Water-in-oil emulsion cosmetic

Abstract

[Problem] To provide a water-in-oil emulsion cosmetic that imparts an excellent sensation when applied. [Solution] A water-in-oil emulsion cosmetic containing: (A) a cyclic carboxamide derivative having a specific structure or a salt thereof; (B) a water-soluble benzylidene camphor derivative or benzylidene camphor derivative salt; (C) an oil component; and (D) water.

Description

[Technical Field]

[0001] This invention relates to a water-in-oil emulsion cosmetic. [Background technology]

[0002] UV absorbers used in sunscreen cosmetics include oil-soluble and water-soluble UV absorbers. Oil-soluble UV absorbers are often used due to their UV absorption capacity, ease of handling, and cost. However, oil-soluble UV absorbers can cause stickiness. Therefore, the use of water-soluble UV absorbers is also being considered, and for example, a water-in-oil emulsion cosmetic containing a water-soluble UV absorber having a sulfonic acid group has been proposed (Patent Document 1). Users of such cosmetics are seeking a better user experience, and there was room for further improvement in user experience.

[0003] On the other hand, cyclic carboxamide derivatives are known to have anti-wrinkle and anti-pigmentation effects, and their incorporation into cosmetics and other products has been proposed (Patent Document 2). [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] Japanese Patent Publication No. 2007-217393 [Patent Document 2] International release 2011 / 040496 [Overview of the project]

[0005] In water-in-oil formulations, there is room for improvement in terms of usability, such as oiliness. Surprisingly, the inventors have found that a superior usability can be achieved by using a water-in-oil cosmetic composition containing a cyclic carboxamide derivative and a water-soluble benzylidene camphor derivative or a benzylidene camphor derivative salt. The present invention is based on these findings.

[0006] The present invention provides the following: [1](A) A cyclic carboxamide derivative represented by formula (1) or a salt thereof [ka] (In the formula, R 1 This is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom. X is -CH2- or -N(R 2 )- and here, R 2 is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom, and n is an integer between 1 and 3. (B) Water-soluble benzylidene camphor derivative or benzylidene camphor derivative salt, (C) Oils and (D)Water A water-in-oil emulsion cosmetic comprising the following: [2] In formula (1) of component (A), R 1 However, it is a hydroxyalkyl group having 1 to 3 carbon atoms. X is -CH2- or -NH-, and The cosmetic product described in [1], wherein n is 1. [3] The cosmetic composition according to [1] or [2], wherein component (A) is 1-(2-hydroxyethyl)-2-imidazolidinone. [4] The cosmetic composition according to any one of [1] to [3], wherein the amount of ingredient (A) is 0.05 to 5% by mass relative to the total amount of the cosmetic composition. [5] A cosmetic composition according to any one of [1] to [4], wherein component (B) is selected from the group consisting of terephthalylidene dicamphor sulfonic acid, benzylidene camphor sulfonic acid, and camphor benzalkonium methosulfate. [6](B) The amount of component is 0.05 to 10% by mass of the total amount of the cosmetic, as described in any of [1] to [5].

[0007] According to the present invention, it is possible to provide an oil-in-water emulsion cosmetic with excellent usability. In particular, it can provide smoothness and freshness without feeling oily during application. Specific description of the invention

[0008] The present invention relates to (A) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) a water-soluble benzylidene camphor derivative or a salt of a benzylidene camphor derivative, (C) an oil, and (D) This relates to a water-in-oil emulsion cosmetic (hereinafter sometimes referred to as "cosmetic") that contains water.

[0009] (A) Cyclic carboxamide derivatives or salts thereof The cosmetic composition according to the present invention comprises (A) a cyclic carboxamide derivative represented by formula (1) or a salt thereof (hereinafter sometimes referred to as component (A); the same applies to other components). [ka] During the ceremony, R 1 This is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom. X is -CH2- or -N(R 2 )- and here, R 2 is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom, and n is an integer between 1 and 3. The hydrocarbon group described above is not particularly limited and may be, for example, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a cycloalkylalkyl group, a haloalkyl group, an alkoxyalkyl group, or an alkoxycarbonylalkyl group, and is preferably an alkyl group.

[0010] In a preferred form, in formula (1) of component (A), R 1 However, it is a hydroxyalkyl group having 1 to 3 carbon atoms. X is -CH2- or -NH-, and n is 1. Specific examples of the cyclic carboxamide derivative represented by formula (1) include, for example, the following.

Chemical formula

[0011] The component (A) may be a salt of the cyclic carboxamide derivative represented by formula (1). The type of the salt is not particularly limited as long as it is a pharmacologically acceptable salt, and it may be an inorganic salt or an organic salt. Examples of the inorganic salt include hydrochloride, sulfate, phosphate, hydrobromide, sodium salt, potassium salt, magnesium salt, calcium salt, magnesium salt, ammonium salt, etc. Examples of the organic salt include acetate, lactate, maleate, fumarate, tartrate, methanesulfonate, p-toluenesulfonate, triethanolamine salt, amino acid salt, etc.

[0012] One or more kinds of the component (A) can be blended. The blending amount of the component (A) is preferably 0.05 to 5% by mass, more preferably 0.5 to 3.5% by mass, based on the total amount of the cosmetic. )

[0013] (B) Water-soluble benzylidene camphor derivative or benzylidene camphor derivative salt The cosmetic according to the present invention comprises a (B) water-soluble benzylidene camphor derivative or a benzylidene camphor derivative salt. The component (B) is a water-soluble ultraviolet absorber and is preferably present in the aqueous phase. Although benzylidene camphor generally has low water solubility, the component (B) used in the present invention has a benzylidene camphor skeleton and at the same time has a water-soluble group, and can stably exist in the aqueous phase. (B) When component B is a water-soluble benzylidene camphor derivative, it is preferable that it has a sulfo group. When component B is a benzylidene camphor derivative salt, the type of salt is not particularly limited as long as it is a pharmacokinetically acceptable salt, and may be an inorganic salt or an organic salt, but is preferably a sulfonate. Component (B) is more preferably selected from the group consisting of terephthalylidene dicamphor sulfonic acid, benzylidene camphor sulfonic acid, and camphor benzalkonium methosulfate.

[0014] (B) One or more components may be included. The amount of component (B) is preferably 0.05 to 10% by mass, and more preferably 0.5 to 5% by mass, relative to the total amount of the cosmetic.

[0015] (C) Oil content The cosmetic composition according to the present invention comprises (C) an oil component. Examples of component (C) include silicone oil, hydrocarbon oil, higher fatty acid, higher alcohol, ester oil, liquid oil, and oil-soluble ultraviolet absorber. Component (C) is preferably selected from the group consisting of silicone oil, ester oil, hydrocarbon oil, and oil-soluble ultraviolet absorber, and more preferably at least an oil-soluble ultraviolet absorber from among these. Here, ester oil does not contain an oil-soluble ultraviolet absorber.

[0016] Examples of silicone oils include linear polysiloxanes (e.g., dimethicone, diphenylsiloxyphenyl trimethicone, diphenylpolysiloxane, etc.), cyclic polysiloxanes (e.g., octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), silicone resins forming a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicones, etc., with linear polysiloxane being preferred.

[0017] Examples of ester oils include octyl octanoate, nonyl nonanoate, cetyl octanoate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate, ethylhexyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, and 12-hydroxystearate. Resteryl, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate, PPG-3 dipivalate, diisostearyl malate, glyceryl di-2-heptylundecanoate, glyceryl diisostearate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, tetra-2 - Pentaerythritol ethylhexanoate, glyceryl tri-2-ethylhexanoate (triethylhexanoin), glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate-2-ethylhexyl palmitate, glycerin trimyristate, glyceride tri-2-heptylundecanoate, methyl castor oil fatty acid ester, oleyl oleate, acetoglyceride, 2-heptyl palmitate Examples include undecyl adipate, diisobutyl adipate, phytosteryl / octyldodecyl lauroyl glutamate, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, triethyl citrate, cetyl ethylhexanoate, and macadamia nut fatty acid phytosteryl.

[0018] Examples of hydrocarbon oils include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), squalane, pristane, paraffin, squalene, and hydrogenated polydecene.

[0019] Examples of high-grade fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, tallic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).

[0020] Examples of higher alcohols include straight-chain alcohols (e.g., lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, etc.) and branched-chain alcohols (e.g., lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol, etc.).

[0021] Examples of liquid oils include avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, peach kernel oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, elm oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnamon oil, Japanese tuni oil, jojoba oil, wheat germ oil, and triglycerin.

[0022] Examples of oil-soluble UV absorbers include benzoic acid derivatives, salicylic acid derivatives, cinnamic acid derivatives, dibenzoylmethane derivatives, β,β-diphenyl acrylate derivatives, benzophenone derivatives, phenylbenzimidazole derivatives, triazine derivatives, phenylbenzotriazole derivatives, anthranyl derivatives, imidazoline derivatives, benzalmalonate derivatives, and 4,4-diarylbutadiene derivatives. Generally, it is known that when an oil-based UV absorber is incorporated into a cosmetic, the user experience tends to deteriorate, such as feeling sticky. According to the present invention, it is possible to provide a cosmetic that provides a satisfactory user experience even when an oil-soluble UV absorber is included. Therefore, in a preferred embodiment of the present invention, component (C) comprises an oil-soluble UV absorber.

[0023] (C) One or more components may be included. The amount of (C) component is preferably 20 to 70% by mass, and more preferably 30 to 60% by mass, relative to the total amount of the cosmetic.

[0024] (D)Water The cosmetic composition according to the present invention comprises (D) water. As the water, water used for cosmetics, quasi-drugs, etc., can be used, for example, purified water, ion-exchanged water, tap water, etc. The amount of water added is preferably 10 to 60% by mass, and more preferably 20 to 50% by mass, relative to the total amount of the cosmetic composition according to the present invention.

[0025] (E) Oil phase thickener The cosmetic composition according to the present invention may further contain (E) an oil phase thickener. Component (E) is a substance that can adjust the viscosity of the oil phase, and examples include dextrin fatty acid esters, sucrose fatty acid esters, and organically modified clay minerals.

[0026] Dextrin fatty acid esters are esters of dextrin or reduced dextrin with higher fatty acids, and are not particularly limited as long as they are commonly used in cosmetics. It is preferable to use dextrin or reduced dextrin with an average degree of polymerization of 3 to 100. Furthermore, it is preferable to use saturated fatty acids with 8 to 22 carbon atoms as the constituent fatty acids of the dextrin fatty acid ester. Specifically, examples include dextrin palmitate, dextrin oleate, dextrin stearate, dextrin myristate, and (palmitic acid / 2-ethylhexanoic acid) dextrin.

[0027] For the sucrose fatty acid ester, it is preferable to use those in which the fatty acid is linear or branched, saturated or unsaturated, and has 12 to 22 carbon atoms. Specifically, examples thereof include sucrose caprylate, sucrose capric acid ester, sucrose laurate, sucrose myristate, sucrose palmitate, sucrose stearate, sucrose oleate, sucrose erucate, and the like.

[0028] The organically modified viscosity mineral is, for example, a kind of colloidal hydrous aluminum silicate having a three-layer structure, and examples thereof include those obtained by modifying a clay mineral represented by the following formula with a quaternary ammonium salt type cationic surfactant. (X,Y) 2-3 (Si,Al)4O 10 (OH)2Z 1 / 3 ·nH2O In the formula, X is Al, Fe(III), Mn(III), or Cr(III), Y is Mg, Fe(II), Ni, Zn, or Li, and Z is K, Na, or Ca. Examples of such quaternary ammonium salt type cationic surfactants include dodecyltrimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, arachilltrimethylammonium chloride, behenyltrimethylammonium chloride, myristyldimethylethylammonium chloride, cetyldimethylethylammonium chloride, stearyldimethylethylammonium chloride, arachilldimethylethylammonium chloride, behenyldimethylethylammonium chloride, myristyldiethylmethylammonium chloride, and cetyldiethylmethyl Examples include ammonium chloride, stearyldiethylmethylammonium chloride, arachidyldiethylmethylammonium chloride, behenyldiethylmethylammonium chloride, benzyldimethylmyristylammonium chloride, benzyldimethylcetylammonium chloride, benzyldimethylstearylammonium chloride, benzyldimethylbehenylammonium chloride, benzylmethylethylcetylammonium chloride, benzylmethylethylstearylammonium chloride, dibehenyldihydroxyethylammonium chloride, and equivalent bromides, as well as dipalmitylpropylethylammonium methyl sulfate. The organically modified clay mineral is preferably selected from the group consisting of disteardimonium hectorite, quaternium-18 hectorite, stearalkonium hectorite, and distearyldimethylammonium chloride-treated aluminum magnesium silicate.

[0029] Other (E) components besides those listed above include, for example, ozokerite, ceresin, petrolatum, microcrystalline wax, cocoa butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japanese wax kernel oil, hydrogenated oil, Japanese wax, hydrogenated castor oil, shea butter, partially hydrogenated coconut oil, partially hydrogenated jojoba oil, etc.

[0030] (E) One or more components may be included. The amount of component (E) is preferably 0.05 to 3% by mass, and more preferably 0.1 to 1% by mass, relative to the total amount of the cosmetic.

[0031] (F) Nonionic surfactant with HLB of 1-7.5 The cosmetic composition according to the present invention may further contain a nonionic surfactant having an HLB of 1 to 7.5 for (F). The HLB of component (F) is preferably 0.1 to 10, and more preferably 0.5 to 5. Herein, in the present invention, the HLB (Hydrophile-Lipophile Balance) of component (F) can be determined by the Griffin method.

[0032] Component (F) is preferably selected from the group consisting of polyether-modified silicone, polyglycerin-modified silicone, polyglycerin fatty acid ester, and polyoxyalkylene fatty acid ester. Examples of polyether-modified silicones include PEG-9 polydimethylsiloxyethyl dimethicone, PEG-10 dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, and cetyl PEG / PPG-10 / 1 dimethicone. Examples of polyglycerin-modified silicones include bisbutyldimethicone polyglyceryl-3. Examples of polyglycerin fatty acid esters include polyglyceryl-2 diisostearate, polyglyceryl-6 triisostearate, polyglyceryl-10 pentastearate, polyglyceryl-10 pentaisostearate, polyglyceryl-10 pentaoleate, and polyglyceryl-6 polyricinoleate. Examples of polyoxyalkylene fatty acid esters include PEG-8 diisostearate, PEG-4 sorbitan triisostearate, and PEG-6 sorbitan hexastearate. Component (F) is more preferably selected from the group consisting of PEG-9 polydimethylsiloxyethyl dimethicone, PEG-10 dimethicone, lauryl PEG-9 polydimethylsiloxyethyl dimethicone, cetyl PEG / PPG-10 / 1 dimethicone, bis-butyl dimethicone polyglyceryl-3, polyglyceryl-2 diisostearate, polyglyceryl-6 polyricinoleate, and PEG-8 diisostearate.

[0033] (F) One or more components may be included. The amount of component (F) is preferably 0.5 to 7% by mass, and more preferably 1 to 5% by mass, relative to the total amount of the cosmetic.

[0034] In addition to the above-mentioned components, the present invention allows for the incorporation of any other components commonly used in cosmetics and pharmaceuticals into the cosmetic composition. Examples of such optional components are listed below, and one or more of these can be incorporated as long as they achieve the effects of the present invention.

[0035] Examples of humectants include polyethylene glycol, propylene glycol, dipropylene glycol (DPG), glycerin, 1,3-butylene glycol (BG), erythritol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, carotenoid acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, dl-pyrrolidone carboxylate, and short-chain soluble collagen.

[0036] Examples of lower alcohols include ethanol, 1-propanol, 2-propanol, isobutyl alcohol, and t-butyl alcohol.

[0037] Examples of metal ion chelating agents include 1-hydroxyethane-1,1-diphosphonic acid, tetrasodium 1-hydroxyethane-1,1-diphosphonic acid, disodium edetate, trisodium edetate, tetrasodium edetate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, succinic acid, edetate, and trisodium ethylenediaminehydroxyethyl triacetate.

[0038] Examples of neutralizing agents include 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, potassium hydroxide, sodium hydroxide, triethanolamine, and sodium carbonate.

[0039] Examples of pH adjusting agents include buffering agents such as lactate-sodium lactate, citrate-sodium citrate, and succinate-sodium succinate. Examples of antioxidants include dibutylhydroxytoluene, butylhydroxyanisole, sodium pyrosulfite, and gallic acid esters. Examples of preservatives include para-hydroxybenzoic acid esters such as methylparaben, ethylparaben, and butylparaben, as well as benzoic acid, salicylic acid, sorbic acid, parachlormethacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, photosensitizer, phenoxyethanol, and chlorphenesin.

[0040] Examples of powders include titanium dioxide, zinc oxide, cerium oxide, red iron oxide, yellow iron oxide, black iron oxide, ultramarine, talc, mica, sericite, kaolin, bentonite, clay, silicic acid, anhydrous silicic acid, magnesium silicate, zinc stearate, fluorinated fluorphlogopite, synthetic talc, barium sulfate, magnesium sulfate, calcium sulfate, boron nitride, bismuth oxychloride, alumina, zirconium oxide, magnesium oxide, chromium oxide, calamine, magnesium carbonate, and composites thereof, as well as inorganic powders containing coloring pigments, white pigments, cellulose, pearlescent agents, extender pigments, organic resin powders, etc., and these may be surface-treated.

[0041] In addition, other drugs, fragrances, surfactants other than those mentioned above may be added as appropriate.

[0042] Examples of cosmetics according to the present invention include skincare cosmetics (e.g., lotions, emulsions, creams, serums, packs, masks, etc.), makeup cosmetics (e.g., foundations, makeup bases, etc.), sunscreen cosmetics, ointments, etc. However, these forms are merely examples, and the cosmetics according to the present invention are not limited to these forms.

[0043] The cosmetic composition of the present invention is not particularly limited by the emulsification method and can be manufactured according to conventional methods. [Examples]

[0044] The present invention will be specifically described based on the following examples, but the present invention is not limited to these examples. Unless otherwise specified, the content is expressed as mass % of the total amount.

[0045] [Examples 1, 2 and Comparative Examples 1-7] Cosmetics for Examples 1 and 2 and Comparative Examples 1 to 7 were prepared using the formulations shown in Tables 1 and 2. The values ​​for each component in the table represent mass percent. [Table 1]

[0046] Ten expert panelists applied the cosmetics prepared above to their skin and evaluated their "oiliness," "smoothness," and "moisture" during application. Based on the evaluations of each expert panelist, a judgment was made according to the following criteria. The results are shown in Table 1. [Oilyness] A: More than 7 out of 10 panelists reported not feeling any oiliness during application. B: Of the 10 panel members, 4 to 6 responded that they did not feel it was oily. C: Three or fewer out of 10 panelists responded that they did not feel it was oily. [Smoothness] A: More than 7 out of 10 panelists reported feeling a smoothness during application. B: Between 4 and 6 out of 10 panel members responded that they felt it was smooth. C: Three or fewer out of 10 panel members responded that they felt it was smooth. [Freshness] A: More than 7 out of 10 panelists reported feeling a refreshing sensation during application. B: Between 4 and 6 out of 10 panel members responded that they felt it was fresh and vibrant. C: Three or fewer out of 10 panelists responded that they felt it was fresh and vibrant.

Claims

1. (A) A cyclic carboxamide derivative represented by formula (1) or a salt thereof 【Chemistry 1】 (In the formula, R １ This is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom. X is -CH ２ - or -N(R ２ ) - and here, R ２ is a hydrocarbon group having 1 to 6 carbon atoms, which may be substituted with a hydroxyl group, or a hydrogen atom, and n is an integer between 1 and 3. (B) Water-soluble benzylidene camphor derivative or benzylidene camphor derivative salt, (C) Oils and (D) Water A water-in-oil emulsion cosmetic comprising the following:

2. In formula (1) of component (A), R １ However, it is a hydroxyalkyl group having 1 to 3 carbon atoms. X is -CH ２ - or -NH- and The cosmetic composition according to claim 1, wherein n is 1.

3. (A) The cosmetic composition according to claim 1 or 2, wherein component (A) is 1-(2-hydroxyethyl)-2-imidazolidinone.

4. (A) The cosmetic composition according to claim 1 or 2, wherein the amount of component is 0.05 to 5% by mass relative to the total amount of the cosmetic composition.

5. The cosmetic composition according to claim 1 or 2, wherein component (B) is selected from the group consisting of terephthalylidene dicamphor sulfonic acid, benzylidene camphor sulfonic acid, and camphor benzalkonium methosulfate.

6. The cosmetic composition according to claim 1 or 2, wherein the amount of component (B) is 0.05 to 10% by mass relative to the total amount of the cosmetic composition.

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