US2005086748A1PendingUtilityA1
Composition for dyeing keratinous fibres with a cationic direct dye and a silicone
Est. expiryAug 26, 2018(expired)· nominal 20-yr term from priority
A61K 8/898A61K 8/494A61K 8/894A61K 8/4926A61K 8/4946A61Q 5/10A61K 8/4953A61K 8/49A61Q 5/065
62
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Claims
Abstract
The invention relates to a composition for dyeing keratinous fibres, in particular human keratinous fibres such as hair, comprising, in an appropriate dyeing medium, at least one cationic direct dye of a given formula, and which is characterized in that it contains, in addition, at least one silicone chosen from the aminated silicones, the polyoxyalkylenated silicones, the silicone gums and resins. The invention also relates to the dyeing methods and devices using it.
Claims
exact text as granted — not AI-modified1 - 32 . (canceled)
33 . A composition for dyeing keratinous fibers comprising
(i) at least one cationic direct dye chosen from compounds having the following formulae (I), (II), (III), (III′): or (IV):
a) compounds of following formula (I):
in which:
D is a nitrogen atom or a —CH group, R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical, R 3 and R′ 3 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical, X − is an anion, A is chosen from the following structures A 1 to A 19 : in which: R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which optionally contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 )alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then. D 1 and D 2 simultaneously are a —CH group and m is 0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O − atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical; and wherein said composition further comprises (ii) at least one silicone chosen from: (ii) 1 —aminated silicones (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins.
34 . A composition according to claim 33 , wherein the keratinous fibers are human keratinous fibers.
35 . A composition according to claim 34 , wherein the human keratinous fibers are hair.
36 . A composition according to claim 33 , wherein the composition further comprises a medium suitable for dyeing.
37 . A composition according to claim 33 , wherein in formula (I) (II) (III) and (III′), X − is chosen from chloride, methylsulphate, and acetate.
38 . A composition according to claim 33 , wherein in formula (IV), X − is chosen from chloride, iodide, methylsulphate, ethylsulphate, acetate and perchlorate.
39 . A composition according to claim 33 , wherein the compounds of formula (I) are chosen from compounds having following structures (I1) to (I54):
40 . A composition according to claim 39 , wherein the cationic direct dyes are chosen from the structures (I1), (I2), (I14), and (I31).
41 . A composition according to claim 33 , wherein the compounds of formula (II) are chosen from compounds having the following structures (II1) to (II9):
42 . A composition according to claim 33 , wherein the compounds of formula (III) are chosen from compounds having the following structures (III1) to (III18):
43 . A composition according to claim 42 , wherein the cationic direct dyes of formula (III) are chosen from the compounds having to the structures (III4), (III5) and (III13).
44 . A composition according to claim 33 , wherein the compounds of formula (III′) are chosen from compounds having the following structures (III′1) to (III′3):
45 . A composition according to claim 33 , wherein the compounds of formula (IV) are chosen from compounds having the following structures (IV) 1 to (IV) 77 :
46 . A composition according to claim 33 , wherein said at least one cationic direct dye is present in an amount ranging from 0.001 to 10% by weight of the total weight of the composition.
47 . A composition according to claim 46 , wherein said at least one cationic direct dye is present in an amount ranging from 0.005 to 5% by weight of the total weight of the composition.
48 . A composition according to claim 33 , wherein said aminated silicone (ii) 1 is a compound of the following formula (V):
in which:
R is a CH 3 group or an OH radical, and
x′ and y′ are integers which depend on the molecular weight.
49 . A composition according to claim 33 , wherein the aminated silicone (ii) 1 is chosen from compounds having the following formula (VI):
(R 1 ) a (T) 3-a -Si(OSi(T) 2 ) n —(OSi(T) b (R 1 ) 2-b ) m —OSi(T) 3-a -(R 1 ) a (VI)
in which:
T is chosen from a hydrogen atom, a phenyl, an OH radical, and a (C 1 -C 8 ) alkyl radical,
a is the number 0 or an integer ranging from 1 to 3,
b is 0 or 1,
m and n are integers such that the sum (n+m) varies from 1 to 2000, n is an integer ranging from 0 to 1999 and m is an integer ranging from 1 to 2000;
R 1 is a monovalent radical of formula —C q H 2q L in which q is an integer ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the groups: —N(R 2 )—CH 2 —CH 2 —N(R 2 ) 2 ; —N(R 2 ) 2 ; —N—(R 2 ) 3 Q − ; —N—(R 2 )(H) 2 Q − ; —N—(R 2 ) 2 HQ − ; —N(R 2 )—CH 2 —CH 2 —N □ (R 2 )(H) 2 Q − ,
in which R 2 is a hydrogen, phenyl, benzyl, or a monovalent saturated hydrocarbon radical, and Q − represents a halide ion.
50 . A composition according to claim 49 , wherein T is a methyl radical.
51 . A composition according to claim 49 , wherein a is zero.
52 . A composition according to claim 49 , wherein b is 1.
53 . A composition according to claim 49 , wherein m and n are integers such that the sum (n+m) varies from 50 to 150.
54 . A composition according to claim 49 , wherein n is an integer ranging from 1 to 10.
55 . A composition according to claim 49 , wherein m is an integer ranging from 49 to 149.
56 . A composition according to claim 49 , wherein R 2 is an alkyl radical having from 1 to 20 carbon atoms.
57 . A composition according to claim 49 , wherein the aminated silicone is chosen from compounds having the following formula (VII):
in which n and m have the meanings given for the formula (VI).
58 . A composition according to claim 33 , wherein the aminated silicone (ii) 1 is chosen from compounds having the following formula (VIII):
in which,
R 3 is a monovalent hydrocarbon radical having from 1 to 18 carbon atoms;
R 4 is a divalent hydrocarbon radical;
Q − is a halide ion;
r is a mean statistical value ranging from 2 to 20;
s is a mean statistical value from 20 to 200.
59 . A composition according to claim 58 , wherein R 3 is a (C 1 -C 18 )alkyl or a (C 2 -C 18 ) alkenyl radical.
60 . A composition according to claim 58 , wherein R 4 is a (C 1 -C 18 ) alkylene radical or a (C 1 -C 18 ) divalent alkyleneoxy radical.
61 . A composition according to claim 58 , wherein r is a mean statistical value ranging from 2 to 8.
62 . A composition according to claim 58 , wherein s is a mean statistical value ranging from 20 to 50.
63 . A composition according to claim 33 , wherein the polyoxyalkylenated silicone (ii) 2 is chosen from compounds having the following formulae (IX), (X), (XI) and (XII):
in which:
R 6 , identical or different, is a (C 1 -C 30 ), linear or branched, alkyl radical or a phenyl radical,
R 7 , identical or different, is a radical —C c H 2c —O—(C 2 H 4 O) a (C 3 H 6 O) b —R 8 or a radical —C c H 2c —O—(C 4 H 8 O) a —R 8 ,
R 9 , R 10 , which are identical or different, are a (C 2 -C 12 ), linear or branched, alkyl radical,
R 8 , identical or different, is chosen from a hydrogen atom, a (C 1 -C 12 ), linear or branched, alkyl radical, a (C 1 -C 6 ), linear or branched, alkoxy radical, a (C 2 -C 30 ), linear or branched, acyl radical, a hydroxyl radical, an —SO 3 M radical, a (C 1 -C 6 ) aminoalkoxy radical which is optionally substituted on the amine, a (C 2 -C 6 ) aminoacyl radical which is optionally substituted on the amine, a radical —NHCH 2 CH 2 COOM, a radical —N(CH 2 CH 2 COOM) 2 , an aminoalkyl radical which is optionally substituted on the amine and on the alkyl chain, a (C 2 -C 30 ) carboxyacyl radical, a phosphono group which is optionally substituted with one or two substituted aminoalkyl radicals, a radical —CO(CH 2 ) d COOM, —COCHR 11 (CH 2 ) d COOM, —NHCO(CH 2 ) d OH, or —NH 3 Y, and a phosphate group,
M, identical or different, is chosen from a hydrogen atom, Na, K, L 1 , NH 4 and an organic amine,
R 11 is a hydrogen atom or an —SO 3 M radical,
d is an integer ranging from 1 to 10,
u is an integer ranging from 0 to 20,
w is an integer ranging from 0 to 500,
t is an integer ranging from 0 to 20,
p is an integer ranging from 1 to 50,
a is an integer ranging from 0 to 50,
b is an integer ranging from 0 to 50,
the sum (a+b) is greater than or equal to 2,
c is an integer ranging from 0 to 4,
x is an integer ranging from 1 to 100,
Y is a monovalent inorganic or organic anion.
64 . A composition according to claim 63 , wherein R 9 and R 10 , which are identical or different, are a methyl radical.
65 . A composition according to claim 63 , wherein the silicone is chosen from those of formulae (X) or (XI) in which:
c is equal to 2 or 3; R 6 is methyl; R 8 is chosen from a methyl radical, a (C 12 -C 22 ) acyl radical or a —CO(CH 2 ) d COOM radical; a is an integer ranging from 2 to 25, b is equal to 0, w is an integer ranging from 0 to 100, and p is an integer ranging from 1 to 20.
66 . A composition according to claim 65 , wherein a is an integer ranging form 2 to 15.
67 . A composition according to claim 33 , wherein the polyoxyalkylenated silicone (ii) 2 is chosen from compounds having the following formula (XII):
([Z(R 12 SiO) q R 13 SiZO][(C n H 2n O) r ]) s (XIII)
in which,
R 12 and R 13 , which are identical or different, are a monovalent hydrocarbon radical,
n is an integer ranging from 2 to 4,
q is an integer greater than or equal to 4,
r is an integer greater than or equal to 4,
s is an integer greater than or equal to 4,
Z is a divalent organic group which is linked to the adjacent silicon atom by a carbon-silicon bond and to a polyoxyalkylene block by an oxygen atom, the average molecular weight of each siloxane block ranging from 400 to 10,000, the average molecular weight of each polyoxyalkylene block ranging from 300 to 10,000, all of the siloxane blocks representing from 10% to 95% by weight of the block copolymer, and the number-average molecular weight of the block copolymer ranging from 2500 to 1,000,000.
68 . A composition according to claim 67 , wherein q is an integer ranging from 4 to 200.
69 . A composition according to claim 67 , wherein r is an integer ranging from 4 to 200.
70 . A composition according to claim 67 , wherein s is an integer ranging from 4 to 1000.
71 . A composition according to claim 67 , wherein the number-average molecular weight of the block copolymer ranges from 3000 to 200,000.
72 . A composition according to claim 33 , wherein the at least one silicone (ii) is present in the composition in an amount ranging from 0.01 to 20% by weight approximately of the total weight of the composition.
73 . A composition according to claim 72 , wherein the at least one silicone (ii) is present in the composition in an amount rangin from 0.1 to 10% by weight approximately of the total weight of the composition.
74 . A composition according to claim 33 , wherein said medium suitable for dyeing comprises water or a mixture of water and of at least one organic solvent.
75 . A composition according to claim 33 , wherein the composition has a pH ranging from 2 to 11.
76 . A composition according to claim 75 , wherein the composition has a pH ranging from 5 to 10.
77 . A composition according to claim 33 , further comprising at least one oxidation base chosen from para-phenylenediamines, bisphenylalkylenediamines, para-aminophenols, ortho-aminophenols, and heterocyclic bases.
78 . A composition according to claim 77 , wherein said at least one oxidation base is present in an amount ranging from 0.0005 to 12% by weight of the total weight of the composition.
79 . A composition according to claim 78 , wherein said at least one oxidation base is present in an amount ranging from 0.005 to 6% by weight of the total weight of the composition.
80 . A composition according to claim 77 , further comprising at least one coupler chosen from meta-phenylenediamines, meta-aminophenols, meta-diphenols, and heterocyclic couplers.
81 . A composition according to claim 80 , wherein said at least one coupler is present in an amount ranging from 0.0001 to 10% by weight of the total weight of the composition.
82 . A composition according to claim 81 , wherein said at least one coupler is present in an amount ranging from 0.005 to 5% by weight of the total weight of the composition.
83 . A composition according to claim 33 , further comprising at least one oxidizing agent.
84 . A method of dyeing keratinous fibers comprising:
applying to the fibers, for a sufficient time to develop the desired coloration, at least one dyeing composition comprising, in a medium suitable for dyeing:
(i) at least one cationic direct dye chosen from:
compounds having the following formulae (I), (II), (III), (III′), or (IV) and:
(ii) at least one silicone;
wherein said at least one cationic direct dye is chosen from:
a) compounds of following formula (I): in which: D is a nitrogen atom or a —CH group, R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical, R 3 and R 13 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical, X − is an anion, A is chosen from the following structures A 1 to A 19 : in which: R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then D 1 and D 2 simultaneously are a —CH group and m=0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical; and wherein said at least one silicone is chosen from: (ii) 1 —aminated silicones; (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins.
85 . A method according to claim 84 , wherein the keratinous fibers are human keratinous fibers.
86 . A method according to claim 85 , wherein the human keratinous fibers are hair.
87 . A method according to claim 84 , further comprising rinsing said keratinous fibers after applying said composition thereon.
88 . A method according to claim 87 , further comprising washing said keratinous fibers with a shampoo after said rinsing.
89 . A method according to claim 88 , further comprising rinsing again said keratinous fibers after said washing.
90 . A method according to claim 89 , further comprising drying said keratinous fibers.
91 . A method for dyeing keratinous fibers, comprising:
separately storing a first composition and a second composition; mixing said first composition with said second composition before applying the resultant mixture to said keratinous fibers; and applying said mixture to said keratinous fibers; wherein said first composition comprises, in a medium suitable for dyeing, at least one cationic direct dye and at least one oxidation base; wherein said second composition comprises, in a medium suitable for dyeing, at least one oxidizing agent; wherein either said first composition or said second composition comprises at lease one silicone chosen from: (ii) 1 —aminated silicones; (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins; wherein said at least one cationic direct dye is chosen from:
a) compounds of following formula (I):
in which:
D is a nitrogen atom or a —CH group,
R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical,
R 3 and R′ 3 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical,
X − is an anion,
A is chosen from the following structures A 1 to A 19 :
in which:
R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then D 1 and D 2 simultaneously are a —CH group and m=0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical.
92 . A method according to claim 91 , wherein the keratinous fibers are human keratinous fibers.
93 . A method according to claim 92 , wherein the human keratinous fibers are hair.
94 . A method for dyeing keratinous fibers, comprising:
separately storing a first composition and a second composition; mixing said first composition with said second composition before applying the resultant mixture to said keratinous fibers; and applying said mixture to said keratinous fibers; wherein said first composition comprises, in a medium suitable for dyeing, at least one cationic direct dye; wherein said second composition comprises, in a medium suitable for dyeing, at least one oxidizing agent; wherein either said first composition or said second composition comprises at lease one silicone chosen from: (ii) 1 —aminated silicones; (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins; wherein said at least one cationic direct dye is chosen from:
a) compounds of following formula (I):
in which:
D is a nitrogen atom or a —CH group,
R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical,
R 3 and R′ 3 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical,
X − is an anion,
A is chosen from the following structures A 1 to A 19 :
in which:
R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle-which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then D 1 and D 2 simultaneously are a —CH group and m=0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical.
95 . A method according to claim 94 , wherein the keratinous fibers are human keratinous fibers.
96 . A method according to claim 95 , wherein the human keratinous fibers are hair.
97 . A multicompartment dyeing kit, comprising a first compartment containing a first composition and a second compartment containing a second composition;
wherein said first composition comprises, in a medium suitable for dyeing, at least one catonic direct dye and at least one oxidation base; wherein said second composition comprises, in a medium suitable for dyeing, at least one oxidizing agent; wherein either said first composition or said second composition comprises at least one silicone chosen from: (ii) 1 —aminated silicones; (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins; wherein said at least one cationic direct dye is chosen from:
a) compounds of following formula (I):
in which:
D is a nitrogen atom or a —CH group,
R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical,
R 3 and R 13 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical,
X − is an anion,
A is chosen from the following structures A 1 to A 19 :
in which:
R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then D 1 and D 2 simultaneously are a —CH group and m=0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O − atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical.
98 . A multicompartment dyeing kit, comprising a first compartment containing a first composition and a second compartment containing a second composition;
wherein said first composition comprises, in a medium suitable for dyeing, at least one cationic direct dye; wherein said second composition comprises, in a medium suitable for dyeing, at least one oxidizing agent; wherein either said first composition or said second composition comprises at least one silicone chosen from: (ii) 1 —aminated silicones; (ii) 2 —polyoxyalkylenated silicones; and (ii) 3 —silicone gums and resins; wherein said at least one cationic direct dye is chosen from:
a) compounds of following formula (I):
in which:
D is a nitrogen atom or a —CH group,
R 1 and R 2 , which are identical or different, are chosen from a hydrogen atom; a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a —CN radical, an —OH radical or an —NH 2 radical or form with each other or with a carbon atom of the benzene ring an optionally oxygen-containing or nitrogen-containing heterocycle which may be unsubtituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals; and a 4′-aminophenyl radical,
R 3 and R 13 , which are identical or different, are chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a cyano group; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; and a (C 1 -C 4 ) acetyloxy radical,
X − is an anion,
A is chosen from the following structures A 1 to A 19 :
in which: R 4 is a (C 1 -C 4 ) alkyl radical which may be unsubstituted or substituted with a hydroxyl radical, and R 5 is a (C 1 -C 4 ) alkoxy radical, with the proviso that when D is a —CH group, A is A 4 or A 13 and R 3 is different from a (C 1 -C 4 ) alkoxy radical, then R 1 and R 2 are not simultaneously a hydrogen atom; b) compounds of following formula (II): in which: R 6 is a hydrogen atom or a (C 1 -C 4 ) alkyl radical, R 7 is chosen from a hydrogen atom, an alkyl radical which may be unsubstituted or substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R 6 , a heterocycle which contains at least one heteroatom chosen from oxygen and nitrogen and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 8 and R 9 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from bromine, chlorine, iodine or fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and a —CN radical, X − is an anion, B is a group chosen from the following structures B1 to B6: in which: R 10 is a (C 1 -C 4 ) alkyl radical, R 11 and R 12 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical; c) compounds of following formulae (III) and (III′): in which: R 13 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkoxy radical, a halogen atom chosen from bromine, chlorine, iodine and fluoine atoms, and an amino radical, R 14 is chosen from a hydrogen atom, and a (C 1 -C 4 ) alkyl radical, or forms, with a carbon atom of the benzene ring, a heterocycle which optionally contains an oxygen heteroatom and which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, R 15 is a hydrogen atom or a halogen atom chosen from bromine, chlorine, iodine and fluorine, R 16 and R 17 , which are identical or different, are a hydrogen atom or a (C 1 -C 4 ) alkyl radical, D 1 and D 2 , which are identical or different, are a nitrogen atom or a —CH group, m is 0 or 1, with the proviso that when R 13 is an unsubstituted amino group, then D 1 and D 2 simultaneously are a —CH group and m=0, X − is an anion, E is a group chosen from the following structures E1 to E8: in which R′ is a (C 1 -C 4 ) alkyl radical; when m is 0 and D 1 is a nitrogen atom, then E may also be a group having the following structure E9: in which R′ is a (C 1 -C 4 ) alkyl radical, d) compounds of following formula (IV): G_N==N_J (IV) in which: G is a group chosen from the following structures G 1 to G 3 : in which, R 18 is chosen from a (C 1 -C 4 ) alkyl radical, a phenyl radical which may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, and a halogen atom chosen from chlorine, bromine, iodine and fluorine; R 19 is a (C 1 -C 4 ) alkyl radical or a phenyl radical; R 20 and R 21 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical and a phenyl radical; or form together in G 1 a benzene ring which is substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; or form together in G 2 a benzene ring which is unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, (C 1 -C 4 ) alkoxy radicals, and NO 2 radicals; R 20 may also be a hydrogen atom; Z is chosen from an oxygen atom, a sulphur atom, and an —NR 19 group; M, K, and P, which are identical or different, are chosen from a —CH group, a —C(C 1 -C 4 alkyl) group, and a —NR 22 (X − ) r group; r is zero or 1; R 22 is chosen from an O − atom, a (C 1 -C 4 ) alkoxy radical, and a (C 1 -C 4 ) alkyl radical; R 23 and R 24 , which are identical or different, are chosen from a hydrogen atom, a halogen atom chosen from chlorine, bromine, iodine and fluorine, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) alkoxy radical, and an —NO 2 radical; X − is an anion; the symbol J is chosen from: (a) a group having the following structure J 1 : in which, R 25 is a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; a (C 1 -C 4 ) alkoxy radical; an —OH radical, an —NO 2 radical, a —NHR 28 radical, an —NR 29 R 30 radical, and a —NHCO(C 1 -C 4 alkyl) radical, or forms, with R 26 , a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 26 is chosen from a hydrogen atom; a halogen atom chosen from chlorine, bromine, iodine, and fluorine; a (C 1 -C 4 ) alkyl radical; and a (C 1 -C 4 ) alkoxy radical, or forms with R 27 or R 28 a 5- or 6-membered ring optionally containing at least one heteroatom chosen from nitrogen, oxygen, and sulphur; R 27 is chosen from a hydrogen atom, an —OH radical, an —NHR 28 radical, and an —NR 29 R 30 radical; R 28 is chosen from a hydrogen atom, a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, a (C 2 -C 4 ) polyhydroxyalkyl radical, and a phenyl radical; R 29 and R 30 , which are identical or different, are chosen from a (C 1 -C 4 ) alkyl radical, a (C 1 -C 4 ) monohydroxyalkyl radical, and a (C 2 -C 4 ) polyhydroxyalkyl radical; and (b) wherein J is further chosen from a 5- or 6-membered nitrogen-—containing heterocycle group which optionally contains at least one heteroatom and/or at least one carbonyl-containing group and wherein said heterocycle may be unsubstituted or substituted with at least one radical chosen from (C 1 -C 4 ) alkyl radicals, an amino radical and a phenyl radical.
99 . A composition according to claim 33 , wherein, in the definition of J, said 5- and 6-membered nitrogen-containing heterocycle group is chosen from structure J 2 below:
in which:
R 31 and R 32 , which may be identical or different, are chosen from a hydrogen atom, C 1 -C 4 alkyl radicals, and a phenyl radical;
Y is chosen from a —CO— radical and the radical
n equals 0 or 1;
wherein when n equals 1, then U is a —CO— radical.Cited by (0)
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