Composition for dyeing keratin fibers, comprising at least one diamino-N,N-dihydropyrazolone derivative, at least one coupler, and at least one heterocyclic direct dye
AssigneeL'oreal
InventorLeïla Hercouet
Life of this patent
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Abstract
Disclose herein is a composition for dyeing keratin fibers, for example, human keratin fibers such as the hair, comprising at least one oxidation base chosen from diamino-N,N-dihydropyrazolones and addition salts thereof, at least one coupler, and at least one heterocyclic direct dye. Also disclosed herein is a method for dyeing keratin fibers comprising applying a composition of the present disclosure to the keratin fibers. The compositions and methods of the present disclosure may make it possible to obtain fast coloration of keratin fibers that is resistant to light and/or to washing.
Claims36
A composition for dyeing keratin fibers, comprising, in a suitable medium:
- (a) at least one oxidation base chosen from diamino-N,N-dihydropyrazolone derivatives of formula (I) and addition salts thereof:
- wherein:
- R1, R2, R3, and R4, which may be identical or different, are chosen from:
- linear and branched C1-C10 alkyl radicals optionally substituted with at least one radical chosen from OR5 radicals, NR6R7 radicals, carboxyl radicals, sulfonic radicals, carboxamido radicals CONR6R7, sulfonamido radicals SO2NR6R7, and heteroaryl and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino groups;
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- and
- 5- or 6-membered heteroaryl radicals, optionally substituted with at least one radical chosen from (C1-C4)alkyl and (C1-C2)alkoxy radicals;
- R3 and R4 may also be hydrogen;
- R5, R6, and R7, which may be identical or different, are chosen from:
- hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, C1-C2 alkoxy, carboxamido CONR8R9, sulfonyl SO2R8, and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- and
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- R6 and R7, which may be identical or different, may also be chosen from carboxamido radicals CONR8R9 and sulfonyl radicals SO2R8;
- R8 and R9, which may be identical or different, are chosen from hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl and C1-C2 alkoxy radicals;
- R1 and R2, and R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally substituted with at least one radical chosen from halogen atoms, amino radicals, (di)(C1-C4)alkylamino radicals, hydroxyl radicals, carboxyl radicals, carboxamido radicals, (C1-C2)alkoxy radicals, and C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- R3 and R4 may also form, together with the nitrogen atom to which they are attached, a 5- or 7-membered heterocycle, the carbon atoms of which may be replaced with at least one entity chosen from optionally substituted oxygen and nitrogen atoms;
- (b) at least one coupler;
- and
- (c) at least one heterocyclic direct dye.
A method for dyeing keratin fibers, comprising applying a dye composition to the keratin fibers in the presence of an oxidizing agent for a time that is sufficient to develop a desired coloration, wherein the dye composition comprises, in a suitable medium:
- (a) at least one oxidation base chosen from diamino-N,N-dihydropyrazolone derivatives of formula (I) and addition salt thereofs:
- wherein:
- R1, R2, R3, and R4, which may be identical or different, are chosen from:
- linear and branched C1-C10 alkyl radicals optionally substituted with at least one radical chosen from OR5 radicals, NR6R7 radicals, carboxyl radicals, sulfonic radicals, carboxamido radicals CONR6R7, sulfonamido radicals SO2NR6R7, and heteroaryl and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino groups;
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- 5- or 6-membered heteroaryl radicals, optionally substituted with at least one radical chosen from (C1-C4)alkyl and (C1-C2)alkoxy radicals;
- R3 and R4 may also be hydrogen;
- R5, R6, and R7, which may be identical or different, are chosen from:
- hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, C1-C2 alkoxy, carboxamido CONR8R9, sulfonyl SO2R8, and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- and
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- R6 and R7, which may be identical or different, may also be chosen from carboxamido radicals CONR8R9 and sulfonyl radicals SO2R8;
- R8 and R9, which may be identical or different, are chosen from hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl and C1-C2 alkoxy radicals;
- R1 and R2, and R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally substituted with at least one radical chosen from halogen atoms, amino radicals, (di)(C1-C4)alkylamino radicals, hydroxyl radicals, carboxyl radicals, carboxamido radicals, (C1-C2)alkoxy radicals, and C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- R3 and R4 may also form, together with the nitrogen atom to which they are attached, a 5- or 7-membered heterocycle, the carbon atoms of which may be replaced with at least one entity chosen from optionally substituted oxygen and nitrogen atoms;
- (b) at least one coupler;
- and
- (c) at least one heterocyclic direct dye.
A, multi-compartment device, wherein at least one first compartment contains a dye composition and at least one second compartment contains at least one oxidizing agent, wherein the dye composition comprises, in a suitable medium:
- (a) at least one oxidation base chosen from diamino-N,N-dihydropyrazolone derivatives of formula (I) and addition salt thereofs:
- wherein:
- R1, R2, R3, and R4, which may be identical or different, are chosen from:
- linear and branched C1-C10 alkyl radicals optionally substituted with at least one radical chosen from OR5 radicals, NR6R7 radicals, carboxyl radicals, sulfonic radicals, carboxamido radicals CONR6R7, sulfonamido radicals SO2NR6R7, and heteroaryl and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino groups;
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- 5- or 6-membered heteroaryl radicals, optionally substituted with at least one radical chosen from (C1-C4)alkyl and (C1-C2)alkoxy radicals;
- R3 and R4 may also be hydrogen;
- R5, R6, and R7, which may be identical or different, are chosen from:
- hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, C1-C2 alkoxy, carboxamido CONR8R9, sulfonyl SO2R8, and aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- and
- aryl radicals optionally substituted with at least one radical chosen from (C1-C4)alkyl, hydroxyl, C1-C2 alkoxy, amino, and (di)(C1-C2)alkylamino radicals;
- R6 and R7, which may be identical or different, may also be chosen from carboxamido radicals CONR8R9 and sulfonyl radicals SO2R8;
- R8 and R9, which may be identical or different, are chosen from hydrogen;
- linear and branched C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl and C1-C2 alkoxy radicals;
- R1 and R2, and R3 and R4, may form, together with the nitrogen atoms to which they are attached, a saturated or unsaturated 5- to 7-membered heterocycle optionally substituted with at least one radical chosen from halogen atoms, amino radicals, (di)(C1-C4)alkylamino radicals, hydroxyl radicals, carboxyl radicals, carboxamido radicals, (C1-C2)alkoxy radicals, and C1-C4 alkyl radicals optionally substituted with at least one radical chosen from hydroxyl, amino, (di)alkylamino, alkoxy, carboxyl, and sulfonyl radicals;
- R3 and R4 may also form, together with the nitrogen atom to which they are attached, a 5- or 7-membered heterocycle, the carbon atoms of which may be replaced with at least one entity chosen from optionally substituted oxygen and nitrogen atoms;
- (b) at least one coupler;
- and
- (c) at least one heterocyclic direct dye.
Dependencies are inferred from the claim text.