DE1492070B - Means and processes for coloring hair - Google Patents

Description

The invention relates to an agent for coloring hair, which is characterized in that it consists of a dye of the formula

NH ₇

NH,

NHZ
in which Z either

- (CH ₂ ) ,, -
or

R '

means η is an integer between 2 and 6 and R and R 'are identical or different lower alkyl radicals, such as. B. CH ₃ , C ₂ H ₅ or the like. Can also be components of a heterocyclic radical, such as a morpholine or piperidine radical, or correspond to their quaternization products, where in the latter case Z in the formula has the following meaning:

/
- (CHA-N-R '

R "

A "

CH ₂ -CH ₂
- (CH ₂ J _n -NO

R "CH ₂ -CH ₂ j

CO ₂ CO ₂

- (CHJ _n -N CH ₂

R "CH ₂ -CH ₂

—R '

R "

in which formulas n, R and R 'have the above meaning, while R "is a lower alkyl radical or benzyl radical and A is an anion, ζ. Β. Halogen or methyl sulfate, in aqueous solution, against

if necessary, in addition, other known dyes which can be used for the same purpose, and optionally other common additives such as dispersants, plasticizers, penetrants and Fragrances.

The dyes contained in the agent according to the invention can be prepared by clicking on 1,4 - Diamino - 5 - nitroanthraquinone either a Ν, Ν-dialkylalkylenediamine of the formula

NH ₂ - (CH ₂ ) "- N

R '

or a p- (N, N-dialkyl) phenylenediamine of the formula

H ₂ N

expediently allowed to act at elevated temperature. In these formulas, n, R and R 'have the meanings already given above. Any quaternization of the tertiary derivatives obtained in this way is carried out with the aid of a quaternization agent, such as dimethyl sulfate or an alkyl halide, optionally in the presence of suitable solvents.

The following dyes, for example, can be used in the agents according to the invention:

1,4-diamino-5- [y- (N, N-diethylamino) propyl-

amino] anthraquinone,
1,4-diamino-5 - (/ V-morpholino-ethylamino) -

anthraquinone,
1,4-diamino-5 - (- / - piperidino-propylamino) -

anthraquinone,
[«- (l ^ -Diamino-anthraquinonyl-S-amino-

propyl) -} '- (N-methylpiperidinium)] - methyl-

sulfate,
1,4-diamino-5- [p- (N, N-dimethylamino) -

phenylamino] anthraquinone,
[«- (1 ^ -Diamino-anthraquinonyl-S-amino-

propyl) -; '- (N, N-diethyl-N-methylammonium)] -

methyl sulfate,
[«- (1,4-diamino-anthraquinonyl-5-amino-

ethyl) - / i- (N-methylmorpholinium)] - methyl-

sulfate,
[«- (l ^ -Diamino-anthraquinonyl-S-amino- -

propyl) -; '- (N-benzylpiperidinium)] chloride,
l / l-diamino-anthraquinonyl-S-aminophenyl-

p- (N, N, N-trimethylammonium)] methyl sulfate.

The compositions according to the invention for coloring hair have the advantage that they make one very wide Have a pH range, which can range from 3 to 9, so that they can all be used in practical hair coloring resulting conditions can be adapted. The agents according to the invention are also against Very resistant to sunlight, in particular they are much more resistant to the effects of the weather than the known colorants, and they have a large

^ή 5 affinity to living hair in particular. The colorants according to the invention are very confidential with any cosmetically customary additives that may be present.

The colorants according to the invention generally produce very strong, deep blue colors on the hair Color nuances.

The agents according to the invention can be prepared by one or more of the above dyes corresponding to the formula listed, optionally together with other dyes, dissolves in water and the desired additives, such as dispersants, plasticizers, fragrances, admits. The concentration of the dyes can fluctuate within wide limits due to the high solubility, their choice is made according to the desired result.

In the inventive method for coloring hair, the hair to be colored with a Agent according to the invention impregnated, this is 15 to 60 minutes, preferably at room temperature left to act, then the hair is rinsed with water, then washed with a detergent, rinsed and dried again. Advantageously, it needs the inventive Means no oxidizing agent to be added. An exposure time of 20 to is often sufficient 30 minutes.

The preparation of the agents according to the invention and their use are described in the following Examples explained in more detail.

example 1

30th

A staining solution was prepared with the following composition: Ig [«- (1,4 - diamino - anthraquinonyl-5 - aminopropyl) - γ- (Ν, Ν - diethyl - N - methylammonium)] - methyl sulfate are mixed with sodium carbonate up to a pH value of 8, and it is made up to 100 cm "with water. This solution is applied to up to 100% white hair and allowed to act for 20 minutes at room temperature. This is followed by rinsing with water, washing with a shampoo, rinsing again and drying the hair. A strong blue coloration is obtained.

Example 2

A coloring solution of the following composition is prepared: 0.5 g of 1,4 - diamino - 5 - (γ - piperidinopropylamino) anthraquinone are acidified with lactic acid to a pH value of 4, and the mixture is made up to 100 cm ³ with water. This solution is applied to up to 100% white hair and left on for 20 minutes at room temperature. Then you rinse with water, wash with a shampoo, rinse again and dry your hair. A greenish-blue color is obtained.

55

Example 3

One prepares one. Staining solution of the following composition: Ig {1,4 - diamino - anthraquinononyl-5 - [aminophenyl - ρ - (Ν, Ν, Ν - trimethylammonium)]} - methyl sulfate is buffered with sodium carbonate up to a pH value of 7, and it is made up to 100 cm ³ with water. This solution is applied to up to 100% white hair and left on for 20 minutes at room temperature. The hair is then rinsed with water, washed with a shampoo, rinsed again and finally dried. You get a "nattier" -blue FärbuHiz.

Example 4

The following solution is prepared: 0.5 g [«- (1,4-diamino - anthraquinonyl - 5 - aminopropyl) -γ- (Ν, Ν - diethyl - N - methylammonium)] methyl sulfate, 0.5 g [« - (4 - Hydroxy - anthraquinonyl - 1 - aminopropyl) - γ - (N - methylpiperidinium)] - methyl sulfate and 1.5 g [«- (Anthraquinonyl - 2 - aminoethyl) - β - (Ν, Ν - diethyl-N- methylammonium)] methyl sulfate are buffered with sodium carbonate solution up to a pH value of 8.5, and it is made up to 100 cm ³ with water. This solution is applied to up to 90% white hair and left on for 15 minutes, then rinsed with plenty of water and dried. The hair is given a gray color.

Example 5

The following solution is prepared: 0.5 g of [«- (1,4-diamino - anthraquinonyl - 5 - aminopropyl) - γ (N - methyl - piperidinium)] methyl sulfate, 0.5 g of [« - (4 - hydroxy - anthraquinonyl -1 - aminopropyl) - γ - (N - methylpiperidinium)] - methyl sulfate, 1 g [a- (anthraquinonyl - 2 - aminoethyl) - β - (Ν, Ν - diethyl - N - methylammonium)] - methyl sulfate and 0 , 2 g of {anthraquinonyl-1,5 - bis - [aminoethyl - β - (N - methylmorpholinium)]} - bis-methyl sulfate are buffered with sodium carbonate solution up to a pH value of 7, and water is added to 100 cm ³ filled up. This solution is applied to up to 90% white hair. After an exposure time of 15 minutes at room temperature, it is abundantly rinsed with water and dried. A brown coloration with ash-colored reflections is obtained.

Example 6

The following dyeing mixture is prepared: 2 g of p-toluenediamine, 0.2 g of m-diaminoanisole sulfate, 2 g of resorcinol, 1.5 g of m-aminophenol, 1.5 g of p-aminophenol, 6 g of [η - (1.4 - Diamino - anthraquinonyl - 5 - aminopropyl) - / J- (N, N -diethyl-N-methylammonium)] methyl sulfate, 2 g of ethylenediaminetetraacetic acid, 2 g of ammonium thioglycolate and 70 g of 20% ammonia are combined, and it is with Water made up to 100 cm ³ .

50 cm ^{3 of} this mixture are ^{diluted with 50 cm 3 of} hydrogen peroxide (20 vol) and applied to up to 90% white hair. After a contact time of 30 minutes, the hair is washed, rinsed and dried. An ash-blonde coloration is obtained.

With regard to the prior art, it should be noted that the reaction of 1,4-diamino-5 - nitroanthraquinone with 1 - dimethylamine - 3 - aminopropane, 1 - dimethylamino - 2 - aminoethane, 1 - diethylamino - 3 - aminopropane, 1 - diethylamino -4-amino-n-pentane or N - (ß- aminoethyl) piperidine and the reaction of the dyes obtained with dimethyl sulfate, diethyl sulfate, methyl toluenesulfonate or benzyl chloride to give the corresponding quaternized dyes is already known. Alkylaminoanthraquinones which have tertiary amino groups or quaternary ammonium groups on the alkyl radical have also already been used for dyeing wool or silk, for example, although it has been shown that in such dyeings the dye is removed from the fibers during rinsing or washing. In addition, these dyeings have shown unsatisfactory lightfastness.

Claims (3)

Patent claims: 1. Agent for coloring hair, characterized in that it consists of a dye the formula O NH, NHZ
in which Z either R ' 20th 30th means η is an integer between 2 and 6 and R and R 'are identical or different lower alkyl radicals, such as. B. CH ₃₁ C ₂ H ₅ . 40 r - (CHA — N-R 'R " CH, - CH, - (CH ₂ J _n -N R "CH ₂ -CH ₂ A " CH ₂ -CH ₂ - (CH ₂ ) "- N CH ₂ R "CH ₂ -CH ₂ A " R " /
NO' \
R " A " 45 in which formulas n, R and R 'have the above meaning, while R ″ represents a lower alkyl radical or benzyl radical and A represents an anion, e.g. halogen or methyl sulfate, in aqueous solution, optionally also others which can be used for the same purpose known dyes and optionally other customary additives such as dispersants, plasticizers, penetrants, fragrances. 2. Means according to claim 1, characterized in that it has a pH of 3 to 9. 3. A method for dyeing hair using the agents according to claims 1 and 2, characterized in that the hair to be colored with such an agent impregnated, this is allowed to act for 15 to 60 minutes, preferably at room temperature, then with Rinses with water, then washes with a detergent, rinses again and dries.