DE2158670C3 - Hair dye - Google Patents

Description

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

The most important method of dyeing hair for a long time is to use aromatic p-diamines, e.g. p-Totuylenedianiine together with aromatic dihydroxy compounds In the presence of an oxidizing agent, it can be pulled onto the hair Reactions within the hair instead of the azinhahigen color pigments that are darkened via quinone imines to lead. It has now been recognized very quickly that to improve the wear resistance in this way produced hair colorings, additions of 1,2- or 13-diaminobenzenes, which are variously substituted can be, are suitable. So by adding 2,4-Dtaminoanisoi achieved the lightfastness of a hair dye containing a p-toluenediamine Can increase coloration 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 Abrasion resistance reached. 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.

So far, 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 to visually compensate for yellow-red to red shades. This procedure satisfied many Cases not especially not if it is a different receptive 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 sections of the hair.

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 13-diaminobenzene which is in the p-position is substituted for both amino groups by two identical halogen atoms or Q —Cj -alkyl radicals

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 no further aromatic Ci ^ min need contain such 1,2- and / or 13-diaminobenzenes to the two similar non-proton donating substituents in the p-position to both amino groups contain, i.e. diaminobenzoie of the following configuration

25th

30 NH,

NH ₂

Here the two NH _r groups are adjacent to one another or in the m-position to one another, and the two Xs are identical substituents and mean

Halogen or C _n H _{2n +} I, where π S3, preferably = 1

The mixing ratio of p-tolylenediamine to the diaminobenzenes can be as desired, preferably it is less than 1: 1.

The colorations with combinations of those in the p-position

substituted o- and m-diamines with p-toluenediamine. showed in comparison to those with known mixtures of p-tolylenediamine and 1,2- or 13-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. 1.2 dichloro-43 diamino-benzene C. 13 Difluoro - 4,6 diamino-beruiol

Hair dyes are particularly advantageous in form of hair color pairs or emulsions z. B. Cream emulsions manufacturable.

example 1

15 parts of glycerine monostearate,
8 parts of cetyl alcohol,
5 parts of propylene glycol stearate and
3 parts of 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 ζυτι pH value of 8-10 to and stir until a homogeneous paste is formed. This hair coloring cream is made with 20vol.-% hydrogen

50

55

mixed peroxide. Untreated white ones are then dyed Strands of human hair for 30 minutes at room temperature.

The result is a very natural, dark Maitbrown Nuance,

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 same further treatment and coloring as in ι ο Example t described, you also get a very natural dark matt brown nuance that is free of any undesirable red tint.

Example 3

In Example 1, 1.6 g of dye A was replaced by 1.8 g Dye C replaced after the same further treatment and coloring on white human hair as in the example I described, you get a natural dark brown Coloring, also without an undesirable reddish cast.

Was the 1,3-diamino-4,6-difIuorbenzol in comparative Try through

a) 2,4-diamino-1-fluorobenzene or

b) 2,4-diamino-J-methylbenzo!

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

Comparative approaches

20th

Example 4

7.5 parts of glycerol monostearate

4.0 parts of Cety! Alcohol

2 ^ parts propyl glycol stearate

1.5 parts paraffin sulfonate 30%

5.0 parts ammonia (25%)

1.0 part seo ammonium phosphate

are combined with the addition of 038 g of 3-dtamino-4,6-dinobenzene and 035 g of 2 ^ -diaminototuolsutfate 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.

According to the example
Dye A through

1 were replaced by

1.6 parts of l ^ -diamino-4-methylbenzene (D)
1.8 parts l ^ -Diamino-4-chlorobenzene (E)
1.6 parts of 13-diamino-4-methylbenzene (F)

other dye pastes produced. The mit'els of Dyestuffs D to F obtained according to Example 1 differed from freshly dyed State hardly of those that contain the dyes A. B or C.

However, if strands A, B or C are exposed for 40 hours under a xenon high-pressure lamp with daytime

> 5 equal light spectrum, 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 tress dyed with dye D had faded to a light brown shade and the exposed side of the with Dye F colored strand shows a greenish tone. The tress dyed with dye E had become not significantly changed immediately after exposure, after subsequent storage of about 3

However, 5 weeks in the dark showed the entire strand an undesirable reddish shimmer, while strand B still has the desired matt nuance owned.

Claims (4)

Patent claims: 1. Hair dye based on A) p-toluenediamine, B) a diaminobenzene and optionally C) an aromatic dihydroxy compound, thereby marked that the connection B) a 1,2- and / or 13-diaminobenzene is which in the p-position to both amino groups by two identical halogen atoms or C -, - Cj-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 from p-toluylenediamine A) to diaminobenzene B) is less than 1: 1 4. Means according to one of claims 1-3, characterized characterized in that it is at a pH of 8 to 10 is set