sub.1-C.sub.10 alkyl radicals and
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.10)alkyl radicals.
7. The process of claim 6, wherein the at least one cyanoacrylate
monomer is chosen from ethyl 2-cyanoacrylate, methyl
2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl
2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl
2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl
cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl
2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate,
2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate,
2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl
2-cyanoacrylate, and isoamyl cyanoacrylate.
8. The process of claim 7, wherein the at least one cyanoacrylate
monomer is chosen from C.sub.6-C.sub.10 alkyl 2-cyanoacrylates.
9. The process of claim 8, wherein the at least one cyanoacrylate
monomer is chosen from the octyl 2-cyanoacrylates of formula (V):
##STR15## wherein: R1 and R2 have the same meaning as for formula
(I), and R'3 is chosen from: --(CH.sub.2).sub.7--CH.sub.3;
--CH(CH.sub.3)--(CH.sub.2).sub.5--CH.sub.3;
--CH.sub.2--CH(C.sub.2H.sub.5)--(CH.sub.2).sub.3--CH.sub.3;
--(CH.sub.2).sub.5--CH(CH.sub.3)--CH.sub.3; and
--(CH.sub.2).sub.4--CH(C.sub.2H.sub.5)--CH.sub.3.
10. The process of claim 9, wherein the 2-cyanoacrylate monomer is
methylheptyl cyanoacrylate.
11. The process of claim 1, wherein the at least one cyanoacrylate
monomer of formula (I) is covalently bonded to at least one support
chosen from polymers, oligomers, and dendrimers.
12. The process of claim 1, wherein the at least one cyanoacrylate
monomer of formula (I) is present in the cosmetic composition in an
amount ranging from 0.1% to 50% by weight relative to the total
weight of the cosmetic composition.
13. The process of claim 12, wherein the at least one cyanoacrylate
monomer of formula (I) is present in the cosmetic composition in an
amount ranging from 1% to 30% by weight relative to the total
weight of the cosmetic composition.
14. The process of claim 1, wherein the at least one conditioning
agent is chosen from organic acids and oils.
15. The process of claim 14, wherein the at least one conditioning
agent is a C.sub.1-C.sub.12 organic acid bearing at least one group
chosen from carboxylic groups and sulfonic groups.
16. The process of claim 15, wherein the at least one organic acid
is chosen from benzenesulfonic acid, toluenesulfonic acid, acetic
acid, formic acid, propionic acid, benzoic acid, mono-, di-, or
trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric
acid, octanoic acid, heptanoic acid, and hexanoic acid.
17. The process of claim 16, wherein the at least one organic acid
is chosen from acetic acid, citric acid, and octanoic acid.
18. The process of claim 15, wherein the at least one organic acid
is present in the cosmetic composition in an amount ranging from
0.01% to 30% by weight relative to the total weight of the cosmetic
composition.
19. The process of claim 18, wherein the at least one organic acid
is present in the cosmetic composition in an amount ranging from
0.1% to 15% by weight relative to the total weight of the cosmetic
composition.
20. The process of claim 14, wherein the at least one conditioning
agent is chosen from mineral oils, organic oils, and plant
oils.
21. The process of claim 20, wherein the at least one conditioning
agent is a plant oil chosen from olive oil, castor oil, rapeseed
oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil,
polybutene oil, macadamia oil, apricot kernel oil, isononyl
isononanoate, safflower oil, candlenut oil, isostearyl malate,
jojoba oil, sunflower oil, sesame seed oil, groundnut oil,
grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter,
palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil,
pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon
oil.
22. The process of claim 21, wherein the plant oil is olive
oil.
23. The process of claim 20, wherein the at least one conditioning
agent is an oil chosen from volatile silicone oils.
24. The process of claim 23, wherein the at least one volatile
silicone oil is chosen from octamethylcyclotetrasiloxane,
decamethylcyclopentasiloxane, cyclocopolymers of the
dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic
silicones with organosilicon compounds.
25. The process of claim 24, wherein the at least one volatile
silicone oil is chosen from mixtures of
octamethylcyclotetrasiloxane and of
tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of
octamethylcyclotetrasiloxane and of
oxy-1,1'-bis[2,2,2',2',3,3'-hexakis(trimethylsilyloxy)]neopentane.
26. The process of claim 24, wherein the at least one volatile
silicone oil is decamethylcyclopentasiloxane.
27. The process of claim 20, wherein the at least one conditioning
agent is a fluid silicone chosen from: decamethylcyclopentasiloxane
and dimethiconol mixtures, decamethylcyclopentasiloxane and
dimethicone mixtures, and fluid PDMS and dimethiconol mixtures.
28. The process of claim 20, wherein the at least one conditioning
agent is present in the cosmetic composition in an amount ranging
from 1% to 99.9% by weight relative to the total weight of the
cosmetic composition.
29. The process of claim 28, wherein the at least one conditioning
agent is present in the cosmetic composition in an amount ranging
from 20% to 85% by weight relative to the total weight of the
cosmetic composition.
30. The process of claim 1, wherein the at least one additional
compound is a filler chosen from mineral and organic fillers.
31. The process of claim 30, wherein the at least one filler is
chosen from talc, mica, silica, fumed silica optionally
surface-treated with a hydrophobic agent, kaolin, bentone,
polyamide powder, poly-.beta.-alanine powder and polyethylene
powder, tetrafluoroethylene polymer powders, lauroyllysine, starch,
boron nitride, hollow polymer microspheres, elastomeric
polyorganosiloxane particles, precipitated calcium carbonate,
magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite,
hollow silica microspheres, glass and ceramic microcapsules, and
metal soaps derived from organic carboxylic acids comprising from 8
to 22 carbon atoms.
32. The process of claim 1, wherein the hollow polymer microspheres
are chosen from polyvinylidene chloride/acrylonitrile copolymer
microspheres, acrylic acid copolymer microspheres, and silicone
resin microbeads.
33. The process of claim 31, wherein the at least one metal soap is
chosen from zinc stearate, magnesium stearate, lithium stearate,
zinc laurate, and magnesium myristate.
34. The process of claim 31, wherein the at least one filler is
chosen from fumed silicas optionally surface-treated with a
hydrophobic agent and boron nitride.
35. The process of claim 30, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 50% by weight relative to the total weight of the
composition.
36. The process of claim 35, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 30% by weight relative to the total weight of the cosmetic
composition.
37. The process of claim 1, wherein the at least one additional
compound is a mineral or organic base chosen from aqueous ammonia,
monoethanolamine, diethanolamine, triethanolamine,
1,3-propanediamine, alkali metal carbonates and bicarbonates,
ammonium carbonates and bicarbonates, organic carbonates, and
alkali metal hydroxides.
38. The process of claim 37, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 30% by weight relative to the total weight of
the cosmetic composition.
39. The process of claim 38, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 5% by weight relative to the total weight of
the cosmetic composition.
40. The process of claim 1, wherein the at least one additional
compound is a C.sub.1-C.sub.8 lower alcohol chosen from lower
monoalcohols comprising from 1 to 5 carbon atoms and glycols
comprising from 2 to 8 carbon atoms.
41. The process of claim 40, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is ethanol.
42. The process of claim 40, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 30% by weight
relative to the total weight of the cosmetic composition.
43. The process of claim 42, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 5% by weight
relative to the total weight of the cosmetic composition.
44. The process of claim 1, wherein the at least one cosmetic
composition further comprises at least one polymerization
inhibitor.
45. The process of claim 44, wherein the at least one
polymerization inhibitor is present in the cosmetic composition in
an amount ranging from 10 ppm to 5% by weight relative to the total
weight of the composition.
46. The process of claim 1, wherein the at least one cosmetic
composition further comprises at least one organic UV-screening
agent.
47. The process of claim 1, wherein the at least one cosmetic
composition further comprises at least one polymer.
48. The process of claim 1, wherein the at least one cosmetic
composition is in an anhydrous support.
49. The process of claim 1, wherein the at least one cosmetic
composition comprises a support comprising at least one ingredient
chosen from aromatic alcohols, liquid fatty alcohols comprising at
least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated
waxes, paraffins, alkanes, fatty acids comprising at least 12
carbon atoms, fatty amides, and fatty esters.
50. The process of claim 1, wherein the at least one cosmetic
composition comprises at least one common cosmetic additive chosen
from reducing agents, oxidizing agents, sequestrants, polymeric and
non-polymeric thickeners, moisturizers, emollients, plasticizers,
optical brighteners, clays, colloidal minerals, colloidal metals,
semi-conductive particles of "quantum well" type based on metals or
on silicon, photochromic and thermochromic compounds, nacreous
agents, fragrances, peptizers, preserving agents, proteins,
vitamins, anti-dandruff agents, oxyethylenated and
non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing
and non-fixing polymers, and anionic, cationic, amphoteric, and
nonionic surfactants.
51. The process of claim 1, wherein the at least one cosmetic
composition on the keratin fibers further comprises at least one
nucleophilic agent; said nucleophilic agent being either in a
mixture in the cosmetic composition according to claim 1, or
contained separately prior to application.
52. The process of claim 51, wherein the at least one nucleophilic
agent is water.
53. A dyeing process comprising applying a dye composition (A) to
keratin fibers, for a time that is sufficient to develop the color,
and applying, in the presence of at least one nucleophilic agent, a
composition (B) comprising a cosmetic composition, following or
preceding the application of the dye composition (A); wherein the
at least one nucleophilic agent is mixed at the time of use into
the cosmetic composition (B) or applied separately; wherein the dye
composition (A) is chosen from: dye compositions containing at
least one direct dye (A1), lightening direct dye compositions
containing at least one direct dye and at least one oxidizing agent
(A2), dye compositions comprising at least one oxidation dyeing
base and optionally at least one coupler (A3), and dye compositions
comprising at least one oxidation dyeing base, optionally at least
one coupler, and at least one direct dye (A4); and wherein the
cosmetic composition comprises at least one polymerizable
cyanoacrylate monomer and at least one conditioning agent and/or at
least one additional compound chosen from fillers, mineral and
organic bases, and C.sub.1-C.sub.8 lower alcohols.
54. A multi-component coloring kit comprising at least one first
component comprising a dye composition (A), at least one second
component comprising a composition (B) containing a cosmetic
composition, optionally at least one third component comprising a
composition (C) comprising at least one oxidizing agent, and
optionally at least one fourth component comprising a composition
(D) containing at least one nucleophilic agent; wherein the dye
composition (A) is chosen from: dye compositions containing at
least one direct dye (A1), lightening direct dye compositions
containing at least one direct dye and at least one oxidizing agent
(A2), dye compositions comprising at least one oxidation dyeing
base and optionally at least one coupler (A3), and dye compositions
comprising at least one oxidation dyeing base, optionally at least
one coupler, and at least one direct dye (A4); and wherein the
cosmetic composition (B) comprises at least one polymerizable
cyanoacrylate monomer and at least one conditioning agent and/or at
least one additional compound chosen from fillers, mineral and
organic bases, and C.sub.1-C.sub.8 lower alcohols.
55. The process of claim 2, wherein the at least one cyanoacrylate
monomer is chosen from those of formula (I): ##STR16## wherein: X
is chosen from NH, S, and O, R1 and R2, which may be identical or
different, are chosen from sparingly electron-withdrawing groups
and non-electron-withdrawing groups, R is chosen from saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR',
--COOR', --COR', --SH, --SR', --OH, and halogens, and polymer
residues obtained by a process chosen from free-radical
polymerization, polycondensation, and ring opening, wherein R' is
chosen from C.sub.1-C.sub.10 alkyl groups; R'3 is chosen from
hydrogen and saturated and unsaturated, linear, branched and cyclic
hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and
optionally comprising at least one atom chosen from nitrogen,
oxygen, and sulfur, and optionally substituted with at least one
entity chosen from --OR', --COOR', --COR', --SH, --SR', --OH, and
halogens, and polymer residues obtained by a process chosen from
free-radical polymerization, polycondensation, and ring opening,
wherein R' is chosen from C.sub.1-C.sub.10 alkyl groups.
56. The process of claim 55, wherein R1 and R2, which may be
identical or different, are chosen from: hydrogen, saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR,
--COOR, --COR, --SH, --SR, --OH, and halogens, modified and
unmodified polyorganosiloxane residues, and polyoxyalkylene
groups.
57. The process of claim 55, wherein the at least one cyanoacrylate
monomer of formula (I) is chosen from the alkyl and alkoxyalkyl
2-cyanoacrylates of formula (IV): ##STR17## wherein: R1 and R2 have
the same meaning as for formula (I), and R'3 is chosen from
C.sub.1-C.sub.10 alkyl radicals and
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.10)alkyl radicals.
58. The process of claim 57, wherein the at least one cyanoacrylate
monomer is chosen from ethyl 2-cyanoacrylate, methyl
2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl
2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl
2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl
cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl
2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate,
2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate,
2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl
2-cyanoacrylate, and isoamyl cyanoacrylate.
59. The process of claim 58, wherein the at least one cyanoacrylate
monomer is chosen from C.sub.6-C.sub.10 alkyl 2-cyanoacrylates.
60. The process of claim 59, wherein the at least one cyanoacrylate
monomer is chosen from the octyl 2-cyanoacrylates of formula (V):
##STR18## wherein: R1 and R2 have the same meaning as for formula
(I), and R'3 is chosen from: --(CH.sub.2).sub.7--CH.sub.3;
--CH(CH.sub.3)--(CH.sub.2).sub.5--CH.sub.3;
--CH.sub.2--CH(C.sub.2H.sub.5)--(CH.sub.2).sub.3--CH.sub.3;
--(CH.sub.2).sub.5--CH(CH.sub.3)--CH.sub.3; and
--(CH.sub.2).sub.4--CH(C.sub.2H.sub.5)--CH.sub.3.
61. The process of claim 60, wherein the 2-cyanoacrylate monomer is
methylheptyl cyanoacrylate.
62. The process of claim 2, wherein the at least one cyanoacrylate
monomer of formula (I) is covalently bonded to at least one support
chosen from polymers, oligomers, and dendrimers.
63. The process of claim 2, wherein the at least one cyanoacrylate
monomer of formula (I) is present in the cosmetic composition in an
amount ranging from 0.1% to 50% by weight relative to the total
weight of the cosmetic composition.
64. The process of claim 63, wherein the at least one cyanoacrylate
monomer of formula (I) is present in the cosmetic composition in an
amount ranging from 1% to 30% by weight relative to the total
weight of the cosmetic composition.
65. The process of claim 2, wherein the at least one conditioning
agent is chosen from organic acids and oils.
66. The process of claim 65, wherein the at least one conditioning
agent is a C.sub.1-C.sub.12 organic acid bearing at least one group
chosen from carboxylic groups and sulfonic groups.
67. The process of claim 66, wherein the at least one organic acid
is chosen from benzenesulfonic acid, toluenesulfonic acid, acetic
acid, formic acid, propionic acid, benzoic acid, mono-, di-, or
trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric
acid, octanoic acid, heptanoic acid, and hexanoic acid.
68. The process of claim 67, wherein the at least one organic acid
is chosen from acetic acid, citric acid, and octanoic acid.
69. The process of claim 66, wherein the at least one organic acid
is present in the cosmetic composition in an amount ranging from
0.01% to 30% by weight relative to the total weight of the cosmetic
composition.
70. The process of claim 69, wherein the at least one organic acid
is present in the cosmetic composition in an amount ranging from
0.1% to 15% by weight relative to the total weight of the cosmetic
composition.
71. The process of claim 65, wherein the at least one conditioning
agent is chosen from mineral oils, organic oils, and plant
oils.
72. The process of claim 71, wherein the at least one conditioning
agent is a plant oil chosen from olive oil, castor oil, rapeseed
oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil,
polybutene oil, macadamia oil, apricot kernel oil, isononyl
isononanoate, safflower oil, candlenut oil, isostearyl malate,
jojoba oil, sunflower oil, sesame seed oil, groundnut oil,
grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter,
palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil,
pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon
oil.
73. The process of claim 72, wherein the plant oil is olive
oil.
74. The process of claim 71, wherein the at least one conditioning
agent is an oil chosen from volatile silicone oils.
75. The process of claim 74, wherein the at least one volatile
silicone oil is chosen from octamethylcyclotetrasiloxane,
decamethylcyclopentasiloxane, cyclocopolymers of the
dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic
silicones with organosilicon compounds.
76. The process of claim 75, wherein the at least one volatile
silicone oil is chosen from mixtures of
octamethylcyclotetrasiloxane and of
tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of
octamethylcyclotetrasiloxane and of
oxy-111'-bis[2,2,2',2',3,3'-hexakis(trimethylsilyloxy)]neopentane.
77. The process of claim 75, wherein the at least one volatile
silicone oil is decamethylcyclopentasi loxane.
78. The process of claim 71, wherein the at least one conditioning
agent is a fluid silicone chosen from: decamethylcyclopentasiloxane
and dimethiconol mixtures, decamethylcyclopentasiloxane and
dimethicone mixtures, and fluid PDMS and dimethiconol mixtures.
79. The process of claim 71, wherein the at least one conditioning
agent is present in the cosmetic composition in an amount ranging
from 1% to 99.9% by weight relative to the total weight of the
cosmetic composition.
80. The process of claim 79, wherein the at least one conditioning
agent is present in the cosmetic composition in an amount ranging
from 20% to 85% by weight relative to the total weight of the
cosmetic composition.
81. The process of claim 2, wherein the at least one additional
compound is a filler chosen from mineral and organic fillers.
82. The process of claim 81, wherein the at least one filler is
chosen from talc, mica, silica, fumed silica optionally
surface-treated with a hydrophobic agent, kaolin, bentone,
polyamide powder, poly-.beta.-alanine powder and polyethylene
powder, tetrafluoroethylene polymer powders, lauroyllysine, starch,
boron nitride, hollow polymer microspheres, elastomeric
polyorganosiloxane particles, precipitated calcium carbonate,
magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite,
hollow silica microspheres, glass and ceramic microcapsules, and
metal soaps derived from organic carboxylic acids comprising from 8
to 22 carbon atoms.
83. The process of claim 2, wherein the hollow polymer microspheres
are chosen from polyvinylidene chloride/acrylonitrile copolymer
microspheres, acrylic acid copolymer microspheres, and silicone
resin microbeads.
84. The process of claim 82, wherein the at least one metal soap is
chosen from zinc stearate, magnesium stearate, lithium stearate,
zinc laurate, and magnesium myristate.
85. The process of claim 82, wherein the at least one filler is
chosen from fumed silicas optionally surface-treated with a
hydrophobic agent and boron nitride.
86. The process of claim 81, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 50% by weight relative to the total weight of the
composition.
87. The process of claim 86, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 30% by weight relative to the total weight of the cosmetic
composition.
88. The process of claim 2, wherein the at least one additional
compound is a mineral or organic base chosen from aqueous ammonia,
monoethanolamine, diethanolamine, triethanolamine,
1,3-propanediamine, alkali metal carbonates and bicarbonates,
ammonium carbonates and bicarbonates, organic carbonates, and
alkali metal hydroxides.
89. The process of claim 88, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 30% by weight relative to the total weight of
the cosmetic composition.
90. The process of claim 89, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 5% by weight relative to the total weight of
the cosmetic composition.
91. The process of claim 2, wherein the at least one additional
compound is a C.sub.1-C.sub.8 lower alcohol chosen from lower
monoalcohols comprising from 1 to 5 carbon atoms and glycols
comprising from 2 to 8 carbon atoms.
92. The process of claim 91, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is ethanol.
93. The process of claim 91, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 30% by weight
relative to the total weight of the cosmetic composition.
94. The process of claim 93, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 5% by weight
relative to the total weight of the cosmetic composition.
95. The process of claim 2, wherein the at least one cosmetic
composition further comprises at least one polymerization
inhibitor.
96. The process of claim 95, wherein the at least one
polymerization inhibitor is present in the cosmetic composition in
an amount ranging from 10 ppm to 5% by weight relative to the total
weight of the composition.
97. The process of claim 2, wherein the at least one cosmetic
composition further comprises at least one organic UV-screening
agent.
98. The process of claim 2, wherein the at least one cosmetic
composition further comprises at least one polymer.
99. The process of claim 2, wherein the at least one cosmetic
composition is in an anhydrous support.
100. The process of claim 2, wherein the at least one cosmetic
composition comprises a support comprising at least one ingredient
chosen from aromatic alcohols, liquid fatty alcohols comprising at
least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated
waxes, paraffins, alkanes, fatty acids comprising at least 12
carbon atoms, fatty amides, and fatty esters.
101. The process of claim 2, wherein the at least one cosmetic
composition comprises at least one common cosmetic additive chosen
from reducing agents, oxidizing agents, sequestrants, polymeric and
non-polymeric thickeners, moisturizers, emollients, plasticizers,
optical brighteners, clays, colloidal minerals, colloidal metals,
semi-conductive particles of "quantum well" type based on metals or
on silicon, photochromic and thermochromic compounds, nacreous
agents, fragrances, peptizers, preserving agents, proteins,
vitamins, anti-dandruff agents, oxyethylenated and
non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing
and non-fixing polymers, and anionic, cationic, amphoteric, and
nonionic surfactants.
102. The process of claim 2, wherein the at least one cosmetic
composition on the keratin fibers further comprises at least one
nucleophilic agent; said nucleophilic agent being either in a
mixture in the cosmetic composition according to claim 1, or
contained separately prior to application.
103. The process of claim 102, wherein the at least one
nucleophilic agent is water.
104. The process of claim 3, wherein the at least one cyanoacrylate
monomer is chosen from those of formula (I): ##STR19## wherein: X
is chosen from NH, S, and O, R1 and R2, which may be identical or
different, are chosen from sparingly electron-withdrawing groups
and non-electron-withdrawing groups, R is chosen from saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR',
--COOR', --COR', --SH, --SR', --OH, and halogens, and polymer
residues obtained by a process chosen from free-radical
polymerization, polycondensation, and ring opening, wherein R' is
chosen from C.sub.1-C.sub.10 alkyl groups; R'3 is chosen from
hydrogen and saturated and unsaturated, linear, branched and cyclic
hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and
optionally comprising at least one atom chosen from nitrogen,
oxygen, and sulfur, and optionally substituted with at least one
entity chosen from --OR', --COOR', --COR', --SH, --SR', --OH, and
halogens, and polymer residues obtained by a process chosen from
free-radical polymerization, polycondensation, and ring opening,
wherein R' is chosen from C.sub.1-C.sub.10 alkyl groups.
105. The process of claim 104, wherein R1 and R2, which may be
identical or different, are chosen from: hydrogen, saturated and
unsaturated, linear, branched and cyclic hydrocarbon-based groups
comprising from 1 to 20 carbon atoms, and optionally comprising at
least one atom chosen from nitrogen, oxygen, and sulfur, and
optionally substituted with at least one entity chosen from --OR,
--COOR, --COR, --SH, --SR, --OH, and halogens, modified and
unmodified polyorganosiloxane residues, and polyoxyalkylene
groups.
106. The process of claim 104, wherein the at least one
cyanoacrylate monomer of formula (I) is chosen from the alkyl and
alkoxyalkyl 2-cyanoacrylates of formula (IV): ##STR20## wherein: R1
and R2 have the same meaning as for formula (I), and R'3 is chosen
from C.sub.1-C.sub.10 alkyl radicals and
(C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.10)alkyl radicals.
107. The process of claim 106, wherein the at least one
cyanoacrylate monomer is chosen from ethyl 2-cyanoacrylate, methyl
2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl
2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl
2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl
cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl
2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate,
2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate,
2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl
2-cyanoacrylate, and isoamyl cyanoacrylate.
108. The process of claim 107, wherein the at least one
cyanoacrylate monomer is chosen from C.sub.6-C.sub.10 alkyl
2-cyanoacrylates.
109. The process of claim 108, wherein the at least one
cyanoacrylate monomer is chosen from the octyl 2-cyanoacrylates of
formula (V): ##STR21## wherein: R1 and R2 have the same meaning as
for formula (I), and R'3 is chosen from:
--(CH.sub.2).sub.7--CH.sub.3;
--CH(CH.sub.3)--(CH.sub.2).sub.5--CH.sub.3;
--CH.sub.2--CH(C.sub.2H.sub.5)--(CH.sub.2).sub.3--CH.sub.3;
--(CH.sub.2).sub.5--CH(CH.sub.3)--CH.sub.3; and
(CH.sub.2).sub.4--CH(C.sub.2H.sub.5)--CH.sub.3.
110. The process of claim 109, wherein the 2-cyanoacrylate monomer
is methylheptyl cyanoacrylate.
111. The process of claim 3, wherein the at least one cyanoacrylate
monomer of formula (I) is covalently bonded to at least one support
chosen from polymers, oligomers, and dendrimers.
112. The process of claim 3, wherein the at least one cyanoacrylate
monomer of formula (I) is present in the cosmetic composition in an
amount ranging from 0.1% to 50% by weight relative to the total
weight of the cosmetic composition.
113. The process of claim 112, wherein the at least one
cyanoacrylate monomer of formula (I) is present in the cosmetic
composition in an amount ranging from 1% to 30% by weight relative
to the total weight of the cosmetic composition.
114. The process of claim 3, wherein the at least one conditioning
agent is chosen from organic acids and oils.
115. The process of claim 114, wherein the at least one
conditioning agent is a C.sub.1-C.sub.12 organic acid bearing at
least one group chosen from carboxylic groups and sulfonic
groups.
116. The process of claim 115, wherein the at least one organic
acid is chosen from benzenesulfonic acid, toluenesulfonic acid,
acetic acid, formic acid, propionic acid, benzoic acid, mono-, di-,
or trichloroacetic acid, salicylic acid, trifluoroacetic acid,
citric acid, octanoic acid, heptanoic acid, and hexanoic acid.
117. The process of claim 116, wherein the at least one organic
acid is chosen from acetic acid, citric acid, and octanoic
acid.
118. The process of claim 115, wherein the at least one organic
acid is present in the cosmetic composition in an amount ranging
from 0.01% to 30% by weight relative to the total weight of the
cosmetic composition.
119. The process of claim 118, wherein the at least one organic
acid is present in the cosmetic composition in an amount ranging
from 0.1% to 15% by weight relative to the total weight of the
cosmetic composition.
120. The process of claim 114, wherein the at least one
conditioning agent is chosen from mineral oils, organic oils, and
plant oils.
121. The process of claim 120, wherein the at least one
conditioning agent is a plant oil chosen from olive oil, castor
oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil,
avocado oil, polybutene oil, macadamia oil, apricot kernel oil,
isononyl isononanoate, safflower oil, candlenut oil, isostearyl
malate, jojoba oil, sunflower oil, sesame seed oil, groundnut oil,
grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter,
palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil,
pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon
oil.
122. The process of claim 121, wherein the plant oil is olive
oil.
123. The process of claim 120, wherein the at least one
conditioning agent is an oil chosen from volatile silicone
oils.
124. The process of claim 123, wherein the at least one volatile
silicone oil is chosen from octamethylcyclotetrasiloxane,
decamethylcyclopentasiloxane, cyclocopolymers of the
dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic
silicones with organosilicon compounds.
125. The process of claim 124, wherein the at least one volatile
silicone oil is chosen from mixtures of
octamethylcyclotetrasiloxane and of
tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of
octamethylcyclotetrasiloxane and of
oxy-111'-bis[2,2,2',2',3,3'-hexakis(trimethylsilyloxy)]neopentane.
126. The process of claim 124, wherein the at least one volatile
silicone oil is decamethylcyclopentasiloxane.
127. The process of claim 120, wherein the at least one
conditioning agent is a fluid silicone chosen from:
decamethylcyclopentasiloxane and dimethiconol mixtures,
decamethylcyclopentasiloxane and dimethicone mixtures, and fluid
PDMS and dimethiconol mixtures.
128. The process of claim 120, wherein the at least one
conditioning agent is present in the cosmetic composition in an
amount ranging from 1% to 99.9% by weight relative to the total
weight of the cosmetic composition.
129. The process of claim 128, wherein the at least one
conditioning agent is present in the cosmetic composition in an
amount ranging from 20% to 85% by weight relative to the total
weight of the cosmetic composition.
130. The process of claim 3, wherein the at least one additional
compound is a filler chosen from mineral and organic fillers.
131. The process of claim 130, wherein the at least one filler is
chosen from talc, mica, silica, fumed silica optionally
surface-treated with a hydrophobic agent, kaolin, bentone,
polyamide powder, poly-.beta.-alanine powder and polyethylene
powder, tetrafluoroethylene polymer powders, lauroyllysine, starch,
boron nitride, hollow polymer microspheres, elastomeric
polyorganosiloxane particles, precipitated calcium carbonate,
magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite,
hollow silica microspheres, glass and ceramic microcapsules, and
metal soaps derived from organic carboxylic acids comprising from 8
to 22 carbon atoms.
132. The process of claim 3, wherein the hollow polymer
microspheres are chosen from polyvinylidene chloride/acrylonitrile
copolymer microspheres, acrylic acid copolymer microspheres, and
silicone resin microbeads.
133. The process of claim 131, wherein the at least one metal soap
is chosen from zinc stearate, magnesium stearate, lithium stearate,
zinc laurate, and magnesium myristate.
134. The process of claim 131, wherein the at least one filler is
chosen from fumed silicas optionally surface-treated with a
hydrophobic agent and boron nitride.
135. The process of claim 130, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 50% by weight relative to the total weight of the
composition.
136. The process of claim 135, wherein the at least one filler is
present in the cosmetic composition in an amount ranging from 0.01%
to 30% by weight relative to the total weight of the cosmetic
composition.
137. The process of claim 3, wherein the at least one additional
compound is a mineral or organic base chosen from aqueous ammonia,
monoethanolamine, diethanolamine, triethanolamine,
1,3-propanediamine, alkali metal carbonates and bicarbonates,
ammonium carbonates and bicarbonates, organic carbonates, and
alkali metal hydroxides.
138. The process of claim 137, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 30% by weight relative to the total weight of
the cosmetic composition.
139. The process of claim 138, wherein the at least one mineral or
organic base is present in the cosmetic composition in an amount
ranging from 0.01% to 5% by weight relative to the total weight of
the cosmetic composition.
140. The process of claim 3, wherein the at least one additional
compound is a C.sub.1-C.sub.8 lower alcohol chosen from lower
monoalcohols comprising from 1 to 5 carbon atoms and glycols
comprising from 2 to 8 carbon atoms.
141. The process of claim 140, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is ethanol.
142. The process of claim 140, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 30% by weight
relative to the total weight of the cosmetic composition.
143. The process of claim 142, wherein the at least one
C.sub.1-C.sub.8 lower alcohol is present in the cosmetic
composition in an amount ranging from 0.01% to 5% by weight
relative to the total weight of the cosmetic composition.
144. The process of claim 3, wherein the at least one cosmetic
composition further comprises at least one polymerization
inhibitor.
145. The process of claim 144, wherein the at least one
polymerization inhibitor is present in the cosmetic composition in
an amount ranging from 10 ppm to 5% by weight relative to the total
weight of the composition.
146. The process of claim 3, wherein the at least one cosmetic
composition further comprises at least one organic UV-screening
agent.
147. The process of claim 3, wherein the at least one cosmetic
composition further comprises at least one polymer.
148. The process of claim 3, wherein the at least one cosmetic
composition is in an anhydrous support.
149. The process of claim 3, wherein the at least one cosmetic
composition comprises a support comprising at least one ingredient
chosen from aromatic alcohols, liquid fatty alcohols comprising at
least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated
waxes, paraffins, alkanes, fatty acids comprising at least 12
carbon atoms, fatty amides, and fatty esters.
150. The process of claim 3, wherein the at least one cosmetic
composition comprises at least one common cosmetic additive chosen
from reducing agents, oxidizing agents, sequestrants, polymeric and
non-polymeric thickeners, moisturizers, emollients, plasticizers,
optical brighteners, clays, colloidal minerals, colloidal metals,
semi-conductive particles of "quantum well" type based on metals or
on silicon, photochromic and thermochromic compounds, nacreous
agents, fragrances, peptizers, preserving agents, proteins,
vitamins, anti-dandruff agents, oxyethylenated and
non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing
and non-fixing polymers, and anionic, cationic, amphoteric, and
nonionic surfactants.
151. The process of claim 3, wherein the at least one cosmetic
composition on the keratin fibers further comprises at least one
nucleophilic agent; said nucleophilic agent being either in a
mixture in the cosmetic composition according to claim 1, or
contained separately prior to application.
152. The process of claim 151, wherein the at least one
nucleophilic agent is water.
Description
[0001] This application claims benefit of U.S. Provisional
Application No. 60/801,066, filed May 18, 2006, the contents of
which are incorporated herein by reference. This application also
claims benefit of priority under 35 U.S.C. .sctn. 119 to French
Patent Application No. FR 06/03279, filed Apr. 13, 2006, the
contents of which are also incorporated herein by reference.
[0002] Disclosed herein is a process for improving the coloration
of artificially dyed keratin fibers, for example, human keratin
fibers, such as human hair, comprising applying a cosmetic
composition comprising at least one polymerizable cyanoacrylate
monomer and at least one additional agent chosen from conditioning
agents and additional compounds.
[0003] Also disclosed herein are pretreatment and/or post-treatment
processes for the dyeing of keratin fibers comprising applying a
composition of the present disclosure to the keratin fibers.
[0004] Further disclosed herein are dyeing processes for keratin
fibers comprising applying a composition of the present disclosure
to the keratin fibers.
[0005] It is known practice to dye keratin fibers, for example,
human keratin fibers such as the hair, with dye compositions
comprising oxidation dye precursors, which are generally known as
oxidation bases. These oxidation bases are colorless or weakly
colored compounds, which, when combined with oxidizing products,
give rise to colored compounds via a process of oxidative
condensation. It is also known that the shades obtained with these
oxidation bases can be varied by combining them with couplers or
coloration modifiers. The variety of molecules used as oxidation
bases and couplers allows a wide range of colors to be
obtained.
[0006] It is also known practice to dye keratin fibers by direct
dyeing. The process conventionally used in direct dyeing comprises
applying to the keratin fibers direct dyes, which are colored and
coloring molecules that have affinity for the fibers, leaving them
to act, and then rinsing the fibers.
[0007] The colorations resulting therefrom are particularly
chromatic colorations, but are, however, temporary or
semi-permanent since the nature of the interactions that bind the
direct dyes to the keratin fiber and their desorption from the
surface and/or core of the fiber are responsible for their weak
dyeing power and their poor wash-fastness.
[0008] The artificial color of hair provided by a direct or
oxidation dyeing treatment is generally satisfactory on the day of
application. However, these colors gradually diminish as a result
of repeated washing, and the tints fade to produce colors that are
less vivid and less aesthetic. This is particularly noticeable for
"warm" shades containing red or coppery hues.
[0009] The use of commercial rinse-out and leave-in care products
has hitherto not sufficiently improved the color-fastness of the
artificial color of hair.
[0010] It is thus desirable to develop methods for protecting the
artificial color from the effect of repeated washing and the effect
of time.
[0011] Moreover, depending on the treatments to which the hair has
been subjected (e.g, permanent-waving, successive bleaching, and/or
dyeing), its condition may be relatively heterogeneous on the same
head of hair. When a coloration is applied to this hair, commonly
known as sensitized hair, the overall color obtained is not always
uniform. It is thus desirable to provide treatments that, when
applied before dyeing, make it possible to obtain a more uniform
overall dyeing result, also known as unison.
[0012] Accordingly, there is a need for compositions that can
lessen the inherent effect of the quality of the keratin fiber to
be dyed on the expected hair coloration.
[0013] It is known practice, for instance, as described in French
Patent Application No. 2 833 489 to use hair treatment compositions
comprising electrophilic monomers, which can produce a coating on
the hair that can remain after shampooing.
[0014] The present inventors have discovered, surprisingly and
unexpectedly, that it is possible to use at least one electrophilic
monomer in the presence of at least one conditioning agent and/or
at least one additional compound for the purpose of solving at
least one of the problems mentioned above.
[0015] The present inventors have also discovered, surprisingly and
unexpectedly, that by applying a composition as disclosed herein to
the hair, remanent coating or sheathing is formed in situ. Without
wishing to be bound by theory, it appears that the hydroxide ions
(OH.sup.-) contained in water at neutral pH are absorbed by the
hair and trigger the anionic polymerization process at the
composition-hair interface. The at least one conditioning agent
and/or the at least one additional compound present in this
composition are thus incorporated into the polymer structure
obtained following the in situ polymerization of the cyanoacrylate
monomer. The production of a particular coating covering the
artificially dyed keratin fiber may have a "barrier effect", thus
avoiding the loss of the dyes during successive shampooing, and
thus preserving the color of the fiber.
[0016] Furthermore, the present inventors have discovered,
surprisingly and unexpectedly, that in addition to the effects
obtained on the quality and remanence of the hair colorations, the
cosmetic properties, such as pleasant feel, softness and/or ease of
disentangling, can also be conserved during successive washing.
Similarly, the production of a particular coating covering a
sensitized keratin fiber may make it possible to unify the surface
state of the hair before dyeing, without, however, opposing the
uptake of the dyes, and may do so in a long-lasting manner.
[0017] The present inventors have also discovered, surprisingly and
unexpectedly, that the application of a cosmetic composition of the
present disclosure before or after hair dyeing can make it possible
to obtain highly cosmetic deposits on the hair, the hairs not being
stuck together and the deposit being smooth and being able to
remain after shampooing.
[0018] Depending on the chosen formulation, this deposit may be
accompanied by a gain in mass and in styling properties for the
entire head of hair, or, in contrast, may have a non-"visible"
natural feel.
[0019] As used herein, the term "human keratin fibers" means head
hair and body hair, for example, the beard, moustache, eyelashes,
and eyebrows.
[0020] As used herein, the term "artificially dyed keratin fibers"
means keratin fibers dyed via a direct dyeing process and/or via an
oxidation dyeing process.
[0021] As used herein, the term "washing" means at least one
application to keratin fibers of a rinse-out aqueous composition,
which is usually detergent, such as a shampoo. This expression also
includes bathing and swimming, for example, in the sea and in a
swimming pool.
[0022] As used herein, the term "conditioning agent" means any
agent whose function is to improve the cosmetic properties of the
hair, for example, the softness, disentangling, feel, smoothness,
and/or static electricity.
[0023] Disclosed herein is thus a process for improving the color
of artificially dyed keratin fibers, for example, human keratin
fibers such as human hair, comprising applying a cosmetic
composition comprising at least one polymerizable cyanoacrylate
monomer and at least one conditioning agent and/or at least one
additional compound chosen from fillers, mineral bases, organic
bases, and C.sub.1-C.sub.8 lower alcohols.
[0024] Also disclosed herein is a process for protecting the color
of artificially dyed keratin fibers and their cosmetic properties
with respect to washing.
[0025] Further disclosed herein is a process for treating keratin
fibers to unify the color of the fibers following the dyeing
thereof.
[0026] Still further disclosed herein is a dyeing process
comprising applying to human keratin fibers, for example, the hair,
a dye composition (A), and a composition (B) comprising a cosmetic
composition of the present disclosure, wherein composition (B) is
applied to the fibers before and/or after the application of
composition (A).
[0027] Also disclosed herein is a multi-compartment coloring kit
comprising at least one first compartment comprising a dye
composition and at least one second compartment comprising a
composition of the present disclosure.
[0028] The various embodiments of the present disclosure are
described in more detail below. All meanings and definitions
provided herein with respect to the compounds used in the present
disclosure are applicable to all embodiments of the present
disclosure.
[0029] Cyanoacrylate Monomers
[0030] The at least one cyanoacrylate monomer present in the
composition of the present disclosure can be chosen, for example,
from the monomers of formula (I): ##STR1##
[0031] wherein: [0032] X is chosen from NH, S, and O, [0033] R1 and
R2, which may be identical or different, are chosen from sparingly
electron-withdrawing groups and non-electron-withdrawing groups
(sparingly inductive-withdrawing groups and
non-inductive-withdrawing groups) such as: [0034] hydrogen, [0035]
saturated or unsaturated, linear, branched, or cyclic
hydrocarbon-based groups comprising, for example, from 1 to 20, or
from 1 to 10 carbon atoms, and optionally comprising at least one
atom chosen from nitrogen, oxygen, and sulfur, and optionally
substituted with at least one entity chosen from --OR, --COOR,
--COR, --SH, --SR, --OH, and halogen atoms, [0036] modified or
unmodified polyorganosiloxane residues, and [0037] polyoxyalkylene
groups, [0038] R is chosen from saturated and unsaturated, linear,
branched, and cyclic hydrocarbon-based groups comprising, for
example, from 1 to 20, or from 1 to 10 carbon atoms, and optionally
comprising at least one atom chosen from nitrogen, oxygen, and
sulfur atoms, and optionally substituted with at least one entity
chosen from --OR', --COOR', --COR', --SH, --SR', --OH, and
halogens, and polymer residues that may be obtained by a process
chosen from free-radical polymerization, polycondensation, and ring
opening, wherein R' is chosen from C.sub.1-C.sub.10 alkyl groups;
and [0039] R'3 is chosen from hydrogen and saturated and
unsaturated, linear, branched, and cyclic hydrocarbon-based groups
comprising from 1 to 20, for instance, from 1 to 10 carbon atoms,
and optionally comprising at least one atom chosen from nitrogen,
oxygen, and sulfur atoms, and optionally substituted with at least
one entity chosen from --OR', --COOR', --COR', --SH, --SR', --OH,
and halogens, and polymer residues that may be obtained by a
process chosen from free-radical polymerization, polycondensation,
and ring opening, wherein R' is chosen from C.sub.1-C.sub.10 alkyl
groups.
[0040] As used herein, the term "electron-withdrawing groups and
inductive-withdrawing groups (--I)" means any group that is more
electronegative than carbon. Such groups are described, for
instance, in P. R. Wells, Prog. Phys. Org. Chem., Vol. 6, 111
(1968).
[0041] As used herein, the term "sparingly electron-withdrawing
groups and non-electron-withdrawing groups" means any group whose
electronegativity is less than or equal to that of carbon.
[0042] In at least one embodiment, the alkenyl and alkynyl groups
may comprise from 2 to 20 carbon atoms, for example, from 2 to 10
carbon atoms.
[0043] Examples of saturated, unsaturated, linear, branched, and
cyclic hydrocarbon-based groups comprising from 1 to 20 carbon
atoms, include, but are not limited to, linear or branched alkyl,
alkenyl, and alkynyl groups, such as methyl, ethyl, n-butyl,
tert-butyl, isobutyl, pentyl, hexyl, octyl, butenyl, and butynyl
groups; cycloalkyl groups and aromatic groups.
[0044] Non-limiting examples of substituted hydrocarbon-based
groups include, for instance, hydroxyalkyl groups and polyhaloalkyl
groups.
[0045] Examples of unmodified polyorganosiloxanes include, but are
not limited to, polyalkylsiloxanes such as polydimethylsiloxanes,
polyarylsiloxanes such as polyphenylsiloxanes, and
polyarylalkylsiloxanes such as polymethylphenylsiloxanes.
[0046] Suitable modified polyorganosiloxanes include, by way of
non-limiting example, polydimethylsiloxanes containing at least one
group chosen from polyoxyalkylene, siloxy, silanol, amine, imine,
and fluoroalkyl groups.
[0047] Non-limiting examples of polyoxyalkylene groups include
polyoxyethylene groups and polyoxypropylene groups comprising, for
example, from 1 to 200 oxyalkylene units.
[0048] Suitable mono- and polyfluoroalkyl groups include, but are
not limited to, groups such as --(CH.sub.2)n--(CF.sub.2)m--CF.sub.3
and --(CH.sub.2)n--(CF.sub.2)m--CHF.sub.2, wherein n is a number
ranging from 1 to 20 and m is a number ranging from 1 to 20.
[0049] In at least one embodiment, the substituents R1 and R2 may
be optionally substituted with a group having cosmetic activity,
for instance, groups with coloring, antioxidant, UV-screening and
conditioning functions.
[0050] Non-limiting examples of groups with a coloring function
include, for instance, azo, quinone, methine, cyanomethine, and
triarylmethane groups.
[0051] Non-limiting examples of groups with an antioxidant function
include, but are not limited to, butylhydroxyanisole (BHA) groups,
butylhydroxytoluene (BHT) groups, and vitamin E groups.
[0052] Non-limiting examples of groups with a UV-screening function
include benzophenone, cinnamate, benzoate, benzylidenecamphor, and
dibenzoylmethane groups.
[0053] Non-limiting examples of groups with a conditioning function
include, but are not limited to, cationic groups and fatty ester
groups.
[0054] In at least one embodiment, R1 and R2 are hydrogen
atoms.
[0055] In another embodiment, R'3 is chosen from saturated
hydrocarbon-based groups comprising from 1 to 10 carbon atoms and
alkenyl groups comprising from 2 to 10 carbon atoms.
[0056] In yet another embodiment, X is O.
[0057] Examples of compounds of formula (I) that are suitable for
use in accordance with the present disclosure include, but are not
limited to, the monomers:
[0058] a) belonging to the family of polyfluoroalkyl
2-cyanoacrylates, such as:
[0059] the ester 2,2,3,3-tetrafluoropropyl 2-cyano-2-propenoate of
formula (II): ##STR2##
[0060] and the ester 2,2,2-trifluoroethyl 2-cyano-2-propenoate of
formula (III): ##STR3##
[0061] b) the alkyl and alkoxyalkyl 2-cyanoacrylates of formula
(IV): ##STR4##
[0062] wherein R'3 is chosen from C.sub.1-C.sub.10 alkyl radicals
and (C.sub.1-C.sub.4)alkoxy(C.sub.1-C.sub.10)alkyl radicals.
[0063] Further examples of such monomers include, but are not
limited to, ethyl 2-cyanoacrylate, methyl 2-cyanoacrylate, n-propyl
2-cyanoacrylate, isopropyl 2-cyanoacrylate, tert-butyl
2-cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2-cyanoacrylate,
3-methoxybutyl cyanoacrylate, n-decyl cyanoacrylate, hexyl
2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl
2-cyanoacrylate, allyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate,
2-methoxypropyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate,
n-octyl 2-cyanoacrylate, and isoamyl cyanoacrylate.
[0064] In at least one embodiment, the at least one cyanoacrylate
monomer is chosen from those of formula (IV). According to another
embodiment, the at least one cyanoacrylate monomer is chosen from
C.sub.6-C.sub.10 alkyl cyanoacrylates.
[0065] In another embodiment, the at least one cyanoacrylate
monomer is chosen from octyl cyanoacrylates of formula (V) and
mixtures thereof: ##STR5##
[0066] wherein R'3 is chosen from: [0067]
--(CH.sub.2).sub.7--CH.sub.3; [0068]
--CH(CH.sub.3)--(CH.sub.2).sub.5--CH.sub.3; [0069]
--CH.sub.2--CH(C.sub.2H.sub.5)--(CH.sub.2).sub.3--CH.sub.3; [0070]
--(CH.sub.2).sub.5--CH(CH.sub.3)--CH.sub.3; and [0071]
--(CH.sub.2).sub.4--CH(C.sub.2H.sub.5)--CH.sub.3.
[0072] A non-limiting example of a suitable cyanoacrylate monomer
that can be used in at least one embodiment of the present
disclosure is methylheptyl cyanoacrylate.
[0073] The monomers used in accordance with the present disclosure
may be covalently bonded to supports such as polymers, oligomers,
and dendrimers. The polymers and oligomers may be linear, branched,
in comb form, and in block form. The distribution of the monomers
of the present disclosure over the polymeric, oligomeric, or
dendritic structure may be random, in an end position, or in the
form of blocks.
[0074] The at least one polymerizable cyanoacrylate monomer is
present in the composition in an amount ranging from 0.1% to 99% by
weight, or from 1% to 30% by weight relative to the total weight of
the cosmetic composition.
[0075] The at least one cyanoacrylate monomer of formula (I)
according to the present disclosure may be synthesized according to
methods described in the art, for example, the cyanoacrylate
monomers may be synthesized as disclosed in U.S. Pat. Nos.
3,527,224, 3,591,767, 3,667,472, 3,995,641, 4,035,334, and
4,650,826.
[0076] Conditioning Agents
[0077] The at least one conditioning agent may be in a form chosen
from liquids, semi-solids, and solids, for instance, oils, waxes,
and gums.
[0078] The at least one conditioning agent according to the present
disclosure can be chosen, for example, from:
[0079] organic acids, and
[0080] oils.
[0081] According to one embodiment, the at least one conditioning
agent according to the present disclosure may be chosen from
organic acids, such as C.sub.1-C.sub.12 organic acids, comprising
at least one group chosen from carboxylic groups and sulfonic
groups, and, in at least one embodiment, having a pKa ranging from
0 to 6, such as benzenesulfonic acid, toluenesulfonic acid, acetic
acid, formic acid, propionic acid, benzoic acid, mono-, di-, or
trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric
acid, octanoic acid, heptanoic acid, and hexanoic acid.
[0082] In another embodiment, the at least one conditioning agent
is chosen from acetic acid, citric acid, and octanoic acid.
[0083] When the at least one conditioning agent is chosen from
organic acids, the organic acid can be present in the composition
in an amount ranging from 0.01% to 30% by weight relative to the
total weight of the composition, for example, from 0.1% to 15% by
weight relative to the total weight of the composition.
[0084] According to another embodiment, the at least one
conditioning agent may be chosen from oils, such as mineral,
organic, and plant oils.
[0085] In at least one embodiment, the at least one conditioning
agent may be chosen from plant oils, such as triglycerides.
[0086] Examples of suitable oils include, but are not limited to,
olive oil, castor oil, rapeseed oil, coconut oil, wheatgerm oil,
sweet almond oil, avocado oil, polybutene oil, macadamia oil,
apricot kernel oil, isononyl isononanoate, safflower oil, candlenut
oil, isostearyl malate, jojoba oil, sunflower oil, sesame seed oil,
groundnut oil, grapeseed oil, soybean oil, corn oil, hazelnut oil,
shea butter, palm oil, beauty-leaf oil, camelina oil, tamanu kernel
oil, pentaerythrityl tetraisostearate, tridecyl trimellitate, and
lemon oil.
[0087] According to another embodiment, the at least one
conditioning agent may be chosen from oils such as volatile
silicones. Suitable volatile silicones include, but are not limited
to, linear and cyclic silicones with a viscosity at room
temperature and at atmospheric pressure of less than 8 mm.sup.2/s
(8 cSt).
[0088] The viscosity may be measured by capillary viscometry, for
example, using a capillary viscometer, such as Ubbelohde
viscometers, at a temperature of 25.degree. C., according to ASTM
standard D445-97. The falling-ball method may also be used.
[0089] The volatile silicones generally have a boiling point
ranging from 60.degree. C. to 260.degree. C., and may be chosen,
for instance, from:
[0090] (i) cyclic volatile silicones comprising from 3 to 7, for
example, from 4 to 5 silicon atoms. They may be chosen, for
example, from octamethylcyclotetrasiloxane, such as those sold
under the names Volatile Silicone 7207 by Union Carbide and
Silbione.RTM. 70045 V 2 by Rhodia, decamethylcyclopentasiloxane,
such as those sold under the names Volatile Silicone 7158 by Union
Carbide, Silbione.RTM. 70045 V 5 by Rhodia, and DC245 Fluid by Dow
Corning, and mixtures thereof.
[0091] The cyclic volatile silicones may also include, for example,
cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type,
such as Volatile Silicone FZ 3109 sold by the company Union
Carbide, having the chemical structure: ##STR6##
[0092] Non-limiting mention may also be made of mixtures of cyclic
silicones with organosilicon compounds, such as the mixture of
octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol
(50/50) and the mixture of octamethylcyclotetrasiloxane and
oxy-1,1'-bis[2,2,2',2',3,3'-hexakis(trimethylsilyloxy)]neopentane;
[0093] (ii) linear volatile silicones comprising from 2 to 9
silicon atoms and having a viscosity of less than or equal to 5
mm.sup.2/s at 25.degree. C. A non-limiting example of such
silicones is decamethyltetrasiloxane sold, for example, under the
name SH 200 by the company Toray Silicone. Silicones belonging to
this category are also described in the article published in
Cosmetics and Toiletries, Vol. 91, Jan. 76, pp. 27-32, Todd &
Byers "Volatile Silicone Fluids for Cosmetics".
[0094] In at least one embodiment, the at least one conditioning
agent is decamethylcyclopentasiloxane, more commonly known as
D5.
[0095] According to another embodiment, the at least one
conditioning agent may be chosen from oils such as fluid
silicones.
[0096] As used herein, the term "fluid silicone" means a silicone
whose dynamic viscosity measured at 25.degree. C. ranges from 0.1
cSt to 1,000,000 cSt, for example, from 1 cSt to 30,000 cSt.
[0097] The silicones that may be used in accordance with the
present disclosure may be soluble or insoluble in water, and in at
least one embodiment, may be chosen from water-insoluble
polyorganosiloxanes.
[0098] Organopolysiloxanes are defined, for instance, in Walter
Noll's "Chemistry and Technology of Silicones" (1968), Academic
Press. They may be volatile or non-volatile.
[0099] Examples of non-volatile silicones include, but are not
limited to, polyalkylsiloxanes, polyarylsiloxanes,
polyalkylarylsiloxanes, silicone gums, and polyorganosiloxanes
modified with organofunctional groups.
[0100] The organomodified silicones that can be used in accordance
with the present disclosure may be chosen from silicones as defined
above and comprising in their structure at least one
organofunctional group attached via a hydrocarbon-based group.
[0101] Examples of organomodified silicones include, but are not
limited to, polyorganosiloxanes comprising: [0102] polyethyleneoxy
and/or polypropyleneoxy groups optionally comprising
C.sub.6-C.sub.24 alkyl groups, such as the products known as
dimethicone copolyol sold by the company Dow Corning under the name
DC 1248 and the oils Silwet.RTM. L 722, L 7500, L 77, and L 711 by
the company Union Carbide, and the (C.sub.1-2)alkylmethicone
copolyol sold by the company Dow Corning under the name Q2 5200;
[0103] substituted or unsubstituted amine groups, such as the
products sold under the name GP 4 Silicone Fluid and GP 7100 by the
company Genesee, and the products sold under the names Q2 8220 and
Dow Corning 929 and 939 by the company Dow Corning. The substituted
amine groups include, for instance, C.sub.1-C.sub.4 aminoalkyl
groups; [0104] thiol groups such as the products sold under the
names GP 72 A and GP 71 from Genesee; [0105] alkoxylated groups
such as the product sold under the name Silicone Copolymer F-755 by
SWS Silicones and Abil Wax.RTM. 2428, 2434, and 2440 by the company
Goldschmidt; [0106] hydroxylated groups such as the
polyorganosiloxanes comprising a hydroxyalkyl functional group,
such as those described in French Patent Application No. 85-16334;
[0107] acyloxyalkyl groups such as the polyorganosiloxanes
described in U.S. Pat. No. 4,957,732; [0108] anionic groups of
carboxylic acid type, for example, those in the products described
in European Patent No. 0 186 507 from the company Chisso
Corporation, and of alkylcarboxylic type, such as those present in
the product X-22-3701E from the company Shin-Etsu; 2-hydroxyalkyl
sulfonate; 2-hydroxyalkyl thiosulfate such as the products sold by
the company Goldschmidt under the names Abil.RTM. S201 and
Abil.RTM. S255; [0109] hydroxyacylamino groups, such as the
polyorganosiloxanes described in European Patent Application No. 0
342 834, and the product Q2-8413 from the company Dow Corning.
[0110] In at least one embodiment, the silicone oils in the
compositions according to the present disclosure comprise a PDMS
(polydimethylsiloxane) volatile oil and a dimethicone or
dimethiconol gum. Examples of such mixtures that are already
commercially available include, but are not limited to:
[0111] D5 and dimethiconol mixtures, for instance, DC 1501 Fluid
(Dow Corning),
[0112] D5 and dimethicone mixtures, such as DC 1411 Fluid from Dow
Corning and SF1214 from Bayer, and
[0113] PDMS fluid and dimethiconol mixtures, such as DC 1503 Fluid
from Dow Corning.
[0114] When the at least one conditioning agent is chosen from
oils, it is present in the composition in an amount ranging from 1%
to 99.9% by weight relative to the total weight of the composition,
for example, from 20% to 95% by weight relative to the total weight
of the composition.
[0115] Additional Compounds
[0116] Fillers
[0117] The at least one additional compound can be chosen from
fillers, such as mineral and organic fillers of any form, which may
be platelet-shaped, spherical, or oblong, irrespective of the
crystallographic form (for example, lamellar, cubic, hexagonal,
orthorhombic, etc.). Examples of suitable fillers include, but are
not limited to talc, mica, silica, silica surface-treated with a
hydrophobic agent, kaolin, bentone, polyamide (Nylon.RTM.) powder
(Orgasol.RTM. from Atochem), poly-.beta.-alanine powder,
polyethylene powder, tetrafluoroethylene polymer (Teflon.RTM.)
powders, lauroyllysine, starch, boron nitride, hollow polymer
microspheres such as those of polyvinylidene
chloride/acrylonitrile, for instance Expancel.RTM. (Nobel
Industrie) and of acrylic acid copolymers (Polytrap.RTM. from the
company Dow Corning) and silicone resin microbeads (for example
Tospearls.RTM. from Toshiba), elastomeric polyorganosiloxane
particles, precipitated calcium carbonate, magnesium carbonate,
magnesium hydrogen carbonate, hydroxyapatite, hollow silica
microspheres (Silica Beads.RTM. from Maprecos), glass
microcapsules, ceramic microcapsules, and metal soaps derived from
organic carboxylic acids comprising from 8 to 22 carbon atoms, such
as from 12 to 18 carbon atoms, for example, zinc stearate,
magnesium stearate, lithium stearate, zinc laurate, and magnesium
myristate.
[0118] In at least one embodiment, the filler may be fumed silica
that has optionally undergone a hydrophobic surface treatment. It
is possible to chemically modify the surface of silica by chemical
reaction generating a reduction in the number of silanol groups
present at the surface of the silica. It is also possible to
replace silanol groups with hydrophobic groups to obtain a
hydrophobic silica. The hydrophobic groups may be chosen, for
example, from:
[0119] trimethylsiloxyl groups, which may be obtained by treating
fumed silica in the presence of hexamethyldisilazane. Silicas that
have been thus treated are known as "Silica silylate" according to
the CTFA (6th edition, 1995). They are sold, for example, under the
references Aerosil R812.RTM. and Aerosil R8200 by the company
Degussa, and Cab-O--Sil TS-530.RTM. by the company Cabot,
[0120] dimethylsiloxyl and polydimethylsiloxane groups, which may
be obtained by treating fumed silica in the presence of
polydimethylsiloxane or dimethyldichlorosilane. Silicas that have
been thus treated are known as "Silica dimethyl silylate" according
to the CTFA (6th edition, 1995). They are sold, for example, under
the references Aerosil R972.RTM. and Aerosil R974.COPYRGT.) by the
company Degussa, and Cab-O--Sil TS-61 0) and Cab-O--Sil TS-720.RTM.
by the company Cabot.
[0121] The hydrophobic fumed silica may, in at least one
embodiment, have a particle size ranging from nanometric to
micrometric, for example, ranging from 5 to 200 nm.
[0122] Boron nitride may also be used as a filler in accordance
with the present disclosure, for instance, the Belsil BNP range
from Wacker and CC6098 and CC6004 from Advanced Ceramics.
[0123] The particles may be treated by coating or grafting. Mixed
mineral/organic particles may thus be obtained and used as fillers
in accordance with one embodiment of the present disclosure.
[0124] The particles may also be compounds that have been made
hydrophilic by chemical coating or grafting using materials such as
chitosan, titanium dioxide, silica, and hydrophilic polymers, for
example, sulfonic polyesters and polyquaternary ammoniums.
[0125] Hydrophobic pulverulent compounds chosen from pulverulent
compounds of hydrophobic and hydrophilic nature, may also be used
as fillers in accordance with the present disclosure. In the latter
case, they are made hydrophobic by chemical coating or grafting
with products such as silicones, amino acids, metal soaps, fluoro
derivatives, mineral oils, lecithin, isopropyl triisostearyl
titanate, polyethylene, collagen and derivatives thereof, and
polyacrylates.
[0126] Non-limiting examples of such fillers include the
polymethylhydrogenosiloxane-coated silica microbeads sold under the
trade name Silica SI SB 700 by Miyoshi and the sericite coated with
methicone/hydrogenated egg oil sold under the trade name Sericite
SNI S100 by Miyoshi.
[0127] When the at least one additional compound is chosen from
fillers, it may be present in the composition in an amount ranging
from 0.01% to 50% by weight, for example, from 0.01% to 30% by
weight relative to the total weight of the composition.
[0128] Mineral and Organic Bases
[0129] The at least one additional compound can also be chosen from
mineral and organic bases, such as aqueous ammonia,
monoethanolamine, diethanolamine, triethanolamine,
1,3-propanediamine, alkali metal carbonates and bicarbonates,
ammonium carbonates and bicarbonates, organic carbonates such as
guanidine carbonate, alkali metal hydroxides such as sodium
hydroxide; and in at least one embodiment, monoethanolamine.
[0130] When the at least one additional compound is chosen from
bases, it may be present in the composition in an amount ranging
from 0.01% to 30% by weight relative to the total weight of the
composition, for example, from 0.01% to 5% by weight relative to
the total weight of the composition.
[0131] C.sub.1-C.sub.8 Lower Alcohols
[0132] In another embodiment, the at least one additional compound
may be chosen from C.sub.1-C.sub.8 lower alcohols, for example,
lower monoalcohols comprising from 1 to 5 carbon atoms, such as
ethanol and isopropanol, glycols comprising from 2 to 8 carbon
atoms such as propylene glycol, ethylene glycol, 1,3-butylene
glycol, and dipropylene glycol, and in at least one embodiment,
ethanol.
[0133] When the at least one additional compound is chosen from
C.sub.1-C.sub.8 alcohols, it may be present in the composition in
an amount ranging from 0.01% to 30% by weight relative to the total
weight of the composition, for example, from 0.01% to 5% by weight
relative to the total weight of the composition.
[0134] Nucleophilic Agents
[0135] In at least one embodiment, the electrophilic cyanoacrylate
monomers of formula (I) are monomers capable of undergoing anionic
polymerization in the presence of a nucleophilic agent. As used
herein, the term "anionic polymerization" means the mechanism
defined in the book "Advanced Organic Chemistry," Third Edition, by
Jerry March, pages 151 to 161.
[0136] The nucleophilic agents capable of initiating the anionic
polymerization may be chosen from systems known in the art, which
are capable of generating a carbanion on contact with a
nucleophilic agent, such as the hydroxide ions contained in water
at neutral pH. As used herein, the term "carbanion" means the
chemical species defined in "Advanced Organic Chemistry," Third
Edition, by Jerry March, page 141.
[0137] The nucleophilic agents may be applied separately from the
composition of the present disclosure. They may also be mixed with
the composition of the present disclosure at the time of use.
[0138] The nucleophilic agent may be chosen from molecular
compounds, oligomers, dendrimers, and polymers containing
nucleophilic functional groups. Non-limiting examples of
nucleophilic functional groups include: R.sub.2N.sup.-,
NH.sub.2.sup.-, Ph.sub.3C.sup.-, R.sub.3C.sup.-, PhNH.sup.-,
pyridine, ArS.sup.-, R--C.ident.C.sup.-, RS.sup.-, SH.sup.-,
RO.sup.-, R.sub.2NH, ArO.sup.-, N.sub.3.sup.-, OH.sup.-,
ArNH.sub.2, NH.sub.3, I.sup.-, Br.sup.-, Cl.sup.-, RCOO.sup.-,
SCN.sup.-, ROH, RSH, NCO.sup.-, CN.sup.-, NO.sub.3.sup.-,
ClO.sub.4.sup.-, and H.sub.2O, wherein Ph is a phenyl group; Ar is
an aryl group, and R is chosen from C.sub.1-C.sub.10 alkyl
groups.
[0139] Optional Additives
[0140] The composition of the present disclosure may also comprise
at least one polymerization inhibitors other than organic acids,
such as anionic and/or free-radical polymerization inhibitors, so
as to increase the stability of the composition over time. Examples
of suitable polymerization inhibitors include, but are not limited
to: sulfur dioxide, nitric oxide, boron trifluoride, hydroquinone
and derivatives thereof such as hydroquinone monoethyl ether, TBHQ,
benzoquinone and derivatives thereof such as duroquinone, catechol
and derivatives thereof such as t-butylcatechol and
methoxycatechol, anisole and derivatives thereof such as
methoxyanisole and hydroxyanisole, pyrogallol and derivatives
thereof, p-methoxyphenol, hydroxybutyltoluene, alkyl sulfates,
alkyl sulfites, alkyl sulfones, alkyl sulfoxides, alkyl sulfides,
mercaptans, 3-sulfonene, and mixtures thereof. In at least one
embodiment, the alkyl groups may be chosen from alkyl groups
comprising from 1 to 6 carbon atoms.
[0141] The at least one polymerization inhibitor may be present in
the cosmetic composition in an amount ranging from 10 ppm to 5% by
weight, for example, from 10 ppm to 0.5% by weight relative to the
total weight of the composition.
[0142] The composition of the present disclosure may also comprise
at least one organic UV-screening agent (systems for screening out
UV radiation) chosen from water-soluble or liposoluble, silicone or
non-silicone screening agents.
[0143] The organic screening agents can be chosen, for example,
from dibenzoylmethane derivatives; anthranilates; cinnamic
derivatives; salicylic derivatives; camphor derivatives;
benzophenone derivatives; diphenylacrylate derivatives; triazine
derivatives; benzotriazole derivatives; benzalmalonate derivatives;
benzimidazole derivatives; imidazolines; bis-benzazolyl derivatives
described in European Patent No. 0 669 323 and U.S. Pat. No.
2,463,264; p-aminobenzoic acid (PABA) derivatives; benzoxazole
derivatives described in European Patent Application Nos. 0 832
642, 1 027 883, and 1 300 137 and German Patent Application No. 101
62 844; screening polymers and screening silicones such as those
described in International Patent Application Publication No. WO
93/04665; .alpha.-alkylstyrene-based dimers, such as those
described in German Patent Application No. 198 55 649;
4,4-diarylbutadienes such as those described in European Patent
Application Nos. 0 967 200, 1 008 586, 1 133 980, and EP 133 981,
and German Patent Application Nos. 197 46 654 and 197 55 649, and
mixtures thereof.
[0144] Further examples of organic UV-screening agents include, but
are not limited to, those denoted hereinbelow under their INCI
name:
[0145] para-Aminobenzoic Acid Derivatives:
[0146] PABA,
[0147] Ethyl PABA,
[0148] Ethyl dihydroxypropyl PABA,
[0149] Ethylhexyl dimethyl PABA sold, for instance, under the name
Escalol 507 by ISP,
[0150] Glyceryl PABA, and
[0151] PEG-25 PABA sold, for example, under the name Uvinul P25 by
BASF.
[0152] Cinnamic Derivatives:
[0153] Ethylhexyl methoxycinnamate sold, for instance, under the
trade name Parsol MCX by Hoffmann LaRoche,
[0154] Isopropyl methoxycinnamate,
[0155] Isoamyl methoxycinnamate sold, for example, under the trade
name Neo Heliopan E 1000 by Haarmann and Reimer,
[0156] Cinoxate,
[0157] DEA methoxycinnamate,
[0158] Diisopropyl methylcinnamate, and
[0159] Glyceryl ethylhexanoate dimethoxycinnamate.
[0160] Dibenzoylmethane Derivatives:
[0161] Butylmethoxydibenzoylmethane sold, for instance, under the
trade name Parsol 1789 by Hoffmann LaRoche, and
[0162] Isopropyldibenzoylmethane sold, for example, under the trade
name Eusolex 8020 by Merck.
[0163] Salicylic Derivatives:
[0164] Homosalate sold, for instance, under the name Eusolex HMS by
Rona/EM Industries,
[0165] Ethylhexyl salicylate sold, for example, under the name Neo
Heliopan OS by Haarmann and Reimer,
[0166] Dipropylene glycol salicylate sold, for instance, under the
name Dipsal by Scher, and
[0167] TEA salicylate sold, for example, under the name Neo
Heliopan TS by Haarmann and Reimer.
[0168] Diphenylacrylate Derivatives:
[0169] Octocrylene sold, for instance, under the trade name Uvinul
N539 by BASF, and
[0170] Etocrylene sold, for example, under the trade name Uvinul
N35 by BASF.
[0171] Benzophenone Derivatives:
[0172] Benzophenone-1 sold, for instance, under the trade name
Uvinul 400 by BASF,
[0173] Benzophenone-2 sold, for example, under the trade name
Uvinul D50 by BASF,
[0174] Benzophenone-3 or Oxybenzone sold, for instance, under the
trade name Uvinul M40 by BASF,
[0175] Benzophenone-4 sold, for example, under the trade name
Uvinul MS40 by BASF,
[0176] Benzophenone-5,
[0177] Benzophenone-6 sold, for instance, under the trade name
Helisorb 11 by Norquay,
[0178] Benzophenone-8 sold, for example, under the trade name
Spectra-Sorb UV-24 by American Cyanamid,
[0179] Benzophenone-9 sold, for instance, under the trade name
Uvinul DS-49 by BASF,
[0180] Benzophenone-12, and
[0181] n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate.
[0182] Benzylidenecamphor Derivatives:
[0183] 3-Benzylidenecamphor sold, for example, under the name
Mexoryl SD by Chimex,
[0184] 4-Methylbenzylidenecamphor sold, for instance, under the
name Eusolex 6300 by Merck,
[0185] Benzylidenecamphorsulfonic acid sold, for example, under the
name Mexoryl SL by Chimex,
[0186] Camphor benzalkonium methosulfate sold, for instance, under
the name Mexoryl SO by Chimex,
[0187] Terephthalylidenedicamphorsulfonic acid sold, for example,
under the name Mexoryl SX by Chimex, and
[0188] Polyacrylamidomethylbenzylidenecamphor sold, for instance,
under the name Mexoryl SW by Chimex.
[0189] Phenylbenzimidazole Derivatives:
[0190] Phenylbenzimidazolesulfonic acid sold, for example, under
the trade name Eusolex 232 by Merck, and
[0191] Disodium phenyl dibenzimidazole tetrasulfonate sold, for
instance, under the trade name Neo Heliopan AP by Haarmann and
Reimer.
[0192] Phenylbenzotriazole Derivatives:
[0193] Drometrizole trisiloxane sold, for example, under the name
Silatrizole by Rhodia Chimie, and
[0194] Methylenebis(benzotriazolyl)tetramethylbutylphenol sold, for
instance, in solid form under the trade name Mixxim BB/100 by
Fairmount Chemical, or in micronized form as an aqueous dispersion
under the trade name Tinosorb M by Ciba Specialty Chemicals.
[0195] Triazine Derivatives:
[0196] Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine sold, for
example, under the trade name Tinosorb S by Ciba Geigy,
[0197] Ethylhexyltriazone sold, for instance, under the trade name
Uvinul T150 by BASF,
[0198] Diethylhexylbutamidotriazone sold, for example, under the
trade name Uvasorb HEB by Sigma 3V, and
[0199] 2,4,6-tris(diisobutyl
4'-aminobenzalmalonate)-s-triazine.
[0200] Anthranilate Derivatives:
[0201] Menthyl anthranilate sold, for instance, under the trade
name Neo Heliopan MA by Haarmann and Reimer.
[0202] Imidazoline Derivatives:
[0203] Ethylhexyldimethoxybenzylidenedioxoimidazoline
propionate.
[0204] Benzalmalonate Derivatives:
[0205] Polyorganosiloxane containing benzalmalonate functions, for
instance, Polysilicone-15, sold under the trade name Parsol SLX by
Hoffmann LaRoche.
[0206] 4,4-Diarvibutadiene Derivatives:
[0207]
1,1-Dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene.
[0208] Benzoxazole Derivatives:
[0209]
2,4-bis[5-(1-dimethylpropyl)benzoxazol-2-yl(4-phenyl)imino]-6-(2-e-
thylhexyl)imino-1,3,5-triazine sold, for example, under the name
Uvasorb K2A by Sigma 3V,
[0210] and mixtures thereof.
[0211] Non-limiting examples of liposoluble (or lipophilic) organic
UV-screening agents that are suitable for use in accordance with
the present disclosure include:
[0212] ethylhexyl methoxycinnamate,
[0213] butylmethoxydibenzoylmethane,
[0214] Homosalate,
[0215] ethylhexyl salicylate,
[0216] Octocrylene,
[0217] Benzophenone-3,
[0218] n-hexyl 2-(4-diethylamino-2-hydroxybenzoyl)benzoate,
[0219] 4-methylbenzylidenecamphor,
[0220] ethylhexyl triazone,
[0221] bis-ethylhexyloxyphenol methoxyphenyl triazine,
[0222] diethylhexyl butamido triazone,
[0223] drometrizole trisiloxane,
[0224] Polysilicone-15,
[0225] 1,1-dicarboxy(2,2'-dimethylpropyl)-4,4-diphenylbutadiene,
and
[0226] 2,4-bis[5-1
(dimethylpropyl)benzoxazol-2-yl(4-phenyl)imino]-6-(2-ethylhexyl)imino-1,3-
,5-triazine.
[0227] Suitable water-soluble (or hydrophilic) organic UV-screening
agents include, by way of non-limiting example:
[0228] PABA,
[0229] PEG-25 PABA,
[0230] benzylidenecamphorsulfonic acid,
[0231] camphorbenzalkonium methosulfate,
[0232] terephthalylidenedicamphorsulfonic acid,
[0233] phenylbenzimidazolesulfonic acid,
[0234] disodium phenyl dibenzimidazole tetrasulfonate,
[0235] Benzophenone-4, and
[0236] Benzophenone-5.
[0237] The composition used in accordance with the present
disclosure may also comprise at least one polymer.
[0238] As used herein, the term "polymer" means any natural or
synthetic polymer that may be used in cosmetics, for instance,
polymers obtained by a process chosen from free-radical
polymerization, anionic polymerization, polycondensation, and ring
opening. These polymers may be chosen from linear, branched, and
star polymers.
[0239] The composition according to the present disclosure may also
comprise at least one reducing agent chosen from thio acids and
salts thereof (e.g., thioglycolic acid, thiosulfate, cysteine, and
cysteamine), alkali metal sulfites, alkaline-earth metal sulfites,
reducing sugars such as glucose, vitamin C and derivatives thereof,
sulfovinic acid derivatives, and phosphines.
[0240] The composition according to the present disclosure may also
comprise at least one coloring agent chosen from linear or aromatic
(heterocyclic or non-heterocyclic) conjugated structures. Examples
of such coloring agents include, but are not limited to,
nitrobenzene dyes, aromatic dyes, aminobenzene dyes, azo dyes,
anthraquinone dyes, aromatic diamines, aminophenols, phenols,
naphthols, porphyrins, tetraphenylporphyrins, metalloporphyrins,
phthalocyanins, carotenoids, flavonoids, and fluorescent molecules
(e.g, fluorescein, rhodamine, coumarin, etc.).
[0241] The medium of the composition according to the present
disclosure may be chosen from water, at least one liquid organic
solvents, and mixtures of water and at least one liquid organic
solvent.
[0242] In at least one embodiment, the support for the composition
according to the present disclosure can be anhydrous and
non-hygroscopic.
[0243] As used herein, the term "anhydrous support" means a support
containing less than 1% water.
[0244] In one embodiment, the liquid organic solvents may be chosen
from compounds other than the cyanoacrylate monomers according to
the present disclosure that are liquid at a temperature of
25.degree. C. and at 105 Pa (760 mmHg).
[0245] In another embodiment, the support may comprise the at least
one conditioning agent as mentioned above.
[0246] Examples of suitable liquid organic solvents that may be
used include, but are not limited to:
[0247] aromatic alcohols such as benzyl alcohol;
[0248] liquid fatty alcohols comprising at least 12 carbon
atoms;
[0249] liquid paraffins and liquid alkanes, such as
C.sub.5-C.sub.10 alkanes;
[0250] liquid fatty acids comprising at least 12 carbon atoms,
liquid fatty amides, and fatty esters, for instance, fatty alkyl
benzoates and salicylates.
[0251] According to one embodiment, the support for the composition
of the present disclosure may be in the form of capsules in
dispersion, either in an anhydrous medium as defined above, in an
aqueous medium, or in the form of an emulsion.
[0252] According to another embodiment, the support for the
composition of the present disclosure may be in the form of an
emulsion comprising an aqueous phase and an organic phase in which
the cyanoacrylate monomer is stabilized.
[0253] The cosmetic composition of the present disclosure may also
comprise at least one common cosmetic additive chosen, by way of
non-limiting example, from reducing agents, oxidizing agents,
sequestrants, polymeric or non-polymeric thickeners, moisturizers,
emollients, plasticizers, optical brighteners, clays, colloidal
minerals, colloidal metals, semi-conductive particles of "quantum
well" type based on metals or on silicon, photochromic or
thermochromic compounds, nacreous agents, fragrances, peptizers,
preserving agents, proteins, vitamins, anti-dandruff agents,
oxyethylenated or non-oxyethylenated waxes, anionic, cationic, or
amphoteric fixing or non-fixing polymers, and anionic, cationic,
amphoteric, and nonionic surfactants.
[0254] The formulations may be in a galenical form chosen from
lotions, aerosol mousses, hair conditioners, shampoos, gels, and
waxes. The compositions may be contained in a container such as
pump-dispenser bottles and aerosol sprays. After application to the
hair, the compositions of the present disclosure may be rinsed out
or left on.
[0255] When the composition is contained in an aerosol, it may
further comprise at least one propellant. The at least one
propellant may comprise at least one compressed or liquefied gas
conventionally used for the preparation of aerosol compositions.
Examples of such gases include, but are not limited to, air, carbon
dioxide, compressed nitrogen, soluble gases such as dimethyl ether,
halogenated hydrocarbons (for example, fluorohydrocarbons),
non-halogenated hydrocarbons (for instance, butane, propane, and
isobutane), and mixtures thereof.
[0256] Processes
[0257] Disclosed herein is a process for treating keratin fibers,
for instance, human keratin fibers such as the hair, wherein a
composition of the present disclosure is applied to the fibers in
the presence of at least one nucleophilic agent.
[0258] According to one embodiment, the at least one nucleophilic
agent capable of initiating the polymerization of the at least one
cyanoacrylate monomer may be applied to the keratin fibers before
application of the cosmetic composition of the present disclosure.
The at least one nucleophilic agent may be used pure, as a
solution, in the form of an emulsion, or it may be encapsulated. It
may also be added to the anhydrous composition at the time of use
just before application to the keratin fibers.
[0259] In one embodiment, the at least one nucleophilic agent is
water. This water may be provided, for example, by premoistening
the keratin fibers. In another embodiment, water may also be added
directly to the composition before application.
[0260] According to a further embodiment, it is possible to modify
the polymerization kinetics by premoistening the fiber with an
aqueous solution whose pH has been adjusted using an agent chosen
from bases, acids, and acid/base mixtures. The acid and/or the base
may be mineral or organic.
[0261] It is also possible to perform multiple applications of the
composition of the present disclosure in order to obtain a
superposition of coats to achieve specific properties for the
deposit in terms of chemical nature, mechanical strength,
thickness, appearance, and/or feel.
[0262] In order to improve, inter alia, the adhesion of the
poly(cyanoacrylate) formed in situ, the fiber may be pretreated
with any type of polymer.
[0263] To modify the anionic polymerization kinetics, the
nucleophilicity of the fiber may also be increased by chemical
transformation of the keratin fibers. For example, the disulfide
bridges, of which keratin is partly composed, may be reduced to
thiols before applying the composition of the present disclosure.
Examples of reducing agents for the disulfide bridges of which
keratin is partly composed, include, but are not limited to:
anhydrous sodium thiosulfate, powdered sodium metabisulfite,
thiourea, ammonium sulfite, thioglycolic acid, thiolactic acid,
ammonium thiolactate, glyceryl monothioglycolate, ammonium
thioglycolate, thioglycerol, 2,5-dihydroxybenzoic acid, diammonium
dithioglycolate, strontium thioglycolate, calcium thioglycolate,
zinc formosulfoxylate, isooctyl thioglycolate, DL-cysteine, and
monoethanolamine thioglycolate.
[0264] Also disclosed herein is a process for improving the color
of artificially dyed keratin fibers, wherein at least one cosmetic
composition of the present disclosure is applied before and/or
after dyeing the said fibers, in the presence of at least one
nucleophilic agent as defined above; wherein the at least one
nucleophilic agent is present in the cosmetic composition or
contained separately.
[0265] According to one embodiment, when the composition according
to the present disclosure is applied to the fibers after dyeing the
hair, the process can make it possible to protect the color from
successive washes and to improve the cosmetic properties following
these washes.
[0266] This process may be performed in a single stage or in two
stages. When the process for protecting the color is performed in
two stages, the first stage comprises applying a composition
containing at least one nucleophilic agent to the fibers after the
fibers have been dyed and wrung dry. The fibers may then be
optionally dried. The second stage comprises applying a cosmetic
composition as defined above and not containing a nucleophilic
agent to the fibers.
[0267] It one embodiment, prior to applying the composition
containing at least one nucleophilic agent, a composition
containing at least one cosmetic additive may be applied to the
fibers.
[0268] In another embodiment, the fibers may be rinsed and/or
washed with shampoo before the application of the composition
containing at least one polymerizable cyanoacrylate monomer and at
least one conditioning agent and/or at least one additional
compound as defined herein.
[0269] In yet another embodiment, the process may further comprise
totally or partially drying the keratin fibers with a hairdryer and
optionally a final shampooing.
[0270] According to a further embodiment, the process for
protecting the color of the keratin fibers may comprise a step of
heating the cosmetic composition to a desired temperature, and then
applying the heated composition directly to the keratin fibers. The
temperature may range, for example, from 60 to 120.degree. C.
[0271] According to another embodiment, the process for treating
the color of the keratin fibers may comprise a step of heating the
keratin fibers after application of the cosmetic composition.
[0272] The heating of the keratin fibers may be performed, for
example, using an iron, a liquid water/steam mixture, and/or by
using a heating hood.
[0273] The heating iron can be chosen from those conventionally
used in the field of haircare, for example, crimping irons and
smoothing irons. Other examples of irons that are useful in
accordance with the present disclosure include flat or round irons
described in U.S. Pat. Nos. 4,103,145, 4,308,878, 5,983,903,
5,957,140, and 5,494,058. The iron may be applied by successive
separate touches of a few seconds, or by gradually moving or
sliding it along the locks. In at least one embodiment, there may
be a pause between the application of the color-protecting
composition and the application of the heating iron to the keratin
fibers. Such a pause can range, for example, from 30 seconds to 60
minutes, such as from 1 to 30 minutes.
[0274] The liquid water/steam mixture which may be used in
accordance with the present disclosure may have a temperature of at
least 35.degree. C.
[0275] The liquid water/steam mixture may constitute a mist and may
also comprise at least one other gas such as oxygen and nitrogen,
mixtures of gases such as air, and other vaporizable compounds.
[0276] In at least one embodiment, the temperature of the liquid
water/steam mixture may be greater than or equal to 40.degree. C.,
for example, it may range from 40.degree. C. to 75.degree. C.
[0277] In another embodiment, the liquid water/steam mixture can be
placed in contact with the fiber for a time ranging from 1 second
to 1 hour, for instance, from 5 minutes to 15 minutes. The
application of the mixture may be repeated several times on the
same fiber, each operation being performed for a time as indicated
above. In at least one embodiment, the cosmetic composition is
first applied to the hair and these locks thus impregnated are then
subjected to the action of the liquid water/steam mixture under the
conditions mentioned above, and the locks thus treated are then
cooled, for example by sending over or through them a stream of
cold or via ambient temperature air.
[0278] The liquid water/steam mixture used in accordance with the
present disclosure may be produced using any apparatus known in the
art and intended for this purpose. According to the present
disclosure, the liquid water/steam mixture is diffused onto the
keratin fibers using an apparatus comprising at least one steam
generator directly connected to a hood. A non-limiting example of
this type of apparatus is that sold under the name Micromist.RTM.
by the company Takara Belmont.
[0279] The processes mentioned above may be performed on the actual
day of dyeing or at least one day (for instance, from 1 to 60 days)
after dyeing.
[0280] Also disclosed herein is also a process for treating keratin
fibers to unify the color of the fibers after dyeing them. This
process comprises washing the fibers, wringing the fibers dry,
dyeing the fibers, and then applying to the fibers a cosmetic
composition of the present disclosure comprising at least one
nucleophilic agent.
[0281] According to one embodiment, the process for treating the
keratin fibers to unify the color of the fibers after dyeing them
may be performed in two stages. The first stage comprises washing
the fibers, wringing the fibers dry, dyeing the fibers, applying to
the fibers a composition comprising at least one nucleophilic
agent, and optionally drying the fibers. The second stage comprises
applying to the fibers a cosmetic composition of the present
disclosure which does not comprise any nucleophilic agent.
[0282] According to at least one embodiment, a composition
containing at least one cosmetic additive may be applied to the
fibers prior to the application of the composition containing at
least one nucleophilic agent.
[0283] The processes according to the present disclosure may
further comprise totally or partially drying the keratin fibers
with a hairdryer and optionally a final shampooing.
[0284] Further disclosed herein is a dyeing process comprising
applying a dye composition (A) to human keratin fibers, such as the
hair, this composition possibly containing at least one direct dye
(A1), or at least one direct dye and one oxidizing agent, leading
to a lightening direct dye composition (A2), or at least one
oxidation dyeing base and optionally at least one coupler (A3), or
alternatively at least one oxidation dyeing base and optionally at
least one coupler, and at least one direct dye (A4), for a time
that is sufficient to develop the color, and following or preceding
this application by the application of a composition (B) containing
the cosmetic composition of the present disclosure comprising at
least one polymerizable cyanoacrylate monomer and at least one
conditioning agent and/or at least one additional compound chosen
from fillers, mineral and organic bases, and C.sub.1-C.sub.8 lower
alcohols in the presence of at least one nucleophilic agent as
defined above; wherein the nucleophilic agent may be present in the
cosmetic composition or may be contained separately in a
composition (C).
[0285] The application of the dye composition (A) may be followed
by rinsing and/or drying of the keratin fibers.
[0286] The application of composition (B) may be followed by
rinsing and/or drying of the keratin fibers. Composition (B) may be
preheated under the same conditions defined above. The application
of composition (B) may be followed by heating of the keratin fibers
under the same conditions defined above.
[0287] Composition (B) may be applied immediately after dyeing, or
after an interval. As used herein, the term "after an interval"
means an application is performed a few hours, one day or several
days (for example, from 1 to 60 days) after dyeing. In at least one
embodiment, composition (B) may be applied immediately after dyeing
the keratin fibers; the applications of the composition may be
repeated between two colorations.
[0288] The nature and concentration of the dyes present in the dye
composition (A) is not critical and may be chosen in accordance
with the general knowledge in the art.
[0289] As used herein, the term "dyeing" means any dyeing process
that uses dyes other than pigments, which are defined by any
organic and/or mineral species whose solubility in water is less
than 0.01%, for example, less than 0.0001% at 20.degree. C., and
which has an absorption between 350 and 700 nm, and in one
embodiment, an absorption with a maximum.
[0290] In the case of lightening direct dyeing, the dye
compositions (A2) result from the mixing at the time of use of a
dye composition containing at least one direct dye and of a
composition (A5) containing an oxidizing agent.
[0291] In the case of oxidation dyeing, the dye compositions (A3)
and (A4) result from the mixing at the time of use of a dye
composition containing at least one oxidation base and optionally
at least one coupler and/or at least one direct dye and of a
composition (A5) containing an oxidizing agent.
[0292] The direct dyes may be chosen from compounds that absorb
light radiation in the visible range (400-750 nm). They may further
be chosen from nonionic, anionic, and cationic direct dyes.
[0293] In at least one embodiment, the direct dyes may be chosen
from nitrobenzene dyes, azo dyes, anthraquinone dyes,
naphthoquinone dyes, benzoquinone dyes, phenothiazine dyes,
indigoid dyes, xanthene dyes, phenanthridine dyes, phthalocyanin
dyes, triarylmethane-based dyes, and mixtures thereof.
[0294] Examples of nitrobenzene dyes include but are not limited
to, red and orange compounds, such as
1-hydroxy-3-nitro-4-N-(.gamma.-hydroxypropyl)aminobenzene,
N-(.beta.-hydroxy-ethyl)amino-3-nitro-4-aminobenzene,
1-amino-3-methyl-4-N-(.beta.-hydroxyethyl)amino-6-nitro-benzene,
1-hydroxy-3-nitro-4-N-(.beta.-hydroxyethyl)aminobenzene,
1,4-diamino-2-nitrobenzene, 1-amino-2-nitro-4-methylaminobenzene,
N-(.beta.-hydroxyethyl)-2-nitro-para-phenylenediamine,
1-amino-2-nitro-4-(.beta.-hydroxyethyl)amino-5-chlorobenzene,
2-nitro-4-aminodiphenylamine, 1-amino-3-nitro-6-hydroxybenzene,
1-(.beta.-aminoethyl)amino-2-nitro-4-(.beta.-hydroxyethyloxy)benzene,
1-(.beta.,.gamma.-dihydroxypropyl)oxy-3-nitro-4-(.beta.-hydroxyethyl)amin-
o-benzene, 1-hydroxy-3-nitro-4-aminobenzene,
1-hydroxy-2-amino-4,6-dinitrobenzene,
1-methoxy-3-nitro-4-(.beta.-hydroxyethyl)aminobenzene,
2-nitro-4'-hydroxydiphenylamine,
1-amino-2-nitro-4-hydroxy-5-methylbenzene, and mixtures
thereof.
[0295] The nitrobenzene direct dyes may also be chosen from yellow
and green-yellow dyes, for instance,
1-.beta.-hydroxyethyloxy-3-methylamino-4-nitrobenzene,
1-methylamino-2-nitro-5-(.beta.,.gamma.-dihydroxypropyl)oxybenzene,
1-(.beta.-hydroxyethyl)amino-2-methoxy-4-nitrobenzene,
1-(.beta.-aminoethyl)amino-2-nitro-5-methoxybenzene,
1,3-bis(.beta.-hydroxyethyl)amino-4-nitro-6-chlorobenzene,
1-amino-2-nitro-6-methylbenzene,
1-(.beta.-hydroxyethyl)amino-2-hydroxy-4-nitrobenzene,
N-(.beta.-hydroxyethyl)-2-nitro-4-trifluoromethylaniline,
4-(D-hydroxyethyl)amino-3-nitrobenzenesulfonic acid,
4-ethylamino-3-nitrobenzoic acid,
4-(.beta.-hydroxyethyl)amino-3-nitrochlorobenzene,
4-(.beta.-hydroxyethyl)amino-3-nitromethylbenzene,
4-(.beta.,.gamma.-dihydroxypropyl)amino-3-nitrotrifluoro-methylbenzene,
1-(.beta.-ureidoethyl)amino-4-nitrobenzene,
1,3-diamino-4-nitrobenzene, 1-hydroxy-2-amino-5-nitrobenzene,
1-amino-2-[tris(hydroxymethyl)methyl]amino-5-nitrobenzene,
1-(.beta.-hydroxyethyl)amino-2-nitrobenzene, and
4-(.beta.-hydroxyethyl)amino-3-nitrobenzamide.
[0296] Blue and violet nitrobenzene dyes may also be used, for
instance,
1-(.beta.-hydroxyethyl)amino-4-N,N-bis(.beta.-hydroxyethyl)amino-2-nitrob-
enzene,
1-(.gamma.-hydroxy-propyl)amino-4-N,N-bis(.beta.-hydroxyethyl)amin-
o-2-nitrobenzene, 1-(.beta.-hydroxyethyl)amino-4-(N-methyl,
N-.beta.-hydroxyethyl)amino-2-nitrobenzene,
1-(.beta.-hydroxyethyl)amino-4-(N-ethyl,
N-.beta.-hydroxyethyl)amino-2-nitrobenzene,
1-(.beta.,.gamma.-dihydroxypropyl)amino-4-(N-ethyl,
N-.beta.-hydroxyethyl)amino-2-nitrobenzene, and
2-nitro-para-phenylenediamines of the following formula:
##STR7##
[0297] wherein: [0298] R.sub.6 is chosen from C.sub.1-C.sub.4 alkyl
radicals, .beta.-hydroxyethyl radicals, .beta.-hydroxypropyl
radicals, and .gamma.-hydroxypropyl radicals; [0299] R.sub.5 and
R.sub.7, which may be identical or different, are chosen from
.beta.-hydroxyethyl radicals, .beta.-hydroxypropyl radicals,
.gamma.-hydroxypropyl radicals, and .beta.,.gamma.-dihydroxypropyl
radicals, wherein at least one of the radicals R.sub.6, R.sub.7, or
R.sub.5 is a .gamma.-hydroxypropyl radical and R.sub.6 and R.sub.7
are not simultaneously a .beta.-hydroxyethyl radical when R.sub.5
is a .gamma.-hydroxypropyl radical, such as those described in
French Patent No. 2 692 572.
[0300] As used herein in, it is to be understood that azo dyes are
compounds comprising in their structure at least one --N.dbd.N--
sequence not included in a ring; methine dyes are compounds
comprising in their structure at least one --C.dbd.C-- sequence not
included in a ring; and azomethine dyes are compounds comprising in
their structure at least one --C.dbd.N-- sequence not included in a
ring.
[0301] The triarylmethane-based dyes comprise in their structure at
least one sequence of formula: ##STR8##
[0302] wherein A is chosen from oxygen and nitrogen.
[0303] The xanthene dyes comprise in their structure at least one
sequence of formula: ##STR9##
[0304] The phenanthridine dyes comprise in their structure at least
one sequence of formula: ##STR10##
[0305] The phthalocyanin dyes comprise in their structure at least
one sequence of formula: ##STR11##
[0306] The phenothiazine dyes comprise in their structure at least
one sequence of formula: ##STR12##
[0307] The direct dyes may also be chosen from basic dyes such as
those listed in the Color Index, 3rd edition, for example those
listed under the names Basic Brown 16, Basic Brown 17, Basic Yellow
57, Basic Red 76, Basic Violet 10, Basic Blue 26, and Basic Blue
99; acidic direct dyes listed in the Color Index, 3rd edition,
under the names Acid Orange 7, Acid Orange 24, Acid Yellow 36, Acid
Red 33, Acid Red 184, Acid Black 2, Acid Violet 43, and Acid Blue
62; and cationic direct dyes such as those described in
International Patent Application Publication Nos. WO 95/01772 and
WO 95/15144 and European Patent Application No. 0 714 954, the
contents of which are incorporated herein in their entireties, such
as Basic Red 51, Basic Orange 31, and Basic Yellow 87.
[0308] The direct dyes may also be chosen from colored polymers as
described in French Patent Application Nos. 2 361 447, 2 456 764, 2
457 306, U.S. Pat. Nos. 3,567,678, 4,381,260, 4,533,484, 4,871,371,
4,911,731, 4,921,589, 5,310,887, 5,637,637, 5,951,718, 6,194,534,
6,342,618, and 6,653,390, European Patent Application Nos. 0 747
036 and 0 852 943, and U.S. Patent Application Publication Nos.
2002/0006977 and 2003/0221587.
[0309] The direct dyes may also be chosen from hydrophobic direct
dyes whose logP is greater than 2, as described in French Patent
Application Nos. 2 874 177 and 2 874 178, the value of the logP
conventionally representing the partition coefficient of the dye
between octanol and water.
[0310] When present, the at least one direct dye may be present in
the composition in an amount ranging from 0.0005% to 12% by weight
relative to the total weight of the dye composition, for example,
from 0.005% to 6% by weight approximately relative to the total
weight of thecomposition.
[0311] The oxidation bases may be chosen from oxidation bases
conventionally used in oxidation dyeing, for example,
para-phenylenediamines, bis(phenyl)alkylene-diamines,
para-aminophenols, ortho-aminophenols, and heterocyclic bases.
[0312] Examples of para-phenylenediamines include, but are not
limited to, para-phenylenediamine, para-tolylenediamine,
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,
N,N-diethyl-4-amino-3-methylaniline,
N,N-bis(.beta.-hydroxyethyl)-para-phenylenediamine,
4N,N-bis(.beta.-hydroxyethyl)amino-2-methylaniline,
4N,N-bis(.beta.-hydroxy-ethyl)amino-2-chloroaniline,
2-.beta.-hydroxyethyl-para-phenylenediamine,
2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine,
N-(.beta.-hydroxypropyl)-para-phenylenediamine,
2-hydroxymethyl-para-phenylenediamine,
N,N-dimethyl-3-methyl-para-phenylenediamine,
N-ethyl-N-(.beta.-hydroxyethyl)-para-phenylenediamine,
N-(.beta.,.gamma.-dihydroxypropyl)-para-phenylenediamine,
N-(4'-aminophenyl)-para-phenylenediamine,
N-phenyl-para-phenylenediamine,
2-.beta.-hydroxyethyloxy-para-phenylenediamine,
2-.beta.-acetyl-aminoethyloxy-para-phenylenediamine,
N-(.beta.-methoxyethyl)-para-phenylenediamine, and acid addition
salts thereof.
[0313] In at least one embodiment, the para-phenylenediamines may
be chosen from para-phenylenediamine, para-tolylenediamine,
2-isopropyl-para-phenylenediamine,
2-.beta.-hydroxyethyl-para-phenylenediamine,
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-phenylenediamine,
2-chloro-para-phenylenediamine,
2-.beta.-acetylaminoethyloxy-para-phenylenediamine, and the acid
addition salts thereof.
[0314] Non-limiting examples of bis(phenyl)alkylenediamines include
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)-1,3-diaminopropano-
l,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4'-aminophenyl)ethylenediamine,
N,N'-bis(4-aminophenyl)tetramethylenediamine,
N,N'-bis(.beta.-hydroxyethyl)-N,N'-bis(4-aminophenyl)tetramethylenediamin-
e, N,N'-bis(4-methyl-aminophenyl)tetramethylenediamine,
N,N'-bis(ethyl)-N,N'-bis(4'-amino-3'-methylphenyl)-ethylenediamine,
1,8-bis(2,5-diaminophenoxy)-3,5-dioxaoctane, and the acid addition
salts thereof.
[0315] Suitable para-aminophenols may be chosen, by way of
non-limiting example, 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,
4-amino-2-(.beta.-hydroxyethylaminomethyl)phenol,
4-amino-2-fluorophenol, and the acid addition salts thereof.
[0316] Examples of ortho-aminophenols include, but are not limited
to, 2-amino-phenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol
and 5-acetamido-2-aminophenol, and the acid addition salts
thereof.
[0317] Suitable heterocyclic bases include, by way of non-limiting
example, pyridine derivatives, pyrimidine derivatives, and pyrazole
derivatives.
[0318] Non-limiting examples of pyridine derivatives include the
compounds described, for example, in British Patent Nos. 1 026 978
and 1 153 196, such as 2,5-di-aminopyridine,
2-(4-methoxyphenyl)amino-3-aminopyridine,
2,3-diamino-6-methoxypyridine,
2-(.beta.-methoxyethyl)amino-3-amino-6-methoxypyridine,
3,4-diaminopyridine, and the acid addition salts thereof.
[0319] Examples of pyrimidine derivatives include, but are not
limited to, those described in German Patent No. 2 359 399;
Japanese Patent Application No. 88-169 571; Japanese Patent No.
05-163 124; European Patent No. 0 770 375, and International Patent
Application Publication No. WO 96/15765, such as
2,4,5,6-tetraminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine,
2-hydroxy-4,5,6-triaminopyrimidine,
2,4-dihydroxy-5,6-diaminopyrimidine, and 2,5,6-triaminopyrimidine,
and pyrazolopyrimidine derivatives such as those mentioned in
French Patent Application No. 2 750 048, such as
pyrazolo[1,5-a]-pyrimidine-3,7-diamine;
2,5-dimethylpyrazolo[1,5-a]pyrimidine-3,7-diamine;
pyrazolo[1,5-a]pyrimidine-3,5-diamine;
2,7-dimethylpyrazolo[1,5-a]pyrimidine-3,5-diamine;
3-aminopyrazolo[1,5-a]pyrimidin-7-ol;
3-aminopyrazolo[1,5-a]pyrimidin-5-ol;
2-(3-amino-pyrazolo[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,
3-amino-5-methyl-7-imidazolylpropylaminopyrazolo[1,5-a]pyrimidine,
the acid addition salts thereof and the tautomeric forms thereof,
when a tautomeric equilibrium exists.
[0320] Suitable pyrazole derivatives include, for example, the
compounds described in patents German Patent Nos. 3 843 892 and 4
133 957, International Patent Application Publication Nos. WO
94/08969 and WO 94/08970, French Patent Application No. 2 733 749,
and German Patent Application No. 195 43 988, such as
4,5-diamino-1-methylpyrazole,
4,5-diamino-1-(.beta.-hydroxyethyl)pyrazole, 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-phenylpyrazole,
4-amino-1,3-dimethyl-5-hydra-zinopyrazole,
1-benzyl-4,5-diamino-3-methylpyrazole,
4,5-diamino-3-tert-butyl-1-methylpyrazole,
4,5-diamino-1-tert-butyl-3-methylpyrazole,
4,5-diamino-1-(.beta.-hydroxyethyl)-3-methylpyrazole,
4,5-diamino-1-ethyl-3-methylpyrazole,
4,5-diamino-1-ethyl-3-(4'-methoxyphenyl)pyrazole,
4,5-diamino-1-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-methyl-4-methylaminopyrazole,
3,5-diamino-4-(.beta.-hydroxyethyl)amino-1-methylpyrazole, the acid
addition salts thereof.
[0321] When present, the at least one oxidation base may be present
in the composition in an amount ranging from 0.0005% to 12% by
weight relative to the total weight of the dye composition, for
example, from 0.005% to 6% by weight relative to the total weight
of the composition.
[0322] The oxidation dye compositions in accordance with the
present disclosure may also comprise at least one coupler and/or at
least one direct dye, to modify the shades and/or to enrich them
with tints.
[0323] The at least one coupler that may be used in the oxidation
dye compositions in accordance with the present disclosure may be
chosen from couplers conventionally used in oxidation dyeing, for
example, meta-phenylenediamines, meta-aminophenols, meta-diphenols,
naphthols, and heterocyclic couplers, for instance, indole
derivatives, indoline derivatives, pyridine derivatives, indazole
derivatives, pyrazolo[1,5-b]-1,2,4-triazole derivatives,
pyrazolo[3,2-c]-1,2,4-triazole derivatives, benzimidazole
derivatives, benzothiazole derivatives, benzoxazole derivatives,
1,3-benzodioxole derivatives, pyrazolones, and the acid addition
salts thereof.
[0324] In at least one embodiment, the at least one coupler may be
chosen 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-dihydroxybenzene,
2,4-diamino-1-(.beta.-hydroxyethyloxy)benzene,
2-amino-4-(.beta.-hydroxyethylamino)-1-methoxybenzene,
1,3-diaminobenzene, 1,3-bis(2,4-diaminophenoxy)propane, sesamol,
x-naphthol, 2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxyindole,
4-hydroxy-N-methyl-indole, 6-hydroxyindoline,
6-hydroxybenzomorpholine, 3,5-diamino-2,6-dimethoxy-pyridine,
1-N(.beta.-hydroxyethyl)amino-3,4-methylenedioxy-benzene,
2,6-bis(.beta.-hydroxy-ethyleneamino)toluene,
2,6-dihydroxy-4-methylpyridine, 1H-3-methylpyrazol-5-one,
1-phenyl-3-methylpyrazol-5-one, and the acid addition salts
thereof.
[0325] When present, the at least one coupler may be present in the
composition in an amount ranging from 0.0001% to 10% by weight
relative to the total weight of the dye composition, for example,
from 0.005% to 5% by weight relative to the total weight of the dye
composition.
[0326] The dye composition in accordance with the present
disclosure may also contain at least one adjuvant conventionally
used in hair dye compositions, such as anionic, cationic, nonionic,
amphoteric, and zwitterionic surfactants and mixtures thereof;
anionic, cationic, nonionic, amphoteric, and zwitterionic polymers
and mixtures thereof; mineral and organic thickeners; antioxidants;
penetrants; sequestrants; fragrances; buffers; dispersants;
conditioning agents, for instance, silicones; film-forming agents;
preserving agents; and opacifiers.
[0327] It is to be understood that a person skilled in the art will
take care to select the at least one optional additional compound
such that the beneficial properties intrinsically associated with
the oxidation dye composition in accordance with the present
disclosure are not, or are not substantially, adversely affected by
the envisaged addition.
[0328] The dye composition according to the present disclosure may
be in various forms, for instance, liquids, creams, and gels, or in
any other form that is suitable for dyeing keratin fibers, such as
human hair.
[0329] The nature of the oxidizing agent used in the lightening
direct dyeing operation (direct dyeing with an oxidizing agent) or
in the oxidation dyeing operation is not critical and may be chosen
in accordance with the general knowledge in the art.
[0330] In at least one embodiment, the at least one oxidizing agent
may be chosen from hydrogen peroxide, urea peroxide, alkali metal
bromates, ferricyanides, and persalts such as perborates and
persulfates. Redox enzymes such as laccases, peroxidases, and
two-electron oxidoreductases (such as uricase) may also be used as
oxidizing agents, where appropriate in the presence of the
respective donor or cofactor thereof.
[0331] The compositions according to the present disclosure may be
of variable viscosity. They may be applied in successive drops and
then massaged with the fingers, with an optional step of combing,
or they may be applied by brush, for example, using a brush board
to obtain good distribution of the composition along the length of
the fibers.
[0332] When the composition of the present disclosure is applied
after dyeing, the color-protecting effect of the coating may lead
to more uniform protection of the color when the application is
performed by brush. Thus, in at least one embodiment, the
composition of the present disclosure is applied by brush.
[0333] Further disclosed herein is a multi-component coloring agent
or kit comprising at least one first component comprising a direct
dye composition (A1) as defined above and at least one second
component comprising a composition (B) containing the cosmetic
composition comprising at least one polymerizable cyanoacrylate
monomer and at least one conditioning agent and/or at least one
additional compound chosen from fillers, mineral and organic bases,
and C.sub.1-C.sub.8 lower alcohols, as defined above and optionally
a composition (D) containing at least one nucleophilic agent.
[0334] Still further disclosed herein is a multi-component coloring
agent or kit comprising at least one first component comprising a
dye composition, such as a composition that may comprise at least
one direct dye, or a composition comprising at least one oxidation
dyeing base and optionally at least one coupler (A3), or
alternatively a composition comprising at least one oxidation
dyeing base and optionally at least one coupler, and at least one
direct dye (A4), at least one second component comprising a
composition (B) comprising at least one polymerizable cyanoacrylate
monomer and at least one conditioning agent and/or at least one
additional compound chosen from fillers, mineral and organic bases,
and C.sub.1-C.sub.8 lower alcohols, as defined above, at least one
third component comprising a composition (C) comprising at least
one oxidizing agent; and optionally at least one fourth component
comprising a composition (D) comprising at least one nucleophilic
agent.
[0335] Other than in the examples, or where otherwise indicated,
all numbers expressing quantities of ingredients, reaction
conditions, and so forth used in the specification and claims are
to be understood as being modified in all instances by the term
"about." Accordingly, unless indicated to the contrary, the
numerical parameters set forth in the specification and attached
claims are approximations that may vary depending upon the desired
properties sought to be obtained by the present disclosure. At the
very least, and not as an attempt to limit the application of the
doctrine of equivalents to the scope of the claims, each numerical
parameter should be construed in light of the number of significant
digits and ordinary rounding approaches.
[0336] Notwithstanding that the numerical ranges and parameters
setting forth the broad scope of the disclosure are approximations,
unless otherwise indicated the numerical values set forth in the
specific examples are reported as precisely as possible. Any
numerical value, however, inherently contains certain errors
necessarily resulting from the standard deviation found in their
respective testing measurements.
[0337] By way of non-limiting illustration, concrete examples of
certain embodiments of the present disclosure are given below.
EXAMPLES
Dyes Tested
[0338] A series of natural or permanent-waved 1-g locks were dyed
using the following commercial products:
[0339] oxidation dyeing: [0340] Majirouge 6.66 [0341] Majirel
7.1
[0342] dyeing in locks [0343] Maji Contrast, of coppery-red
shade
[0344] direct dyeing [0345] Color Pulse Rouge Pulse [0346]
Renovative, ash-chestnut and golden light chestnut [0347]
Expression, of coppery shade [0348] Dedicace, of auburn chestnut
shade A. Tests of Color Protection and of the Cosmetic Properties
after Successive Washing
[0349] Two identical locks were prepared for each type of
dyeing.
[0350] One lock was shampooed and the other was treated with the
compositions of the present disclosure and then received the same
number of shampoo washes.
[0351] The color of the locks was subjected to examination by a
panel of experts. Colorimetric measurements were also taken, which
confirmed the visual evaluations.
Example 1
Dyeing with Coppery-Red Maji Contrast
[0352] The following composition was prepared: TABLE-US-00001
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 45 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 44.75 g name DC245 Fluid Acetic acid 0.25 g Methylheptyl
cyanoacrylate from Chemence 10 g
[0353] 0.25 g of this composition was applied by brush to a lock of
1 g of grey hair dyed beforehand with coppery-red Maji Contrast.
The lock was dried under a hood for 30 minutes and then combed. At
this stage, the lock may be subjected to a final shampooing. The
hair felt soft and tangle-free.
[0354] After shampooing 15 times, the color of the lock dyed and
then treated according to the present disclosure was markedly more
vivid than that of the lock dyed identically with coppery-red Maji
Contrast and shampooed 15 times according to the same
procedure.
Example 2
Dyeing with Coppery-Red Maji Contrast
[0355] The following composition was prepared: TABLE-US-00002 Olive
oil 90 g Methylheptyl cyanoacrylate from Chemence 10 g
[0356] 0.25 g of this composition was applied by brush to a lock of
1 g of grey hair dyed beforehand with coppery-red Maji Contrast.
The lock was dried under a hood for 30 minutes and then combed. At
this stage, the lock may be subjected to a final shampooing. The
hair felt soft and tangle-free.
[0357] After shampooing 15 times, the color of the lock dyed and
then treated according to the present disclosure was markedly more
vivid than that of the lock dyed identically with coppery-red Maji
Contrast and shampooed 15 times according to the same
procedure.
Example 3
Dyeing with Coppery-Red Maji Contrast
[0358] Lotion A containing 0.6% of monoethanolamine in water was
prepared.
[0359] Composition B below was prepared: TABLE-US-00003
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 45 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 45 g name DC245 Fluid Methylheptyl cyanoacrylate from
Chemence 10 g
[0360] Three locks of 1 g of grey hair, M1, M2, and M3, were dyed
with a Maji Contrast coppery-red dye.
[0361] 0.25 g of lotion A was applied to lock M1. 0.25 g of
composition B was then applied by brush. The lock was dried under a
hood for 30 minutes and then combed. At this stage, the lock may be
subjected to a final shampooing.
[0362] In parallel, 0.25 g of composition B was applied by brush to
lock M2. The lock was dried under a hood for 30 minutes and then
combed. At this stage, the lock may be subjected to a final
shampooing.
[0363] Lock M1 was shinier than lock M2.
[0364] After shampooing 15 times, the color of the two locks dyed
and then treated according to the invention, M1 and M2, was
markedly more vivid than that of lock M3 dyed identically with
coppery-red Maji Contrast and shampooed 15 times according to the
same procedure.
[0365] The combination of lotion A and of composition B made it
possible to improve the appearance of the locks while at the same
time maintaining a color-protecting effect of the same level as
that obtained with composition B alone.
Example 4
Dyeing with Coppery-Red Maji Contrast
[0366] Composition C below was prepared: TABLE-US-00004
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 45 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 41 g name DC245 Fluid Boron nitride powder CC6004 from
Advanced Ceramics 4 g Methylheptyl cyanoacrylate from Chemence 10
g
[0367] Depending on the case, acetic acid may be added in an amount
of 0.25% by weight relative to the total weight of the
composition.
[0368] Composition D below was prepared: TABLE-US-00005
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 45 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 40 g name DC245 Fluid Hydrophobic silica Aerosil R8200
from Degussa 5 g Methylheptyl cyanoacrylate from Chemence 10 g
[0369] Depending on the case, acetic acid may be added in an amount
of 0.25% by weight relative to the total weight of the
composition.
[0370] Composition E below was prepared: TABLE-US-00006
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 34 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 51.5 g name DC245 Fluid Ethanol 4.5 g Methylheptyl
cyanoacrylate from Chemence 10 g
[0371] Depending on the case, acetic acid may be added in an amount
of 0.25% by weight relative to the total weight of the formula.
[0372] Five 1-g grey locks were dyed with the coppery-red Maji
Contrast dye.
[0373] The locks were wrung dry, and four locks were then treated,
respectively, with 0.25 g of compositions B, C, D, and E, applied
by brush. The locks were dried under a hood for 30 minutes and then
combed. The fifth lock was simply dried.
[0374] The five locks were shampooed 15 times.
[0375] The color of the locks treated with composition B, C, D, and
E was markedly more vivid than that of the lock simply dyed and
shampooed.
B. Tests to Compare the Unison of a Dyed Lock
[0376] The following composition was prepared: TABLE-US-00007
.alpha.,.omega.-Dihydroxylated polydimethylsiloxane/cyclo- 45 g
pentadimethylsiloxane (14.7/85.3) sold by Dow Corning under the
name DC 1501 Fluid Cyclopentadimethylsiloxane sold by Dow Corning
under the 44.75 g name DC245 Fluid Acetic acid 0.25 g Methylheptyl
cyanoacrylate from Chemence 10 g
[0377] 0.25 g of this composition was applied by brush to a lock M
of 1 g of permanent-waved grey hair.
[0378] The lock M was dried under a hood for 30 minutes and then
combed. At this stage, the lock may be subjected to a final
shampooing. The hair felt soft and tangle-free.
[0379] The coppery-red Maji Contrast dye was applied to this lock
M.
[0380] The dye was also applied to a control permanent-waved grey
lock, noted as T.
[0381] It was observed that the lock M that received the
composition comprising the cyanoacrylate had a more uniform color
along its length than the simply dyed control lock T. The lock M
had better unison than the control lock T.
* * * * *