Agents for dyeing keratin fibres, containing at least one dimeric, dicationic azo dye and at least one non-ionic surfactant

Patent metadata

Field	Value
Publication number	US-10226648-B2
Application number	US-201515528539-A
Country	US
Kind code	B2
Filing date	Oct 2, 2015
Priority date	Nov 25, 2014
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

The present disclosure relates to agents for dyeing keratin fibres, in particular human hair, containing, in a cosmetic carrier (a) at least one direct dye of formula (I), and (b) at least one non-ionic surfactant.

First claim

The invention claimed is:

1. An agent for dyeing keratinic fibers comprising, in a cosmetic carrier,
(a) at least one direct dye of the formula (I),

where
R1, R4 independently of one another stand for a C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, a hydroxy-C 2 -C 6 alkyl group, a cyano-C 1 -C 6 alkyl group, a halogen-C 1 -C 6 alkyl group, an aryl-C 1 -C 6 alkyl group, a heteroaryl-C 1 -C 6 alkyl group, an aryl group, or a heteroaryl group,
R2, R3 independently of one another stand for a hydrogen atom, C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, a hydroxy-C 2 -C 6 alkyl group, a cyano-C 1 -C 6 alkyl group, a halogen-C 1 -C 6 alkyl group, an aryl-C 1 -C 6 alkyl group, a heteroaryl-C 1 -C 6 alkyl group, an aryl group, or a heteroaryl group,
R5, R6, R7, R8 independently of one another stand for a hydrogen atom, a C 1 -C 6 alkyl group, a halogen atom from the group comprising chlorine, bromine, fluorine, or iodine, or for a C 1 -C 6 alkoxy group,
X1, X2 independently of one another stand for a physiologically acceptable anion, chloride, bromide, iodide, methyl sulfate, methyl sulfonate, p-toluenesulfonate, acetate, hydrogen sulfate, ½ sulfate, or ½ tetrachlorozincate,
Q stands for a grouping of the formula (III), (IV), or (V),

m, p, q each independently of one another stand for the numbers 2 or 3,
R9 stands for a hydrogen atom, for a C 1 -C 6 alkyl group, for a C 2 -C 6 alkenyl group, or for a hydroxy-C 2 -C 6 alkyl group,
and
(b) at least one nonionic surfactant.

2. The agent according to claim 1 , wherein the agent comprises (a) at least one direct dye of the general formula (I), in which
R 1 , R 4 independently of one another stand for a C 1 -C 6 alkyl group,
R 2 , R 3 independently of one another stand for a hydrogen atom or for a C 1 -C 6 alkyl group,
R5, R6, R7, R8 each stand for a hydrogen atom.

3. The agent according to claim 1 , wherein the agent comprises (a) at least one direct dye of the general formula (I), which is selected from:
salts of 3-methyl-2-(2-{4-[methyl({3-[methyl({4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl})amino]propyl})amino]phenyl}diazen-1-yl)-1,3-thiazol-3-ium,
salts of 3-methyl-2-{2-[4-({2-[2-({4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}amino)ethoxy]ethyl}amino)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-methyl-2-(2-{4-[methyl(2-{2-[methyl({4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl})amino]ethoxy}ethyl)amino]phenyl}diazen-1-yl)-1,3-thiazol-3-ium,
salts of 2-(2-{4-[ethyl(2-{2-[ethyl({4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl})amino]ethoxy}ethyl)amino]phenyl}diazen-1-yl)-3-methyl-1,3-thiazol-3-ium,
salts of 3-ethyl-2-{2-[4-({2-[2-({4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}amino)ethoxy]ethyl}amino)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-ethyl-2-{2-[4-({2-[2-({4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}(methyl)amino)ethoxy]ethyl}(methyl)amino)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-ethyl-2-(2-{4-[ethyl(2-{2-[ethyl({4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl})amino]ethoxy}ethyl)amino]phenyl}diazen-1-yl)-1,3-thiazol-3-ium,
salts of 3-methyl-2-{2-[4-(10-{4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-4,7-dioxa-1,10-diazadecan-1-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-methyl-2-{2-[4-(11-{4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-5,8-dioxa-2,11-diazadodecan-2-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-methyl-2-{2-[4-(12-{4-[2-(3-methyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-6,9-dioxa-3,12-diazatetradecan-3-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-ethyl-2-{2-[4-(10-{4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-4,7-dioxa-1,10-diazadecan-1-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium,
salts of 3-ethyl-2-{2-[4-(11-{4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-5,8-dioxa-2,11-diazadodecan-2-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium, and/or
salts of 3-ethyl-2-({2-[4-(12-({4-[2-(3-ethyl-1,3-thiazol-3-ium-2-yl)diazen-1-yl]phenyl}-6,9-dioxa-3,12-diazatetradecan-3-yl)phenyl]diazen-1-yl}-1,3-thiazol-3-ium.

4. The agent according to claim 1 , wherein, based on the total weight of the agent, the agent contains one or more direct dyes (a) of the formula (I) in a total amount of 0.01 to 4.5% by weight.

5. The agent according to claim 1 , wherein the agent comprises (b) at least one nonionic surfactant, which is selected from:
adducts of 2 to 100 mol of ethylene oxide and/or 2 to 100 mol of propylene oxide to linear and branched fatty alcohols having 12 to 30 C atoms, fatty alcohol polyglycol ethers or fatty alcohol polypropylene glycol ethers or mixed fatty alcohol polyethers,
adducts of 2 to 100 mol of ethylene oxide and/or 2 to 100 mol of propylene oxide to linear and branched fatty acids having 12 to 30 C atoms, fatty acid polyglycol ethers or fatty acid polypropylene glycol ethers or mixed fatty acid polyethers, and
adducts of 5 to 60 mol of ethylene oxide to castor oil and hydrogenated castor oil.

6. The agent according to claim 1 , wherein the agent comprises as nonionic surfactant (b) at least one compound of the formula (B1) and/or at least one compound of the formula (B2),

where
R10 stands for a linear or branched C 12 -C 30 alkyl group and
x stands for an integer from 2 to 100,

where
R11 stands for a linear or branched C 11 -C 29 alkyl group and
y stands for an integer from 2 to 100.

7. The agent according to claim 1 , wherein the agent comprises as nonionic surfactant (b) at least one compound of the formula (B1),

where
R10 stands for a linear or branched C 12 -C 30 alkyl group and
x stands for an integer from 10 to 50.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Gebert-Schwarzwaelder Antje
• Moch Melanie

Classifications

• C09B44/20

  Thiazoles or hydrogenated thiazoles · CPC title

• A61Q5/065 Primary

  Preparations for temporary colouring the hair, e.g. direct dyes · CPC title

• A61K8/34

  Alcohols · CPC title

• A61K8/49 Primary

  containing heterocyclic compounds · CPC title