JPH10279426A - Preparation for external use for skin - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject preparation improved in rough skin preventive and remedying function, by including a specific acetylated hyaluronic acid and a basic amino acid (salt) in specified proportions. SOLUTION: This preparation is obtained by formulating (A) 0.001-10 wt.% of an acetylated hyaluronic acid 2-4 in the number of substitution of acetyl groups per hyaluronic acid constitutive unit, with a molecular weight of pref. 10,000-1000,000 in terms of hyaluronic acid, (B) 0.001-10 wt.% of a basic amino acid (salt) (e.g. arginine) so as to be (100:1) to (1:1,000) in the weight ratio A/B, and (C) as necessary, surfactant, oil, moisturizer, ultraviolet light absorber, thickening agent, color, perfume, antioxidant, skin whitening agent, activator, blood circulation promoter, antiseborrheic agent, water, etc. The ingredient A is formed, for example, by dispersing powdery hyaluronic acid in acetic acid followed by reaction in the presence of trifluoroacetic acid as catalyst.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an external preparation for skin, and more particularly, to an improvement in the function of preventing rough skin and improving rough skin.

[0002]

2. Description of the Related Art Conventionally, hyaluronic acid and amino acids have been blended into skin external preparations as humectants. In particular, hyaluronic acid has also been used to obtain a feeling unique to polymers that has good affinity for skin.

[0003]

However, the effects of hyaluronic acid or amino acid on preventing skin roughness and improving skin roughness have not been sufficient yet, and the effects cannot be expected. The present invention has been made in view of the problems of the related art, and an object of the present invention is to provide an external preparation for skin having improved functions for preventing rough skin and improving rough skin.

[0004]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that acetylated hyaluronic acid is mixed with one or more selected from basic amino acids and salts thereof. By doing so, the effect of preventing skin roughness and improving skin roughness is dramatically improved, and it has been found that this object can be achieved, and the present invention has been completed.

That is, the external preparation for skin according to the present invention comprises:
When the number of substitution of acetyl groups per hyaluronic acid structural unit is 2
Acetylated hyaluronic acid of 0.001 to 10
% By weight, and 0.001 to 10% by weight of one or more selected from basic amino acids and salts thereof, and the compounding weight ratio of acetylated hyaluronic acid to basic amino acids and salts thereof is 100/1. １／1/1000. In the external preparation for skin according to the present invention, it is preferable that the basic amino acid is arginine.

[0006]

Embodiments of the present invention will be described below in detail. The acetylated hyaluronic acid used in the present invention preferably has a molecular weight of about 10,000 to 1,000,000 in terms of hyaluronic acid.

The acetylated hyaluronic acid used in the present invention preferably has 2 to 4 acetyl groups per hyaluronic acid structural unit. If the number of substitution of the acetyl group is less than 2, the effect of the present invention may not be sufficiently obtained, and if the number of substitution of the acetyl group is more than 4, it is difficult in the production method. The method for producing the acetylated hyaluronic acid according to the present invention is as follows.

A method of dispersing hyaluronic acid in powder form in acetic acid and reacting by adding trifluoroacetic anhydride as a catalyst, a method of dispersing in acetic acid and adding p-toluenesulfonic acid and further adding acetic anhydride and reacting the same, A method of suspending in an acetic acid solvent and adding concentrated sulfuric acid to cause a reaction and the like are known (JP-A-6-9707, JP-A-8-53501).

In the present invention, when acetylated hyaluronic acid is added, the amount of the acetylated hyaluronic acid is 0.00
It is preferably from 0.1 to 10% by weight, more preferably from 0.001 to 5% by weight. If the amount is less than 0.0001% by weight, the effect may not be exhibited. Even if the amount is more than 10% by weight, the improvement of the roughening effect and the roughening preventing effect cannot be expected, and the stickiness may be caused in the usability. It is not preferable because there is.

The basic amino acids and salts thereof used in the present invention include arginine, lysine, histidine and alkali metal salts and hydrochlorides thereof.
Arginine and its alkali metal salts and hydrochlorides are most effective.

The amount of the basic amino acid and its salt in the present invention is not particularly limited, but is preferably 0.001 to 10% by weight, more preferably 0.01 to 5% by weight, based on the total amount of the external preparation for skin. Be blended. When the amount of the basic amino acid and its salt is less than 0.001% by weight, the excellent effect of improving rough skin and preventing rough skin of the present invention may not be easily obtained. Improvement in the effect of preventing rough skin cannot be expected, and further, the usability may be poor.

In the present invention, the compounding weight ratio in which the synergistic action of acetylated hyaluronic acid and the basic amino acid and the salt thereof is remarkably recognized is approximately 100/1 to 1 after satisfying the effective compounding amounts of both. / 1000. If the ratio is out of this range, one of the drugs is unnecessarily compounded, which is disadvantageous in cost.

[0013] In addition to the above essential components, the skin external preparation of the present invention also contains other ingredients usually used in skin external preparations such as cosmetics and pharmaceuticals, such as avocado oil, palm oil, peanut oil, tallow, rice bran oil, jojoba oil. Oil, carnauba wax, lanolin, liquid paraffin, oxystearic acid, oil such as isostearyl palmitate, isostearyl alcohol, glycerin, sorbitol, polyethylene glycol, pyrrolidone carboxylic acid and salts thereof, collagen,
Moisturizers such as hyaluronic acid and its salts, chondroitin sulfate and its salts, ultraviolet absorbers such as amyl paradimethylaminobenzoate, urocanic acid, ethyl diisopropylcinnamate, and antioxidants such as sodium erythorbate, sage extract, and parahydroxyanisole Agent, sodium stearyl sulfate, diethanolamine cetyl sulfate,
Surfactants such as cetyltrimethylammonium saccharin, polyethylene glycol isostearate, and glyceryl arachiate; preservatives such as ethylparaben and butylparaben; extracts such as oak, orange, sicon, peonies, assembly, birch and loquat; Inflammatory agents such as glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, zinc oxide, allantoin, placenta extracts, glutathione, yukinoshita extracts, ascorbic acid derivatives, etc. , Extract such as lily, royal jelly, photosensitizer, cholesterol derivative, activator such as various amino acids, saffron, senkyu, ginger, hypericum, ononis, rosemary, garlic, etc. Exudates, blood circulation promoters such as γ-oryzanol, dextran sodium sulfate, sulfur, antiseborrheic agents such as thiantole, fragrances, water, alcohols, thickeners such as carboxyvinyl polymers, titanium yellow, carsamine, safflower red, etc. A coloring agent and the like can be appropriately compounded as needed.

The dosage form of the external preparation for skin of the present invention is arbitrary,
Any dosage form, such as a solution type, a solubilizing type, an emulsifying type, a powder dispersing type, a water-oil two-layer system, a water-oil-powder three-layer system, may be used. In addition, the use of the external preparation for skin of the present invention is also optional. Facial cosmetics such as lotions, emulsions, creams, packs and the like, makeup cosmetics such as foundations, lipsticks, eye shadows, etc., body cosmetics, aromatic cosmetics, cleaning Paints, ointments and the like.

[0015]

EXAMPLES Next, the present invention will be specifically described with reference to Examples, Comparative Examples and Test Examples. The present invention is not limited by this. In addition, the compounding amount is weight%. The acetylation degree indicates the number of acetyl groups substituted per hyaluronic acid constituent unit of acetylated hyaluronic acid.

First, the present inventors conducted the following tests in the process of examining a skin external preparation containing hyaluronic acid and having an effect of improving rough skin and improving rough skin.

Comparison between the present invention and the prior art [Example 1 and Comparative Example] A cream having the following composition was prepared and used as Example 1 and Comparative Example.

[0018]

[Table 1] Composition (cream) Example 1 Comparative Example ──────────────────────────────────── A. Cetanol 0.5 0.5 Vaseline 2.0 2.0 Squalane 7.0 7.0 Self-emulsifying 2.5 2.5 Glycerin monostearate POE (20) Sorbitan 1.5 1.5 Monostearate Punt Tenyl ethyl ether 0.5 0.5 Jojoba oil 5.0 5.0 B. Propylene glycol 5.0 5.0 Glycerin 5.0 5.0 Vegum (montmorillonite) 5.0 5.0 Aceylated hyaluronic acid ^{* 1} 0.1-Hyaluronic acid-0.1 L-Arginine 0.5 0.5 Water residue residue * 1: acetylation degree 3.6, molecular weight About 200,000

-Production method- A (oil phase) and B (water phase) are each heated to 70 ° C. and completely dissolved. Add A to B and emulsify with an emulsifier. The emulsion was cooled using a heat exchanger to obtain a cream. The creams having the formulations shown in Table 1 above were subjected to a skin roughness prevention and skin roughness improvement effect test on a human body panel.

<Skin Roughness Improving Effect Test> First, when selecting a panel, the skin surface morphology of a healthy female person (face) was sampled by replicating the skin using a replica method using myristin resin, and observed with a microscope (17 ×). Twenty panelists (rough skin panels) were judged to have skin roughness evaluations 1 and 2 based on the criteria shown in Table 2 based on the state of the skin pattern and the peeled state of the stratum corneum. The cream of Example 1 and the cream of Comparative Example were applied to the left and right half of the face of each panel twice a day. Two weeks later, a replica was again taken to observe the condition of the skin, and evaluated according to the criteria shown in Table 2.

[0021]

[Table 2]

[0022]

[Table 3]

As is clear from the results in Table 3, the cream containing acetylated hyaluronic acid and a basic amino acid (L-arginine) (Example 1) is a cream containing normal hyaluronic acid and a basic amino acid (Example 1). Compared with Comparative Example), a remarkable skin roughness improving effect was observed. From this, the present invention can be expected to have a remarkable effect in preventing rough skin.
In addition, no side effects were observed in the subjects (the rough skin panel).

Acetylated hyaluronic acid and basic amino acids
Formulation of salts and their salts [Test Examples 1 to 4] The creams of various formulas shown in Table 4 below were subjected to a test for improving the skin roughness, and the results were shown in Table 5 by 30 panelists. The production method and the test method of the cream were performed according to Example 1 and Comparative Example, and the evaluation criteria are as shown in Table 2.

[0025]

[Table 4] Composition (cream) Test example No. 1 2 3 4 ────────────────────────── A. Cetanol 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 Self-emulsifying glycerin monostearate 2.5 2.5 2.5 2.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 Jojoba oil 5.0 5.0 5.0 5.0 B. Propylene glycol 5.0 5.0 5.0 5.0 Glycerin 5.0 5.0 5.0 5.0 Podium (montmorillonite) 5.0 5.0 5.0 5.0 Aceylated hyaluronic acid ^{* 1} 0.1 0.6 L-arginine 0.5 0.6 Water Residual Residual Residual ──────────────────────────────

[0026]

[Table 5]

As is evident from the results in Table 5, the cream containing the acetylated hyaluronic acid and the basic amino acid (L-arginine) (Test Example 1) was used for the other facial parts (Test Examples 2 to 4). ), A remarkable skin roughness improving effect was observed as compared with the facial part using).

Acetylation degree of acetylated hyaluronic acid [Test Examples 5 to 8] Tests of creams of various formulations containing acetylated hyaluronic acid having different acetylation degrees as shown in Table 6 below were carried out by using 20 rough skin panels to test the effect of improving the skin roughness. Do
Table 7 shows the results. In addition, the production method of cream,
The test method was performed according to Example 1 and Comparative Example, and the evaluation criteria are as shown in Table 2.

[0029]

[Table 6] ───────────────────────────── Composition (cream) Test example No. 56678 ─── ────────────────────────── A. Cetanol 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 Self-emulsifying glycerin monostearate 2.5 2.5 2.5 2.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 Jojoba oil 5.0 5.0 5.0 5.0 B. Propylene glycol 5.0 5.0 5.0 5.0 Glycerin 5.0 5.0 5.0 5.0 Podium (montmorillonite) 5.0 5.0 5.0 5.0 Acetylation degree of hyaluronic acid acetylation 1 0.1 Degree of acetylation 1.5 0.1 Degree of acetylation 2 0.1 Degree of acetylation 4 0.1 L-arginine 0.5 0.5 0.5 0.5 Water Residue Residue Residue ──────────── ────────── ───────

[0030]

[Table 7]

As is clear from the results in Table 7, cream containing acetylated hyaluronic acid having 2 to 4 acetyl groups per hyaluronic acid structural unit (Test Example 7,
8) is superior to the cream (Test Examples 5 and 6) containing acetylated hyaluronic acid in which the number of acetyl groups substituted per hyaluronic acid constituent unit is less than 2 (Test Examples 5 and 6).

Formulation of Basic Amino Acids and Their Salts [Test Examples 9 to 14] Creams of various formulas containing various amino acids shown in Table 8 below were subjected to a skin roughness improvement effect test by 30 panelists, and the results are shown in Table 9. It was shown to. The production method and the test method of the cream were performed according to Example 1 and Comparative Example, and the evaluation criteria are as shown in Table 2.

[0033]

[Table 8] ──────────────────────────────────── Composition example number of cream 9 10 11 12 13 14 A. Cetanol 0.5 0.5 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 7.0 7.0 Self-emulsifying glycerin monostearate 2.5 2.5 2.5 2.5 2.5 2.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 1.5 1.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 0.5 0.5 Jojoba oil 5.0 5.0 5.0 5.0 5.0 5.0 B. propylene glycol 5.0 5.0 5.0 5.0 5.0 5.0 glycerin 5.0 5.0 5.0 5.0 5.0 5.0 pericamu (montmorillonite) 5.0 5.0 5.0 5.0 5.0 5.0 acetylated hyaluronic acid ^{* 1} 0.1 0.1 0.1 0.1 0.1 0.1 L-arginine 0.5 L-lysine 0.5 L-histidine 0.5 glycine 0.5 L-threonine 0.5 L-aspartic acid 0.5 water residue residue residue residue residue residue residue ─────────────────────────────── ─────

[0034]

[Table 9] レ プ リ カ Replica evaluation test example No. 9 10 11 12 13 14 ──────────────────────────────────── 1 point 0 people 0 people 0 people 1 person 0 Name 0 person 2 0 0 0 2 3 2 3 1 2 2 5 6 7 7 4 2 3 4 2 1 1 1 5 ... ... ... ───────────────── Panel total 10 people 10 people 10 people 10 people 10 people 10 people ─────────────────── ─────────────────

As is evident from the results in Table 9, the creams containing acetylated hyaluronic acid and a basic amino acid (Test Examples 9 to 11) have remarkably excellent skin roughness improving effects. On the other hand, it can be seen that creams containing non-basic amino acids (Test Examples 12 to 14) cannot obtain the remarkable skin roughness improving effect as in the present invention. In addition, it can be seen that the cream (Test Example 9) in which acetylated hyaluronic acid and arginine were combined was particularly excellent in the effect of improving skin roughness.

Amount of acetylated hyaluronic acid [Test Examples 15 to 20] Creams of various formulations with different amounts of acetylated hyaluronic acid shown in Table 10 below were subjected to a test for improving skin roughness by 30 panelists with rough skin. Table 1
1 is shown. The cream production method and test method were the same as those in Example 1 and Comparative Example.
It is as follows.

[0037]

[Table 10] ──────────────────────────────────── Composition (Cream) Test Example No. 15 16 17 18 19 20 ──────────────────────────────────── A. Cetanol 0.5 0.5 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 7.0 7.0 Self-emulsifying glyceryl monostearate 2.5 2.5 2.5 2.5 2.5 2.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 0.5 0.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 1.5 1.5 Jojoba oil 5.0 5.0 5.0 5.0 5.0 5.0 B. propylene glycol 5.0 5.0 5.0 5.0 5.0 5.0 glycerin 5.0 5.0 5.0 5.0 5.0 5.0 pericamu (montmorillonite) 5.0 5.0 5.0 5.0 5.0 5.0 acetylated hyaluronic acid ^{* 1} 0.00005 0.0001 0.001 5 10 15 L-arginine 0.5 0.5 0.5 0.5 0.5 0.5 Water remaining Residual residual residual residual residual ────────────────────────────────────

[0038]

[Table 11] レ プ リ カ Replica test example number Evaluation 15 16 17 18 19 20 ──────────────────────────────────── 1 point 0 people 0 people 0 people 0 people 0 people 0 people 2 4 0 0 0 0 0 3 5 3 2 0 0 0 0 4 1 3 3 4 3 3 5 0 4 5 5 7 7 7} ────────────────── Panel total 10 people 10 people 10 people 10 people 10 people 10 people ────────────────── ──────────────────

As is clear from the results in Table 11, the cream (Test Example 15) in which the amount of acetylated hyaluronic acid is less than 0.0001% by weight does not have a remarkable skin roughness improving effect. In addition, creams containing 0.0001 to 10% by weight of acetylated hyaluronic acid (Test Examples 16 to 19) may show an improvement in skin roughening effect by increasing the amount of acetylated hyaluronic acid. Recognize. On the other hand, the cream containing less than 10% by weight of the acetylated hyaluronic acid (Test Example 20) has an improved effect of improving skin roughness compared to the cream containing 10% by weight (Test Example 19). It turns out that is not seen. Therefore, it is understood that the amount of the acetylated hyaluronic acid is suitably 0.0001 to 10% by weight.

Compounding Amounts of Basic Amino Acids and Their Salts [Test Examples 21 to 26] Creams of various formulas having different compounding amounts of basic amino acids shown in Table 12 below were used to prepare a rough panel 30.
A skin roughness improvement effect test was carried out by name, and the results are shown in Table 13. The production method and test method of the cream are described in Example 1.
The evaluation was carried out according to Comparative Examples, and the evaluation criteria are as shown in Table 2.

[0041]

[Table 12] 組 Composition (Cream) Test Example No. 21 22 23 24 25 26 A. Cetanol 0.5 0.5 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 7.0 7.0 Self-emulsifying glycerin monostearate 2.5 2.5 2.5 2.5 2.5 2.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 1.5 1.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 0.5 0.5 Jojoba oil 5.0 5.0 5.0 5.0 5.0 5.0 B. Propylene glycol 5.0 5.0 5.0 5.0 5.0 5.0 Glycerin 5.0 5.0 5.0 5.0 5.0 5.0 Pericamu (montmorillonite) 5.0 5.0 5.0 5.0 5.0 5.0 Acetylized hyaluronic acid ^{* 1} 0.1 0.1 0.1 0.1 0.1 0.1 L- arginine 0.0005 0.001 0.01 5 10 15 water remaining More than the residual residual residual residual ────────────────────────────────────

[0042]

[Table 13] レ プ リ カ Replica test example number Evaluation 21 22 23 24 25 26 ──────────────────────────────────── 1 point 3 people 0 people 0 people 0 people 0 people 0 people 2 500 0 0 0 3 2 2 2 1 0 0 0 4 0 5 4 2 2 2 5 0 3 4 7 8 8} ────────────────── Panel total 10 people 10 people 10 people 10 people 10 people 10 people ────────────────── ──────────────────

As is evident from the results in Table 13, the cream containing less than 0.001% by weight of the basic amino acid (Test Example 21) does not have a remarkable effect of improving skin roughness. Further, the amount of the basic amino acid is 0.1.
001 to 10% by weight of a cream (Test Examples 22 to 2)
In 5), the effect of improving skin roughness is improved by increasing the blending amount of the basic amino acid. On the contrary,
Cream formulated in excess of 10% by weight (Test Example 26)
It can be seen that no improvement was observed in the effect of improving skin roughness as compared with a cream containing 10% by weight of a basic amino acid (Test Example 25). Therefore, it is understood that the amount of the basic amino acid and the salt thereof is suitably 0.001 to 10% by weight.

Acetylated hyaluronic acid and basic amino acids
And the salt weight ratio [Test Examples 27 to 32] Creams of various formulations having different weight ratios of acetylated hyaluronic acid (AcHA) and basic amino acid (BAA) shown in Table 14 below were used to prepare a rough panel 30.
A skin roughness improvement effect test was carried out by name, and the results are shown in Table 15. The production method and test method of the cream are described in Example 1.
The evaluation was carried out according to Comparative Examples, and the evaluation criteria are as shown in Table 2.

[0045]

[Table 14] ──────────────────────────────────── Composition (cream) Test example No. 27 28 29 30 31 32 A. Cetanol 0.5 0.5 0.5 0.5 0.5 0.5 Vaseline 2.0 2.0 2.0 2.0 2.0 2.0 Squalane 7.0 7.0 7.0 7.0 7.0 7.0 Self-emulsifying glycerin monostearate 2.5 2.5 2.5 2.5 2.5 2.5 POE (20) sorbitan monostearate 1.5 1.5 1.5 1.5 1.5 1.5 Pantothenyl ethyl ether 0.5 0.5 0.5 0.5 0.5 0.5 Jojoba oil 5.0 5.0 5.0 5.0 5.0 5.0 B. propylene glycol 5.0 5.0 5.0 5.0 5.0 5.0 glycerin 5.0 5.0 5.0 5.0 5.0 5.0 pericamu (montmorillonite) 5.0 5.0 5.0 5.0 5.0 5.0 acetylated hyaluronic acid ^{* 1} 10 1.0 0.1 0.001 0.001 0.001 L- arginine 0.01 0.01 0.01 0.01 1.0 10.0 water Remainder Remainder Remainder Remainder Remainder ──────────────────────────────────── Compounding weight ratio (AcHA / BAA) 1000/1 100/1 10/1 1/10 1/1000 1/10000 ──────────────────────────────── ────

[0046]

[Table 15] レ プ リ カ Replica test example number Evaluation 27 28 29 30 31 32 ──────────────────────────────────── 1 point 0 people 0 people 0 people 0 people 0 people 0 people 2 0 0 0 0 0 0 3 2 0 3 2 0 0 0 4 2 4 3 3 3 3 3 5 6 6 4 5 7 7} ────────────────── Panel total 10 people 10 people 10 people 10 people 10 people 10 people ────────────────── ──────────────────

As is clear from the results in Table 15, the compounding weight ratio of acetylated hyaluronic acid to basic amino acid was 10%.
/ 100 compared to the cream (Test Example 29)
/ 1 cream (Test Example 28) shows an improvement in skin roughness improvement effect. On the other hand, the cream (Test Example 27) in which the ratio of acetylated hyaluronic acid was increased beyond 100/1 showed an improvement in the effect of improving skin roughness as compared with the cream of 100/1 (Test Example 28). You can see that it cannot be done.

The cream (Test Example 31) in which the weight ratio of the acetylated hyaluronic acid to the basic amino acid is 1/1000 (Test Example 31) has an effect of improving the skin roughness as compared with the cream (Test Example 30) in which it is 1/10. Is recognized. On the contrary,
Cream containing more than 1/1000 (Test Example 3)
2) shows that the effect of improving skin roughness cannot be improved as compared with a 1/1000 cream (Test Example 31).

Examples will be shown below to make the skin external preparation of the present invention more specific. When the same evaluation as in Example 1 was performed, the external preparation for skin in each example was the same as that in Example 1.
As well as the above, an excellent skin roughness improving effect was exhibited.

Example 2 Cream Component Content (%) A. Stearic acid 10.0 Stearyl alcohol 4.0 Butyl stearate 8.0 Monoglycerin stearate 2.0 Vitamin E acetate 0.5 Vitamin A palmitate 0.1 Macadamia nut oil 1.0 Fragrance 0.4 Preservative Adequate amount B . Glycerin 4.0 1,2 Pentanediol 3.0 Acetylated hyaluronic acid (acetylation degree 3.8) 1.0 Potassium hydroxide 0.4 Magnesium phosphate ascorbate 0.1 L-arginine hydrochloride 0.01 edet Trisodium acid salt 0.05 Purified water Residue

-Preparation Method- The oil phase of A and the aqueous phase of B are each heated to 70 ° C. and completely dissolved. Add phase A to phase B and emulsify with an emulsifier. The emulsion was cooled using a heat exchanger to obtain a cream.

Example 3 Cream Ingredient Content (%) A. Cetanol 4.0 Vaseline 7.0 Isopropyl myristate 8.0 Squalane 15.0 Monoglycerin stearate 2.2 POE (20) Sorbitan monostearate 2.8 Vitamin E nicotinate 2.0 Fragrance 0.3 Antioxidant Appropriate amount Preservative Appropriate amount B. Glycerin 10.0 Acetylated hyaluronic acid (degree of acetylation 3.1) 0.02 Dipropylene glycol 4.0 Sodium pyrrolidonecarboxylate 1.0 Lysine 3.0 Disodium edetate 0.01 Purified water Residue -Preparation method- Implementation A cream was obtained according to Example 2.

Example 4 Emulsion Component Compounding Amount (%) Squalane 5.0 Oleyl oleate 3.0 Vaseline 2.0 Sorbitan sesquioleate 0.8 POE (20) oleyl ether 1.2 Evening primrose oil 0.5 Fragrance 0.3 Preservatives Appropriate amount B. 1,3 butylene glycol 4.5 Melissa extract 1.5 acetylated hyaluronic acid (acetylation degree 2.5) 0.001 ethanol 3.0 carboxyvinylporlimer 0.2 potassium hydroxide 0.1 L-arginine L -Aspartate 0.01 Sodium hexametaphosphate 0.05 Purified water Residue-Production method-An emulsion was obtained according to Example 2.

Example 5 Foundation Component Compounding Amount (%) Cetanol 3.5 Deodorized lanolin 4.0 Jojoba oil 5.0 Vaseline 2.0 Squalane 6.0 Monoglycerin stearate 2.5 POE (60) hydrogenated castor oil 1.5 POE (20) cetyl ether 1.0 Pyridoxine Tripalmitate 0.1 Preservative qs perfume 0.3 B. Propylene glycol 10.0 Acetylated hyaluronic acid (acetylation degree 2.9) 0.05 Compounded powder 12.0 Histidine 5.0 Trisodium edetate 0.2 Purified water Residue -Preparation method- Foundation according to Example 2 I got

Example 6 Lotion Component Content (%) Ethanol 5.0 POE oleyl alcohol ether 2.0 2-ethylhexyl-P-dimethylaminobenzoate 0.18 fragrance 0.05 B. 1,3 butylene glycol 9.5 sodium pyrrolidonecarboxylate 0.5 acetylated hyaluronic acid (acetylation degree 3.0) 5.0 nicotinamide 0.3 glycerin 5.0 hydroxypropyl β-cyclodextrin 1.0 lysine 0 .05 Purified water residue -Production method- The alcohol phase of A was added to the aqueous phase of B and solubilized to obtain a lotion.

Example 7 Pack Ingredient Content (%) (1) Polyvinyl alcohol 10.0 (2) Polyethylene glycol (molecular weight 400) 0.4 (3) Glycerin 3.0 (4) Ethanol (95%) 8.0 (5) Aceylated hyaluronic acid (acetylation degree 3.7) 0.1 (6) Histidine 0.1 (7) Preservative 0.1 (8) Fragrance 0.1 (9) Purified water residue Excess -Production- (4) (7) (8) are mixed and dissolved at room temperature, and (1) (2)
(3), (5), (6) and (9) were mixed and dissolved at 80 ° C., and the mixture was stirred and added, and then allowed to cool to room temperature to obtain a pack.

Example 8 Lipstick Component Content (%) Castor oil 20.0 Cetyl alcohol 20.0 Beeswax 5.0 Candelilla wax 30.0 Acetylated hyaluronic acid (acetylation degree 2.2) 0001 Squalane 13.0 Carnauba wax 5.0 Pigment 5.0 L-arginine 0.01 Perfume Appropriate amount -Production method- Mix and dissolve at 80 ° C, pour into mold, allow to cool to room temperature, take out of mold, and stick I got a lipstick.

[0058]

The external preparation for skin of the present invention has an advantage that by adding a basic amino acid and a salt thereof to acetylated hyaluronic acid, the effects of preventing and improving skin roughness can be significantly increased without side effects. .

Claims (2)

[Claims] 1. An acetylated hyaluronic acid in which the number of substitution of an acetyl group is 2 to 4 per hyaluronic acid structural unit, 0.0001 to 10% by weight, and one or two selected from basic amino acids and salts thereof. 0.001-
10% by weight, and the compounding weight ratio of acetylated hyaluronic acid to a basic amino acid and its salt is 100/1 to 1
An external preparation for skin, which is 1/1000. 2. The external preparation for skin according to claim 1, wherein
An external preparation for skin, wherein the basic amino acid is arginine.