Bleaching and dyeing; fluid treatment and chemical modification – Dyeing involving animal-derived natural fiber material ,... – Hair dyeing
Reexamination Certificate
1999-10-20
2001-05-15
Liott, Caroline D. (Department: 1751)
Bleaching and dyeing; fluid treatment and chemical modification
Dyeing involving animal-derived natural fiber material ,...
Hair dyeing
C008S404000, C008S428000, C008S603000
Reexamination Certificate
active
06231622
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a composition for dyeing fibers, especially keratin fibers, containing 1,3-bis-(dicyanomethylen)indane dyestuffs. The keratin fibers include wool, fur and human hair.
2. Prior Art
Two dyeing methods are generally employed for dyeing keratin-containing fibers. In the first method the color of the dyed keratin-containing fibers is produced with a so-called oxidative or permanent dye composition using a mixture of different coupler substances and developer substances and an oxidizing agent. Direct-dyeing (non-oxidative) dye compounds are added, as required, for rounding out the color properties or for producing special color effects. The second method involves the exclusive direct-dyeing dye compounds that are applied to the fibers in a suitable dye carrier. This method is simple to use, mild and characterized by minimal damage to the hair. The direct-dyeing dye compounds used in this latter method have a number of requirements. They must be toxicologically and dermatologically unobjectable and allow the production of colors in the desired intensity, which, among other things, presupposes sufficient water-solubility. Moreover good light-fastness, acid-fastness and friction- or rubbing-fastness is required.
Usually a combination of direct-dyeing (non-oxidative) dye compounds is required for keratin fibers. Since the selection of red-dyeing and blue-dyeing dye compounds that can be used in dye composition for keratin fibers, especially human hair, is limited, it has been necessary to expand the usable color palette.
SUMMARY OF THE INVENTION
It has now been found surprisingly that certain indane derivative compounds dye fibers, especially keratin fibers, an intense blue color.
The subject matter of the present invention is thus a composition for dyeing fibers, especially keratin fibers, which is characterized in that it contains at least one indane derivative compound of formula I or its physiologically compatible salt:
wherein the R1 and R2 groups, independently of each other, have the following significance:
R1 is hydrogen, a halogen atom, a cyano group, a hydroxy group, a C
1
— to C
4
— alkoxy group, a C
1
— to C
6
— alkyl group, a nitro group, an amino group, an alkylamino group, a dialkyl amino group, a —C(O)H group, a —COOR3 group, a —SO
2
R3 or a —C(O)CH
3
group, wherein R3 is hydrogen, phenyl or a C
1
— to C
6
— alkyl group;
R2 is hydrogen, a C
1
— to C
6
— alkyl group or a phenyl group.
Preferred indane derivative compounds of formula I are those with R1=hydrogen or —CH
3
and R2=methyl, phenyl or especially hydrogen.
Alkali salts and ammonium salts, especially the ammonium salt, triethylammonium salt, sodium salt, calcium salt, N-methylmorpholinium salt, monoethanol ammonium salt, diethanolammonium salt and triethanol ammonium salt are suitable as the physiologically compatible salts of formula I.
The compound of formula I is present in the hair dyeing composition in a total amount of about 0.01 to 10 percent by weight, especially from 0.01 to 5 percent by weight.
The compound of formula I dyes keratin material an intense blue shade without the addition of other dye compounds. To obtain other color shades or tones additional conventional direct-dyeing dye compounds, especially nitro dye compounds, azo dye compounds or quinone dye compounds are added to the hair dye compositions of the invention, as well as basic, acid or neutral dye compounds alone or in mixtures with each other.
Suitable nitro dye compounds include 1,4-bis-[(2-hydroxyethyl)amino]-2-nitrobenzene, 1-(2-hydroxyethyl)amino-2-nitro-4-[di(2-hydroxyethyl)amino]-benzene (HC Blue No. 2), 1-amino-3-methyl-4-[(2-hydroxyethyl)amino]-6-nitrobenzene (HC Violet No. 1), 4-[ethyl-(2-hydroxyethyl)amino]-1-[(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Blue No. 12), 4-[di(2-hydroxyethyl)amino]-1-[(2-methoxyethyl)amino]-2-nitrobenzene (HC Blue No. 11), 1-[(2,3-dihydroxypropyl)-amino]-4-[methyl-(2-hydroxyethyl)amino]-2-nitrobenzene (HC Blue No. 10), 1-[(2,3-dihydroxypropyl)amino]-4-[ethyl-(2-hydroxyethyl)-amino]-2-nitrobenzene hydrochloride (HC Blue No. 9), 1-(3-hydroxypropyl-amino)-4-[di(2-hydroxyethyl)amino]-2-nitrobenzene (HC Violet No. 2), 1-methyl-amino-4-[methyl-(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Blue No. 6), 2-((4-Amino-2-nitrophenyl)amino)-5-dimethylaminobenzoic acid (HC Blue No. 13), 1-(2-aminoethylamino)-4-[di(2-hydroxyethyl)amino]-2-nitrobenzene, 1-amino-4-[(2-hydroxyethyl)amino]-2-nitrobenzene (HC Red No. 7), 2-amino-4,6-dinitrophenol, 4-amino-2-nitrodiphenylamine (HC Red No. 1), 1-amino-4-[di-(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Red No. 13), 1-amino-5-chloro-4-[(2-hydroxyethyl)amino]-2-nitrobenzene, 4-Amino-1-[(2-hydroxyethyl)-amino]-2-nitrobenzene (HC Red No. 3), 4-((2-hydroxyethyl)methylamino)-1-(methylamino)-2-nitrobenzene, 1-amino-4-((2,3-dihydroxypropyl)amino)-5-methyl-2-nitrobenzene, 1-amino-4-(methylamino)-2-nitrobenzene, 4-amino-2-nitro-1-((prop-2-en-1-yl)amino)-benzene, 4-amino-3-nitrophenol, 4-[(2-hydroxy-ethyl)amino]-3-nitrophenol, 1-[(2-aminoethyl)amino]-4-(2-hydroxy-ethoxy)-2-nitrobenzene (HC Orange No. 2), 4-(2,3-dihydroxy-propoxy)-1-[(2-hydroxy-ethyl)amino]-2-nitrobenzene (HC Orange No. 3), 1-amino-5-chloro-4-[(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Red No. 10), 5-chloro-1,4-[di(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Red No. 11), 2-[(2-hydroxy-ethyl)amino]-4,6-dinitrophenol, 4-ethylamino-3-nitrobenzoic acid, 2-[(4-amino-2-nitrophenyl)amino]-benzoic acid, 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 4-[(3-hydroxypropyl)amino]-3-nitrophenol, 2,5-diamino-6-nitropyridine, 6-amino-3-((2-hydroxyethyl)amino)-2-nitropyridine, 3-amino-6-((2-hydroxyethyl)amino)-2-nitropyridine, 3-amino-6-(ethylamino)-2-nitropyridine, 3-((2-hydroxyethyl)amino)-6-(methylamino)-2-nitropyridine, 3-amino-6-(methyl-amino)-2-nitropyridine, 6-(ethylamino)-3-((2-hydroxyethyl)amino)-2-nitropyridine, 1,2,3,4-Tetrahydro-6-nitroquinoxaline, 7-Amino-3,4-dihydro-6-nitro-2H-1,4-benzoxazine (HC Red No. 14), 1-amino-2-[(2-hydroxyethyl)amino]-5-nitro-benzene (HC Yellow No. 5), 1-(2-hydroxyethoxy)-2-[(2-hydroxyethyl)amino]-5-nitrobenzene (HC Yellow No. 4), 1-[(2-hydroxyethyl)-amino]-2-nitrobenzene (HC Yellow No. 2), 2-(di(2-hydroxyethyl)amino)-5-nitrophenol, 2-[(2-hydroxyethyl)-amino]-1-methoxy-5-nitrobenzene, 2-amino-3-nitrophenol, 1-(2-hydroxyethoxy)-3-methylamino-4-nitrobenzene, 2,3-(dihydroxypropoxy)-3-methylamino-4-nitrobenzene, 2-[(2-hydroxyethyl)amino]-5-nitrophenol (HC Yellow No. 11), 3-[(2-aminoethyl)amino]-1-methoxy-4-nitrobenzene hydrochloride (HC Yellow No. 9), 1-[(2-ureidoethyl)amino]-4-nitrobenzene, 4-[(2,3-dihydroxypropyl)amino]-3-nitro-1-trifluormethyl-benzene (HC Yellow No. 6), 1-chloro-2,4-bis-[(2-hydroxyethyl)-amino]-5-nitrobenzene (HC Yellow No. 10), 1-amino-4-((2-aminoethyl)amino)-5-methyl-2-nitrobenzene, 4-[(2-hydroxyethyl)amino]-3-nitro-1-methylbenzene, 1-chloro-4-[(2-hydroxyethyl)amino]-3-nitrobenzene (HC Yellow No. 12), 4-[(2-hydroxyethyl)amino]-3-nitro-1-trifluormethyl benzene (HC Yellow No. 13), 4-[(2-hydroxyethyl)amino]-3-nitrobenzonitrile (HC Yellow No. 14), 4-[(2-hydroxy-ethyl)amino]-3-nitrobenzamide (HC Yellow No. 15), 3-((2-hydroxyethyl)amino)4-methyl-1-nitrobenzene and 4-chloro-3-((2-hydroxyethyl)amino)-1-nitrobenzene.
Suitable examples of quinone dye compounds include 1,4-di-[(2,3-dihydroxypropyl)amino]-9,10-anthraquinone, 1-[(2-hydroxyethyl)amino]-4-methylamino-9,10-anthraquinone (Cl 61505, Disperse Blue No. 3), 2-[(2-Aminoethyl)amino]-9,10-anthraquinone (HC Orange No. 5), 1-hydroxy-4-[(4-methyl-2-sulfop
Chassot Laurent
Descloux Laurence
Liott Caroline D.
Striker Michael J.
Wella Aktiengesellschaft
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