Patent EP-0966250-B1 (EP)
Inventor: AUDOUSSET MARIE-PASCALE
IPC: A61K8/41
Filed: 1998-07-16
Granted: 2004-11-17
Abstract: Hair dye compositions containing 2-chloro-6-methyl-3-aminophenol as first coupler, at least one additional coupler selected from meta-aminophenols and meta-phenylenediamines, and at least one oxidation base. The composition may not contain both 2-beta-hydroxyethyl paraphenylenediamine and 2-methyl-5-aminophenol simultaneously. The oxidation base is selected from p-phenylenediamines, double bases, p-aminophenols, o-aminophenols and heterocyclic oxidation bases. The p-phenylenediamines have the formula (I); R1  =  H, 1-4 C alkyl, 1-4 C hydroxyalkyl, 2-4 C polyhydroxyalkyl, alkoxy(C1-C4)alkyl(C1-C4), or 1-4 C alkyl substituted by a nitrogen-containing group, phenyl or 4'-aminophenyl group;  R2  =  H, 1-4 C alkyl, 1-4 C monohydroxyalkyl, 2-4 C polyhydroxyalkyl, alkoxy(C1-C4)alkyl(C1-C4), or 1-4 C alkyl substituted by a nitrogen-containing group;  R3  =  H, halo,1-4 C alkyl, 1-4 C monohydroxyalkyl, 1-4 C hydroxyalkoxy ,1-4 C acetylaminoalkoxy, 1-4 C mesylaminoalkoxy, or 1-4 C carbamoylaminoalkoxy ;  R4  =  H , halo or 1-4 C alkyl The double bases have the formula (II); Z1 and Z2 (same or different)  =  OH or NH2 which may be substituted by a 1-4 C alkyl or by a bridging link Y;  the bridging link Y  =  1-14 C alkylene which may be linear or branched and which may be interrupted by one or more N-containing groups and/or by one or more heteroatoms such as O, S or N, and optionally substituted by one or more OH grouops or 1-6 C alkoxy groups;  R5 and R6  =  H, halogen, 1-4 C alkyl, 1-4 C monohydroxyalkyl, 2-4 C polyhydroxyalkyl, 1-4 C aminoalkyl or a bridging link Y;  R7, R8, R9, R10, R11 and R12 (same or different)  =  H, a bridging link Y or 1-4 C alkyl;  provided that the compounds (I) contain only one bridging link Y per molecule. The p-aminophenols have the formula (III); R13 = H, halo, 1-4C alkyl, 1-4C monohydroxyalkyl, 1-4C alkoxy, 1-4C aminoalkyl or 1-4C hydroxyalkyl 1-4Caminoalkyl; R14  =  H, halo, 1-4 C alkyl, 1-4 C monohydroxyalkyl, 2-4 C polyhydroxyalklyl, 1-4 C aminoalkyl, 1-4 C cyanoalkyl or alkoxy(C1-C4)alkyl(C1-C4);  provided that at least one of R13 and R14  =  H. The heterocylic bases are selected e.g. from pyridinic, pyrimidinic, pyrazolic, and pyrazolo-pyrimidinic derivatives and their acid addition salts. The m-aminophenol compounds have the formula (V); R19  =  H, 1-4 C alkyl, 1-4 C monohydroxyalkyl or 2-4 C polyhydroxyalkyl;  R20  =  H, 1-4 C alkyl, 1-4 C alkoxy or halo; R21  =  H, 1-4 C alkyl, 1-4 C alkoxy, 1-4 C monohydroxyalkyl, 2-4 C polyhydroxyalkyl, 1-4 C monohydroxyalkoxy or 2-4 C polyhydroxyalkoxy. The m-phenylenediamine compounds have the formula (VI); R22  =  H, 1-4 C alkyl, 1-4 C monohydroxyalkyl or 2-4 C polyhydroxyalkyl;  R23 and R24 (same or different)  =  H, 1-4 C alkyl, 1-4 C monohydroxyalkoxy or 2-4 C polyhydroxyalkoxy; R25  =  H, 1-4 C alkoxy, 1-4 C aminoalkoxy, 1-4 C monohydroxyalkoxy, 2-4 C polyhydroxyalkoxy or 2,4-diaminophenoxyalkoxy. Independent claims are included for: (a)  a procedure for dyeing the hair by applying the tinctorial composition in conjunction with an oxidising composition to develop the color; and (b) a kit containing separate quantities of the tinctorial composition and the oxidising composition.