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WO1998018436A1 - Colorant pour colorer des fibres keratiniques - Google Patents

Colorant pour colorer des fibres keratiniques Download PDF

Info

Publication number
WO1998018436A1
WO1998018436A1 PCT/EP1997/005339 EP9705339W WO9818436A1 WO 1998018436 A1 WO1998018436 A1 WO 1998018436A1 EP 9705339 W EP9705339 W EP 9705339W WO 9818436 A1 WO9818436 A1 WO 9818436A1
Authority
WO
WIPO (PCT)
Prior art keywords
hair
hair dye
composition according
amino
chloro
Prior art date
Application number
PCT/EP1997/005339
Other languages
German (de)
English (en)
Inventor
Hans-Jürgen BRAUN
Original Assignee
Wella Aktiengesellschaft
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wella Aktiengesellschaft filed Critical Wella Aktiengesellschaft
Publication of WO1998018436A1 publication Critical patent/WO1998018436A1/fr

Links

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
    • 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
    • A61K8/418—Amines containing nitro groups

Definitions

  • the present invention describes a composition for coloring keratin fibers, in particular human hair, containing 2- (2 ', 5'-diaminophenyl) ethanol, 5-amino-2-methylphenol and 2-amino-6- chloro-4-nitrophenol derivative.
  • Oxidation dyes have become very important in the field of hair coloring.
  • the coloration arises from the reaction of certain developer substances with certain coupler substances in the presence of an oxidizing agent.
  • Oxidation dyes which are to be used for coloring human hair, have numerous special requirements.
  • the dyes must be harmless from a toxicological and dermatological point of view, as well as non-sensitizing and must enable dyeing in the desired intensity.
  • the hair coloring should remain stable for a period of at least four to six weeks even without exposure to light, rubbing and chemical agents.
  • EP-PS 0 667 142 recommends a combination of 2- (2 ', 5'-diaminophenyl) ethanol with 5-amino-2-methylphenol for dyeing hair.
  • this combination results in an unsatisfactory color result on unevenly damaged hair.
  • light shades are very difficult to nuance.
  • R is hydrogen, a straight-chain or branched alkyl group having 1 to 6 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 of the general formula (I) are 2-amino-6-chloro-4-nitrophenol, 6-chloro-2-ethylamino-4-nitrophenol and 6-chloro-2 - ((2'-hydroxyethyl) amino) -4 -nitrophenol.
  • the dye combinations described enable a uniform coloring from the hairline to the hair tip, especially in the case of lighter shades.
  • the excellent properties of the new dye combination are particularly evident on hair damaged by light and weather or on permanently waved hair.
  • oxidation color precursors such as resorcinol, 4-chlororesorcinol and derivatives of m-aminophenol as well as substantive dyes such as azo dyes, anthraquinones or nitrobenzene can be added to the hair dye.
  • oxidative hair dye precursors and optionally direct dyes according to the invention described above are applied for dyeing in a suitable dye carrier.
  • the subject of the present application therefore further relates to an agent for the oxidative dyeing of hair, which is produced by mixing the color carrier composition with an oxidizing agent immediately before use.
  • the colorant composition according to the invention contains the combinations according to the invention described above as such or in the form of physiologically acceptable salts, for example the hydrochloride, sulfates or tartrates, or in the case of phenols in the form of the alkali phenolates
  • the total concentration of precursors is about 0.1 and 10 percent by weight, preferably 0.2 and 6 percent by weight
  • the paint carrier composition can also contain conventional cosmetic additives, for example antioxidants such as ascorbic acid, thioglycolic acid or sodium sulfite, perfumes, complexing agents, wetting agents, emulsifiers, thickeners, care substances and others
  • antioxidants such as ascorbic acid, thioglycolic acid or sodium sulfite
  • perfumes complexing agents, wetting agents, emulsifiers, thickeners, care substances and others
  • the color carrier composition and for the ready-to-use oxidation hair dye can be present, for example, in the form of a solution, in particular an aqueous or aqueous-alcoholic solution.
  • the particularly preferred preparation forms are a cream, a gel or an emulsion.
  • Their composition is a mixture of the dyes with those for such preparations are conventional 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 glycols 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, oxyethylated fatty alcohol sulfates, alkyl sulfonates, alkylbenzenesulfonates, alkyltmethylammonium salts, alkyl betaines, oxyethylated fatty alcohols, oxyethylated nonylphenols, fatty acid alkanolamides, oxyethylated fatty alcohols noie, fatty acid alkanolamides, ethoxylated fatty acid esters, thickeners such as higher
  • 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 dye according to the invention is adjusted to a value which is determined by the amounts of alkali in the dye and the amounts of acid in the oxidizing agent and by the mixture ratio when the preferably alkaline color carrier composition is mixed with the oxidizing agent.
  • the pH of the ready-to-use hair dye is usually about 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, triethanolamine, 2-, can be used to adjust the respective pH value of the paint carrier and the oxidizing agent.
  • Amino-2-methyl-1-propanol, ammonia, sodium hydroxide solution, potassium hydroxide solution or tris (hydroxymethyl) amino-methane can be used.
  • the above-described color carrier composition is mixed with an oxidizing agent immediately before use, and an amount sufficient for the hair dyeing treatment is applied to the hair, generally about 60 to 200 grams of the ready-to-use oxidizing hair dye obtained, depending on the hair volume.
  • Particularly suitable 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 ⁇ percent, aqueous solution, hydrogen peroxide being particularly preferred.
  • the hair dye according to the invention is allowed to act on the hair at 15 to 50 degrees Celsius for about 10 to 45 minutes, preferably for 30 minutes, the hair is then rinsed with water and dried. If necessary, this rinse is washed with a shampoo and / or rinsed with a weak organic acid, such as citric acid or tartaric acid. The hair is then dried.
  • a weak organic acid such as citric acid or tartaric acid.
  • 10 g of hair dye solution are mixed with 10 g of hydrogen peroxide solution (o% aqueous solution).
  • the oxidation hair dye obtained is applied to hair damaged by wind and weather. After an exposure time of 30 minutes at 40 ° C, the hair is rinsed with water, shampooed and dried.
  • 10 g of hair dye cream are mixed with 10 g of hydrogen peroxide solution ( ⁇ percent aqueous solution).
  • the oxidation hair dye obtained is applied to hair damaged by wind and weather. After an exposure time of 30 minutes at 40 ° C, the hair is rinsed with water, shampooed and dried.
  • 10 g of hair dye solution are mixed with 10 g of hydrogen peroxide solution (6 percent aqueous solution).
  • the oxidation hair dye obtained is applied to hair damaged by wind and weather. After an exposure time of 30 minutes at 40 ° C, the hair is rinsed with water, shampooed and dried.
  • the hair has an even, reddish brown color.

Landscapes

  • 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)

Abstract

L'invention concerne une substance porteuse pour colorant capillaire contenant une combinaison de 2-(2',5'-diaminophényl)éthanol, de 5-amino-2-méthylphénol et d'au moins un 2-amino-6-chloro-4-nitrophénol, selon la formule (I) dans laquelle R désigne hydrogène, un groupe alkyle à chaîne linéaire ou ramifiée, ayant entre 1 et 6 atomes de carbone, un groupe hydroxyalkyle à chaîne droite ou ramifiée, ayant entre 2 et 4 atomes de carbone ou un groupe polyhydroxyalkyle à chaîne droite ou ramifiée, ayant entre 3 et 4 atomes de carbone. L'invention concerne en outre un colorant capillaire d'oxydation à base de cette substance porteuse, ainsi qu'un procédé de coloration par oxydation de cheveux à l'aide dudit colorant capillaire.
PCT/EP1997/005339 1996-10-29 1997-09-29 Colorant pour colorer des fibres keratiniques WO1998018436A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1996144815 DE19644815A1 (de) 1996-10-29 1996-10-29 Färbemittel zur Färbung von keratinischen Fasern
DE19644815.8 1996-10-29

Publications (1)

Publication Number Publication Date
WO1998018436A1 true WO1998018436A1 (fr) 1998-05-07

Family

ID=7810240

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/005339 WO1998018436A1 (fr) 1996-10-29 1997-09-29 Colorant pour colorer des fibres keratiniques

Country Status (2)

Country Link
DE (1) DE19644815A1 (fr)
WO (1) WO1998018436A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3834142A1 (de) * 1988-10-07 1990-04-12 Wella Ag Lagerstabiles cremefoermiges oxidationshaarfaerbemittel mit hohem farbstoff/elektrolyt-gehalt
DE3942294A1 (de) * 1989-12-21 1991-06-27 Wella Ag Mittel und verfahren zum oxidativen faerben von haaren
EP0706787A1 (fr) * 1994-10-14 1996-04-17 Wella Aktiengesellschaft Colorant d'oxydation pour cheveux

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3834142A1 (de) * 1988-10-07 1990-04-12 Wella Ag Lagerstabiles cremefoermiges oxidationshaarfaerbemittel mit hohem farbstoff/elektrolyt-gehalt
DE3942294A1 (de) * 1989-12-21 1991-06-27 Wella Ag Mittel und verfahren zum oxidativen faerben von haaren
EP0706787A1 (fr) * 1994-10-14 1996-04-17 Wella Aktiengesellschaft Colorant d'oxydation pour cheveux

Also Published As

Publication number Publication date
DE19644815A1 (de) 1998-04-30

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