JP4349883B2 - Skin external composition - Google Patents

Description

The present invention relates to a composition for external use for skin, which has significantly improved usability and safety while ensuring sufficient antiseptic properties.

In recent years, there has been a demand for a safe external composition for skin. On the other hand, the composition for external use of the skin must emphasize the preservability, and it is necessary to consider antiseptic and antifungal properties. Many compositions for external use of the skin contain paraoxybenzoic acid esters, commonly called parabens, as preservatives. The fact is that the antiseptic power is secured.

However, when parabens are blended as preservatives, rarely some sensitive users may experience skin irritation such as spotting during use, and the usability is also unsatisfactory. Naturally, it is also possible to prepare a composition for external use without blending parabens. In that case, however, in order to ensure antiseptic properties, a sub-container for each use can be used, or a tube container can be backed. Other complicated means such as providing a less mechanism were required, and the versatility was lacking.

This invention makes it a technical subject to provide the composition for external use of skin which has improved usability and safety | security significantly, ensuring sufficient antiseptic property.

As a result of intensive studies in view of the above problems, the present inventors have secured sufficient antiseptic properties by using a glycerin derivative represented by the following chemical formula (1) (wherein R represents a benzyl group or a phenyl group). However, the inventors have found that a composition for external use on the skin satisfying both usability and safety can be obtained, and the present invention has been completed.
That is, the present invention is a composition for external use on the skin containing a glycerin derivative represented by the following general formula (1) (wherein R represents a benzyl group or a phenyl group).

  The configuration of the present invention will be described in detail below.

  The glycerin derivative of the above chemical formula (1) used in the present invention (wherein R represents a benzyl group or a phenyl group) is a known substance, but it is a novel application to be blended into a composition for external use on the skin.

The glycerin derivative used in the present invention can be produced by a general synthesis method. For example, it can be easily produced from halohydrin such as glycidol, glycerin, chlorohydrin and bromohydrin and phenol or benzyl alcohol. It can also be obtained by hydrolysis after producing phenyl glycidyl ether or benzyl glycidyl ether. 3-phenoxy-1,2-propanediol is commercially available from Tokyo Chemical Industry Co., Ltd., and 3-benzyloxy-1,2-propanediol is commercially available from Sigma, etc., and can be easily obtained.

The glycerin derivative used in the present invention may be an optically active substance, a racemate, or a mixture thereof. In addition, 3-phenoxy-1,2-propanediol and 3-benzyloxy-1,2-propanediol may be used alone or in any combination.

  The glycerin derivative of this invention can be mix | blended with arbitrary skin external compositions. The blending amount varies depending on the product form and is not particularly limited, but usually 0.001% by mass or more is necessary and preferably 0.1% by mass or more in view of the antiseptic properties of the composition for external use on the skin. More preferably, the remarkable effect of the present invention is manifested when the content is 1.0% by mass or more. The upper limit of blending is difficult to limit in particular due to the properties as an external composition for skin, but when blended excessively, deterioration in usability such as stickiness is manifested, and blending of 10.0% by mass or less is preferable.

As the external composition base for skin to which the glycerin derivative of the present invention is blended, any conventional external composition base can be used. That is, liquids, gels, pastes, emulsions, creams, and the like can be used. In addition, components usually blended into the composition for external use of skin, for example, powder components, liquid fats, solid fats, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, ester oils, silicone oils, anionic surfactants, cationic surfactants Agent, amphoteric surfactant, nonionic surfactant, moisturizer, water-soluble polymer, thickener, film agent, UV absorber, sequestering agent, lower alcohol, polyhydric alcohol, sugar, amino acid, organic amine Needless to say, polymer emulsions, pH adjusters, skin nutrients, vitamins, antioxidants, antioxidant aids, other drugs, pigments, fragrances, water and the like can be used in combination.
In addition, the antibacterial action can be enhanced by blending a general dihydric alcohol or the like.
The glycerin derivative of the present invention is amphiphilic because of its structure, and is easily dissolved or compatible with water, alcohol, oil, etc., and is easy to blend. Moreover, there was an advantage that a feeling of use was good.

  The components that can be blended in the composition for external use with the glycerin derivative of the present invention are specifically listed below, but one or more of the following components can be blended to prepare a composition for external use on the skin. .

  Examples of the powder component include inorganic powders (for example, talc, kaolin, mica, sericite, muscovite, phlogopite, synthetic mica, saucite, biotite, permiculite, magnesium carbonate, calcium carbonate, silicic acid. Aluminum, barium silicate, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate (baked gypsum), calcium phosphate, fluorine apatite, hydroxyapatite, ceramic powder , Metal soap (eg, zinc myristate, calcium palmitate, aluminum stearate), boron nitride, etc .; organic powder (eg, polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, benzoguana Resin powder, polytetrafluoroethylene powder, cellulose powder, etc.); inorganic white pigments (eg, titanium dioxide, zinc oxide, etc.); inorganic red pigments (eg, iron oxide (Bengara), iron titanate, etc.); inorganic Brown pigment (for example, γ-iron oxide, etc.); Inorganic yellow pigment (for example, yellow iron oxide, ocher, etc.); Inorganic black pigment (for example, black iron oxide, low-order titanium oxide, etc.); Inorganic purple pigment (Eg, mango violet, cobalt violet, etc.); inorganic green pigments (eg, chromium oxide, chromium hydroxide, cobalt titanate, etc.); inorganic blue pigments (eg, ultramarine blue, bitumen, etc.); pearl pigments (eg, oxidized) Titanium coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored titanium oxide coated mica, bismuth oxychloride, fish scale foil, etc.); gold Powder pigments (for example, aluminum powder, copper powder, etc.); Organic pigments such as zirconium, barium or aluminum lake (for example, red 201, red 202, red 204, red 205, red 220, red 226, Organic pigments such as red 228, red 405, orange 203, orange 204, yellow 205, yellow 401, and blue 404, red 3, red 104, red 106, red 227, red 230, red 401, red 505, orange 205, yellow 4, yellow 5, yellow 202, yellow 203, green 3 and blue 1); natural pigments (eg chlorophyll, β- Carotene and the like).

  Examples of liquid oils include avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, cottonseed oil, soybean oil, peanut oil , Tea seed oil, rice bran oil, jojoba oil, germ oil, triglycerin and the like.

  Examples of the solid fat include cacao butter, coconut oil, hardened coconut oil, palm oil, palm kernel oil, owl kernel oil, hardened oil, owl, and hardened castor oil.

  Examples of the wax include beeswax, candelilla wax, carnauba wax, lanolin, lanolin acetate, liquid lanolin, sugarcane wax, lanolin fatty acid isopropyl, hexyl laurate, reduced lanolin, jojo wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol Examples include acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether, and the like.

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

  Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), and the like. Is mentioned.

  Examples of higher alcohols include linear alcohols (eg, lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol); branched chain alcohols (eg, monostearyl glycerin ether (batyl alcohol) ), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, octyldodecanol and the like.

  Ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl dimethyloctanoate, cetyl lactate, myristyl lactate, Lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, monoisostearic acid N-alkyl glycol, neopentyl glycol dicaprate, malic acid Diisostearyl, di-2-heptylundecanoic acid glycerin, tri-2-ethylhexanoic acid trimethylolpropane, triisostearyl Acid trimethylolpropane, tetra-2-ethylhexanoic acid pentaerythritol, tri-2-ethylhexanoic acid glycerin, trioctanoic acid glycerin, triisopalmitic acid glycerin, triisostearic acid trimethylolpropane, cetyl 2-ethylhexanoate, 2 -Ethylhexyl palmitate, glyceryl trimyristate, glyceride tri-2-heptylundecanoate, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L- Glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate , Palmitic acid 2-hexyl decyl, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, and triethyl citrate.

  Examples of the silicone oil include linear polysiloxanes (for example, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (for example, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexyl). Satrisiloxane, etc.), methyl trimethicone, silicone resin forming a three-dimensional network structure, silicone rubber, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) ) And the like.

  Anionic surfactants include, for example, fatty acid soaps (eg, sodium laurate, sodium palmitate, etc.); higher alkyl sulfates (eg, sodium lauryl sulfate, potassium lauryl sulfate, etc.); alkyl ether sulfates (eg, POE-lauryl sulfate triethanolamine, POE-sodium lauryl sulfate, etc.); N-acyl sarcosine acid (eg, sodium lauroyl sarcosine, etc.); higher fatty acid amide sulfonates (eg, sodium N-myristoyl-N-methyl taurate, palm Oil fatty acid methyl taurine sodium, palm oil fatty acid methyl taurine taurine sodium, lauryl methyl taurine sodium, lauryl methyl taurine methyl taurine sodium, etc .; sulfosuccinate (for example di- Sodium 2-ethylhexyl sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sodium sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc .; alkylbenzene sulfonates (for example, sodium lineardodecylbenzenesulfonate, triethanolamine lineardodecylbenzenesulfonate) Higher fatty acid ester sulfate (for example, hydrogenated coconut oil fatty acid sodium glyceryl sulfate, etc.); N-acyl glutamate (for example, monosodium N-lauroyl glutamate, disodium N-stearoyl glutamate, N-myristoyl-L-glutamate monosodium, etc.); POE-alkyl ether carboxylic acid; POE-a Kill allyl ether carboxylate; alpha-olefin sulfonate; lauroyl sodium monoethanolamide succinate; N- palmitoyl aspartate ditriethanolamine; and the like.

  Examples of the cationic surfactant include alkyltrimethylammonium salts (eg, stearyltrimethylammonium chloride, lauryltrimethylammonium chloride, etc.); alkylpyridinium salts (eg, cetylpyridinium chloride, etc.); distearyldimethylammonium dialkyldimethylammonium chloride; Poly (N, N′-dimethyl-3,5-methylenepiperidinium chloride); alkyl quaternary ammonium salt; alkyldimethylbenzylammonium salt; alkylisoquinolinium salt; dialkyl morpholinium salt; benzalkonium chloride; Examples thereof include benzethonium chloride.

  Examples of amphoteric surfactants include imidazoline-based amphoteric surfactants (eg, 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium, 2-cocoyl-2-imidazolinium hydroxide). Side-1-carboxyethyloxy disodium salt, etc.); betaine surfactant (for example, 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, amidoamine type amphoteric surfactant, lauryldimethylaminoacetic acid) Betaine, alkyl betaine, amide betaine, sulfobetaine and the like).

  Examples of the lipophilic nonionic surfactant include sorbitan fatty acid esters (for example, sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, Sorbitan trioleate, diglycerol sorbitan penta-2-ethylhexylate, diglycerol sorbitan tetra-2-ethylhexyl); glycerin polyglycerin fatty acids (for example, mono-cotton oil fatty acid glycerin, mono-erucic acid glycerin, sesquioleate glycerin, monostearin) Glycerin acid, α, α′-oleic acid pyroglutamate glycerin, monostearate glycerin malate, etc.); propylene glycol fatty acid esters (for example, And propylene glycol monostearate); hardened castor oil derivatives; glycerin alkyl ethers and the like.

  Examples of the hydrophilic nonionic surfactant include POE-sorbitan fatty acid esters (for example, POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate, etc.); POE sorbite fatty acid esters (eg, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (eg, POE-glycerin) Monostearate, POE-glycerol monoisostearate, POE-monooleate such as POE-glycerol triisostearate, etc.); POE-fatty acid esters (eg, POE-distearate, PO Monodiolates, ethylene glycol distearate, etc.); POE-alkyl ethers (eg POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldecyl ether, POE-cholestanol) Ethers, etc.); Pluronic types (for example, Pluronic etc.); POE • POP-alkyl ethers (for example, POE • POP-cetyl ether, POE • POP-2-decyltetradecyl ether, POE • POP-monobutyl ether, POE) POP-hydrogenated lanolin, POE / POP-glycerin ether, etc.) Tetra POE / tetra-POP-ethylenediamine condensates (eg, Tetronic etc.); POE-castor oil hydrogenated castor oil derivative ( For example, POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE-hardened castor oil triisostearate, POE-hardened castor oil monopyroglutamic acid monoisostearic acid diester, POE-hardened castor Alkanolamide (for example, coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide, etc.); sucrose fatty acid ester; alkyl ethoxydimethylamine oxide; trioleyl phosphoric acid and the like.

  Examples of the humectant include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, acetylated hyaluronic acid, mucoitin sulfate, and salts thereof, and the like. Examples thereof include cholesteryl-12-hydroxystearate, lactic acid, sodium lactate, dl-pyrrolidone carboxylate, trimethylglycine, diglycerin (EO) PO adduct, Izayoi rose extract, yarrow extract, and merirot extract.

  Examples of natural water-soluble polymers include plant-based polymers (for example, gum arabic, gum tragacanth, galactan, guar gum, carrageenan, pectin, agar, locust bingham, quince seed (malmello), alge colloid (gypsum extract), starch ( Rice, corn, potato, wheat); microbial polymers (eg, xanthan gum, dextran, succinoglucan, gellan gum, pullulan, etc.).

  Semi-synthetic water-soluble polymers include, for example, starch polymers (eg, carboxymethyl starch, methylhydroxypropyl starch, etc.); cellulose polymers (methylcellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, sodium cellulose sulfate) Hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, cellulose powder and the like); alginic acid polymers (for example, sodium alginate, propylene glycol alginate, etc.) and the like.

  Synthetic water-soluble polymers include, for example, vinyl polymers (eg, polyvinyl alcohol, polyvinyl methyl ether, polyvinyl pyrrolidone, carboxyvinyl polymer, alkyl-modified carboxyvinyl polymer, etc.); polyoxyethylene polymers (eg, polyethylene) Glycol 20,000, 40,000, 60,000 polyoxyethylene polyoxypropylene copolymers, etc.); acrylic polymers (for example, sodium polyacrylate, polyethyl acrylate, polyacrylamide, etc.); polyethyleneimine; cationic polymers, etc.

  Examples of the thickener other than the water-soluble polymer include aluminum magnesium silicate, bentonite, organically modified bentonite, hectorite, silicate A1Mg (beegum), laponite, and anhydrous silicic acid.

  Examples of the ultraviolet absorber include benzoic acid-based ultraviolet absorbers (for example, paraaminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester. N, N-dimethyl PABA ethyl ester, N, N-dimethyl PABA butyl ester, N, N-dimethyl PABA ethyl ester, etc.); salicylic acid ultraviolet absorbers (for example, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate) , Phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, etc.); cinnamic acid-based ultraviolet absorbers (for example, octylcinnamate, ethyl-4-isopropylcinnamate, methyl-2,5) Diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, octyl- p-methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate Etc.); 3- (4′-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2′-hydroxy-5-methyl Phenylbenzotriazol 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole; 2- (2'-hydroxy-5'-methylphenylbenzotriazole; dibenzalazine; dianisoylmethane; 4-methoxy-4'- t-butyldibenzoylmethane; 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one; bis-ethylhexyloxyphenol-methoxyphenyl-triazine; 2,4,6-tris [4- (2-ethylhexyloxycarbonyl) anilino] 1,3,5-triazine and the like.

  Examples of the sequestering agent include 1-hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, disodium edetate, trisodium edetate, and tetrasodium edetate. Sodium hexametaphosphate, sodium citrate, sodium polyphosphate, sodium metaphosphate, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid, trisodium ethylenediaminehydroxyethyl triacetate, and the like.

  Examples of the lower alcohol include ethanol, isopropanol, isobutyl alcohol, t-butyl alcohol and the like.

  Examples of the polyhydric alcohol include divalent alcohols (for example, ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, Pentamethylene glycol, 2,2,4-trimethyl-1,3-pentanediol, ethylhexanediol, 2,2-dimethyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2 , 2-dimethylolpentane, 2-butene-1,4-diol, hexylene glycol, octylene glycol, etc.); trivalent alcohol (eg, glycerin, trimethylolpropane, etc.); tetravalent alcohol (eg, 1, Pentaerys such as 2,6-hexanetriol Tol etc.); pentahydric alcohol (eg xylitol etc.); hexavalent alcohol (eg sorbitol, mannitol etc.); polyhydric alcohol polymer (eg diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol) Diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, etc.); divalent alcohol alkyl ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, Ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol iso Mill ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, etc.); dihydric alcohol alkyl ethers (for example, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether) , Diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol mono Ethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether, etc.); dihydric alcohol ether esters (for example, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl) Ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazinate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, Propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc.); glycerin monoalkyl ether (eg, xyl alcohol, ceralkyl alcohol, batyl alcohol, etc.); sugar alcohol (eg, sorbitol, Tall, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, amylolytic sugar, maltose, xylitolose, amylolytic sugar reducing alcohol, etc.); glycolide; tetrahydrofurfuryl alcohol; POE-tetrahydrofurfuryl alcohol; POP-butyl ether; POP / POE-butyl ether; tripolyoxypropylene glycerol ether; POP Glycerol ether; POP-glycerol ether phosphoric acid; POP · POE- pentane erythritol ether, polyglycerol and the like.

  Examples of monosaccharides include tricarbon sugars (eg, D-glyceryl aldehyde, dihydroxyacetone, etc.); tetracarbon sugars (eg, D-erythrose, D-erythrulose, D-treose, erythritol, etc.); pentose sugars (eg, L-arabinose, D-xylose, L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, etc .; hexose (eg, D-glucose, D-talose, D) -Bucicose, D-galactose, D-fructose, L-galactose, L-mannose, D-tagatose, etc.); pentose sugar (eg, aldoheptose, heproose, etc.); octose sugar (eg, octulose, etc.); For example, 2-deoxy-D-ribose, 6-deoxy-L-galactose, 6-deoxy-L Mannose, etc.]; amino sugars (eg, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc.); uronic acids (eg, D-glucuronic acid, D-mannuronic acid, L-guluronic acid, D- Galacturonic acid, L-iduronic acid, etc.).

  Examples of oligosaccharides include sucrose, gunthianose, umbelliferose, lactose, planteose, isoliquinoses, α, α-trehalose, and raffinose.

  Examples of amino acids include neutral amino acids (eg, threonine, cysteine, etc.); basic amino acids (eg, hydroxylysine, etc.) and the like. Examples of amino acid derivatives include trimethyl glycine, glycyl glycine, glutathione, sarcosine, and pyrrolidone carboxylic acid.

  Examples of the organic amine include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1-propanol, and the like. Is mentioned.

  Examples of the polymer emulsion include an acrylic resin emulsion, a polyethyl acrylate emulsion, an acrylic resin liquid, a polyacryl alkyl ester emulsion, a polyvinyl acetate resin emulsion, and a natural rubber latex.

  Examples of the pH adjusting agent include buffers such as lactic acid-sodium lactate, citric acid-sodium citrate, and succinic acid-sodium succinate.

  Examples of vitamins include vitamin A, B1, B2, B6, C, E and derivatives thereof, pantothenic acid and derivatives thereof, biotin and the like.

  Examples of the antioxidant include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, gallic acid esters and the like.

  Examples of the antioxidant assistant include phosphoric acid, citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid, and ethylenediaminetetraacetic acid.

  Other ingredients that can be blended include, for example, anti-inflammatory agents (for example, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, zinc oxide, allantoin, etc.); whitening agents (for example, placenta extract, yukinoshita extract, arbutin, Tranexamic acid, potassium 4-methoxysalicylate, etc .; various extracts (eg, buckwheat, auren, shikon, peony, assembly, birch, sage, loquat, carrot, aloe, mallow, iris, grape, yokoinin, loofah, lily, saffron , Senkyu, Shokyu, Hypericum, Onis, Garlic, Pepper, Chimpi, Toki, Seaweed, etc.), Activator (eg, Royal Jelly, Photosensitizer, Cholesterol derivative, etc.); Blood circulation promoter (eg, Nonylate Wallenylamide, Nicotine) Benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, gingerone, cantalis tincture, ictamol, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandrate, cinnarizine, trazoline, acetylcholine, verapamil, cephalanthin , Γ-oryzanol, etc.); antiseborrheic agents (eg, sulfur, thianthol, etc.); anti-inflammatory agents (eg, thiotaurine, hypotaurine, etc.); stabilizers (4,5-dimorpholino-3-hydroxypyridazine), etc. It is done.

The composition for external use of the skin of the present invention can provide a composition for external use of skin with significantly improved usability and safety while ensuring sufficient antiseptic properties.

  Next, the present invention will be described more specifically with reference to examples. The present invention is not limited thereby. A compounding quantity is the mass%.

[Use test and antiseptic test]
A lotion having the formulation shown in Table 1 was prepared according to the following production method, and a use test and an antiseptic test were conducted.

<Manufacturing method for lotion>
Examples obtained by adding 3-phenoxy-1,2-propanediol to purified water were designated as Examples 1,2,3, and those obtained by adding 3-benzyloxy-1,2-propanediol were designated as Examples 4,5,6. It was. In each of them, citric acid, trisodium citrate and trisodium edetate are dissolved (aqueous phase). Ethanol, glycerin, 1,3-butylene glycol, POE (60) hydrogenated castor oil, and methylparaben are dissolved (alcohol phase). Mix the aqueous and alcohol phases.

<Use test method>
In the past, 10 panelists with sensitive skin who had felt irritation when using a topical skin composition containing parabens were used twice a day for 1 week. I was declared. The evaluation of feeling of use was classified into the following four criteria, and the number of people who complained of irritation was confirmed.
A: Eight or more panelists recognized as having good feeling B: Five or more to less than eight panelists recognized as having good feeling C: Three or more to less than five panelists recognized as having good feeling D: Less than 3 panelists recognized as good

<Preservation test method>
After inoculating the bacterial solution in 30 ml of the samples of Examples and Comparative Examples, the change in the number of bacteria was examined by a smearing method. The inoculum is mold (strain name: Aspergillus niger ATCC16404; inoculum 10 ⁴ cfu (colony forming unit) / g), yeast (strain name: Candida albicans ATCC10231; inoculum 10 ⁵ cfu / g), bacteria (E. coli: strain name) : Escherichia coli ATCC8739; inoculum 10 ⁶ cfu / g, Staphylococcus aureus: strain name: Staphylococcus aureus ATCC6538; inoculum 10 ⁶ cfu / g, Pseudomonas aeruginosa: strain name: Pseudomonas aeruginosa ATCC15442; inoculum 10 ⁶ cfu / g ) Was used to evaluate the antibacterial activity based on the change in the number of bacteria until the lapse of 2 weeks, and the obtained effects were classified according to the following four criteria.
A: All of mold, yeast, and bacteria are reduced to 100 cfu / g or less within one week B; All of mold, yeast, and bacteria are reduced to 100 cfu / g or less within two weeks C; Any of yeast and bacteria remains at 100 cfu / g or more D; after 2 weeks, mold, yeast and bacteria all remain at 100 cfu / g or more. Judged as passing. Table 1 shows the results of the use test and the antiseptic test.

In Examples 1 to 6, there was no person who complained of skin irritation, and the percentage of those who were satisfied with usability was high, and antiseptic power was secured. This is an effect according to the present invention. In Comparative Example 1, the proportion of those who are satisfied with usability with little skin irritation is high, but the antiseptic power is inferior. In Comparative Example 2, there was no problem with antiseptic power, but there was one person who complained of skin irritation that was considered to be due to low satisfaction of usability and a large amount of ethanol. Although Comparative Example 3 was excellent in usability and antiseptic power, many people complained of skin irritation and had problems with skin irritation.

Next, an emulsion having the formulation shown in Table 2 was prepared according to the following production method, and a use test and an antiseptic test were performed in the same manner as described above. Table 2 shows the results of the use test and the antiseptic test.
<Production method of emulsion>
Examples in which 3-phenoxy-1,2-propanediol was added to purified water were designated as Examples 7, 8, and 9, and those in which 3-benzyloxy-1,2-propanediol was added were designated as 10, 11, and 12. . To this, 1,3-butylene glycol, polyethylene glycol 1500, trisodium edetate and triethanolamine are added and heated to 70 ° C. (aqueous phase). Stearic acid, cetyl alcohol, petrolatum, and squalane are dissolved, and sorbitan monooleate and methylparaben are added to this and adjusted to 70 ° C. (oil phase). The oil phase is added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled.

  In Examples 7 to 12, there was no person who complained of skin irritation, and the percentage of those who were satisfied with usability was high, and antiseptic power was also ensured. This is an effect according to the present invention. In Comparative Example 4, the proportion of those who have little skin irritation and are satisfied with the usability is high, but the antiseptic power is inferior. Although Comparative Example 5 was excellent in usability and antiseptic power, many people complained of skin irritation and had problems with skin irritation.

Next, creams having the formulations shown in Table 3 were prepared according to the following production method, and a use test and an antiseptic test were performed in the same manner as described above. Table 3 shows the results of the use test and the antiseptic test.
<Cream recipe>
Examples obtained by adding 3-phenoxy-1,2-propanediol to purified water were Examples 13, 14, and 15, and those obtained by adding 3-benzyloxy-1,2-propanediol were Examples 16, 17, and 18. It was. To this, 1,3-butylene glycol and propylene glycol are added and heated to 70 ° C. (aqueous phase). Stearyl alcohol, stearic acid, hydrogenated lanolin, squalane and octyldodecanol are heated and dissolved, and then POE (25) cetyl alcohol ether, glyceryl monostearate and methylparaben are added to adjust to 70 ° C. (oil phase). The oil phase is added to the aqueous phase, emulsified with a homomixer and cooled.

  In Examples 13 to 18, there was no person who complained of skin irritation, and the ratio of those who were satisfied with usability was high, and antiseptic power was secured. This is an effect according to the present invention. In Comparative Example 6, the proportion of those who are satisfied with usability with little skin irritation is high, but the antiseptic power is inferior. Although Comparative Example 7 was excellent in usability and antiseptic power, many people complained of skin irritation and had problems with skin irritation.

Hereinafter, various skin external compositions of the present invention will be exemplified, and all examples were excellent in usability with no skin irritation while maintaining excellent antiseptic power.

Example 19 Lotion (alcohol phase)
Ethanol 5.0
Oleyl alcohol 0.2
1,2-pentanediol 0.5
2,2,4-trimethyl-1,3-pentanediol 0.5
2,2-dimethylolpentane 0.1
Ethylhexanediol 0.3
2,2-diethyl-1,3-propanediol 0.1
2,2-Dimethyl-1,3-propanediol 0.1
POE (20) sorbitan monolaurate 0.5
POE (15) lauryl ether 0.5
4,5-Dimorpholino-3-hydroxypyridazine 0.1
3-Hexin-2,5-diol 0.1
Phenoxyethanol 0.2
Methylparaben 0.1
Perfume appropriate amount (water phase)
1,3-butylene glycol 6.0
1,2-pentanediol 1.0
3-phenoxy-1,2-propanediol 1.0
3-Benzyloxy-1,2-propanediol 1.0
Glycerin 5.0
Purified water residue (production method)
An aqueous phase and an alcohol phase were prepared and mixed.

Example 20 Lotion (alcohol phase)
Ethanol 5.0
Oleyl alcohol 0.2
Ethylhexanediol 1.0
2,2,4-Trimethyl-1,3-pentanediol 0.3
2,2-diethyl-1,3-propanediol 0.5
2,2-Dimethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
POE (20) sorbitan monolaurate 0.5
POE (15) lauryl ether 0.5
4,5-Dimorpholino-3-hydroxypyridazine 0.1
Phenoxyethanol 0.3
Perfume appropriate amount (water phase)
1,3-butylene glycol 6.0
1,2-pentanediol 1.0
3-phenoxy-1,2-propanediol 0.7
3-Benzyloxy-1,2-propanediol 0.5
Glycerin 5.0
Purified water residue (production method)
An aqueous phase and an alcohol phase were prepared and mixed.

Example 21 Lotion (alcohol phase)
Ethanol 5.0
Oleyl alcohol 0.2
Ethylhexanediol 1.0
2,2,4-Trimethyl-1,3-pentanediol 0.3
2,2-diethyl-1,3-propanediol 0.5
2,2-Dimethyl-1,3-propanediol 0.1
POE (20) sorbitan monolaurate 0.5
POE (15) lauryl ether 0.5
4,5-Dimorpholino-3-hydroxypyridazine 0.1
Methylparaben 0.1
Perfume appropriate amount (water phase)
1,3-butylene glycol 6.0
1,2-pentanediol 1.0
3-phenoxy-1,2-propanediol 0.7
3-Benzyloxy-1,2-propanediol 0.5
Glycerin 5.0
Purified water residue (production method)
An aqueous phase and an alcohol phase were prepared and mixed.

Example 22 Lotion (alcohol phase)
Ethanol 5.0
POE (20) oleyl ether 0.5
2,2-dimethylolpentane 0.3
Ethylhexanediol 0.2
2,2,4-Trimethyl-1,3-pentanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
Methylparaben 0.1
Perfume appropriate amount (water phase)
Dipropylene glycol 6.0
3-Benzyloxy-1,2-propanediol 0.5
Sorbit 4.0
PEG 1500 5.0
Methylcellulose 0.2
Quince Seed 0.1
Purified water residue (production method)
Methyl cellulose and quince seed were mixed with a part of purified water and stirred to prepare a viscous liquid. The remainder of the purified water and other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

Example 23 Lotion (alcohol phase)
Ethanol 5.0
POE (20) oleyl ether 0.5
2,2-dimethylolpentane 0.1
Ethylhexanediol 0.5
2,2-diethyl-1,3-propanediol 0.1
2,2-Dimethyl-1,3-propanediol 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
1,2-pentanediol 0.5
3-Hexin-2,5-diol 0.1
Fragrance Appropriate amount Phenoxyethanol 0.1
Methylparaben 0.2
(Water phase)
Dipropylene glycol 6.0
Sorbit 4.0
PEG 1500 5.0
3-Benzyloxy-1,2-propanediol 0.3
3-phenoxy-1,2-propanediol 0.2
Methylcellulose 0.2
Quince Seed 0.1
Purified water residue (production method)
Methyl cellulose and quince seed were mixed with a part of purified water and stirred to prepare a viscous liquid. The remainder of the purified water and other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

Example 24 Lotion (alcohol phase)
Ethanol 5.0
POE (20) oleyl ether 0.5
3-phenoxy-1,2-propanediol 0.5
2,2,4-Trimethyl-1,3-pentanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
Ethylhexanediol 0.5
Perfume appropriate amount (water phase)
Dipropylene glycol 6.0
Sorbit 4.0
PEG 1500 5.0
Methylcellulose 0.2
Quince Seed 0.1
Purified water residue (production method)
Methyl cellulose and quince seed were mixed with a part of purified water and stirred to prepare a viscous liquid. The remainder of the purified water and other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

Example 25 Lotion (alcohol phase)
Ethanol 5.0
Ethylhexanediol 0.2
POE (20) oleyl ether 0.5
3-phenoxy-1,2-propanediol 0.5
3-Benzyloxy-1,2-propanediol 0.5
2,2-diethyl-1,3-propanediol 0.1
2,2,4-trimethyl-1,3-pentanediol 0.5
Phenoxyethanol 0.1
Methylparaben 0.1
Perfume appropriate amount (water phase)
Dipropylene glycol 6.0
Sorbit 4.0
PEG 1500 5.0
Methylcellulose 0.2
Quince Seed 0.1
Purified water residue (production method)
Methyl cellulose and quince seed were mixed with a part of purified water and stirred to prepare a viscous liquid. The remainder of the purified water and other aqueous phase components were mixed and dissolved, and the viscous liquid was added thereto to obtain a uniform aqueous phase. After the alcohol phase was prepared, it was added to the aqueous phase and mixed.

Example 26 Cream Stearic Acid 5.0
Stearyl alcohol 4.0
Isopropyl myristate 18.0
Glycerol monostearate 3.0
Propylene glycol 10.0
1,2-hexanediol 3.0
2,2-diethyl-1,3-propanediol 0.1
3-phenoxy-1,2-propanediol 3.0
Potassium hydroxide 0.2
Phenoxyethanol 0.3
Sodium bisulfite 0.01
Perfume Appropriate amount of purified water Residue (Production method)
Propylene glycol and potassium hydroxide were added and dissolved in purified water, and the mixture was heated and maintained at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase to pre-emulsify it, and the mixture was uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 27 Cream stearic acid 6.0
Sorbitan monostearate ester 2.0
POE (20) sorbitan monostearate ester 1.5
Propylene glycol 10.0
2,2-diethyl-1.3-propanediol 0.1
3-Benzyloxy-1,2-propanediol 5.0
Glycerin trioctanoate 10.0
Squalene 5.0
Sodium bisulfite 0.01
Perfume Appropriate amount of purified water Residue (Production method)
Propylene glycol was added to purified water to dissolve it, and the mixture was heated and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 28 Cream stearic acid 6.0
Sorbitan monostearate ester 2.0
POE (20) sorbitan monostearate ester 1.5
Propylene glycol 10.0
3-Benzyloxy-1,2-propanediol 3.0
3-phenoxy-1,2-propanediol 2.0
2,2-diethyl-1,3-propanediol 0.1
Glycerin trioctanoate 10.0
Squalene 5.0
Sodium bisulfite 0.01
Phenoxyethanol 0.1
Perfume Appropriate amount of purified water Residue (Production method)
Propylene glycol was added to purified water to dissolve it, and the mixture was heated and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 29 Cream stearic acid 6.0
Sorbitan monostearate ester 2.0
POE (20) sorbitan monostearate ester 1.5
Propylene glycol 10.0
3-Benzyloxy-1,2-propanediol 2.0
3-phenoxy-1,2-propanediol 3.0
2,2-diethyl-1,3-propanediol 0.1
Ethylhexanediol 1.0
2,2,4-trimethyl-1,3-pentanediol 0.5
2,2-dimethylolpentane 1.0
3-Hexin-2,5-diol 0.1
1,2-pentanediol 0.1
Glycerin trioctanoate 10.0
Squalene 5.0
Sodium bisulfite 0.01
Methylparaben 0.05
Phenoxyethanol 0.1
Perfume Appropriate amount of purified water Residue (Production method)
Propylene glycol was added to purified water to dissolve it, and the mixture was heated and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, pre-emulsified, and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 30 Latex Stearic Acid 2.5
Cetyl alcohol 1.5
Vaseline 5.0
Liquid paraffin 10.0
POE (10) monooleate 2.0
PEG 1500 3.0
Triethanolamine 1.0
3-phenoxy-1,2-propanediol 5.0
Sodium bisulfite 0.01
Carboxyvinyl polymer 0.05
Perfume Appropriate amount of purified water Residue (Production method)
Carboxyvinyl polymer was dissolved in a small amount of purified water (A phase). PEG 1500 and triethanolamine were added to the remaining purified water, dissolved by heating and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase for pre-emulsification, and the A phase was added and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 31 Latex Stearic Acid 2.5
Cetyl alcohol 1.5
Vaseline 5.0
Liquid paraffin 10.0
POE (10) monooleate 2.0
PEG 1500 3.0
Triethanolamine 1.0
3-Benzyloxy-1,2-propanediol 5.0
Sodium bisulfite 0.01
Carboxyvinyl polymer 0.05
Perfume Appropriate amount of purified water Residue (Production method)
Carboxyvinyl polymer was dissolved in a small amount of purified water (A phase). PEG 1500 and triethanolamine were added to the remaining purified water, dissolved by heating and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase for pre-emulsification, and the A phase was added and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 32 Latex Stearic Acid 2.5
Cetyl alcohol 1.5
Ethylhexanediol 1.0
1,2-octanediol 0.1
2,2,4-trimethyl-1,3-pentanediol 0.5
2,2-dimethylolpentane 0.3
2,2-diethyl-1,3-propanediol 0.2
Vaseline 5.0
Liquid paraffin 10.0
POE (10) monooleate 2.0
PEG 1500 3.0
Triethanolamine 1.0
3-Benzyloxy-1,2-propanediol 3.0
3-phenoxy-1,2-propanediol 2.0
3-Hexin-2,5-diol 0.1
Sodium bisulfite 0.01
Carboxyvinyl polymer 0.05
Phenoxyethanol 0.1
Methylparaben 0.1
Perfume Appropriate amount of purified water Residue (Production method)
Carboxyvinyl polymer was dissolved in a small amount of purified water (A phase). PEG 1500 and triethanolamine were added to the remaining purified water, dissolved by heating and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase for pre-emulsification, and the A phase was added and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 33 Latex Stearic Acid 2.5
Cetyl alcohol 1.5
Ethylhexanediol 1.0
2,2,4-trimethyl-1,3-pentanediol 0.5
2,2-dimethylolpentane 0.3
2,2-diethyl-1,3-propanediol 0.2
Vaseline 5.0
Liquid paraffin 10.0
POE (10) monooleate 2.0
PEG 1500 3.0
Triethanolamine 1.0
3-Benzyloxy-1,2-propanediol 3.0
3-phenoxy-1,2-propanediol 2.0
Sodium bisulfite 0.01
Carboxyvinyl polymer 0.05
Methylparaben 0.2
Perfume Appropriate amount of purified water Residue (Production method)
Carboxyvinyl polymer was dissolved in a small amount of purified water (A phase). PEG 1500 and triethanolamine were added to the remaining purified water, dissolved by heating and kept at 70 ° C. (aqueous phase). The other components were mixed, heated and melted and kept at 70 ° C. (oil phase). The oil phase was added to the aqueous phase for pre-emulsification, and the A phase was added and uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 34 Gel 95% Ethanol 5.0
Dipropylene glycol 15.0
1,2-octanediol 2.0
Ethylhexanediol 1.0
2,2-dimethylolpentane 0.1
POE (50) oleyl ether 2.0
Carboxyvinyl polymer 1.0
Sodium hydroxide 0.15
3-phenoxy-1,2-propanediol 0.1
Perfume Appropriate amount of purified water Residue (Production method)
The carboxyvinyl polymer was uniformly dissolved in purified water (A phase). POE (50) oleyl ether was dissolved in 95% ethanol and added to Phase A. After adding components other than sodium hydroxide, sodium hydroxide was added to increase the neutralization and viscosity.

Example 35 Gel 95% Ethanol 5.0
Dipropylene glycol 15.0
1,2-octanediol 2.0
Ethylhexanediol 1.0
2,2-dimethylolpentane 0.1
POE (50) oleyl ether 2.0
Carboxyvinyl polymer 1.0
Sodium hydroxide 0.15
3-Benzyloxy-1,2-propanediol 0.2
Perfume Appropriate amount of purified water Residue (Production method)
The carboxyvinyl polymer was uniformly dissolved in purified water (A phase). POE (50) oleyl ether was dissolved in 95% ethanol and added to Phase A. After adding components other than sodium hydroxide, sodium hydroxide was added to increase the neutralization and viscosity.

Example 36 Gel 95% Ethanol 5.0
Dipropylene glycol 15.0
1,2-octanediol 2.0
Ethylhexanediol 1.0
2,2-dimethylolpentane 0.1
2,2-Dimethyl-1,3-propanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.05
3-Hexin-2,5-diol 0.1
POE (50) oleyl ether 2.0
Carboxyvinyl polymer 1.0
Sodium hydroxide 0.15
3-Benzyloxy-1,2-propanediol 0.05
3-phenoxy-1,2-propanediol 0.05
Phenoxyethanol 0.1
Methylparaben 0.1
Perfume Appropriate amount of purified water Residue (Production method)
The carboxyvinyl polymer was uniformly dissolved in purified water (A phase). POE (50) oleyl ether was dissolved in 95% ethanol and added to Phase A. After adding components other than sodium hydroxide, sodium hydroxide was added to increase the neutralization and viscosity.

Example 37 Gel 95% ethanol 5.0
Dipropylene glycol 15.0
1,2-octanediol 2.0
Ethylhexanediol 1.0
2,2-dimethylolpentane 0.1
2,2-Dimethyl-1,3-propanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.05
POE (50) oleyl ether 2.0
Carboxyvinyl polymer 1.0
Sodium hydroxide 0.15
3-Benzyloxy-1,2-propanediol 0.05
3-phenoxy-1,2-propanediol 0.05
Methylparaben 0.08
Perfume Appropriate amount of purified water Residue (Production method)
The carboxyvinyl polymer was uniformly dissolved in purified water (A phase). POE (50) oleyl ether was dissolved in 95% ethanol and added to Phase A. After adding components other than sodium hydroxide, sodium hydroxide was added to increase the neutralization and viscosity.

Example 38 Beauty serum 95% ethanol 5.0
POE (20) Octyldodecanol 1.0
Pantothenyl ethyl ether 0.1
Potassium hydroxide 0.1
Glycerin 5.0
Dipropylene glycol 10.0
Sodium bisulfite 0.03
Carboxyvinyl polymer 0.2
3-phenoxy-1,2-propanediol 0.3
Phenoxyethanol 0.3
Purified water residue (production method)
Dissolve the carboxyvinyl polymer in a portion of purified water (phase A). Similarly, potassium hydroxide is dissolved in a part of purified water (phase B). A water-soluble component is dissolved in the remaining purified water (phase C). POE (20) octyldodecanol and pantothenyl ethyl ether are dissolved in ethanol, and the previous phase C is added and mixed and stirred. After phase A is stirred and mixed, phase B is then added and stirred and mixed with a homomixer. .

Example 39 Essence 95% Ethanol 5.0
POE (20) Octyldodecanol 1.0
Pantothenyl ethyl ether 0.1
Potassium hydroxide 0.1
Glycerin 5.0
Dipropylene glycol 10.0
Sodium bisulfite 0.03
Carboxyvinyl polymer 0.2
3-Benzyloxy-1,2-propanediol 0.4
Phenoxyethanol 0.3
Purified water residue (production method)
Dissolve the carboxyvinyl polymer in a portion of purified water (phase A). Similarly, potassium hydroxide is dissolved in a part of purified water (phase B). A water-soluble component is dissolved in the remaining purified water (phase C). POE (20) octyldodecanol and pantothenyl ethyl ether are dissolved in ethanol, and the previous phase C is added and mixed and stirred. After phase A is stirred and mixed, phase B is then added and stirred and mixed with a homomixer. .

Example 40 Essence 95% Ethanol 5.0
POE (20) Octyldodecanol 1.0
Ethylhexanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
Pantothenyl ethyl ether 0.1
Potassium hydroxide 0.1
Glycerin 5.0
Dipropylene glycol 10.0
Sodium bisulfite 0.03
Carboxyvinyl polymer 0.2
3-Benzyloxy-1,2-propanediol 0.3
3-phenoxy-1,2-propanediol 0.2
3-Hexin-2,5-diol 0.1
Methylparaben 0.1
Phenoxyethanol 0.1
Purified water residue (production method)
Dissolve the carboxyvinyl polymer in a portion of purified water (phase A). Similarly, potassium hydroxide is dissolved in a part of purified water (phase B). A water-soluble component is dissolved in the remaining purified water (phase C). POE (20) octyldodecanol and pantothenyl ethyl ether are dissolved in ethanol, and the previous phase C is added and mixed and stirred. After phase A is stirred and mixed, phase B is then added and stirred and mixed with a homomixer. .

Example 41 Pack (Phase A)
Dipropylene glycol 5.0
POE (60) hydrogenated castor oil 5.0
(Phase B)
Olive oil 5.0
Tocopherol acetate 0.2
Fragrance 0.2
(Phase C)
Sodium bisulfite 0.03
Polyvinyl alcohol
(Degree of saponification 90, degree of polymerization 2000) 13.0
Ethanol 5.0
3-phenoxy-1,2-propanediol 0.5
3-Benzyloxy-1,2-propanediol 0.6
Methylparaben 0.1
Purified water residue (production method)
A phase, B phase, and C phase were uniformly dissolved, and B phase was added to A phase to solubilize. This was then added to Phase C and mixed.

Example 42 Pack (Phase A)
Dipropylene glycol 5.0
POE (60) hydrogenated castor oil 5.0
(Phase B)
Olive oil 5.0
Tocopherol acetate 0.2
Fragrance 0.2
(Phase C)
Sodium bisulfite 0.03
Polyvinyl alcohol
(Degree of saponification 90, degree of polymerization 2000) 13.0
Ethanol 5.0
3-Benzyloxy-1,2-propanediol 0.6
3-phenoxy-1,2-propanediol 0.3
Ethylhexanediol 0.1
2,2-diethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
3-Hexin-2,5-diol 0.1
Phenoxyethanol 0.1
Methylparaben 0.1
Purified water residue (production method)
A phase, B phase, and C phase were uniformly dissolved, and B phase was added to A phase to solubilize. This was then added to Phase C and mixed.

Example 43 Solid Powder Foundation (1) Talc 15.0
(2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Porous silicic acid powder 15.0
(5) Boron nitride 5.0
(6) Titanium dioxide 5.0
(7) Iron oxide 3.0
(8) Zinc stearate 5.0
(9) Liquid paraffin Residue (10) Ethylhexanediol 1.0
(11) 2,2-diethyl-1,3-propanediol 0.3
(12) 2,2-dimethyl-1,3-propanediol 0.1
(13) 2,2-dimethylolpentane 0.1
(14) 2,2,4-trimethyl-1,3-pentanediol 0.1
(15) Glycerin triisooctanoate 15.0
(16) Sorbitan sesquioleate 1.5
(17) 3-phenoxy-1,2-propanediol 1.0
(18) 3-Benzyloxy-1,2-propanediol 1.0
(19) 3-hexyne-2,5-diol 0.1
(20) Methylparaben 0.2
(21) Perfume appropriate amount (production method)
The components (1) to (8) were mixed and pulverized, and the components (9) to (21) were mixed, stirred and mixed, and molded into a container to obtain a solid foundation. .

Example 44 Water-in-oil emulsification foundation (1) Spherical nylon 10.0
(2) Porous silicic acid powder 8.0
(3) Mica titanium 2.0
(4) Silicone-treated sericite 2.0
(5) Silicone-treated mica 12.0
(6) Silicone-treated titanium dioxide 5.0
(7) Silicone-treated iron oxide 2.0
(8) Purified water Residue (9) 3-Phenoxy-1,2-propanediol 3.0
(10) 3-Benzyloxy-1,2-propanediol 3.0
(11) Ethylhexanediol 1.0
(12) 2,2-diethyl-1,3-propanediol 0.3
(13) 2,2-dimethyl-1,3-propanediol 0.1
(14) 2,2-dimethylolpentane 0.1
(16) 2,2,4-trimethyl-1,3-pentanediol 0.1
(11) Decamethylcyclopentasiloxane 18.0
(12) Dimethylpolysiloxane (6 mPs.s) 5.0
(13) Squalane 1.0
(14) Polyoxyethylene-modified dimethylpolysiloxane 2.0
(15) Methylparaben 0.2
(16) Phenoxyethanol 0.1
(17) Perfume appropriate amount (production method)
The components (9) to (17) were uniformly mixed and dissolved, and then mixed and ground (1) to (7) were added and dispersed. (8) was added to this dispersion and emulsified, and filled into a container to obtain a water-in-oil emulsification foundation.

Example 45 Water-in-oil emulsification foundation (1) Spherical nylon 10.0
(2) Porous silicic acid powder 8.0
(3) Mica titanium 2.0
(4) Silicone-treated sericite 2.0
(5) Silicone-treated mica 12.0
(6) Silicone-treated titanium dioxide 5.0
(7) Silicone-treated iron oxide 2.0
(8) Purified water Residue (9) 3-Phenoxy-1,2-propanediol 3.0
(10) 3-Benzyloxy-1,2-propanediol 3.0
(11) Ethylhexanediol 1.0
(12) 2,2-dimethylolpentane 1.0
(13) 2,2-diethyl-1,3-propanediol 1.0
(14) 2,2-dimethyl-1,3-propanediol 0.2
(15) 2,2,4-trimethyl-1,3-pentanediol 1.0
(16) Dodecamethylcyclohexasiloxane 18.0
(17) Dimethylpolysiloxane (6 mPs.s) 5.0
(18) Squalane 1.0
(19) Polyoxyethylene-modified dimethylpolysiloxane 2.0
(20) 3-Hexin-2,5-diol 0.1
(21) Phenoxyethanol 0.1
(22) Methylparaben 0.1
(23) Perfume appropriate amount (production method)
The components (9) to (23) were uniformly mixed and dissolved, and then mixed and ground (1) to (7) were added and dispersed. (8) was added to this dispersion and emulsified, and filled into a container to obtain a water-in-oil emulsification foundation.

Example 46 White powder (1) Talc Residue (2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Boron nitride 5.0
(5) Iron oxide 3.0
(6) Magnesium carbonate 5.0
(7) Squalane 3.0
(8) Glycerin triisooctanoate 2.0
(9) Sorbitan sesquioleate 2.0
(10) 3-phenoxy-1,2-propanediol 3.0
(11) 3-Benzyloxy-1,2-propanediol 2.0
(12) Perfume appropriate amount (production method)
What mixed each component of (7)-(12) was added to the place which mixed and grind | pulverized each component of (1)-(6), and was stirred and mixed, and white powder was obtained.

Example 47 White powder (1) Talc Residue (2) Sericite 10.0
(3) Spherical nylon powder 10.0
(4) Boron nitride 5.0
(5) Iron oxide 3.0
(6) Magnesium carbonate 5.0
(7) Squalane 3.0
(8) Glycerin triisooctanoate 2.0
(9) Sorbitan sesquioleate 2.0
(10) Ethylhexanediol 0.5
(11) 2,2-diethyl-1,3-propanediol 0.5
(12) 3-phenoxy-1,2-propanediol 1.0
(13) 3-Benzyloxy-1,2-propanediol 2.0
(14) Methylparaben 0.1
(15) Perfume proper amount (production method)
What mixed each component of (7)-(15) to the place which mixed and grind | pulverized each component of (1)-(6), was stirred and mixed, and white powder was obtained.

Example 48 Eye Shadow
(1) Talc Residual (2) Mica 15.0
(3) Spherical nylon powder 10.0
(4) Boron nitride 5.0
(5) Iron oxide 3.0
(6) Titanium oxide coated mica 5.0
(7) Squalane 3.0
(8) Glycerin triisooctanoate 2.0
(9) Sorbitan sesquioleate 2.0
(10) Ethylhexanediol 1.0
(11) 2,2-dimethylolpentane 0.1
(12) 2,2-dimethylethyl-1,3-propanediol 0.1
(13) 2,2-dimethyl-1,3-propanediol 0.1
(14) 2,2,4-trimethyl-1,3-pentanediol 0.1
(15) 3-phenoxy-1,2-propanediol 0.5
(16) 3-Benzyloxy-1,2-propanediol 0.5
(17) 3-Hexin-2,5-diol 0.1
(18) Methylparaben 0.1
(19) Fragrance appropriate amount (Manufacturing method)
What mixed each component of (7)-(19) was added to the place which mixed and grind | pulverized each component of (1)-(6), and it stirred and mixed, and obtained eye shadow.

Example 49 Lipstick (1) Carnauba 0.5
(2) Candelilla wax 5.0
(3) Ceresin 10.0
(4) Squalane Residual (5) Glycerin triisostearate 10.0
(6) Glycerin diisostearate 20.0
(7) 3-phenoxy-1,2-propanediol 0.2
(8) 3-Benzyloxy-1,2-propanediol 0.1
(9) Ethylhexanediol 0.2
(10) 2,2-diethyl-1,3-propanediol 0.2
(11) 2,2-dimethylolpentane 0.1
(12) 2,2,4-trimethyl-1,3-pentanediol 0.1
(13) 3-Hexin-2,5-diol 0.1
(14) Macadamia nut oil fatty acid cholesteryl 4.0
(15) Synthetic sodium silicate-magnesium 0.5
(16) Hydrophobic silica 0.5
(17) Purified water 2.0
(18) Coloring agent appropriate amount (19) Fragrance appropriate amount (Manufacturing method)
(15) and (16) were dispersed in (14) heated to 60 ° C., and (17) was added thereto and stirred sufficiently. Separately, add (18) and (19) to (1) to (13) that have been heated and dissolved at 70 ° C. and stir well, and then disperse and stir after adding (18) and (19). I got lipstick.

Example 50 Hair foam (stock solution formulation)
(1) Acrylic resin alkanolamine liquid (50%) 8.0
(2) Polyoxyethylene hydrogenated castor oil 1.0
(3) Liquid paraffin 5.0
(4) Ethylhexanediol 1.0
(5) 2,2-diethyl-1,3-propanediol 0.1
(6) 2,2-dimethylolpentane 0.1
(7) 2,2,4-trimethyl-1,3-pentanediol 0.1
(8) 3-Hexin-2,5-diol 0.1
(9) Glycerin 3.0
(10) Perfume appropriate amount (11) 3-phenoxy-1,2-propanediol 0.01
(12) 3-Benzyloxy-1,2-propanediol 0.01
(13) Ethanol 5.0
(14) Purified water residue (filling formula)
(1) Stock solution 90.0
(2) Liquefied petroleum gas 10.0
(Manufacturing method)
Liquid paraffin is added to the glycerin and polyoxyethylene hydrogenated castor oil solution and uniformly emulsified with a homomixer. This is added to the solution of the other ingredients. For filling, the stock solution is filled into a can, and after the valve is mounted, gas is filled.

Example 51 Shampoo Lauryl Polyoxyethylene (3) Sulfate Sodium Salt (30% Aqueous Solution) 30.0
Lauryl sulfate sodium salt (30% aqueous solution) 10.0
Palm oil fatty acid diethylolamide 4.0
Glycerin 1.0
Ethylhexanediol 1.0
2,2-diethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
3-Hexin-2,5-diol 0.1
3-phenoxy-1,2-propanediol 3.0
3-Benzyloxy-1,2-propanediol 3.0
Sodium benzoate 0.5
Dye Appropriate perfume Appropriate amount sequestering agent Appropriate amount of purified water
Purified water is heated to 70 ° C., and other components are added and dissolved uniformly, and then cooled.

Example 52 Rinse Silicone Oil 3.0
Liquid paraffin 1.0
Cetyl alcohol 1.5
Stearyl alcohol 1.0
Ethylhexanediol 1.0
2,2-diethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
3-Hexin-2,5-diol 0.1
3-phenoxy-1,2-propanediol 3.0
3-Benzyloxy-1,2-propanediol 3.0
Stearyltrimethylammonium chloride 0.7
Glycerin 3.0
Dye Appropriate amount of perfume Appropriate amount of purified water
Add stearyltrimethylammonium chloride, glycerin and pigment to purified water and keep at 70 ° C. (aqueous phase), mix other ingredients, heat and dissolve and keep at 70 ° C. (oil phase). Add the oil phase to the aqueous phase, emulsify with a homomixer and cool with stirring.

Example 53 Cream liquid paraffin 10.0
Dimethylpolysiloxane (6 mPa.s) 2.0
Glycerin 10.0
1,3-butylene glycol 2.0
Erythritol 1.0
Ethylhexanediol 0.1
2,2-dimethylolpentane 1.0
2,2,4-trimethyl-1,3-pentanediol 0.5
2,2-diethyl-1,3-propanediol 0.1
Polyethylene glycol 1500 5.0
Squalane 15.0
Tetra-2-ethylhexanoic acid pentaerythrit 5.0
Potassium hydroxide 0.1
Sodium hexametaphosphate 0.05
Tocopherol acetate 0.05
3-phenoxy-1,2-propanediol 3.0
3-Benzyloxy-1,2-propanediol 2.0
3-Hexin-2,5-diol 0.1
Phenoxyethanol 0.1
Methylparaben 0.1
Hydroxypropyl methylcellulose 0.3
Polyvinyl alcohol 0.1
Carboxyvinyl polymer 0.2
Acrylic acid / alkyl methacrylate copolymer (Pemulene TR-2) 0.1
Purified water residue (production method)
A solution (phase A) is prepared by dissolving a carboxyvinyl polymer and an acrylic acid / alkyl methacrylate copolymer in a small amount of purified water. Water-soluble components were dissolved in the remaining purified water and heated to 70 ° C. (aqueous phase). Oily components were mixed with liquid oil, heated and melted, and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, preliminarily emulsified, phase A was added, and the mixture was uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 54 Cream Vaseline 2.0
Dimethylpolysiloxane (6 mPa.S) 2.0
Ethanol 5.0
Behenyl alcohol 0.5
Batyl alcohol 0.2
Ethylhexanediol 1.0
Glycerin 7.0
1,3-butylene glycol 5.0
2,2-diethyl-1,3-propanediol 0.5
2,2-dimethylolpentane 1.0
2,2,4-trimethyl-1,3-pentanediol 0.5
Polyethylene glycol 20000 0.5
Jojoba oil 3.0
Squalane 2.0
Phytosteryl hydroxystearate 0.5
Tetra-2-ethylhexanoic acid pentaerythrit 1.0
Polyoxyethylene (60) hydrogenated castor oil 1.0
Potassium hydroxide 0.1
Sodium pyrosulfite 0.01
Sodium hexametaphosphate 0.05
Stearyl glycyrrhetinate 0.1
Pantothenyl ethyl ether 0.1
Arbutin 7.0
Tranexamic acid 1.0
Tocopherol acetate 0.1
Sodium hyaluronate 0.05
3-phenoxy-1,2-propanediol 3.0
3-Benzyloxy-1,2-propanediol 3.0
Edetate trisodium 0.05
4-t-butyl-4'-methoxydibenzoylmethane 0.1
Diparamethoxycinnamic acid mono-2-ethylhexanoate glyceryl 0.1
Methylparaben 0.1
Phenoxyethanol 0.1
3-Hexin-2,5-diol 0.1
Yellow iron oxide xanthane gum 0.1
Carboxyvinyl polymer 0.2
Purified water residue (production method)
A solution (phase A) in which carboxyvinyl polymer and xanthan gum are dissolved in a small amount of purified water is prepared. Water-soluble components were dissolved in the remaining purified water and heated to 70 ° C. (aqueous phase). Oily components were mixed with liquid oil, heated and melted, and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, preliminarily emulsified, phase A was added, and the mixture was uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Example 55 Cream Decamethylcyclopentasiloxane 30.0
Polyoxyethylene / methylpolysiloxane copolymer (molecular weight 6000) 1.5
Trimethylsiloxysilicate 0.5
Glycerin 2.0
2,2-diethyl-1,3-propanediol 0.1
2,2-Dimethyl-1,3-propanediol 0.1
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
Dipropylene glycol 5.0
Ethylhexanediol 1.0
3-phenoxy-1,2-propanediol 2.0
3-Benzyloxy-1,2-propanediol 2.0
Talc 5.0
Spherical silica 0.5
Palmitic acid dextrin coated fine particle titanium oxide (30nm) 7.0
Spherical polyethylene powder 2.0
Poly (oxyethylene / oxypropylene) / methylpolysiloxane copolymer (molecular weight 55000) 1.0
Phenoxyethanol 0.2
Methylparaben 0.1
3-Hexin-2,5-diol 0.1
Edetate trisodium 0.02
Dimethyl distearyl ammonium hectorite 0.5
Purified water residue (production method)
After heating and dissolving the oil, add polyoxyethylene / methylpolysiloxane copolymer, poly (oxyethylene / oxypropylene) / methylpolysilosane copolymer, dimethyl distearyl ammonium hectorite and other oil components and adjust to 70 ° C. And uniformly dispersed and dissolved to obtain an oily gel. Glycerin, dipropylene glycol and 3-phenoxy-1,2-propanediol are added to purified water and adjusted to 70 ° C. This was gradually added to the previous oily gel with stirring, mixed uniformly with a homomixer, and then cooled to 30 ° C.

Example 56 Latex liquid paraffin 7.0
Vaseline 3.0
Decamethylcyclopentasiloxane 2.0
Behenyl alcohol 1.0
Ethylhexanediol 1.0
Glycerin 5.0
Dipropylene glycol 7.0
2,2-diethyl-1,3-propanediol 0.1
2,2-Dimethyl-1,3-propanediol 0.05
2,2-dimethylolpentane 0.1
2,2,4-Trimethyl-1,3-pentanediol 0.1
Polyethylene glycol 1500 2.0
3-phenoxy-1,2-propanediol 2.0
3-Benzyloxy-1,2-propanediol 2.0
Jojoba oil 1.0
Isostearic acid 0.5
Stearic acid 0.5
Behenic acid 0.5
Tetra-2-ethylhexanoic acid pentaerythritol 3.0
Cetyl 2-ethylhexanoate 3.0
Glycerol monostearate 1.0
Polyoxyethylene glycerol monostearate 1.0
Potassium hydroxide 0.1
Sodium hexametaphosphate 0.05
Stearyl glycyrrhetinate 0.05
L-Arginine 0.1
Royal Jelly Extract 0.1
Tocopherol acetate 0.1
Acetylated sodium hyaluronate 0.1
Edetate trisodium 0.05
4-t-butyl-4'-methoxydibenzoylmethane 0.1
2-Ethylhexyl paramethoxycinnamate 0.1
Carboxyvinyl polymer 0.15
Phenoxyethanol 0.05
Methylparaben 0.1
3-Hexin-2,5-diol 0.1
Purified water residue (production method)
A solution (phase A) in which carboxyvinyl polymer is dissolved in a small amount of purified water is prepared. Water-soluble components were dissolved in the remaining purified water and heated to 70 ° C. (aqueous phase). Oily components were mixed with liquid oil, heated and melted, and kept at 70 ° C. (oil phase). The oil phase was gradually added to the aqueous phase, preliminarily emulsified, phase A was added, and the mixture was uniformly emulsified with a homomixer, and then cooled to 30 ° C. while stirring well.

Claims (1)

A skin external composition comprising a glycerin derivative represented by the following chemical formula (1) (wherein R represents a phenyl group ).