Topical skin composition

The topical skin composition, featuring methoxycinnamic acid ester and a glycerin fatty acid ester, addresses the issue of poor water resistance in existing compositions by enhancing both water and transfer resistance, ensuring a stable and effective skin coating.

JP7696152B2Active Publication Date: 2025-06-20PIAS ARISE KK
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Patent Information

Application Number
JP2021002267
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-01-08
Publication Date
2025-06-20
Estimated Expiration
2041-01-08

AI Technical Summary

Technical Problem

Existing topical skin compositions with ultraviolet absorbers have good transfer resistance but poor water resistance after application.

Method used

A topical skin composition containing methoxycinnamic acid ester as an ultraviolet absorber, a glycerin fatty acid ester derived from esterification of fatty acids and glycerin, and water, which provides both water resistance and transfer resistance.

Benefits of technology

The composition achieves good water resistance and transfer resistance after application, preventing the coating film from being removed by water and suppressing transfer and removal when in contact with other surfaces.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a composition for external use on skin having excellent water resistance and sticking resistance after application.SOLUTION: Provided is a composition for external use on skin that includes (A) an ultraviolet absorber containing at least a methoxycinnamic acid ester, (B) a glycerin fatty acid ester, and (C) water. The (B) glycerin fatty acid ester is an esterification reaction product of glycerin and fatty acids including linear saturated fatty acids, branched saturated fatty acids, and aliphatic dicarboxylic acids.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention relates to a topical composition for skin, such as a sunscreen cosmetic.

Background Art

[0002] Conventionally, topical compositions for skin containing ultraviolet absorbers have been known. For example, this type of topical composition for skin is used in applications such as sunscreen cosmetics.

[0003] Examples of this type of topical composition for skin include not containing powder, an oil-soluble ultraviolet absorber, a triester of glycerin and a linear saturated fatty acid having 16 to 26 carbon atoms, or an oligomer ester of glycerin, a linear saturated fatty acid having 16 to 26 carbon atoms, and an aliphatic saturated dibasic acid having 12 to 28 carbon atoms, an acrylic thickener, and a topical composition for skin containing 50% by mass or more of water is known (Patent Document 1).

[0004] According to the topical composition for skin described in Patent Document 1, stickiness, greasiness, and secondary adhesion of the ultraviolet absorber can be suppressed, and the coating film does not sag and can be uniformly applied. The topical composition for skin described in Patent Document 1 also has good stability.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0006] However, although the topical composition for skin described in Patent Document 1 has transfer resistance after application (i.e., secondary adhesion is suppressed), its water resistance after application is not good. Therefore, there is a demand for a topical skin composition that not only has good transfer resistance after application but also has good water resistance.

[0007] In view of the above problems, demands, etc., an object of the present invention is to provide a topical skin composition having good water resistance and transfer resistance after application.

Means for Solving the Problems

[0008] The topical skin composition according to the present invention (A) contains an ultraviolet absorber containing at least methoxycinnamic acid ester, (B) a glycerin fatty acid ester, (C) water, and is characterized in that the (B) glycerin fatty acid ester is an esterification reaction product of a fatty acid containing a straight-chain saturated fatty acid, a branched-chain saturated fatty acid, and an aliphatic dicarboxylic acid, and glycerin.

[0009] The topical skin composition according to the present invention may further contain (D) a dicarboxylic acid polyglycerin ester.

[0010] The topical skin composition according to the present invention may further contain (E) a dicarboxylic acid diester having 14 to 20 carbon atoms in total.

[0011] The topical skin composition according to the present invention may be a sunscreen cosmetic.

Effects of the Invention

[0012] According to the topical skin composition of the present invention, good water resistance and transfer resistance can be exhibited after application.

Modes for Carrying Out the Invention

[0013] An embodiment of the topical skin composition according to the present invention will be described below.

[0014] The skin external composition of this embodiment is (A) an ultraviolet absorber containing at least a methoxycinnamic acid ester, (B) a glycerin fatty acid ester, (C) water, and contains The (B) glycerin fatty acid ester is an esterification reaction product of a fatty acid containing a straight-chain saturated fatty acid, a branched-chain saturated fatty acid, and an aliphatic dicarboxylic acid, and glycerin.

[0015] By the skin external composition of this embodiment containing the above (A), (B), and (C), both water resistance and transfer resistance after application can be improved. Specifically, after the skin external composition of this embodiment is applied to the skin, the coating film is difficult to be removed from the skin by water, and when the coating film comes into contact with something, it is suppressed that the coating film is transferred and removed.

[0016] (A) The ultraviolet absorber (hereinafter, also simply referred to as component A) contains at least a methoxycinnamic acid ester (paramethoxycinnamic acid ester). Examples of the methoxycinnamic acid (cinnamic acid) ester include ethyl methoxycinnamate, propyl methoxycinnamate, butyl methoxycinnamate, hexyl methoxycinnamate, n-octyl methoxycinnamate, 2-ethylhexyl methoxycinnamate, decyl methoxycinnamate, and the like. Preferably, the ultraviolet absorber of component A contains at least 2-ethylhexyl methoxycinnamate (2-ethylhexyl paramethoxycinnamate).

[0017] (A) The ultraviolet absorber may further contain an ultraviolet absorber other than the methoxycinnamic acid ester. Examples of compounds that can be included in the ultraviolet absorber of Component A (compounds other than methoxycinnamic acid esters) include, for example, salicylic acid-based compounds such as homomenthyl salicylate, octyl salicylate, and triethanolamine salicylate; para-aminobenzoic acid (PABA)-based compounds such as para-aminobenzoic acid, ethyl dihydroxypropyl para-aminobenzoic acid, glyceryl para-aminobenzoic acid, octyl dimethyl para-aminobenzoic acid, amyl para-dimethylaminobenzoic acid, and 2-ethylhexyl para-dimethylaminobenzoic acid; benzophenone-based compounds such as 4-(2-β-glucopyranosyloxy)propoxy-2-hydroxybenzophenone, dihydroxydimethoxybenzophenone, sodium dihydroxydimethoxybenzophenone disulfonate, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfuric acid, 2,2'-dihydroxy-4-methoxybenzophenone, 2,4-dihydroxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, and 2-hydroxy-4-N-octoxybenzophenone; cinnamic acid-based compounds such as glyceryl diparamethoxycinnamate mono-2-ethylhexanoate, methyl 2,5-diisopropylcinnamate, 2,4,6-tris[4-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-triazine, methyl trimethoxycinnamate bis(trimethylsiloxy)silylisopentyl, a mixture of isopropyl paramethoxycinnamate and diisopropyl cinnamate, and diethanolamine salt of p-methoxyhydrocinnamic acid; benzoylmethane-based compounds such as 2-phenyl-benzimidazole-5-sulfuric acid, 4-isopropyldibenzoylmethane, and 4-tert-butyl-4'-methoxydibenzoylmethane; and the like. Among others, examples of compounds that can be included in the ultraviolet absorber include octocrylene, 2-ethylhexyl dimethoxybenzylidene dioxoimidazolidine propionate, 1-(3,4-dimethoxyphenyl)-4,4-dimethyl-1,3-pentanedione, cinoxate, methyl-O-aminobenzoate, 3-(4-methylbenzylidene) camphor, octyl triazone, diethylamino hydroxybenzoyl hexyl benzoate, bisethylhexyl oxy phenol methoxyphenyl triazine, methylene bisbenzotriazolyl tetramethylbutyl phenol, and the like. These compounds can be used singly or in combination of two or more.

[0018] Component A may contain methoxycinnamic acid ester and at least one selected from the group consisting of diethylamino hydroxybenzoyl hexyl benzoate, bis-2-ethylhexyl oxy phenol methoxyphenyl triazine, and 4-tert-butyl-4'-methoxydibenzoylmethane.

[0019] As component A, one kind may be used alone, or a plurality of kinds may be used in combination. As component A, commercially available products can be used.

[0020] In the skin external composition of the present embodiment, the concentration of the total amount of component A is preferably 5% by mass or more, more preferably 10% by mass or more. Also, the concentration of the total amount of component A may be 25% by mass or less, or may be 20% by mass or less. When the concentration of the total amount of component A is 5% by mass or more, the adverse effects of ultraviolet rays (such as sunburn) on the skin can be more sufficiently prevented. Also, when the concentration of the total amount of component A is 25% by mass or less, the usability when the skin external composition is applied to the skin can be made better.

[0021] The skin external composition of this embodiment may contain 3% by mass or more and 10% by mass or less of methoxycinnamic acid ester as component A. Further, the skin external composition of this embodiment may further contain 0.1% by mass or more and 10% by mass or less of an ultraviolet absorber other than methoxycinnamic acid ester.

[0022] (B) Glyceryl fatty acid ester (hereinafter, also simply referred to as component B) is an esterification reaction product of a fatty acid containing a linear saturated fatty acid, a branched saturated fatty acid, and an aliphatic dicarboxylic acid, and glycerin. In other words, component B is a triester form of glycerin, and is a compound in which on average 1 mol each of a linear saturated fatty acid, a branched saturated fatty acid, and an aliphatic dicarboxylic acid have undergone an esterification reaction with 1 mol of glycerin.

[0023] The above linear saturated fatty acid for producing component B is a monocarboxylic acid having 12 to 26 carbon atoms in total, and is a compound containing a linear saturated hydrocarbon moiety and a carboxy group. As the above linear saturated fatty acid, for example, at least one selected from the group consisting of lauric acid, myristic acid, palmitic acid, stearic acid, and behenic acid is preferable, at least one of stearic acid and behenic acid is more preferable, and behenic acid is further preferable.

[0024] The above branched saturated fatty acid for producing component B is a monocarboxylic acid having 12 to 26 carbon atoms in total, and is a compound containing a branched saturated hydrocarbon moiety and a carboxy group. As the above branched saturated fatty acid, for example, at least one of isopalmitic acid (2-hexyldecanoic acid) or isostearic acid (such as 2-heptylundecanoic acid or 2-isooctylisoundecanoic acid) is preferable, and isopalmitic acid is more preferable.

[0025] The above aliphatic dicarboxylic acid for producing component B is a dicarboxylic acid having 12 to 28 carbon atoms in total, and is a compound containing a linear saturated hydrocarbon moiety and carboxy groups each bonded to both ends of the saturated hydrocarbon moiety. As the above aliphatic dicarboxylic acid, at least one selected from the group consisting of dodecanedioic acid, tetradecanedioic acid, hexadecanedioic acid, octadecanedioic acid, eicosanedioic acid, and docosanedioic acid is preferable, at least one selected from the group consisting of octadecanedioic acid, eicosanedioic acid, and docosanedioic acid is more preferable, and eicosanedioic acid is even more preferable.

[0026] A preferable component B includes glyceryl tri(behenate / isostearate / eicosanedioate).

[0027] As component B, an esterification reaction product of a fatty acid containing a straight-chain saturated fatty acid having 20 to 24 carbon atoms in total, a branched-chain saturated fatty acid having 16 to 20 carbon atoms in total, and an aliphatic dicarboxylic acid having 18 to 22 carbon atoms in total, and glycerin is preferable. Thereby, good water resistance and transfer resistance after coating can be more sufficiently exhibited.

[0028] As component B, one kind may be used alone, or a plurality of kinds may be used in combination. As component B, commercially available products can be used. Examples of commercially available component B include, for example, glyceryl tri(behenate / isostearate / eicosanedioate) with the product name "Nomcoat SG" manufactured by Nisshin Oillio Group, Ltd.

[0029] In the skin external composition of this embodiment, the concentration of the total amount of component B is preferably 0.1% by mass or more, and more preferably 0.5% by mass or more. Also, the concentration of the total amount of component B is preferably 5% by mass or less, and more preferably 3% by mass or less. When the concentration of the total amount of component B is 0.1% by mass or more, the skin external composition can be thickened more, and the water resistance and transfer resistance after coating can be improved more. Also, when the concentration of the total amount of component B is 5% by mass or less, the feeling of use when the skin external composition is applied to the skin can be improved more.

[0030] The skin external composition of this embodiment preferably further contains at least one of (D) polyglycerol dicarboxylate or (E) dicarboxylic acid diester having 14 to 20 carbon atoms in total.

[0031] (D) Polyglycerol dicarboxylate (hereinafter, also simply referred to as component D) is an esterification reaction product of polyglycerol obtained by dehydration condensation of a plurality of glycerol molecules and dicarboxylic acid.

[0032] By further containing component D in the skin external composition of this embodiment, good water resistance and transfer resistance after application can be more sufficiently exhibited.

[0033] The above polyglycerol for producing component D may be polyglycerol having 6 to 20 glycerol bonding numbers, or may be polyglycerol having 8 to 12 glycerol bonding numbers. The above polyglycerol may be a mixture of a plurality of types of polyglycerol having different glycerol bonding numbers (dehydration condensation numbers). Specifically, in the above polyglycerol, the average glycerol bonding number (in terms of moles) may be 6 to 20, or may be 8 to 12.

[0034] The above dicarboxylic acid for producing component D is a dicarboxylic acid having 12 to 28 carbon atoms in total, and is a compound containing a linear saturated hydrocarbon moiety and carboxy groups each bonded to both ends of the saturated hydrocarbon moiety.

[0035] Examples of the dicarboxylic acid for producing component D include dodecanedioic acid (12 carbon atoms), tetradecanedioic acid (14 carbon atoms), hexadecanedioic acid (16 carbon atoms), octadecanedioic acid (18 carbon atoms), eicosanedioic acid (20 carbon atoms), or docosanedioic acid (22 carbon atoms). The dicarboxylic acid for producing component D may be contained alone as one type, or may contain a plurality of types having different total carbon numbers.

[0036] As the dicarboxylic acid for producing the D component, at least two selected from the group consisting of tetradecanedioic acid, hexadecanedioic acid, octadecanedioic acid, and eicosanedioic acid are preferable, and tetradecanedioic acid and eicosanedioic acid are more preferable.

[0037] As the D component, an ester reaction product of polyglycerin having 8 to 12 binding numbers of glycerin molecules and a plurality of dicarboxylic acids having different total carbon numbers is preferable. More preferably, the D component is an esterification reaction product of polyglycerin having 8 to 12 binding numbers of glycerin molecules, a dicarboxylic acid having 12 to 16 total carbon numbers, and a dicarboxylic acid having 18 to 22 total carbon numbers.

[0038] Reaction products exemplified as the D component include (eicosanedioic acid / tetradecanedioic acid) diglyceryl, (eicosanedioic acid / tetradecanedioic acid) triglyceryl, (eicosanedioic acid / tetradecanedioic acid) tetraglyceryl, (eicosanedioic acid / tetradecanedioic acid) pentaglyceryl, (eicosanedioic acid / tetradecanedioic acid) hexaglyceryl, (eicosanedioic acid / tetradecanedioic acid) heptaglyceryl, (eicosanedioic acid / tetradecanedioic acid) octaglyceryl, (eicosanedioic acid / tetradecanedioic acid) nonaglyceryl, (eicosanedioic acid / tetradecanedioic acid) decaglyceryl, (eicosanedioic acid / tetradecanedioic acid) undecaglyceryl, and (eicosanedioic acid / tetradecanedioic acid) dodecaglyceryl.

[0039] As the D component, commercially available products can be used. Examples of commercially available D components include (eicosanedioic acid / tetradecanedioic acid) decaglyceryl [(eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10], and the product name "Neosolue-AquaS" (manufactured by Nippon Fine Chemical Co., Ltd.).

[0040] In the skin external composition of the present embodiment, the concentration of the total amount of Component D is preferably 0.1% by mass or more, more preferably 0.2% by mass or more. Further, the concentration of the total amount of Component D is preferably 1.0% by mass or less, more preferably 0.8% by mass or less, and even more preferably 0.5% by mass or less. When the concentration of Component D is 0.1% by mass or more, better water resistance and better transfer resistance can be exhibited. Further, when the concentration of Component D is 1.0% by mass or less, the feel during application can be made better.

[0041] (E) A dicarboxylic acid diester having 14 to 20 carbon atoms in total (hereinafter, also simply referred to as Component E) is a diester compound in which two molecules of monohydric alcohol are each ester-bonded to two carboxy groups in one molecule of dicarboxylic acid.

[0042] By further containing Component E in the skin external composition of the present embodiment, better light durability can be further achieved.

[0043] The dicarboxylic acid for producing Component E is not particularly limited as long as the total carbon number of Component E is 14 to 20. For example, succinic acid (carbon number 4), adipic acid (carbon number 6), suberic acid (carbon number 8), azelaic acid (carbon number 9), sebacic acid (carbon number 10), dodecanedioic acid (carbon number 12), etc. can be mentioned.

[0044] The monohydric alcohol for producing Component E is not particularly limited as long as the total carbon number of Component E is 14 to 20. For example, methyl alcohol, ethyl alcohol, propyl alcohol, butyl alcohol, pentyl alcohol, hexyl alcohol, octyl alcohol (for example, 2-ethylhexyl alcohol), decyl alcohol, or dodecyl alcohol, etc. can be mentioned. The alkyl group in these monohydric alcohols may be linear or branched. Further, the hydroxy group in these monohydric alcohols may be bonded to the terminal carbon of the alkyl group or may be bonded to a carbon other than the terminal carbon.

[0045] As component E, a diester compound in which a monohydric alcohol having 2 to 8 carbon atoms (preferably 2 to 6 carbon atoms) is ester-bonded to a dicarboxylic acid having 4 to 12 carbon atoms (preferably 8 to 12 carbon atoms) is preferred. Thereby, better light durability can be exhibited.

[0046] As component E, preferably, at least one selected from the group consisting of diisopropyl sebacate, diethyl sebacate, and di-2-ethylhexyl succinate is mentioned.

[0047] As component E, one kind may be used alone, or a plurality of kinds may be used in combination. As component E, commercially available products can be used.

[0048] In the skin external preparation composition of the present embodiment, the concentration of the total amount of component E is preferably 1% by mass or more, more preferably 2% by mass or more. Also, the concentration of the total amount of component E is preferably 10% by mass or less, more preferably 5% by mass or less. When the concentration of component E is 1% by mass or more, the applied skin external preparation composition can exhibit better light durability. Also, when the concentration of component E is 10% by mass or less, the usability during application can be improved.

[0049] The mass ratio of the above component A (ultraviolet absorber) to the above component B (glycerin fatty acid ester), specifically, the mass ratio [B / A] of component B to component A is preferably 0.2 or less, more preferably 0.05 or more and 0.10 or less. Thereby, the skin external preparation composition can have both good water resistance, good transfer resistance, and a usability of good elongation and less stickiness.

[0050] The mass ratio of the above Component A (ultraviolet absorber) to the above Component D (polyglycerin diester of dicarboxylic acid), specifically, the mass ratio [D / A] of the above Component D to the above Component A is preferably 0.01 or more and 0.20 or less, more preferably 0.1 or less, and even more preferably 0.05 or less. Thereby, the skin external composition can have both good water resistance, good transfer resistance, and a good feeling of use with good elongation and little stickiness.

[0051] The mass ratio of the above Component A (ultraviolet absorber) to the above Component E (diester of dicarboxylic acid having 14 to 20 carbon atoms in total), specifically, the mass ratio [E / A] of the above Component E to the above Component A is preferably 0.05 or more, more preferably 0.1 or more, and even more preferably 0.2 or more. Also, the mass ratio [E / A] is preferably 0.5 or less, and more preferably 0.3 or less.

[0052] The skin external composition of the present embodiment may contain (C) water in an amount of 30% by mass or more and 90% by mass or less. The skin external composition of the present embodiment may contain water in an amount of 50% by mass or more. The skin external composition of the present embodiment is usually in a so-called oil-in-water emulsion state in which an oil phase containing the above ultraviolet absorber and the like is dispersed in an aqueous phase.

[0053] In addition to the above components, the above skin external composition may further contain a powder, a thickener, an oil component, an antioxidant, a preservative, and the like. These components can be blended for the purpose of further improving the feeling of use, transfer resistance, water resistance, and the like. Examples of the powder include octenyl succinic acid corn starch Al. The above skin external composition may contain ethanol, menthane diol, etc. for the purpose of giving a cooling sensation to the skin. The above skin external composition may contain carboxymethyl chitosan myristamide for the purpose of giving a moisturizing effect to the skin.

[0054] The properties of the skin-external composition of this embodiment are not particularly limited, but for example, it is liquid. The skin-external composition of this embodiment may also be solid.

[0055] The skin-external composition of this embodiment can be produced by a general method. For example, the above skin-external composition can be produced by mixing and stirring each component to be blended. As the device for stirring, a general one can be used. If necessary, it may be stirred while heating.

[0056] The above skin-external composition is usually applied to the skin for use. The above skin-external composition may be applied, for example, to the skin of the face, neck, extremities, scalp, hair, and also to the mucous membranes in the nostrils, lips, ears, genitals, anus, etc. for use. Further, the above skin-external composition may be used for the purpose of a bath agent or for the purpose of a skin patch.

[0057] The above skin-external composition may be used, for example, for the purpose of a sunscreen cosmetic, a makeup cosmetic having a sunscreen effect, a skin care cosmetic having a sunscreen effect, etc.

[0058] The skin-external composition of this embodiment is not restricted by the classification of cosmetics, quasi-drugs, pharmaceuticals, etc. under the Pharmaceutical Affairs Law.

[0059] The skin-external composition of the present invention is as exemplified above, but the present invention is not limited to the above-exemplified embodiments. Further, in the present invention, various forms employed in general skin-external compositions, etc. can be employed within the range not impairing the effects of the present invention.

Examples

[0060] Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited thereto.

[0061] Each raw material for producing the skin-external composition will be described below. <Main raw materials> (A) An ultraviolet absorber having a benzene ring structure in the molecule (A-1) Ethylhexyl methoxycinnamate (commercially available product) (A-2) Hexyl diethylaminohydroxybenzoyl benzoate (commercially available product) (A-3) Bis(2-ethylhexyloxy)phenol methoxyphenyl triazine (commercially available product) (B) Glycerin fatty acid ester (B-1) Glyceryl tri(behenic acid / isostearic acid / eicosanedioic acid) Product name: "Nomucote SG", manufactured by Nisshin OilliO Group, Ltd. (C) Water (purified water) (D) Polyglycerin ester of dicarboxylic acid (D-1) Polyglyceryl-10 (eicosanedioic acid / tetradecanedioic acid) Product name: "Neosolue-AquaS", manufactured by Nippon Fine Chemical Co., Ltd. [Solid content 60% by mass / glycerin 40% by mass] * Since the solid content is in a diluted state, the mass of the solid content is shown in the following table (D’) Similar raw material to (D) (D’2) PEG / PPG / polybutylene glycol-8 / 5 / 3 glycerin Product name: "WILBRIDE S-753", manufactured by NOF Corporation (D’3) Bis(ethoxydiglycol) cyclohexanedicarboxylate Product name: "Neosolue-Aqulio", manufactured by Nippon Fine Chemical Co., Ltd. (E) Diester of dicarboxylic acid having 14 or more and 20 or less carbon atoms in total (E-1) Diisopropyl sebacate (commercially available product) (E-2) Diethyl sebacate (commercially available product) (E-3) Di(2-ethylhexyl) succinate (commercially available product) (E’) Similar raw material to (E) (E’4) Isotridecyl isononanoate (commercially available product) (E’5) Alkyl benzoate (C12-15) (commercially available product) (E’6) Diisopropyl adipate (commercial product) (E’7) Distearyl malate (commercial product) (E’8) Methylheptyl laurate (commercial product) (E’9) Di-2-ethylhexyl adipate (commercial product) (E’10) Di-2-ethylhexyl sebacate (commercial product) <Other main raw materials> · Thickeners 1 (Acrylates / Alkyl acrylate (C10-30)) copolymer Product name: "Pemulen TR-1", manufactured by Lubrizol Japan · Thickeners 2 (Hydroxyethyl acrylate / Sodium acryloyldimethyltaurate) copolymer Product name: "SIMULGEL FL", manufactured by SEPPIC * Since the solid content is in a diluted state, the mass of the solid content is shown in the following table

[0062] (Examples 15、16、20 ~ 22 , Comparative Example 1 , Reference Examples 1 to 14, 17 to 19, 23 to 30 ) By mixing the above-mentioned raw materials, etc. in the compounding amounts shown in the following tables, each example and each comparative example , and each reference example of the skin external composition was produced. The compounding compositions of each skin external composition are shown in Tables 1 to 5 respectively In the production of the skin external composition, the aqueous component I shown in the following tables was heated to 80 °C while stirring with a homomixer (rotation speed 5,000 rpm). Next, the oily component II was added and stirred at 80 °C. Then, it was stirred with a homomixer (rotation speed 5,000 rpm) for 3 minutes. Subsequently, the pH adjusting component III was added and stirred with a homomixer (rotation speed 5,000 rpm) for 1 minute. Finally, it was cooled to room temperature

[0063]

Table 1

[0064]

Table 2

[0065]

Table 3

[0066]

Table 4

[0067]

Table 5

[0068] <SPF Measurement Method> The skin-external application compositions of each example and each comparative example were applied to a PMMA plate (polymethyl methacrylate plate) and dried. Then, 10 randomly selected locations on the PMMA plate were measured by an SPF analyzer (Labsphere UV-2000S, manufactured by Labsphere), and the SPF value was measured.

[0069] <Evaluation of Water Resistance> The PMMA plate coated with the skin-external application composition was immersed in water in the same manner as above. In this state, water flow was generated by a propeller, and 40 minutes elapsed. From each SPF value before immersion in water and after immersion in water, a value related to water resistance was calculated to evaluate the water resistance. Specifically, [(SPF value after immersion in water) / (SPF value before immersion in water)] × 100 [%] was used to represent the water resistance numerically. The higher this numerical value, the higher the water resistance.

[0070] <Evaluation of Transfer Resistance> Paper was placed on the PMMA plate coated with each skin-external application composition, and a load of 450 g was continuously applied for 10 minutes. The transmittance (at a wavelength of 350 nm) before placing the paper and after placing the paper and applying the load was measured. The transfer resistance was evaluated from the change amount of the two measured values (transmittance values). Specifically, Transmittance after placing paper - Transmittance before placing paper The anti - transfer property was numerically represented by the following formula. The smaller this numerical value, the higher the anti - transfer property (that is, the higher the transfer - inhibition ability).

[0071] <Evaluation of photo - durability> For the PMMA plates coated with each topical skin composition, using a solar simulator (Solrabox 1500e, manufactured by JASCO Corporation), light with an illuminance of 750 W / m 2 was irradiated for 3 hours. The SPF values before and after irradiation were measured in the same manner as the above - mentioned method. Then, the photo - durability was numerically represented by the change rate of the SPF value. Specifically, the photo - durability was numerically represented by the following formula. The higher this numerical value, the higher the photo - durability. (SPF value after irradiation / SPF value before irradiation) × 100 [%]

[0072] For each topical skin composition, the results of evaluating the above - mentioned water - resistance, anti - transfer property, and photo - durability are shown in Tables 1 to 5, respectively.

[0073] As can be understood from the above results, the topical skin compositions of the examples combining Component A, Component B, and water were good in both water - resistance and anti - transfer property. It is considered that due to the oil - phase thickening effect of Component B, the fluidity decreased, and the water - resistance and anti - transfer property were exhibited. On the other hand, the topical skin compositions not containing Component B were not good in both water - resistance and anti - transfer property. In addition, when the topical skin compositions of the examples further contained Component D, the water - resistance and anti - transfer property became better, and the photo - durability was improved. Since Component D has surfactant properties and film - forming ability, it is considered that it can improve the uniformity of the film containing the ultraviolet absorber. As a result, it is considered that the water - resistance and anti - transfer property were made better, and the photo - durability was made better. In addition, when the topical skin compositions of the examples further contained Component E, they were able to have good photo - durability.

Industrial Applicability

[0074] The skin-external composition of the present invention is applied to the skin and used, for example, to prevent sunburn of the skin, to prevent and reduce dryness of the skin, and to serve as a makeup base. The skin-external composition of the present invention is, for example, directly applied to the stratum corneum and is suitably used for applications such as cosmetics.

Claims

1. (A) An ultraviolet absorber containing at least methoxycinnamic acid ester, (B) Monoglycerin fatty acid ester, (C) Water, (D) Polyglycerin dicarboxylate, (E) A dicarboxylic acid diester having 14 to 20 carbon atoms in total, and contains, The (B) monoglycerin fatty acid ester is An esterification reaction product of a linear saturated fatty acid, a branched saturated fatty acid, and a fatty acid containing an aliphatic dicarboxylic acid, And glycerin, The (D) polyglycerin dicarboxylate is an esterification reaction product of polyglycerin obtained by dehydration condensation of a plurality of glycerin molecules and only a dicarboxylic acid, The mass ratio [(E) / (A)] of the (E) dicarboxylic acid diester having 14 to 20 carbon atoms in total to the (A) ultraviolet absorber containing at least methoxycinnamic acid ester is 0.1 or more and 0.5 or less, a topical skin composition.

2. The topical skin composition according to claim 1, containing 2% by mass or more and 10% by mass or less of the (E) dicarboxylic acid diester having 14 to 20 carbon atoms in total.

3. The topical skin composition according to claim 1 or 2, wherein the (E) dicarboxylic acid diester having 14 to 20 carbon atoms in total is a diester compound in which a monohydric alcohol having 2 to 6 carbon atoms is ester-bonded to sebacic acid.

4. A sunscreen cosmetic, the topical skin composition according to any one of claims 1 to 3.

Citation Information

Patent Citations

  • Water-in-oil emulsion sunscreen cosmetic

    JP2013184900A

  • Oily liquid cleansing cosmetic

    JP2014101297A

  • Oil-in-water sunscreen cosmetic

    JP2016069325A

  • Emulsion cosmetic composition

    JP2017025031A

  • Cosmetic composition comprising mannosylerythritol lipid

    JP2018024639A