Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/10—Preparations for permanently dyeing the hair
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
  • A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/41—Amines
  • A61K8/415—Aminophenols

Definitions

• the present invention relates to a composition for coloring keratin fibers, in particular human hair.
• These compositions contain at least one p-aminophenol, one m-aminophenol and one m-phenylene diamine.
• the dyeings of the keratin fibers are carried out by the above-mentioned composition with an oxidizing agent mixed, applied to the keratin fibers and washed out with water and a shampoo after a certain exposure time
• compositions which are able to dye hair in copper-colored, maroon to red shades are able to dye hair in copper-colored, maroon to red shades.
• This demand is satisfied today by offering hair colorants with a content of certain oxidation dye precursors, for example in DE-OS 36 10 396 to produce neutral red shades the use of a combination of 5-amino-2-methylphenol, 4-amino-3-methylphenol and 1,4-diminobenzene and / or 2,5-diminotoluene specified in EP-OS 0 634 162 examples are given for the combination of 5-amino-2-methylphenol and its N-substituted derivatives, 4-amino-2-methylphenol, 4-amino-3-methylphenol or 4-amino-2-hydroxymethylphenol and certain m-phenylenediamine phenates
• the resistance of the hair dyeings obtained according to the prior art to the effects of light, washing out, weather influences, sweat and other hair treatments is insufficient.
• R 1 and R 2 are independently hydrogen, a straight-chain or branched alkyl radical, a straight-chain or branched hydroxyalkyl radical, a straight-chain or branched aminoalkyl radical, a straight-chain or branched mono- or dialkylaminoalkyl radical, a straight-chain or branched acylaminoalkyl radical, a straight-chain or branched aryl Alkylsulfonylaminoalkyl radical, a straight-chain or branched carbamidoalkyl radical, an acyl radical, an aryl radical, a straight-chain or branched alkylsulfonyl radical or a carbamoyl radical, where the alkyl radical in each case has 1 to 4 carbon atoms, or through R 1 and R 2 a heterocyclic non-aromatic Matic five- or six-membered ring, which may additionally have an oxo group, or the salts of the compounds mentioned;
• radical R represents hydrogen, a straight-chain or branched alkyl group having 1 to 4 carbon atoms, a straight-chain or branched hydroxyalkyl group having 2 to 4 carbon atoms or a straight-chain or branched polyhydroxyalkyl group having 3 to 4 carbon atoms, and
• R and R 2 independently of one another are a hydrogen atom, a straight-chain or branched alkyl group having 1 to 4 carbon atoms, a straight-chain or branched hydroxyalkyl group having 2 to 4 carbon atoms. atoms or a straight-chain or branched polyhydroxyalkyl group with 3 to 4 carbon atoms
• R 3 denotes a hydrogen atom, a straight-chain or branched alkyl group with 1 to 6 carbon atoms, a straight-chain or branched alkoxy group with 1 to 4 carbon atoms, a straight-chain or branched hydroxyalkyl group with 2 means up to 4 carbon atoms or a straight-chain or branched polyhydroxyalkyl group with 3 to 4 carbon atoms, and
• R 4 independently of R 1 t R 2 and R 3 is a hydrogen atom, a straight-chain or branched alkyl group having 1 to 6 carbon atoms, a straight-chain or branched alkoxy group having 1 to 4 carbon atoms, a straight-chain or branched hydroxyalkyl group having 2 to 4 carbon atoms or a straight-chain or branched polyhydroxyalkyl group having 3 to 4 carbon atoms.
• Preferred derivatives according to general formula (I) are the compounds 4-amino-2-aminomethylphenol, 4-amino-2 - [(2'-hydroxyethyl) amino] phenol and 4-amino-2- (dimethylamino) phenol .
• Preferred derivatives according to general formula (II) are the compounds 5-amino-2-methylphenol, 5-methylamino-2-methylphenol and 5 - [(2'-hydroxyethyl) amino] -2-methylphenol.
• Preferred derivatives according to general formula (III) are the compounds 2,4-diamino-1- (2'-hydroxyethoxy) benzene, 2,4-diamino-1- (2 ', 3'-dihydroxypropoxy) benzene, 1, 3- Bis (2 ', 4'-diaminophenoxy) propane, 2-amino-4 - [(2'-hydroxyethyl) amino] anisole, 1, 5-bis (2'-hydroxyethoxy) -2,4-diaminobenzene and m-phenylenediamine .
• the hair dye can contain further oxidation dye precursors, for example derivatives of p-phenylenediamine such as 2- (2 ', 5'-diaminophenyl) ethanol, resorcinol derivatives such as resorcinol or 4-chlororesorcinol, amino and hydroxy derivatives of 1 , 3-benzodioxole such as 5-hydroxy-1, 3-benzodioxole or 5 - ((2'-hydroxyethyl) amino) -1, 3-benzodioxole, naphthalene derivatives such as 1-hydroxynaphthalene, 1, 5-dihydroxynaphthalene or 1, 7-dihydroxynaphthalene as well as substantive dyes such as 2-amino-4,6-dinitrophenol, 2-ethylamino-4,6-dinitrophenol, 2 - [(2'-hydroxyethyl) amino] -4,6-dinitrophenol, 2-
• the subject of the present application therefore also relates to an agent for the oxidative dyeing of hair, which is produced by mixing a colorant with an oxidizing agent immediately before use.
• the paint carrier composition according to the invention contains the combinations of oxidative hair dyes and optionally direct dyes according to the invention described above as such or in the form of physiologically acceptable salts, for example hydrochloride or sulfates or in the case of phenols as alkali phenolates
• the total concentration of dye precursors is 0.1 to 10 percent by weight, preferably 0.2 to 6 percent by weight.
• concentration of the individual hair dyes is 0.01 to 5 percent by weight, preferably 0.1 to 4 percent by weight
• customary cosmetic additives for example antioxidants such as ascorbic acid, thioglycolic acid or sodium sulfite, perfume oils, complexing agents, wetting agents, emulsifiers, thickeners, care substances and others, may also be present in the color carrier mass
• the preparation form for the color carrier composition and for the ready-to-use oxidation hair dye can be, for example, a solution, in particular an aqueous or water-alcoholic solution.
• the particularly preferred preparation forms are, however, a cream, a gel or an emulsion.
• Their composition is a mixture of the dye components with those for them Preparations are common additives
• Usual additives in solutions, creams, emulsions or gels are, for example, solvents such as water, lower aliphatic alcohols, for example ethanol, n-propanol and isopropanol or glycols such as glycerin and 1,2-propylene glycol, and also wetting agents or emulsifiers from the Classes of anionic, cationic, amphoteric or non-ionic surface-active substances such as fatty alcohol sulfates, ethoxylated fatty alcohol sulfates, alkyl sulfonates, alkylbenzenesulfonates, alkyltrimethylammonium salts, alkylbetaines, oxyethylated fatty alcohols, oxethylated nonylphenols, fatty acid alkanolamides, oxyethylamides, oxyethylamides, ethoxylated fatty acid ethers, oxyethylamides,
• constituents mentioned are used in the amounts customary for such purposes, for example the wetting agents and emulsifiers in concentrations of about 0.5 to 30 percent by weight (based on the ink vehicle), the thickeners in an amount of about 0.1 to 25 percent by weight ( based on the ink carrier) and the care substances in a concentration of about 0.1 to 5.0 percent by weight (based on the ink carrier).
• the ready-to-use hair dye according to the invention is produced by mixing the color carrier composition with a liquid oxidizing agent immediately before use.
• the ink carrier mass and the oxidizing agent are mixed here in a weight ratio of 5: 1 to 1: 3, a weight ratio of 1: 1 to 1: 2 being particularly preferred.
• the pH value of the ready-to-use hair colorant according to the invention is established when the color carrier composition, which is preferably made alkaline, is mixed with the oxidizing agent, which is usually made acidic a pH value which is influenced by the amounts of alkane in the paint carrier and the amounts of acid in the oxidizing agent and by the mixing ratio.
• the pH of the finished hair dye can be 3 to 11, preferably 5 to 9
• organic and inorganic acids such as phosphoric acid, ascorbic acid and lactic acid, or alkalis such as monoethanolamine, tetrahanolamine, 2- Am ⁇ no-2-methyl-1-propanol, ammonia, sodium hydroxide solution, potassium hydroxide solution or Tr ⁇ s (hydroxymethyl) -am ⁇ no-methane can be used.
• alkalis such as monoethanolamine, tetrahanolamine, 2- Am ⁇ no-2-methyl-1-propanol, ammonia, sodium hydroxide solution, potassium hydroxide solution or Tr ⁇ s (hydroxymethyl) -am ⁇ no-methane
• the above-described color carrier composition is mixed with an oxidizing agent immediately before use and an amount sufficient for the hair color treatment, depending on the amount of hair, is generally applied to the hair from about 60 to 200 grams of the ready-to-use oxidizing hair dye
• the main oxidizing agents are hydrogen peroxide or its addition compounds with urea, melamine or sodium bromate in the form of a 1 to 12 percent, preferably 6 percent, aqueous solution, hydrogen peroxide being particularly preferred
• the hair colorant according to the invention is allowed to act on the hair at 15 to 50 degrees Celsius for about 10 to 45 minutes, preferably 30 minutes, then the hair is rinsed with water and dried. If necessary, after this rinse, wash with a shampoo and, if necessary, rinse with a weak organic acid, such as citric acid or tartaric acid. The hair is then dried
• this hair dye Shortly before use, 50 g of this hair dye is mixed with 50 ml of hydrogen peroxide solution (6 percent) and the mixture is left to 30 Soak in blonde human hair for minutes. Then rinse with water and then dry. An exceptionally intense, glowing red glow is obtained
• the pH of the ink carrier composition is adjusted to 6.8 with dilute phosphoric acid or a dilute ammonia solution

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• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Animal Behavior & Ethology (AREA)
• General Health & Medical Sciences (AREA)
• Public Health (AREA)
• Veterinary Medicine (AREA)
• Birds (AREA)
• Epidemiology (AREA)
• Cosmetics (AREA)

Applications Claiming Priority (3)

Publications (1)

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ID=7809135

Family Applications (1)

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• 1996
  • 1996-10-18 DE DE19643060A patent/DE19643060A1/de not_active Withdrawn
• 1997
  • 1997-09-29 JP JP10518874A patent/JP2000502368A/ja not_active Ceased
  • 1997-09-29 US US09/091,090 patent/US6224856B1/en not_active Expired - Fee Related
  • 1997-09-29 EP EP97909331A patent/EP0868165A1/de not_active Withdrawn
  • 1997-09-29 BR BR9706882-9A patent/BR9706882A/pt not_active IP Right Cessation
  • 1997-09-29 WO PCT/EP1997/005342 patent/WO1998017235A1/de not_active Application Discontinuation

Non-Patent Citations (1)

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