Oxidative dyeing agent for keratin fibers comprising novel dye precursor combinations

Patent metadata

Field	Value
Publication number	US-12109291-B2
Application number	US-202318111117-A
Country	US
Kind code	B2
Filing date	Feb 17, 2023
Priority date	Feb 25, 2022
Publication date	Oct 8, 2024
Grant date	Oct 8, 2024

Abstract

The subject of the present application is an agent for the oxidative dyeing of keratinous fibers, in particular human hair, which contains the coupling oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol in combination with the oxidation base 2-methoxymethyl-para-phenylenediamine.

First claim

What is claimed is:

1. An agent for the oxidative dyeing of keratinous fibers, comprising:
(A) a coupling oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol and/or at least one of its physiologically tolerated salts, and
(B) an oxidation base 2-methoxymethyl-para-phenylenediamine and/or at least one of its physiologically tolerated salts,
wherein the agent is substantially free of any resorcinol compound of structure (I)

in which
X means a hydrogen atom or a C1-C10 alkyl group,
wherein the agent is further substantially free of any chlorinated aromatic nitro dyes, and
wherein the agent is further substantially free of dissolved hydrogen peroxide.

2. The agent according to claim 1 , wherein the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol and/or at least one of its physiologically tolerated salts comprises 0.01 wt % to 5.0 wt % based on the total weight of the agent.

3. The agent according to claim 1 , wherein the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol and/or at least one of its physiologically tolerated salts comprises 0.03 wt % to 3.0 wt % based on the total weight of the agent.

4. The agent according to claim 1 , wherein the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol and/or at least one of its physiologically tolerated salts comprises 0.05 wt % to 1.5 wt % based on the total weight of the agent.

5. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-p-phenylenediamine and/or at least one of its physiologically tolerated salts comprises 0.01 wt % to 5.0 wt % based on the total weight of the agent.

6. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-p-phenylenediamine and/or at least one of its physiologically tolerated salts comprises 0.03 wt % to 3.0 wt % based on the total weight of the agent.

7. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-p-phenylenediamine and/or at least one of its physiologically tolerated salts comprises 0.05 wt % to 1.5 wt % based on the total weight of the agent.

8. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-para-phenylenediamine or at least one of its physiologically tolerated salts (B) and the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol or at least one of its physiologically tolerated salts (A) are present at a molar ratio (B)/(A) of 1.0 to 2.3.

9. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-para-phenylenediamine or at least one of its physiologically tolerated salts (B) and the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol or at least one of its physiologically tolerated salts (A) are present at a molar ratio (B)/(A) of 1.1 to 2.0.

10. The agent according to claim 1 , wherein the oxidation base 2-methoxymethyl-para-phenylenediamine or at least one of its physiologically tolerated salts (B) and the oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol or at least one of its physiologically tolerated salts (A) are present at a molar ratio (B)/(A) of 1.3 to 1.6.

11. The agent according to claim 1 , wherein the agent further comprises at least one additional coupling oxidation dye precursor and/or at least one of its physiologically tolerated salts in a total amount of 0.001 wt % to 5.0% based on the total weight of the agent.

12. The agent according to claim 11 , wherein the at least one additional coupling oxidation dye precursor is selected from the group consisting of: 3-aminophenol, 5-amino-2-methylphenol, 3-amino-2-chloro-6-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2-methylphenol, 5-(2-hydroxyethyl)-amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 1,3-phenylenediamine, 2-(2,4-diaminophenoxy)ethanol, 1-methoxy-2-amino-4-(2-hydroxyethylamino)benzene, 1,3-bis(2,4-diaminophenoxy)propane, 1,3-bis(2,4-diaminophenyl)propane, 2,6-bis-(2′-hydroxyethylamino)-1-methylbenzene, 2-({3-[(2-hydroxyethyl)amino]-4-methoxy-5-methylphenyl}amino)ethanol, 2-({3-[(2-hydroxyethyl)amino]-2-methoxy-5-methylphenyl}amino)ethanol, 2-({3-[(2-hydroxyethyl)amino]-4,5-dimethylphenyl}amino)ethanol, 3-amino-4-(2-methoxyethoxy)-5-methylphenylamine, 1-amino-3-bis-(2-hydroxyethyl)aminobenzene, 2-amino-3-hydroxypyridine, 3-amino-2-methylamino-6-methoxypyridine, 2,6-dihydroxy-3,4-dimethylpyridine, 3,5-diamino-2,6-dimethoxypyridine, 1-phenyl-3-methylpyrazol-5-one, 1-naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 4-chlororesorcinol, 4-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 4-hydroxyindoline, 6-hydroxyindoline and/or 7-hydroxyindoline, their physiologically tolerated salts, and mixtures of the aforementioned substances.

13. The agent according to any claim 1 , wherein the agent further comprises at least one additional oxidation base and/or at least one of its physiologically tolerated salts in a total amount of 0.001 wt % to 5.0 wt % based on the total weight of the agent.

14. The agent according to claim 13 , wherein the at least one additional oxidation base is selected from the group consisting of: 4,5-diamino-1-(2-hydroxyethyl)-1H-pyrazole, 2-(2,5-diaminophenyl)ethanol, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, toluene-2,5-diamine, 4-amino-3-methylphenol, 4-aminophenol, p-phenylenediamine, 2-(1,2-dihydroxyethyl)-p-phenylenediamine, N,N′-bis-(2-hydroxyethyl)-N,N′-bis-(4-aminophenyl)-1,3-diamino-propane-2-ol, bis-(2-hydroxy-5-aminophenyl) methane, 1,3-bis-(2,5-diaminophenoxy)propane-2-ol, N,N′-bis-(4-aminophenyl)-1,4-diazacycloheptane, 1,10-bis-(2,5-diaminophenyl)-1,4,7,10-tetraoxadecane, 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,3-diamino-6,7-dihydro-1H,5H-pyrazolo-[1,2-a]-pyrazole-1-one, their physiologically tolerated salts, and mixtures of the aforementioned substances.

15. The agent according to claim 1 , further comprisesing polyquaternium-53 in an amount of about 0.01 wt % to about 3 wt % based on the total weight of the agent.

16. The agent according to claim 1 , further comprisesing polyquaternium-53 in an amount of about 0.05 wt % to about 2 wt % based on the total weight of the agent.

17. The agent according to claim 1 , further comprisesing polyquaternium-53 in an amount of about 0.1 wt % to about 1 wt % based on the total weight of the agent.

18. The agent according to claim 1 , further comprisesing polyquaternium-53 in an amount of about 0.2 wt % to about 0.7 wt % based on the total weight of the agent.

19. A multicomponent kit-of-parts for oxidative dyeing of keratinous fibers, comprising at least two separately packaged components (C1) and (C2), wherein
a first component (C1) is substantially free of dissolved hydrogen peroxide, and comprises
(A) the coupling oxidation dye precursor 2-(1,3-benzodioxol-5-ylamino)ethanol and/or at least one of its physiologically tolerated salts, and
(B) the oxidation base 2-methoxymethyl-para-phenylenediamine and/or at least one of its physiologically tolerated salts,

a second component (C2) being an aqueous hydrogen peroxide-containing composition with acidic pH,

wherein all components of the kit are free of any resorcinol compound of structure (I)

in which
X means a hydrogen atom or a C1-C10 alkyl group,
wh

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Abbas Razi
• Cansev Tugce
• Hippe Thomas
• Kleen Astrid
• Manneck Hartmut
• Hoepfner Stefan
• Fielder Tiffany Lea

Classifications

• A61Q5/10 Primary

  Preparations for permanently dyeing the hair · CPC title

• A61K2800/882

  Mixing prior to application · CPC title

• A61K2800/4324

  in preparations for permanently dyeing the hair · CPC title

• A61K2800/30

  Characterized by the absence of a particular group of ingredients · CPC title

• A61K8/411

  Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus · CPC title