DE2158670B2 - HAIR DYE PRODUCTS - Google Patents

Description

The invention relates to a hair dye based on A) p-tolylenediamine, B) one Diaminobenzene and optionally C) an aromatic dihydroxy compound.

The most important method of hair coloring for a long time is that aromatic p-diamines, e.g. B. p-Tolylenediamine together with aromatic dihydroxy compounds in the presence of an oxidizing agent, can be drawn on the hair. There are reactions within the hair that take place Quinonimines lead to dark colored pigments containing azin. It was soon recognized that the Improvement of the erosion fastness of the hair colorations produced in this way. Additions of 1,2 or 1,3-diaminobenzenes, which are variously substituted can be, are suitable. Thus, by adding 2,4-diaminoanisole, one has the lightfastness one with one p-tolylenediamine-containing hair dye can increase the color achieved by up to 12 times.

It has also been proposed, on the one hand, to use aromatic p-diamines in order to achieve hair colorations that are resistant to removal and aromatic meta-diamines, aminophenols and dihydroxy compounds that are substituted can, on the other hand, use in molecular amounts. With these measures one has in many cases, especially with blonde tones, as well as chestnut brown, blue and green color tones a satisfactory one Resistance to erosion achieved. So far, however, it has been relatively difficult to wear off white hair, to achieve brown, natural shades. These are the very popular matt and ash brown nuances, when using them, one expects that the hair will still have the desired one even after several weeks retains natural ash-brown nuances without a reddish sheen.

Heretofore, attempts have been made to solve this problem by using p-tolylenediamine and others aromatic diamines or hair coloring preparations containing aromatic diamines or aminophenols adds, which individually mixed with p-toluenediamine give a blue-green coloration, in order to avoid the undesirable yellow-red to red shades optically too

compensate. This veneration satisfied many This is not the case, especially if it is a different receptive factor due to external influences hair that has become, which in some cases is an equally undesirable hair after this method This results in a green cast on individual hair sections.

These disadvantages are overcome by the invention.

The hair dye according to the invention is characterized in that the diaminobenzene is a 1,2- and / or 1,3-diaminobenzene, which is in the p-position to both amino groups by two identical Halogen atoms or Ci - Cj-alkyl radicals is substituted.

In other words, according to the invention, hair dyes containing p-tolylenediamine are used also a small amount of an aromatic dihydroxy compound z. B. may contain resorcinol, but otherwise do not need to contain any other aromatic diamine, such 1,2- and / or 1,3-diaminobenzenes to the two similar non-proton donating substituents in the p-position to both amino groups contain, i.e. diaminobenzenes of the following configuration

The two NH2 groups here are adjacent to one another or in the m-position to one another, and the two Xs are similar substituents and denote halogen or Cfbn + i, where η S3, preferably = 1. The mixing ratio of p-toluenediamine to the diaminobenzenes can be as desired, it is preferably less than 1: 1.

The colorations with combinations of the o- and m-diamines substituted in the p-position with p-toluenediamine showed in comparison to those with known mixtures of p-tolylenediamine and 1,2- or 1,3-diamines have a significantly better light and positional fastness.

The experiments are carried out with the following substituted diaminobenzenes:

A. 1,2 dimethyl - 4,5 diamino-benzene

B. l, 2Dich! Or - 4.5 diamino-benzene

C. 1,3 difluoro-4,6 diamino-benzene

Hair coloring agents in the form of hair coloring pastes or emulsions are particularly advantageous. B. Cream emulsions manufacturable.

example 1

15 parts of glycerine monostearate,
8 parts cetyl alcohol,
5 parts of propylene glycol stearate and
3 parts paraffin sulfonate 30%

are melted together and a mixture of 1.6 parts by weight of dye (A), 2.2 parts by weight of 2,5-diaminotoluenesulfate and 1.1 parts by weight of resorcinol added. Then you put water, ammonium phosphate and ammonia to pH 8-10 and stir until a homogeneous paste is formed. These Hair coloring cream is made with 20% hydrogen

mixed peroxide. White untreated strands of human hair are then dyed for 30 minutes at room temperature.

This results in a very natural dark matt brown shade.

t.

Example 2

In the dye mixture of Example 1, 1.6 g of dye A are replaced by 2.0 g of dye B. To The same further treatment and coloring as described in Example 1 also gives a very natural dark matt brown nuance that is free of any undesirable red tint.

B e i s ρ i e 1 3

In Example 1, 1.6 g of dye A were replaced by 1.8 g of dye C. After the same further treatment and coloring on white human hair, as described in Example 1, a natural dark brown is obtained Coloring, also without an undesirable reddish cast.

Example 4

7.5 parts of glycerol monostearate

4.0 parts of cetyl alcohol

2.5 parts propyl glycol stearate 1.5 parts paraffin sulfonate 30%

5.0 parts ammonia (25%)

1.0 part sec. Ammonium phosphate

are together with the addition of 0.38 g of l, j-diamino-4,6-difiuorbenzol and 0.55 g of 2,5-diaminotoluenesulfate emulsified with water so that 50 parts of hair dye cream were obtained. When coloring On strands of gray hair, a strong, matt blonde shade resulted after 40 hours of exposure a high-pressure xenon lamp showed very little fading, while maintaining the dull shade stayed.

The 1,3-diamino- ⁴ , £ -difluorobenzene was carried out in comparative experiments

a) 2,4-diaminol-fluorobenzene or

b) 2,4-diamino-1-methylbenzene

replaced, after 40 hours of exposure to eini Xenon high-pressure lamp both strong fading of the strands and color change from brown to yellow or from blue to green.

Comparative approaches

According to Example 1, by replacing dye A with

1.6 parts 1,2-diamino-4-methylbenzene (D)
1.8 parts of 1 ^ -diamino ^ -chlorobenzene (E)
1.6 parts 1,3-diamino-4-methylbenzene (F)

other dye pastes produced. The obtained by means of the dyes D to F according to Example 1 In the freshly dyed state, dyeings hardly differed from those using the A, B or C dyes contain.

However, if strands A, B or C 40 are exposed Hours under a xenon high pressure lamp with a spectrum equivalent to daylight, with the lower half of each Tress was covered for comparison, after 40 h the dyes A to C show on the exposed side hardly any change while the exposed side of the swatch dyed with dye D turned a light color Brown tone had faded and the exposed side of the tress dyed with dye F had a greenish tone shows. The tress dyed with Dye E did not change significantly immediately after exposure changed, after subsequent storage for about 3 weeks in the dark, however, the entire strand showed an undesirable reddish shimmer, while strand B still has the desired matt nuance owned.

Claims (4)

Patent claims: 1. Hair dye on German basis of A) p-toluylenediamine, B) a diaminobenzene and optionally C) an aromatic dihydroxy compound, d a through characterized in that the compound B) is a 1,2- and / or 1,3-diaminobenzene, which in the p-position to both amino groups by two identical halogen atoms or Ci-C3-alkyl radicals is substituted. 2. Composition according to claim 1, characterized in that the diaminobenzene B) either by two Fluorine atoms or two methyl groups is substituted. 3. Means according to claim 1 or 2, characterized in that the molar mixing ratio of p-toluylenediamine A) to diaminobenzene B) is less than 1: 1. 4. Agent according to one of claims 1-3, characterized in that it has a pH of 8 to 10 is set.