Use for dyeing keratin fibres of a compound of azomethine type bearing a pyrazolopyridine unit
AssigneeL'oreal
InventorAziz Fadli
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Abstract
The invention relates to a compound chosen from dyes of azomethine type bearing a pyrazolopyridine unit of formula (I) and the leuco forms thereof of formula (II) below, and also the optical isomers and geometrical isomers thereof, the tautomers thereof, the addition salts thereof with an acid or a base, and the solvates thereof. The invention also relates to the use of these particular compounds for dyeing keratin fibers.
Claims14
A compound chosen from dyes of azomethine type bearing a pyrazolopyridine unit of formula (I), leuco forms of formula (II) thereof, optical isomers and geometrical isomers thereof, tautomers thereof, addition salts thereof with an acid or a base, and solvates or hydrates thereof:
- wherein in formulae (I) and (II), independently:
- Z1 represents an oxygen atom or a group —NR6—;
- and when Z1 represents —NR6—, then R1 and R6 may form, together with the nitrogen atom to which they are attached, an optionally substituted, 5- to 8-membered, saturated, unsaturated or aromatic heterocycle;
- R1 and R6 each independently represent:
- a hydrogen atom;
- a C1-C10 alkyl radical optionally interrupted with one or more non-adjacent heteroatoms, and/or optionally substituted, with one or more groups chosen from i) hydroxyl, ii) optionally substituted 5- to 8-membered, saturated, unsaturated or aromatic (hetero)cycle, iii) —N(R′)R″, iv) —N+R′R″R′″ with R′, R″ and R′″ each independently representing a C1-C6 alkyl group;
- or
- an optionally substituted, saturated, unsaturated or aromatic 5- to 8-membered (hetero)cycle;
- R2, R3, R4 and R5 each independently represent:
- a hydrogen atom;
- an optionally substituted C1-C4 alkyl radical;
- or
- a group chosen from —NH2, —N(H)R10, —N(R11)—R12, —OH and —OR9, with R9 and R10 representing an optionally substituted, linear or branched C1-C6 alkyl, R11 and R12, which may be identical or different, representing an optionally substituted, linear or branched C1-C6 alkyl, it being optional for R11 and R12 to form, together with the nitrogen atom to which they are attached, a saturated, unsaturated or aromatic 5- to 8-membered heterocycle optionally containing one or more other heteroatoms or groups chosen from oxygen and nitrogen, the heterocycle being optionally substituted;
- R2, R3, R4 and R5 may form, in pairs, with adjacent radicals, an optionally substituted, saturated or unsaturated or aromatic (hetero)cycle;
- R′2 and R′3, which may be identical or different, represent:
- a hydrogen atom;
- a C1-C6 alkyl radical, optionally substituted with one or more hydroxyl radicals;
- a C1-C6 alkyl carboxylate radical;
- or
- a carboxyl radical;
- R′ represents:
- a hydrogen atom;
- a C1-C6 alkyl radical;
- R′6 represents:
- a hydrogen atom;
- a halogen atom;
- a linear or branched C1-C10 alkyl radical, optionally interrupted with one or more non-adjacent oxygen atoms and/or one or more non-adjacent divalent groups —N(R′9)— and optionally substituted with one or more radicals, which may be identical or different, chosen from —OH and —N(R′7)R′8;
- a carboxyl radical;
- a C1-C10 alkyl carboxylate;
- a radical CONR′7R′8;
- a C1-C10 alkoxy radical or a C1-C10 (poly)hydroxyalkoxy radical;
- a (poly)(C1-C10 alkoxy)-(C1-C10 alkoxy) radical;
- or
- a radical —O-Ak-N(R′9)R′10 in which Ak is a linear C1-C8 or branched C3-C8 divalent alkylene radical, optionally interrupted with one or more oxygen atoms and/or non-adjacent divalent groups —N(R′7)—;
- R′7 and R′8, which may be identical or different, represent:
- a hydrogen atom;
- or
- a C1-C8 alkyl radical optionally substituted with one or more hydroxyl radicals;
- R′9 and R′10, which may be identical or different, represent i) a linear or branched C1-C6 alkyl radical, ii) a C2-C6 alkenyl radical or iii) a C2-C6 alkynyl radical;
- R′9 and R′10 may form, with the nitrogen that bears them, a saturated or unsaturated 5- to 8-membered heterocycle, one of the chain members optionally being an oxygen atom or a nitrogen atom, or a divalent radical —N(R′11)— with R′11 representing a hydrogen atom or a C1-C4 alkyl group, optionally substituted with one or more radicals chosen from —OH, —N(R′7)R′8 and C1-C4 alkyl;
- R″ represents:
- a hydrogen atom;
- or
- a linear or branched C1-C10 alkyl radical, optionally interrupted with an oxygen atom or a divalent group —N(R)— with R representing a hydrogen atom or a C1-C4 alkyl group;
- wherein when the compound of formula (I) or (II) is positively charged, then it comprises as many anionic counterions as cationic charges to achieve the electrical neutrality of the molecule.
Dependencies are inferred from the claim text.