Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Patent
1987-07-27
1989-01-10
Lieberman, Paul
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
8409, 8416, 564389, 564390, A61K 713, C07C 10344, C07C 9144, C07D26322
Patent
active
047971304
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
The subject matter of the invention is a composition for the oxidative coloring of hair based on 4-amino-2-amino-methyl-phenols as developer substances, as well as new 4-amino-2-aminomethyl-phenols.
In the area of hair coloring, oxidative dyestuffs have achieved considerable importance. The coloring is brought about by means of the reaction of certain developer substances with certain coupler substances in the presence of a suitable oxidizing agent.
2,5-diamino-toluene, 2,5-diamino-benzyl alcohol, p-aminophenol and 1,4-diamino-benzene particularly are used as developer substances. Resorcinol, 4-chlororesorcinol, 1-naphthol, m-aminophenol and derivatives of m-phenylene-diamine are among those coupler substances whose use is preferred.
Numerous special requirements are set for oxidative dyestuffs which are used for coloring human hair. For example, they must be harmless in toxicological and dermatological respects and must enable the desired intensity of coloring. In addition, a favorable light fastness, fastness to permanent waving and acids and rubbing fastness are required of the hair colorings which are achieved. But, in every instance, such hair colorings 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 made by means of combining suitable developer and coupler substances. In order to achieve natural and especially fashionable shades in the red area, p-aminophenol is chiefly used, by itself or in a mixture with other developer substances, in combination with suitable coupler substances.
The developer p-aminophenol, chiefly used for the red area of the color scale until now, has recently been criticized with respect to physiological compatibility, while developer substances such as pyrimidine derivatives, which have been recommended more recently, are not completely satisfactory with respect to coloring.
Therefore, the problem arises of discovering an oxidative hair coloring composition based on developer substances for the red area which can better meet the aforementioned requirements.
It has now been found that the proposed problem is solved in an outstanding manner by means of a composition for the oxidative dyeing of hair based on a combination of developer substances and coupler substances, characterized in that it contains a 4-amino-2-amino-phenol of the general formula (I) ##STR3## or its salt, as developer substance, wherein R.sup.1 and R.sup.2 designate independently of one another hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamido-alkyl, alkylsulfonyl--wherein the alkyl radical has 1 to 4 carbon atoms in each instance--arylsulfonyl, acyl or carbamoyl, or R.sup.1 and R.sup.2 form a heterocyclic, nonaromatic five-membered or six-membered ring, which can have an oxo group in addition.
The developer substances, according to the invention, of which the 4-amino-2-aminomethyl-phenol, the 4-amino-2-[(2'-hydroxyethyl)-aminomethyl]-phenol and the 4-amino-2-dimethylaminomethyl-phenol are preferred, are to be contained in the hair dye composition in a concentration of approximately 0.01 to 3.0 percent by weight, preferably 0.1 to 2.5 percent by weight.
Although the advantageous characteristics of the developer substances described here suggest the use of the latter as the only developers, it is, of course, also possible to use these developer substances of formula (I) together with known developer substances, such as 1,4-diamino-benzene, 2,5-diamino-toluene, 2,5-diamino-benzyl alcohol or 2,5-diamino-phenylethyl alcohol.
Of the known coupler substances, resorcinol, 4-chlororesorcinol, 4,6-dichlororesorcinol, 2-methyl-resorcinol, 2-amino-4-[(2'-hydroxyethyl)-amino]-anisol, 2,4-diamino-benzyl alcohol, 2,4-diamino-phenylethyl alcohol, m-phenylenediamine, 5-amino-2-methyl-phenol, 2,4-diamino-phenoxyethanol, 4-amino-2-hydroxy-phenoxyethanol, 1-naphthol, m-aminophenol, 3-am
REFERENCES:
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patent: 3406024 (1968-10-01), Richter et al.
patent: 3622629 (1971-11-01), Lugosy
patent: 3762922 (1973-10-01), Lugosy et al.
Chemical Extracts, vol. 101, 1984 (p. 534).
Chem. Abstracts, Div. 6, vol. 674, p. 1365, 9-1953 #103,533.
Clausen Thomas
Konrad Eugen
Krasnow Ronald A.
Lieberman Paul
Striker Michael J.
Wella Aktiengesellschaft
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