Dark coloured azo dyes
View Patent ↗The present invention relates to a) a non-oxidative coloring agent for keratin fibers, in particular human hair, comprising at least one dye according to formula (I) or (II), b) an oxidative coloring agent for keratin fibers, in particular human hair, which comprises at least one oxidizing agent (e.g. hydrogen peroxide), at least one oxidative dye precursor and at least one dye according to formula (I) or (II), and c) a lightening agent for keratin fibers, in particular human hair, which comprises at least one oxidizing agent (e.g. hydrogen peroxide) and at least one dye according to formula (I) or (II), with R4 being a cationic group.
1. An agent for the oxidative colouring of keratin fibres, comprising at least one oxidizing agent and at least one oxidative dye precursor and at least one dye selected from the group consisting of 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-piperidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-piperidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate, 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-pyrrolidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-pyrrolidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate, 2-[{4-[(E)-{4-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{4-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate and 2-[{4-[(E)-(4-chloro-5-formyl-1,3-thiazol-2-yl)diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate.
2. An agent according to claim 1 , comprising at least one polymer customary for cosmetic agents, selected from the group consisting of natural polymers, synthetic polymers and modified polymers of natural origin, and is in the form of a tinting setting composition or colour setting composition.
3. An agent according to claim 1 , wherein the oxidizing agent is selected from the group consisting of hydrogen peroxide and its addition compounds onto urea, melamine, sodium borate and sodium carbonate.
4. An agent for the non-oxidative colouring of keratin fibres, comprising at least one dye selected from the group consisting of: 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-piperidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-piperidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate, 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-pyrrolidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-4-(1-pyrrolidinyl)-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate, 2-[{4-[(E)-{4-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate, sodium 2-[{4-[(E)-{4-chloro-5-[(1,3-dioxo-1,3-dihydro-2H-inden-2-ylidene)methyl]-1,3-thiazol-2-yl}diazenyl]phenyl}(ethyl)amino]ethyl sulfate and 2-[{4-[(E)-(4-chloro-5-formyl-1,3-thiazol-2-yl)diazenyl]phenyl}(ethyl)amino]ethyl hydrogen sulfate.
5. An agent according to claim 4 , comprising of from 0.01 to 10 percent by weight of the at least one dye.
6. An agent according to claim 4 , additionally comprising from 0.01 percent to 5 percent by weight of at least one direct dye selected from the group consisting of nitro dyes, azo dyes, anthraquinone dyes, triphenylmethane dyes, basic dyes, acidic dyes and naturally occurring dyes.
7. A dye having the follow structure:
wherein R4 is selected from chlorine,
R3 is selected from formyl or
and
Y is selected from hydrogen, sodium or potassium.
8. The dye of claim 7 wherein R4 is
R3 is
and Y is selected from hydrogen, sodium or potassium.
9. The dye of claim 8 wherein Y is selected as hydrogen.
10. The dye of claim 8 wherein Y is selected as sodium.
11. The dye of claim 7 wherein R4 is
R3 is
and Y is selected from hydrogen, sodium or potassium.
12. The dye of claim 11 wherein Y is selected as hydrogen.
13. The dye of claim 11 wherein Y is selected as sodium.
14. The dye of claim 7 wherein R4 is chlorine; R3 is
and Y is selected from hydrogen, sodium or potassium.
15. The dye of claim 14 wherein Y is selected as hydrogen.
16. The dye of claim 14 wherein Y is selected as sodium.
17. The dye of claim 7 wherein R4 is chlorine; R3 is formyl and Y is selected from hydrogen, sodium or potassium.
18. The dye of claim 17 wherein Y is selected as hydrogen.
19. The dye of claim 17 wherein Y is selected as sodium.