Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Patent
1993-10-22
1996-08-06
Lieberman, Paul
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
8406, 8407, 8408, 8411, 8412, 8615, 8616, 564305, 564442, A61K 713, C07C21151, C07C21152
Patent
active
055429530
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
The subject matter of the invention is a composition for the oxidative dyeing of hair based on 5-halogen-2,4-bis(alkylamino)-1-alkylbenzenes as couplers and new 5-halogen-2,4-bis(alkylamino)-1-alkylbenzenes.
Oxidative dyes have achieved considerable importance in hair dyeing practice. The dyes are produced by oxidative coupling of developers and couplers in the hair shaft. This leads to very intensive hair colorings with very good color fastness. Moreover, different shades can be produced by combining suitable developers and couplers.
Preferably, 2,5-diaminotoluene, 1,4-diaminobenzene, 2-(2'-hydroxyethyl)-1,4-diaminobenzene, 4-aminophenol, 4-amino-2-aminomethylphenol, and 4-amino-3-methylphenol are used as developers.
Preferred couplers include m-phenylenediamine and its derivatives such as 2,4-diaminophenoxyethanol, 2,4-diaminobenzyl alcohol, 2-amino-4-(2'-hydroxyethyl)aminoanisole or pyridine derivatives such as 3,5-diamino-2,6-dimethoxypyridine as blue coupler, 1-naphthol, m-aminophenol and its derivatives such as 2-amino-4-chloro-6-methylphenol, 3-amino-2-methylphenol, 4-amino-2-hydroxyphenoxyethanol, and 3-amino-5-hydroxy-2,6-dimethoxypyridine as red couplers, as well as resorcinol, 4-chlororesorcinol, 4,6-dichlororesorcinol, 2-methylresorcinol, 4-hydroxy-1,2-methylenedioxybenzene, 4-(2'-hydroxyethyl)amino-1,2-methylenedioxybenzene, and 4-hydroxyindole as couplers for the brown-blond range.
There are numerous special requirements demanded of oxidative dyes which are used for dyeing human hair. For example, they must be unobjectionable in toxicological and dermatological respects and must enable the desired intensity of coloring. In addition, a favorable fastness to light, permanent waving, acids and rubbing are required of the achieved hair colorings. But, in every instance, such hair coloring must remain stable over a period of at least 4 to 6 weeks without being affected by light, rubbing or chemical agents. Moreover, it must be possible for a wide assortment of different shades to be produced by combining suitable developers and couplers.
However, the couplers currently used in hair dyes to achieve the red and clear blue shades in particular cannot satisfy all of the requirements specified above.
The 2,4-diamino-5-tetrafluoroethoxytoluene known from DE-OS 34 30 513 shows no mutagenicity in the Ames test, but the depth of color and light fastness of the colorings achieved with this coupler are not satisfactory.
The couplers 2,4-diamino-5-ethoxytoluene and 2,4-diamino-5-(2'-hydroxyethyl)oxytoluene described in DE-OS 36 22 784 possess good toxicological characteristics, but the coloring achieved by them with developers such as p-aminophenol or its derivatives are very washed out.
SUMMARY OF THE INVENTION
Therefore, it is an object of the present invention to provide a hair dye composition for the oxidative dyeing of hair which is based on conventional developers for dyeing hair, contains new couplers, and which satisfies the requirements mentioned above with respect to the technical characteristics of the new couplers in terms of application.
It has now been found that the proposed problem is solved in an outstanding manner by a composition for the oxidative dyeing of hair based on a combination of developers and couplers and, as needed, other dye components and conventional additives in hair dye compositions which contains at least one coupler of the general formula ##STR2## where R is a straight-chain or branched C.sub.1 - to C.sub.4 -alkyl group, X is chlorine or fluorine, and R.sup.1 is a straight-chain or branched C.sub.1 - to C.sub.4 -alkyl group or a straight-chain or branched C.sub.2 - to C.sub.4 -hydroxyalkyl group, or its physiologically tolerated water-soluble salt.
The couplers of the general formula (I) may be obtained through simple chemical reactions from technically accessible starting compounds and, together with developers such a p-phenylenediamine, result in clear blue colorings without a reddish cast. With developers such as p-aminophenol, color-satu
REFERENCES:
patent: 3857674 (1974-12-01), Forsthoff et al.
patent: 4145364 (1979-03-01), Mulvey et al.
patent: 4566876 (1986-01-01), Brown et al.
patent: 5143518 (1992-09-01), Madrange
Balzer Wolfgang R.
Clausen Thomas
Frank Anke
Weinges Alexa
Dusheck Caroline L.
Lieberman Paul
Striker Michael J.
Wella AG
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