JP2009234960A - External medicine for skin - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an external medicine for skin extremely excellent in feeling when applying by decreasing stickiness in the external medicine containing a polyacrylic thickener and a moisturizing agent. <P>SOLUTION: The external medicine for skin includes at least one acrylic thickener (A) selected from the group consisting of ammonium polyacrylate, a copolymer of sodium acrylate and acryloyl dimethyl taurine, and a copolymer of dimethyl acrylamide and acryloyl dimethyl taurine, and an erythritol alkyl ether (B). <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to an external preparation for skin containing a thickener and a humectant. More specifically, the present invention relates to an external preparation for skin that reduces stickiness and has an excellent usability.

  Water-soluble thickeners used for external preparations for skin include a wide variety of natural polymers such as various polysaccharides and gelatin; synthetic polymers such as polyoxyethylene and acrylic acid; inorganic minerals such as montmorillonite and silica.

  Of these, the thickeners that are particularly widely used for external preparations for skin are polymers of acrylic acid collectively referred to as carboxyvinyl polymers. Carboxyvinyl polymers are commercially available under the trade names Hibiswako (Wako Pure Chemical Industries, Ltd.), Shintalen (3V SIGMA), Carbopol (Noveon), and the like. These thickeners are chemically cross-linked polymers.

Such an aqueous dispersion of a crosslinked polymer has a very high thickening effect and is mainly used in cosmetics. However, as a disadvantage of carboxyvinyl polymer, when used alone, although it is excellent in stability, it is not familiar to skin and is sticky and inferior in penetrating feeling. Furthermore, there is a problem that the pH range in which viscosity can be increased is limited. In the carboxyvinyl polymer, the polymer swells and thickens in water when the carboxyl group contained in the polymer is in a dissociated state. Therefore, there is a serious drawback that the carboxyvinyl polymer does not function as a thickener in a pH range of weak acid or less where the carboxyl group is not sufficiently dissociated.
Therefore, there is a strong demand for thickeners that are non-sticky, have excellent usability, and can be thickened over a wide pH range.

  In contrast, acrylamide-based thickeners have been tried to be incorporated into cosmetics because they are excellent in use feeling and can cope with a low pH range. However, when these acrylamide-based thickeners are used alone, there is a problem from the viewpoint of stability that the viscosity decreases with time.

Therefore, a thickener composed of a water-swellable polymer microgel has been developed by the present applicant as an acrylamide-based thickener having good stability and is used in cosmetics (Patent Document 1).
In addition, a thickener made of hydrophobic polyether urethane has been developed as an associative polymer (Patent Document 2), and is used in cosmetics (Patent Document 3), hair cosmetics and cleaning materials (Patent Document 4). .
However, these thickeners are not necessarily easily broken and do not give a fresh feeling of use. Thus, in the field of cosmetics, many various thickeners are energetically studied from the viewpoint of cosmetic stability and usability.

On the other hand, erythritol alkyl ether is applied to an external preparation for skin as a moisturizing agent or a rough skin improving agent (Patent Document 5). However, it has never been blended in a skin external preparation in combination with a polyacrylic acid thickener.
In addition, glycerin has a high moisturizing ability in external preparations for skin, and thus is widely blended in external preparations for skin as a moisturizing agent.

JP 2004-43785 A JP-A-9-71766 JP 2000-239120 A WO 02/00179 JP 11-35443 A

  In view of the above-mentioned viewpoints, the present inventors, in particular, glycerin, which is widely used as a moisturizing agent, has a high moisturizing ability, but is poorly compatible with an acrylic thickener, especially when combined with an acrylamide thickener. Focusing on the point of view that it becomes extremely sticky to use, as a result of intensive research on topical skin preparations containing various thickeners and moisturizers, we found that specific acrylic thickeners and erythritol alkyl ethers It was found that, when combined with an external preparation for skin, the stickiness was reduced and an external preparation for skin having an excellent feeling in use could be provided, and the present invention was completed.

  An object of the present invention is to provide a skin external preparation which contains a thickener and a humectant, has no stickiness, and is extremely excellent in use feeling.

  That is, the present invention is one or two selected from the group consisting of (A) ammonium polyacrylate, a copolymer of sodium acrylate and acryloyldimethyltaurine, and a copolymer of dimethylacrylamide and acryloyldimethyltaurine. The present invention provides a skin external preparation characterized by containing the above acrylic acid thickener and (B) erythritol alkyl ether.

  Moreover, this invention provides said skin external preparation characterized by the said (A) acrylic acid type | system | group thickener being a copolymer of dimethylacrylamide and acryloyl dimethyltaurine.

  Further, in the present invention, the content of (A) acrylic acid thickener is 0.01 to 10% by mass, and the content of (B) erythritol alkyl ether is 0.01% with respect to the total amount of the external preparation for skin. The above-mentioned external preparation for skin is characterized by being ˜50 mass%.

  Moreover, this invention provides said skin external preparation characterized by containing water (C) further.

The external preparation for skin of the present invention contains a moisturizing agent and a thickening agent, has no stickiness, and has an extremely excellent feeling of use. Moreover, the external preparation for skin of the present invention has an excellent moisturizing effect, and can be adjusted to an appropriate viscosity that can be easily applied to the skin with a thickener.

"(A) Acrylic acid thickener"
The acrylic acid thickener (A) is a thickener composed of a synthetic polymer containing a monomer composed of acrylic acid or a derivative from acrylic acid as a constituent unit.
The skin external preparation of the present invention includes one or two selected from the group consisting of ammonium polyacrylate, a copolymer of Na acrylate and acryloyldimethyltaurine, and a copolymer of dimethylacrylamide and acryloyldimethyltaurine. The above can be mix | blended.

Each said acrylic acid type thickener will not be specifically limited if it is normally used for a skin external preparation. As ammonium polyacrylate, what is marketed as SIMULGEL A (made by SEPPIC) can be used, for example. As a copolymer of acrylic acid Na and acryloyl dimethyl taurine, what is marketed as SIMULGEL EG (made by SEPPIC) can be used, for example.
Moreover, as a copolymer of dimethyl acrylamide and acryloyl dimethyl taurine, the thickener which consists of a microgel of the said patent document 1 can be used, for example. The thickener comprising the microgel is a polymer produced by a polymerization method generally called reverse phase emulsion polymerization method in an organic solvent or a composition containing an oil as a dispersion medium and water as a dispersion phase. It is a microgel. The microgel is preferably produced under conditions where the polymerization system in the inverse emulsion polymerization forms a one-phase microemulsion or a fine W / O emulsion, and the production method is described in detail in Patent Document 1. Specifically, it is preferable to use dimethylacrylamide and acryloyldimethyltaurine and a microgel copolymerized from these monomers as a thickener for the component (a). Further, it is preferable to copolymerize a crosslinking monomer such as methylenebisacrylamide, and more preferable is a microgel of a copolymer composed of dimethylacrylamide, acryloyldimethyltaurine and methylenebisacrylamide.
As the acrylic thickener used in the external preparation for skin of the present invention, a copolymer of dimethylacrylamide and acryloyldimethyltaurine is particularly preferred.

  (A) Content of the thickener of a component is 0.1-10 mass% normally with respect to skin external preparation whole quantity. Preferably it is 0.5-5 mass%.

"(B) Erythritol alkyl ether"
The erythritol alkyl ether as the component (B) is a compound corresponding to one of the lower alkyl tetritol ethers described in Patent Document 5. This lower alkyl tetritol ether is characterized by an excellent moisturizing effect, an effect of improving rough skin, excellent safety and oxidation stability, and low irritation to the skin. Tetritol used for producing lower alkyl tetritol ether is a sugar alcohol having 4 carbon atoms, such as erythritol, D-threitol, and L-threitol.

The (B) erythritol alkyl ether used in the present invention is represented by the following general formula (1), and A is a residue obtained by removing n hydrogens from erythritol.

  In the general formula (1), A is a residue obtained by removing n hydrogen from erythritol, R is an aliphatic chain having 1 to 4 carbon atoms, a linear alkyl group, a branched alkyl group, an unsaturated alkyl group , Cycloalkyl group and hydroxyalkyl group may be used. For example, methyl group, ethyl group, propyl group, butyl group, isopropyl group, s-butyl group, t-butyl group, allyl group, 2-butenyl group, 3-butenyl group, 2-methyl-2-propenyl group, 2, 4-bicyclopropyl group, cyclobutyl group, 2-methylcyclopropyl group, 2-hydroxyethyl group, 3-hydroxypropyl group, 2-hydroxypropyl group, 2-hydroxy1-methylethyl group, 4-hydroxybutyl group, 3 -Hydroxybutyl group, 2-hydroxybutyl group, 3-hydroxy2-methylpropyl group, 2-hydroxy2-methylpropyl group, 2-hydroxy1,1-dimethylethyl group, 2,3-dihydroxypropyl group, bis ( Hydroxymethyl) methyl group, 2,3-dihydroxybutyl group, 2,4-dihydroxybutyl group, 3,4-di Dorokishibuchiru group, 2,3-dihydroxy-2-methylpropyl group, 3-hydroxy-2-hydroxymethyl-propyl group, 1,1-bis (hydroxymethyl) ethyl group, tris (hydroxymethyl) methyl group and the like.

  The ether bond positions of the four hydroxyl groups and lower alkyl groups of erythritol are arbitrary and may be any positions. The number of ether bonds is preferably monoether from the viewpoint of solubility in water, but may be a mixture of any of diether, triether and tetraether. Also, any combination of two or more alkyl groups may be used. The average substitution degree n is in the range of 1 to 4, but is preferably in the range of 0.1 to 2.8 in view of its properties.

（Ｒは、一般式（１）の定義と同様で、Ｘは、脱離基もしくは水酸基であり、脱離基としては、例えば、臭素、塩素、ヨウ素、メシル基、トシル基等が挙げられる。）
若しくは、一般式（３）

（もしくはＲ₁〜Ｒ₄の合計炭素数が２であるアルキル基である。）
で表される化合物を添加して、触媒の存在下、０℃〜１３０℃で攪拌、反応させることにより得られる。〔ロバートらの方法：Ｔｅｔｒａｈｅｄｒｏｎ，３５，２１６９〜２１７２（１９７９）〕。 The erythritol alkyl ether (B) is produced by a general etherification reaction. For example, tetritol is dissolved in a non-aqueous solvent such as dimethylformamide, dimethyl sulfoxide, dioxane, dimethylacetamide, acetone, N-methylpyrrolidone, N-acetylmorpholine, N-methylsuccinimide, etc. Formula (2)

(R is as defined in the general formula (1), X is a leaving group or a hydroxyl group, and examples of the leaving group include bromine, chlorine, iodine, mesyl group, and tosyl group. )
Or general formula (3)

(Or, it is an alkyl group in which the total carbon number of R _{1 to} R ₄ is 2.)
It can be obtained by adding a compound represented by the following formula, stirring and reacting at 0 ° C. to 130 ° C. in the presence of a catalyst. [Robert et al .: Tetrahedron, 35, 2169-2172 (1979)].

  The erythritol alkyl ether (B) used in the present invention is preferably erythritol methyl ether or erythritol ethyl ether.

  (B) Content of erythritol alkyl ether is 0.01-50 mass% normally with respect to skin external preparation whole quantity, Preferably it is 0.1-10 mass%.

  The present invention further contains (C) water. The water content is arbitrary, and is the remainder of the essential components and other optional ingredients. Usually, it is 10-90 mass% with respect to the skin external preparation whole quantity.

  The dosage form of the external preparation for skin of the present invention is arbitrary. For example, a solubilization system, an aqueous dispersion system, and an emulsification system can be produced. In the present invention, it is particularly preferable to mix the above essential components, oil and emulsifier and emulsify them by a conventional method to obtain an oil-in-water external skin preparation.

  In the oil-in-water type skin external preparation of the present invention, an oil component that can be usually blended in an emulsified composition can be appropriately blended within a range that does not impair the effects of the present invention. Examples of such components include, but are not limited to, hydrocarbon oils, silicone oils, waxes, fatty acid esters, higher alcohols, ultraviolet absorbers, and the like.

  Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, polyethylene wax, and Fischer-Tropsch wax.

  Examples of silicone oil include linear polysiloxane (dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxane (decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), and a three-dimensional network structure. Examples thereof include silicone resins formed, silicone rubber having an average molecular weight of 200,000 or more, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.).

  Examples of the waxes include beeswax, candelilla wax, carnauba wax, lanolin, liquid lanolin, jojoballow and the like.

  Examples of fatty acid esters include myristyl myristate, cetyl palmitate, cholesteryl stearate, beeswax fatty acid 2-octyldodecyl, and the like.

  Examples of the higher alcohol include hexyl alcohol, octyl alcohol, cetyl alcohol, stearyl alcohol, ceryl alcohol, behenyl alcohol, triacontyl alcohol, seraalkyl alcohol, and batyl alcohol.

Examples of the ultraviolet absorber include the following compounds.
(1) Benzoic acid ultraviolet absorbers For example, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N-dimethyl PABA ethyl ester and the like.
(2) Anthranilic acid-based ultraviolet absorbers such as homomenthyl-N-acetylanthranilate.
(3) Salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, and the like.
(4) Cinnamic acid UV absorbers For example, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4- Diisopropyl cinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl-p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxy Ethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl -Diparamethoxycinnamate.
(5) Triazine-based ultraviolet absorber, for example, bisresorcinyl triazine.
More specifically, bis {[4- (2-ethylhexyloxy) -2-hydroxy] phenyl} -6- (4-methoxyphenyl) 1,3,5-triazine, 2,4,6-tris { 4- (2-ethylhexyloxycarbonyl) anilino} 1,3,5-triazine and the like.
(6) Other UV absorbers For example, 3- (4'-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor, 2-phenyl-5-methylbenzoxazole, 2,2 '-Hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenylbenzotriazole, dianisoylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one, pyridazine derivatives such as dimorpholinopyridazinone.

  In addition to the above-described components, the skin external preparation of the present invention can be appropriately mixed with components that can be usually blended with the skin external preparation within a range that does not impair the effects of the present invention. Specific examples of the components that can be blended are shown below.

  Examples of the polyhydric alcohol include polyethylene glycol, glycerin, diglycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, 1,2-pentanediol, hexylene glycol and the like.

  Examples of the water-soluble polymer include carrageenan, pectin, mannan, curdlan, chondroitin sulfate, starch, glycogen, gum arabic, sodium hyaluronate, tragacanth gum, xanthan gum, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, guar gum, dextran. , Keratosulfuric acid, locust bean gum, succinoglucan, chitin, chitosan, carboxymethylchitin, agar and the like.

  In addition, lower alcohols such as ethanol; antioxidants such as butylhydroxytoluene, δ-tocopherol, and phytin; Organic or inorganic acids and salts such as citric acid, lactic acid, hexametaphosphoric acid; vitamin A, vitamin A palmitate, vitamin A derivatives such as vitamin A acetate, vitamin B6 hydrochloride, vitamin B6 tripalmitate, vitamin B6 dioctanoate, vitamin B2 And its derivatives, vitamin B12 such as vitamin B12, vitamin B15 and its derivatives, α-tocopherol, β-tocopherol, vitamin E such as vitamin E acetate, vitamin D, vitamin H, pantothenic acid, Vitamins such as pantethine: γ-oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid, stearyl glycyrrhetinate, hinokitiol, bisabolol, eucalptone, thymol, inositol, saikosaponin, carrot saponin, hetimasaponin, muclodisaponin, etc. Various drugs such as saponins, pantothenyl ethyl ether, arbutin, cephalanthin, borage, clara, kohone, orange, sage, yarrow, mallow, thyme, suzuki, spruce, birch, sugina, loofah, maronier, yukinoshita, ogon, Extracts of plants such as arnica, lily, mugwort, peonies, aloe, gardenia, cherry leaf, pigments such as β-carotene, and the like can also be blended.

  The skin external preparation of the present invention is particularly preferably used as a product of an oil-in-water emulsified cosmetic such as a skin care milky lotion and a low viscosity skin care cream. These products can be manufactured by a conventional method by mixing the above-described essential components and components usually blended in cosmetics.

  Hereinafter, the present invention will be described more specifically with reference to examples. The present invention is not limited to these examples. Unless otherwise specified, the blending amounts in the examples are indicated by mass%.

<Example using copolymer of dimethylacrylamide and acryloyldimethyltaurine as thickener>
Example 1
An aqueous solution was prepared by blending 0.5% by mass of a copolymer of dimethylacrylamide and acryloyldimethyltaurine (* 1) as a thickener and 10% by mass of erythritol ethyl ether as a humectant in water. This aqueous solution corresponds to a skin lotion.
"Comparative Example 1"
As a thickener, an aqueous solution in which 0.5% by mass of a copolymer of dimethylacrylamide and acryloyldimethyltaurine (* 1) was mixed with water was prepared.
"Comparative Example 2"
An aqueous solution was prepared by blending 0.5% by mass of a copolymer of dimethylacrylamide and acryloyldimethyltaurine (* 1) as a thickener and 10% by mass of glycerin as a humectant in water.

＊１：下記合成例により得られる増粘剤
「合成例：ジメチルアクリルアミド（興人製）を35gとアクリロイルジメチルタウリン（Sigma製）17.5gおよびメチレンビスアクリルアミド70mgを260gのイオン交換水に溶解し水酸化ナトリウムでpH=7.0に調節する。還流装置を備えた1000ml三つ口フラスコに、n-ヘキサン260gとポリオキシエチレン（３）オレイルエーテル（エマレックス５０３、日本エマルション製）8.7gおよびポリオキシエチレン（６）オレイルエーテル（エマレックス５０６、日本エマルション製）17.6gを入れ混合溶解しＮ₂置換する。この三つ口フラスコにモノマー水溶液を添加してＮ₂雰囲気下で攪拌しながらオイルバスで６５℃〜７０℃に加熱する。系の温度が６５℃〜７０℃に達したところで系が半透明なマイクロエマルション状態になっていることを確認した後、過硫酸アンモニウム2gを重合系に添加し重合を開始する。重合系を６５〜７０℃に３時間攪拌しながら維持することでミクロゲルが生成する。重合終了後ミクロゲル懸濁液にアセトンを加えてミクロゲルを沈殿させ、引き続きアセトンで3回洗浄し、残存モノマーおよび界面活性剤を除去する。沈殿物は濾過後減圧乾燥し、白色粉末状のミクロゲル乾燥物を得る。」

* 1: Thickener obtained by the following synthesis example “Synthesis example: 35 g of dimethylacrylamide (manufactured by Kojin), 17.5 g of acryloyldimethyltaurine (manufactured by Sigma) and 70 mg of methylenebisacrylamide were dissolved in 260 g of ion-exchanged water. Adjust to pH = 7.0 with sodium oxide, 1000 ml three-necked flask equipped with a reflux apparatus, n-hexane 260 g, polyoxyethylene (3) oleyl ether (Emalex 503, manufactured by Nippon Emulsion) 8.7 g and polyoxyethylene (6) Add 17.6 g of oleyl ether (Emalex 506, manufactured by Japan Emulsion), mix and dissolve to replace N ₂ , add monomer aqueous solution to this three-necked flask and stir under N ₂ atmosphere with oil bath. When the system temperature reaches 65 ° C. to 70 ° C., the system becomes a translucent microemulsion state. Then, 2 g of ammonium persulfate was added to the polymerization system to start the polymerization, and a microgel was formed by maintaining the polymerization system at 65 to 70 ° C. with stirring for 3 hours. Acetone is added to the solution to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant.The precipitate is dried under reduced pressure after filtration to obtain a dried microgel in the form of a white powder.

<Evaluation test for stickiness>
The aqueous solution was evaluated for stickiness using a liquid stickiness evaluation apparatus described in JP-A-11-281559. This evaluation apparatus is composed of a movable plate and a roller-shaped probe that rolls on the movable plate. The resistance force applied to the probe is objectively determined by the sticking force (or adhesive force) of the liquid to be evaluated. Stickiness can be evaluated.
10 · L of the aqueous solutions of Example 1, Comparative Example 1, and Comparative Example 2 were placed on the movable plate of this apparatus, respectively, and the change over time in stickiness was measured. The result is shown in FIG.

After the start of measurement, the 10 aqueous solutions on the movable plate gradually evaporated over time, and after about 100 seconds, almost all of the water in the aqueous solution evaporated.
In Comparative Example 1 in which no humectant was blended, the stickiness was greatly reduced after moisture evaporation. And in the comparative example 2 which mix | blended glycerol as a moisturizer, the high stickiness was shown even after the water evaporation.
In contrast to these comparative examples, Example 1 has a lower stickiness after water evaporation than Comparative Example 2 in which glycerin was blended. Therefore, Example 1 which mix | blended erythritol methyl ether as a moisturizer has reduced the stickiness after water evaporation, and it was shown that it is the outstanding usability | use_condition.

<Example using a copolymer of Na acrylate and acryloyldimethyltaurine as a thickener of Component A>
"Example 2"
As a thickener, a copolymer of Na acrylate and acryloyl dimethyl taurine (sodium acrylate / acryloyl dimethyl taurine copolymer: SIMULGEL EG SEPPIC) 1.25% by mass, and 10% by mass of erythritol methyl ether as a moisturizer. An aqueous solution was prepared. This aqueous solution corresponds to a skin lotion.
"Example 3"
As a thickener, a copolymer of Na acrylate and acryloyl dimethyl taurine (sodium acrylate / acryloyl dimethyl taurine copolymer: SIMULGEL EG SEPPIC) 1.25% by mass, and 10% by mass of erythritol methyl ether as a moisturizer. An aqueous solution was prepared. This aqueous solution corresponds to a skin lotion.
“Comparative Example 3”
As a thickener, an aqueous solution in which 1.25% by mass of a copolymer of sodium acrylate and acryloyldimethyltaurine (sodium acrylate / acryloyldimethyltaurine copolymer: manufactured by SIMULGEL EG SEPPIC) was mixed with water was prepared.
“Comparative Example 4”
As a thickener, a copolymer of Na acrylate and acryloyl dimethyl taurine (sodium acrylate / acryloyl dimethyl taurine copolymer: SIMULGEL EG SEPPIC) 1.25% by mass, glycerin 10% by mass as a humectant in water An aqueous solution was prepared.

＊１：増粘剤のSIMULGEL EGは、ポリマー分４０質量％を含有する原料である。処方中ではポリマー濃度を０．５質量％となるように調製した。

* 1: SIMULGEL EG, a thickener, is a raw material containing a polymer content of 40% by mass. In the formulation, the polymer concentration was adjusted to 0.5% by mass.

Examples 2-3 and Comparative Examples 3-4 were evaluated in the same manner as in Example 1. The result is shown in FIG. After the start of measurement, the aqueous solution on the movable plate gradually evaporated over time, and almost all of the water evaporated after about 120 seconds. In Comparative Example 3 in which no humectant was blended, the sticky power was greatly reduced after moisture evaporation, whereas in Comparative Example 4 in which glycerin was blended as a humectant, high sticky power was exhibited after moisture evaporation.
In contrast to these comparative examples, in Examples 2 to 3, the stickiness after evaporation of water is lower than that of Comparative Example 4 in which glycerin is blended. Therefore, it was shown that Examples 2-3 in which erythritol methyl ether was blended as a humectant had a reduced feeling of stickiness after evaporation of water and an excellent feeling of use.

<Example using ammonium polyacrylate as the thickener of component A>
Example 4
An aqueous solution in which 1.72% by mass of ammonium polyacrylate (manufactured by SIMULGEL A SEPPIC) as a thickener and 10% by mass of erythritol methyl ether as a humectant was mixed in water was prepared. This aqueous solution corresponds to a skin lotion.
"Example 5"
An aqueous solution was prepared by blending 1.72% by mass of ammonium polyacrylate (manufactured by SIMULGEL A SEPPIC) as a thickener and 10% by mass of erythritol ethyl ether as a humectant in water. This aqueous solution corresponds to a skin lotion.
“Comparative Example 5”
As a thickener, an aqueous solution in which 1.72% by mass of ammonium polyacrylate (manufactured by SIMULGEL A SEPPIC) was mixed with water was prepared.
“Comparative Example 6”
An aqueous solution was prepared by mixing 1.72% by mass of ammonium polyacrylate (manufactured by SIMULGEL A SEPPIC) as a thickener and 10% by mass of glycerin as a moisturizer in water.

＊１：増粘剤のSIMULGEL Aはポリマー分２９質量％を含有する原料である。処方中では、ポリマー濃度を０．５質量％となるように調製した。

* 1: SIMULGEL A, a thickener, is a raw material containing a polymer content of 29% by mass. In the formulation, the polymer concentration was adjusted to 0.5% by mass.

Examples 4 to 5 and Comparative Examples 5 to 6 were evaluated in the same manner as Example 1. The result is shown in FIG. After the start of measurement, the aqueous solution on the movable plate gradually evaporated as time passed, and almost all of the water evaporated after about 250 seconds. In Comparative Example 5 in which no humectant was blended, the sticky power was greatly reduced after water evaporation, whereas in Comparative Example 6 in which glycerin was blended as a humectant, high sticky power was exhibited even after water evaporation.
In contrast to these comparative examples, in Examples 4 to 5, the sticky force after water evaporation is lower than that of Comparative Example 4 in which glycerin is blended. Therefore, Examples 4-5 which mix | blended erythritol methyl ether as a moisturizer were reduced in the stickiness after water evaporation, and it was shown that it is the outstanding usability | use_condition.

＊１：増粘剤のセピゲル５０２（ＳＥＰＰＩＣ社製）は、ポリマー分２０質量％を含有する原料である。処方中ではポリマー濃度として０．５質量％となるように調製した。 <Comparative example using polyacrylic acid amide as the thickener as a comparison with the thickener of component A>
“Comparative Example 7”
An aqueous solution in which 2.5% by mass of Sepigel 502 (manufactured by SEPPIC) as a thickener and 10% by mass of erythritol ethyl ether as a humectant was blended in water was prepared. This aqueous solution corresponds to a skin lotion.
“Comparative Example 8”
An aqueous solution in which 2.5% by mass of Sepigel 502 (manufactured by SEPPIC) was mixed with water was prepared.
"Comparative Example 9"
An aqueous solution in which 2.5% by mass of Sepigel 502 (manufactured by SEPPIC) and 10% by mass of glycerin as a moisturizer was mixed with water was prepared.

* 1: Sepigel 502 (manufactured by SEPPIC) as a thickener is a raw material containing a polymer content of 20% by mass. In the formulation, the polymer concentration was adjusted to 0.5% by mass.

Comparative Examples 7 to 9 were evaluated in the same manner as in Example 1. The result is shown in FIG. After the start of measurement, the aqueous solution on the movable plate gradually evaporated as time passed, and almost all of the water evaporated after about 150 seconds. Comparative Example 7 in which no humectant was blended, Comparative Example 8 in which glycerin was blended as a moisturizer, and Comparative Example 6 in which erythritol ethyl ether was blended as a moisturizer all showed the same level of stickiness, and a polyacrylamide sepigel It was shown that there was no difference in the feeling of use in the formulation containing 502.
That is, among polyacrylic acid-based thickeners, polyacrylic acid amide can never obtain a preferable feeling of use even when blended with erythritol alkyl ether. In contrast, in FIGS. 1 to 3, when a specific polyacrylic acid-based thickener used in the present invention is blended in combination with erythritol alkyl ether, a remarkable usability can be expected, which cannot be expected by those skilled in the art. The effect is obtained.

  Other examples of the present invention will be shown below.

Example 6 Skin care cream (compound component)
(1) Ion exchange water Residue (2) Sodium hexametaphosphate 0.1
(3) Sodium carbonate decahydrate 0.2
(4) Sodium lactate 0.05
(5) Tranexamic acid 1.0
(6) Sodium hydroxide 0.03
(7) Titanium oxide (rutile type, particle size 0.25 μ) 1.0
(Product name: Taipei CR-50 (Ishihara Sangyo Co., Ltd.))
(8) 1,3-butylene glycol 5.0
(9) Erythritol methyl ether 3.0
(10) Na acrylate / acryloyl dimethyl taurine copolymer 2.5
(11) Carboxyvinyl polymer 0.03
(12) N-stearoyl-potassium aspartate 0.1
(13) Phenoxyethanol 0.5
(14) Water-soluble collagen appropriate amount (15) Self-emulsifying glyceryl monostearate 0.5
(16) Sorbitan tristearate 0.1
(17) Behenic acid 0.4
(18) Myristic acid 0.2
(19) (Hydroxystearic acid / stearic acid / rosinic acid) 0.1
Dipentaerythrityl (trade name: Cosmol 168E, manufactured by Nisshin Oilio Co., Ltd.)
(20) α-olefin oligomer 2.5
(21) Glyceryl tri-2-ethylhexanoate 1.5
(22) Dimethylpolysiloxane 0.3
(23) Octocrylene 0.1
(24) Perfume appropriate amount <Production method>
(15) to (24) were uniformly mixed and dissolved at 70 ° C. (oil phase). On the other hand, (1) to (14) were uniformly mixed and dissolved at 70 ° C. (aqueous phase). The mixture was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase maintained at 70 ° C. When the emulsification is completed, the emulsion is rapidly cooled to 40 ° C. or lower to obtain a target skin care cream having a viscosity of 30000 mPa · s / 30 ° C.

Example 7 Skincare emulsion (formulation component)
(1) Ion exchange water Residual (2) Sodium hexametaphosphate 0.05
(3) Sodium lactate 0.01
(4) Sodium carbonate (anhydrous salt) 0.05
(5) Ascorbic acid glucoside 0.2
(6) Potassium hydroxide 0.05
(7) Titanium oxide (rutile type, particle size 0.25 μ) 1.0
(Product name: Taipei CR-50 (Ishihara Sangyo Co., Ltd.))
(8) Dipropylene glycol 5.0
(9) 1,3-butylene glycol 9.0
(10) Erythritol ethyl ether 3.0
(11) Copolymer of dimethylacrylamide and acryloyldimethyltaurine (thickener obtained in the synthesis example of Table 1) 0.1
(12) Carboxyvinyl polymer 0.1
(13) Celtrol: 0.05
(14) Phenoxyethanol 0.5
(15) Erythritol 0.1
(16) cholesteryl hydroxystearate appropriate amount (17) glyceryl stearate 0.3
(18) Stearic acid 0.4
(19) Myristic acid 0.2
(20) Cetostearyl alcohol 0.3
(21) Hydrogenated palm oil 0.6
(22) Liquid paraffin 5.0
(23) Methylpolysiloxane 20 mPa · s 0.1
(24) Sodium pyrosulfite 0.005
(25) Perfume appropriate amount <Production method>
(16) to (25) were uniformly mixed and dissolved at 70 ° C. (oil phase). On the other hand, (1) to (15) were uniformly mixed and dissolved at 70 ° C. (aqueous phase). The mixture was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase maintained at 70 ° C. When the emulsification is completed, the emulsion is rapidly cooled to 40 ° C. or lower to obtain a target skin care emulsion having a viscosity of 10000 mPa · s / 30 ° C., and placed in a dispenser container to obtain a dispenser-specific skin care emulsion.

  ADVANTAGE OF THE INVENTION According to this invention, it can provide the skin external preparation which has a moisturizing effect, there is little stickiness, is very excellent in a usability | use_condition, and can be thickened to desired viscosity. The external preparation for skin of the present invention is preferably used for skin cosmetics in which the feeling of use is particularly important.

It is a graph which shows evaluation of stickiness. It is a graph which shows evaluation of stickiness. It is a graph which shows evaluation of stickiness. It is a graph which shows evaluation of stickiness.

Claims (4)

  (A) One or two or more acrylic acid series selected from the group consisting of ammonium polyacrylate, a copolymer of sodium acrylate and acryloyldimethyltaurine, and a copolymer of dimethylacrylamide and acryloyldimethyltaurine An external preparation for skin comprising a sticky agent and (B) an erythritol alkyl ether.   The external preparation for skin according to claim 1, wherein the (A) acrylic acid thickener is a copolymer of dimethylacrylamide and acryloyldimethyltaurine.   The content of (A) acrylic acid thickener is 0.01 to 10% by mass, and the content of (B) erythritol alkyl ether is 0.01 to 50% by mass with respect to the total amount of the external preparation for skin. The external preparation for skin according to claim 1 or 2, characterized in that   The skin external preparation according to claim 1, 2 or 3, further comprising (C) water.

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