JP3417641B2 - External preparation for skin - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a skin external preparation having good usability, good stability and excellent moisturizing effect.

[0002]

2. Description of the Related Art For external preparations for skin such as cosmetics, quasi-drugs, and pharmaceuticals, the viscosity of the system is increased to maintain stability, it gives a rich feeling of use, is easy to pick up, and hard to flow. The water-soluble polymer is blended for various purposes, for example, or to expect a moisturizing effect on the skin.

[0003]

However, the water-soluble polymer has an excellent action, but on the other hand, it tends to have a sticky feel when used, and it tends to slip up when applied to the skin. However, it is often disliked by consumers, and it has been difficult to mix it with an external preparation for skin, especially a cosmetic. In view of such circumstances, the present inventors have conducted extensive studies for the purpose of improving the sticky feel and the slippery feel in use of the water-soluble polymer, and as a result, have found that the amide of a specific tranexamic acid together with the water-soluble polymer. And at least one of its salts,
The inventors have found that the above problems can be solved and completed the present invention.

[0004]

Means for Solving the Problems That is, a first aspect of the present invention, gum arabic, tragacanth, carrageenan, pectin, quince seed (Cydonia oblonga) extract, xanthan gum, Purura down, A Rubumi down, carboxymethyl starch , Methylhydroxystarch, methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose, polyvinyl alcohol, polyvinylpyrrolidone, carboxyvinyl polymer, polyacrylic acid and its salts, polyacrylamide, and alginic acid. An external preparation for skin comprising: the water-soluble polymer (1) and at least one of the amides of tranexamic acid represented by the following general formula 2 and salts thereof.

[Chemical 2] [In the formula, R ₁ and R ₂ are the same or different and each represents a hydrogen atom, a linear or branched alkyl group having 1 to 18 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, or a phenylalkyl group (wherein the alkyl moiety is Has 1 to 3 carbon atoms, and the phenyl moiety may be substituted with 1 to 3 hydroxyl groups, lower alkyl groups, lower alkoxy groups, halogen atoms and amino groups), phenyl groups (wherein the phenyl group is 1 ~ 3 hydroxyl groups, a lower alkyl group, a lower alkoxy group, a halogen atom, an amino group may be substituted), or aziridine, azetidine, pyrrolidine formed by R ₁ and R ₂ together with a nitrogen atom, Shows a heterocyclic group of piperidine, hexahydroazepine, octahydroazocine or morpholine]

According to a second aspect of the present invention, the amide of tranexamic acid and its salt in the external preparation for skin according to the first aspect are
In the general formula 1 of claim 1, R ₁ and R ₂ are the same or different and each is a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms, which is an amide of tranexamic acid or a salt thereof. It is a characteristic external preparation for skin. According to a third aspect of the present invention, the amide of tranexamic acid and the salt thereof in the external preparation for skin according to the first aspect are:
In the general formula 1 described above, R ₁ and R ₂ are the same or different and each is a hydrogen atom or a phenyl group (wherein the phenyl group is substituted with 1 to 3 hydroxyl groups, a lower alkyl group, a lower alkoxy group, a halogen atom and an amino group). May be)
Is an amide form of tranexamic acid or a salt thereof, which is an external preparation for skin. Claim 4 of the present invention
Is the amide of tranexamic acid and its salt in the external preparation for skin according to claim 1, wherein R ₁ is a hydrogen atom and R ₂ is a phenyl group (wherein the phenyl group is 1 Is an amide of tranexamic acid having 3 to 3 hydroxyl groups or a lower alkoxy group) or a salt thereof. According to a fifth aspect of the present invention, the amide of tranexamic acid and its salt in the external preparation for skin according to the first aspect are obtained by combining R ₁ and R ₂ in the general formula 1 according to the first aspect with a nitrogen atom. An external preparation for skin characterized in that it is an amide of tranexamic acid which is a heterocyclic group of aziridine, azetidine, pyrrolidine, piperidine, hexahydroazepine, octahydroazocine or morpholine formed together with it or a salt thereof. According to claim 6 of the present invention, the amide of tranexamic acid and a salt thereof in the external preparation for skin according to claim 1 are represented by R ₁ and R ₂ in the general formula 1 according to claim 1.
Is an amide of tranexamic acid, which is a heterocyclic group of pyrrolidine or piperidine formed together with a nitrogen atom, or a salt thereof. According to claim 7 of the present invention, the compounding amount of at least one amide of tranexamic acid and a salt thereof in the external preparation for skin according to claims 1 to 6 is 0.0 in the total amount of external preparation for skin.
The external preparation for skin is characterized in that it is from 0 to 20% by weight. According to claim 8 of the present invention, the compounding amount of at least one amide of tranexamic acid and a salt thereof in the external preparation for skin according to claims 1 to 6 is 0.
The external preparation for skin is characterized by being 1 to 7% by weight. According to claim 9 of the present invention, the compounding amount of the water-soluble polymer in the external preparation for skin according to claims 1 to 8 is
The external preparation for skin is characterized by being 0.01 to 5% by weight. Claim 10 of the present invention is characterized in that the content of the water-soluble polymer in the external preparation for skin according to claims 1 to 8 is 0.1 to 1% by weight in the total amount of the external preparation for skin. It is an external preparation.

The structure of the present invention will be described in detail below. The water-soluble polymer used in the present invention is a water-soluble polymer generally used in cosmetics, quasi drugs, external skin preparations such as pharmaceuticals, and specific examples thereof include gum arabic, tragacanth gum, carrageenan, and the like. pectin, quince seed (quince) vegetable water-soluble polymers such as extract, xanthan gum, microbial-based water-soluble high content element, such as pullulan, a <br/> Rubumi emissions of any animal-based water-soluble polymers, carboxymethyl starch , Starch-based water-soluble polymers such as methyl hydroxy starch, methyl cellulose, ethyl cellulose,
Cellulose-based water-soluble polymers such as hydroxyethyl cellulose and carboxymethyl cellulose, polyvinyl-based water-soluble polymers such as polyvinyl alcohol, polyvinylpyrrolidone and carboxyvinyl polymer, polyacrylic acid and its salts, acrylic-based water-soluble polymers such as polyacrylamide or Examples include alginic acid. In addition, the compounding amount thereof is generally 0.01 to 5% by weight, preferably 0.1 to 1% by weight, based on the total amount of the external preparation for skin.

In the present invention, an amide of tranexamic acid and a salt thereof, which are mixed with a water-soluble polymer in an external preparation for skin and suppress stickiness or slippage of the water-soluble polymer, are, for example, Acta Pharm. Suecica, 7 , 441. (197
0), J. Med. Chem., 15 , 247 (1972) and the like.

That is, an amide form of tranexamic acid is produced by reacting tranexamic acid or its reactive derivative with the amine. As the reactive derivative of tranexamic acid, acid chlorides, acid halides such as acid bromide, active esters such as p-nitrophenyl ester and N-hydroxysuccinimide ester, and mixed acid anhydrides are preferable. The reaction is preferably carried out in a solvent not involved in the reaction, for example, an organic solvent such as dichloromethane, dichloroethane, chloroform, acetonitrile, benzene and dimethylformamide at room temperature to the boiling point of the solvent for 1 to 8 hours. Alternatively, the amino group of tranexamic acid may be protected with a suitable protecting group such as a benzyloxycarbonyl group, and the protecting group may be removed by catalytic reduction or the like after amidation.

If desired, the compound of the present invention produced as described above is an inorganic acid salt such as hydrochloric acid, sulfuric acid, phosphoric acid or hydrobromic acid, or acetic acid, lactic acid, maleic acid, fumaric acid, tartaric acid, citric acid, Organic acid salts such as methanesulfonic acid and p-toluenesulfonic acid can be used.

Specific examples of substance names include trans-
4-aminomethylcyclohexanecarbonamide, trans-4-aminomethylcyclohexanecarbonamide hydrochloride, Nn-hexyl-trans-4-aminomethylcyclohexanecarbonamide, Nn-hexyl-
Trans-4-aminomethylcyclohexanecarbonamide hydrochloride, Nn-heptyl-trans-4-aminomethylcyclohexanecarbonamide, Nn-heptyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride, Nn- Butyl-trans-4-aminomethylcyclohexanecarbonamide, Nn-butyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride, Nn-propyl-trans-4-aminomethylcyclohexanecarbonamide, Nn- Propyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N-cyclohexyl-trans-
4-aminomethylcyclohexanecarbonamide, N-
Cyclohexyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N, N-dicyclohexyl-trans-4-aminomethylcyclohexanecarbonamide, N, N-dicyclohexyl-trans-4-
Aminomethylcyclohexanecarbonamide hydrochloride,
N, N-diethyl-trans-4-aminomethylcyclohexanecarbonamide, N, N-diethyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N-benzyl-trans-4-aminomethylcyclohexanecarbonamide, N- Benzyl-trans-4
-Aminomethylcyclohexanecarbonamide hydrochloride,
N- (4'-methoxyphenyl) -trans-4-aminomethylcyclohexanecarbonamide, N- (4'-
Methoxyphenyl) -trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N- (4′-ethoxyphenyl) -trans-4-aminomethylcyclohexanecarbonamide, N- (4′-ethoxyphenyl)
-Trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N- (2'-methylphenyl) -trans-4-aminomethylcyclohexanecarbonamide,
N- (2'-methylphenyl) -trans-4-aminomethylcyclohexanecarbonamide hydrochloride, N-
(3'-methylphenyl) -trans-4-aminomethylcyclohexanecarbonamide, N- (3'-methylphenyl) -trans-4-aminomethylcyclohexanecarbonamide hydrochloride, trans-4-aminomethylcyclohexanecarbonylaziridineamide , Trans-4-aminomethylcyclohexanecarbonylaziridineamide hydrochloride, trans-4-aminomethylcyclohexanecarbonylazetidineamide, trans-4-aminomethylcyclohexanecarbonylazetidineamide hydrochloride, trans-4-aminomethylcyclohexanecarbonylpyrrolidineamide , Trans-4-aminomethylcyclohexanecarbonylpyrrolidineamide hydrochloride,
Trans-4-Aminomethylcyclohexanecarbonylpiperidineamide, trans-4-aminomethylcyclohexanecarbonylpiperidineamide hydrochloride, trans-4-aminomethylcyclohexanecarbonylhexahydroazepinamide, trans-4-aminomethylcyclohexanecarbonylhexahydroazepinamide hydrochloride Salt, trans-4-aminomethylcyclohexanecarbonyloctahydroazocinamide, trans-4-aminomethylcyclohexanecarbonyloctahydroazocinamide hydrochloride, trans-4-aminomethylcyclohexanecarbonylmorpholineamide, trans-4-aminomethylcyclohexane Carbonyl morpholine amide hydrochloride and the like can be mentioned.

The amount of at least one amide of tranexamic acid and its salt to be blended in the external preparation for skin according to the present invention is not particularly limited, but generally 0.001 is based on the total amount of the external preparation for skin. -20% by weight, preferably 0.1
˜7% by weight. If the blending amount is less than 0.001% by weight, the effect of suppressing stickiness or slippage of the water-soluble polymer tends to be poor, and conversely, if the blending amount exceeds 20% by weight, an increase in the effect cannot be expected substantially. However, it tends to be difficult to mix with an external preparation for skin. The relative ratio of the blending amount of at least one of the amides of tranexamic acid and salts thereof and the blending amount of the above water-soluble polymer is not particularly limited, however, in order to prevent stickiness or slippage of the water-soluble polymer. Is 0.1 for 1 part by weight of water-soluble polymer.
It is preferable to blend -60 parts by weight of at least one amide of tranexamic acid and a salt thereof.

The skin external preparation which can contain the water-soluble polymer and at least one of the above amides of tranexamic acid and salts thereof is a conventional skin external preparation such as an aqueous solution, a solubilizing system, an emulsifying system and a powder dispersion. System, water-oil two-layer system, water-oil-powder three-layer system, etc., any base, and basic cosmetics such as lotion, emulsion, cream, pack, etc.
Makeup cosmetics such as lipsticks and foundations, hair cosmetics such as shampoos, conditioners and hair tonics, and quasi-drugs.

The external preparation for skin of the present invention contains, in addition to the above-mentioned essential components, other components which are usually used in external preparations for skin such as cosmetics and pharmaceuticals, such as oil and surface active agent, as long as the effects of the present invention are not impaired. Agent, water, alcohol, moisturizer, thickener,
Preservatives, emulsifiers, antioxidants, sequestering agents, ultraviolet absorbers, powders, pigments, drugs, dyes, fragrances and the like can be appropriately added as necessary.

[0014]

EXAMPLES The present invention will be described in more detail with reference to examples. The present invention is not limited thereby. Example 1 lotion ethanol 20.0 1,3-butylene glycol 5.0 carboxyvinyl polymer 0.3 POE (polyoxyethylene, the same below, 15 mol) oleyl ether 0.8 ethylparaben 0.1 Nn- Propyl-trans-4-aminomethyl cyclohexanecarbonamide hydrochloride 7.0 Purified water Residue (production method) POE oleyl ether and ethyl paraben are dissolved in a part of ethanol. Separately, 1,3-butylene glycol, carboxyvinyl polymer and Nn-propyl-trans-4- were added to the balance of purified water and ethanol.
Aminomethylcyclohexane carbonamide hydrochloride is dissolved. The ethanol phase was added to the aqueous phase and solubilized to obtain a lotion.

Example 2 0.5% by weight of Nn-propyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride of Example 1 was added.
Example 2 was obtained according to Example 1 except that the amount was reduced to 1.

Comparative Example 1 Comparative Example 1 was obtained in the same manner as in Example 1 except that Nn-propyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride of Example 1 was omitted.

The usability (stickiness) of Examples 1 and 2 and Comparative Example 1 was determined by an actual use test of a panel specialized in female beauty,
evaluated. (Judgment) A: Not sticky. B: Slightly sticky, but in a range where there is no problem in usability. C: Sticky. D: Remarkably sticky.

[0018]

[Table 1]

As is clear from Table 1, Nn-propyl-trans-4-aminomethylcyclohexanecarbonamide hydrochloride was found to prevent stickiness of the water-soluble polymer.

Example 3 Cleansing Cream (A) Cetanol 2.0 Beeswax 1.0 Solid Paraffin 1.0 Stearic Acid 2.0 Vaseline 10.0 Liquid Paraffin 35.0 POE (20) Sorbitan Stearate 2.0 Di Glycerin distearate 2.6 Propylparaben 0.3 Perfume 0.3 (B) Quinceseed extract 1.0 N, N-diethyl-trans-4-aminomethyl cyclohexanecarbonamide hydrochloride 1.5 dipropylene glycol 5.0 Potassium hydroxide 0.08 Purified water Residue (production method) The oil phase part of (A) and the water phase part of (B) are separately heated and dissolved with stirring. The oil phase part was added to the water phase part, emulsified and cooled to obtain a cream.

[0021] Example 4 Nutritional emulsion (A) Bee wax 1.0       Vaseline 2.0       Deodorized lanolin 1.5       Jojoba oil 6.0       Cetyl isooctanoate 4.0       POE-2-octyldodecanol 2.0       Ethyl paraben 0.2       Butylparaben 0.1       Fragrance 0.3 (B) Hydroxypropyl cellulose 0.2       Xanthan gum 0.5       Trans-4-aminomethylcyclohexane         Carbonylpiperidine amide 1.0       Dipropylene glycol 2.0       L-arginine 0.2       Purified water residue (Manufacturing method) According to Example 3.

Comparative Example 2 Example 4 except that trans-4-aminomethylcyclohexanecarbonylpiperidine amide was removed from Example 4.
Comparative Example 2 was obtained in the same manner as.

Usability of Example 4 and Comparative Example 2 (feeling of slippage)
Was judged and evaluated by an actual use test of a female beauty specialist panel. (Judgment) A: It does not slip up and fits on the skin. B: It slips up slightly, but it is not particularly noticeable. C: Slide up. D: Remarkably slips up and does not fit on the skin.

[0024]

[Table 2]

As is clear from Table 2, trans-4-
It was confirmed that aminomethylcyclohexanecarbonylpiperidine amide prevented the slippery feeling of the water-soluble polymer.

Example 5 Foundation (A) Cetanol 3.5 Stearic Acid 2.0 Deodorized Lanolin 5.0 Vaseline 2.0 Squalane 8.0 Glyceryl Monooleate 2.5 POE (10) Behenyl Alcohol 0.5 Ethylparaben 0. 2 Butylparaben 0.2 (B) Polyvinylpyrrolidone 0.05 N- (4′-ethoxyphenyl) -trans-4-aminomethylcyclohexanecarbonamide hydrochloride 0.5 1,3-butylene glycol 2.0 Formulated powder * 15.0 Triethanolamine 0.25 Purified water Residual blended powder *. ． ． Titanium oxide 5.0, Kaolin 3.0,
Powder consisting of talc 5.0 and iron oxide 2.0. (Manufacturing method) According to Example 3.

Example 6 Lotion (A) Purified water Total amount of 100 Glycerin 2.0 Carboxyvinyl polymer 0.2 N- (4′-hydroxyphenyl) -trans-4-aminomethylcyclohexanecarbonamide 15. 0 1,3-butylene glycol 2.0 (B) ethanol 15.0 purified lecithin 0.02 POE (60) hydrogenated castor oil 1.0 fragrance 0.05 methylparaben 0.1 (production method) (A) aqueous phase part After the alcohol part of (B) and the alcohol part of (B) were uniformly dissolved, the alcohol part was added to the aqueous phase part to solubilize it to obtain a lotion.

Example 7 Aqueous Essence (A) Purified Water Amount to Make 100 Total 1,3-Butylene Glycol 10.0 Maltitol 2.0 Arginine 0.1 Collagen 0.1 Carboxymethyl Polymer 0.1 N-Benzyl -Trans-4-aminomethyl cyclohexanecarbonamide hydrochloride 1.0 dipropylene glycol 5.0 (B) ethanol 5.0 POE (60) hydrogenated castor oil 1.0 vitamin E acetate 0.1 perfume 0.05 oleyl alcohol 0.2 Methylparaben 0.2 (C) Potassium hydroxide 0.1 (Production method) After uniformly dissolving the water phase part of (A) and the alcohol part of (B), the alcohol part is added to the water phase part and mixed. After solubilization, potassium hydroxide (C) was added to obtain an essence.

Each of the external preparations for skin obtained in the present invention was found to be effective in the usability (stickiness) test conducted in Examples 1 and 2 and the usability (slipperiness) test conducted in Example 4.

[0030]

INDUSTRIAL APPLICABILITY The external preparation for skin of the present invention contains a water-soluble polymer and is excellent in stability, feeling of use and moisturizing action on the skin, but has a stickiness and a peculiarity to the water-soluble polymer. It is an excellent external preparation for skin that does not have a slippery feel and has good safety.

Front page continuation (72) Inami Mami Onuma 1050 Shinba-cho, Kohoku-ku, Yokohama, Kanagawa Shiseido Co., Ltd. Research Center (72) Inventor Yuki Shibata 1050 Shinba-cho, Kohoku-ku, Yokohama, Shiseido Co., Ltd. In one research center (72) Inventor Rumiko Kaku 1050 Shinba-cho, Kohoku-ku, Yokohama, Kanagawa Shiseido Co., Ltd. In Research Center (72) Mariko Sugiyama 1050 Shinba-cho, Kohoku-ku, Yokohama, Shiseido Co., Ltd. Daiichi Research Center (72) Inventor Hiroshi Kobayashi 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Shiseido Co., Ltd. (72) Inventor Kenji Kitamura 1050 Shinba-cho, Kohoku-ku, Yokohama-shi, Kanagawa Co., Ltd. Shiseido Daiichi Research Center (56) Reference JP-A-7-233039 (JP, A) JP-A-6-72843 (JP, A) JP-A-7-165556 (JP, A) JP-A-3-279315 (J P, A) JP-A-4-169515 (JP, A) JP-A-4-305509 (JP, A) (58) Fields investigated (Int.Cl. ⁷ , DB name) A61K ^7/ 00-7/50 CA (STN) REGISTRY (STN)

Claims (10)

(57) [Claims] 1. Gum arabic, tragacanth gum, carrageenan, pectin, quince seed (quince) extract,
Xanthan gum, Purura down, A Rubumi down, carboxymethyl starch, methylhydroxypropyl starch, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, polyvinyl alcohol, polyvinyl pyrrolidone, carboxyvinyl polymer, polyacrylic acid and its salts, It contains at least one or more water-soluble polymers selected from polyacrylamide and alginic acid, and at least one or more amides of tranexamic acid represented by the following general formula 1 and salts thereof. External skin preparation. [Chemical 1] [In the formula, R ₁ and R ₂ are the same or different and each represents a hydrogen atom, a linear or branched alkyl group having 1 to 18 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, or a phenylalkyl group (wherein the alkyl moiety is Has 1 to 3 carbon atoms, and the phenyl moiety may be substituted with 1 to 3 hydroxyl groups, lower alkyl groups, lower alkoxy groups, halogen atoms and amino groups), phenyl groups (wherein the phenyl group is 1 ~ 3 hydroxyl groups, a lower alkyl group, a lower alkoxy group, a halogen atom, an amino group may be substituted), or aziridine, azetidine, pyrrolidine formed by R ₁ and R ₂ together with a nitrogen atom, Shows a heterocyclic group of piperidine, hexahydroazepine, octahydroazocine or morpholine] 2. The amide compound of tranexamic acid and its salt in the external preparation for skin according to claim 1 have the same or different R ₁ and R ₂ in the general formula 1 according to claim 1 as a hydrogen atom or a carbon number 1. An external preparation for skin, which is an amide of tranexamic acid having 3 to 3 linear or branched alkyl groups or a salt thereof. 3. An amide of tranexamic acid and a salt thereof in the external preparation for skin according to claim 1, wherein R ₁ and R ₂ are the same or different from each other in the general formula 1 according to claim _1, and a hydrogen atom or a phenyl group ( Here, the phenyl group is an amide of tranexamic acid, which is 1 to 3 hydroxyl groups, a lower alkyl group, a lower alkoxy group, a halogen atom, or an amino group), or a salt thereof. External skin preparation. 4. An amide of tranexamic acid and a salt thereof in the external preparation for skin according to claim 1, wherein R ₁ is a hydrogen atom and R ₂ is a phenyl group (here, phenyl) in the general formula 1 of claim 1. An external preparation for skin, wherein the group is an amide of tranexamic acid having 1 to 3 hydroxyl groups or optionally substituted with a lower alkoxy group) or a salt thereof. 5. The amide form of tranexamic acid and its salt in the external preparation for skin according to claim 1, wherein R ₁ and R ₂ together in the general formula 1 according to claim 1 are formed together with a nitrogen atom. An external preparation for skin, which is an amide of tranexamic acid which is a heterocyclic group of aziridine, azetidine, pyrrolidine, piperidine, hexahydroazepine, octahydroazocine or morpholine or a salt thereof. 6. The amide form of tranexamic acid and a salt thereof in the external preparation for skin according to claim 1, wherein R ₁ and R ₂ together in the general formula 1 according to claim 1 are formed together with a nitrogen atom. An external preparation for skin, which is an amide of tranexamic acid, which is a heterocyclic group of pyrrolidine or piperidine, or a salt thereof. 7. The compounding amount of at least one amide of tranexamic acid and a salt thereof in the external skin preparation according to claim 1 is 0.001 to 20% by weight based on the total amount of the external skin preparation. A skin external preparation characterized by: 8. The compounding amount of at least one amide of tranexamic acid and a salt thereof in the external preparation for skin according to claim 1 is 0.1 to 7% by weight based on the total amount of the external preparation for skin. A skin external preparation characterized by: 9. A skin external preparation characterized in that the content of the water-soluble polymer in the skin external preparation according to any one of claims 1 to 8 is 0.01 to 5% by weight based on the total amount of the skin external preparation. 10. A skin external preparation characterized in that the content of the water-soluble polymer in the skin external preparation according to any one of claims 1 to 8 is 0.1 to 1% by weight based on the total amount of the skin external preparation.