Oil-in-water emulsion cosmetic

Abstract

[Problem] To provide an oil-in-water emulsion cosmetic giving an excellent use feeling. [Solution] An oil-in-water emulsion cosmetic comprising (A) a cyclic carboxamide derivative having a specific structure or a salt of the derivative, (B) a polyoxyalkylene-modified silicone, (C) an oil, and (D) water.

Description

Technical Field

[0001] The present invention relates to an oil-in-water type emulsified cosmetic.

Background Art

[0002] An oil-in-water type emulsion composition containing a polyoxyalkylene-modified silicone and having silicone nanodisks formed therein has been proposed (Patent Document 1). Such a composition has good emulsion stability, can contain an amount of oil that cannot be formulated by ordinary solubilization, and can suppress stickiness. For such a composition, users have demanded a better feeling in use, and there has been room for further improvement in the feeling in use.

[0003] On the other hand, cyclic carboxamide derivatives are known to have an anti-wrinkle effect and a pigmentation inhibitory effect, and it has been proposed to be formulated in cosmetics and the like (Patent Document 2).

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Summary of the Invention

[0005] According to the studies by the present inventors, it has been found that when a cyclic carboxamide derivative is used in a cosmetic, it tends to cause stickiness. The present inventors have surprisingly found that an excellent feeling in use can be achieved by using an oil-in-water type cosmetic containing a combination of a polyoxyalkylene-modified silicone and a specific cyclic carboxamide derivative. The present invention is based on these findings.

[0006] According to the present invention, the following inventions are provided. [1] A cyclic carboxamide derivative represented by the 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) Polyoxyalkylene-modified silicone, (C) Oils and (D)Water An oil-in-water 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 7% by mass of the total amount of the cosmetic composition. [5] A cosmetic composition according to any one of [1] to [4], wherein component (B) has a linear silicone skeleton. [6] A cosmetic composition according to any of [1] to [5], wherein the HLB value of component (B) calculated by the Griffin method is less than 10. [7](B)The cosmetic composition according to any one of [1] to [6], wherein component (B) is PEG-12 dimethicone. [8] The cosmetic composition according to any one of [1] to [7], wherein the amount of component (B) is 0.1 to 7% by mass relative to the total amount of the cosmetic composition. [9](C) The amount of ingredient is 0.5 to 30% by mass of the total amount of the cosmetic, as described in any of [1] to [8].

[10] (E) A cosmetic composition according to any one of [1] to [9], further comprising an ingredient selected from the group consisting of ethyl alcohol and dipropylene glycol.

[11] The cosmetic composition according to

[10] , wherein the amount of ingredient (E) is 1 to 20% by mass relative to the total amount of the cosmetic composition.

[0007] According to the present invention, it is possible to provide an oil-in-water emulsion cosmetic with excellent usability. In particular, it is refreshing during application, and after application, stickiness is suppressed, and it can further provide a moist feeling to the skin. Specific description of the invention

[0008] The present invention relates to an oil-in-water emulsion cosmetic (hereinafter sometimes referred to as "cosmetic") comprising (A) a cyclic carboxamide derivative having a specific structure or a salt thereof, (B) a polyoxyalkylene-modified silicone, (C) an oil, and (D) water. The cosmetic composition according to the present invention is a silicone nanodisc-containing cosmetic composition. It is believed that the emulsification stability is maintained by the adsorption of silicone nanodiscs, which do not contain an internal phase and are formed by optimizing vesicles that serve as nanodisc precursors, onto the surface of oil droplets.

[0009] (A) Cyclic carboxamide derivatives or salts thereof The cosmetic composition according to the present invention comprises 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 above hydrocarbon group 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, an alkoxycarbonylalkyl group, and is preferably an alkyl group.

[0010] In a preferred form, in the formula (1) of component (A), R 1 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 the formula (1) include, for example, the following.

Chemical formula

[0011] Component (A) may be a salt of the cyclic carboxamide derivative represented by the 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 component (A) can be blended. The blending amount of component (A) is preferably 0.05 to 7% by mass, more preferably 0.3 to 4% by mass, and still more preferably 0.5 to 3.5% by mass based on the total amount of the cosmetic.

[0013] (B) Polyoxyalkylene-modified silicone The cosmetic composition according to the present invention comprises (B) a polyoxyalkylene-modified silicone. Component (B) has a linear or branched polysiloxane as its main backbone and polyoxyalkylene groups in its side chains. Preferably, component (B) has a linear silicone backbone. Examples of polyoxyalkylene groups include polyoxyethylene groups, polyoxypropylene groups, polyoxybutylene groups, polyoxyethylene-polyoxypropylene groups, and polyoxyethylene-polyoxybutylene groups, with polyoxyethylene groups being preferred. The average degree of polymerization of monomer units in the polyoxyalkylene group is preferably 5 to 100 or less, more preferably 5 to 50, and even more preferably 10 to 15. Examples of substituents on the polysiloxane skeleton include hydrogen, a C1-C6 alkyl group, or a C6-C9 aryl group, with methyl group being preferred. The average degree of polymerization of monomer units in the polysiloxane skeleton is preferably 3 to 550. The HLB value of component (B) calculated by the Griffin method is preferably less than 10, and more preferably 3 or more and less than 10. A preferred form of component (B) is one in which some of the methyl groups of dimethicone are replaced with polyethylene glycol, such as PEG-10 dimethicone and PEG-12 dimethicone, with PEG-12 dimethicone being preferred. Examples of commercially available PEG-12 dimethicone include DOWSIL ES-5373 (manufactured by Dow-Toray), SH3772M, SH3773M, SH3775M (all manufactured by Dow Corning Silicone), and IM-22 (manufactured by Wacker Chemical).

[0014] (B) One or more components may be included. The amount of component (B) is preferably 0.1 to 7% by mass, and more preferably 1 to 4% 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 hydrocarbon oils, silicone oils (excluding component (B)), ester oils, higher fatty acids, higher alcohols, liquid oils, solid oils, semi-solid oils, etc., and are preferably selected from the group consisting of hydrocarbon oils, silicone oils, and ester oils.

[0016] Examples of hydrocarbon oils include isododecane, isohexadecane, isoparaffin, mineral oil (liquid paraffin), ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, and hydrogenated polydecene.

[0017] 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, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.), acrylic silicones, etc., with linear polysiloxanes being preferred.

[0018] 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-hydroxystearin. Cholesteryl acid, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, tripropylene glycol pivalate, diisostearyl malate, glyceryl di-2-heptyl undecanoate, glyceryl diisostearate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, tetra-2-ethylhexanoate Pentaerythritol benzoate, glyceryl tri-2-ethylhexanoate (triethylhexanoin), glyceryl trioctanoate, glyceryl triisopalmitate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate-2-ethylhexyl palmitate, glyceryl trimiristate, glyceride tri-2-heptylundecanoate, methyl castor oil fatty acid ester, oleyl oleate, acetoglyceride, 2-heptylundecanoate Examples include syl, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, 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.

[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, germ oil, and triglycerin. Examples of solid oils include cocoa butter, coconut oil, hydrogenated coconut oil, palm oil, palm kernel oil, hydrogenated palm oil, Japanese wax kernel oil, hydrogenated oil, Japanese wax, and hydrogenated castor oil. Examples of semi-solid oils include shea butter, partially hydrogenated coconut oil, and partially hydrogenated jojoba oil.

[0022] (C) One or more components may be included. The amount of (C) component is preferably 0.5 to 30% by mass, and more preferably 1 to 15% by mass, relative to the total amount of the cosmetic.

[0023] (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 20 to 95% by mass, and more preferably 60 to 90% by mass, relative to the total amount of the cosmetic composition according to the present invention.

[0024] (E) A component selected from the group consisting of ethyl alcohol and dipropylene glycol. The cosmetic composition according to the present invention may further contain a component selected from the group consisting of (E) ethyl alcohol (ethanol) and dipropylene glycol. Component (E) may be either ethyl alcohol or propylene glycol, or both, but preferably contains both ethyl alcohol and propylene glycol.

[0025] The amount of component (E) is preferably 1 to 20% by mass, and more preferably 3 to 16% by mass, relative to the total amount of the cosmetic.

[0026] (F) Ionic surfactant The cosmetic composition according to the present invention may further contain (F) an ionic surfactant. The inclusion of component (F) further improves stability. Component (F) is different from component (B) and is not particularly limited as long as it is an ionic surfactant. Component (F) is preferably an anionic surfactant, more preferably a sulfonate-type anionic surfactant, such as sulfosuccinate diester salts, alkylallyl sulfonates, alkyl ether sulfonates, sulfosuccinate salts, acylmethyl taurate salts, acyl taurate salts, etc. (F) is more preferably an N-acylmethyl taurate salt, and particularly preferably sodium stearoylmethyl taurate.

[0027] (F) One or more components may be included. The amount of component (F) is preferably 0.001 to 0.5% by mass, and more preferably 0.005 to 0.1% by mass, relative to the total amount of the cosmetic.

[0028] (G) Thickener The cosmetic composition according to the present invention may further contain (G) a thickening agent. (G) Examples of components include gum arabic, carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (marmelo), casein, dextrin, gelatin, sodium pectinate, sodium araginate, methylcellulose, ethylcellulose, CMC, hydroxyethylcellulose, hydroxypropylcellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer (carbomer), (dimethylacrylamide / sodium acryloyldimethyltaurate) crosspolymer, (ammonium acryloyldimethyltaurate / VP) copolymer, (ammonium acryloyldimethyltaurate beheneth-25 methacrylate) crosspolymer, (sodium acrylate / sodium acryloyldimethyltaurate) copolymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium sulfate cellulose, xanthan gum, magnesium aluminum silicate, bentonite, hectorite, magnesium aluminum silicate (bee gum), laponite, anhydrous silicic acid, etc.

[0029] (G) One or more components may be included. The amount of component (G) is preferably 0.05 to 3% by mass, and more preferably 0.2 to 1% by mass, relative to the total amount of the cosmetic.

[0030] In addition to the above-mentioned components, the cosmetic composition according to the present invention may contain any other components commonly used in cosmetics and pharmaceuticals. Examples of such optional components are listed below, and one or more of these may be included, as long as they achieve the effects of the present invention.

[0031] Examples of humectants include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol (BG), erythritol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, carotenoid acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, Rosa rugosa extract, Achillea millefolium extract, and Melilotus extract.

[0032] Examples of metal ion chelating agents include 1-hydroxyethane-1,1-diphosphonic acid, tetrasodium 1-hydroxyethane-1,1-diphosphonic acid, disodium EDTA (EDTA-2Na), trisodium EDTA, tetrasodium EDTA, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, succinic acid, EDTA, and trisodium ethylenediaminehydroxyethyl triacetate.

[0033] 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.

[0034] 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, and phenoxyethanol.

[0035] Examples of drugs include ascorbic acid (vitamin C), tranexamic acid, kojic acid, ellagic acid, arbutin, alkoxysalicylic acid, glycyrrhizic acid, tocopherol, retinol, and their salts or derivatives (e.g., sodium L-ascorbate, magnesium L-ascorbate ester salt, L-ascorbic acid glucoside, 2-O-ethyl-L-ascorbic acid, 3-O-ethyl-L-ascorbic acid, sodium 4-methoxysalicylate salt, potassium 4-methoxysalicylate salt, dipotassium glycyrrhizate, stearyl glycyrrhetinate, tocopherol acetate, retinol acetate, retinol palmitate, etc.), nicotinic acid or its derivatives (e.g., nicotinamide), and caffeine. Examples of ingredients include tannins, verapamil and its derivatives, licorice extract, glabridin, hot water extract of fire vine fruit, various herbal medicines, hydrolyzed silk, hydrolyzed conchiolin, tea extract, tormentilla root extract, angelica leaf / stem extract, aloe vera leaf extract, cherry leaf extract, angelica root extract, shiitake mushroom peel extract, iris root extract, spiny cypress / shrimp / kelp / green laver / wakame extract, cattail extract, Isodon leaf / stem extract, camellia seed extract, kelp / wakame extract, Bupleurum falcatum root extract, watercress leaf / stem extract, cassia bark extract, rosemary leaf oil, lavender oil, glutamic acid, trimethylglycine, chlorphenesin, menthoxypropanediol, etc.

[0036] In addition, UV absorbers, powdered ingredients, fragrances, etc., can be added as appropriate.

[0037] The method for producing the cosmetic composition according to the present invention is not particularly limited, but for example, it can be produced by the following method. The aqueous phase and (B) polyoxyethylene-modified silicone are mixed to form vesicles, which are precursors to nanodiscs. Here, the aqueous phase is not particularly limited as long as it is a formulation in which water and (if included, component (E)) are the main media, and in addition to water or aqueous solvents, ingredients commonly used in cosmetics can be added in amounts that do not impair the stability of the nanodiscs. By adding (C) oil to the aqueous phase containing vesicles, which are precursors of nanodiscs, and stirring, the vesicles, which are precursors of nanodiscs, transfer to and adsorb onto the nanodiscs at the oil-water interface, thereby forming a highly stable cosmetic. Other components may be added beforehand in the aqueous phase before vesicle formation, or they may be added after vesicle formation.

[0038] 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.), skin cleansing products (e.g., facial cleansers, makeup removers, 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. [Examples]

[0039] 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.

[0040] [Examples 1-12 and Comparative Examples 1-3] Cosmetics for Examples 1-12 and Comparative Examples 1-3 were prepared using the formulations shown in Tables 1 and 2. The values ​​in the tables represent mass percent. [Table 1] [Table 2] (*1) DOWSIL ES-5373 (manufactured by Dow-Toray)

[0041] The cosmetic composition prepared as described above was observed visually and under an optical microscope immediately after preparation, and its stability was evaluated according to the following criteria. The results are shown in Tables 1 and 2. ○: No separation of oil was observed visually, and no significant coalescence or enlargement of emulsion particles was observed under an optical microscope. ×: Separation of oil was observed visually, and significant coalescence and enlargement of emulsion particles were observed under an optical microscope.

[0042] Seven expert panelists applied the cosmetics prepared above to their skin and evaluated them for "freshness during application," "non-stickiness after application," and "moisture retention after application." Based on the evaluations of each expert panelist, a judgment was made according to the following criteria. The results are shown in Tables 1 and 2. [The fresh feeling during application] A: More than 5 out of 7 panel members responded that it had a fresh, juicy feel. B: Between 3 and 4 out of 7 panel members responded that it had a fresh, juicy feel. C: Of the 7 panel members, one to two responded that it had a fresh, moist texture. D: All seven panel members responded that it lacked a fresh, juicy feel. [Lack of stickiness on the skin after application] A: More than 5 out of 7 panel members responded that there was no stickiness. B: Of the 7 panel members, 3 to 4 responded that there was no stickiness. C: Of the 7 panel members, 1 to 2 responded that there was no stickiness. D: All seven panel members responded that it felt sticky. [Skin's moisture level after application] A: More than 5 out of 7 panel members responded that their skin felt moisturized. B: Of the 7 panel members, 3 to 4 responded that their skin felt moisturized. C: Of the 7 panel members, 1 to 2 responded that their skin felt moisturized. D: All seven panel members responded that their skin lacked moisture.

Claims

1. (A) 1-(2-hydroxyethyl)-2-imidazolidinone, (B) PEG-10 dimethicone or PEG-12 dimethicone, (C) Oils and (D) Water It includes, (A) The amount of ingredient included is 0.5 to 3.5% by mass relative to the total amount of cosmetic product. (B) An oil-in-water emulsion cosmetic in which the amount of component is 1 to 4% by mass of the total amount of the cosmetic.

2. The cosmetic composition according to claim 1, wherein the HLB value of component (B), calculated by the Griffin method, is less than 10.

3. The cosmetic composition according to claim 1 or 2, wherein component (B) is PEG-12 dimethicone.

4. The cosmetic composition according to claim 1 or 2, wherein the amount of component (C) is 0.5 to 30% by mass of the total amount of the cosmetic composition.

5. (E) The cosmetic composition according to claim 1 or 2, further comprising a component selected from the group consisting of ethyl alcohol and dipropylene glycol.

6. The cosmetic composition according to claim 5, wherein the amount of component (E) is 1 to 20% by mass relative to the total amount of the cosmetic composition.

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