Indolylthiazoliumazo dyes-containing colorants for keratin fibers

1. An agent for coloring keratin fibers comprising:

water;

optionally at least one monohydric alcohol with 1 to 4 carbon atoms;

optionally at least one dihydric or trihydric alcohol with 2 to 6 carbon atoms;

at least one cosmetic additive selected from the group consisting of anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic surfactants, zwitterionic surfactants, thickeners, hair-care agents, moisturizers, electrolytes, antioxidants, fatty amides, sequestering agents, film-forming agents, and preservatives; and

at least one indolylthiazoliumazo dye of general formula (I)

wherein

R1 is a saturated or unsaturated (C 1 -C 12 )-alkyl group, a halogen atom substituted (C 1 -C 12 )-alkyl group, a hydroxy-(C 1 -C 12 )-alkyl group, a (C 1 -C 6 )-alkoxy-(C 1 -C 12 )-alkyl group, an amino-(C 1 -C 12 )-alkyl group, a (C 1 -C 6 )-alkylamino-(C 1 -C 12 )-alkyl group, a di(C 1 -C 6 )-alkyl-amino-(C 1 -C 12 )-alkyl group, a cyano-(C 1 -C 12 )-alkyl group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted benzyl group;

R2 and R3 can be equal or different and independently of each other stand for hydrogen, a halogen atom, a saturated or unsaturated (C 1 -C 12 )-alkyl group, a (C 1 -C 12 )-alkoxy group, a nitro group, an amino group, a (C 1 -C 12 )-alkylamino group, a di(C 1 -C 12 )-alkylamino group, a (C 1 -C 12 )-hydroxyalkylamino group, a di(C 1 -C 12 )-hydroxyalkylamino group, a substituted or unsubstituted phenyl group or a substituted or unsubstituted heteroaryl group;

R4 stands for hydrogen, a saturated or unsaturated (C 1 -C 12 )-alkyl group, a halogen atom substituted (C 1 -C 12 )-alkyl group, a hydroxy-(C 1 -C 12 )-alkyl group, (C 1 -C 6 )-alkoxy-(C 1 -C 12 )-alky group, an amino-(C 1 -C 12 )-alkyl group, a (C 1 -C 6 )-alkylamino-(C 1 -C 12 )-alkyl group, a di(C 1- 6 )-alkylamino-(C 1-C 12 )-alkyl group, a cyano-(C 1 -C 12 )-alkyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted benzyl group or a substituted or unsubstituted heteroaryl group;

R5, R6, R7 and R8 can be equal or different and independently of each other stand for hydrogen, a halogen atom, a saturated or unsaturated (C 1 -C 12 )-alkyl group, a hydroxyl group, a (C 1 -C 12 )-alkoxy group, a nitro group, an amino group, a (C 1 -C 12 )-alkylamino group or a di(C 1 -C 12 )-alkylamino group, and

A − stands for an anion of an organic or inorganic acid.

2. Agent An agent as defined in claim 1 , wherein R1 stands for a saturated or unsaturated (C 1 -C 12 )-alkyl group and R4 stands for hydrogen, a saturated or unsaturated (C 1 -C 12 )-alkyl group or a substituted or unsubstituted phenyl group.

3. An agent as defined in claim 2 , wherein R1 stands for a saturated (C 1 -C 12 )-alkyl group and R4 stands for hydrogen, a saturated (C 1 -C 12 )-alkyl group or an un-substituted phenyl group.

4. An agent as defined in claim 1 , wherein A − stands for a chloride, bromide, iodide, hydrogen sulfate, sulfate, toluenesulfonate, benzenesulfonate, monomethylsulfate, hexafluorophosphate, hexafluoroantimonate, tetrafluororborate, tetraphenylborate, formate, acetate or propionate anion.

5. An agent as defined in claim 1 , wherein the compound of formula (I) is selected from among 3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,4-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,4-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,4-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,5-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,5-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)-azo]-thiazolium bromide, 3,5-dimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,4,5-trimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,4,5-trimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,4,5-trimethyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-bromo-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-bromo-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 5-bromo-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-methoxy-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-methoxy-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 5-methoxy-3-methyl-2-[(1-methyl-2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,4-dimethyl-2-[(2-phenyl-1H -indol-3-yl)azo]thiazolium chloride, 3,4-dimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]-thiazolium bromide, 3,4-dimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,5-dimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,5-dimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,5-dimethyl-2-[(2-phenyl-1H-indol-3-yl)-azo]thiazolium monomethylsulfate, 3,4,5-trimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,4,5-trimethyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,4,5-trimethyl2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-bromo-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-bromo-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 5-bromo-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-methoxy-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-methoxy-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium bromide, 5-methoxy-3-methyl-2-[(2-phenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3-methyl-2-[(1,2-di-phenyl-1H-indol-3-yl)azo]thiazolium chloride, 3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]-thiazolium bromide, 3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethyl-sulfate, 3,4-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,4-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,4-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3, 5-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl) -azo]thiazolium chloride, 3,5-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,5-dimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 3,4,5-trimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium chloride, 3,4,5-trimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium bromide, 3,4,5-trimethyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-bromo-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-bromo-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium bromide, 5-bromo-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate, 5-methoxy-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium chloride, 5-methoxy-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium bromide and 5-methoxy-3-methyl-2-[(1,2-diphenyl-1H-indol-3-yl)azo]thiazolium monomethylsulfate.

6. An agent as defined in claim 1 , wherein the agent contains the compound of formula ( 1 ) in an amount from 0.01 to 10 weight percent.

7. An agent as defined in claim 1 , wherein the agent contains at least one additional direct dye.

8. An agent as defined in claim 7 , wherein the agent contains the additional direct dye in a total amount from 0.01 to 4 weight percent.

9. An agent as defined in claim 1 , wherein the agent additionally contains oxidation dye precursors and before use is mixed with an oxidant.

10. An agent as defined in claim 1 , wherein the agent has a pH ranging from 3 to 10.

11. An agent as defined in claim 1 , wherein the agent contains at least one natural polymer, synthetic polymer or modified polymer of natural origin commonly used in cosmetic agents and is in the form of a tinting fixative or dye fixative.

12. An agent as defined in claim 1 , wherein the agent is a hair colorant.