DE19933313A1 - Agent for coloring fibres, especially for temporary coloration of the hair, made by mixing prior to use of one component containing an enamine compound and another component containing at least one carbonyl compound - Google Patents

Abstract

Composition for temporary coloration of the hair obtained by mixing, prior to use, a component containing an enamine compound of formula (I) and another component containing at least one carbonyl group. The colored hair can be decolorized by contact with a sulfite-containing preparation. An agent for coloring fibres is obtained by mixing (A1) a first component containing an enamine of formula (I) or physiologically acceptable salt of this: R<1> = mono- or polynuclear aromatic residue, especially an optionally with 1-4 C alkyl-, 1-4 C-hydroxyalkyl-, methoxy-, dialkylamino- or halogen-substituted 5- or 6-membered aryl residue, especially a phenyl residue, or a 5- or 6-membered heterocycle, preferably a pyridyl residue, or a naphthyl residue R<2> = a straight or branched 1-8 C alkyl, straight or branched 1-8 C hydroxyalkyl or 1-8 C alkoxyalkyl in which an O atom may be situated between the C atoms of the alkyl chain R<3> = straight or branched 1-8 C alkyl, 1-8 C alkoxy, straight or branched 1-8 C alkylene, 1-8 C alkoxyalkylene, -O-, -NH-, -NR<4>- or -S- R<4> = alkyl, alkoxyalkyl, hydroxyalkyl or H R<1> and R<3> together with the N atom and C atom of the enamine base structure may = a cyclic structure and (A2) a second component containing at least one carbonyl group.

Description

The present invention is a means for coloring Fibers, in particular keratin fibers (eg silk, wool and hair, in particular human hair), which is a combination of a Enamine of the formula (I) or (II) and carbonyl compounds, and a process for dyeing fibers, in particular keratin fibers.

Hair dyes are depending on the color to be dyed starting hair color and desired final result mainly in the field of Divided oxidation dye or tints.

Oxidizing hair colors are ideal for the coverage of higher proportions of gray, here are the gray at a share of up to 50% of the oxidizing dye used was usually oxidative Tints, while those with a gray content of more than 50% or for "lighter dyeing" used oxidation colorant in the rule be referred to as so-called oxidative colors.

Direct dyes are mainly non-oxidative Colorants (so-called tinting agents) included. Some substantive dyes such. As the nitro dyes, due to their small size penetrate the hair and it - at least in the outer areas - directly stain. Such tints are very gentle on hair and usually survive 6 to 8 washes.  

Direct dyes, especially nitro dyes, are also used often in oxidative dyes to produce certain nuances or used to intensify the color.

It is known that colored polymers produced oxidatively in the hair Generally very durable against external influences such as water, shampoo or light are. Depending on the staining technique they are so firmly anchored that they remain in the hair until the next haircut. The usage of Hydrogen peroxide - especially in an alkaline environment - has an effect however disadvantageous to the hair structure.

From DE-OS 197 45 292 is the use of a combination of Malonaldehyde derivatives, such as malonaldehyde bis- dialkyl acetals, and amines or CH-acidic compounds for staining of hair known without the addition of oxidizing agents.

However, there is still a great need for colorants that are under mild conditions with both intense and gentle staining with enable a wide range of nuances.

Surprisingly, it has now been found that this object in Excellent way by using a combination of certain enamines with carbonyl compounds in excellent Way is solved.

The present invention therefore provides a means for dyeing fibers, in particular keratin fibers, such as wool, silk and hair, in particular human hair, which is obtained by mixing two components, wherein the one component (component (b)) at least one carbonyl compound , in particular an aldehyde compound, and the other component (component (a)) contains a compound of the formula (I) or (II),

in which R1, R2 and R3 independently of one another equal a C1-C3- Alkyl group, C1-C3 alkoxyalkyl group or C1-C3 hydroxyalkyl group is; R4 and R5 are each independently hydrogen, one Hydroxy group, a methoxy group, a halogen atom, a Amino group or a dimethylamino group and A is the anion of a inorganic or organic acid, for example a chloride, Bromide, sulfate, monomethylsulfate or iodide.

Preferred compound of formula (I) or (II) is the 1,1,2,3-Tetramethyl-1H-benz [e] indolinium salt of the formula (I).

As carbonyl compound of component (b) are in particular to call: vanillin (4-hydroxy-3-methoxybenzaldehyde), isovanillin (3-hydroxy-4-methoxybenzaldehyde), 3,4-dihydroxybenzaldehyde, 4-hydroxybenzaldehyde, 3,5-dimethoxy-4-hydroxybenzaldehyde, 4-dimethylaminobenzaldehyde, 4-methyl-5-imidazolecarboxaldehyde, 4-dimethylamino-cinnamaldehyde, 4-hydroxy-2-methoxybenzaldehyde, 3,5-dimethyl-4-hydroxybenzaldehyde, 4-dimethylamino-2-methoxy benzaldehyde, 2-hydroxybenzaldehyde, 4-hydroxy-1-naphthaldehyde, 4-methoxy-1-naphthaldehyde, 4-dimethylamino-1-naphthaldehyde,  4'-hydroxy-biphenyl-1-carbaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, 2,5-dihydroxybenzaldehyde, 2,3,4-trihydroxybenzaldehyde, 3,4,5-trihydroxybenzaldehyde, 2,4,6-trihydroxybenzaldehyde, 2,4-dimethoxybenzaldehyde, 2,3-dimethoxybenzaldehyde, 2,5-dimethoxy benzaldehyde, 3,5-dimethoxybenzaldehyde, 3,4-dimethoxybenzaldehyde, Indole-3-carbaldehyde, benzene-1,4-dicarbaldehyde, 4-ethoxybenzaldehyde, 2-methyl-1,4-naphthoquinone, 4-carboxybenzaldehyde, 4-hydroxy-3- methoxycinnamaldehyde, 3,5-dimethoxy-4-hydroxy-cinnamaldehyde, 3-methoxy-4- (1-pyrrolidinyl) -benzaldehyde, 4-diethylamino-3-methoxybenzaldehyde, 1,2-phthalaldehyde, pyrrole-2-aldehyde, thiophene-2-aldehyde, thiophene-3 aldehyde, chromone-3-carboxaldehyde, 6-methyl-4-oxo-1 (4H) -benzopyran 3-carbaldehyde, N-methylpyrrole-2-aldehyde, 5-methylfurfural, 6-hydroxy chromen-3-carboxaldehyde, 6-methylindole-3-carboxaldehyde, 4-dibutylaminobenzaldehyde, N-ethylcarbazole-3-aldehyde, 4-diethylamino 2-hydroxybenzaldehyde, 3,4-dimethoxy-5-hydroxybenzaldehyde, 5- (4- (diethylamino) phenyl) -2,4-pentadienal, 2,3-thiophene dicarboxaldehyde, 2,5-thiophenedicarboxaldehyde, 2-methoxy-1 naphthaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 2-nitrobenzaldehyde, 3-nitrobenzaldehyde and 4-nitrobenzaldehyde.

The compound of the formula (I) or (II) and the carbonyl compound are kept separate until shortly before use. The colorant according to the invention usually consists of a Mixture of components (a) and (b), namely a color carrier, which the compounds of formula (I) or (II) and optionally contains substantive dyes, and another color carrier mass, which the carbonyl compound and optionally substantive Contains dyes. These two components will be right before you  Application mixed to a ready-mixed dye and then applied to the fiber to be dyed.

The compounds of the formula (I) or (II) and the carbonyl compounds are in the respective color carrier mass (component (a) or Component (b)) each in a total amount of about 0.02 to 20 Percent by weight, preferably 0.2 to 10% by weight, in which obtained by mixing components (a) and (b) ready-to-use dye the compound of formula (I) or (II) and the carbonyl compound each in a total amount of about 0.01 to 10 weight percent, preferably 0.1 to 5 weight percent, is included.

Furthermore, the colorant according to the invention may optionally additionally contain substantive dyes, for example 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-Hydroxypropylamino) -4- [di (2-hydroxyethyl) amino] -2-nitrobenzene (HC Violet No. 2), 1-methylamino-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-dinitro-phenol, 4-amino-2-nitro-diphenylamine (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-ene-1) yl) amino) benzene, 4-amino-3-nitrophenol, 4 - [(2-hydroxyethyl) amino] -3- nitrophenol 1 - [(2-aminoethyl) amino] -4- (2-hydroxyethoxy) -2-nitrobenzene (HC Orange No. 2), 4- (2,3-dihydroxypropoxy) -1 - [(2-hydroxyethyl) amino] -2- nitrobenzene (HC Orange No. 3), 1-amino-5-chloro-4 - [(2,3-dihydroxy propyl) 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- (methylamino) -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- nitrobenzene (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-trifluoromethylbenzene (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-trifluoromethyl benzene (HG Yellow No. 13), 4 - [(2-hydroxyethyl) amino] -3-nitrobenzonitrile (HC Yellow No. 14), 4 - [(2-hydroxyethyl) amino] -3-nitrobenzamide (HC Yellow No. 15), 3 - ((2-hydroxyethyl) amino) -4-methyl-1-nitrobenzene, 4-Chloro-3 - ((2-hydroxyethyl) amino) -1-nitrobenzene, 1,4-di [(2,3-dihydroxy propyl) amino] -9,10-anthraquinone, 1 - [(2-hydroxyethyl) amino] -4-methyl amino-9,10-anthraquinone (CI61505, Disperse Blue No. 3), 2 - [(2-amino ethyl) amino] -9,10-anthraquinone (HC Orange No. 5), 1-hydroxy-4 - [(4- methyl-2-sulfophenyl) amino] -9,10-anthraquinone, 1 - [(3-aminopropyl) - amino] -4-methylamino-9,10-anthraquinone (HC Blue No. 8), 1 - [(3 Aminopropyl) amino] -9,10-anthraquinone (HC Red No. 8), 1,4-diamino-2- methoxy-9,10-anthraquinone (CI62015, Disperse Red No. 11, Solvent Violet No. 26), 1,4-dihydroxy-5,8-bis [(2-hydroxyethyl) amino] -9,10- anthraquinone (CI62500, Disperse Blue No. 7, Solvent Blue No. 69), 9- (Dimethylamino) -benzo [a] phenoxazine-7-ium chloride (CI51175; Basic Blue No. 6), di [4- (diethylamino) phenyl] [4- (ethylamino) naphthyl] carbenium chloride (CI42595, Basic Blue No. 7), di (4- (dimethylamino) phenyl) - (4- (methyl-phenylamino) -naphthalen-1-yl) carbenium chloride (CI42563; Basic Blue No. 8), 3,7-di (dimethylamino) -phenothiazine-5-ium chloride (CI52015;  Basic Blue No. 9), di [4- (dimethylamino) phenyl] [4- (phenylamino) naphthyl] - carbenium chloride (CI44045; Basic Blue No. 26), 2 - [(4- (ethyl (2-hydroxy ethyl) amino) phenyl) azo] -6-methoxy-3-methyl-benzothiazolium methyl sulfate (CI11154; Basic Blue No. 41), 8-amino-2-bromo-5-hydroxy-4- imino-6 - [(3- (trimethylammonio) phenyl) amino] -1 (4H) -naphthalenone chloride (CI56059; Basic Blue No. 99), bis [4- (dimethylamino) phenyl] [4- (methyl amino) phenyl] carbenium chloride (CI42535, Basic Violet No. 1), Tris [4- (dimethylamino) phenyl] carbenium chloride (CI42555, Basic Violet No. 3), 2- [3,6- (diethylamino) dibenzopyranium-9-yl] benzoic acid chloride (CI45170, Basic Violet No. 10), di (4-aminophenyl) (4-amino-3-methyl phenyl) carbenium chloride (CI42510, Basic Violet No. 14), 1,3-bis [(2,4- diamino-5-methylphenyl) azo] -3-methylbenzene (CI21010; 4), 1 - [(4-aminophenyl) azo] -7- (trimethylammonio) -2-naphthol chloride (CI12250, Basic Brown No. 16), 1 - [(4-amino-2-nitrophenyl) azo] -7- (trimethylammonio) -2-naphthol chloride (Basic Brown No. 17), 1 - [(4-amino-3-nitrophenyl) azo] -7- (trimethylammonio) -2-naphthol-chloride (CI12251, Basic Brown No. 17), 3,7-diamino-2,8-dimethyl-5-phenyl phenazinium chloride (CI50240; Basic Red No. 2), 1,4-dimethyl-5 - [(4- (dimethylamino) phenyl) azo] -1,2,4-triazolium chloride (CI11055, Basic Red No. 22), 2-hydroxy-1 - [(2-methoxyphenyl) azo] -7- (trimethylammonio) - naphthalene chloride (CI12245; Basic Red No. 76), 2- [2 - ((2,4-dimethoxy phenyl) amino) ethenyl] -1,3,3-trimethyl-3H-indole-1-ium chloride (CI48055; Basic Yellow No. 11), 3-methyl-1-phenyl-4 - [(3- (trimethylammonio) - phenyl) azo] -pyrazol-5-one chloride (CI12719, Basic Yellow No. 57), Di (4- (dimethylamino) phenyl) iminomethane hydrochloride (CI41000, Basic Yellow No. 2), bis [4- (diethylamino) phenyl] phenylcarbenium hydrogen sulfate (1: 1) (CI42040, Basic Green No. 1), di (4- (dimethylamino) - phenyl) -phenylmethanol (CI42000, Basic Green No. 4), 1- [di (2-hydroxy ethyl) amino] -3-methyl-4 - [(4-nitrophenyl) azo] benzene (CI11210, Disperse  Red No. 17), 4 - [(4-aminophenyl) azo] -1- [di (2-hydroxyethyl) amino] -3- methylbenzene (HC Yellow No. 7), 2,6-diamino-3 - [(pyridin-3-yl) azo] -pyridine, 2 - ((4- (acetylamino) phenyl) azo) -4-methylphenol (CI11855; Disperse Yellow No. 3), 6-hydroxy-5 - [(4-sulfophenyl) azo] -2-naphthalenesulfonic acid disodium salt (CI15985, Food Yellow No. 3, FD Yellow No. 6), 2,4-dinitro-1-naphthol-7-sulfonic acid disodium salt (CI10316; Acid Yellow No. 1; Food Yellow No. 1), 2- (indan-1,3-dione-2-yl) quinoline-x, x-sulfonic acid (Mixture of mono- and disulfonic acid) (CI47005; D Yellow No. 10; Food Yellow No. 13; Acid Yellow No. 3), 5-hydroxy-1- (4-sulfophenyl) -4- [(4-sulfophenyl) azo] pyrazole-3-carboxylic acid trisodium salt (CI19140; Food Yellow No. 4; Acid Yellow No. 23), 9- (2-carboxyphenyl) -6-hydroxy-3H- xanthen-3-one (CI45350; Acid Yellow No. 73; D Yellow No. 8), 4 - ((4-amino-3-sulfophenyl) azo) benzenesulfonic acid disodium salt (CI13015, Acid Yellow No. 9), 5 - [(2,4-dinitrophenyl) amino] -2-phenylamino benzenesulfonic acid sodium salt (CI10385; Acid Orange No. 3), 4 - [(2,4-) Dihydroxyphenyl) azo] -benzenesulfonic acid monosodium salt (CI14270; Acid Orange No. 6), 4 - [(2-hydroxynaphth-1-yl) azo] benzenesulfonic acid sodium salt (CI15510; Acid Orange No. 7), 4 - [(2,4-dihydroxy-3 - [(2,4-) dimethylphenyl) azo] phenyl) azo] -benzenesulfonic acid sodium salt (CI20170; Acid Orange No. 24), 4-hydroxy-3 - [(4-sulfonaphth-1-yl) azo] -1-naphthalene sulfonic acid disodium salt (CI14720; Acid Red No. 14), 6-hydroxy-5 - [(4- sulphonaphth-1-yl) azo] -2,4-naphthalene-disulfonic acid trisodium salt (CI16255; Ponceau 4R; Acid Red No. 18), 3-hydroxy-4 - [(4-sulfonaphth-1-) yl) azo] -2,7-naphthalenedisulfonic acid trisodium salt (CI16185; Acid Red No. 27), 8-amino-1-hydroxy-2- (phenylazo) -3,6-naphthalenedisulfonic acid disodium salt (CI17200; Acid Red No. 33), 5- (acetylamino) -4-hydroxy-3- [(2-methylphenyl) azo] -2,7-naphthalene-disulfonic acid disodium salt (CI18065; Acid Red No. 35), 2- (3-hydroxy-2,4,5,7-tetraiodo-dibenzopyran 6-on-9-yl) benzoic acid disodium salt (CI45430; Acid Red No. 51),  N- [6- (diethylamino) -9- (2,4-disulfophenyl) -3Hxanthen-3-ylidene] -N-ethyl Ethanammonium hydroxide, inner salt, sodium salt (CI45100; Acid Red No. 52), 8 - [(4- (phenylazo) phenyl) azo] -7-naphthol-1,3-disulfonic acid disodium salt (CI27290; Acid Red No. 73), 2 ', 4', 5 ', 7'-tetrabromo-3', 6'- dihydroxyspiro [isobenzofuran-1 (3H), 9 '- [9H] xanthene] -3-one disodium salt (CI45380; Acid Red No. 87), 2 ', 4', 5 ', 7'-tetrabromo-4,5,6,7-tetrachloro-3', 6'- dihydroxyspiro [isobenzofuran-1 (3H), 9 '[9H] xanthene] -3-one disodium salt (CI45410; Acid Red No. 92), 3 ', 6'-dihydroxy-4', 5'-diiodospiro- [isobenzofuran-1 (3H), 9 '(9H) -xanthene] -3-one disodium salt (CI45425; Acid Red No. 95), 2-hydroxy-3 - ((2-hydroxynaphth-1-yl) azo) -5-nitrobenzene sulfonic acid monosodium salt (CI15685; Acid Red No. 184), (2-sulfophenyl) di [4- (ethyl ((4-sulfophenyl) methyl) amino) phenyl] - carbenium disodium salt, betaine (CI42090; Acid Blue No. 9; FD Blue No. 1), 1,4-bis [(2-sulfo-4-methylphenyl) amino] -9,10-anthraquinone disodium salt (Cl 61570; Acid Green No. 25), bis [4- (dimethylamino) - phenyl] - (3,7-disulfo-2-hydroxynaphth-1-yl) carbenium inner salt, monosodium salt (CI44090, Food Green No. 4, Acid Green No. 50), Bis [4- (diethylamino) phenyl] (2,4-disulfophenyl) carbenium inner salt, Sodium salt (2: 1) (CI42045, Food Blue No. 3, Acid Blue No. 1), Bis [4- (diethylamino) phenyl] (5-hydroxy-2,4-disulfophenyl) carbenium inner salt, calcium salt (2: 1) (CI42051; Acid Blue No. 3), 1-amino-4- (Cyclohexylamino) -9,10-anthraquinone-2-sulfonic acid sodium salt (CI62045; Acid Blue No. 62), 2- (1,3-dihydro-3-oxo-5-sulfo-2H-indole-2- ylidene) -2,3-dihydro-3-oxo-1H-indole-5-sulfonic acid disodium salt (CI73015; Acid Blue No. 74), 9- (2-carboxyphenyl) -3 - [(2-methylphenyl) amino] -6 - [(2 methyl-4-sulfophenyl) amino] xanthylium inner salt, monosodium salt (CI45190; Acid Violet No. 9), 1-hydroxy-4 - [(4-methyl-2-sulfophenyl) - amino] -9,10-anthraquinone sodium salt (CI60730; D Violet No. 2; Acid Violet No. 43), bis [3-nitro-4 - [(4-phenylamino) -3-sulfophenylamino] -  phenyl] sulfone (CI10410; Acid Brown No. 13), 5-amino-4-hydroxy-6 - [(4- nitrophenyl) azo] -3- (phenylazo) -2,7-naphthalene-disulfonic acid disodium salt (CI20470; Acid Black No. 1), 3-hydroxy-4 - [(2-hydroxynaphth-1-yl) azo] -7- nitro-1-naphthalenesulfonic acid-chromium complex (3: 2) (CI15711; Acid Black No. 52), 3 - [(2,4-dimethyl-5-sulfophenyl) azo] -4-hydroxy-1-naphthalene sulfonic acid disodium salt (CI14700; Food Red No. 1; Ponceau SX; FD Red No. 4), 4- (acetylamino) -5-hydroxy-6 - [(7-sulfo-4 - [(4- sulfophenyl) azo] naphth-1-yl) azo] -1,7-naphthalene disulfonic acid tetrasodium salt (CI28440, Food Black No. 1), 3-hydroxy-4- (3-methyl-5- oxo-1-phenyl-4,5-dihydro-1H-pyrazol-4-ylazo) -naphthalene-1-sulfonic acid sodium salt, chromium complex (Acid Red No. 195), 4 - ((5 - ((2-hydroxy ethyl) amino-1-methyl-1H-pyrazol-4-yl) imino) -4,5-dihydro-5 - ((2-hydroxy ethyl) imino) -1-methyl-1H-pyrazol-monosulfate, 5-hydroxy-1,4-naphthoquinone (CI75500, Natural Brown No. 7), 2-hydroxy-1,4-naphthoquinone (CI75480, Natural Orange No. 6) and 1,2-dihydro-2- (1,3-dihydro-3-oxo-2H-indol-2-ylidene) -3H-indol-3-one (CI73000).

The direct dyes can be used in component (a) and the Component (b) each in a total amount of about 0.02 to 20 Weight percent, preferably 0.2 to 10 weight percent used be, wherein the total amount of substantive dyes in the by mixing the components (a) and (b) obtained use finished colorants about 0.01 to 10 weight percent, preferably 0.1 to 5% by weight.

Component (a) and component (b) are preferably as well as the ready-to-use dye, independently each in the form of a solution, in particular an aqueous or aqueous  alcoholic solution, a cream, a gel, an emulsion or an aerosol foam before.

Component (a) and component (b) may all be for such Preparations contain conventional and known substances, for example Solvents such as water, lower aliphatic alcohols, for example Ethanol, n-propanol and isopropanol or glycols such as glycerol and 1,2- Propandiol, wetting agents or emulsifiers from the classes of anionic, cationic, amphoteric or nonionic Surface-active substances such as fatty alcohol sulfates, ethoxylated Fatty alcohol sulfates, alkyl sulfonates, alkyl benzene sulfonates, Alkyltrimethylammonium salts, alkyl betaines, ethoxylated fatty alcohols, ethoxylated nonylphenols, fatty acid alkanolamides, ethoxylated Fatty alcohols, ethoxylated nonylphenols, fatty acid alkanolamides, ethoxylated fatty acid esters, and also thickeners such as higher fatty alcohols, Starch or cellulose derivatives, perfumes, hair conditioner, Conditioners, hair swelling agents, preservatives, Vaseline, Paraffin oil and fatty acids as well as care substances such as cationic Resins, lanolin derivatives, cholesterol, pantothenic acid and betaine. The The above-mentioned substances are used in the amounts customary for such purposes used, for example, the wetting agents and emulsifiers in Concentrations of about 0.5 to 30 weight percent (in each case to the component (a) or the component (b)), the Thickener in an amount of about 0.1 to 25 weight percent (each based on component (a) or component (b)) and the conditioners in a concentration of about 0.1 to 5.0 Percent by weight (in each case based on component (a) or component (b)).  

The pH of the ready-to-use colorant is in the Mixture of the compounds of formula (I) or (II) containing - rather basic component (b) containing the carbonyl compound - more acidic - component (a). The pH of the ready to use Coloring agent is obtained by mixing the compound of the formula (I) or (II) containing - preferably basic - component (a) containing the carbonyl compound - preferably acidic - Component (b), and is about 3 to 11, preferably 5 to 11. In a particularly preferred embodiment of the invention possess the component (a) and / or the ready-to-use preparation a alkaline pH of 6 to 11, the alkaline pH of the Component (a) optionally only shortly before mixing with the Component (b) by addition of an alkaline component (c) can be adjusted.

To adjust the suitable pH for the coloration alkalizing agents such as alkanolamines, alkylamines, alkali or Alkaline earth hydroxides, alkali or alkaline earth carbonates, ammonium carbonates and especially ammonium hydroxide, or acids such as lactic acid, Acetic acid, tartaric acid, phosphoric acid, hydrochloric acid, citric acid, Ascorbic acid and boric acid.

The two components will be ready to use mixed and onto the fiber, preferably human hair, applied. Depending on the desired color depth, this mixture is allowed 5 to 60 minutes, preferably 15 to 30 minutes, at a temperature from 20 to 50 degrees Celsius, especially at 30 to 40 degrees Celsius act. Then the fiber is rinsed with water, optionally washed with a shampoo and then dried.  

The compounds of the formula (I) or (II) and the carbonyl compound are in the ready-dyeing in general in one equimolar ratio used. Depending on the desired color a single or the compounds of formula (I) or (II) with one or several carbonyl compounds are mixed, creating a broad Spectrum of different nuances can be generated.

The colorants of the invention give an excellent color of keratin fibers, especially human hair, but as well wool or silk, in yellow to blue-violet shades.

The following examples are intended to explain the subject matter in more detail, without limiting it to these examples.

Examples Examples 1.1 to 1.7 Hair Dye Compound of the formula (I) or (II) containing component (a)

Compound of the formula (I) or (II) Quantities according to Table 1 6-O-palmitoyl-L-ascorbic acid 0.30 g Cetylstearylalkohol 12.00 g Lauryl ether sulfate 28% 10.00 g ethanol 23.0 g Water, demineralized ad 100.0 g

The cetylstearyl alcohol is melted at 80 ° C. The lauryl ether sulfate is heated to 80 ° C with 85% of the ethanol and 95% of the water and added to the molten cetylstearyl alcohol and stirred until a cream results. At room temperature, compound (I) or (II), with the remaining water and alcohol and with 6-O-palmitoyl-L ascorbic acid added. The pH of the cream is with 10% aqueous NaOH adjusted to 12.0.

Aldehyde-containing component (b)

aldehyde Quantities according to Table 1 direct dye Quantities according to Table 1 Cetylstearylalkohol 12.00 g Lauryl ether sulfate 28% 10.00 g ethanol 23.0 g Water, demineralized ad 100.0 g

The cetylstearyl alcohol is melted at 80 ° C. The lauryl ether sulfate is heated to 80 ° C with 85% of the ethanol and 95% of the water and added to the molten cetylstearyl alcohol and stirred until a cream results. At room temperature, the aldehyde compound and optionally the direct dyes, with the remaining water and added alcohol, added. The pH of the cream is with 10% aqueous lactic acid adjusted to 4.0.

5 g of component (a) are mixed with 5 g of component (b). The ready-to-use hair dye obtained is applied to a strand of hair  applied and evenly distributed with a brush. After a Exposure time of 30 minutes at 40 ° C, the hair with a Washed shampoo, then rinsed with lukewarm water and then dried.

The resulting dyeings are in the following table summarized.  

The L * a * b * colorimetric values given in the present examples were used with a colorimeter from Minolta, type Chromameter II, determined.

Here, the L value stands for the brightness (that is, the lower the L value is, the greater is the color intensity), while the a-value is a measure of the proportion of red is (that is, the larger the a value is, the larger the Reddish). The b value is a measure of the blue component of the color, with the The greater the percentage of blue, the more negative the b value is.

All percentages in the present application, if not stated otherwise, weight percent.

Claims (9)

1. Fibers for dyeing fibers obtained by mixing two components, one component (component (b)) containing at least one carbonyl compound, and the other component (component (a)) containing a compound of formula (I) or ( II) contains,
wherein R1, R2 and R3 are independently a C1-C3 alkyl group, C1-C3 alkoxyalkyl group or C1-C3 hydroxyalkyl group; R4 and R5 are independently hydrogen, hydroxy, methoxy, halogen, amino, or dimethylamino, and PC is the anion of an inorganic or organic acid, for example, a chloride, bromide, sulfate, monomethyl sulfate, or iodide. 2. Composition according to claim 1, characterized in that the Carbonyl compound is selected from vanillin (4-hydroxy-3- methoxybenzaldehyde), isovanillin (3-hydroxy-4-methoxybenzaldehyde), 3,4-dihydroxybenzaldehyde, 4-hydroxybenzaldehyde, 3,5-dimethoxy-4-hydroxybenzaldehyde, 4-dimethylaminobenzaldehyde, 4-methyl-5-imidazolecarboxaldehyde, 4-dimethylamino-cinnamaldehyde, 4-hydroxy-2-methoxybenzaldehyde,  3,5-dimethyl-4-hydroxybenzaldehyde, 4-dimethylamino-2-methoxy benzaldehyde, 2-hydroxybenzaldehyde, 4-hydroxy-1-naphthaldehyde, 4-methoxy-1-naphthaldehyde, 4-dimethylamino-1-naphthaldehyde, 4'-hydroxy-biphenyl-1-carbaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzaldehyde, 2,5-dihydroxybenzaldehyde, 2,3,4-trihydroxybenzaldehyde, 3,4,5-trihydroxybenzaldehyde, 2,4,6-trihydroxybenzaldehyde, 2,4-dimethoxybenzaldehyde, 2,3-dimethoxybenzaldehyde, 2,5-dimethoxy benzaldehyde, 3,5-dimethoxybenzaldehyde, 3,4-dimethoxybenzaldehyde, Indole-3-carbaldehyde, benzene-1,4-dicarbaldehyde, 4-ethoxybenzaldehyde, 2-methyl-1,4-naphthoquinone, 4-carboxybenzaldehyde, 4-hydroxy-3- methoxycinnamaldehyde, 3,5-dimethoxy-4-hydroxy-cinnamaldehyde, 3-methoxy-4- (1-pyrrolidinyl) -benzaldehyde, 4-diethylamino-3-methoxybenzaldehyde, 1,2-phthalaldehyde, pyrrole-2-aldehyde, thiophene-2-aldehyde, thiophene-3 aldehyde, chromone-3-carboxaldehyde, 6-methyl-4-oxo-1 (4H) -benzopyran 3-carbaldehyde, N-methylpyrrole-2-aldehyde, 5-methylfurfural, 6-hydroxy chromen-3-carboxaldehyde, 6-methylindole-3-carboxaldehyde, 4-dibutylaminobenzaldehyde, N-ethylcarbazole-3-aldehyde, 4-diethylamino 2-hydroxybenzaldehyde, 3,4-dimethoxy-5-hydroxybenzaldehyde, 5- (4- (diethylamino) phenyl) -2,4-pentadienal, 2,3-thiophene dicarboxaldehyde, 2,5-thiophenedicarboxaldehyde, 2-methoxy-1 naphthaldehyde, 3-ethoxy-4-hydroxybenzaldehyde, 2-nitrobenzaldehyde, 3-nitrobenzaldehyde and 4-nitrobenzaldehyde. 3. Composition according to claim 1 or 2, characterized in that the A compound of the formula (I) or (II) in the component (a) in an amount from 0.02 to 20% by weight.   4. Composition according to one of claims 1 to 3, characterized in that the carbonyl compound in component (b) is present in an amount of 0.02 to 20 weight percent is included. 5. Composition according to one of claims 1 to 4, characterized the compound of the formula (I) or (II) and the carbonyl compound in the ready-to-use agent in each case in an amount of 0.01 to 10 Weight percent are included. 6. Composition according to one of claims 1 to 5, characterized that obtained by mixing components (a) and (b) ready-to-use preparation has a pH of 3 to 11. 7. Composition according to one of claims 1 to 6, characterized that it additionally contains substantive dyes. 8. A method for dyeing hair, characterized in that one applies an agent according to one of claims 1 to 7 on the hair, for a period of 5 to 60 minutes at a temperature of 20 to 50 ° C is allowed to act on the fibers, then the hair is rinsed with water and then dried. 9. A method for dyeing hair according to claim 8, characterized in that the compound of the formula (I) or (II) and the Carbonyl compound can be used in an equimolar ratio.