O / W / O type topical skin preparation

Abstract

To provide an O / W / O type external preparation for skin which has high moisture transpiration inhibitory effect, does not slip on the skin when applied, can be spread while being attached to the skin, and has excellent tightly attached feeling.SOLUTION: An O / W / O type external preparation for skin contains the following components (A), (B), (C), (D) and (E): (A) a glycerol monofatty acid ester having a carbon number of 12 to 26; (B) a higher alcohol having a carbon number of 12 to 22; (C) an oil agent which is in a liquid state at 25°C; (D) one kind or two or more kinds of compounds selected from a sphingosine salt and an ionic surfactant; and (E) one kind or two or more kinds of nonionic surfactants selected from a silicone-based surfactant, a sorbitan fatty acid ester and a polyglyceryl fatty acid ester, where the component (C) is at least contained in an inner layer oil phase of the O / W / O type external preparation for skin, and a mass ratio ((C)) / ((A)+(B) included in the inner layer oil phase) of the component (C) included in the inner layer oil phase with respect to the total amount of the components (A) and (B) is larger than 0 and less than 3.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to an O / W / O type external skin preparation. [Background technology]

[0002] BACKGROUND ART External skin preparations that are comfortable to use and have a long-lasting moisturizing effect have been investigated. For example, Patent Document 1 describes that an O / W / O type external skin preparation containing a glycerin mono-fatty acid ester, an alcohol having 10 to 22 carbon atoms, a ceramide, and a compound selected from a sphingosine salt and an ionic surfactant has excellent emulsion stability, and when applied to the skin, it provides a feeling of warmth, a feeling of skin protection, a feeling of smoothness, and a long-lasting moist feeling. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2016-104730 Summary of the Invention [Problem to be solved by the invention]

[0004] With conventional O / W / O type topical skin preparations, moisture evaporation from the skin is high after application, making it difficult to maintain sufficient moisture in the skin, especially in dry environments. In addition, when applying O / W / O type topical skin preparations to the skin, they feel slippery, making it difficult to achieve a sense of spreading while adhering to the skin. [Means for solving the problem]

[0005] The present inventors have discovered that in an O / W / O type topical skin preparation containing a glycerin mono-fatty acid ester, a higher alcohol, a sphingosine salt, a compound selected from an ionic surfactant, and a lipophilic nonionic surfactant, by incorporating an oil that is liquid at 25°C into the inner oil phase, the preparation has a high moisture evaporation suppression effect and can be spread while adhering to the skin without sliding on the skin when applied to the skin.

[0006] The present invention relates to a composition comprising the following components (A), (B), (C), (D) and (E): (A) glycerin mono-fatty acid ester having 12 to 26 carbon atoms, (B) a higher alcohol having 12 to 22 carbon atoms, (C) An oil that is liquid at 25°C. (D) one or more compounds selected from sphingosine salts and ionic surfactants; (E) One or more nonionic surfactants selected from silicone surfactants, sorbitan fatty acid esters, and polyglycerin fatty acid esters It is an O / W / O type topical skin preparation containing Component (C) is contained at least in the inner oil phase of an O / W / O type external skin preparation, The present invention relates to an O / W / O type topical skin preparation in which the mass ratio of component (C) contained in the inner oil phase to the total amount of components (A) and (B) ((C) contained in the inner oil phase) / ((A)+(B)) is greater than 0 and less than 3. [Effects of the Invention]

[0007] The O / W / O type topical skin preparation of the present invention does not slide on the skin when applied, but can be spread while adhering to the skin, has an excellent adhesion, and has a high effect of inhibiting water evaporation. DETAILED DESCRIPTION OF THE INVENTION

[0008] The component (A) used in the present invention is a glycerin mono-fatty acid ester having 12 to 26 carbon atoms. The glycerin monofatty acid ester of component (A) having 12 to 26 carbon atoms has a fatty acid residue constituting the glycerin monofatty acid ester that has 12 to 26 carbon atoms, preferably 14 or more, more preferably 16 or more, and preferably 24 or less, more preferably 22 or less, from the viewpoints of improving the feeling of adhesion when applied to the skin, where the fatty acid residue does not slide on the skin but spreads while adhering to the skin, and improving the moisture evaporation inhibitory effect. Examples of the glycerin monofatty acid ester of component (A) include glycerin monolaurate, glycerin monomyristate, glycerin monopalmitate, glycerin monostearate, glycerin monobehenate, glycerin monooleate, glycerin monoisostearate, glycerin monoarachidate, glycerin monolinoleate, etc. Among these, from the above-mentioned viewpoint, it is preferable to include at least one or more selected from the group consisting of glycerin monobehenate, glycerin monostearate, and glycerin monopalmitate, and glycerin monobehenate is more preferable.

[0009] Component (A) can be used alone or in combination of two or more types, and the content is preferably 0.1 to 3.5 mass% of the total composition, more preferably 1 to 2.8 mass%, and even more preferably 1.7 to 2.4 mass%, from the viewpoints of improving the adhesion feeling when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0010] The component (B) used in the present invention is a higher alcohol having 12 to 22 carbon atoms. Component (B) preferably has 14 or more carbon atoms, more preferably 16 or more carbon atoms, and preferably 20 or less, more preferably 18 or less carbon atoms, from the viewpoints of improving the adhesion when applied to the skin, preventing slippage and allowing the component to spread while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation. Examples of component (B) include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, oleyl alcohol, etc. Among these, those having a linear alkyl group are preferred, those containing a monohydric alcohol having 16 to 18 carbon atoms are more preferred, those containing one or more selected from cetyl alcohol and stearyl alcohol are even more preferred, and those containing cetyl alcohol are even more preferred.

[0011] Component (B) can be used alone or in combination of two or more types, and the content is preferably 0.5 to 5 mass% of the total composition, more preferably 1 to 3.5 mass%, even more preferably 1.3 to 2.8 mass%, and even more preferably 1.7 to 2.4 mass%, from the viewpoints of improving the adhesion feeling when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0012] In the present invention, the mass ratio (A) / (B) of component (A) to component (B) is preferably 0.1 to 4, more preferably 0.2 to 2, even more preferably 0.3 to 1.7, and even more preferably 0.7 to 1.25, from the viewpoints of improving the adhesion feeling of the composition when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0013] Component (C) is an oily agent that is liquid at 25°C and does not contain component (B). Liquid means that it has fluidity, and includes paste-like forms. Examples of the oil agent of component (C) include hydrocarbon oils, ester oils, ether oils, silicone oils, and higher fatty acids.

[0014] More specifically, examples of hydrocarbon oils include squalane, liquid paraffin, liquid isoparaffin, light liquid isoparaffin, and heavy liquid isoparaffin. The hydrocarbon oil preferably contains one or more selected from squalane, liquid paraffin, liquid isoparaffin, and light liquid isoparaffin, more preferably contains one or more selected from squalane, liquid paraffin, and liquid isoparaffin, even more preferably contains one or more selected from squalane and liquid isoparaffin, and even more preferably contains squalane.

[0015] Ester oils include monoester oils, diester oils, triester oils and tetraester oils. Examples of monoester oils include monoesters of aliphatic or aromatic monocarboxylic or dicarboxylic acids having 2 to 24 carbon atoms. Specific examples include cetyl 2-ethylhexanoate, cetyl octanoate, isononyl isononanoate, isotridecyl isononanoate, hexyl laurate, isopropyl myristate, octyldodecyl myristate, myristyl myristate, 2-hexyldecyl myristate, isopropyl palmitate, octyl palmitate, 2-hexyldecyl palmitate, butyl stearate, isocetyl stearate, isocetyl isostearate, decyl oleate, isodecyl benzoate, octyl methoxycinnamate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, 2-ethylhexyl succinate, 2-hexyldecyl adipate, and alkyl benzoates (C12 to C15). The monoester oil preferably contains one or more selected from isononyl isononanoate, isotridecyl isononanoate, and octyldodecyl myristate, more preferably contains one or more selected from isononyl isononanoate and octyldodecyl myristate, and even more preferably contains isononyl isononanoate.

[0016] Examples of diester oils include diesters of dicarboxylic acids having 3 to 18 carbon atoms and difatty acid esters of polyhydric alcohols. Specific examples include propylene glycol dicaprylate, neopentyl glycol dicaprate, glycol distearate, propylene glycol diisostearate, glyceryl monomyristate monoisostearate, glycerin di-2-heptylundecanoate, di-2-ethylhexyl succinate, diisopropyl sebacate, diisostearyl malate, ethylene glycol di-2-ethylhexanoate, diisobutyl adipate, di-2-heptylundecyl adipate, and di-2-ethylhexyl sebacate. The diester oil preferably contains one or more selected from propylene glycol dicaprylate and neopentyl glycol dicaprate, and more preferably contains neopentyl glycol dicaprate.

[0017] Triester oils include tri-fatty acid esters of trivalent or higher polyhydric alcohols, and specific examples include glyceryl trimyristate, glyceryl triisopalmitate, glyceryl tri-2-heptylundecanoate, trimethylolpropane triethylhexanoate, trimethylolpropane trioctanoate, tri(caprylic / capric)glyceryl, glyceryl trioleate, glyceryl tri-2-ethylhexanoate, glyceryl triisostearate, and vegetable oils such as olive oil, jojoba oil, macadamia nut oil, meadowfoam oil, castor oil, safflower oil, sunflower oil, avocado oil, canola oil, apricot kernel oil, rice germ oil, and rice bran oil.

[0018] Examples of tetraester oils include tetra-fatty acid esters of tetrahydric or higher polyhydric alcohols, and specific examples include pentaerythritol tetra(behenate / benzoate / ethylhexanoate), pentaerythritol tetraethylhexanoate, pentaerythritol tetraoctanoate, and pentaerythritol tetra-2-ethylhexanoate.

[0019] The ester oil preferably contains one or more selected from monoester oil, diester oil, and triester oil, from the viewpoints of improving the adhesion feeling that spreads while adhering to the skin without sliding on the skin when applied to the skin, and improving the moisture evaporation inhibitory effect, and more preferably contains one or more selected from monoester oil and diester oil, and even more preferably contains monoester oil, from the viewpoint of improving the adhesion feeling that spreads while adhering to the skin without sliding on the skin. Furthermore, the ester oil may or may not contain a hydroxyl group in its composition. However, from the viewpoints of improving the adhesion of the oil when applied to the skin, not slipping on the skin but spreading while adhering to the skin, and improving the moisture evaporation suppression effect, those that do not contain a hydroxyl group in their composition are preferred.

[0020] The ether oil includes dialkyl ethers, specifically dihexyl ether, dicaprylyl ether, cetyl-1,3-dimethylbutyl ether, etc., and preferably contains cetyl-1,3-dimethylbutyl ether.

[0021] Examples of silicone oils include volatile and non-volatile linear dimethylpolysiloxanes such as dimethylpolysiloxane (1cs), dimethylpolysiloxane (1.5cs), dimethylpolysiloxane (2cs), and dimethylpolysiloxane (6cs); branched siloxanes such as methyltrimethicone, tris(trimethylsilyl)methylsilane, and tetrakis(trimethylsilyl)silane; cyclic dimethylsiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; crosslinked methylpolysiloxanes, reticular methylpolysiloxanes, methylphenylpolysiloxanes such as dimethylpolysiloxane, methyltrimethicone, dimethylcyclopolysiloxane, and diphenylsiloxyphenyl trimethicone; and higher alcohol-modified organopolysiloxanes. The silicone oil preferably contains one or more selected from linear dimethylpolysiloxanes and branched siloxanes, more preferably contains linear dimethylpolysiloxanes, and even more preferably contains one or more selected from dimethylpolysiloxane (2cs) and dimethylpolysiloxane (6cs).

[0022] Examples of higher fatty acids include oleic acid, isostearic acid, and undecylenic acid.

[0023] The oil agent of component (C) preferably contains one or more oils selected from hydrocarbon oils, ester oils, ether oils, and silicone oils, from the viewpoints of improving the adhesion of the oil when applied to the skin, not sliding on the skin but spreading while adhering to the skin, and improving the moisture evaporation inhibitory effect, more preferably contains one or more oils selected from hydrocarbon oils, ether oils, and silicone oils, even more preferably contains one or more oils selected from hydrocarbon oils and silicone oils, and even more preferably contains a hydrocarbon oil.

[0024] Component (C) can be used alone or in combination of two or more types, and is contained at least in the inner oil phase of the O / W / O type topical skin preparation. The content in the inner oil phase is preferably 0.1 to 6% by mass, more preferably 0.5 to 5% by mass, and even more preferably 1.5 to 3% by mass of the total composition, from the viewpoints of improving the adhesion of the O / W / O type topical skin preparation when applied to the skin, preventing slippage and allowing the preparation to spread while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation. Component (C) can also be contained in the outer oil phase, and one or more types can be used in combination. The content of component (C) contained in the outer oil phase of an O / W / O type topical skin preparation is preferably 9 to 56% by mass, more preferably 15 to 40% by mass, and even more preferably 20 to 35% by mass, of the total composition, from the viewpoints of improving the adhesion of the O / W / O type topical skin preparation, which does not slide on the skin but spreads while adhering to the skin when applied to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation. The total content of component (C) contained in the inner oil phase and the outer oil phase is preferably 10 to 56% by mass, more preferably 18 to 45% by mass, and even more preferably 25 to 35% by mass of the total composition, from the viewpoints of improving the adhesion of the composition when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0025] In the present invention, the mass ratio of component (C) contained in the inner oil phase to the total amount of components (A) and (B) ((C) contained in the inner oil phase) / ((A)+(B)) is greater than 0 and less than 3, and is preferably 0.1 to 2, more preferably 0.15 to 0.9, even more preferably 0.2 to 0.7, and even more preferably 0.3 to 0.6, from the viewpoints of improving the adhesion feeling of the composition when applied to the skin, where the composition does not slide on the skin but spreads while adhering to the skin, and improving the moisture evaporation inhibitory effect.

[0026] Component (D) is one or more compounds selected from sphingosine salts and ionic surfactants. Among the components (D), the sphingosine in the sphingosine salt includes sphingosine represented by the following general formula (1).

[0027] [ka]

[0028] (In general formula (1), R 1 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms, which may be substituted with a hydroxyl group, a carbonyl group or an amino group; Y represents a methylene group, a methine group or an oxygen atom; X 1 , X 2 , and X 3 each independently represents a hydrogen atom, a hydroxyl group, or an acetoxy group; X 4 represents a hydrogen atom, an acetyl group, or a glyceryl group, or forms an oxo group together with the adjacent oxygen atom (provided that when Y is a methine group, X 1 and X 2One of the X's is a hydrogen atom, and the other is absent. 4 When forms an oxo group, X 3 does not exist. );R 2 and R 3 each independently represents a hydrogen atom, a hydroxyl group, a hydroxymethyl group, or an acetoxymethyl group; a number of R's each independently represents a hydrogen atom, an amidino group, or a linear or branched, saturated or unsaturated hydrocarbon group having a total of 1 to 8 carbon atoms which may have a substituent selected from a hydroxyl group, a hydroxyalkoxy group, an alkoxy group, and an acetoxy group; a represents the number 2 or 3; and the dashed line indicates that the bond may be unsaturated.

[0029] In the formula, R 1 is a linear, branched, or cyclic, saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms, preferably 7 to 22 carbon atoms, which may be substituted with a hydroxyl group, a carbonyl group, or an amino group. Among these, a linear or branched alkyl group having 10 to 20 carbon atoms, or a linear or branched alkyl group having 10 to 20 carbon atoms and having a hydroxyl group at the Y-side terminal, and in the case of a branched alkyl group, one in which the branched chain is methyl-branched, is preferred. Specifically, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a 1-hydroxytridecyl group, a 1-hydroxypentadecyl group, an isohexadecyl group, or an isostearyl group is preferred.

[0030] Y represents either a methylene group (CH2), a methine group (CH), or an oxygen atom. X 1 , X 2 , and X 3 each independently represents a hydrogen atom, a hydroxyl group, or an acetoxy group; X 4 represents a hydrogen atom, an acetyl group, a glyceryl group, or a substituent that forms an oxo group together with the adjacent oxygen atom. 1 , X 2 , and X 3 Of these, 0 to 1 are hydroxyl groups, the rest are hydrogen atoms, and X 4 is preferably a hydrogen atom. When Y is a methine group, X 1and X 2 Only one of the two is a hydrogen atom, and the other is not present. 4 When forms an oxo group, X 3 does not exist.

[0031] R 2 and R 3 each independently represents a hydrogen atom, a hydroxyl group, a hydroxymethyl group, or an acetoxymethyl group; R 3 is more preferably a hydrogen atom.

[0032] In addition, a represents the number 2 or 3, and when a is 2, R is R 4 and R 5 When a is 3, R is R 4 , R 5 and R 6 Shows.

[0033] R 4 , R 5 and R 6 are each independently a hydrogen atom or an amidino group, or a straight-chain or branched, saturated or unsaturated hydrocarbon group having a total of 1 to 8 carbon atoms, which may have a substituent selected from a hydroxyl group, a hydroxyalkoxy group, an alkoxy group, and an acetoxy group. Here, the hydroxyalkoxy group that may substitute for the hydrocarbon group is preferably a straight-chain or branched hydroxyalkoxy group having 1 to 7 carbon atoms. Furthermore, the alkoxy group is preferably a straight-chain or branched alkoxy group having 1 to 7 carbon atoms. R 4 , R 5 and R 6Examples of the alkyl group include a hydrogen atom; a straight-chain or branched-chain alkyl group such as methyl, ethyl, propyl, 2-ethylhexyl, isopropyl, and the like; an alkenyl group such as vinyl or allyl, and the like; an amidino group; and a hydrocarbon group having a total of 1 to 8 carbon atoms substituted with 1 to 6 groups selected from hydroxyl groups, hydroxyalkoxy groups, and alkoxy groups, such as hydroxymethyl, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 2-hydroxypropyl, 2,3-dihydroxypropyl, 2-hydroxy-3-methoxypropyl, 2,3,4,5,6-pentahydroxyhexyl, 1,1-bis(hydroxymethyl)ethyl, 2-(2-hydroxyethoxy)ethyl, 2-methoxyethyl, 1-methyl-2-hydroxyethyl, 3-hydroxypropyl, 3-methoxypropyl, and 1,1-bis(hydroxymethyl)-2-hydroxyethyl.

[0034] Among these, a hydrogen atom or an alkyl group optionally substituted with 1 to 3 hydroxyl groups and hydroxyalkoxy groups such as a methyl group, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 1,1-bis(hydroxymethyl)ethyl, or 2-(2-hydroxyethoxy)ethyl is preferred.

[0035] The sphingosine represented by general formula (1) is preferably a naturally occurring sphingosine represented by the following general formula (2) or a synthetic product having the same structure.

[0036] [ka]

[0037] (In general formula (2), R 7 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms which may be substituted with a hydroxyl group; Y1 represents a methylene group or a methine group; X 5 , X 6 and X 7 each independently represents a hydrogen atom, a hydroxyl group, or an acetoxy group; X 8represents a hydrogen atom or forms an oxo group together with the adjacent oxygen atom (provided that when Y1 is a methine group, X 5 and X 6 One of the X's represents a hydrogen atom, and the other is absent. 8 When forms an oxo group, X 7 does not exist. );R 8 represents a hydroxymethyl group or an acetoxymethyl group; a number of R1's each independently represent a hydrogen atom or an amidino group, or a linear or branched saturated or unsaturated hydrocarbon group having a total of 1 to 4 carbon atoms which may have a substituent selected from a hydroxyl group, a hydroxyalkoxy group, an alkoxy group, and an acetoxy group; a represents the number 2 or 3; and the dashed line indicates that an unsaturated bond may be present.

[0038] where R 7 is preferably a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms, and particularly preferably a linear, saturated or unsaturated hydrocarbon group having 13 to 15 carbon atoms. a is preferably 2, and each R1 is preferably independently a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms.

[0039] Specific examples of natural sphingosines represented by general formula (2) include natural sphingosine, dihydrosphingosine, phytosphingosine, sphingadienine, dehydrosphingosine, dehydrophytosphingosine, and N-alkylated forms thereof (for example, N-methylated forms). These sphingosines may be used in the optically active form of the natural form (D(+) form), the optically active form of the non-natural form (L(-) form), or a mixture of the natural and non-natural forms. The relative configuration of the above compounds may be that of the natural form, any other non-natural form, or a mixture of these. Among these, phytosphingosine (INCI name; 8th Edition) and compounds represented by the following formula are preferred.

[0040] [ka]

[0041] These may be either natural extracts or synthetic products, and commercially available products can be used. Commercially available natural sphingosines include Phytosphingosine (manufactured by Evonik), D-Sphingosine (4-Sphingosine) (manufactured by SIGMA-ALDRICH), DS-phytosphingosine (manufactured by DOOSAN), and phytosphingosine (manufactured by Cosmopharm).

[0042] These sphingosine salts include acidic amino acid salts such as glutamic acid and aspartic acid; basic amino acid salts such as arginine; inorganic acid salts such as phosphoric acid and hydrochloric acid; monocarboxylic acid salts such as acetic acid; dicarboxylic acid salts such as succinic acid; and oxycarboxylic acid salts such as citric acid, lactic acid, and malic acid. One or more selected from these are preferred.

[0043] Next, among the component (D), examples of the ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants. Examples of anionic surfactants include fatty acids having 12 to 22 carbon atoms or salts thereof, such as sodium laurate, potassium palmitate, and arginine stearate; C12-C22 alkyl sulfates or salts thereof, such as sodium lauryl sulfate, potassium lauryl sulfate, and sodium cetyl sulfate; C12-C22 alkyl ether sulfates or salts thereof, such as polyoxyethylene lauryl sulfate triethanolamine; N-C12 to C22 acyl sarcosine or a salt thereof, such as sodium lauroyl sarcosine; C12-C22 alkyl phosphates or salts thereof, such as sodium monostearyl phosphate; polyoxyethylene alkyl ether phosphates having 12 to 22 carbon atoms, such as sodium polyoxyethylene oleyl ether phosphate and sodium polyoxyethylene stearyl ether phosphate, or salts thereof; dialkyl sulfosuccinates having 12 to 24 carbon atoms or salts thereof, such as sodium di-2-ethylhexyl sulfosuccinate; N-Alkylmethyltaurines having 12 to 22 carbon atoms or salts thereof, such as sodium N-stearoyl-N-methyltaurine; Examples thereof include N-acyl glutamic acids having 12 to 22 carbon atoms or salts thereof, such as sodium dilauroyl glutamate, monosodium N-lauroyl glutamate, sodium N-stearoyl-L-glutamate, arginine N-stearoyl-L-glutamate, sodium N-stearoyl glutamate, and sodium N-myristoyl-L-glutamate.

[0044] Furthermore, the cationic surfactant is preferably a quaternary ammonium salt, and examples thereof include alkyltrimethylammonium chlorides such as stearyltrimethylammonium chloride and behenyltrimethylammonium chloride, dialkyldimethylammonium chloride, trialkylmethylammonium chloride, and alkylamine salts.

[0045] Furthermore, examples of amphoteric surfactants include alkyldimethylamine oxide, alkylcarboxybetaine, alkylsulfobetaine, amide amino acid salts, and alkylamidopropylbetaine, with alkylamidopropylbetaine being preferred among them.

[0046] As component (D), from the viewpoints of improving the adhesion feeling of spreading while adhering to the skin without sliding on the skin when applied to the skin and improving the storage stability of the O / W / O type topical skin preparation, phytosphingosine and anionic surfactants are preferred, and anionic surfactants are more preferred. Furthermore, from the viewpoints of improving the adhesion feeling of the product when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation, the anionic surfactant preferably contains one or more selected from N-alkyloylmethyl taurine salts having 12 to 22 carbon atoms, N-acyl glutamic acid having 12 to 22 carbon atoms, or salts thereof, more preferably N-alkyloylmethyl taurine salts having 12 to 22 carbon atoms, and even more preferably N-stearoyl-N-methyl taurine sodium. Furthermore, as the N-acyl glutamic acid having 12 to 22 carbon atoms or a salt thereof, N-stearoyl-L-glutamic acid salt is preferred, and N-stearoyl-L-glutamic acid sodium salt is more preferred.

[0047] Component (D) can be used alone or in combination of two or more types, and the content is preferably 0.1 to 2 mass % of the total composition, more preferably 0.2 to 1.5 mass %, and even more preferably 0.3 to 0.8 mass %, from the viewpoints of improving the adhesion feeling when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0048] Component (E) is one or more nonionic surfactants selected from silicone surfactants, sorbitan fatty acid esters, and polyglycerin fatty acid esters.

[0049] Examples of silicone surfactants include crosslinked polyether-modified silicones, crosslinked polyglycerin-modified silicones, polyether-modified silicones, and polyglycerin-modified silicones. Crosslinked polyether-modified silicone is a three-dimensional crosslinked product in which organopolysiloxane chains are crosslinked with polyether. Examples of cross-linked polyether-modified silicones include (dimethicone / (PEG-10 / 15)) crosspolymer, (PEG-15 / lauryl dimethicone) crosspolymer, and (PEG-10 / lauryl dimethicone) crosspolymer. From the viewpoints of improving the adhesion when applied to the skin, preventing slippage and allowing the composition to spread while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation, one or more types selected from (dimethicone / (PEG-10 / 15)) crosspolymer and (PEG-15 / lauryl dimethicone) crosspolymer are preferred, and (dimethicone / (PEG-10 / 15)) crosspolymer is preferred. The crosslinked polyether-modified silicone is preferably diluted or dispersed in a volatile hydrocarbon oil or silicone oil, with isododecane and polyisobutene being more preferred as the volatile hydrocarbon oil. Examples of crosslinked polyether-modified silicones that can be used include commercially available products such as KSG-210 and KSG-240 ((dimethicone / (PEG-10 / 15)) crosspolymer; KSG-310, KSG-320, and KSG-330 ((PEG-15 / lauryl dimethicone) crosspolymer); and KSG-340 ((PEG-10 / lauryl dimethicone) crosspolymer and (PEG-15 / lauryl dimethicone) crosspolymer) (all manufactured by Shin-Etsu Chemical Co., Ltd.). These crosslinked polyether-modified silicones can be used alone or in combination of two or more.

[0050] Crosslinked polyglycerin-modified silicones are three-dimensional crosslinked products in which organopolysiloxane chains are crosslinked with polyglycerin. Specific examples include (dimethicone / polyglycerin-3) crosspolymer and alkyl-co-modified (lauryl dimethicone / polyglycerin-3) crosspolymer. Dimethicone / polyglycerin-3 crosspolymer is preferred from the viewpoints of improving the adhesion when applied to the skin, preventing slippage and allowing the product to spread while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of O / W / O type topical skin preparations. Examples of crosslinked polyglycerin-modified silicones that can be used include commercially available products such as KSG-710 (dimethicone / polyglycerin-3 crosspolymer) and KSG-810 (lauryl dimethicone / polyglycerin-3 crosspolymer) (both manufactured by Shin-Etsu Chemical Co., Ltd.). These crosslinked polyglycerin-modified silicones can be used alone or in combination of two or more.

[0051] Polyether-modified silicone is a silicone having a monovalent polyoxyalkyl group in its structure. Examples of polyether-modified silicones include PEG-3 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, PEG-11 methyl ether dimethicone, PEG-9 polydimethylsiloxyethyl dimethicone, and cetyl PEG / PPG-10 / 1 dimethicone. From the viewpoints of improving the adhesion that does not slide on the skin when applied to the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation, one or more selected from PEG-3 dimethicone, PEG-10 dimethicone, and PEG-12 dimethicone are preferred, and one or more selected from PEG-3 dimethicone and PEG-10 dimethicone are preferred. Commercially available products include KF-6011, KF-6015, KF-6017, KF-6025, KF-6028, and KF-6048 (all manufactured by Shin-Etsu Chemical Co., Ltd.). These polyether-modified silicones can be used alone or in combination of two or more.

[0052] Polyglycerin-modified silicone refers to a silicone having a monovalent polyglyceryl group in its structure, and examples thereof include polyglyceryl-3 disiloxane dimethicone and polyglyceryl-3 polydimethylsiloxyethyl dimethicone. From the viewpoint of improving the adhesion of the product to the skin, preventing slippage and allowing it to spread while adhering to the skin, improving the moisture evaporation suppression effect, and improving the storage stability of O / W / O type topical skin preparations, Polyglyceryl-3 polydimethylsiloxyethyl dimethicone is preferred. Commercially available products include KF-6100 and KF-6104 (both manufactured by Shin-Etsu Chemical Co., Ltd.). These polyglycerin-modified silicones can be used alone or in combination of two or more.

[0053] Examples of sorbitan fatty acid esters include sorbitan mono-fatty acid esters, sorbitan di-fatty acid esters, and sorbitan tri-fatty acid esters, and sorbitan mono-fatty acid esters are preferred from the viewpoints of improving the adhesion of the sorbitan fatty acid ester when applied to the skin, not slipping on the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of O / W / O type topical skin preparations. Also, from the same viewpoints, the number of carbon atoms in the fatty acid residue constituting the sorbitan fatty acid ester is preferably 12 to 22, more preferably 14 to 20, and even more preferably 16 to 18.

[0054] Examples of polyglycerol fatty acid esters include diglycerol fatty acid esters and triglycerol fatty acid esters, and diglycerol fatty acid esters are preferred from the viewpoints of improving the adhesion of the product when applied to the skin, not slipping on the skin but spreading while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of O / W / O type topical skin preparations. Also, from the same viewpoints, the number of carbon atoms in the fatty acid residues constituting the polyglycerol fatty acid ester is preferably 12 to 22, more preferably 14 to 20, and even more preferably 16 to 18.

[0055] From the viewpoints of improving the adhesion of the composition when applied to the skin, which does not slide on the skin but spreads while adhering to the skin, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation, component (E) preferably contains at least one or more selected from silicone surfactants and sorbitan monofatty acid esters, more preferably contains a silicone surfactant, even more preferably contains one or more selected from crosslinked polyether-modified silicones and polyether-modified silicones, even more preferably contains crosslinked polyether-modified silicones, and particularly preferably contains a (dimethicone / (PEG-10 / 15)) crosspolymer.

[0056] Component (E) can be used alone or in combination of two or more types, and the content is preferably 1 to 8 mass % of the total composition, more preferably 2 to 6 mass %, and even more preferably 3 to 5 mass %, from the viewpoints of improving the adhesion when applied to the skin, preventing slippage and allowing the formulation to spread while adhering to the skin, and improving the storage stability of the O / W / O type topical skin preparation. Component (E) is preferably contained in the outer oil phase. For example, it is more preferable that the outer oil phase contains component (E) at the concentration described above.

[0057] In the present invention, the water content is preferably 20 to 80% by mass, more preferably 30 to 70% by mass, and even more preferably 40 to 60% by mass of the total composition, from the viewpoints of improving the adhesion of the O / W / O type topical skin preparation when applied to the skin, preventing slippage, improving the moisture evaporation inhibitory effect, and improving the storage stability of the O / W / O type topical skin preparation.

[0058] In addition to the above-mentioned components, the O / W / O type topical skin preparation of the present invention can optionally contain various commonly used components within the scope of not impairing the effects of the present invention. These components include, for example, oily components other than those mentioned above, polyhydric alcohols, water-soluble polymers, antioxidants, ultraviolet absorbers, vitamins, preservatives, pH adjusters, fragrances, plant extracts, colorants, cooling agents, antiperspirants, disinfectants, skin activators, etc.

[0059] The O / W / O type external skin preparation of the present invention can be produced by a conventional method. In the O / W / O type external skin preparation of the present invention, component (C) is contained in at least the inner oil phase and may also be contained in the outer oil phase, and oily components other than component (C) may be contained in either the inner oil phase or the outer oil phase. In addition, in the O / W / O type external skin preparation of the present invention, it is preferable that components (A), (B), (C) and (D) are contained in the inner oil phase, and further that components (C) and (E) are contained in the outer oil phase.

[0060] The O / W / O type external skin preparation can be produced, for example, by the following method. First, components (A) to (D) are uniformly dissolved at high temperature to prepare the inner oil phase to be contained in the inner layer of the O / W / O type topical skin preparation. The water phase is added to the inner oil phase and mixed, and then cooled to prepare an O / W type emulsion. Next, component (E) and the remaining oil are mixed to prepare the outer layer oil phase contained in the outer layer of the O / W / O type topical skin preparation. The O / W / O type topical skin preparation can be produced by adding the O / W type emulsion to the outer layer oil phase and mixing.

[0061] The O / W / O type topical skin preparation of the present invention can be used for cosmetics, quasi-drugs, and pharmaceutical applications, and can be applied as skin care cosmetics such as lotions, emulsions, creams, serums, dispersions, gels, ointments, packs, mousses, aerosols, poultices, and cleansers; UV protection cosmetics such as sunscreen emulsions and sunscreen creams; and makeup cosmetics such as makeup bases, foundations, concealers, blushers, eye shadows, mascaras, eyeliners, eyebrow products, overcoats, and lipsticks. Application as skin care cosmetics is preferred, and application as emulsions and creams is more preferred. [Example]

[0062] Examples 1 to 14, Comparative Examples 1 to 6 O / W / O type skin cosmetics were prepared with the compositions shown in Tables 1 to 3, and the moisture evaporation inhibition rate and adhesion feeling were evaluated. The results are also shown in Tables 1 to 3.

[0063] (Manufacturing method) (1) Components (A) to (D) were mixed and dissolved uniformly at 80°C to prepare an inner oil phase to be contained in the inner layer of an O / W / O type skin cosmetic. (2) Water and other water-soluble components were mixed and dissolved uniformly at 80°C to prepare an aqueous phase. (3) The aqueous phase obtained in (2) was added to the inner oil phase obtained in (1), emulsified by phase inversion emulsification, and then allowed to cool to room temperature (25°C) to obtain an O / W emulsion. (4) Component (E) and the remaining oils were mixed uniformly at room temperature (25°C) to prepare the outer layer oil phase contained in the outer layer of the O / W / O type skin cosmetic. (5) The O / W type emulsion obtained in (3) was added to the outer oil phase obtained in (4), and emulsified by stirring until homogeneous, thereby obtaining an O / W / O type skin cosmetic.

[0064] (Evaluation method) (1) Water evaporation inhibition rate: Each O / W / O type skin cosmetic was evenly placed in a metal container (SUSIII) with a diameter of 50 mm and a depth of 0.5 mm, and stored in a thermostatic chamber at a temperature of 20±1°C and a humidity of 10±1%. The moisture evaporation inhibition rate was determined by measuring the weight change after 24 hours. The moisture evaporation inhibition rate was calculated using the following formula: Moisture content of each skin care product before storage (W1): [(total weight of each skin care product + metal container before storage) - (weight of metal container)] x percentage of moisture content in each skin care product Moisture content of each skin care product after 24 hours of storage (W2): (W1) - [(weight of each skin care product before storage + total weight of the metal container) - (weight of each skin care product after 24 hours + total weight of the metal container)] Water evaporation inhibition rate (%) = [1-(W2) / (W1)] x 100

[0065] (Close contact) Three expert evaluators took 1g of each O / W / O type skin cosmetic and massaged it into a 4x10cm area on the inside of the forearm with their index and middle fingers at a speed of one stroke per second for 20 seconds, and evaluated the feeling of slipping on the skin when spreading it on a 5-point scale as shown below. Note that when the feeling of slipping on the skin is reduced, the skin feels more closely spreadable. The results are shown as the total scores of the three evaluators. 5: No slippery feeling at all (very good adhesion). 4: Almost no slipperiness (good adhesion). 3: Not much of a slippery feeling (somewhat adheres to the skin). 2: Feels like it slides on top (almost no adhesion). 1: There is a clear feeling of slipping on top (no feeling of adhesion at all).

[0066] [Table 1]

[0067] [Table 2]

[0068] [Table 3]

[0069] *1 Glycerin monobehenate: Sunsoft No. 8100-C, manufactured by Taiyo Kagaku Co., Ltd. *2 Cetyl alcohol: Cetyl alcohol NX, manufactured by Kokyu Alcohol Kogyo Co., Ltd. *3 Squalane: Squalane, manufactured by Kishimoto Special Cod Liver Oil Industry Co., Ltd. *4 Sodium Stearoyl Methyl Taurate (Sodium N-Stearoyl-N-Methyl Taurate): Nikkol SMT, manufactured by Nikko Chemicals Co., Ltd. *5 (Dimethicone / (PEG-10 / 15)) crosspolymer: Silicone KSG-210 ((Dimethicone / (PEG-10 / 15)) crosspolymer: 25% by mass, dimethylpolysiloxane (6cs): 75% by mass), manufactured by Shin-Etsu Chemical Co., Ltd. (The amount of (Dimethicone / (PEG-10 / 15)) crosspolymer in Tables 1 to 3 is the amount of (Dimethicone / (PEG-10 / 15)) crosspolymer in Silicone KSG-210. Note that the dimethylpolysiloxane (6cs) contained in Silicone KSG-210 is listed separately from the (Dimethicone / (PEG-10 / 15)) crosspolymer.) *6 Hydrogenated polyisobutene: Pearleem EX, manufactured by NOF Corporation *7 Dimethylpolysiloxane (2cs): Silicone KF-96A-2CS, manufactured by Shin-Etsu Chemical Co., Ltd. *8 Cetyl-1,3-dimethylbutyl ether: ASE-166K, manufactured by Kao Corporation *9 Isononyl isononanoate: Salacos 913, manufactured by Nisshin Oillio Group Co., Ltd. *10 Neopentyl glycol dicaprate: Estemol N-01, manufactured by Nisshin Oillio Group Co., Ltd. *11 Pseudoceramide: Sphingolipid E, manufactured by Kao Corporation *12 Sodium stearoyl glutamate, Amisoft HS-11P, manufactured by Ajinomoto Co., Inc. *13 Phytosphingosine: Phytosphingosine, manufactured by Evonik *14 Stearyltrimethylammonium chloride: Kotamine 86W (stearyltrimethylammonium: 28% by mass, water: 72% by mass), manufactured by Kao Corporation (The amount of stearyltrimethylammonium is listed in Table 3)

Claims

1. The following components (A), (B), (C), (D), and (E): (A) a glycerin mono-fatty acid ester having 12 to 26 carbon atoms, (B) a higher alcohol having 12 to 22 carbon atoms, (C) an oil agent that is liquid at 25°C; (D) one or more compounds selected from sphingosine salts and ionic surfactants, (E) One or more nonionic surfactants selected from silicone surfactants, sorbitan fatty acid esters, and polyglycerin fatty acid esters an O / W / O type external skin preparation containing Component (C) is contained at least in the inner oil phase of the O / W / O type external skin preparation, An O / W / O type topical skin preparation in which the mass ratio of component (C) contained in the inner oil phase to the total amount of components (A) and (B) ((C) contained in the inner oil phase) / ((A)+(B)) is greater than 0 and less than 3.

2. 2. The O / W / O type external skin preparation according to claim 1, wherein the component (C) contained in the inner oil phase comprises at least one or more oils selected from hydrocarbon oils, ester oils, ether oils and silicone oils.

3. 3. The O / W / O type external skin preparation according to claim 1, wherein the content of component (C) contained in the inner oil phase is 0.1 to 6% by mass.

4. 3. The O / W / O type external skin preparation according to claim 1, wherein the mass ratio (A) / (B) of component (A) to component (B) is 0.1 to 4.

5. 3. The O / W / O type external skin preparation according to claim 1, wherein component (A) is contained in the inner oil phase.

6. 3. The O / W / O type external skin preparation according to claim 1, wherein component (D) comprises at least one selected from acylamino acid salts and acylmethyltaurine salts.

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