JPS5914003B2 - Hair dye containing hemin derivatives - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a novel hair dye that can dye hair in a durable manner.

Conventionally, synthetic hair dyes such as P-phenylenediamine, P-tolylenediamine, and P-aminodiphenylamine are used as hair dyes, and mineral-based hair dyes are produced by treating metal compounds with tannic acid, gallic acid, etc. to form chelate colors. Hair dyes are widely used because they provide a wide range of tones and good color value. There is also an increasing demand for dyeing agents that do not have these drawbacks.

Recently, hair dyeing methods using extracts from natural plants, such as walnut, henna, and chamomile, have been reconsidered.

The present inventor has been continuing research on the application of a series of natural extracts to hair preparations, and this time, by using hemin derivatives obtained from animal blood as a raw material, it can be used as a hair dye and There are fewer problems with the skin that can be seen with synthetic hair dyes, and there is no need to worry about damage to the hair after treatment.Furthermore, it is black and has the effect of adding a good gloss effect to the color tone. I came to discover something.

In addition, the use of hemin derivatives as hair dyes is
It has been discovered that the hair strength can be prevented from decreasing and the hair can be protected from ultraviolet rays, and based on this knowledge, the present invention has been completed.

The hemin derivatives referred to in the present invention include Hematin, Hematin-amino acid compounds, Hematin-imidazole compounds, green hemin, and the like.

More specifically, it refers to a compound represented by the following general formula.

The hemin derivative according to the present invention is represented by the structure shown in (1) above, and R1 and R2 in the structural formula are CH=CR
It is 2.

Also, R3 is -OHC hematin), -2-'ethyl-4-
These are compounds represented by methyl-imitasole, -cysteine, and -C1 (hemin).

When used as a hair dye according to the present invention, (1
) alone or anionic activators such as sodium lauryl sulfate, triethanolamine lauryl sulfate, sodium cetyl sulfate, nonionic activators such as polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, etc. With,
Add propylene glycol, butylene glycol, or glycerin as a thickener to a slightly alkaline aqueous solution containing alkaline substances such as sodium hydroxide, calcium hydroxide, and sodium carbonate, or organic amines such as ethanolamine, jetanolamine, and triethanolamine. Hair dyes are prepared by prescribing (blending) ethyl alcohol as a solubilizing agent.

The mechanism of action of the Hem1n derivative hair dye according to the present invention is due to the bond between the porphyrin bone core of the Hem1n derivative component and amino acids such as cystine and histidine in hair keratin.

The bound Hem1n derivative imparts elasticity to the hair,
This will prevent a decrease in strength.

Furthermore, since the Hem1n derivative has a unique ultraviolet absorption wavelength, this protects hair from ultraviolet rays.

One of the major features of the present invention is that Hem1n derivatives have an excellent adsorption effect on hair.

In other words, in cases where hair is damaged by bathing in the sea, where the degree of hair damage is high, or by permanent waving treatment liquid, hair discoloration occurs.
In such cases, the use of the present invention is particularly effective as a hair dye for preventing discoloration of hair.

In addition, even when hair is deteriorated due to various external factors, it is possible to restore the hair's original luster, elasticity, etc. by using Hem1n derivatives.

That is, with conventional hair dyes, hair may be damaged by repeated use, but the use of Hem1n derivatives does not require any such concerns.

Now, the hair dyeing agent using the Hem1n derivative according to the present invention will be specifically described below with reference to Examples.

Example 1 Hematin was produced from Hem1n by a known production method, and the obtained Hematin was dissolved at 0.1% in a triethanolamine:ethanol:water=0.5:3:3.6 solution. Adjust 100 ml and use it as a staining solution.

Hair that has been bleached in advance using a known method, washed with a jump agent, and dried 2. Office lady? Soak it in the staining solution,
After being left at 40°C for 10 minutes, it is taken out, thoroughly washed, and dried.

The hair treated in this way is dyed a glossier black color than before dyeing.

Example 2 0.02 mol of L-cysteine is added to 100 TLl of methyl alcohol whose pH has been adjusted to 12 with 1N-NaOH and completely dissolved, and then 0.01 mol of hematin is added and dissolved.

This solution was allowed to stand overnight at room temperature, then concentrated under reduced pressure, and the solid was suspended in 1'00 ml of IN acetic acid.

After collecting the precipitate by filtration, it is washed with water until the acetic acid odor disappears, and then dried.

The thus obtained compound 0 in which -R3 is cysteine
．． 1, ethanolamine:butylene glycol:water-
0.5: Dissolved in a solution of 4: 5.5, staining solution 10
01111 was adjusted.

After decolorizing the hair in advance and washing it with a jump agent, the dried hair 3.01 is immersed in a dyeing solution, left for 10 minutes at room temperature, taken out, thoroughly washed, and then dried.

The hair treated in this way was dyed a better black color than before dyeing.

Example 3 Hem1n synthesized by a method similar to Example 2 described above
Compound 0.1 in which -R3 is cysteine obtained from
5' was dissolved in a solution of triethanolamine: propylene glycol: water - 0.5: 3: 6.5 to prepare 100 ml of staining solution, which was decolorized in advance, washed with a jump agent, and dried. Immerse hair 3.01 in the dye solution, leave it for 5 minutes at 30°C, take it out, wash thoroughly, and dry.

The hair treated in this way was dyed to a better black and color than before dyeing.

Example 4 -R3 obtained by applying a similar operation to Example 2 is -Et
Compounds o and iy, which are hyl-4-methyl-imidazol, are dissolved in a solution of ethanolamine:butylene glycol:water-0.5:3:6.5,
Prepare 100ml of staining solution.

This dyeing solution is applied to hair that has been previously decolorized, washed with a jump agent, and then dried.2. Soak the Ol in it, leave it at 35°C for 5 minutes, take it out, wash it thoroughly, and dry it.

The hair treated in this way can be dyed to a better black and color than the hair before dyeing.

Example 5 Hemin 081y in triethanolamine:water:
Anion activator = 1:10:0.05 composition solution 100ml
1 to prepare a staining solution.

After decolorizing the hair in advance, washing it with a jump agent, and drying it, soak it in a dye solution and dye it at 40℃ for 1 hour.
After leaving it for 0 minutes, take out the soaked hair, wash thoroughly and dry.

The hair treated in this way is dyed to a better black and color than the hair before dyeing.

Example 6 Hematin 0.1? , triethanolamine: water: anion activator: ethyl alcohol = 1:8:
Dissolve in 100 ml of a 0.052 composition solution to prepare a staining solution.

Treat clean hair with an aqueous ammonium thioglycolate solution (containing 6.5% as thioglycolic acid) according to the conventional cold perm method, and after 15 minutes, apply the above-mentioned H
After seeding with 50 ml of a staining solution containing ematin, it is left in that state for about 5 minutes.

After that, the hair is taken out of the dye solution, washed with water, and dried.

The hair treated in this way is dyed black and colored with good gloss compared to the hair treated only with the above-mentioned treatment agent without using this dyeing solution, and the elasticity of the hair is improved by several steps. ing.

As described above, the Examples have shown that the use of the hemin derivative according to the present invention as a hair coloring agent is highly advantageous.

In addition, patch tests on the scalp and skin were carried out for each of the hemin derivative-containing dyes of Examples 1 to 6 described above.
The tests were conducted on a total of 40 human males and females, but no abnormalities that appeared to be in accordance with the basic rules were found in any of them.

In addition, we attempted a temporary irritation reaction using an eye test (drape method) using domestic rabbits, but the evaluation score was in the range of 0 to 2 points, and from the knowledge of use as a hair dye, it is not safe. It was a high value.

Claims (1)

[Claims] 1. General formula [wherein R1 and R2 are -CH=CH2]. R3 is -OH. -2-ethyl-4-methyl-imidazole, -cystine, -C1. ] is used as a herbal drug, and the main drug is dissolved in a weak alkaline aqueous solution, or in addition, ethanol or an anion activator is added as a solubilizing agent to the weak alkaline aqueous solution.
Alternatively, it was dissolved in a mixed solution to which butylene glycol was added as a thickener. A hair dye containing a hemin derivative, consisting of the following composition: