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US 6,712,861 B2Granted
Composition for dyeing keratin fibers and dyeing method using same
AssigneeL'oreal
InventorChristine Rondeau
Life of this patent
Estimating the term…
Abstract
The invention relates to a ready-to-use composition for dyeing keratin fibers, and in particular human keratin fibers such as the hair, comprising, in a medium which is suitable for dyeing, at least one suitably selected cationic direct dye and at least one nitrobenzene direct dye, as well as to the dyeing process using this composition.
Claims33
A ready-to-use composition for dyeing keratin fibers, comprising:
- at least one nitrobenzene direct dye;
- and,
- at least one cationic direct dye chosen from:
- (a) compounds of formula (I), below:
- wherein:
- X is an anion;
- R1 and R2, which may be identical or different, are chosen from a hydrogen atom, a
- 4′-aminophenyl radical, and C1-C4 alkyl radicals which can be substituted with a —CN, —OH or —NH2 radical, or form, with a carbon atom of the benzene ring, an optionally oxygenated or nitrogenous heterocycle which can be substituted with one or more C1-C4 alkyl radicals;
- R3 and R′3, which may be identical or different, are chosen from a hydrogen atom halogen atoms chosen from chlorine, bromine, iodine and fluorine, cyano radicals, C1-C4 alkoxy radicals, and acetyloxy radicals;
- D is chosen from a nitrogen atom and a —CH group;
- A is chosen from structures A1 to A19, below:
- wherein R4 is chosen from C1-C4 alkyl radicals which can be substituted with a hydroxyl radical and R5 is chosen from C1-C4 alkoxy radicals,
- and further wherein when D is a —CH group, when A is A4 or A13, and when R3 is other than an alkoxy radical, then R1 and R2 are not simultaneously a hydrogen atom,
- and further wherein when D is a nitrogen atom, A is chosen from A1-A12 and A14-A19;
- (b) compounds of formula (II), below:
- wherein:
- R6 is chosen from a hydrogen atom and C1-C4 alkyl radicals;
- R7 is chosen from a hydrogen atom, alkyl radicals which can be substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R6, a heterocycle, which can be oxygenated or nitrogenous, and which can be substituted with at least one C1-C4 alkyl radical;
- R8 and R9, which may be identical or different, are chosen from a hydrogen atom, halogen atoms, C1-C4 alkyl radicals, C1-C4 alkoxy radicals, and a —CN radical;
- X− is an anion;
- B is chosen from structures B1 to B6, below:
- wherein:
- R10 is chosen from C1-C4 alkyl radicals;
- R11 and R12, which may be identical or different, are chosen from a hydrogen atom and C1-C4 alkyl radicals;
- (c) compounds of formula (III) and compounds of formula (III′) below:
- wherein
- R13 is chosen from a hydrogen atom, C1-C4 alkoxy radicals, halogen atoms, and amino radicals;
- R14 is chosen from a hydrogen atom and C1-C4 alkyl radicals, or forms, with a carbon atom of the benzene ring, a heterocycle which is optionally oxygenated and which can be substituted with at least one C1-C4 alkyl group,
- R15 is chosen from a hydrogen atom and halogen atoms;
- R16 and R17, which may be identical or different, are chosen from a hydrogen atom and C1-C4 alkyl radicals;
- D1 and D2, which may be identical or different, are chosen from a nitrogen atom and a —CH group;
- X− is an anion;
- m=0 or 1,
- wherein when R13 is an unsubstituted amino group, then D1 and D2 simultaneously are a —CH group and m=0;
- and
- E is chosen from structures E1 to E8 below:
- and with the proviso that when m=0 and D1 is a nitrogen atom, then E can also be chosen from E9 below:
- wherein R′ for structures E1 to E9 is chosen from C1-C4 alkyl radicals, and
- with the further proviso that in said compounds of formula (III) when D1 and D2 are simultaneously nitrogen atoms, m=0, R13 is an amino radical and R15 is a hydrogen atom, then E is chosen from E1, E3 to E5, E7 and E8.
36 more elements
A process for dyeing keratin fibers, comprising applying at least one ready-to-use composition for the oxidation dyeing of keratin fibers to said fibers for a period of time sufficient to develop a desired coloration, wherein said ready-to-use dye composition comprises:
- at least one nitrobenzene direct dye;
- and,
- at least one cationic direct dye chosen from:
- (a) compounds of formula (I), below:
- wherein:
- X− is an anion;
- R1 and R2, which may be identical or different, are chosen from a hydrogen atom, a 4′-aminophenyl radical, and C1-C4 alkyl radicals which can be substituted with a —CN, —CH or —NH2 radical, or form, with a carbon atom of the benzene ring, an optionally oxygenated or nitrogenous heterocycle which can be substituted with one or more C1-C4 alkyl radicals;
- R3 and R′3, which may be identical or different, are chosen from a hydrogen atom, halogen atoms chosen from chlorine, bromine, iodine and fluorine, cyano radicals, C1-C4 alkoxy radicals, and acetyloxy radicals;
- D is chosen from a nitrogen atom and a —CH group;
- A is chosen from structures A1 to A19, below:
- wherein R4 is chosen from C1-C4 alkyl radicals which can be substituted with a hydroxyl radical and R5 is chosen from C1-C4 alkoxy radicals,
- and further wherein when D is a —CH group, when A is A4 or A13, and when R3 is other than an alkoxy radical, then R1 and R2 are not simultaneously a hydrogen atom,
- and further wherein when D is a nitrogen atom, A is chosen from A1-A12 and A14-A19;
- (b) compounds of formula (II), below:
- wherein:
- R6 is chosen from a hydrogen atom and C1-C4 alkyl radicals;
- R7 is chosen from a hydrogen atom, alkyl radicals which can be substituted with a —CN radical or with an amino group, and a 4′-aminophenyl radical, or forms, with R6, a heterocycle, which can be oxygenated or nitrogenous, and which can be substituted with at least one C1-C4 alkyl radical;
- R8 and R9, which may be identical or different, are chosen from a hydrogen atom, halogen atoms, C1-C4 alkyl radicals, C1-C4 alkoxy radicals, and a —CN radical;
- X− is an anion;
- B is chosen from structures B1 to B6, below:
- wherein:
- R10 is chosen from C1-C4 alkyl radicals;
- R11 and R12, which may be identical or different, are chosen from a hydrogen atom and C1-C4 alkyl radicals;
- (c) compounds of formula (III) and compounds of formula (III′) below:
- wherein
- R13 is chosen from a hydrogen atom, C1-C4 alkoxy radicals, halogen atoms, and amino radicals;
- R14 is chosen from a hydrogen atom and C1-C4 alkyl radicals, or forms, with a carbon atom of the benzene ring, a heterocycle which is optionally oxygenated and which can be substituted with at least one C1-C4 alkyl group,
- R15 is chosen from a hydrogen atom and halogen atoms;
- R16 and R17, which may be identical or different, are chosen from a hydrogen atom and C1-C4 alkyl radicals;
- D1 and D2, which may be identical or different, are chosen from a nitrogen atom and a —CH group;
- X− is an anion;
- m=0 or 1,
- wherein when R13 is an unsubstituted amino group, then D1 and D2 simultaneously are a —CH group and m=0;
- and
- E is chosen from structures E1 to E8 below:
- and with the proviso that when m=0 and D1 is a nitrogen atom, then E can also be chosen from E9 below:
- wherein R′ for structures E1 to E9 is chosen from C1-C4 alkyl radicals, and
- with the further proviso that in said compounds of formula (III) when D1 and D2 are simultaneously a nitrogen atom, m=0, R13 is an amino radical and R15 is a hydrogen atom, then E is chosen from E1, E3 to E5, E7 and E8.
35 more elements
Dependencies are inferred from the claim text.