JPS5935361B2 - skin lotion composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides transparent skin that does not irritate the skin (gives the skin a moderately good cooling sensation, astringent moisturizing sensation, smoothness, and antibacterial effect, and has excellent storage stability). The present invention relates to lotion compositions.

2-Pyrrolidone-5-carboxylic acid is contained in the skin and plays the role of a natural moisturizing factor (so-called W), and is said to be highly hygroscopic and provide excellent moisturization and flexibility to the skin and hair. ing.

However, when it is blended and used in skin cosmetics such as skin lotions, it mixes and coexists with various cosmetic materials (raw materials), so it interacts with the materials and degrades the above properties or causes cosmetic damage. This may reduce the quality of the food.

For example, when manufacturing lotions, when used together with special polyol compounds or quaternary ammonium, they may react or associate to form molecular compounds or salts, and the above properties such as wettability, flexibility, etc. This may significantly reduce the storage stability of products or enhance the irritation characteristic of surfactants, thereby deteriorating the quality of the product.

The present inventors improved the above-mentioned drawbacks and fully exhibited the characteristics of 2-pyrrolidone-5-carboxylic acid,
Moreover, as a result of intensive research to produce a skin lotion with other properties, we found that when a quaternary ammonium salt with the above-mentioned specific structure and common salt are contained in the coexistence of alcohol and water, 2-pyrrolidone-5- Sodium carboxylate and quaternary ammonium chloride (salt) do not react with each other (they are stably dissolved in the system, improving the storage stability of the composition, and do not irritate the skin when used). The present invention has been completed by discovering that a transparent skin lotion composition that gives the skin a moderately good cooling sensation, astringency, moisturizing sensation, flexibility, smoothness, and antibacterial effect can be easily produced.

The object of the present invention is to provide a transparent skin lotion composition that provides good cooling, astringent, moisturizing, softness, smoothness, and antibacterial effects to the skin without irritating the skin, and has excellent storage stability. It is about providing.

That is, the present invention relates to compounds of the general formula (in the above formula, R is an alkyl group or alkenyl group having 6 to 17 carbon atoms, R' is a benzyl group, 4-nitrobenzyl group, 3,4-)chlorobenzyl group, inmeric dichloro benzyl group, 2-chlorobenzyl group, 4-chlorobenzyl group, 2,4--)chlorobenzyl group, inmeric trichlorobenzyl group, methylbenzyl group, ethylbenzyl group, dimethylbenzyl group, 2,4-dimethylbenzyl group, Represents a 3,4-dimethyl group or a methyl group.

), sodium 2-pyrrolidone-5-carboxylate, alcohol, salt, and water.

Embodiments of the present invention will be explained in detail below.

The specific quaternary ammonium salts used in the present invention are represented by the above general formula, and may be used alone or in combination of two or more.

Its content is 0.025 to 0.05 based on the weight of the composition.
% by weight, preferably 0.03-0.04% by weight.

If it is less than 0.025% by weight, the storage stability of the composition tends to decrease, and if it is more than 0.05% by weight, it becomes more irritating.

Among the quaternary ammonium salts represented by the above general formula, particularly preferred are lauryldimethylbenzylammonium chloride, octyldimethylbenzylammonium chloride, lauryldimethyl 4-nitrobenzylammonium chloride, lauryldimethyl 3,4-dichlorobenzylammonium chloride, These include lauryldimethyliso-dichlorobenzyl chloride, lauryltrimethylammonium chloride, and the quaternary ammonium salt used in Example 6.

The content of sodium 2-pyrrolidone-5-carboxylate is 1 to 10% by weight, preferably 4 to 10% by weight based on the weight of the composition.
It is 8% by weight.

If the amount is less than 1% by weight, the moist feeling and squeaky feeling (astringency) will decrease, and if it is more than 10% by weight, the moist feeling will be too strong and may give an uncomfortable feeling.

The content of salt is 0.05 to 0.5% by weight, preferably 0.
．． It is 1 to 0.3% by weight.

If the amount is less than 0.05% by weight, the storage stability, smoothness, and moist feeling will deteriorate, and if it is more than 0.5% by weight, a strong discomfort will be felt and the irritation will be strong.

The content of alcohol is 5 to 20% by weight, preferably 7 to 12% by weight, based on the weight of the composition.

If it is less than 5% by weight, the cooling sensation tends to decrease (20
If it exceeds % by weight, the refreshing feeling will be too strong, which is not preferable.

Further, the content of water is 65 to 95% by weight, preferably 75 to 87% by weight, based on the weight of the composition.

If it is less than 65% by weight, stability tends to decrease under low temperatures such as winter, and if it is more than 95% by weight,
Stability tends to decrease under high temperatures such as in summer.

The composition of the present invention consists of adding a mixed solution consisting of a required amount of sodium 2-pyrrolidonecarboxylate, alcohol, and fragrance;
It is produced by mixing a mixed solution of common salt, water, and a quaternary ammonium salt with stirring.

The skin lotion composition of the present invention is a transparent, non-viscous liquid, and the coexisting salt also acts as a stabilizer, so it has excellent long-term storage stability and does not form a precipitate even after 2 years of storage. No opacity occurs.

However, as shown in the comparative examples described below (even if common salt is present, 2-pyrrolidone-5- Reacts with carboxylic acid salts to form a precipitate.

As described above, and as will be described later, the effect of the coexistence of common salt and the quaternary ammonium salt having the specific structure is extremely unique.

Furthermore, the permeability and swelling and softening of sodium 2-pyrrolidone-5-carboxylate to hardened areas of the skin (Callus) are significantly promoted by the quaternary ammonium salt, and both of them work together to make the skin supple. It can also make your skin smoother and improve its moisturizing properties.

Moreover, alcohol not only provides a refreshing feeling, but also stabilizes the mixed system together with water, and together with salt and quaternary ammonium, can improve the sterilizing and disinfecting effects.

The present invention will be explained in detail below.

Note that "part" means part by weight, and "%" means % by weight.

Example 1 (1) Composition of the skin lotion of the present invention 1. Sodium 2-pyrrolidone-5-carboxylate (purity) 5 parts 2, ethyl alcohol 13 parts 3, lauryldimethylbenzylammonium chloride (purity) 0.05 Part 4, Salt (purified salt) 0.1 Part 5, Fragrance 0.5 part 6, Water 81.35 Total 100 parts (2) Manufacture of skin lotion composition* 7 Sodium 2-pyrrolidone-5-carboxylate in ethyl After dissolving in alcohol, fragrance was added to prepare a mixed solution.

Next, common salt and lauryldimethylbenzylammonium chloride were added and dissolved in water to prepare a mixed solution.

Thereafter, (B) was added to (A) of the mixed solution while stirring and mixed to obtain a skin lotion composition of the present invention.

(3) Comparative Example Skin Lotion Composition ■ Comparative Example 1 was carried out in the same manner as in the present invention except that lauryl dimethyl benzyl bromide was used instead of lauryl dimethyl benzyl chloride.

(2) Comparative Example 2 was carried out in the same manner as in the present invention except that ammonium 2-pyrrolidone-5-carboxylate was used instead of sodium 2-pyrrolidone-5-carboxylate.

-■ Comparative Example 3 was carried out in the same manner as in the present invention except that 2-pyrrolidone-5-carboxylic acid was used instead of sodium 2-pyrrolidone-5-carboxylate.

(2) Comparative Example 4 was carried out in the same manner as in the present invention except that lauryldimethylbenzylammonium chloride was not used.

(2) Comparative Example 5 was carried out in the same manner as in the present invention except that only common salt was not used.

(4) Next, the storage stability, appearance, and sensory tests (cooling feeling, astringency, blending into the skin, skin smoothness, moisturizing feeling, and irritating feeling) of the compositions of the present invention and comparative examples were examined.

The results are shown in Table 1. In addition, the appearance in Table 1 is observed with the naked eye, and the storage stability is measured at -10℃ for 2 weeks and at 45℃ for 2 weeks.
If it was stored in a constant temperature room for 6 months on a weekly cycle, it was considered stable if it was transparent, and unstable if it was opaque.

The sensory test was conducted with a panel of 17 women, and the numbers are the number of people who answered that the product was good except for the irritation.

As is clear from these results, the skin lotion composition of the present invention is significantly superior in transparency, storage stability, and organoleptic properties compared to the composition of the comparative example.

Even if similar components are used in place of the constituent components of the present invention, a good lotion composition cannot be obtained.

Example 2 A skin lotion composition of the present invention was prepared in the same manner as in Example 10, except that lauryltritylammonium bromide was used instead of lauryldimethylbenzylammonium chloride.

Comparative Example 6 was carried out in the same manner as in Example 10 of the present invention, except that lauryltritylammonium bromide was used instead of lauryldimethylbenzylammonium chloride.

Comparative Example 7 was carried out in the same manner as in Example 1 of the present invention except that lauryltritylammonium was used instead of lauryldimethylbenzylammonium chloride and no alcohol was used. The results are shown in Table 2.

As described above, even if a related quaternary ammonium salt is mixed in place of the quaternary ammonium salt represented by the general formula of the present invention, a good lotion composition cannot be obtained.

Example 3 The same procedure as in Example 10 of the present invention was conducted except that the content of lauryldimethylbenzylammonium chloride was changed as shown in Table 3.

The results are shown in Table 3.

As is clear from this result, the content of the specific quaternary ammonium salt is 0.025 to 0.05%, preferably 0.03 to 0.04%.

Animal Skin Irritation Test According to the method of Draize, a patch piece to which 0.5 ml of the skin test sample has been applied is applied to the skin of white domestic rabbits (three rabbits were used) whose back hair has been shaved.

Cover the rabbit with rubber clothing and secure it in a motion hole to prevent it from moving.

After 24 hours, the patch pieces are removed and the degree of reaction is recorded according to the criteria below.

Further, the determination is also made after 72 hours, and the average score after 24 hours and after 72 hours is calculated and used as the irritation score.

Judgment (1) No erythema or skin formation erythema - Very slight erythema -1 Confirmed erythema -2 Moderate to severe erythema -3 Severe erythema and slight skin formation -4 (2) Edema formation Shin I
No edema - Very slight edema -1 Slight edema -2 Moderate edema -3 Severe edema -4 Based on the calculated score value, the degree of irritation is evaluated as follows.

0 to 2 - Slight irritation or almost no irritation 2 or more to 5 or less - Moderate irritation 5 or more - Strong irritation Turbidity test Purified kaolin 17! I
I? The degree of turbidity when dispersed in 1 liter of water was defined as 1 degree, and the frequency was determined from the measured value.

Example 4 The same procedure as in Example 10 of the present invention was conducted except that the content of sodium 2-pyrrolidone-5-carboxylate was changed as shown in Table 4.

The results are shown in Table 4.

As is clear from this result, 2-pyrrolidone-5-
When the content of sodium carboxylate is less than 1% (and when it is more than 10%), the moist feeling and astringency tend to deteriorate significantly.

Example 5 The salt content was changed as shown in Table 5 (Example 1 except that it was changed)
This was carried out in the same manner as in the present invention.

The results are shown in Table 5.

As is clear from this result, the salt content is 0.05
If the amount is less than 0.5%, it will cause opacity and precipitate, and the moist feeling and astringent property will be reduced, and if it is more than 0.5%, the moist feeling and astringent property will be reduced.

Example 6 Instead of lauryldimethylbenzylammonium chloride, stearyltrimethylammonium chloride (AI), cetyltrimethylammonium chloride (A2), n-octylammonium chloride (A3), and capryltrimethylammonium chloride (A4) were used as quaternary ammonium salts instead of lauryldimethylbenzylammonium chloride. ), capryldimethylbenzylammonium chloride (A5), oleyldimethylammonium chloride (A6), 2-ethylhexyldimethylammonium chloride (A7), octyl.

Dimethylbenzylammonium chloride (A8), cetyldimethylammonium chloride (boiled 9), lauryldimethyl 4-nitrobenzylammonium chloride (AIO), lauryldimethyl 2,4-dichlorobenzylammonium chloride.

(All), lauryldimethylmethylbenzylammonium chloride (A12), lauryldimethyl 3,4-
The same procedure as in Example 10 of the present invention was carried out, except that dichlorobenzylammonium chloride (13) and lauryldimethyl 4-chlorobenzylammonium chloride (A14) were used.

The results are shown in Table 6.

Claims (1)

[Scope of Claims] 1 General formula (in the above formula, R is an alkyl group or alkenyl group having 6 to 17 carbon atoms, R' is a benzyl group, 4-nitrohenzyl group, 3,4-dichlorobenzyl group, Inmeric dichlorobenzyl group, 2-chlorobenzyl group, 4-chlorobenzyl group, 2,4-dichlorobenzyl group, isomeric trichlorobenzyl group, methylbenzyl group, ethylbenzyl group, dimethylbenzyl group, 2,4-dimethyl Benzyl group, 3,4-dimethylbenzyl group, or methyl group.)), sodium 2-pyrrolidone-5-carboxylate, alcohol, salt, and water. Lotion composition. 2. The composition according to claim 1, wherein the content of the quaternary ammonium salt represented by the general formula is 0.025 to 0.05% by weight. The composition according to claim 1, wherein the content of sodium 32-pyrrolidone-5-carboxylate is 1 to 10% by weight. 4. The composition according to claim 1, wherein the alcohol content is 5 to 20% by weight. 5. The composition according to claim 1, wherein the content of common salt is 0.05 to 0.5% by weight. 6. The composition according to claim 1, wherein the water content is 65 to 95% by weight. 7. The composition according to claim 1, wherein the alcohol is ethyl alcohol, inglobil alcohol, or a combination of both.