Cationic naphthyldiazo dyes and keratin fibers-coloring agents containing these dyes
AssigneeWella Aktiengesellschaft
InventorsOtto Goettel, Andre Hayoz, Hans-Juergen Braun
Life of this patent
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Abstract
Cationic naphthyldiazo dyes of general formula (I) and colorants for keratin fibers containing these dyes.
Claims11
An agent for coloring keratin fibers comprising at least one cationic naphthyldiazo dye of general formula (I) and at least one other dye besides the dye of general formula (I),
- wherein
- R1 stands for a hydrogen atom, halogen atom, straight-chain or branched (C1-C4)-alkyl group, straight-chain or branched (C1-C4)-alkoxy group, phenyl group or (C2-C4)-hydroxyalkyl group;
- R2 and R3 can be equal or different and independently of each other stand for a hydrogen atom, hydroxyl group, amino group, acetylamino group, (C1-C6)-alkoxy group, (C2-C4)-hydroxyalkoxy group, (C3-C6)-di- or polyhydroxyalkoxy group, —COOR group, —NRR′ group or —CONRR′ group, wherein R and R′ can be equal or different and stand for a hydrogen atom, a straight-chain or branched (C1-C6)-alkyl group or a hydroxyethyl group, or R and R′ together with the nitrogen atom to which they are attached form a heterocycle with at least four ring members optionally containing other heteroatoms and R and R′ and the afore-described heterocycle possibly being substituted with an alkyl group, alkoxy group, hydroxyalkyl group or aminoalkyl group;
- G stands for a nitrogen atom or a methine group (CH);
- Y stands for an oxygen atom, or an N—(C1-C4)-alkyl group;
- L represents a bridging group and stands for a straight-chain or branched (C1-C14)-alkylene group which optionally can be interrupted by one or more heteroatoms, the bridging group optionally being substituted with one or more hydroxyl groups, monohydroxy-(C2-C6)-alkyl groups, polyhydroxy-(C2-C6)-alkyl groups or (C1-C6)-alkoxy groups;
- Q+ stands for a saturated cationic group of formula (II) or an unsaturated cationic group of formulas (III) to (V)
- wherein
- R4 to R6 can be equal or different and independently of each other denote a straight-chain or branched (C1-C6)-alkyl group, (C2-C4)-hydroxyalkyl group, (C3-C6)-dihydroxyalkyl group, (C3-C6)-polyhydroxyalkyl group or (C1-C6)-alkoxy-(C1-C4)-alkyl group, or two of the R4 to R6 groups, together with the nitrogen atom to which they are attached, form a five-membered or six-membered heterocycle optionally interrupted by one or more heteroatoms such as an oxygen atom, sulfur atom or nitrogen atom and optionally bearing other substituents, for example a halogen atom, hydroxyl group, amino group, straight-chain or branched (C1-C6)-alkyl group, (C1-C6)-alkoxy group, (C1-C6)-alkoxy-(C1-C4)-alkyl group or hydroxyethyl group;
- R7 stands for a straight-chain or branched (C1-C8)-alkyl group, allyl group, vinyl group, hydroxyethyl group or benzyl group;
- R8 stands for a hydrogen atom, straight-chain or branched (C1-C9)-alkyl group, amino group, di-(C1-C6)-alkylamino group or pyrrolidino group;
- R9 stands for a straight-chain or branched (C1-C8)-alkyl group, allyl group, vinyl group, hydroxyethyl group, dihydroxypropyl group or benzyl group, and
- X− stands for an anion.
An agent for coloring keratin fibers that is in the form of a tinting fixative or dye fixative, comprising at least one cationic naphthyldiazo dye of general formula (I) and at least one polymer selected from the group consisting of natural polymers, synthetic polymers, and modified polymers of natural origin,
- wherein
- R1 stands for a hydrogen atom, halogen atom, straight-chain or branched (C1-C4)-alkyl group, straight-chain or branched (C1-C4)-alkoxy group, phenyl group or (C2-C4)-hydroxyalkyl group;
- R2 and R3 can be equal or different and independently of each other stand for a hydrogen atom, hydroxyl group, amino group, acetylamino group, (C1-C6)-alkoxy group, (C2-C4)-hydroxyalkoxy group, (C3-C6)-di- or polyhydroxyalkoxy group, —COOR group, —NRR′ group or —CONRR′ group, wherein R and R′ can be equal or different and stand for a hydrogen atom, a straight-chain or branched (C1-C6)-alkyl group or a hydroxyethyl group, or R and R′ together with the nitrogen atom to which they are attached form a heterocycle with at least four ring members optionally containing other heteroatoms and R and R′ and the afore-described heterocycle possibly being substituted with an alkyl group, alkoxy group, hydroxyalkyl group or aminoalkyl group;
- G stands for a nitrogen atom or a methine group (CH);
- Y stands for an oxygen atom, or an N—(C1-C4)-alkyl group;
- L represents a bridging group and stands for a straight-chain or branched (C1-C14)-alkylene group which optionally can be interrupted by one or more heteroatoms, the bridging group optionally being substituted with one or more hydroxyl groups, monohydroxy-(C2-C6)-alkyl groups, polyhydroxy-(C2-C6)-alkyl groups or (C1-C6)-alkoxy groups;
- Q+ stands for a saturated cationic group of formula (II) or an unsaturated cationic group of formulas (III) to (V)
- wherein
- R4 to R6 can be equal or different and independently of each other denote a straight-chain or branched (C1-C6)-alkyl group, (C2-C4)-hydroxyalkyl group, (C3-C6)-dihydroxyalkyl group, (C3-C6)-polyhydroxyalkyl group or (C1-C6)-alkoxy-(C1-C4)-alkyl group, or two of the R4 to R6 groups, together with the nitrogen atom to which they are attached, form a five-membered or six-membered heterocycle optionally interrupted by one or more heteroatoms such as an oxygen atom, sulfur atom or nitrogen atom and optionally bearing other substituents, for example a halogen atom, hydroxyl group, amino group, straight-chain or branched (C1-C6)-alkyl group, (C1-C6)-alkoxy group, (C1-C6)-alkoxy-(C1-C4)-alkyl group or hydroxyethyl group;
- R7 stands for a straight-chain or branched (C1-C6)-alkyl group, allyl group, vinyl group, hydroxyethyl group or benzyl group;
- R8 stands for a hydrogen atom, straight-chain or branched (C1-C9)-alkyl group, amino group, di-(C1-C6)-alkylamino group or pyrrolidino group;
- R9 stands for a straight-chain or branched (C1-C8)-alkyl group, allyl group, vinyl group, hydroxyethyl group, dihydroxypropyl group or benzyl group, and
- X− stands for an anion.
Dependencies are inferred from the claim text.