Dyeing composition for dyeing keratinous fibers comprising at least one cationic azo-dye

A process for the oxidation dyeing of keratinous fibers comprising applying to the keratinous fibers at least one dyeing composition, comprising at least one cationic azo dye of formula (I):

• W1—N═N—W2—W3 (I)
• wherein:
• W1, is chosen from 5-membered cationic aromatic heterocycles of formula (II)
• W2 is chosen from divalent carbonaceous aromatic and pyridine groups of formulae (IV) and (V):
• W3 is chosen from 5- and 6-membered nitrogen-comprising heteroaromatic radicals connected to W2 by the nitrogen atom of the ring of the heteroaromatic radical, wherein the heteroaromatic radical is chosen from pyrazolyl, pyrrolyl, imidazolyl, triazolyl, thiadiazolyl, pyridazinyl and pyrazinyl radicals, wherein each of these heteroaromatic radicals may be optionally substituted with at least one radical chosen from hydrogen;
• C1-C6 alkyl radicals, wherein the C1-C6 alkyl radicals are optionally substituted with at least one radical chosen from hydroxyl, C1-C4 alkoxy, (poly)hydroxyalkoxy, amino, C1-C4 (di)alkylamino, C2-C4 (poly)hydroxyalkylamino, carboxyl, sulfonyl, alkoxycarbonyl, and C1-C4 thioether radicals;
• phenyl radicals optionally substituted with at lea t one radical chosen from C1-C2 alkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfony, C1-C4 alkyl, halogen and C1-C2 thioether radicals;
• Z1 is chosen from oxygen, sulfur, and radicals NR4;
• Z2 is chosen from nitrogen and radicals CR3;
• R1 and R4, which may be identical or different, are each chosen from C1-C8 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl, and sulfonic radicals;
• and optionally substituted phenyl radicals;
• R2 and R3, which may be identical or different, are each chosen from hydrogen;
• C1-C6 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy radical, amino, C1-C2 (di)alkylamino, carboxyl, and sulfonic radicals;
• optionally substituted phenyl radicals;
• carboxyl radicals;
• and sulfonylamino radicals;
• R5, R6, R7 and R8, which may be identical or different, are each chosen from hydrogen;
• chlorine;
• bromine;
• linear and branched C1-C6 hydrocarbonaceous chains which can form at least one ring chosen from 3- to 6-membered carbonaceous ring, and which can be saturated or unsaturated, of which at least one carbon atom of the carbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, sulfur, and SO2, and the carbon atoms of the carbonaceous chains, which may be identical or different, may be substituted by at least one halogen;
• provided that radicals R5, R6, R7 and R8 do not comprise a peroxide bond, a diazo radical, or a nitroso radical;
• and
• X is chosen from organic and inorganic anions.

A process for the oxidation dyeing of keratinous fibers comprising applying to the keratinous fibers, in the presence of at least one oxidation agent, at least one dyeing composition comprising,

• at least one cationic azo dye of formula (I):
• W1—N═N—W2—W3 (I)
• wherein:
• W1 is chosen from 5-membered cationic aromatic heterocycles of formula (II)
• W2 is chosen from divalent carbonaceous aromatic and pyridine groups of formulae (IV) and (V):
• W3 is chosen from 5- and 6-membered nitrogen-comprising heteroaromatic radicals connected to W2 by the nitrogen atom of the ring of the heteroaromatic radical, wherein the heteroaromatic radical is chosen from pyrazolyl, pyrrolyl, imidazolyl, trialzoyl, thiadiazolyl, pyridazinyl and pyrazinyl radicals, wherein each of these heteroaromatic radicals may be optionally substituted with at least one radical chosen from hydrogen;
• C1-C6 alkyl radicals, wherein the C1-C6 alkyl radicals are optionally substituted with at least one radical chosen from hydroxyl, C1-C4 alkoxy, (poly)hydroxyalkoxy, amino, C1-C4 (di)alkylamino, C2-C4 (poly)hydroxyalkylamino, carboxyl, sulfonyl, alkoxy carbonyl, and C1-C4 thioether radicals;
• phenyl radicals optionally substituted with at least one radical chosen from C1-C2 alkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonyl, C1-C4 alkyl, halogen and C1-C2 thioether radicals;
• Z1 is chosen from oxygen, sulfur, and radicals NR4;
• Z2 is chosen from nitrogen and radicals CR3;
• R1 and R4, which may be identical or different, are each chosen from C1-C8 alkyl radicals, optionally substituted by at least one radical chosen from hydro yl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and optionally substituted phenyl radicals;
• R2 and R3, which may be identical or different, are each chosen from hydrogen;
• C1-C6 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy radical, amino, C1-C2 (di)alkylamino, carboxyl, and sulfonic radicals;
• optionally substituted phenyl radicals;
• carboxyl radicals;
• and sulfonylamino radicals;
• R5, R6, R7 and R8, which may be identical or different, are each chosen from hydrogen;
• chlorine;
• bromine;
• linear and branched C1-C6 hydrocarbonaceous chains which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, of which at least one carbon atom of the carbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, sulfur, and SO2, and the carbon atoms of the carbonaceous chains, which may be identical or different, may be substituted by at least one halogen;
• provided that radicals R5, R6, R7 and R8 do not comprise a peroxide bond, a diazo radical, or a nitroso radical;
• and
• X is chosen from organic and inorganic anions;
• at least one oxidation base;
• and
• optionally at least one coupler.

A multi-compartment dyeing kit, comprising,

• at least one compartment comprising at least one dyeing composition comprising at least one cationic azo dye of formula (I):
• W1—N═N—W2—W3 (I)
• wherein:
• W1 is chosen from 5-membered cationic aromatic heterocycles of formula (II)
• W2 is chosen from divalent carbonaceous aromatic and pyridine groups of formulae (iV) and (V):
• W3 is chosen from 5- and 6-membered nitrogen-comprising heteroaromatic radicals connected to W2 by the nitrogen atom of the ring of the heteroaromatic radical, wherein the heteroaromatic radical is chosen from pyrazolyl, pyrrolyl, imidazolyl, triazolyl, thiadiazolyl, pyridazinyl and pyrazinyl radicals, wherein each of these heteroaromatic radicals may be optionally substituted with at least one radical chosen from hydrogen;
• C1-C6 alkyl radicals, wherein the C1-C6 alkyl radicals are optionally substituted with at least one radical chosen from hydroxyl, C1-C4 alkoxy, (poly)hydroxyalkoxy, amino, C1-C4 (di)alkylamino, C2-C4 (poly)hydroxyalkylamino, carboxyl, sulfonyl, alkoxycarbonyl, and C1-C4 thioether radicals;
• phenyl radicals optionally substituted with at least one radical chosen from C1-C2 alkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonyl, C1-C4 alkyl, halogen and C1-C2 thioether radicals;
• Z1 is chosen from oxygen, sulfur, and radicals NR4;
• Z2 is chosen from nitrogen and radicals CR3;
• R1 and R4, which may be identical or different, are each chosen from C1-C8 alkyl radicals, optionally substituted by at least one radical chosen from hydro yl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and optionally substituted phenyl radicals;
• R2 and R3, which may be identical or different, are each chosen from hydrogen;
• C1-C6 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy radical, amino, C1-C2 (di)alkylamino, carboxyl, and sulfonic radicals;
• optionally substituted phenyl radicals;
• carboxyl radicals;
• and sulfonylamino radicals;
• R5, R6, R7 and R8, which may be identical or different, are each chosen from hydrogen;
• chlorine;
• bromine;
• linear and branched C1-C6 hydrocarbonaceous chains which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, of which at least one carbon atom of the carbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, sulfur, and SO2, and the carbon atoms of the carbonaceous chains, which may be identical or different, may be substituted by at least one halogen;
• provided that radicals R5, R6, R7 and R8 do not comprise a peroxide bond, a diazo radical, or a nitroso radical;
• and
• X is chosen from organic and inorganic anions;
• and
• at least one other compartment comprising at least one oxidizing composition.

A compound chosen from cationic azo compounds of formula (I):

• W1—N═N—W2—W3 (I)
• wherein:
• W1 is chosen from 5-membered cationic aromatic heterocycles of formula (II)
• W2 is chosen from divalent carbonaceous aromatic and pyridine groups of formulae (IV) and (V):
• W3 is chosen from 5- and 6-membered nitrogen-comprising heteroaromatic radicals connected to W2 by the nitrogen atom of the ring of the heteroaromatic radical, wherein the heteroaromatic radical is chosen from pyrazolyl, pyrrolyl, imidazolyl, triazolyl, thiadiazolyl, pyridazinyl and pyrazinyl radicals, wherein each of these heteroaromatic radicals may be optionally substituted with at least one radical chosen from hydrogen;
• C1-C6 alkyl radicals, wherein the C1-C6 alkyl radicals are optionally substituted with at least one radical chosen from hydroxyl, C1-C4 alkoxy, (poly)hydroxyalkoxy, amino, C1-C4 (di)alkylamino, C2-C4 (poly)hydroxyalkylamino, carboxyl, sulfonyl, alkoxycarbonyl, and C1-C4 thioether radicals;
• phenyl radicals optionally substituted with at least one radical chosen from C1-C2 alkoxy, amino, C1-C2 (di)alkylamino, carboxyl, sulfonyl, C1-C4 alkyl, halogen and C1-C2 thioether radicals;
• Z1 is chosen from oxygen, sulfur, and radicals NR4;
• Z2 is chosen from nitrogen and radicals CR3;
• R1 and R4, which may be identical or different, are each chosen from C1-C8 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C2 (di)alkylamino, carboxyl and sulfonic radicals;
• and optionally substituted phenyl radicals;
• R2 and R3, which may be identical or different, are each chosen from hydrogen;
• C1-C6 alkyl radicals, optionally substituted by at least one radical chosen from hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy radical, amino, C1-C2 (di)alkylamino, carboxyl, and sulfonic radicals;
• optionally substituted phenyl radicals;
• carboxyl radicals;
• and sulfonylamino radicals;
• R5, R6, R7 and R8, which may be identical or different, are each chosen from hydrogen;
• chlorine;
• bromine;
• linear and branched C1-C8 hydrocarbonaceous chains which can form at least one ring chosen from 3- to 6-membered carbonaceous rings, and which can be saturated or unsaturated, of which at least one carbon atom of the carbonaceous chains can be replaced by at least one entity chosen from oxygen, nitrogen, sulfur, and SO2, and the carbon atoms of the carbonaceous chains, which may be identical or different, may be substituted by at least one halogen;
• provided that radicals R5, R6, R7 and R8 do not comprise a peroxide bond, a diazo radical, or a nitroso radical;
• and
• X is chosen from organic and inorganic anions.