JP6099526B2 - Low concentration cysteamine-containing hair deformation (design formation) agent, hair softener and hair penetration enhancer - Google Patents

Description

  The present invention relates to a hair deformation (design formation) agent, a hair softening agent or a hair permeation enhancer (hereinafter referred to as each of the above-mentioned agents collectively) containing cysteamine adjusted to a specific cysteamine concentration and a specific pH. And a hair treatment method using each of these agents.

As a general method for deforming hair, such as forming a wave, curl or streak on the hair, the following two procedures can be mentioned.
First procedure Using an agent containing a reducing agent, the cystine (SS) bond inside the hair is cleaved.
2. The hair is artificially deformed to a desired design, such as forming a wave or curl with a rod or the like, or forming it on a streak.
3. An agent containing an oxidizing agent is used to recombine cystine (SS) bonds to fix the deformed hair.
Second procedure 1. The hair is artificially deformed to a desired design, such as forming a wave or curl with a rod or the like in advance or forming it on a streak.
2. The cystine (SS) bond inside the hair is cut using an agent in which the reducing agent is blended in a state where the hair is artificially deformed.
3. An agent containing an oxidizing agent is used to recombine cystine (SS) bonds to fix the deformed hair.

Examples of commonly used reducing agents include thioglycolic acid (or a salt thereof), cysteine (or a salt thereof), cysteamine (or a salt thereof), and the like. Among them, cysteamine has the characteristics that it can form a good wave design, curl design or straight design on hair effectively with a small amount and less damage than thioglycolic acid and cysteine. In addition, when the reducing agent is treated after alkali color, thioglycolic acid or the like loses color to some extent, but cysteamine has less color loss. However, cysteamine is currently used as a curling agent in cosmetics because cysteamine is not a reducing agent approved for use in permanent wave agents. In addition, it is known that increasing the amount of reducing agent is effective for forming a firm wave design, curl design, or straight design with hair. Cosmetics for design formation using cysteamine However, it is known that a more solid design can be formed by increasing the amount of cysteamine.
In particular, formulation 5 of JP-A-63-146808 (reference document 11 below) includes a first liquid for permanent wave having a pH of 7.5 and 3% by weight of cysteamine as a reducing agent for permanent wave. The first liquid for permanent wave with a pH of 9.0, in which 2% by weight of cysteamine is blended as a reducing agent for permanent wave, is disclosed in 62217 (reference document 9 below), and the permanent liquid is disclosed in JP 2003-40741 (reference document 12 below). A first liquid for permanent wave having a pH of 9.0 containing 3% by weight of cysteamine as a reducing agent for a wave is disclosed. And the permanent wave agent shown in the above-mentioned reference is different from the cysteamine-containing hair deformation (design formation) agent of the present invention, but the cysteamine concentration of the reducing agent used therein is different from the problem to be solved. Some combinations of pH are included in the range of the combination of cysteamine concentration and pH employed in the reducing agent of the cysteamine-containing hair deformation (design forming) agent of the present invention.

JP-A-7-69846 JP-A-4-154714 JP-A-6-24946

6-502875 Japanese Patent No. 2569372 Japanese Patent No. 2554036 Patent No. 1986137 Patent No. 2960344 JP-A-57-62217 JP-A-2-53714 JP-A-63-146808 JP 2003-40741 A

  Hair treatments containing cysteamine, for example, hair deformation (design formation) agents that use cysteamine as a reducing agent, have the advantage of forming a good wave design, curl design, or straight design on the hair with little damage It is known that a firmer design can be formed by increasing the amount of cysteamine and the amount of cysteamine. However, when cysteamine is blended in a high concentration in the hair treatment agent, an unpleasant odor based on cysteamine is generated during or after the treatment. Therefore, in the present invention, in the hair treatment agent containing cysteamine, even if the concentration of the cysteamine is made low and the unpleasant odor problem based on cysteamine is solved, the same treatment effect as that in the case of high concentration is achieved. The object is to provide a hair treatment agent and a hair treatment method that can be achieved.

  The present inventors have prepared a hair treatment agent containing cysteamine (HS-CH2-CH2-NH2) or a salt acceptable as a hair cosmetic, for example, hydrochloride, citrate, hydrobromide, acetate, etc. Set the pH high, especially by setting the pH within a specific range according to the concentration of cysteamine, hair deformation agents such as wave design, curl design or straight design forming agent, hair softening When used as a hair treatment agent such as an agent, a hair permeation enhancer, etc., it has the same design formation effect, hair softening effect, and hair permeation promotion effect as when blended at a high concentration even with a low concentration of cysteamine. It was found that it was possible to reach the present invention. Further, in the hair treatment method using the hair treatment agent of the present invention, since cysteamine is at a low concentration, there is little damage after the treatment, and unpleasant odor during or after the treatment is reduced, and an alkali color or hair manicure As a result, it was possible to achieve a good result that there was little color fading when the hair treatment agent was used on the hair after the treatment.

The cysteamine concentration and pH requirements employed to solve the above-described problems of the prior art are as follows from the results of the following examples.
When the cysteamine concentration is 0.5 to 3% by weight and the pH is 8.0 to 11, and the cysteamine concentration is 2 to 3% by weight and the pH is 7.5 to 11, design formation, smell, and hair softness are evaluated by the following evaluation methods. It was possible to obtain an effect that the evaluation of the coloration and the deep dyeing of the alkaline color (facilitating hair penetration) was ◎ or ○.

  In addition, the cysteamine concentration of 0.5 to 3% by weight and pH of 8.0 to 10 and cysteamine concentration of 2 to 3% by weight and pH of 7.5 to 10 are designed by the following evaluation method, smell, It was possible to obtain an effect that the evaluation of softening of hair, darkening of alkali color (facilitating hair penetration), discoloration of alkali color, discoloration of hair nail polish, damage, etc. was ◎ or ○.

  Further, the cysteamine concentration is 0.5 to 2.0% by weight and the pH is 9.2 to 9.5, the cysteamine concentration is 1.3 to 2.5% by weight and the pH is 8.5 to 9.2, and cysteamine Those with a concentration of 2 to 2.5% by weight and pH of 8.0 to 9.2 have a design formation effect, odor, discoloration of alkali color, discoloration of hair manicure, damage, softening of hair, alkali color In view of all effects such as dark dyeing (hair permeation promoting property), the evaluation by the following evaluation method was all excellent, and particularly excellent effects could be achieved.

In consideration of the known techniques described in paragraph 0003, the low concentration cysteamine-containing hair deformation (design forming) agent, hair softening agent and hair penetration enhancer of the present invention are as follows.
1. The first of the present invention relates to a cysteamine-containing hair deformation (design forming) agent characterized by having a cysteamine concentration of 0.5 to 2.0% by weight and a pH of 9.2 to 9.5.
2. In the second aspect of the present invention, the cysteamine concentration is 1.3 to 2.5% by weight and the pH is 8.5 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0), Or containing cysteamine, characterized in that the cysteamine concentration is 2 to 2.5% by weight and the pH is 8.0 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0). The present invention relates to a hair deformation (design formation) agent.
3. The third aspect of the present invention is that the cysteamine concentration is 0.5 to 3 wt% and the pH is 8.0 to 10 (however, the cysteamine concentration is 2 wt% and the pH is 9.0, and the cysteamine concentration is 3 wt% and the pH is Or cysteamine concentration is 2 to 3% by weight and pH is 7.5 to 10 (however, cysteamine concentration is 3% by weight and pH is 7.5, cysteamine concentration is 2% by weight). And a cysteamine-containing hair deformation (design formation) agent, except that the pH is 9.0 at 9% and the cysteamine concentration is 3% by weight and the pH is 8.0.

4). A fourth aspect of the present invention relates to a cysteamine-containing hair softening agent characterized by having a cysteamine concentration of 0.5 to 2.0% by weight and a pH of 9.2 to 9.5.
5. In the fifth aspect of the present invention, the cysteamine concentration is 1.3 to 2.5% by weight and the pH is 8.5 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0), Or containing cysteamine, characterized in that the cysteamine concentration is 2 to 2.5% by weight and the pH is 8.0 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0). The present invention relates to a hair softening agent .
6). The sixth aspect of the present invention is that the cysteamine concentration is 0.5 to 3 wt% and the pH is 8.0 to 10 (however, the cysteamine concentration is 2 wt% and the pH is 9.0, and the cysteamine concentration is 3 wt% and the pH is Or cysteamine concentration is 2 to 3% by weight and pH is 7.5 to 10 (however, cysteamine concentration is 3% by weight and pH is 7.5, cysteamine concentration is 2% by weight). %, Except that the pH is 9.0 and the cysteamine concentration is 3% by weight and the pH is 8.0).

7). A seventh aspect of the present invention relates to a cysteamine-containing hair penetration enhancer characterized by having a cysteamine concentration of 0.5 to 2.0% by weight and a pH of 9.2 to 9.5.
8). In the eighth aspect of the present invention, the cysteamine concentration is 1.3 to 2.5% by weight and the pH is 8.5 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0), Or containing cysteamine, characterized in that the cysteamine concentration is 2 to 2.5% by weight and the pH is 8.0 to 9.2 (except when the cysteamine concentration is 2% by weight and the pH is 9.0). The present invention relates to a hair penetration enhancer .
9. According to the ninth aspect of the present invention, the cysteamine concentration is 0.5 to 3 wt% and the pH is 8.0 to 10 (however, the cysteamine concentration is 2 wt% and the pH is 9.0, and the cysteamine concentration is 3 wt% and the pH is Or cysteamine concentration is 2 to 3% by weight and pH is 7.5 to 10 (however, cysteamine concentration is 3% by weight and pH is 7.5, cysteamine concentration is 2% by weight). And a cysteamine-containing hair permeation enhancer, except that the pH is 9.0 at 9% and the cysteamine concentration is 3% by weight and the pH is 8.0.

The hair deformation (design formation) agent of the present invention may be a one-component type that is used as it is, or a two-component type that includes the hair treatment agent and an oxidizing two component as constituent components. Moreover, as long as the effect of the hair deformation (design formation) agent of the present invention is not impaired, a three-agent type or a multi-agent type used in combination with other agents may be used. Similarly, as long as the effect of the hair deformation (design formation) agent of the present invention is not impaired, the hair deformation (design formation) agent or the oxidizing agent 2 used in combination with the hair deformation (design formation) agent is different from other agents. It may be a time adjustment type that is mixed immediately before use. In addition to the cysteamine, various additive components can be added to these hair deforming (design forming) agents. For example, disulfide such as dithiodiglycolic acid may be used as a reaction modifier, and PPT may be used in combination as a hair protecting agent.
When performing hair deformation (design formation) such as wave design, curl design or straight design using the hair deformation (design formation) agent of the present invention, design of rods, high-temperature hairdressing irons, irons, etc. Although this is done using forming tools, these design forming tools need not necessarily be used. In addition, when hair deformation (design formation) is performed using the hair deformation (design formation) agent of the present invention, it is possible to perform hair deformation (design formation) that maintains the wave, curl, or straight state semipermanently. . The semi-permanently maintained hair deformation (design formation) means that, as in the case of a normal permanent wave, the above-described hair deformation state cannot be obtained by several hair washing operations.

  In addition, the hair softener formulated with cysteamine (HS-CH2-CH2-NH2) or a cosmetically acceptable salt of the present invention has a low concentration of cysteamine, but is equivalent to a high concentration of cysteamine. It exhibits a softening function such as softening hard hair, and since cysteamine has a low concentration, a useful hair softening agent can be provided in that the odor can be further reduced.

  Further, the hair penetration enhancer containing cysteamine (HS-CH2-CH2-NH2) or a cosmetically acceptable salt of the present invention has a low concentration of cysteamine, but a hair treatment containing a high concentration of cysteamine. The hair permeation function equivalent to that of the agent (hair permeation function) can be exhibited, so that a useful hair permeation accelerator can be provided in that the odor can be further reduced.

The pH of the hair treatment agent of the present invention is adjusted by, for example, ammonia, amino alcohols such as monoethanolamine and diethanolamine, basic amino acids such as arginine, neutral salts such as sodium carbonate and sodium bicarbonate, sodium hydroxide, potassium hydroxide Etc. However, the alkaline agent used for adjusting the pH of the hair treatment agent of the present invention is not particularly limited as long as it is acceptable for cosmetic production. Moreover, the dosage form of the hair treatment agent of this invention is not limited to a specific thing, For example, shapes, such as cream, a gel, foam | foam, spray, mist, may be sufficient.

  The hair treatment agent of the present invention solves the problems related to odor, and at the same time, even if the cysteamine concentration used is low, the wave design, curl design or straight design formation equivalent to the case of using a high concentration of cysteamine is used. Design formation effect, hair softening and hair penetration promotion effect can be achieved. Furthermore, since the cysteamine concentration is low, there is little damage, and even after treatment after alkaline color or hair manicure, high concentration of cysteamine As compared with the case of using, the effect of less color fading can be achieved.

  The hair treatment agent of this invention and the treatment result by this hair treatment agent are shown.

Examples 1 to 52 and Comparative Examples 1 to 28
The hair treatment agent employed in these examples is a reducing agent [containing a desired amount of cysteamine hydrochloride aqueous solution containing 50% by weight of cysteamine], a metal sequestering agent [pure sodium diaminetriamine pentaacetate of 88% by weight pure hair treatment agent] 0.2 wt% blended with respect to weight], a pH adjuster (mixed with a desired amount of 28 wt% pure ammonia water), and ion-exchanged water.

  Using the above hair treatment agent, the following curl design formation, odor, discoloration of alkali color, discoloration of hair nail polish, damage, softening of hair, dark dyeing of alkali color (hair penetration promotion) test, The evaluation results are shown in the following examples and comparative examples.

Evaluation method of curl design formation effect About 50 cm of untreated human hair of 20 cm is bundled, and this hair bundle is wound around a spiral rod (rod wavelength: 0.9 cm), and the hair deforming agent used in each example or comparative example. 5 ml was uniformly applied. The container was sealed and sealed, allowed to stand at room temperature (about 20 ° C.) for 15 minutes, and then 5 ml of the following two permanent agents were uniformly applied. Seven minutes after the application, 5 ml of the permanent agent 2 was reapplied and left for 7 minutes, followed by washing with water. The hair bundle was removed from the rod, and the curl forming ability was evaluated in the wet state. The higher the curl-forming power, the more the three-dimensional effect is, and a firm and elastic curl is formed, and the original curled state is restored as soon as it is pulled. On the other hand, as the curl forming force becomes lower, there is no elasticity and the curl becomes looser, and when it is pulled out, the curled state is further loosened. Further, when the curl forming force is lowered, the curl is not formed. Further, the curl forming force was evaluated with reference to the value of the wave efficiency calculated by the following formula.
Wave efficiency (%) = 0.9 / (L1 + L2) / (n1 + n2) × 100
(In the above equation, L1 is the distance from the vertex of the left curl mountain to the vertex, L2 is the distance from the vertex of the right curl mountain to the vertex, and n1 is the valley between L1 And n2 is the number of valleys between L2.)

ただし、前記薬剤成分の配合量の数値は重量％である。 In the said Example and comparative example, what was shown by the following table | surface (A) was used as a permanent 2 agent.

However, the numerical value of the compounding amount of the drug component is% by weight.

Evaluation criteria in the evaluation method of the curl design formation effect are shown below.
◎ Forms a very firm and elastic curl and has very high wave efficiency.
○ Forms a solid curl and has high wave efficiency.
△ Forms a gentle curl and has low wave efficiency.
× Almost no curl is formed, and the wave efficiency is very low.

Evaluation Method for Color Loss of Alkaline Color 10 ml of the hair treatment agent of each Example or Comparative Example was uniformly applied to a hair bundle of about 10 cm and 1 g of white hair dyed with the same red alkali color under the same conditions. The flask was put in a petri dish having a diameter of 90 mm and sealed, and left at room temperature (about 20 ° C.) for 15 minutes. After standing, 10 ml of permanent 2 was applied uniformly. 7 minutes after application, 10 ml of the same permanent agent was applied again, left for 7 minutes, and then washed with water. After dyeing the same gray hair bundle with the same alkali color under the same conditions, the product that was not treated with the hair treatment agent of the present invention is a standard product (this standard product is not discolored) The color fading was evaluated in comparison with the standard product. In the present invention, the alkali color fading evaluation method is simply referred to as an alkali color fading evaluation method. Evaluation criteria in the alkali color fading evaluation method are shown below.
◎ Very little color fading ○ Little color fading △ Many color fading.
× There are many discoloration.

Evaluation method for color fading of hair nail polish 10 ml of the hair treatment agent of each Example or Comparative Example was uniformly applied to a hair bundle of about 10 cm and 1 g of white hair which was dyed with the same brown hair nail polish under the same conditions. The flask was put in a petri dish having a diameter of 90 mm and sealed, and left at room temperature (about 20 ° C.) for 15 minutes. After standing, 10 ml of permanent 2 was applied uniformly. 7 minutes after application, 10 ml of the same permanent agent was applied again, left for 7 minutes, and then washed with water. After dyeing the same bundle of white hair with the same hair nail polish under the same conditions, the product that was not treated with the hair treatment agent of the present invention is a standard product (this standard product is not discolored) The color fading was evaluated in comparison with the standard product.
In the present invention, the method for evaluating the color fading of the hair manicure is simply referred to as the method for evaluating the color fading of the hair nail polish. The evaluation criteria in the method for evaluating the color fading of the hair manicure are shown below.
◎ There is very little color fading.
○ Less color fading.
△ There are many discoloration.
× There are many discoloration.

Method for evaluating damage Into a petri dish with a diameter of 90 mm, put a hair bundle of 1 g of untreated human hair having a length of about 10 cm and 25 ml of the hair treatment agent of each example or comparative example, tightly plugged, and at room temperature (about 20 ° C.) Left for 60 minutes. After standing, it was washed with water and immersed in 25 ml of permanent 2 agent for 15 minutes. Thereafter, it was washed with water and evaluated for damage. The damage was evaluated by comparing the appearance and feel when wet and dry. Non-damaged hair is more glossy, has a higher surface slipperiness and smoothness, and feels firmness and elasticity even when wet in a state close to untreated hair. As the damage progresses, the luster disappears, and the surface becomes rough, wrinkled, and crisp, and mainly the hair ends become dusty. When wet, there is a tendency to lose elasticity and elasticity and soften. Moreover, the tendency for the color of hair to become bright is seen, so that damage is large.
In the present invention, the damage evaluation method is simply referred to as damage evaluation method. The evaluation criteria in the damage evaluation method are shown below.
◎ Very little damage.
○ Less damage.
△ A lot of damage.
× Very much damage.

Odor evaluation method In a petri dish having a diameter of 90 mm, a hair bundle of 10 g of untreated human hair having a length of about 15 cm and 75 ml of the hair treatment agent of each Example or Comparative Example are put, sealed, and at room temperature (about 20 ° C.). Left for 15 minutes. After standing, it was washed with water and immersed in 75 ml of permanent 2 for 15 minutes. Thereafter, it was washed with water, and the odor was evaluated.
In the present invention, the odor evaluation method is simply referred to as an odor evaluation method. The evaluation criteria in the odor evaluation method are shown below.
◎ Very little smell.
○ There is little smell.
△ Smell.
× Very smelly.

Evaluation Method for Hair Softening 10 ml of the hair treatment agent of each Example or Comparative Example was uniformly applied to a hair bundle of 1 g of untreated human hair having a length of about 10 cm. The flask was put in a petri dish having a diameter of 90 mm and sealed, and left at room temperature (about 20 ° C.) for 15 minutes. After standing, 10 ml of permanent 2 was applied uniformly. 7 minutes after application, 10 ml of the same permanent agent was applied again, left for 7 minutes, and then washed with water. The product that was not treated with the hair treatment agent of the present invention was used as a standard product, and the touch evaluation was performed in comparison with the standard product.
In the present invention, the hair softening evaluation method is simply referred to as a hair softening evaluation method. The evaluation criteria in the hair softening evaluation method are shown below.
◎ Compared with the standard product, the hair is very flexible and the touch is very good ○ Compared with the standard product, the hair is flexible and the touch is good △ Touch equivalent to the standard product × Hair compared to the standard product Is hard and feels bad

Evaluation Method for Alkali Color Dyeing (Hair Permeation Promoting Property) 10 ml of the hair treatment agent of each example or comparative example was uniformly applied to a hair bundle of about 10 cm and 1 g of white hair. The flask was put in a petri dish having a diameter of 90 mm and sealed, and left at room temperature (about 20 ° C.) for 15 minutes. After standing, 10 ml of permanent 2 was applied uniformly. 7 minutes after application, 10 ml of the same permanent agent was applied again, left for 7 minutes, and then washed with water. After the hair was dried, it was dyed with the same red alkali color under the same conditions. The same hair bundle of white hair is not treated with the hair treatment agent of the present invention, but only dyed with the same alkaline color under the same conditions as a standard product, and the evaluation of dyeing is performed in comparison with the standard product. It was.
In the present invention, the method for evaluating alkali color dark dyeing (facilitating hair penetration) is simply referred to as alkali color dark dyeing evaluation method. The evaluation criteria in the evaluation method of the alkaline color dark dyeing (hair penetration promoting property) are shown below.
◎ The color is dyed very dark compared to the standard product. ○ The color is dyed darker than the standard product. △ The color is dyed lightly compared to the standard product. × The color is dyed lighter than the standard product. Satisfying the requirements of the evaluation standard ◎ in the evaluation method of dark dyeing, the hair color dyes very darkly indicates that the hair treatment agent is excellent in promoting hair penetration, and the evaluation standard is × When the hair color is lightly dyed, it indicates that the hair penetration promoting property is inferior.

The above implementation results are shown in Tables 1 to 10 below as examples and comparative examples.

The results when the cysteamine concentration is 0.5% by weight are shown in Table 1 below.

The results when the cysteamine concentration is 1% by weight are shown in Table 2 below.

The results when the cysteamine concentration is 1.3% by weight are shown in Table 3 below.

The results when the cysteamine concentration is 1.6% by weight are shown in Table 4 below.

The results when the cysteamine concentration is 2% by weight are shown in Table 5 below.

The results when the cysteamine concentration is 2.5% by weight are shown in Table 6 below.

The results when the cysteamine concentration is 2.7% by weight are shown in Table 7 below.

The results when the cysteamine concentration is 3% by weight are shown in Table 8 below.

The results when the cysteamine concentration is 4% by weight are shown in Table 9 below.

The results when the cysteamine concentration is 7% by weight are shown in Table 10 below.

Claims (1)

The cysteamine concentration is 0.5 to 2.0% by weight and the pH is 9.2 to 9.5 (provided that the cysteamine concentration is a concentration based on the amount of cysteamine in 2.0% by weight of cysteamine hydrochloride and the pH is 9.0 to 9.0). A cysteamine-containing hair deforming (design forming) agent, characterized in that it is 9.5 ).