Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Patent
1993-03-04
1995-01-10
Lieberman, Paul
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
8405, 8406, 8407, 8408, 8410, 8414, 8415, 8423, 544281, 5483031, A61K 713, C07D48702
Patent
active
053803400
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
The invention relates to compositions for the oxidative dyeing of keratin fibers based on aminopyrazole derivatives as well as new pyrazole derivatives.
Oxidative dyes have achieved considerable importance in the dyeing of hair. The dyeing is brought about by the reaction of certain developers with certain couplers in the presence of a suitable oxidizing agent.
In particular, 2,5-diaminotoluene, 2,5-diaminophenyl-ethyl alcohol, p-aminophenol and 1,4-diaminobenzene are used as developers. Resorcinol, 4-chlororesorcinol, 1-naphthol, 5-amino-2-methylphenol and derivatives of m-phenylenediamine are included among those couplers whose use is preferred.
Oxidative dyestuffs used for dyeing human hair are subject to numerous special requirements. 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 demanded of the achieved hair dyes. But, in every instance, such hair dyes must remain stable over a period of at least 4 to 6 weeks without being influenced by light, rubbing or chemical agents. Moreover, it is necessary that a wide assortment of various color shades can be produced by combining suitable developers and couplers. In particular, 4-aminophenol, by itself or in a mixture with other developers, is used in combination with suitable couplers to achieve natural and especially fashionable shades in the red range.
The developer 4-aminophenol which was chiefly used formerly for the red range of the color scale has recently been criticized with respect to its physiological tolerability, while more recently recommended developers such as pyrimidine derivatives are not entirely satisfactory with respect to coloring. The pyrazole derivatives described in DE-OS 21 60 317, e.g. 3-amino-1-phenyl-2-pyrazolone-5, provide only a shallow depth of color which is unusable in hair dyeing practice.
The 4,5-diaminopyrazoles described in DE-OS 38 42 892 are satisfactory with respect to color intensity, but they show disadvantages which impede their use as hair dyes, e.g. 3(5), 4-diaminopyrazole shows a slight sensitizing activity. Because mixtures of isomers, which can only be separated by chromatography, are produced during their production other compounds, e.g. 4,5-diamino-1-methylpyrazole or 4,5-diamino-1-benzylpyrazole, are difficult to prepare.
Therefore, it is an object of the present invention to provide an oxidative hair dye composition based on a combination of developers and couplers containing a developer for the red range which is very favorably tolerated physiologically, is simple to produce and, together with conventional couplers, dyes the hair in brilliant red color hues with a great depth of color.
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 containing an aminopyrazole derivative of the general formula (I) ##STR2## or its physiologically tolerated, water-soluble salts as developer, where R=hydrogen or an alkyl group containing from 1 to 4 carbon atoms and n=2 or 3.
The developers of formula (I), of which the 3-amino-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (R=H, n=3), the 7-amino-2,3-dihydro-1H-imidazo[1,2-b]pyrazole (R=H, n=2), and the 3-amino-6-methyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (R=CH.sub.3, n=3) are preferred, are to be contained in the hair dye composition in a quantity of approximately 0.01 to 3.0 percent by weight, preferably in a quantity of 0.1 to 2.5 percent by weight.
Although it would appear obvious in view of the advantageous characteristics of the novel developers described here to use them as the only developers, it is also possible, of course, to use the developers of formula (I) together with known developers such as 1,4-diaminobenzene, 2,5-diaminotoluene or 2,5-diaminophenylethyl alcohol.
The following known couplers are preferred for use as const
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patent: 5215982 (1993-06-01), Sakane et al.
patent: 5234818 (1993-08-01), Zimmerman et al.
A. J. Goddart et al, Anti-Cancer Drug Design, Feb. 4, 1987, pp. 235-245.
A. J. Goddard, et al., Anti-Cancer Drug Design 2, Feb. 4, 1987, p. 235.
Balzer Wolfgang R.
Clausen Thomas
Gerstung Stefan
Neunhoeffer Hans
Dusheck Caroline L.
Lieberman Paul
Striker Michael J.
Wella Aktiengesellschaft
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