Composition for dyeing keratin fibres, comprising an oxidation base and a particular heteroaryl coupler

Abstract

The invention relates to a composition comprising: i) at least one oxidation base, preferably of heterocyclic and/or para-phenylenediamine type; and ii) at least one heteroaryl coupler of formula (I), with R.sup.1, R.sup.2, R.sup.3, A and X as defined in the description. The invention also relates to a process for dyeing keratin fibres using ingredients i) and ii); to a kit comprising ingredients i) and ii); and to the use of ingredient i) combined with ii) for dyeing keratin fibres. The composition of the invention leads to particularly powerful, chromatic and sparingly selective colourings. ##STR00001##

Claims

1. A composition comprising: i) at least one oxidation base chosen from heterocyclic bases or para-phenylenediamine bases; and ii) at least one heteroaryl coupler corresponding to formula (I) below, the addition salts thereof with an organic or mineral acid or base, optical or geometrical isomers, tautomers, or solvates thereof: ##STR00181## wherein: A is chosen from oxygen or sulfur atoms; X is chosen from a nitrogen atom or a CR.sup.4 group; R.sup.1 and R.sup.2, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted; an optionally substituted aryl; an optionally substituted heteroaryl; or an optionally substituted (hetero)cycloalkyl; or alternatively, R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted heterocycloalkyl, optionally comprising at least one heteroatom chosen from oxygen, sulfur, or nitrogen; and R.sup.3 and R.sup.4, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted with at least one group; an optionally substituted aryl; an optionally substituted heteroaryl; or an optionally substituted (hetero)cycloalkyl.

2. The composition according to claim 1, wherein the at least one oxidation base is chosen from para-phenylenediamines, bis(phenyl)alkylenediamines, para-aminophenols, ortho-aminophenols, heterocyclic bases, 3-aminopyrazolo[1,5-a]pyridine bases, pyrazole derivatives, or the addition salts thereof.

3. The composition according to claim 1, wherein the at least one oxidation base is chosen from heterocyclic bases, 3-aminopyrazolo[1,5-a]pyridines substituted in position 2 with: a) a (di)(C.sub.1-C.sub.6)(alkyl)amino group, the alkyl groups optionally substituted with at least one hydroxyl, amino or imidazolium group; b) a cationic or non-cationic 5- to 7-membered heterocycloalkyl group comprising from 1 to 3 heteroatoms, optionally substituted with at least one (C.sub.1-C.sub.6)alkyl group; or c) a (C.sub.1-C.sub.6)alkoxy group optionally substituted with at least one group chosen from hydroxyl, -hydroxyalkoxy, or the addition salts thereof; or pyrazole derivatives, 4,5-diamino-1-methylpyrazole, 4,5-diamino-1-(-hydroxy-ethyl)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-hydrazinopyrazole, 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-(-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-dimethylpyrazole, 3,4,5-triaminopyrazole, 1-methyl-3,4,5-triaminopyrazole, 3,5-diamino-1-methyl-4-methylaminopyrazole, 3,5-diamino-4-(-hydroxyethyl)amino-1-methylpyrazole, or addition salts thereof.

4. The composition according to claim 1, wherein the at least one heteroaryl coupler is chosen from thiazolyl couplers corresponding to formula (I) below, the addition salts thereof with an organic or mineral acid or base, optical or geometrical isomers, tautomers, solvates, or hydrates thereof: ##STR00182## wherein: R.sup.1 and R.sup.2, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted; an optionally substituted aryl; an optionally substituted heteroaryl; or an optionally substituted (hetero)cycloalkyl; or alternatively, R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted heterocycloalkyl, optionally comprising at least one heteroatom chosen from oxygen, sulfur, or nitrogen; and R.sup.3 is chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted with at least one group; an optionally substituted aryl; an optionally substituted heteroaryl, or an optionally substituted (hetero)cycloalkyl.

5. The composition according to claim 1, wherein the least one heteroaryl coupler corresponds to formula (I) wherein R.sup.1 and R.sup.2 are chosen from a (C.sub.1-C.sub.6)alkyl group optionally interrupted with at least one heteroatom chosen from oxygen, sulfur, or nitrogen.

6. The composition according to claim 1, wherein the at least one heteroaryl coupler corresponds to formula (I) wherein R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted 5- or 6-membered, heterocycloalkyl group, morpholino, piperazino, or piperidino.

7. The composition according to claim 1, wherein the at least one heteroaryl coupler corresponds to formula (I) wherein R.sup.3 is chosen from i) a (C.sub.1-C.sub.6)alkyl group which is optionally substituted with at least one hydroxyl group; ii) an optionally substituted aryl group; or iii) an optionally substituted 5- or 6-membered, heterocycloalkyl, morpholino, piperazino, or piperidino.

8. The composition according to claim 4, wherein the least one heteroaryl coupler corresponds to formula (I) wherein R.sup.1 and R.sup.2 are chosen from a (C.sub.1-C.sub.6)alkyl group optionally interrupted with at least one heteroatom chosen from oxygen, sulfur, or nitrogen.

9. The composition according to claim 4, wherein the at least one heteroaryl coupler corresponds to formula (I) wherein R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted 5- or 6-membered, heterocycloalkyl group, morpholino, piperazino, or piperidino.

10. The composition according to claim 4, wherein the at least one heteroaryl coupler corresponds to formula (I) wherein R.sup.3 is chosen from i) a (C.sub.1-C.sub.6)alkyl group which is optionally substituted with at least one hydroxyl group; ii) an optionally substituted aryl group; or iii) an optionally substituted 5- or 6-membered, heterocycloalkyl, morpholino, piperazino, or piperidino.

11. The composition according to claim 4, wherein the at least one heteroaryl coupler is chosen from the following compounds, the optical isomers, tautomers, and the addition salts thereof with an acid or a base: TABLE-US-00008 126533-98-8 1303757-32-5 1291897-04-5 Glycine, N-(2-methoxyethyl)-N-(4-phenyl)-2- 2-Morpholinecarboxylic acid, 4-(4-phenyl-2- thiazolyl)- thiazolyl)- 1284733-75-0 1282558-49-9 1-Piperazineethanamine, 4-(4-phenyl-2- 3-Pyrrolidinecarboxylic acid, 1-(4-phenyl-2- thiazolyl)- thiazolyl)- 1282507-44-1 1282370-84-6 1-Piperazineethanamine, 1-methyl-4-(4-phenyl-2- 1-Piperazinepropanamine, 4-(4-phenyl-2-thiazolyl)- thiazolyl)- 1270783-46-4 1184823-99-1 Propanoic acid, 2-methyl-3-[methyl(4-phenyl-2- -Alanine, N-methyl-N-(4-phenyl-2-thiazolyl)- thiazolyl)-amino]- 1183145-57-4 1179899-35-4 -Alanine, N-ethyl-N-(4-phenyl-2-thiazolyl)- Glycine, N-ethyl-N-(4-phenyl-2-thiazoly)- 1179266-55-7 1156376-29-2 Glycine, N-(4-phenyl-2-thiazolyl)-N-propyl- 1-Piperazineacetic acid, 4-(4-phenyl-2-thiazolyl)- 1156152-39-4 943337-52-8 Butanoic acid, 4-[methyl(4-phenyl-2- Methanesulfonamide, N-[1-(4-phenyl-2-thiazolyl)- thiazolyl)amino]- 4-piperidinyl]- 933827-86-2 928026-91-9 Piperazine, 1-(4-phenyl-2-thiazolyl)-4-(2- 4-Piperidineethanol, 1-(4-phenyl-2-thiazolyl)- thienylsulfonyl)- 927803-58-5 898246-34-9 3-Piperidinecarboxylic acid, 1-(4-phenyl-2- Glycine, N-[4-[[methyl(4-phenyl-2-thiazolyl)amino] thiazolyl)- methyl]benzoyl]- 898246-20-3 886614-39-7 -Alanine, N-[4-[[ethyl(4-phenyl-2-thiazoly)amino]methyl] Propanoic acid, 2-[[4-[2-[heptyl(4-phenyl-2-thiazolyl)amino] benzoyl]- ethyl]-2-thiazolyl]thio]-2-methyl- 858114-97-3 858114-75-7 3-Pyridinemethanol, 6-[[(2-phenylethyl)(4-phenyl-2-thiazolyl) Benzenemethanol, 3-[[(2-phenylethyl)(4-phenyl-2-thiazolyl) amino]methyl]- amino]methyl]- 858114-71-3 857496-78-7 Benzenemethanol, 4-[[(4-phenyl-2-thiazolyl)[2- 1-Piperazinecarboxamide, 4-(4-phenyl-2-thiazolyl)- (2-pyridinyl)ethyl]amino]methyl]- 851523-24-5 837386-75-1 Pyrrolo[3,4-c]pyrrole, octahydro-2-(4-phenyl-2- Piperazine, 1-(ethylsulfonyl)-4-(4-phenyl-2- thiazolyl)- thiazolyl)- 775270-75-2 743372-21-6 1-Piperazinecarboximidamide, 4-(4-phenyl-2- 1-Piperazinecarbodithioic acid, 4-(4-phenyl-2- thiazolyl)- thiazolyl)- 696633-56-4 695198-50-6 Piperazine, 1-[4-(3-nitrophenyl)-2-thiazolyl]- Piperazine, 1-[4-(4-methoxyphenyl)-2-thiazolyl]- 4-(4-phenyl-2-thiazolyl]- 4-(4-phenyl-2-thiazolyl)- 695160-01-1 691904-94-6 1H-Azepine, hexahydro-1-(4-phenyl-2-thiazolyl)- Benzenemethanol, 3-[[methyl(4-phenyl-2- thiazolyl)amino]methyl]- 691904-88-8 691904-86-6 Benzenemethanol, 4-[[(4-phenyl-2- Benzenemethanol, 4-[[ethyl(4-phenyl-2- thiazolyl)propylamino]methyl]- thiazolyl)amino]methyl]- 691903-92-1 685107-19-1 Benzenepropanoic acid, 4-[[methyl(4-phenyl-2-thiazolyl) Piperazine, 1-(4-methoxyphenyl)-4-(4-phenyl-2-thiazolyl)- amino]methyl]- 480999-15-3 447428-28-6 2-Thiazolamine, N,N-dihexyl-4-phenyl- Piperazine, 1-(methylsulfonyl)-4-(4-phenyl-2- thiazolyl)- 441357-38-6 392643-02-6 4-[Methyl(4-phenyl-2-thiazolyl)aminomethyl] 1-(4-Phenyl-1,3-thiazol-2-yl)-4-piperidinone benzyl alcohol 380828-82-0 346662-46-2 1-[1-(4-Phenyl-2-thiazolyl)-4-piperidinyl]amine 3-Piperidinecarboxamide, 1-(4-phenyl-2-thiazolyl)- 345990-58-1 345990-52-5 Thiazole, 4-phenyl-2-(3-phenyl-1-pyrrolidinyl)- Piperidine, 4-methyl-1-(4-phenyl-2-thiazolyl)- 312504-57-7 309734-77-8 Piperazine, 1-phenyl-4-(4-phenyl-2-thiazolyl)- 1-Piperazinecarboxamide, N,N-dimethyl-4-(4- phenyl-2-thiazolyl)- 309732-99-8 309282-11-9 2-Thiazolamine, N-methyl-4-phenyl-N- Piperidine, 4-phenyl-1-(4-phenyl-2-thiazolyl)- (phenylmethyl)- 300686-24-2 299922-31-9 Propanamide, 3,3-[(4-phenyl-2- 4-Piperidinecarboxamide, 1-(4-phenyl-2-thiazolyl)- thiazolyl]imino]bis- 299922-24-0 299922-22-8 4-Piperidinecarboxylic acid, 1-(4-phenyl-2- Isoquinoline, 1,2,3,4-tetrahydro-2-(4-phenyl-2- thiazolyl)- thiazolyl)- 231963-95-4 169037-17-6 Piperazine, 1-methyl-4-(4-phenyl-2-thiazolyl)- 2-(Dibutylamino)-4-phenylthiazole- 141115-10-8 138537-78-7 Glycine, N-methyl-N-(4-phenyl-2-thiazolyl)- -Alanine, N-(2-carboxyethyl)-N-(4-phenyl-2- thiazolyl)- 136468-43-4 133694-26-5 1,2-Ethanediamine, N1,N1-dimethyl-N2-(4- 2-Thiazolamine, N-ethyl-N-(2-methoxyethyl)-4- phenyl-2-thiazolyl)-N2-(3-pyridinylmethyl)- phenyl- 133694-24-3 132865-54-4 2-Thiazolamine, N-ethyl-N-[3-(2-methoxyethoxy)propyl]- 2-Thiazolamine, N-[3-(2-ethoxyethoxy)propyl]-N-ethyl-4- 4-phenyl- phenyl- 132292-90-1 130531-64-5 1-Piperazinepropanesulfonic acid, 4-(4-phenyl- 2-Thiazolamine, N,N-bis(2-methoxyethyl)-4- 2-thiazolyl)- phenyl- 129719-98-8 129719-95-5 2-Thiazolamine, N-[2-[2-(2 methoxyethoxy)ethoxy]ethyl]-4- 2-Thiazolamine, N-[2-(2-ethoxyethoxy)ethyl]-N-(3- phenyl-N-propyl- methoxypropyl)-4-phenyl- 128699-97-8 128699-96-7 1,3-Propanediamine, N,N-dimethyl-N,N-bis(4-phenyl-2- 1,4-Bis(4-phenylthiazol-2-yl)piperazine thiazolyl)- 128699-95-6 128699-84-3 1,2-Ethanediamine, N,N-diethyl-N,N-bis(4-phenyl-2- 1,2-Ethanediamine, N,N-dimethyl-N,N-bis(4-phenyl-2- thiazolyl)- thiazolyl)- 125488-15-5 122320-82-5 4-Phenyl-2-pyrrolidinothiazole Ethanol, 2-[methyl(4-phenyl-2-thiazolyl)amino]- 89314-44-3 84552-01-2 2-Thiazolamine, N-butyl-N-ethyl-4-phenyl- Ethanol, 2,2'-[(4-phenyl-2-thiazolyl)imino]bis- 84551-96-2 82721-96-8 Ethanol, 2-[ethyl(4-phenyl-2-thiazolyl)amino] 1- 2-Thiazolamine, N-(2,2-dimethylpropyl)-N-methyl- (hydroqen sulfate) 4-phenyl- 75654-98-7 69389-14-6 2-(Diethylamino)-4-phenylthiazole 1-(4-Phenyl-2-thiazolyl)piperazine 34587-25-2 19983-28-9 2-Piperidino-4-phenylthiazole 2-Morpholino-4-phenylthiazole 6142-13-8 2-Thiazolamine, N,N-diethyl-4-(1-piperidinyl)- 2-(Dimethylamino)-4-phenylthiazole 192332-28-8 2-Thiazolamine, N,N-diethyl-4-(4-morpholinyl)- 192332-24-4 Piperidine, 1-[4-(1-pyrrolidinyl)-2- 192332-26-6 thiazolyl]- Morpholine, 4-[4-(1-piperazinyl)-2-thiazolyl]- Morpholine, 4-[4-(1-piperidinyl)-2-thiazolyl]- 192332-20-0 192332-18-6 Morpholine, 4-[4-(1-pyrrolidinyl)-2-thiazolyl]- 2-Thiazolamine, N,N-diethyl-4-(1-pyrrolidinyl)- 170492-35-0 170492-33-8 Piperidine, 1,1-(2,4-thiazolediyl)bis- 4-Thiazolamine, N,N-diethyl-2-(1-pyrrolidinyl)- 170492-28-1 170492-26-9 2-Thiazolamine, N,N-dipropyl-4-(1-pyrrolidinyl)- Piperidine, 1-[2-(1-pyrrolidinyl]-4-thiazolyl]- 169195-69-1 169195-67-9 Morpholine, 4-[2-(1-piperidinyl)-4-thiazolyl]- Thiazole, 2,4-di-1-pyrrolidinyl- 169195-65-7 169195-63-5 Morpholine, 4-[2-(1-pyrrolidinyl)-4-thiazolyl]- 2-Thiazolamine, 4-(4-morpholinyl)-N,N-dipropyl- 169195-61-3 169195-57-7 Morpholine, 4,4-(2,4-thiazolediyl)bis- 4-Thiazolediamine, N2,N2,N4,N4-tetramethyl- 169195-54-4 70310-46-2 1427988-09-7 1409712-48-6 Morpholine, 4-[4-(3-methylphenyl)-2-thiazolyl]- Propanenitrile, 3-[(4-ethyl-2-thiazolyl)(2- methoxyethyl)amino]- 1408747-45-4 1400302-74-0 Propanenitrile, 3-[(2-methoxyethyl)(4-methyl-2- Morpholine, 4-[4-(4-pyridinyl)-2-thiazolyl]- thiazolyl)amino]- 1394469-80-7 1389038-03-2 1,4-Oxazepin-6-ol, 4-[4-(4-fluorophenyl)-2- Morpholine, 4-[4-(1,3-dimethyl-1H-pyrazol-4-yl)-2- thiazolyl]hexahydro- thiazolyl]- 1379280-95-1 1379276-38-6 4-Thiazolemethanamine, 2-[(2-methoxyethyl)(2- 4-Thiazolemethanamine, 2-[bis(2- methylpropyl)amino]-N-(1-methylethyl]- methoxyethyl)amino]-N-ethyl- 1378907-60-8 1378904-98-3 4-Thiazolemethanamine, N-(1,1-dimethylethyl)-2- 4-Thiazolemethanamine, 2-[ethyl(2- [(2-ethoxyethyl)ethylamino]- methoxyethyl)amino]-N-(2-methylpropyl)- 1378757-36-8 1378756-38-7 4-Thiazolemethanamine, 2-[(2- 4-Thiazolemethanamine, 2-(2,2-dimethyl-4- ethoxyethyl)ethylamino]-N-(2-methoxyethyl)- morpholinyl)-N-(1-methylethyl)- 1378597-70-6 1378435-11-0 4-Thiazolemethanamine, N-ethyl-2-(2-ethyl-4- 4-Thiazolemethanamine, 2-(2-ethyl-4-mopholinyl)- morpholinyl)- N-(2-methylpropyl)- 1351081-58-7 1351040-73-7 4-Thiazolecarboxamide, 2-[2-(trifluoromethyl)-4- 4-Thiazolecarboxamide, 2-[2-[2- morpholinyl]- (dimethylamino)ethyl]-4-morpholinyl]- 1343822-98-9 1343670-12-1 Ethanone, 1-[2-[(2-methoxyethyl)methylamino]- Ethanol, 2-[(4-ethyl-2-thiazolyl)methylamino]- 4-thiazolyl]- 1343133-67-4 1342615-02-4 Ethanol, 2-[butyl(4-ethyl-2-thiazolyl)amino]- Ethanol, 2,2-[(4-ethyl-2-thiazolyl)imino]bis- 1342054-56-1 1341439-60-8 Ethanone, 1-[2-[ethyl(2-methoxyethyl)amino]-4- Glycine, N-(4-ethyl-2-thiazolyl)-N-(2- thiazolyl]- methoxyethyl)- 1339541-62-6 1339319-53-7 Ethanol, 2-[(4-ethyl-2-thiazolyl)propylamino]- 4-Thiazolemethanol, 2-[(2- methoxyethyl)methylamino]--methyl- 1339205-39-8 1339133-79-7 4-Thiazolemethanol, 2-(2-ethyl-4-morpholinyl)--methyl- Ethanol, 2-[ethyl(4-ethyl-2-thiazolyl)amino]- 1335232-10-4 1303757-32-5 1,3-Benzenediol, 4-[2-[bis(2- Glycine, N-(2-methoxyethyl)-N-(4-phenyl-2- hydroxyethyl)amino]-4-thiazolyl]- thiazolyl)- 1286070-28-7 1286014-36-5 Morpholine, 4-[4-[4-(1-methylethyl)phenyl]-2-thiazolyl]- Morpholine, 4-[4-(4-ethoxyphenyl)-2-thiazolyl]- 1271608-86-6 1252154-09-8 Ethanol, 2-[(4-ethyl-2- Morpholine, 4-[4-(2-methoxy-5-methyl)phenyl)-2- thiazolyl)(phenylmethyl)amino]- thiazolyl]- 1251030-88-2 1250660-05-9 Glycine, N-(2-methoxyethyl)-N-(4-methyl-2-thiazolyl)- Ethanol, 2-[(4-methyl-2-thiazolyl)propylamino]- 1249721-04-7 1249678-75-8 Ethanol, 2-[ethyl(4-methyl-2-thiazolyl)amino]- Ethanol, 2-[butyl(4-methyl-2-thiazolyl)amino]- 1247143-32-3 1136631-38-3 Ethanol, 2,2-[(4-methyl-2-thiazolyl)imino]bis- Morpholine, 4-[4-(2,4-dimethylphenyl)-2-thiazolyl]- 1023811-14-4 1013299-22-3 4-Thiazoleacetonitrile, 2-(4-morpholinyl)- Morpholine, 4-[4-(1,3-benzodioxol-5-yl)-2-thiazolyl]- 1004719-00-9 930082-29-4 Morpholine, 4-[4-(4-ethylphenyl)-2-thiazolyl]- Benzonitrile, 4-[2-(4-morpholinyl)-4-thiazolyl] 923850-84-4 783252-70-0 1,3-Benzenediol, 4-[2-(4-morpholinyl)-4- Morpholine, 4-[4-(3,5-dimethyl-4-isothiazolyl)-2- thiazolyl]- thiazolyl]- 771436-47-6 746552-23-8 Phenol, 2-[2-(4-morpholinyl)-4-thiazolyl]- Morpholine, 4-(3-oxido-4-phenyl-2-thiazolyl)- 732975-41-6 521318-88-7 Morpholine, 4-[4-(4-methylphenyl)-2-thiazolyl]- Morpholine, 4-[4-(2-methoxyphenyl)-2-thiazolyl]- 265107-02-6 256661-25-3 Morpholine, 4-[4-(trifluoromethyl)-2-thiazolyl]- Morpholine, 4-[4-(4-methoxyphenyl)-2-thiazolyl]- 192332-20-0 192332-18-6 Morpholine, 4-[4-(1-piperazinyl)-2-thiazolyl]- Morpholine, 4-[4-(1-piperidinyl)-2-thiazolyl] 170492-35-0 169195-54-4 Morpholine, 4-[4-(1-pyrrolidinyl)-2-thiazolyl]- Morpholine, 4,4-(214-thiazolediyl)bis- 164397-09-5 145889-64-1 Morpholine, 4-[4-(1,1-dimelhylethyl)-2-thiazolyl]- Phenol, 4-[2-(4-morpholinyl)-4-thiazolyl] 133694-26-5 130531-78-1 2-Thiazolamine, N-ethyl-N-(2-methoxyethyl)-4- 2-Thiazolamine, N-ethyl-4-(2-furanyl)-N-(2- phenyl- methoxyethyl)- 130531-76-9 130531-64-5 2-Thiazolamine, 4-cyclohexyl-N,N-bis(2- 2-Thiazolamine, N,N-bis(2-methoxyethyl)-4- methoxyethyl)- phenyl- 130531-63-4 C8 H12 N2 O2 S 2-Thiazolamine, N,N-bis(2-methoxyethyl)-4-(2- 2-(4-Morpholinyl)-4-(hydroxymethyl)thiazole thienyl)- 122320-85-8 122320-82-5 Ethanol, 2-[methyl(4-methyl-2-thiazolyl)amino]- Ethanol, 2-[methyl(4-phenyl-2-thiazolyl)amino]- 84552-01-2 58350-40-6 Ethanol, 2,2-[(4-phenyl-2-thiazolyl)imino]bis- Morpholine, 4-(4-methyl-2-thiazolyl)- 41817-60-1 19983-28-9 Morpholine, 4-(4-ethyl-2-thiazolyl)- 2-Morpholino-4-phenylthiazole. TABLE-US-00009

12. The composition according to claim 11, wherein the at least one heteroaryl coupler is chosen from those corresponding to formula 1, 2, or 3.

13. The composition according to claim 1, wherein the at least one heteroaryl coupler is present in an amount ranging from about 0.001% to about 20% by weight, relative to the total weight of the composition.

14. The composition according to claim 1, further comprising at least one fatty substance, wherein the fatty substance is present in an amount ranging from about 10% to about 80% by weight, relative to the total weight of the composition.

15. The composition according to claim 14, wherein the at least one fatty substance is liquid at 25 C. and atmospheric pressure, and is chosen from C.sub.6-C.sub.16 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, triglycerides, fatty alcohols, esters of fatty acids and/or of fatty alcohols other than triglycerides, liquid petrolatum, octyl-2-dodecanol polydecenes, liquid fatty alcohols, or mixtures thereof.

16. The composition according to claim 1, further comprising at least one metal catalyst chosen from organic acid salts of transition metals, mineral salts of rare-earth metals, and solvates, hydrates, or enantiomers thereof.

17. The composition according to claim 16, wherein the at least one metal catalyst is chosen from metal salts of oxidation state II, which bear two ligands derived from C.sub.2-C.sub.10 carboxylic acid or from (poly)hydroxy acid, wherein the metal salts are optionally complexed with two carboxylate groups corresponding to formula (II) below:
R.sub.aC(O)O-M-OC(O)R.sub.b(II) wherein: M is chosen from a metal (II) or metal.sup.2+ in oxidation state 2, and R.sub.a and R.sub.b, which may be identical or different, are chosen from (poly)(hydroxy)(C.sub.1-C.sub.6)alkyl groups.

18. The composition according to claim 1, further comprising at least one alkaline agent chosen from mineral, organic, or hybrid alkaline agents, aqueous ammonia, alkali metal carbonates or bicarbonates, sodium carbonate, bicarbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, organic amines, alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids the compounds corresponding to formula (III) below, or mixtures thereof: ##STR00517## wherein: W is a divalent C.sub.1-C.sub.6 alkylene radical optionally substituted with at least one hydroxyl group or a C.sub.1-C.sub.6 alkyl radical, and/or optionally interrupted with at least one heteroatom, O, or NR.sub.u; and R.sub.x, R.sub.y, R.sub.z, R.sub.t, and R.sub.u, which may be identical or different, are chosen from a hydrogen atom, C.sub.1-C.sub.6 alkyl, C.sub.1-C.sub.6 hydroxyalkyl, or C.sub.1-C.sub.6 aminoalkyl radical.

19. The composition according to claim 1, further comprising at least one chemical oxidizing agent chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, persalts, perborates, persulfates, or peracids.

20. A method for dyeing keratin fibers, comprising applying to the keratin fibers a final composition comprising: i) at least one oxidation base chosen from heterocyclic bases or para-phenylenediamine bases; and ii) at least one heteroaryl coupler corresponding to formula (I) below, the addition salts thereof with an organic or mineral acid or base, optical or geometrical isomers, tautomers, or solvates thereof: ##STR00518## wherein: A is chosen from oxygen or sulfur atoms; X is chosen from a nitrogen atom or a CR.sup.4 group; R.sup.1 and R.sup.2, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted; an optionally substituted aryl; an optionally substituted heteroaryl; or an optionally substituted (hetero)cycloalkyl; or alternatively, R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted heterocycloalkyl, optionally comprising at least one heteroatom chosen from oxygen, sulfur, or nitrogen; and R.sup.3 and R.sup.4, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted with at least one group; an optionally substituted aryl; an optionally substituted heteroaryl, or an optionally substituted (hetero)cycloalkyl.

21. The method according to claim 20, wherein the final composition is derived from the mixing of a composition (A) and a composition (B), wherein: composition (A) comprises: the at least one oxidation base, the at least one heteroaryl coupler, and optionally at least one alkaline agent; and composition (B) comprises at least one chemical oxidizing agent; wherein at least one of the compositions (A) and (B) comprises: at least one fatty substance, and optionally, at least one metal catalyst; and further wherein the fatty substance of the final composition is present in an amount of at least 10% by weight, relative to the total weight of the final composition.

22. The method according to claim 20, wherein the final composition is derived from the mixing of an anhydrous composition (A), a composition (B), and a composition (C), wherein: anhydrous composition (A) comprises at least one fatty substance; composition (B) comprises: the at least one oxidation base, and the at least one heteroaryl coupler; and composition (C) comprises at least one chemical oxidizing agent; wherein at least one of the compositions (A) or (B) comprises at least one alkaline agent; optionally, at least one of the compositions (A), (B), or (C) comprises at least one metal catalyst; and further wherein the fatty substance is present in the final composition in an amount of at least 10% by weight, relative to the total weight of the final composition.

23. A multi-compartment device comprising: a first compartment comprising a composition (A), composition (A) comprising: at least one oxidation base, at least one heteroaryl coupler corresponding to formula (I) below, the addition salts thereof with an organic or mineral acid or base, optical or geometrical isomers, tautomers, or solvates thereof: ##STR00519## wherein: A is chosen from oxygen or sulfur atoms; X is chosen from a nitrogen atom or a CR.sup.4 group; R.sup.1 and R.sup.2, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted; an optionally substituted aryl; an optionally substituted heteroaryl; or an optionally substituted (hetero)cycloalkyl; or alternatively, R.sup.1 and R.sup.2 form, together with the nitrogen atom that bears them, an optionally substituted heterocycloalkyl, optionally comprising at least one heteroatom chosen from oxygen, sulfur, or nitrogen; and R.sup.3 and R.sup.4, which may be identical or different, are chosen from a linear or branched (C.sub.1-C.sub.4) alkyl group, optionally interrupted with at least one heteroatom, and optionally hydrogenated or (C.sub.1-C.sub.4)alkylated, and/or optionally substituted with at least one group; an optionally substituted aryl; an optionally substituted heteroaryl, or an optionally substituted (hetero)cycloalkyl, and optionally, at least one alkaline agent; and a second compartment comprising a composition (B), composition (B) comprising at least one chemical oxidizing agent; wherein at least one of the compositions (A) and (B) comprises: at least one fatty substance, and optionally, at least one metal catalyst; further wherein the fatty substance of the composition resulting from the mixing of compositions (A)+(B) is present in an amount of at least 10% by weight, relative to the total weight of the compositions (A)+(B).

Description

EXAMPLES

(1) Dye Composition

(2) The dye composition is prepared at the time of use by mixing the three compositions below: 6.7 g of composition A+2.7 g of composition B+10 g of composition C. Each of the compositions is specified in the following tables:

(3) Composition A

(4) TABLE-US-00002 Ingredients A (g %) Liquid petroleum jelly 64.5 2-Octyldodecanol 11.5 Distearyldimethylammonium-modified hectorite 3 Propylene carbonate 1 Oxyethylenated (4 OE) sorbitan monolaurate 11 Glycol distearate 8 Oxyethylenated (2 OE) lauryl alcohol 1
Composition B

(5) TABLE-US-00003 Ingredients B (g %) Base 1, 2 or 3* 20 10.sup.3 mol % Coupler of the invention** 1, 2, 3 or 4 20 10.sup.3 mol % Free monoethanolamine 0.14 g Sodium metabisulfite 0.7 g L-Ascorbic acid 0.25 g Propylene glycol 6.2 g Ethanol 15.1 g Hexylene glycol 3 g Dipropylene glycol 3 g Benzyl alcohol 6 g pH agent qs pH = 7 Deionized water qs 100 g Base* **Couplers: 0
Composition C (Oxidizing Agent)

(6) TABLE-US-00004 Ingredients C (g %) 50% hydrogen peroxide solution 12 Liquid petroleum jelly 20 Cetylstearyl alcohol (30/70: C.sub.16/C.sub.18) 8 Oxyethylenated cetylstearyl alcohol (33 OE) 3 Tetrasodium pyrophosphate decahydrate 0.03 Crystalline sodium hexahydroxystannate 0.04 Diethylenetriaminepentaacetic acid, pentasodium salt as a 40% 0.15 aqueous solution Polydimethyldiallylammonium chloride at 40% in water, non- 0.5 stabilized Poly[(dimethyliminio)-1,3-propanediyl(dimethyliminio)-1,6- 0.25 hexanediyl dichloride] as an aqueous 60% solution Phosphoric acid qs pH Protected oxyethylenated (4 OE) rapeseed acid amides 1.3 Vitamin E 0.1 Glycerol 0.5 Deionized water qs 100
Dyeing Process

(7) Pairs of locks of natural Caucasian hair containing 90% of grey hairs (NG) are treated with 19.4 g of dye composition mixture A+B+C, which is then left on for 35 minutes at room temperature, in comparison with a series of locks that is not treated with the composition.

(8) After this leave-on time, the locks are washed with iNOA POST shampoo, rinsed and then dried under a hood.

(9) The colouring obtained is measured using a Minolta CM-3600D spectrocolorimeter.

(10) Results Obtained

Example 1

Dyeing Tests

(11) Couplers 1 to 4 of the invention are applied in combination with bases 1 to 3.

(12) Intense and varied colours are obtained.

(13) The results in terms of the build-up are collated in Table 1 below.

(14) TABLE-US-00005 TABLE 1 L* a* b* E*ab(D65) - Description (D65) (D65) (D65) build-up Colour Non-dyed control 66.68 0.4 15.05 NG lock Dyed with Base 45.19 6.04 19.81 22.72 Golden 1 + coupler 1 Dyed with Base 43.85 16.98 29.16 31.38 Coppery 1 + coupler 2 Dyed with Base 49.1 29.69 28.84 36.58 Coppery 2 + coupler 2 red Dyed with Base 39.88 9.02 3.97 29.24 Violet 3 + coupler 2 beige Dyed with Base 48.58 3.74 3.32 20.74 Beige 1 + coupler 3 Dyed with Base 45.71 21.51 17.04 29.16 Coppery 2 + coupler 3 red Dyed with Base 46.5 0.97 8.39 20.43 Grey 3 + coupler 3 Dyed with Base 51.22 5.84 6.87 17.24 Beige 1 + coupler 4 Dyed with Base 47.51 26.67 22.95 33.01 Coppery 2 + coupler 4 red Dyed with Base 47.82 0.76 8.74 19.06 Grey 3 + coupler 4

Example 2

Tests of Dyeing with Catalysis

(15) Tests are performed this time in the presence of manganese gluconate catalyst (pretreatment composition 1) and replacing at the same molar concentration the base 2-hydroxy-3-aminopyrazolopyridine HCl of composition B with 2,5-dimethoxyaniline and this time using as coupler the heteroaryl coupler 4.

Composition 1

(16) TABLE-US-00006 SM Composition 1 Laureth-2 2 g Decyl glucoside 2 g Mineral oil 78.5 g PEG-150/decyl glucoside/SMDI copolymer 0.5 g Manganese gluconate (CAS No. 6485-39-8) 0.4 g Water qs 100 g

(17) Locks of natural Caucasian hair containing 90% grey hairs (NG) are treated with: composition 1, which is left on for 10 minutes at room temperature, and then rinsed out and dried manually, the 19.4 g of dye composition mixture A+B+C, in a proportion of 6.7 g of composition A+2.7 g of composition B+10 g of composition C, which is then left on for 35 minutes at room temperature.

(18) With the manganese gluconate pretreatment, intense blonde tints are obtained.

(19) The results in terms of the build-up are collated in Table 2 below.

(20) TABLE-US-00007 TABLE 2 Type of Coupling locks L* a* b* E*ab Coupler 3 + 2,5-dimethoxyaniline NG 34.52 3.89 8.97 30.81 with pretreatment with Mn.sup.2+