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US-12622856-B2 - Agent for oxidative dyeing of keratin fibers, containing isatin and at least one defined polymer

US12622856B2US 12622856 B2US12622856 B2US 12622856B2US-12622856-B2

Abstract

An agent for oxidatively dyeing keratin fibers, in particular human hair, containing, in a cosmetic carrier, isatin and at least one polymer from the group consisting of xanthan gum, algin, carrageenan, cetyl hydroxyethyl cellulose, carboxymethyl cellulose, tragacanth, gum karaya, gum ghatti, agar, chitin, chitosan, gum arabic, gellan gum, guar gum, tamarind seed flour, carob gum, and the physiologically acceptable salts thereof.

Inventors

  • Thomas Hippe
  • Astrid Kleen
  • Hartmut Manneck
  • Stefan Hoepfner
  • Tugce Cansev

Assignees

  • HENKEL AG & CO. KGAA

Dates

Publication Date
20260512
Application Date
20240913
Priority Date
20220321

Claims (18)

  1. 1 . An agent for oxidatively dyeing keratinous fibers, the agent comprising, in a cosmetic carrier: isatin; at least one polymer selected from the group consisting of xanthan gum, algin, carrageenan, cetyl hydroxyethyl cellulose, carboxymethyl cellulose, tragacanth, gum karaya, gum ghatti, agar, chitin, chitosan, gum arabic, gellan, guar, tamarind seed flour, carob gum, and physiologically tolerated salts thereof; and at least one oxidation dye precursor of coupler type selected from the group consisting of 3-amino-2-chloro-6-methylphenol and 1-methoxy-2-amino-4-(2-hydroxyethylamino)benzene, wherein the agent is free of resorcinols.
  2. 2 . The agent of claim 1 , wherein the isatin is present in an amount of from 0.001 to 10 wt %, based on the total weight of the agent.
  3. 3 . The agent of claim 2 , wherein the isatin is present in an amount of from 0.1 to 3.5 wt %, based on the total weight of the agent.
  4. 4 . The agent of claim 1 , wherein the at least one polymer is selected from the group consisting of xanthan, algin, carrageenan, cetyl hydroxyethyl cellulose, carboxymethyl cellulose, and physiologically tolerated salts thereof.
  5. 5 . The agent of claim 1 , wherein the at least one polymer is present in an amount of from 0.01 to 10.0 wt %, based on the total weight of the agent.
  6. 6 . The agent of claim 5 , wherein the at least one polymer is present in an amount of from 0.2 to 2.5 wt %, based on the total weight of the agent.
  7. 7 . The agent of claim 6 , wherein the at least one polymer is present in an amount of from 0.3 to 1.5 wt %, based on the total weight of the agent.
  8. 8 . The agent of claim 1 , further comprising at least one oxidation dye precursor of developer type selected from the group consisting of p-toluenediamine, 2-methoxymethyl-p-phenylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, p-phenylenediamine, 4-amino-3-methylphenol, p-aminophenol, 4,5-diamino-1-(2-hydroxyethyl) pyrazole, and the physiologically tolerated salts thereof.
  9. 9 . The agent of claim 8 , wherein the at least one oxidation dye precursor of developer type is present in an amount of from 0.001 to 10.0 wt %, based on the total weight of the agent.
  10. 10 . The agent of claim 9 , wherein the at least one oxidation dye precursor of developer type is present in an amount of 0.1 to 5.0 wt %, based on the total weight of the agent.
  11. 11 . The agent of claim 1 , wherein the at least one oxidation dye precursor of coupler type further comprises a second oxidation dye precursor of coupler type selected from the group consisting of 3-aminophenol, 5-amino-2-methylphenol, 2-hydroxy-4-aminophenoxyethanol, 5-amino-4-chloro-2-methylphenol, 5-(2-hydroxyethyl)-amino-2-methylphenol, 2,4-dichloro-3-aminophenol, 2-aminophenol, 3-phenylenediamine, 2-(2,4-diaminophenoxy) ethanol, 1,3-bis(2,4-diaminophenoxy) propane, 1,3-bis-(2,4-diaminophenyl) propane, 2,6-bis(2′-hydroxyethylamino)-1-methylbenzene, 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-methyl pyrazol-5-one, 1-naphthol, 1,5-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 1,8-dihydroxynaphthalene, 4-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 4-hydroxyindolin, 6-hydroxyindolin, 7-hydroxyindolin, and/or 7-hydroxyindolin, any mixture thereof, and the physiologically tolerated salts thereof.
  12. 12 . The agent of claim 1 , wherein the at least one oxidation dye precursor of coupler type is present in an amount of from 0.001 to 10 wt %, based on the total weight of the agent.
  13. 13 . The agent of claim 12 , wherein the at least one oxidation dye precursor of coupler type is present in an amount of from 0.15 to 2.5 wt %, based on the total weight of the agent.
  14. 14 . The agent of claim 1 , further comprising at least one oxidizing agent selected from the group consisting of hydrogen peroxide, addition products of hydrogen peroxide to organic compounds, and addition products of hydrogen peroxide to inorganic compounds.
  15. 15 . The agent of claim 1 , further comprising at least one alkalizing agent selected from the group consisting of ammonia, monoethanolamine, 2-amino-2-methylpropanol, arginine, lysine, ornithine, and histidine.
  16. 16 . The agent of claim 1 , further comprising a surfactant selected from the group consisting of anionic surfactants, amphoteric surfactants, zwitterionic surfactants, and non-ionic surfactants.
  17. 17 . The agent of claim 1 , further comprising a non-ionogenic surfact-active substance having a hydrophilic group selected from group consisting of a polyol group, a polyalkylene glycol ether group, and a combination thereof.
  18. 18 . The agent of claim 1 , further comprising a cationic synthetic polymer.

Description

FIELD OF INVENTION The present invention relates to cosmetic agents for oxidatively dyeing keratin fibers, which comprise isatin (a) and at least one polymer (b) from the group consisting of xanthan gum, algin, carrageenan, cetyl hydroxyethyl cellulose, carboxymethyl cellulose, tragacanth, gum karaya, gum ghatti, agar, chitin, chitosan, gum arabic, gellan, guar, tamarind seed flour, carob gum, and physiologically tolerated salts thereof. A further object is a method for the oxidative dyeing of keratin fibers, in which a previously described agent is applied to the keratin fibers and rinsed out again after an exposure time. BACKGROUND To provide color-changing cosmetic agents—in particular, for keratin fibers, such as hair—a person skilled in the art is aware of various dyeing systems, depending upon the dyeing requirement. So-called oxidative dyeing agents are used for permanent, intense coloring having appropriate fastness properties. Such dyes typically contain oxidation dye precursors, known as developer components, and coupler components, which together form the actual dyes under the influence of oxidizing agents—for example, hydrogen peroxide. Oxidative dyeing agents are characterized by outstanding, long-lasting coloring results. The oxidation dye precursors (developers and couplers) themselves are not colored, but, rather, the actual dyes are only formed during application as a result of the oxidation dye precursors coming into contact with the oxidizing agent (hydrogen peroxide). In a chemical reaction, the developers used as oxidation dye precursors (such as p-phenylenediamine or its derivatives) are first oxidatively converted by hydrogen peroxide into a reactive intermediate, also called quinonimine or quinone diimine, which then reacts in an oxidative coupling reaction with the couplers to form the corresponding dye. With oxidative dyeing agents, hair can be dyed both in intensive mode shades and in natural shades by choosing the suitable developer components and coupler components. A large area of application for the oxidative dyeing agents is the coloring of gray hair in a natural shade, which resembles the hair color that the user had when they were younger. A person skilled in the art is aware of the use of developers based upon the base body of 1,4-diaminobenzene (para-phenylenediamine) and couplers with resorcinol structure (1,3-dihydroxybenzene) as a classic combination for the generation of oxidative dyeing in the brown to dark-blonde range. Said oxidation dyes have been used for decades. Although they are intended only for extracorporeal use on keratin fibers such as head hair, eyelashes, and eyebrows, contact of the dyeing agent with the scalp cannot be completely avoided during use. In order to ensure the highest possible product safety for customers, the commercially available oxidation dye precursors are continuously checked for their physiological compatibility—for example, by the Scientific Committee on Consumer Products (SCCP), an advisory body of the European Commission. It is known that some of the oxidation dye precursors, and in particular some of the para-phenylenediamine-type oxidation bases, can have a certain sensitization potential. The customer is therefore advised to perform a preliminary test with a small amount of the dyeing agent on the skin before using the dyeing agent on the hair in order to preclude allergic reactions during or after the dyeing process. In addition to skin sensitization, other physiological effects are also monitored. Said oxidation dyes have been used for decades. Although they are intended only for extracorporeal use on keratin fibers such as head hair, eyelashes, and eyebrows, contact of the dyeing agent with the scalp cannot be completely avoided during use. In order to ensure the highest possible product safety for customers, the commercially available oxidation dye precursors are continuously checked for their physiological compatibility—for example, by the Scientific Committee on Consumer Products (SCCP), an advisory body of the European Commission. It is known that some of the oxidation dye precursors, and in particular some of the para-phenylenediamine-type oxidation bases, can have a certain sensitization potential. The customer is therefore advised to perform a preliminary test with a small amount of the dyeing agent on the skin before using the dyeing agent on the hair in order to preclude allergic reactions during or after the dyeing process. In addition to skin sensitization, other physiological effects are also monitored. Resorcinol, 4-chlororesorcinol, and 2-methylresorcinol are common oxidation dye precursors having a 1,3-dihydroxybenzene base body. In its last opinion of March 2021, SCCP came to the conclusion that the use of resorcinol in oxidative hair dyes at a resorcinol concentration of up to 1.25 wt % in the ready-to-use mixture was considered safe. The SCCP stated that resorcinol has a thyroid-inhibiting effect. Although