JP3121377B2 - Hair setting agent - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel hair setting agent capable of effectively performing a setting process such as a hair wave or a hair straight without damaging the hair. More specifically, the present invention relates to a hair setting treatment agent based on a completely new principle of setting hair by crosslinking keratin molecules constituting hair with a triazine compound.

[0002]

2. Description of the Related Art Conventionally, as a cold perm method, a disulfide bond of a cystine portion in hair is cleaved with a first liquid mainly composed of thioglycolic acid, a required set is applied, and hydrogen peroxide or bromic acid is used. The most common method is to oxidize with a second liquid containing a salt as a main component to form a disulfide bond again.

However, in this method, it is necessary to use a considerably powerful treating agent in order to chemically cut the keratin molecules constituting the hair, and it is inevitable that the hair is damaged. However, in some cases, there is a drawback that hair breakage or split ends occur.

[0004] In order to improve the drawbacks of the cold permanent method based on such a chemical reaction involving damage, a method has been proposed in which a metal chelate is formed between keratin molecules and set processing is performed (Japanese Patent Publication No. 53-1344). Gazette). This method has the advantage of using thioglycolic acid and bromate, which does not cause hair damage as in the previous cold perm method, but rather improves strength, but uses a mild treatment agent. Therefore, since the setting process requires a long time and uses the binding force of the metal chelate, it is inevitably lacking in sustainability as compared with the one using a chemical bond.

[0005]

DISCLOSURE OF THE INVENTION The present invention overcomes the drawbacks of the conventional hair setting treatment agents, is easy to handle without causing damage to the hair, and has a short and simple treatment for a long period of time. The purpose of the present invention is to provide a novel hair setting treatment agent that can maintain the set of hair.

[0006]

Means for Solving the Problems The present inventors have conducted intensive studies to develop a hair setting method based on a completely different principle to improve the drawbacks of the conventional cold perm method. The present inventors have found that the purpose can be achieved by forming a chemical cross-link by a certain nitrogen-containing heterocyclic compound instead of forming a metal chelate between keratin molecules, and have accomplished the present invention.

That is, the present invention relates to a water-soluble compound of calcium or zirconium of 0.1 to 1.0% by weight, urea 5
First treatment agent consisting of an aqueous solution containing -30% by weight, cysteine 0.1-5% by weight, oxycarboxylic acid 1-5% by weight and adjusted to pH 9.0-11.0 with alkanolamine, 2 or more Characterized in that a second treating agent comprising a solution containing 0.1 to 3% by weight of a soluble compound having a triazine ring substituted with a halogen atom and a third treating agent comprising an alkali-containing solution are combined. It provides a treatment agent.

The first treating agent of the present invention comprises 0.1 to 1.0% by weight of a water-soluble compound of calcium or zirconium, 5 to 30% by weight of urea, 0.1 to 5% by weight of cysteine, and 1 to 5% of oxycarboxylic acid. It comprises an aqueous solution containing 5% by weight and adjusted to pH 9.0 to 11.0 with alkanolamine. In the second treating agent of the present invention, the compound used as the main active ingredient needs to be a soluble compound having a triazine ring substituted with two or more halogen atoms. Examples of such compounds include di- or trihalogenated triazine compounds soluble in water or aqueous solvents, such as 2,4,6-trichlorotriazine, 2-phenylamino-4,6-dichlorotriazine, 2,4 -Dichloro-6-phenyltriazine, N- [3,5-dichloro-2,4,6-triazinyl- (1)]-aniline and the like.

In the case of gray hair or bleached hair, a hair dyeing treatment may be applied simultaneously with the setting process. In this case, a reactive dye having a triazine ring substituted with two or more halogen atoms is used. It is advantageous to use it. Such reactive dyes include dichlorotriazine type reactive dyes,
For example, Procyon Scarlet RS, Procyon Brilliant Red B, 5BS, 8BS, Procyon Brilliant Orange GS, 2RS, Procyon Yellow RS, GRS, 4RS, 8GS, Procyon Brilliant Blue RS, Procyon Violet 3
R, Procion Blue 2R, 2GS, Procion Green 2BS, Procion Black PN, Procion Gray PNR, and the like.

[0010] In addition, CL Bird and W.B.
S. Boston), "Theory of Coloration of Textiles (Theory of Textiles)
Coloration of Textiles) "3rd
Of the reactive dyes listed in the reports of P. Rys and H. Zollinger on pages 26-357, 3,5-dichloro-
Those containing a 2,4,6-triazinyl group can also be suitably used.

The soluble compound having a triazine ring substituted with two or more halogen atoms reacts with a hydroxyl group, a thiol group, an amino group, or a carboxyl group in keratin molecules constituting hair to form an inter-keratin molecule. To form crosslinks. This is 2,4-dichloro-
Taking the reaction of a compound having a 1,3,5-triazinyl group with an amino group in a keratin molecule as an example, a crosslink is formed in the course of the following reaction formula.

Embedded image (However, R is an organic residue)

In order to form such a cross-link, the size of a triazine ring is most suitable for interposition between keratin molecules. Complete cross-linking does not take place. The relative bonding position of the two halogen atoms on the six-membered ring may be at the ortho position or the para position, but in view of the bonding distance, the meta position is particularly advantageous. .

The second treating agent of the present invention is prepared by dissolving such a soluble compound having a triazine ring in a solvent to a concentration of 0.1 to 3% by weight. As a solvent at this time, water is preferable, but when a soluble compound having a triazine ring is hardly dissolved in water, the compound is dissolved in an organic solvent such as alcohol, acetone, dimethylformaldehyde, and dimethylsulfoxide, and then diluted with water. You can also.

In the second treating agent of the present invention, in addition to the above-mentioned active ingredients, a surfactant for increasing the affinity between the hair and the active ingredient, and a glycol for improving the wettability to the hair, Wetting aids such as diethylene glycol and ethyl cellosolve, activating aids such as urea, salts such as sodium sulfite and sodium sulfate, stabilizers, dispersants, and fragrances. Components can be included.

In order to apply a hair wave using the hair setting treatment agent of the present invention, hair which has been curled using a rod is dipped in the first and second treatment agents or dipped in the treatment agent. After curling the hair,
The hair is treated with a third treating agent, an alkali-containing solution, to cause a reaction between the compound having a triazine ring and the keratin molecule to fix the curl. As the alkali-containing solution of the third treatment agent used at this time, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium acetate, alkali metal salts such as potassium acetate and methylamine, ethylamine, dimethylamine,
A solution of an organic base such as diethylamine, trimethylamine, triethylamine, ethanolamine, diethanolamine, and triethanolamine is used. As a solvent for this solution, water is preferable, but in addition, an organic solvent such as alcohol, acetone, and dimethylformamide, or a mixed solvent of this and water can also be used.

The concentration of the alkali in the alkaline solution is:
It is selected within the range of 0.1 to 5% by weight, preferably 0.3 to 2% by weight. The pH of the alkaline solution is suitably from 9 to 11.

The cross-linking reaction between keratin molecules by the treatment agent of the present invention proceeds smoothly even at normal temperature, but it can be heated to a temperature of 30 to 50 ° C. to accelerate the reaction.

Further, the present inventors have set forth a water-soluble compound of calcium or zirconium in an amount of 0.1 to 1.0% by weight as a pretreatment agent for effectively setting the hair.
A treatment agent comprising an aqueous solution containing 5 to 30% by weight of urea, 0.1 to 5% by weight of cysteine, and 1 to 5% by weight of oxycarboxylic acid and adjusted to pH 9.0 to 11.0 with alkanolamine was developed. (Japanese Patent Application No. 2-272342)
No.), the hair treatment composition of the present invention can obtain better results by using it in combination with this pretreatment composition.

[0019]

Next, the present invention will be described in more detail by way of examples. In addition, the physical property test in each example was performed as follows.

(1) Wave effect measurement test: A hair bundle is made using about 50 normal female hairs of 18 cm in length. This hair bundle is wound around a bone rod having a diameter of 5 mm and fixed with rubber, and after a predetermined hair setting process, removed from the rod, washed with water and air-dried. After drying, the set state is classified as shown in FIG.
Grade to 5).

(2) Strength test; A hair bundle subjected to hair setting processing in the same manner as in the case of the wave effect measurement test is sufficiently washed with water while being wound on a rod.
Air dry. Next, the hair bundle is removed from the rod, 20 random hairs are taken out of the bundle, and the thickness and strength of each hair are measured using a simple hair strength meter (manufactured by Lady Bird). Room temperature (24 to 26 ° C.) and humidity of 50% were used as measurement conditions. The thickness of the hair was measured at three places and their average value was expressed in mm,
The strength was expressed by a numerical value (g) when a load was applied to the hair and the hair was cut.

[0022] Formulation Example 1 zirconyl chloride _{(ZrOCl 2 · 8H 2 O)} 0.5 parts by weight, and dissolving urea 5 parts by weight, the L- cysteine 3.0 parts by weight of citric acid 3.0 parts by weight of purified water Solution A was prepared by adding monoethanolamine to pH 10.0 until the total amount was 100 parts by weight. Separately, 1.0 part by weight of polyoxyethylene oleyl ether and 2.0 parts by weight of anhydrous sodium sulfite were dissolved in purified water to make a total amount of 1 part.
A liquid B was prepared by adjusting the amount to 00 parts by weight. Then
The solution A and the solution B are mixed in equal amounts by
A first treating agent of 9.5 was obtained.

Formulation Example 2 0.5% by weight of zirconyl chloride, 10.0 parts by weight of urea, and 3.0 parts by weight of citric acid were dissolved in 100 parts by weight of purified water to contain 0% and 0.5% cysteine. , 1%, 3%, 5
% And 7%, and then adjusted to pH 10.0 with monoethanolamine to prepare solution A. Separately, polyoxyethylene oleyl ether
Solution B was prepared by dissolving 0 parts by weight and 2.0 parts by weight of anhydrous sodium sulfite in purified water to make the total amount 100 parts by weight. Next, six kinds of the first treating agents having different cysteine contents of pH 9.5 were obtained by mixing the solutions A and B in equal amounts.

Formulation Example 3 Cyanuric chloride was dissolved in ethanol, and 5 types of secondary 0.1%, 0.3%, 0.5%, 1.0% and 2.0% by weight were dissolved. Prepare a treating agent.

Formulation Example 4 2 g of a black reactive dye having a dichlorotriazinyl group (Procion Black PN, trade name, manufactured by ICI), 5 g of sodium sulfate and 1 g of urea per 100 ml of water
A second treating agent containing 0 g is prepared.

Reference Example The test hair previously treated at 55 ° C. for 10 minutes with the first treating agent obtained in Formulation Example 1 was wound around a rod having a diameter of 6 mm, and immersed in each of these five cyanuric chloride ethanol solutions. Treat at 25 ° C. for 10 minutes. Next, after taking out these samples, they are immersed in a 0.1% aqueous solution of sodium carbonate and treated at 25 ° C. for 10 minutes to fix the set. After the hair thus set was washed with water and air-dried, the wave effect was measured.
Is shown as a graph I. When the strength was measured for each of these samples, 5.8 to 6.0 g / d
Was in the range. Further, the set processing was performed in the same manner as above except that the treatment temperature with the cyanuric chloride ethanol solution and the aqueous sodium carbonate solution was changed to 40 ° C., and the wave effect was measured. The result shown in the graph II of FIG. 2 was obtained. Was done. The strength of these samples was 6.
It was in the range of 1 to 6.3 g / d.

Example 1 The first treatment agent obtained in Formulation Example 1 was wrapped with black hair of white hair wound around a rod, treated at 37 ° C. for 20 minutes, and then treated for hair setting prepared as described above. Immerse in the agent and treat at 25 ° C. for 10 minutes. Next, 0.5 g / 100 ml of sodium carbonate is added to this treating agent to make it a third treating agent, and the mixture is further treated at 25 ° C. for 10 minutes. The hair thus set was washed with water and air-dried to obtain uniform black dyed hair. Next, when the wave effect and the strength were measured, the wave effect was 3.5 class and the strength was 5.8 g / d. In addition, except that the treatment condition of the first treatment agent was changed to 55 ° C. for 10 minutes, the same setting operation was performed, and the same uniform black dyed hair was obtained. Its wave effect is 5th grade and its strength is 6.2.
g / d.

Example 2 A hair bundle with white hair was treated with each of the first treating agents obtained in Formulation Example 2 at 37 ° C. for 20 minutes or at 55 ° C. for 10 minutes, and then wound around a rod and curled. It was immersed in the same hair setting treatment agent as in Example 1, and set in the same manner. In this manner, uniform black hair was obtained. The relationship between the cysteine concentration in the first treatment agent and the wave effect and the relationship between the cysteine concentration and the strength in these hairs are shown in FIGS. 3 and 4 as graphs. In the figure, I is the one treated at 37 ° C. for 20 minutes, II is 5
This was a treatment at 5 ° C. for 10 minutes. As can be seen from these figures, when performing the hair setting process using the treatment agent of the present invention, it is possible to obtain a better wave effect and strength by appropriately selecting the composition of the first treatment agent. it can.

[Brief description of the drawings]

FIG. 1 is a hair state diagram showing a wave effect evaluation stage in the present invention.

FIG. 2 is a graph showing the relationship between the active ingredient concentration in the hair setting treatment agent of the present invention and the wave effect.

FIG. 3 is a graph showing the relationship between the cysteine concentration and the wave effect in the first treatment agent of the treatment agent for hair setting of the present invention.

FIG. 4 is a graph showing the relationship between the cysteine concentration in the first treatment agent of the hair setting treatment agent of the present invention and the strength of the treated hair.

──────────────────────────────────────────────────続 き Continued on the front page (58) Field surveyed (Int.Cl. ⁷ , DB name) A61K 7/09 A61K 7/11

Claims (1)

(57) [Claims] 1. An alkanol containing 0.1 to 1.0% by weight of a water-soluble compound of calcium or zirconium, 5 to 30% by weight of urea, 0.1 to 5% by weight of cysteine and 1 to 5% by weight of oxycarboxylic acid. PH 9.0-1 by amine
A first treating agent comprising an aqueous solution adjusted to 1.0, a second treating agent comprising a solution containing 0.1 to 3% by weight of a soluble compound having a triazine ring substituted with two or more halogen atoms, and an alkali-containing agent A hair setting treatment agent comprising a combination of a third treatment agent comprising a solution.