Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
1997-05-19
2001-09-04
Liott, Caroline D. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S407000, C008S408000, C008S410000
Reexamination Certificate
active
06284003
ABSTRACT:
BACKGROUND OF THE INVENTION
This invention relates to oxidation colorants containing a special combination of primary and secondary intermediates for coloring keratin fibers.
By virtue of their intensive colors and good fastness properties, so-called oxidation colorants play a prominent role in the coloring of keratin fibers, particularly human hair. Oxidation colorants contain oxidation dye precursors, so-called primary intermediates and secondary intermediates. The primary intermediates form the actual dyes with one another or by coupling with one or more secondary intermediates in the presence of oxidizing agents or atmospheric oxygen.
Good oxidation dye precursors are expected to satisfy above all the following requirements: they must form the required color tones with sufficient intensity and fastness during the oxidative coupling reaction. In addition, they must be readily absorbed onto the fibers with no significant differences—particularly in the case of human hair—between damaged and freshly regrown hair (levelling capacity). They must be resistant to light, heat and the effect of chemical reducing agents, for example permanent wave lotions. Finally, if they are used to color hair, they should not overly stain the scalp and, above all, should be toxicologically and dermatologically safe.
The primary intermediates normally used are primary aromatic amines containing another free or substituted hydroxy or amino group in the para position or the ortho position, diaminopyridine derivatives, heterocyclic hydrazones, 4-aminopyrazolone derivatives and 2,4,5,6-tetraaminopyrimidine and derivatives thereof.
Special representatives are, for example, p-toluylenediamine, 2,4,5,6-tetraaminopyrimidine, p-aminophenol, N,N-bis-(2-hydroxyethyl)-p-phenylenediamine, 2-(2,5-diaminophenyl)-ethanol, 2-(2,5-diaminophenoxy)-ethanol, 1-phenyl-3-carboxyamido-4-amino-5-pyrazolone and 4-amino-3-methylphenol, 2-hydroxy4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine and 2,5,6-triaminohydroxypyrimidine.
The secondary intermediates used are generally m-phenylenediamine derivatives, naphthols, resorcinol and resorcinol derivatives, pyrazolones and m-aminophenols. Particularly suitable secondary intermediates are &agr;-naphthol, pyrogallol, 1,5-, 2,7- and 1,7-dihydroxynaphthalene, 5-amino-2-methylphenol, m-aminophenol, resorcinol, resorcinol monomethyl ether, m-phenylenediamine, 1-phenyl-3-methyl-5-pyrazolone, 2,4-dichloro-3-amino-phenol, 1,3-bis-(2,4-diaminophenoxy)-propane, 2-chlororesorcinol, 2-chloro-6-methyl-3-aminophenol and 2-methyl resorcinol
By combination with various secondary intermediates, a certain primary intermediate can form a broad range of color tones. Nevertheless, it is often not possible to obtain the large range of natural color tones with a single primary intermediate. In practice, therefore, a combination of various primary intermediates and secondary intermediates has to be used to obtain a single natural-looking color. Accordingly, there is a constant need for new improved secondary intermediate/primary intermediate combinations. This applies in particular to the blues where conventional dyes are often not entirely satisfactory in their level-dyeing capacity and their resistance to cold waving and washing.
Accordingly, the problem addressed by the present invention was to provide new primary intermediate/secondary intermediate combinations in the blue range which would satisfy the requirements oxidation dye precursors are expected to meet to a particular degree.
It has now surprisingly been found that a special combination of a known secondary intermediate and a known primary intermediate leads to dark blue colors of high brilliance which are additionally distinguished by high fastness to rubbing.
DESCRIPTION OF THE INVENTION
The present invention relates to oxidation colorants for coloring keratin fibers containing secondary intermediates and primary intermediates in a water-containing carrier, characterized in that 2-(2,5-diaminophenyl)-ethanol or a salt thereof with an inorganic or organic acid is present as the primary intermediate while 2-chloro-6-methyl-3-aminophenol or a salt thereof with an inorganic or organic acid is present as the secondary intermediate.
In the context of the invention, keratin fibers are understood to include pelts, wool, feathers and, in particular, human hair. Although the oxidation colorants according to the invention are particularly suitable for coloring keratin fibers, there are no basic obstacles to their use in other fields, particularly in color photography.
The primary intermediate according to the invention is already known from DE-OS 28 31 847 to which reference is expressly made regarding the production of this compound.
The secondary intermediate according to the invention is known from DE-OS 30 16 008 as a secondary intermediate for intensive blue tones in particular. Accordingly, reference is expressly made to this document also.
However, there is no reference in either of these documents to the combination according to the invention or even to its highly advantageous properties.
The primary and secondary intermediates according to the invention may be used both as free bases and in the form of their inorganic or organic salts, for example hydrochlorides or hydrobromides.
The hair colorants according to the invention contain both the primary intermediates and the secondary intermediates in a quantity of preferably 0.01 to 20% by weight and, more preferably 0.5 to 5% by weight, based on the oxidation colorant as a whole. The primary intermediates and secondary intermediates are generally used in substantially equimolar quantities. Although the equimolar amounts of primary and secondary intermediates have proven expedient, a certain excess of individual oxidation dye precursors is not a disadvantage, so that the primary intermediates and secondary intermediates may be present in a molar ratio of 1:0.5 to 1:2.
In addition to the primary intermediate/secondary intermediate combination according to the invention, the hair colorants may optionally contain other primary intermediates and/or secondary intermediates to obtain special color tones. Suitable compounds were mentioned in the acknowledgement of the prior art.
In one preferred embodiment, the hair colorants according to the invention contain typical substantive dyes in addition to the oxidation dye precursors in quantities of 0.01 to 20% by weight, based on the oxidation hair colorant as a whole, for further modifying the color tones. The typical substantive dyes in question may be selected, for example, from the group of nitrophenylenediamines, nitroaminophenols, anthraquinones or indophenols, for example the compounds known under the international names or trade names of HC Yellow 2, HC Yellow 4, Basic Yellow 57, Disperse Orange 3, HC Red 3, HC Red BN, Basic Red 76, HC Blue 2, Nitroblau, Disperse Blue 3, Basic Blue 99, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9, Basic Brown 16, picramic acid and Rodol 9 R.
The oxidation dye precursors and the substantive dyes optionally present do not have to be single compounds. Instead, the hair colorants according to the invention—due to the processes used for producing the individual dyes—may contain small quantities of other components providing they do not adversely affect the coloring result or have to be ruled out for other reasons, for example toxicological reasons.
To produce the colorants according to the invention, the oxidation dye precursors are incorporated in a suitable water-containing carrier. For coloring hair, such carriers are, for example, cremes, emulsions, gels or even surfactant-containing foaming solutions, for example shampoos, foam aerosols or other formulations suitable for application to the hair.
The colorants according to the invention may also contain any of the known active substances, additives and auxiliaries typical of such formulations. In many cases, the colorants contain at least one surfactant, both anionic and zwitterionic, ampholytic, nonionic and cationic surfact
Hoeffkes Horst
Meinigke Bernd
Rose David
Henkel Kommanditgesellschaft auf Aktien
Hild Kimberly R.
Jaeschke Wayne C.
Liott Caroline D.
Murphy Glenn E. J.
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