JPS5935363B2 - Composition of skin emulsion - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides a skin care product that does not irritate the skin (gives the skin moderate and good astringency, moisturizing, smoothness, and bactericidal effect,
Moreover, it relates to a non-viscous acidic skin emulsion composition with excellent storage stability.

Conventionally, skin emulsions containing higher alkyl sulfate ester salts irritate the skin, and even if they contain cholesterol, etc., they tend to cause hydrolysis on the acidic side (PH 4 to 6.0), resulting in a decrease in emulsion stability. There were drawbacks.

Furthermore, skin emulsions containing linear fatty acid ester oils and higher alcohol sulfate ester salts have the disadvantage that they are easily hydrolyzed (and their emulsion stability and storage stability tend to be significantly reduced).

As a result of intensive research in an attempt to improve the drawbacks of skin emulsions containing higher alcohol sulfate ester salts and cholesterol, the present inventors discovered that a specific quaternary ammonium salt represented by general formula (1) below and The skin emulsion is a mixture of the higher alcohol sulfate ester salt of formula (2), cholesterol salt, linear fatty acid ester oil, and water.
Even on the acidic side, the hydrolysis reaction of higher alcohol sulfate ester salts and linear fatty acid ester oils is prevented,
The emulsion stability during long-term storage has been significantly improved and improved, and when used, it has a moist feeling, smoothness, astringency, and bactericidal effect without irritating the skin. The present invention has been completed.

The purpose of the present invention is to provide a skin emulsion composition that has excellent emulsion stability and storage stability, and provides a moderately good moist feeling, smoothness, astringency, and bactericidal effect without irritating the skin during use. It is to be.

The present invention is based on the following general formula (1) (in the above formula, R is an alkyl group having 6 to 17 carbon atoms or a fluorenyl group, and R' is a benzyl group, 4-nitrobenzyl group, 3,4-dichlorobenzyl group). , 4-chlorobenzyl group, 2,4-dichlorohensyl group, methylbenzyl group or methyl group) is 0.025 to 0.0
5% by weight (weight% is the same as 8 or less based on the weight of the composition), cholesterol is 0.1 to 2.0% by weight, and the following general formula (2
) % formula % (2) (In the above formula, R is an alkyl group or alkenyl group having 11 to 18 carbon atoms, A is sodium, potassium or NH
The higher alcohol sulfate ester salt represented by 4) is 0.1 to
2% by weight, linear fatty acid ester oil 1-20% by weight, salt 0.05-0.5% by weight, and water 75-98% by weight.
This is a skin emulsion composition, characterized in that it contains % by weight.

The specific quaternary ammonium salts used in the present invention are represented by the general formula (1), and may be used singly or in combination of two or more.

The blended amount (hereinafter referred to as content) is 0.0 based on the total weight of the prescription ingredients (hereinafter referred to as composition weight).
25-0.05% by weight, preferably 0.03-0.04
Weight%.

If it is less than 0.025% by weight, the emulsion stability and storage stability of the composition will tend to decrease, and if it is more than 0.05% by weight, it will tend to have strong pungent properties.

Among the quaternary ammonium salts represented by the general formula (1), particularly preferred are lauryldimethylbenzylammonium chloride, octyldimethylbenzylammonium chloride, lauryldimethyl 4-nitrobenzylammonium chloride, lauryldimethyl 3,4-
These include dichlorobenzylammonium chloride, lauryldimethyliso-dichlorobenzylchloride, lauryltrimethylammonium chloride, and the like.

The content of cholesterol is 0.1 based on the weight of the composition.
-2% by weight, preferably 0.3-1.5% by weight.

If the amount is less than 0.1% by weight, emulsion stability and storage stability will decrease, and if it is more than 2% by weight, it will be difficult to produce a stable non-viscous emulsion.

The higher alcohol sulfate ester salts used in the present invention are those represented by the general formula (2), and include untedisyl alcohol sulfate, lauryl alcohol sulfate,
Sodium salt of tritesyl alcohol sulfate, myristyl alcohol sulfate, pentadecyl alcohol sulfate, cetyl alcohol sulfate, heptadecyl alcohol sulfate, oleyl alcohol sulfate, stearyl alcohol sulfate,
Preferred examples include potassium salts and ammonium salts.

Higher alcohol sulfate ester salts can be used singly or in combination of two or more, and the amount used (content) is as follows:
o, i to 2% by weight relative to the weight of the composition, preferably 0
．． It is 3 to 1.5% by weight.

If the amount is less than 0.1% by weight, emulsion stability and storage stability will decrease, and if it is more than 2% by weight, it will be difficult to form a non-viscous emulsion.

The content of salt is 0.05 to 0.5 based on the weight of the composition.
% by weight, preferably 0.1-0.3% by weight.

If it is less than 0.05% by weight, the stability and storage stability of the higher alcohol sulfate ester and the ester oil will decrease, and if it is more than 0.5% by weight, there will be a strong feeling of discomfort and the storage stability will tend to decrease. There is.

The content of the linear fatty acid ester oil is 1 to 20% by weight, preferably 3 to 15% by weight, based on the weight of the composition.

If it is less than 1% by weight, it will not function as a skin emulsion and the emulsion stability and storage stability will tend to decrease.
If it exceeds 20% by weight, viscosity will appear and it will be difficult to obtain an acidic, non-viscous material.

The linear fatty acid ester oil used in the present invention is an esterified oil of a linear fatty acid and a linear monohydric alcohol, such as butyl stearate, hexyl laurate, butyl palmitate. , butyl myristate,
hexyl stearate, hexyl palmitate, hexyl myristate, butyl oleate, hexyl oleate,
Preferred examples include hexadecyl adipate and a combination thereof.

The water content is between 75 and 98% by weight, based on the weight of the composition.

Preferably it is 81.5 to 96.0% by weight.

If it is less than 75% by weight, stability tends to decrease under low temperatures such as in winter (and if it exceeds 95% by weight, stability tends to decrease under high temperatures such as in summer).

Further, in the present invention, the skin emulsion composition may contain, as a PH adjuster, a known PH buffering agent consisting of a water-soluble organic acid alone or a mixture with an organic acid salt to adjust the PH.

In the composition of the present invention, a solution consisting of common salt, water, a quaternary ammonium salt, and a higher alcohol sulfate ester salt is added to a homogeneous mixture obtained by heating the required amount of linear fatty acid esterified oil and cholesterol. It is manufactured by mixing and emulsifying and dispersing it while stirring.

The skin emulsion composition of the present invention is an acidic, non-viscous liquid, and the coexisting common salt and the quaternary ammonium salt also act as stabilizers and have excellent long-term storage stability.
It is extremely stable and does not undergo separation or hydrolysis even when stored for years.

However, as shown in the comparative examples described below, even if common salt is present, the quaternary ammonium salt shown in the above general formula has a chlorine atom substituted with a bromine atom. The coexistence effect of common salt and the quaternary ammonium salt having the above-mentioned specific structure is very specific, such as not being able to prevent the hydrolysis of ester oil.

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 emulsion of the present invention ■, butyl stearate (pure) 5 parts 2, cholesterol (pure) 05 parts 3, lauryldimethylbenzylammonium chloride (pure) 0.05 parts 4 common salt (Purified salt) 0.1 part 5, Sodium cetyl sulfate (purity) 0.7 part 6, Flavor pigment appropriate amount 7, Water
93. 3 parts total 100 parts (2) Production of skin emulsion composition Dissolve cholesterol in liquid paraffin by heating (A
) was prepared.

Next, common salt and lauryldimethylbenzylammonium chloride were added, heated, and cetyl alcohol sulfate ester soda salt was added to prepare a homogeneous mixed solution (B).

CB) was added to (A) of the mixed solution with stirring, and after mixing, perfume and pigment were added and cooled to room temperature while stirring to obtain a skin emulsion composition of the present invention.

(3) Comparative Example Skin Emulsion 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 phytosterol was used instead of cholesterol.

■ As Comparative Example 3, except that stearic acid triethanolammonium salt was used instead of cetyl sodium sulfate,
It was carried out in the same manner as in the present invention.

(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, fading test, and sensory test (skin compatibility, skin smoothness, moist feeling, and irritation) of the compositions of the present invention examples 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.
A milky lotion with a uniform state when stored in a constant temperature room for 6 months on a weekly cycle was considered stable, and a non-uniform milky lotion was considered unstable.

The sensory test was conducted with a panel of 20 women, and the numbers are the number of people who answered that the product was good except for the irritation.

The fading test was conducted by visual judgment of the color after 4 hours of fetometer testing.

As is clear from the results, the composition of Example 1 of the present invention is significantly superior in uniform emulsifying property, storage stability, and functionality compared to the composition of Comparative Example.

Even if similar components are used in place of the constituent components of the present invention, a good non-viscous acidic emulsion composition cannot be obtained.

※※Example
2 The same procedure as in Example 1 of the present invention was carried out except that the content of lauryldimethylbenzylammonium chloride was changed as shown in Table 2.

The results are shown in Table 2.

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 1) According to the method of RAISE, test sample 0.5 rul
A patch piece coated with a white rabbit with its back fur shaved (
Apply to the skin of 3 birds (using 3 birds).

Cover the rabbit with rubber clothing and secure it in an animal cage to prevent movement.

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 0 Very slight erythema 1 Visible erythema 2 Moderate to severe erythema 3 Severe erythema and slight skin formation 4 (2) Formation of edema No edema 0 Very slight edema 1 Slight edema 2 Moderate edema 3 N4 Severe edema 4 Evaluation 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 more Moderate irritation 5 or more Strong stimulation Example 3 The same procedure as in Example 10 of the present invention was carried out except that the cholesterol content was changed as shown in Table 3.

The results are shown in Table 3.

As is clear from this result, if the cholesterol content is less than 0.1% (or more than 2%), the stability will be poor (if the cholesterol content is less than 0.1%), the stability will be poor (if the cholesterol content is more than 2%) An acidic emulsion is obtained.

*Example 4 The same procedure as Example 1 of the present invention was conducted except that the salt content was changed as shown in Table 4.

The results are shown in Table 4.

As is clear from this result, the salt content is 0.05%.
If the amount is less (or more than 0.5%), uniform emulsification cannot be obtained.

Example 5 Instead of lauryldimethylbenzylammonium chloride, stearyltrimethylammonium chloride (A1), cetyltrimethylammonium chloride (A2), n-octyltrimethylammonium chloride (A3), capryltrimethylammonium chloride ( A4), capryldimethylbenzylammonium chloride (A;, 5), oleyldimethylbenzylammonium chloride (A6
), 2-ethylhexyldimethylbenzylammonium chloride (A7), octyldimethylbenzylammonium chloride (A8), cetyldimethylbenzylammonium chloride (A9), 7uryldimethyl 4-
Nitrobenzylammonium chloride (AIO), lauryldimethyl 2,4-dichlorobenzylammonium chloride (A11.), lauryldimethylmethylbenzylammonium chloride (A, 12), lauryldimethyl 3,4-dichlorobenzylammonium chloride (A13), lauryl The same procedure as in Example 10 of the present invention was conducted except that dimethyl 4-chlorobenzylammonium chloride I'(Al 4 )' was used.

The results are shown in Table 5. Example 6 Instead of butyl stearate, each of hexyl laurate, butyl palmitate, butyl myristate, hexyl stearate, hexyl palmitate, hexyl myristate, butyl oleate, hexyl oleate, and hexadecyl adipate was used. , Example 10 Each skin emulsion was produced in the same manner as in the present invention.

Each of the obtained skin emulsions formed a uniform emulsion similar to the skin emulsion of the present invention in Example 10, and the pH was 4.6.
The emulsified product was stored for 6 months, but no abnormalities were observed in the emulsified state and it was extremely stable.

Claims (1)

[Scope of Claims] 1 The following general formula (1) (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, 4-chlorobenzyl group, 2,4-dichlorobenzyl group, methylbenzyl group or methyl group) quaternary ammonium salt represented by , based on the weight of the composition. Cholesterol: 0.1 to 2.0% by weight,
The following general formula (2) % formula % (2) (In the above formula, R is an alkyl group or alkenyl group having 11 to 18 carbon atoms, A is sodium, potassium or NH
The higher alcohol sulfate ester salt represented by 4) is 0.1 to
2% by weight, linear fatty acid ester oil 1-20% by weight, salt 0.05-0.5% by weight, and water 75-98% by weight.
A skin emulsion composition characterized in that the composition contains % by weight.