Oxidative hair dye precursor compositions containing...

Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing

Reexamination Certificate

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C008S423000, C008S411000, C008S412000, C008S416000

Reexamination Certificate

active

06554871

ABSTRACT:

BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a composition for dyeing keratin fibers, especially human hair, which contains a combination of at least one 4,5-diaminopyrazole, one m-aminophenol and one m-phenylenediamine. It also relates to a method of dyeing keratin fibers, especially hair, performed by mixing the aforementioned composition with an oxidant, applying the resulting mixture to the keratin fibers, and, after a certain acting time, washing the mixture out with water and a shampoo.
2. Prior Art
For a certain group of applications, there is a demand for compositions which are capable of dyeing the hair in copper-colored, chestnut-brown to red shades. This demand is currently being satisfied by putting hair dyes with a content of certain oxidative dye-precursor compounds on the market. For example, in German Published, Non-Examined Patent Application DE-OS 36 10 396, to produce neutral red tints, a method using a combination of 5-amino-2-methylphenol, 4-amino-3-methylphenol and 1,4-diaminobenzene and/or 2,5-diaminotoluene is described. In European Published Patent Application EP 0 634 162, examples are given for combining 5-amino-2-methylphenol and its n-substituted derivatives, 4-amino-2-methylphenol, 4-amino-3-methylphenol, 4-amino-2-hydroxymethylphenol, and certain m-phenylenediamine derivatives.
The resistance of the hair colorings produced by the prior art to the effects of light, washing, weathering, sweat, and other hair treatments is unsatisfactory, however.
SUMMARY OF THE INVENTION
It is an object of the present invention to provide an improved oxidative dye-precursor composition, especially for dyeing hair, which provides dyed hair colors having an improved resistance to the effects of light, washing, weathering, sweat and the like.
It has now been surprisingly discovered that the above-described disadvantages are avoided, or at least reduced, when an oxidative dye-precursor composition including the following combination of dye-precursor compounds is employed in a method of oxidative hair dyeing to produce colors in the reddish color range.
The oxidative dye-precursor composition according to the invention comprises a combination of
at least one 4,5-diaminopyrazole compound selected from the group consisting of 4,5-diamino-1-methyl-1H-pyrazole, 4,5-diamino-1-ethyl-1H-pyrazole, 4,5-diamino-1-isopropyl-1H-pyrazole, 4,5-diamino-1-(2′-hydroxyethyl)-1H-pyrazole, 4,5-diamino-1-benzyl-1H-pyrazole and 4,5-diamino-1-(4′-methylbenzyl)-1H-pyrazole;
at least one 5-amino-2-methylphenol compound selected from the group consisting of 5-amino-2-methylphenol, 5-[(2′-hydroxyethyl)amino]-2-methylphenol and 5-methylamino-2-methylphenol; and
at least one m-phenylenediamine compound selected from the group consisting of m-phenylenediamine, 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 and 1,5-bis-(2′-hydroxyethoxy)-2,4-diaminobenzene.
The synthesis and use of the above-mentioned 4,5-diaminopyrazole compounds in oxidative hair dyes is known in principle from published, non-examined German Patent Application DE-OS 42 34 885. The novel combinations with hair color precursors, however, have surprising advantages with regard to the stability of the hair colors achieved.
DESCRIPTION OF PREFERRED EMBODIMENTS
The 4,5-diaminopyrazole compounds preferred for the composition according to the invention consist of 4,5-diamino-1-ethyl-1H-pyrazole, 4,5-diamino-1-isopropyl-1H-pyrazole, 4,5-diamino-1-(2′-hydroxyethyl)-1H-pyrazole, 4,5-diamino-1-benzyl-1H-pyrazole and 4,5-diamino-1-(4′-methylbenzyl)-1H-pyrazole.
The 5-amino-2-methylphenol compounds preferred for the composition according to the invention consist of 5-amino-2-methylphenol and 5-[(2′-hydroxyethyl)amino]-2-methylphenol.
The substituted m-phenylenediamine compounds preferred for the composition according to the invention consist of 2,4-diamino-1-(2′-hydroxyethoxy)benzene, 1,3-bis-(2′,4′-diaminophenoxy)propane and 2-amino-4-[(2′-hydroxyethyl)amino]anisole.
To round out the outcome of dyeing and to create special color effects, other oxidative dye precursors, such as derivatives of p-phenylenediamine, for example 2-(2′,5′-diaminophenyl)ethanol, resorcinol derivatives, such as resorcinol or 4-chloro-resorcinol, amino and hydroxy derivatives of 1,3-benzodioxol, naphthalene derivatives, such as 1-hydroxynaphthalene, 1,5-dihydroxynaphthalene, or 1,7-dihydroxynaphthalene, as well as direct dyes, such as 2- amino-4,6-dinitrophenol, 2-ethylamino-4,6-dinitrophenol, 2-(2′-hydroxyethyl)amino]-4,6-dinitrophenol, 2-amino-6-chloro-4-nitrophenol, or 2-chloro-6-ethylamino-4-nitrophenol, can be added to the aforementioned dye precursor combination.
The above-described combination according to the invention of oxidative dye precursor compounds and optionally direct-dyeing dye compounds are applied e.g. to hair for dyeing purposes in a suitable oxidation dye-precursor-containing composition.
The subject of the present application therefore also relates to means for oxidatively dyeing hair prepared by mixing the oxidation dye-precursor-containing composition of the invention with an oxidant immediately prior to use.
The oxidation dye-precursor-containing composition according to the invention contains the above-described combinations according to the invention of oxidative hair dye precursor compounds and optionally direct-dyeing dye compounds either per se or in the form of biocompatible salts, for instance in the form of hydrochlorides, sulfates or tartrates, or in the case of phenols in the form of alkali phenolates.
The total amount of oxidation-dye precursor compounds in the composition according to the invention is from 0.1 to 10 weight %, preferably 0.2 to 6 weight %. The concentration of the individual oxidation-dye precursor compounds ranges from 0.01 to 5 weight %, and preferably 0.1 to 4 weight %.
Typical cosmetic additives can also be contained in the oxidation dye-precursor-containing composition. Examples of these additives include antioxidants, such as ascorbic acid, thioglycolic acid or sodium sulfite; perfume oils; complexing agents; wetting agents; emulsifiers; thickeners; conditioners, and others.
The form of preparation for the oxidation dye-precursor-containing composition and also for the oxidative dye mixture for hair that is ready-to-apply may, for example, be a solution, and in particular an aqueous or aqueous-alcohol solution. The particularly preferred forms of the preparation, however, are a cream, gel, or emulsion. Their composition represents a mixture of the dye ingredients with additives typical for such preparations.
Conventional additives in solutions, creams, emulsions, or gels are, for example, solubilizers with water, low aliphatic alcohols, such as ethanol, n-propanol and isopropanol, or glycols, such as glycerol and 1,2-propylene glycol, and also neutralizers or emulsifiers selected from the anionic, cationic, amphoteric or non-ionic classes of surfactants, such as fatty alcohol sulfates, ethoxylated fatty alcohol sulfates, alkyl sulfonates, alkyl benzene sulfonates, alkyltrimethylammonium salts, alkyl betaines, ethoxylated fatty alcohols, ethoxylated nonylphenols, fatty acid alkanolamides, ethoxylated fatty alcohols, ethoxylated nonylphenols, fatty acid alkanolamides, ethoxylated fatty acid esters; thickeners, such as higher fatty alcohols, starch or cellulose derivatives; and petrolatum (Vaseline®), paraffin oil and fatty acids, as well as conditioners such as cationic resins, lanolin derivatives, cholesterol, pantothenic acid and betaine. The aforementioned ingredients are used in the customary quantities appropriate for their purposes, for example the neutralizers and emulsifiers are included in the composition of the invention in a concentration of approximately 0.5 to 30 weight % (refe

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