WO2011155425A1 - Skin preparation for external use - Google Patents

Skin preparation for external use Download PDF

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Publication number
WO2011155425A1
WO2011155425A1 PCT/JP2011/062890 JP2011062890W WO2011155425A1 WO 2011155425 A1 WO2011155425 A1 WO 2011155425A1 JP 2011062890 W JP2011062890 W JP 2011062890W WO 2011155425 A1 WO2011155425 A1 WO 2011155425A1
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WO
WIPO (PCT)
Prior art keywords
carbon atoms
fatty acid
component
mass
skin
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PCT/JP2011/062890
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French (fr)
Japanese (ja)
Inventor
荒木 秀文
かおり 井上
宮原 令二
木下 耕一
Original Assignee
株式会社資生堂
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Priority to JP2012519363A priority Critical patent/JPWO2011155425A1/en
Publication of WO2011155425A1 publication Critical patent/WO2011155425A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55Phosphorus compounds
    • A61K8/553Phospholipids, e.g. lecithin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/20Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/24Thermal properties
    • A61K2800/244Endothermic; Cooling; Cooling sensation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations

Definitions

  • the present invention relates to a skin external preparation containing a cooling sensation substance. More specifically, the present invention relates to an external preparation for skin that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and excellent in a feeling of use (such as spreading, familiarity, stickiness, freshness, moistness, and no feeling of burden on the skin).
  • Patent Literature 1 discloses a cooling sensation effect improving composition containing a cooling sensation substance and a cationic surfactant, and a hair treatment agent containing the composition, and particularly a quaternary ammonium salt as the cationic surfactant.
  • distearyldimethylammonium chloride is described as being preferable ([0017]).
  • the document 1 has no description or suggestion on the effect of improving the feeling of use (nobrow, familiarity, stickiness, freshness, moistness, lack of feeling on the skin), and is used as a cationic surfactant in the present invention. There is no description or suggestion about the component (b1).
  • Patent Document 2 discloses a refreshing agent comprising a nonionic surfactant having a HLB of 15 or more (for example, decaglyceryl monolaurate).
  • a surfactant with HLB 15 or higher has high hydrophilicity, and therefore, a significant stickiness occurs when it is dried after coating.
  • Patent Document 5 describes a cooling agent composition that is durable and provides a strong cooling effect by combining a cooling substance and vanillyl butyl ether.
  • Patent Document 6 describes a cooling sensation composition that is durable and provides a strong cooling effect by combining a cooling sensation substance with a specific salicylic acid ester.
  • these documents do not have any description or suggestion about the effect of improving the feeling of use (nodding, familiarity, stickiness, freshness, moistness, lack of burden on skin), and description of the component (b2) used in the present invention. ⁇ There is no suggestion.
  • the present invention provides an external preparation for skin that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (longness, familiarity, stickiness, freshness, moistness, no feeling of burden on the skin). With the goal.
  • the present invention provides (a) a cooling sensation substance in an amount of 0.01 to 1% by mass, (b) (b1) a compound represented by the following formula (I), and / or (b2) Provided is a skin external preparation containing 0.1 to 3% by mass of a 1-acyl lysophospholipid represented by the formula (II) or (III).
  • R 1 CO independently represents an aliphatic acyl group having 12 to 22 carbon atoms and 0 to 3 double bonds; n represents a number of 0 to 3; X Represents a halogen compound, methosulfate or methophosphate. However, when n is 0, the group — (CH 2 ) n —OH is a methyl group.
  • R 2 is a saturated fatty acid residue having 1 to 24 carbon atoms or 18, 20, 22, or 24 carbon atoms and having 1 to 4 unsaturated double bonds.
  • R 3 represents a saturated fatty acid residue having 13 to 24 carbon atoms or a fatty acid residue having 1 to 4 unsaturated double bonds having 18, 20, 22, or 24 carbon atoms.
  • M represents a hydrogen atom or an alkali metal atom.
  • an external preparation for skin is provided that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (such as stretch, familiarity, stickiness, freshness, moistness, and a feeling of strain on the skin).
  • POE means polyoxyethylene
  • POP means polyoxypropylene
  • POB means polyoxybutylene
  • the cooling sensation substance as the component (a) used in the present invention is not particularly limited as long as it can be generally blended into cosmetics.
  • menthol, camphor, 3-L-menthoxypropane-1,2-diol and the like are preferably used.
  • the amount of component (a) is 0.01 to 1% by mass, preferably 0.1 to 0.5% by mass, and particularly preferably 0.1 to 0.3% by mass in the external preparation for skin of the present invention. It is. If the blending amount is less than 0.01% by mass, a sufficient cooling sensation sustaining effect cannot be achieved. On the other hand, if it exceeds 1% by mass, the use feeling is inferior.
  • Component (b) In this invention, 1 type (s) or 2 or more types chosen from the following (b1) component and (b2) component are used as (b) component.
  • ⁇ (B1) component> a compound represented by the following formula (I) is used as the component (b1).
  • R 1 CO represents an aliphatic acyl group having 12 to 22 carbon atoms and having 0 to 3 double bonds.
  • n represents a number from 0 to 3. Preferably it is 2 or 3.
  • the group — (CH 2 ) n —OH represents a methyl group.
  • X represents a halogen compound, methosulfate or methophosphate. Preferred are halogen compounds or methosulfate, and particularly preferred is methosulfate.
  • a coconut oil fatty acid ester quat halide or methosulphate is preferably used.
  • dicocoylethylhydroxyethylmonium methosulphate is preferable, and the trade name “DEHYQUART L80” (Cognis Japan) etc. Sold.
  • a 1-acyl lysophospholipid represented by the following formula (II) or (III) is used as the component (b2).
  • R 2 represents a saturated fatty acid residue having 1 to 24 carbon atoms or a fatty acid residue having 18 to 20, 24, 24 carbon atoms and 1 to 4 unsaturated double bonds. Preferably, it represents a saturated fatty acid residue having 11 to 18 carbon atoms or a fatty acid residue having 18 to 18 carbon atoms and having 1 to 3 unsaturated double bonds.
  • R 3 represents a saturated fatty acid residue having 13 to 24 carbon atoms or a fatty acid residue having 18 to 20, 24, 24 carbon atoms and 1 to 4 unsaturated double bonds. Preferably, it represents a saturated fatty acid residue having 13 to 18 carbon atoms or a fatty acid residue having 18 to 18 carbon atoms and having 1 to 3 unsaturated double bonds.
  • M represents a hydrogen atom or an alkali metal atom.
  • the component (b2) may be commercially available or can be obtained by treating a commercially available phospholipid with phospholipase A2.
  • 1-acyl lysophospholipid having a constant number of carbon atoms can be obtained by treating the synthesized 1,2-diacyl phospholipid with phospholipase A2.
  • lysophosphatidylcholine obtained by reacting 1 mol or less of fatty acid anhydride or fatty acid halide under a catalyst with respect to 1 mol of glycerophosphocholine can also be obtained having a certain carbon chain (Japanese Patent Application Laid-Open No. Sho-sho). 63-225388).
  • Component (b2) is preferably an acyl group derived from an unsaturated fatty acid when R 2 is a single acyl group, and is unsaturated when R 3 is a single acyl group. It is preferably an acyl group derived from a fatty acid, and when R 3 contains two or more acyl groups derived from natural products, this is preferably a fatty acid residue derived from soybean.
  • phospholipids of the formula (III), wherein R 3 has 18 carbon atoms and a fatty acid residue having three unsaturated double bonds particularly preferred are phospholipids of the formula (III), wherein R 3 has 18 carbon atoms and has a fatty acid residue having 1 to 2 unsaturated double bonds.
  • Component (b2) is a commercially available product, for example, “Ripidur” (manufactured by NOF Corporation. Fatty acid residue having two unsaturated double double bonds in formula (III) where R 3 has 18 carbon atoms.
  • “San lysolecithin” (manufactured by Taiyo Kagaku Co., Ltd.)
  • R 3 has 18 carbon atoms and has two unsaturated double bonds. As a main component).
  • the amount of the component (b) is 0.1 to 3% by mass, preferably 0.1 to 2% by mass, particularly preferably 0.4 to 1.5% by mass in the external preparation for skin of the present invention. . If the blending amount is less than 0.1% by mass, a sufficient cooling sensation sustaining effect cannot be achieved. On the other hand, if it exceeds 3% by mass, the feeling in use is inferior.
  • the component (c) in addition to the components (a) and (b), it is preferable to add (c) ethanol in order to further improve the cooling sensation duration.
  • the component (c) is blended, it is preferably blended in an amount of 3 to 35 mass%, more preferably 5 to 30 mass%, in the external preparation for skin of the present invention.
  • the external preparation for skin of the present invention is within the range not impairing the effects of the present invention, and other optional additive components that are usually used in external preparations for skin such as cosmetics and pharmaceuticals, such as fats and oils, waxes, Hydrocarbon oil, higher fatty acid, higher alcohol, synthetic ester oil, silicone oil, anionic surfactant, cationic surfactant, nonionic surfactant, water-soluble polymer, chelating agent, polyhydric alcohol, pH adjuster, oxidation An inhibitor, a powder component, a fragrance
  • cosmetics and pharmaceuticals such as fats and oils, waxes, Hydrocarbon oil, higher fatty acid, higher alcohol, synthetic ester oil, silicone oil, anionic surfactant, cationic surfactant, nonionic surfactant, water-soluble polymer, chelating agent, polyhydric alcohol, pH adjuster, oxidation
  • oils and fats examples include corn oil, olive oil, rapeseed oil, castor oil, soybean oil, peanut oil, glycerin triisooctanoate, and other solid oils such as cocoa butter and hardened oil.
  • waxes examples include beeswax, carnauba wax, lanolin and the like.
  • hydrocarbon oil examples include oils such as liquid paraffin, squalane, ceresin, petrolatum, paraffin, and microcrystalline wax.
  • higher fatty acids examples include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toluic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
  • higher alcohols examples 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, hexyl decanol, isostearyl alcohol, octyldodecanol, etc.).
  • 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
  • hexyl decanol isosteary
  • Synthetic ester oils include isopropyl myristate, octyldodecyl myristate, myristyl myristate, isopropyl palmitate, hexyl laurate, decyl oleate, oleyl oleate, cetyl lactate, isocetyl isostearate, diisopropyl adipate, diethyl sebacate, And diisopropyl sebacate, crotamiton (C 13 H 17 NO), and the like.
  • silicone oil examples include chain polysiloxanes such as dimethylpolysiloxane and methylphenylpolysiloxane.
  • anionic surfactant examples include fatty acid soaps (for example, sodium laurate, sodium palmitate, etc.); higher alkyl sulfates (for example, sodium lauryl sulfate, sodium cetyl sulfate); phosphate ester salts (POE-oleyl) Ether sodium phosphate, etc.).
  • fatty acid soaps for example, sodium laurate, sodium palmitate, etc.
  • higher alkyl sulfates for example, sodium lauryl sulfate, sodium cetyl sulfate
  • phosphate ester salts POE-oleyl
  • Examples of the cationic surfactant include benzalkonium chloride.
  • lipophilic nonionic surfactant examples include propylene glycol fatty acid esters (for example, propylene glycol monostearate); hardened castor oil derivatives, and the like.
  • hydrophilic nonionic surfactant examples include POE sorbite fatty acid esters (for example, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (for example, POE-glycerin monostearate, POE-glycerin monoisostearate, POE-monooleate such as POE-glycerin triisostearate, etc.); POE-fatty acid esters (eg, POE-distearate) POE-monodiolate, ethylene glycol distearate, etc.); POE-alkyl ethers (eg POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE- Henyl ether, POE-2-octyldodecyl ether, POE-
  • water-soluble polymers examples include plant polymers (eg, carrageenan, pectin, corn starch, etc.); microbial polymers (eg, xanthan gum, pullulan, sodium hyaluronate); and cellulose polymers (methylcellulose, ethylcellulose) , Hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, carboxymethyl cellulose sodium, etc.); alginic acid polymers (eg, sodium alginate); vinyl polymers (eg, polyvinyl alcohol, polyvinyl pyrrolidone, carboxyvinyl polymer, etc.) It is done.
  • plant polymers eg, carrageenan, pectin, corn starch, etc.
  • microbial polymers eg, xanthan gum, pullulan, sodium hyaluronate
  • cellulose polymers methylcellulose, ethylcellulose
  • Hydroxyethyl cellulose Hydroxyethyl cellulose,
  • chelating agents examples include sodium edetate and sodium metaphosphate.
  • polyhydric alcohols examples include dihydric alcohols (eg, propylene glycol, 1,3-butylene glycol, etc.); trivalent alcohols (eg, glycerin, etc.); tetravalent alcohols (eg, 1,2,6- Pentaerythritol such as hexanetriol); pentahydric alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, dipropylene glycol, triethylene glycol, polyethylene glycol, etc.) ); Sugar alcohols (for example, sorbitol, mannitol, etc.) and the like.
  • dihydric alcohols eg, propylene glycol, 1,3-butylene glycol, etc.
  • trivalent alcohols eg, glycerin, etc.
  • tetravalent alcohols eg, 1,2,6- Pentaery
  • pH adjuster examples include buffers such as lactic acid-sodium lactate and citric acid-sodium citrate; amino acids (eg, glycine) and the like.
  • antioxidants examples include dibutylhydroxytoluene (BHT) and butylhydroxyanisole (BHA).
  • the powder component examples include inorganic powders (eg, talc, kaolin, bentonite, magnesium aluminate silicate, anhydrous silicic acid, titanium oxide, zinc oxide, etc.); organic powders (eg, cellulose powder); inorganic pigments (eg, , Iron sesquioxide, yellow iron sesquioxide, black iron oxide, etc.); organic pigments (for example, aluminum lake) and the like.
  • inorganic powders eg, talc, kaolin, bentonite, magnesium aluminate silicate, anhydrous silicic acid, titanium oxide, zinc oxide, etc.
  • organic powders eg, cellulose powder
  • inorganic pigments eg, Iron sesquioxide, yellow iron sesquioxide, black iron oxide, etc.
  • organic pigments for example, aluminum lake
  • antiseptics ethyl paraben, butyl paraben, etc.
  • anti-inflammatory agents eg, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, allantoin, etc.
  • vitamins eg, vitamin B6, Vitamin C, Vitamin E and its derivatives, panthenol, etc.
  • various extracts for example, Izayoi rose, Achillea millefolium, Merilot, Oat, Ouren, Shikon, Peonies, Assembly, Birch, Sage, Loquat, Carrot, Aloe, Xenia mallow, Iris , Grape, yokuinin, loofah, lily, saffron, senkyu, ginger, hypericum, onionis, garlic, pepper, chimpi, red pepper, seaweed, etc.); blood circulation promoter (eg nonyl acid vanillylamide, nic
  • the skin external preparation of the present invention is widely applicable in the fields of cosmetics, pharmaceuticals, and quasi drugs.
  • the dosage form is not particularly limited as long as it can be applied to the skin, and preferred examples include skin lotion, gel, emulsion, cream and the like.
  • Preferred product forms include facial skin cosmetics, body skin cosmetics, lip cosmetics, scalp cosmetics, and the like.
  • the blending amount is expressed in mass% with respect to the system in which the component is blended.
  • test method and evaluation method used in this example will be described.
  • [Usage feeling] 10 panel feels when each sample of each example and comparative example (skin lotion) is applied to the entire face (feeling of nodding, familiarity, stickiness, freshness, moistness, no burden on the skin) Were evaluated (overall evaluation) and evaluated based on the following evaluation criteria.
  • Example 1 Samples (skin lotions) having the compositions shown in Table 1 below were prepared by a conventional method, and the cooling duration and the feeling in use were evaluated according to the above test method and evaluation criteria. The results are shown in Table 1.
  • Table 1 “DEHYQUAT L80” (Cognis Japan) was used as “dicocoylethylhydroxyethylmonium methosulfate (* 1) ”.
  • Example 6 to 10 Comparative Examples 6 to 10.
  • Samples (skin lotions) having the compositions shown in Table 2 below were prepared by a conventional method, and the cooling duration and the feeling in use were evaluated according to the above test method and evaluation criteria. The results are shown in Table 2.
  • “Lipidur” manufactured by NOF Corporation
  • Example 11 lotion
  • Example 11 lotion
  • Menthol 0.1 (13) Camphor 0.05
  • a lotion was obtained by mixing an aqueous phase in which (1) to (9) were uniformly mixed at room temperature and an alcohol phase in which (11) to (13) were uniformly dissolved in (10).
  • Example 12 Latex (Mixed component) (mass%) (1) Ion exchange water Residual (2) Glycerin 5 (3) Butylene glycol 5 (4) Dicocoylethylhydroxyethylmonium methosulfate 0.5 (5) Polyethylene glycol 1500 2 (6) Ethanol 3 (7) Phenoxyethanol 0.3 (8) Paraben 0.1 (9) Potassium hydroxide 0.1 (10) Trisodium edetate 0.05 (11) Carboxyvinyl polymer 0.1 (12) Xanthan gum 0.1 (13) Behenyl alcohol 0.5 (14) Petrolatum 2 (15) Squalane 3 (16) Decamethylcyclopentasiloxane 3 (17) Dimethylpolysiloxane 2 (18) Cetyl 2-ethylhexanoate 2 (19) PEG-60 glyceryl isostearate 1 (20) PEG-5 glyceryl stearate 1 (21) Menthol 0.1 (22) Fragrance 0.1 (Production method) After
  • Example 13 Cream
  • (Mixed component) (mass%) (1) Ion exchange water Residual (2) Glycerin 7 (3) Dipropylene glycol 7 (4) Dicocoylethylhydroxyethylmonium methosulfate 0.2 (5) Erythritol 1 (6) Polyethylene glycol 20000 2 (7) Phenoxyethanol 0.5 (8) Triethanolamine 0.5 (9) edetate trisodium 0.1 (10) Carboxyvinyl polymer 0.1 (11) Xanthan gum 0.1 (12) Behenyl alcohol 3 (13) Stearyl alcohol 1 (14) Microcrystalline wax 1 (15) Petrolatum 2 (16) Squalane 5 (17) Decamethylcyclopentasiloxane 3 (18) Dimethylpolysiloxane 3 (19) Isononyl isononanoate 2 (20) PEG-60 glyceryl isostearate 1 (21) PEG-5 glyceryl stearate 1 (22) Menthol 0.05 (23) Camphor 0.05 (24) Fra
  • Example 14 Sunscreen cosmetics (Mixed component) (mass%) (1) Polyoxyethylene hydrogenated castor oil 1 (2) Dimethicone copolyol 0.5 (3) Decamethylcyclopentasiloxane 15 (4) Behenic acid 0.3 (5) Stearic acid 0.2 (6) Behenyl alcohol 0.3 (7) Phenyltrimethicone 1 (8) Hydrophobized titanium oxide 5 (9) Hydrophobized zinc oxide 2 (10) Spherical polyalkyl acrylate powder 2 (11) 2-ethylhexyl paramethoxycinnamate 5 (12) Menthol 0.1 (13) Citric acid 0.01 (14) Sodium citrate 0.09 (15) Silica 1 (16) Sodium hydroxide 0.05 (17) Ethanol 5 (18) Butylene glycol 2 (19) Dicocoylethylhydroxyethylmonium methosulfate 0.1 (20) Phenoxyethanol 0.5 (21) Succinoglucan 0.2 (22) Cellulose gum 1 (23) Residual solvent
  • Example 16 Skin cleansing agent
  • (Mixed component) (mass%) (1) Purified water Residue (2) Ethanol 15 (3) Sucrose / Sorbit mixture 15 (4) Sorbit solution 10 (5) POP (9) diglyceryl ether 4 (6) Castor oil 2 (7) Isostearic acid 2 (8) Stearic acid 7 (9) Lauric acid 6 (10) Myristic acid 11 (11) Palmitic acid 3 (12) Sodium dodecane-1,2-diol ether ether 3 (13) N-methyl taurine sodium 5 (14) Dicocoylethylhydroxyethylmonium methosulfate 0.1 (15) Sodium hydroxide 4 (16) Sodium chloride 0.5 (17) Dibutylhydroxytoluene 0.1 (18) Hydroxyethanediphosphonic acid tetrasodium (30%) 0.1 (19) edetate trisodium 0.1 (20) Dye 0.5 (21) Fragrance 0.1 (22) Menthol 0.5 (Production method) (1) to
  • Example 17 lotion
  • Example 17 lotion
  • Menthol 0.1 (13) Camphor 0.05
  • a lotion was obtained by mixing an aqueous phase in which (1) to (9) were uniformly mixed at room temperature and an alcohol phase in which (11) to (13) were uniformly dissolved in (10).
  • Example 18 Latex (Mixed component) (mass%) (1) Ion exchange water Residual (2) Glycerin 5 (3) Butylene glycol 5 (4) 1-acyl lysophospholipid 1 (5) Polyethylene glycol 1500 2 (6) Ethanol 3 (7) Phenoxyethanol 0.3 (8) Paraben 0.1 (9) Potassium hydroxide 0.1 (10) Trisodium edetate 0.05 (11) Carboxyvinyl polymer 0.1 (12) Xanthan gum 0.1 (13) Behenyl alcohol 0.5 (14) Petrolatum 2 (15) Squalane 3 (16) Decamethylcyclopentasiloxane 3 (17) Dimethylpolysiloxane 2 (18) Cetyl 2-ethylhexanoate 2 (19) PEG-60 glyceryl isostearate 1 (20) PEG-5 glyceryl stearate 1 (21) Menthol 0.1 (22) Fragrance 0.1 (Production method) After uniformly mixing (1) to (12) heated to 70 ° C
  • Example 19 Cream
  • (Mixed component) (mass%) (1) Ion exchange water Residual (2) Glycerin 7 (3) Dipropylene glycol 7 (4) 1-acyl lysophospholipid 2 (5) Erythritol 1 (6) Polyethylene glycol 20000 2 (7) Phenoxyethanol 0.5 (8) Triethanolamine 0.5 (9) edetate trisodium 0.1 (10) Carboxyvinyl polymer 0.1 (11) Xanthan gum 0.1 (12) Behenyl alcohol 3 (13) Stearyl alcohol 1 (14) Microcrystalline wax 1 (15) Petrolatum 2 (16) Squalane 5 (17) Decamethylcyclopentasiloxane 3 (18) Dimethylpolysiloxane 3 (19) Isononyl isononanoate 2 (20) PEG-60 glyceryl isostearate 1 (21) PEG-5 glyceryl stearate 1 (22) Menthol 0.05 (23) Camphor 0.05 (24) Fragrance 0.1 (Production method) After uniformly mixing
  • Example 20 Sunscreen cosmetics
  • Melad component (mass%)
  • Polyoxyethylene hydrogenated castor oil 1 Dimethicone copolyol 0.5 (3) Decamethylcyclopentasiloxane 15 (4) Behenic acid 0.3 (5) Stearic acid 0.2 (6) Behenyl alcohol 0.3 (7) Phenyltrimethicone 1 (8) Hydrophobized titanium oxide 5 (9) Hydrophobized zinc oxide 2 (10) Spherical polyalkyl acrylate powder 2 (11) 2-ethylhexyl paramethoxycinnamate 5 (12) Menthol 0.1 (13) Citric acid 0.01 (14) Sodium citrate 0.09 (15) Silica 1 (16) Sodium hydroxide 0.05 (17) Ethanol 5 (18) Butylene glycol 2 (19) 1-acyl lysophospholipid 0.3 (20) Phenoxyethanol 0.5 (21) Succinoglucan 0.2 (22) Cellulose gum 1 (23) Ion-exchanged water residue (production method) After uniformly mixing (1)
  • Example 22 Skin cleansing agent
  • (Mixed component) (mass%) (1) Purified water Residue (2) Ethanol 15 (3) Sucrose / Sorbit mixture 15 (4) Sorbit solution 10 (5) POP (9) diglyceryl ether 4 (6) Castor oil 2 (7) Isostearic acid 2 (8) Stearic acid 7 (9) Lauric acid 6 (10) Myristic acid 11 (11) Palmitic acid 3 (12) Sodium dodecane-1,2-diol ether ether 3 (13) N-methyl taurine sodium 5 (14) 1-acyl lysophospholipid 1 (15) Sodium hydroxide 4 (16) Sodium chloride 0.5 (17) Dibutylhydroxytoluene 0.1 (18) Hydroxyethanediphosphonic acid tetrasodium (30%) 0.1 (19) edetate trisodium 0.1 (20) Dye 0.5 (21) Fragrance 0.1 (22) Menthol 0.5 (Production method) (1) to (22) were heated to 70 ° C., mixed sufficiently
  • an external preparation for skin is provided that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (such as stretch, familiarity, stickiness, freshness, moistness, and a feeling of strain on the skin).

Abstract

Disclosed is a skin preparation for external use that has excellent effect in improving the sensation upon use (spreading, affinity, adhesion, moistness, dampness, lack of a feeling of burden on the skin) as well as having an excellent effect in sustaining the cool sensation of a cool-sensation substance. The skin preparation for external use contains (a) 0.01-1 mass% of a cool-sensation substance (for example, menthol, camphor, 3-L-menthoxypropane-1,2-diol, or the like), (b) 0.1-3 mass% of (b1) a particular cationic surfactant (for example, dicocoyl ethyl hydroxyethylmonium methosulfate or the like) and/or (b2) a particular 1-acyl lysophospholipid. As desired, 3-35 mass% of (c) ethanol may also be combined.

Description

皮膚外用剤Topical skin preparation
 本発明は冷感物質を含有する皮膚外用剤に関する。さらに詳しくは、冷感物質の冷感持続効果に優れるとともに、使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)に優れる皮膚外用剤に関する。 The present invention relates to a skin external preparation containing a cooling sensation substance. More specifically, the present invention relates to an external preparation for skin that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and excellent in a feeling of use (such as spreading, familiarity, stickiness, freshness, moistness, and no feeling of burden on the skin).
 近年、消費者の嗜好の多様化に伴い、皮膚外用剤などでは、製品に本来要求される機能のほかに、使用中あるいは使用後に清涼感や冷感効果が得られるような機能を付与されたものが好まれるようになってきた。それらの代表的な製品としては、例えば、夏季に使用されるフェーシャルケア製品、ボディケア製品、入浴剤、ハップ剤などが挙げられる。このような要求を満たすために通常、製品中に冷感物質を配合している。 In recent years, along with the diversification of consumer preferences, skin preparations for external use have been given functions that provide a refreshing and cooling effect in addition to the functions originally required for products. Things have come to be liked. Typical examples of such products include facial care products, body care products, bathing agents, and haptics used in summer. In order to satisfy such a requirement, a cooling sensation substance is usually blended in the product.
 例えば特許文献1では冷感物質とカチオン型界面活性剤を含有する冷感効果向上組成物、および該組成物を含有する毛髪処理剤が開示され、カチオン型界面活性剤として特に第4級アンモニウム塩(例えば、塩化ジステアリルジメチルアンモニウム等)が好ましいことが記載されている([0017])。しかし該文献1には使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)について記載や示唆がなく、またカチオン型界面活性剤として、本願発明で用いる(b1)成分についての記載・示唆はない。また特許文献2には、HLB15以上のノニオン界面活性剤(例えば、モノラウリン酸デカグリセリル等)からなる清涼感改善剤が開示されている。しかしHLB15以上の界面活性剤では親水性が高いため、塗布後の乾き際に著しいべたつきが生じる。 For example, Patent Literature 1 discloses a cooling sensation effect improving composition containing a cooling sensation substance and a cationic surfactant, and a hair treatment agent containing the composition, and particularly a quaternary ammonium salt as the cationic surfactant. (For example, distearyldimethylammonium chloride) is described as being preferable ([0017]). However, the document 1 has no description or suggestion on the effect of improving the feeling of use (nobrow, familiarity, stickiness, freshness, moistness, lack of feeling on the skin), and is used as a cationic surfactant in the present invention. There is no description or suggestion about the component (b1). Patent Document 2 discloses a refreshing agent comprising a nonionic surfactant having a HLB of 15 or more (for example, decaglyceryl monolaurate). However, a surfactant with HLB 15 or higher has high hydrophilicity, and therefore, a significant stickiness occurs when it is dried after coating.
 なお本願発明で用いる式(I)で示されるカチオン型界面活性剤を配合した化粧料が特許文献3~4に開示されているが、いずれも毛髪表面の回復・改善効果図る毛髪化粧料に関するもので、冷感剤と組み合せて皮膚外用剤に配合することで清涼剤の冷感持続効果、使用感触改善効果の両立を図ることを示唆するような記載はない。 Note that cosmetics containing a cationic surfactant represented by the formula (I) used in the present invention are disclosed in Patent Documents 3 to 4, all of which relate to hair cosmetics that are intended to restore and improve the hair surface. Thus, there is no description that suggests that the cooling agent has both a cooling sensation sustaining effect and a use feeling improving effect by combining with a cooling sensate in a skin external preparation.
 また、例えば特許文献5では冷感物質とバニリルブチルエーテルを組み合せることで、持続性があり、かつ強い冷感効果を与える冷感剤組成物が記載されている。また特許文献6には、冷感物質と特定のサリチル酸エステルを組み合せることで、持続性があり、かつ強い冷感効果を与える冷感剤組成物が記載されている。しかしこれらの文献には使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)について記載や示唆がなく、また本願発明で用いる(b2)成分についての記載・示唆はない。 Further, for example, Patent Document 5 describes a cooling agent composition that is durable and provides a strong cooling effect by combining a cooling substance and vanillyl butyl ether. Patent Document 6 describes a cooling sensation composition that is durable and provides a strong cooling effect by combining a cooling sensation substance with a specific salicylic acid ester. However, these documents do not have any description or suggestion about the effect of improving the feeling of use (nodding, familiarity, stickiness, freshness, moistness, lack of burden on skin), and description of the component (b2) used in the present invention.・ There is no suggestion.
 なお本願発明で用いる(b2)成分を配合した化粧料が特許文献7~8に開示されているが、いずれも冷感剤と組み合せて皮膚外用剤に配合することで清涼剤の冷感持続効果、使用感触改善効果の両立を図ることを示唆するような記載はない。 Although cosmetics containing the component (b2) used in the present invention are disclosed in Patent Documents 7 to 8, all of them are combined with a cooling sensation agent to be added to a skin external preparation, and thereby the cooling sensation sustaining effect of the cooling agent is disclosed. There is no description that suggests that the effect of improving the feeling of use is achieved.
特開2002-114649号公報JP 2002-114649 A 特開2001-26513号公報JP 2001-26513 A 特開2006-182743号公報JP 2006-182743 A 特開2006-225318号公報JP 2006-225318 A 特開2000-44924号公報JP 2000-44924 A 国際公開第2003/074622号パンフレットInternational Publication No. 2003/074622 Pamphlet 特開2004-75661号公報JP 2004-75661 A 特開2001-31551号公報Japanese Patent Laid-Open No. 2001-31551
 本発明は、冷感物質の冷感持続効果に優れるとともに、使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)に優れる皮膚外用剤を提供することを目的とする。 The present invention provides an external preparation for skin that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (longness, familiarity, stickiness, freshness, moistness, no feeling of burden on the skin). With the goal.
 上記課題を解決するために本発明は、(a)冷感物質を0.01~1質量%、(b)(b1)下記式(I)で示される化合物、および/または、(b2)下記式(II)若しくは(III)で示される1-アシルリゾリン脂質を0.1~3質量%含有する皮膚外用剤を提供する。 In order to solve the above problems, the present invention provides (a) a cooling sensation substance in an amount of 0.01 to 1% by mass, (b) (b1) a compound represented by the following formula (I), and / or (b2) Provided is a skin external preparation containing 0.1 to 3% by mass of a 1-acyl lysophospholipid represented by the formula (II) or (III).
<(b1)成分>
Figure JPOXMLDOC01-appb-I000004
<(B1) component>
Figure JPOXMLDOC01-appb-I000004
〔式(I)中、R1COは、それぞれ独立に炭素原子数12~22で、二重結合を0~3個有する脂肪族アシル基を表し;nは0~3の数を表し;Xはハロゲン化合物、メトサルフェートまたはメトホスフェートを表す。ただしnが0の場合には、基-(CH2n-OHは、メチル基となる。〕 [In the formula (I), R 1 CO independently represents an aliphatic acyl group having 12 to 22 carbon atoms and 0 to 3 double bonds; n represents a number of 0 to 3; X Represents a halogen compound, methosulfate or methophosphate. However, when n is 0, the group — (CH 2 ) n —OH is a methyl group. ]
<(b2)成分>
Figure JPOXMLDOC01-appb-I000005
<(B2) component>
Figure JPOXMLDOC01-appb-I000005
Figure JPOXMLDOC01-appb-I000006
Figure JPOXMLDOC01-appb-I000006
〔式(II)、(III)中、R2は炭素原子数1~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表し;R3は炭素原子数13~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表し;Mは水素原子またはアルカリ金属原子を表す。〕
 また本発明は、さらに(c)エタノールを3~35質量%含有する、上記皮膚外用剤を提供する。
[In the formulas (II) and (III), R 2 is a saturated fatty acid residue having 1 to 24 carbon atoms or 18, 20, 22, or 24 carbon atoms and having 1 to 4 unsaturated double bonds. R 3 represents a saturated fatty acid residue having 13 to 24 carbon atoms or a fatty acid residue having 1 to 4 unsaturated double bonds having 18, 20, 22, or 24 carbon atoms. M represents a hydrogen atom or an alkali metal atom. ]
The present invention further provides (c) the above-mentioned external preparation for skin containing 3 to 35% by mass of ethanol.
 本発明により、冷感物質の冷感持続効果に優れるとともに、使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)に優れる皮膚外用剤が提供される。 According to the present invention, an external preparation for skin is provided that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (such as stretch, familiarity, stickiness, freshness, moistness, and a feeling of strain on the skin). .
 以下、本発明について詳述する。なお以下において、POEはポリオキシエチレンを、POPはポリオキシプロピレンを、POBはポリオキシブチレンを、それぞれ意味する。 Hereinafter, the present invention will be described in detail. In the following, POE means polyoxyethylene, POP means polyoxypropylene, and POB means polyoxybutylene.
 [(a)成分]
 本発明に用いられる(a)成分としての冷感物質は、一般に化粧料に配合し得るものであれば特に限定されるものでなく、例えば、メントール、カンファー、イソプレゴール、ボルネオール、シネオールメントン、スペアミント、ペパーミント、マロン酸メンチル、グリコシル-モノ-メンチル-O-アセテート、3-L-メントキシプロパン-1,2-ジオール、1-メンチル-3-ヒドロキシブチレート等が挙げられる。中でもメントール、カンファー、3-L-メントキシプロパン-1,2-ジオール等が好ましく用いられる。
[(A) component]
The cooling sensation substance as the component (a) used in the present invention is not particularly limited as long as it can be generally blended into cosmetics. For example, menthol, camphor, isopulegol, borneol, cineole menton, spearmint, Peppermint, menthyl malonate, glycosyl-mono-menthyl-O-acetate, 3-L-menthoxypropane-1,2-diol, 1-menthyl-3-hydroxybutyrate and the like. Of these, menthol, camphor, 3-L-menthoxypropane-1,2-diol and the like are preferably used.
 (a)成分の配合量は、本発明皮膚外用剤中に0.01~1質量%であり、好ましくは0.1~0.5質量%、特に好ましくは0.1~0.3質量%である。配合量が0.01質量%未満では十分な冷感持続効果を奏することができず、一方、1質量%を超えて過剰に配合すると使用感触に劣る。 The amount of component (a) is 0.01 to 1% by mass, preferably 0.1 to 0.5% by mass, and particularly preferably 0.1 to 0.3% by mass in the external preparation for skin of the present invention. It is. If the blending amount is less than 0.01% by mass, a sufficient cooling sensation sustaining effect cannot be achieved. On the other hand, if it exceeds 1% by mass, the use feeling is inferior.
 [(b)成分]
 本発明では(b)成分として、下記の(b1)成分、(b2)成分の中から選ばれる1種または2種以上を用いる。
[Component (b)]
In this invention, 1 type (s) or 2 or more types chosen from the following (b1) component and (b2) component are used as (b) component.
 <(b1)成分>
 本発明では(b1)成分として、下記式(I)で示される化合物を用いる。
<(B1) component>
In the present invention, a compound represented by the following formula (I) is used as the component (b1).
Figure JPOXMLDOC01-appb-I000007
Figure JPOXMLDOC01-appb-I000007
 上記式(I)中、各置換基、符合は以下の意味を示す。 In the above formula (I), each substituent and sign have the following meanings.
 R1COは、それぞれ独立に炭素原子数12~22で、二重結合を0~3個有する脂肪族アシル基を表す。 R 1 CO represents an aliphatic acyl group having 12 to 22 carbon atoms and having 0 to 3 double bonds.
 nは0~3の数を表す。好ましくは2または3である。なお、nが0の場合には、基-(CH2n-OHはメチル基を示すものとする。 n represents a number from 0 to 3. Preferably it is 2 or 3. When n is 0, the group — (CH 2 ) n —OH represents a methyl group.
 Xはハロゲン化合物、メトサルフェートまたはメトホスフェートを表す。好ましくはハロゲン化合物またはメトサルフェートであり、特に好ましくはメトサルフェートである。 X represents a halogen compound, methosulfate or methophosphate. Preferred are halogen compounds or methosulfate, and particularly preferred is methosulfate.
 (b1)成分として、好ましくはヤシ油脂肪酸系エステルクワットのハロゲン化物またはメトサルフェートが用いられ、特にはジココイルエチルヒドロキシエチルモニウムメトサルフェートが好ましく、商品名「DEHYQUART L80」(コグニス・ジャパン)等として販売されている。 As the component (b1), a coconut oil fatty acid ester quat halide or methosulphate is preferably used. In particular, dicocoylethylhydroxyethylmonium methosulphate is preferable, and the trade name “DEHYQUART L80” (Cognis Japan) etc. Sold.
 <(b2)成分>
 本発明では(b2)成分として、下記式(II)若しくは(III)で示される1-アシルリゾリン脂質を用いる。
<(B2) component>
In the present invention, a 1-acyl lysophospholipid represented by the following formula (II) or (III) is used as the component (b2).
Figure JPOXMLDOC01-appb-I000008
Figure JPOXMLDOC01-appb-I000008
Figure JPOXMLDOC01-appb-I000009
Figure JPOXMLDOC01-appb-I000009
 上記式中、各置換基、符合は以下の意味を示す。 In the above formula, each substituent and sign have the following meanings.
 R2は炭素原子数1~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表す。好ましくは炭素原子数11~18の飽和脂肪酸残基または炭素原子数18で、1~3個の不飽和二重結合を有する脂肪酸残基を表す。 R 2 represents a saturated fatty acid residue having 1 to 24 carbon atoms or a fatty acid residue having 18 to 20, 24, 24 carbon atoms and 1 to 4 unsaturated double bonds. Preferably, it represents a saturated fatty acid residue having 11 to 18 carbon atoms or a fatty acid residue having 18 to 18 carbon atoms and having 1 to 3 unsaturated double bonds.
 R3は炭素原子数13~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表す。好ましくは炭素原子数13~18の飽和脂肪酸残基または炭素原子数18で、1~3個の不飽和二重結合を有する脂肪酸残基を表す。 R 3 represents a saturated fatty acid residue having 13 to 24 carbon atoms or a fatty acid residue having 18 to 20, 24, 24 carbon atoms and 1 to 4 unsaturated double bonds. Preferably, it represents a saturated fatty acid residue having 13 to 18 carbon atoms or a fatty acid residue having 18 to 18 carbon atoms and having 1 to 3 unsaturated double bonds.
 Mは水素原子またはアルカリ金属原子を表す。 M represents a hydrogen atom or an alkali metal atom.
 (b2)成分は市販のものであってもよく、あるいは市販のリン脂質をホスホリパーゼA2で処理することにより得ることもできる。あるいは、合成された1,2-ジアシルリン脂質をホスホリパーゼA2で処理することにより炭素原子数が一定の1-アシルリゾリン脂質を得ることも可能である。また、グリセロホスホコリン1モルに対して1モル以下の脂肪酸無水物または脂肪酸ハライドを触媒下に反応させて得られるリゾホスファチジルコリンの場合にも、一定の炭素鎖を有するものが得られる(特開昭63-225388号公報)。また、大豆由来などのリン脂質をホスホリパーゼA2で処理してもよい。 The component (b2) may be commercially available or can be obtained by treating a commercially available phospholipid with phospholipase A2. Alternatively, 1-acyl lysophospholipid having a constant number of carbon atoms can be obtained by treating the synthesized 1,2-diacyl phospholipid with phospholipase A2. In addition, lysophosphatidylcholine obtained by reacting 1 mol or less of fatty acid anhydride or fatty acid halide under a catalyst with respect to 1 mol of glycerophosphocholine can also be obtained having a certain carbon chain (Japanese Patent Application Laid-Open No. Sho-sho). 63-225388). Moreover, you may process phospholipids, such as a soybean origin, with phospholipase A2.
 (b2)成分は、R2が単一のアシル基である場合にはこれは不飽和脂肪酸に由来するアシル基であるのが好ましく、R3が単一のアシル基である時にはこれは不飽和脂肪酸に由来するアシル基であるのが好ましく、R3が天然物由来の2種類以上のアシル基を含む場合にはこれは大豆由来の脂肪酸残基であるのが好ましい。 Component (b2) is preferably an acyl group derived from an unsaturated fatty acid when R 2 is a single acyl group, and is unsaturated when R 3 is a single acyl group. It is preferably an acyl group derived from a fatty acid, and when R 3 contains two or more acyl groups derived from natural products, this is preferably a fatty acid residue derived from soybean.
 これらは1種を単独で、または2種以上を組み合わせて用いることができる。これらの1-アシルリゾリン脂質のうち特に好ましいのは、式(III)に示すリン脂質でR3が炭素原子数18で、3個の不飽和2重結合を有する脂肪酸残基のもの、および式(III)に示すリン脂質でR3が炭素原子数18で、1~2個の不飽和二重重結合を有する脂肪酸残基のものである。 These can be used alone or in combination of two or more. Among these 1-acyl lysophospholipids, particularly preferred are phospholipids of the formula (III), wherein R 3 has 18 carbon atoms and a fatty acid residue having three unsaturated double bonds, and the formula ( In the phospholipids shown in III), R 3 has 18 carbon atoms and has a fatty acid residue having 1 to 2 unsaturated double bonds.
 (b2)成分は、市販品として、例えば、「リピデュール」(日本油脂(株)製。式(III)でR3が炭素原子数18で、2個の不飽和二重重結合を有する脂肪酸残基のものを主成分とする)、「サンリゾレシチン」(太陽化学(株)製。式(III)に示すリン脂質でR3が炭素原子数18で、2個の不飽和二重結合を有する脂肪酸残基のものを主成分とする)、「リゾレシチン協和」(岩瀬コスファ(株)製。式(III)でR3が炭素原子数18で、2個の不飽和二重結合を有する脂肪酸残基のものを主成分とする)等が挙げられる。 Component (b2) is a commercially available product, for example, “Ripidur” (manufactured by NOF Corporation. Fatty acid residue having two unsaturated double double bonds in formula (III) where R 3 has 18 carbon atoms. "San lysolecithin" (manufactured by Taiyo Kagaku Co., Ltd.) A phospholipid represented by the formula (III), R 3 having 18 carbon atoms and a fatty acid having two unsaturated double bonds Residic acid main component), “Lysolecithin Kyowa” (Iwase Kosfa Co., Ltd.). In formula (III), R 3 has 18 carbon atoms and has two unsaturated double bonds. As a main component).
 (b)成分の配合量は、本発明皮膚外用剤中に0.1~3質量%であり、好ましくは0.1~2質量%、特に好ましくは0.4~1.5質量%である。配合量が0.1質量%未満では十分な冷感持続効果を奏することができず、一方、3質量%を超えて過剰に配合すると使用感触に劣る。 The amount of the component (b) is 0.1 to 3% by mass, preferably 0.1 to 2% by mass, particularly preferably 0.4 to 1.5% by mass in the external preparation for skin of the present invention. . If the blending amount is less than 0.1% by mass, a sufficient cooling sensation sustaining effect cannot be achieved. On the other hand, if it exceeds 3% by mass, the feeling in use is inferior.
 本発明では上記(a)成分、(b)成分に加え、冷感持続時間のさらなる向上のために、(c)エタノールを配合するのが好ましい。(c)成分を配合する場合、本発明皮膚外用剤中に3~35質量%配合するのが好ましく、より好ましくは5~30質量%である。 In the present invention, in addition to the components (a) and (b), it is preferable to add (c) ethanol in order to further improve the cooling sensation duration. When the component (c) is blended, it is preferably blended in an amount of 3 to 35 mass%, more preferably 5 to 30 mass%, in the external preparation for skin of the present invention.
 本発明の皮膚外用剤は、上記した成分の他に、本発明効果を損わない範囲において、通常化粧品や医薬品等の皮膚外用剤に用いられる他の任意添加成分、例えば、油脂、ロウ類、炭化水素油、高級脂肪酸、高級アルコール、合成エステル油、シリコーン油、アニオン界面活性剤、カチオン界面活性剤、非イオン界面活性剤、水溶性高分子、キレート剤、多価アルコール、pH調整剤、酸化防止剤、粉末成分、香料、水等を必要に応じて適宜配合することができる。ただしこれら例示に限定されるものでない。 In addition to the components described above, the external preparation for skin of the present invention is within the range not impairing the effects of the present invention, and other optional additive components that are usually used in external preparations for skin such as cosmetics and pharmaceuticals, such as fats and oils, waxes, Hydrocarbon oil, higher fatty acid, higher alcohol, synthetic ester oil, silicone oil, anionic surfactant, cationic surfactant, nonionic surfactant, water-soluble polymer, chelating agent, polyhydric alcohol, pH adjuster, oxidation An inhibitor, a powder component, a fragrance | flavor, water, etc. can be mix | blended suitably as needed. However, it is not limited to these examples.
 油脂としては、トウモロコシ油、オリーブ油、ナタネ油、ヒマシ油、大豆油、落花生油、トリイソオクタン酸グリセリン等の液体油脂;カカオ脂、硬化油等の固体油脂等が挙げられる。 Examples of the oils and fats include corn oil, olive oil, rapeseed oil, castor oil, soybean oil, peanut oil, glycerin triisooctanoate, and other solid oils such as cocoa butter and hardened oil.
 ロウ類としては、ミツロウ、カルナウバロウ、ラノリン等が挙げられる。 Examples of waxes include beeswax, carnauba wax, lanolin and the like.
 炭化水素油としては、流動パラフィン、スクワラン、セレシン、ワセリン、パラフィン、マイクロクリスタリンワックス等の油分が挙げられる。 Examples of the hydrocarbon oil include oils such as liquid paraffin, squalane, ceresin, petrolatum, paraffin, and microcrystalline wax.
 高級脂肪酸としては、例えば、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、オレイン酸、ウンデシレン酸、トール酸、イソステアリン酸、リノール酸、リノレイン酸、エイコサペンタエン酸(EPA)、ドコサヘキサエン酸(DHA)等が挙げられる。 Examples of higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, undecylenic acid, toluic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid ( DHA) and the like.
 高級アルコールとしては、例えば、直鎖アルコール(例えば、ラウリルアルコール、セチルアルコール、ステアリルアルコール、ベヘニルアルコール、ミリスチルアルコール、オレイルアルコール、セトステアリルアルコール等);分枝鎖アルコール(例えば、モノステアリルグリセリンエーテル(バチルアルコール)、2-デシルテトラデシノール、ラノリンアルコール、コレステロール、フィトステロール、ヘキシルドデカノール、イソステアリルアルコール、オクチルドデカノール等)等が挙げられる。 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, hexyl decanol, isostearyl alcohol, octyldodecanol, etc.).
 合成エステル油としては、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル、ミリスチン酸ミリスチル、パルミチン酸イソプロピル、ラウリン酸ヘキシル、オレイン酸デシル、オレイン酸オレイル、乳酸セチル、イソステアリン酸イソセチル、アジピン酸ジイソプロピル、セバシン酸ジエチル、セバシン酸ジイソプロピル、クロタミトン(C1317NO)等が挙げられる。 Synthetic ester oils include isopropyl myristate, octyldodecyl myristate, myristyl myristate, isopropyl palmitate, hexyl laurate, decyl oleate, oleyl oleate, cetyl lactate, isocetyl isostearate, diisopropyl adipate, diethyl sebacate, And diisopropyl sebacate, crotamiton (C 13 H 17 NO), and the like.
 シリコーン油としては、ジメチルポリシロキサン、メチルフェニルポリシロキサン等の鎖状ポリシロキサン等が挙げられる。 Examples of the silicone oil include chain polysiloxanes such as dimethylpolysiloxane and methylphenylpolysiloxane.
 アニオン界面活性剤としては、例えば、脂肪酸石鹸(例えば、ラウリン酸ナトリウム、パルミチン酸ナトリウム等);高級アルキル硫酸エステル塩(例えば、ラウリル硫酸ナトリウム、セチル硫酸ナトリウム等);リン酸エステル塩(POE-オレイルエーテルリン酸ナトリウム等)等が挙げられる。 Examples of the anionic surfactant include fatty acid soaps (for example, sodium laurate, sodium palmitate, etc.); higher alkyl sulfates (for example, sodium lauryl sulfate, sodium cetyl sulfate); phosphate ester salts (POE-oleyl) Ether sodium phosphate, etc.).
 カチオン界面活性剤としては、例えば、塩化ベンザルコニウム等が挙げられる。 Examples of the cationic surfactant include benzalkonium chloride.
 親油性非イオン界面活性剤としては、例えば、プロピレングリコール脂肪酸エステル類(例えば、モノステアリン酸プロピレングリコール等);硬化ヒマシ油誘導体等が挙げられる。 Examples of the lipophilic nonionic surfactant include propylene glycol fatty acid esters (for example, propylene glycol monostearate); hardened castor oil derivatives, and the like.
 親水性非イオン界面活性剤としては、例えば、POEソルビット脂肪酸エステル類(例えば、POE-ソルビットモノラウレート、POE-ソルビットモノオレエート、POE-ソルビットペンタオレエート、POE-ソルビットモノステアレート等);POE-グリセリン脂肪酸エステル類(例えば、POE-グリセリンモノステアレート、POE-グリセリンモノイソステアレート、POE-グリセリントリイソステアレート等のPOE-モノオレエート等);POE-脂肪酸エステル類(例えば、POE-ジステアレート、POE-モノジオレエート、ジステアリン酸エチレングリコール等);POE-アルキルエーテル類(例えば、POE-ラウリルエーテル、POE-オレイルエーテル、POE-ステアリルエーテル、POE-ベヘニルエーテル、POE-2-オクチルドデシルエーテル、POE-コレスタノールエーテル等);プルロニック型類(例えば、プルロニック等);POE・POP-アルキルエーテル類(例えば、POE・POP-セチルエーテル、POE・POP-2-デシルテトラデシルエーテル、POE・POP-モノブチルエーテル、POE・POP-水添ラノリン、POE・POP-グリセリンエーテル等);テトラPOE・テトラPOP-エチレンジアミン縮合物類(例えば、テトロニック等);POE-ヒマシ油硬化ヒマシ油誘導体(例えば、POE-ヒマシ油、POE-硬化ヒマシ油、POE-硬化ヒマシ油モノイソステアレート、POE-硬化ヒマシ油トリイソステアレート、POE-硬化ヒマシ油モノピログルタミン酸モノイソステアリン酸ジエステル、POE-硬化ヒマシ油マレイン酸等);POE-ミツロウ・ラノリン誘導体(例えば、POE-ソルビットミツロウ等);アルカノールアミド(例えば、ヤシ油脂肪酸ジエタノールアミド、ラウリン酸モノエタノールアミド、脂肪酸イソプロパノールアミド等);POEステロール・水素添加ステロール(例えば、POEフィトステロール、POEフィトスタノール等);POE-プロピレングリコール脂肪酸エステル;POE-アルキルアミン;POE-脂肪酸アミド;ショ糖脂肪酸エステル;アルキルエトキシジメチルアミンオキシド;トリオレイルリン酸等が挙げられる。 Examples of the hydrophilic nonionic surfactant include POE sorbite fatty acid esters (for example, POE-sorbite monolaurate, POE-sorbite monooleate, POE-sorbite pentaoleate, POE-sorbite monostearate, etc.); POE-glycerin fatty acid esters (for example, POE-glycerin monostearate, POE-glycerin monoisostearate, POE-monooleate such as POE-glycerin triisostearate, etc.); POE-fatty acid esters (eg, POE-distearate) POE-monodiolate, ethylene glycol distearate, etc.); POE-alkyl ethers (eg POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE- Henyl ether, POE-2-octyldodecyl ether, POE-cholestanol ether, etc.); Pluronic type (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 · tetraPOP-ethylenediamine condensates (eg, Tetronic, etc.); POE Castor oil hardened castor oil derivatives (eg POE-castor oil, POE-hardened castor oil, POE-hardened castor oil monoisostearate, POE-hardened castor oil triisostearate, POE-hardened castor oil monopyroglutamic acid monoisostearate Phosphoric acid diesters, POE-hardened castor oil maleic acid, etc.); POE-honey beeswax lanolin derivatives (eg POE-sorbit beeswax etc.); alkanolamides (eg coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, fatty acid isopropanolamide) POE sterol / hydrogenated sterol (for example, POE phytosterol, POE phytostanol, etc.); POE-propylene glycol fatty acid ester; POE-alkylamine; POE-fatty acid amide; sucrose fatty acid ester; alkylethoxydimethylamine oxide; Reyl phosphoric acid and the like can be mentioned.
 水溶性高分子としては、例えば、植物系高分子(例えば、カラギーナン、ペクチン、トウモロコシデンプン等);微生物系高分子(例えば、キサンタンガム、プルラン、ヒアルロン酸ナトリウム等);セルロース系高分子(メチルセルロース、エチルセルロース、ヒドロキシエチルセルロース、ヒドロキシプロピルセルロース、カルボキシメチルセルロース、カルボキシメチルセルロースナトリウム等);アルギン酸系高分子(例えば、アルギン酸ナトリウム等);ビニル系高分子(例えば、ポリビニルアルコール、ポリビニルピロリドン、カルボキシビニルポリマー等)等が挙げられる。 Examples of water-soluble polymers include plant polymers (eg, carrageenan, pectin, corn starch, etc.); microbial polymers (eg, xanthan gum, pullulan, sodium hyaluronate); and cellulose polymers (methylcellulose, ethylcellulose) , Hydroxyethyl cellulose, hydroxypropyl cellulose, carboxymethyl cellulose, carboxymethyl cellulose sodium, etc.); alginic acid polymers (eg, sodium alginate); vinyl polymers (eg, polyvinyl alcohol, polyvinyl pyrrolidone, carboxyvinyl polymer, etc.) It is done.
 キレート剤としては、例えば、エデト酸ナトリウム、メタリン酸ナトリウム等が挙げられる。 Examples of chelating agents include sodium edetate and sodium metaphosphate.
 多価アルコールとしては、例えば、2価のアルコール(例えば、プロピレングリコール、1,3-ブチレングリコール等);3価のアルコール(例えば、グリセリン等);4価アルコール(例えば、1,2,6-ヘキサントリオール等のペンタエリスリトール等);5価アルコール(例えば、キシリトール等);6価アルコール(例えば、ソルビトール、マンニトール等);多価アルコール重合体(例えば、ジプロピレングリコール、トリエチレングリコール、ポリエチレングリコール等);糖アルコール(例えば、ソルビトール、マンニトール等)等が挙げられる。 Examples of polyhydric alcohols include dihydric alcohols (eg, propylene glycol, 1,3-butylene glycol, etc.); trivalent alcohols (eg, glycerin, etc.); tetravalent alcohols (eg, 1,2,6- Pentaerythritol such as hexanetriol); pentahydric alcohol (eg, xylitol, etc.); hexavalent alcohol (eg, sorbitol, mannitol, etc.); polyhydric alcohol polymer (eg, dipropylene glycol, triethylene glycol, polyethylene glycol, etc.) ); Sugar alcohols (for example, sorbitol, mannitol, etc.) and the like.
 pH調整剤としては、例えば、乳酸-乳酸ナトリウム、クエン酸-クエン酸ナトリウム、等の緩衝剤;アミノ酸(例えば、グリシン等)等が挙げられる。 Examples of the pH adjuster include buffers such as lactic acid-sodium lactate and citric acid-sodium citrate; amino acids (eg, glycine) and the like.
 酸化防止剤としては、例えば、ジブチルヒドロキシトルエン(BHT)、ブチルヒドロキシアニソール(BHA)等が挙げられる。 Examples of the antioxidant include dibutylhydroxytoluene (BHT) and butylhydroxyanisole (BHA).
 粉末成分としては、例えば、無機粉末(例えば、タルク、カオリン、ベントナイト、ケイ酸アルミン酸マグネシウム、無水ケイ酸、酸化チタン、酸化亜鉛等);有機粉末(例えば、セルロース粉末等);無機顔料(例えば、三二酸化鉄、黄色三二酸化鉄、黒酸化鉄等);有機顔料(例えば、アルミニウムレーキ等)等が挙げられる。 Examples of the powder component include inorganic powders (eg, talc, kaolin, bentonite, magnesium aluminate silicate, anhydrous silicic acid, titanium oxide, zinc oxide, etc.); organic powders (eg, cellulose powder); inorganic pigments (eg, , Iron sesquioxide, yellow iron sesquioxide, black iron oxide, etc.); organic pigments (for example, aluminum lake) and the like.
 その他の配合可能成分としては、例えば、防腐剤(エチルパラベン、ブチルパラベン等);抗炎症剤(例えば、グリチルリチン酸誘導体、グリチルレチン酸誘導体、サリチル酸誘導体、アラントイン等);ビタミン類(例えば、ビタミンB6、ビタミンC、ビタミンEおよびその誘導体、パンテノール等);各種抽出物(例えば、イザヨイバラ、セイヨウノコギリソウ、メリロート、オウバク、オウレン、シコン、シャクヤク、センブリ、バーチ、セージ、ビワ、ニンジン、アロエ、ゼニアオイ、アイリス、ブドウ、ヨクイニン、ヘチマ、ユリ、サフラン、センキュウ、ショウキュウ、オトギリソウ、オノニス、ニンニク、トウガラシ、チンピ、トウキ、海藻等);血行促進剤(例えば、ノニル酸ワニリルアミド、ニコチン酸ベンジル等);紫外線吸収剤等が挙げられる。 Examples of other components that can be added include antiseptics (ethyl paraben, butyl paraben, etc.); anti-inflammatory agents (eg, glycyrrhizic acid derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, allantoin, etc.); vitamins (eg, vitamin B6, Vitamin C, Vitamin E and its derivatives, panthenol, etc.); various extracts (for example, Izayoi rose, Achillea millefolium, Merilot, Oat, Ouren, Shikon, Peonies, Assembly, Birch, Sage, Loquat, Carrot, Aloe, Xenia mallow, Iris , Grape, yokuinin, loofah, lily, saffron, senkyu, ginger, hypericum, onionis, garlic, pepper, chimpi, red pepper, seaweed, etc.); blood circulation promoter (eg nonyl acid vanillylamide, nicotinic acid benzyl etc.) Ultraviolet absorbers, and the like.
 本発明の皮膚外用剤は、化粧料、医薬品、医薬部外品の分野において広く適用可能である。その剤型は、皮膚に適用可能であれば特に限定されないが、化粧水、ゲル、乳液、クリーム等が好適例として挙げられる。製品形態としては、フェーシャル皮膚化粧料や、ボディー皮膚化粧料、口唇化粧料、頭皮化粧料等が好適例として挙げられる。 The skin external preparation of the present invention is widely applicable in the fields of cosmetics, pharmaceuticals, and quasi drugs. The dosage form is not particularly limited as long as it can be applied to the skin, and preferred examples include skin lotion, gel, emulsion, cream and the like. Preferred product forms include facial skin cosmetics, body skin cosmetics, lip cosmetics, scalp cosmetics, and the like.
 以下に実施例を挙げて本発明をさらに具体的に説明するが、本発明はこれによってなんら限定されるものではない。配合量は特記しない限り、その成分が配合される系に対する質量%で示す。 Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited thereto. Unless otherwise specified, the blending amount is expressed in mass% with respect to the system in which the component is blended.
 まず初めに本実施例で用いた試験方法、評価方法について記す。 First, the test method and evaluation method used in this example will be described.
 [冷感持続時間]
 10名のパネルが、各実施例、比較例の各試料(化粧水)を全顔に塗布してから、冷感を感じなくなるまでの時間(全パネルの冷却持続平均時間)を測り、下記の評価基準に基づいて評価した。
(評価基準)
◎(合格):全パネルの冷却持続平均時間が1時間以上
○(合格):全パネルの冷却持続平均時間が40分間以上1時間未満
○△(合格):全パネルの冷却持続平均時間が20分間以上40分間未満
△×(不合格):全パネルの冷却持続平均時間が5分間以上20分間未満
×(不合格):全パネルの冷却持続平均時間が5分間未満。
[Cool feeling duration]
10 panels measured the time from the application of each sample of each example and comparative example (skin lotion) to the entire face until the sensation of cooling was not felt (average cooling duration of all panels). Evaluation was performed based on the evaluation criteria.
(Evaluation criteria)
◎ (Pass): Average cooling duration of all panels is 1 hour or more ○ (Pass): Average cooling duration of all panels is 40 minutes or more and less than 1 hour ○ △ (Pass): Average cooling duration of all panels is 20 Min. To less than 40 min. Δ × (failed): average cooling duration of all panels is 5 min. To less than 20 min. X (failed): average cooling duration of all panels is less than 5 min.
 [使用感触]
 10名のパネルが、各実施例、比較例の各試料(化粧水)を全顔に塗布した際の使用感触(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)について評価(総合評価)し、下記の評価基準に基づいて評価した。
(評価基準)
◎(合格):9名以上が使用感触(総合評価)がよいと回答
○(合格):7~8名が使用感触(総合評価)がよいと回答
○△(合格):5~6名が使用感触(総合評価)がよいと回答
△×(不合格):3~4名が使用感触(総合評価)がよいと回答
×(不合格):2名以下が使用感触(総合評価)がよいと回答。
[Usage feeling]
10 panel feels when each sample of each example and comparative example (skin lotion) is applied to the entire face (feeling of nodding, familiarity, stickiness, freshness, moistness, no burden on the skin) Were evaluated (overall evaluation) and evaluated based on the following evaluation criteria.
(Evaluation criteria)
◎ (Pass): 9 or more respondents said that the feeling of use (overall evaluation) was good ○ (Passed): 7-8 persons answered that the feel of use (overall evaluation) was good ○ △ (Passed): 5-6 persons answered △ × (Failure) if the feeling of use (overall evaluation) is good: 3 to 4 respondents that the feeling of use (overall evaluation) is good × (Failure): Less than 2 people have a good feeling of use (overall evaluation) Answered.
 (実施例1~5、比較例1~5)
 下記表1に示す組成の試料(化粧水)を常法により調製し、上記試験方法、評価基準に従い、冷却持続時間、使用感触について評価した。結果を表1に示す。なお表1中、「ジココイルエチルヒドロキシエチルモニウムメトサルフェート(*1)」は「DEHYQUART L80」(コグニス・ジャパン)を用いた。
(Examples 1 to 5, Comparative Examples 1 to 5)
Samples (skin lotions) having the compositions shown in Table 1 below were prepared by a conventional method, and the cooling duration and the feeling in use were evaluated according to the above test method and evaluation criteria. The results are shown in Table 1. In Table 1, “DEHYQUAT L80” (Cognis Japan) was used as “dicocoylethylhydroxyethylmonium methosulfate (* 1) ”.
Figure JPOXMLDOC01-appb-T000010
Figure JPOXMLDOC01-appb-T000010
 表1の結果から明らかなように、本発明品である実施例1~5では冷却持続時間、使用感触の効果の両立ができた。しかし(a)成分、(b1)成分のいずれかを欠く比較例1~2、(a)成分、(b1)成分のいずれかの配合量が本発明範囲を逸脱する比較例3~4では、本発明効果を得ることができなかった。また(b1)成分に代えて他のカチオン性界面活性剤(第4級アンモニウム塩)を配合した比較例5においても本発明効果を得ることができなかった。 As is clear from the results in Table 1, in Examples 1 to 5 which are the products of the present invention, both the cooling duration and the feeling of use could be achieved. However, in Comparative Examples 1 and 2, which lack any one of the component (a) and the component (b1), and in Comparative Examples 3 and 4 in which the blending amount of either the component (a) or the component (b1) deviates from the scope of the present invention, The effect of the present invention could not be obtained. In addition, the effect of the present invention could not be obtained also in Comparative Example 5 in which another cationic surfactant (quaternary ammonium salt) was blended instead of the component (b1).
 (実施例6~10、比較例6~10)
 下記表2に示す組成の試料(化粧水)を常法により調製し、上記試験方法、評価基準に従い、冷却持続時間、使用感触について評価した。結果を表2に示す。なお表2中、「1-アシルリゾリン脂質(*2)」は「「リピデュール」(日本油脂(株)製)を用いた。
(Examples 6 to 10, Comparative Examples 6 to 10)
Samples (skin lotions) having the compositions shown in Table 2 below were prepared by a conventional method, and the cooling duration and the feeling in use were evaluated according to the above test method and evaluation criteria. The results are shown in Table 2. In Table 2, “Lipidur” (manufactured by NOF Corporation) was used as “1-acyl lysophospholipid (* 2) ”.
Figure JPOXMLDOC01-appb-T000011
Figure JPOXMLDOC01-appb-T000011
 表2の結果から明らかなように、本発明品である実施例6~10では冷却持続時間、使用感触の効果の両立ができた。しかし(a)成分、(b2)成分のいずれかを欠く比較例6~7、(a)成分、(b2)成分のいずれかの配合量が本発明範囲を逸脱する比較例8~9では、本発明効果を得ることができなかった。また(b2)成分に代えて他のリン脂質(水素添加大豆リン脂質)を配合した比較例10においても本発明効果を得ることができなかった。 As is clear from the results in Table 2, in Examples 6 to 10 which are the products of the present invention, both the cooling duration and the feeling of use could be achieved. However, in Comparative Examples 6 to 7, which lack any of the component (a) and the component (b2), in Comparative Examples 8 to 9 in which the blending amount of any of the component (a) and the component (b2) deviates from the scope of the present invention, The effect of the present invention could not be obtained. In addition, the effect of the present invention could not be obtained in Comparative Example 10 in which another phospholipid (hydrogenated soybean phospholipid) was blended in place of the component (b2).
 以下にさらに実施例を示す。以下の実施例において、「ジココイルエチルヒドロキシエチルモニウムメトサルフェート」は「DEHYQUART L80」(コグニス・ジャパン)を用いた。また「1-アシルリゾリン脂質」は「「リピデュール」(日本油脂(株)製)を用いた。 Further examples are shown below. In the following examples, “DEHYQUAL L80” (Cognis Japan) was used as “dicicoylethylhydroxyethylmonium methosulphate”. As “1-acyl lysophospholipid”, “Lipidur” (manufactured by NOF Corporation) was used.
 (実施例11:化粧水)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      5
(3)ブチレングリコール                  5
(4)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.8
(5)ポリエチレングリコール1500            2
(6)フェノキシエタノール                 0.3
(7)エデト酸3ナトリウム                 0.02
(8)クエン酸                       0.03
(9)クエン酸ナトリウム                  0.07
(10)エタノール                     5
(11)POE・POP-デシルトトラデシルエーテル(24E.O.)(13P.O.)
                              0.4
(12)メントール                     0.1
(13)カンファー                     0.05
(製造方法)
 (1)~(9)を室温で均一に混合した水相と、(11)~(13)を(10)に均一溶解したアルコール相を混合することで化粧水が得られた。
(Example 11: lotion)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 5
(3) Butylene glycol 5
(4) Dicocoylethylhydroxyethylmonium methosulfate 0.8
(5) Polyethylene glycol 1500 2
(6) Phenoxyethanol 0.3
(7) Edetate trisodium 0.02
(8) Citric acid 0.03
(9) Sodium citrate 0.07
(10) Ethanol 5
(11) POE • POP-decyltotradecyl ether (24E.O.) (13P.O.)
0.4
(12) Menthol 0.1
(13) Camphor 0.05
(Production method)
A lotion was obtained by mixing an aqueous phase in which (1) to (9) were uniformly mixed at room temperature and an alcohol phase in which (11) to (13) were uniformly dissolved in (10).
 (実施例12:乳液)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      5
(3)ブチレングリコール                  5
(4)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.5
(5)ポリエチレングリコール1500            2
(6)エタノール                      3
(7)フェノキシエタノール                 0.3
(8)パラベン                       0.1
(9)水酸化カリウム                    0.1
(10)エデト酸3ナトリウム                0.05
(11)カルボキシビニルポリマー              0.1
(12)キサンタンガム                   0.1
(13)ベヘニルアルコール                 0.5
(14)ワセリン                      2
(15)スクワラン                     3
(16)デカメチルシクロペンタシロキサン          3
(17)ジメチルポリシロキサン               2
(18)2-エチルヘキサン酸セチル             2
(19)イソステアリン酸PEG-60グリセリル       1
(20)ステアリン酸PEG-5グリセリル          1
(21)メントール                     0.1
(22)香料                        0.1
(製造方法)
 70℃まで加温した(1)~(12)を均一に混合した後、70℃まで加温し均一に混合した(13)~(22)からなる油相、界面活性剤相を徐々に添加し高速撹拌後、30℃まで冷却することで乳液が得られた。
(Example 12: Latex)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 5
(3) Butylene glycol 5
(4) Dicocoylethylhydroxyethylmonium methosulfate 0.5
(5) Polyethylene glycol 1500 2
(6) Ethanol 3
(7) Phenoxyethanol 0.3
(8) Paraben 0.1
(9) Potassium hydroxide 0.1
(10) Trisodium edetate 0.05
(11) Carboxyvinyl polymer 0.1
(12) Xanthan gum 0.1
(13) Behenyl alcohol 0.5
(14) Petrolatum 2
(15) Squalane 3
(16) Decamethylcyclopentasiloxane 3
(17) Dimethylpolysiloxane 2
(18) Cetyl 2-ethylhexanoate 2
(19) PEG-60 glyceryl isostearate 1
(20) PEG-5 glyceryl stearate 1
(21) Menthol 0.1
(22) Fragrance 0.1
(Production method)
After uniformly mixing (1) to (12) heated to 70 ° C., gradually add the oil phase and surfactant phase consisting of (13) to (22) heated to 70 ° C. and uniformly mixed After high-speed stirring, the emulsion was obtained by cooling to 30 ° C.
 (実施例13:クリーム)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      7
(3)ジプロピレングリコール                7
(4)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.2
(5)エリスリトール                    1
(6)ポリエチレングリコール20000           2
(7)フェノキシエタノール                 0.5
(8)トリエタノールアミン                 0.5
(9)エデト酸3ナトリウム                 0.1
(10)カルボキシビニルポリマー              0.1
(11)キサンタンガム                   0.1
(12)ベヘニルアルコール                 3
(13)ステアリルアルコール                1
(14)マイクロクリスタリンワックス            1
(15)ワセリン                      2
(16)スクワラン                     5
(17)デカメチルシクロペンタシロキサン          3
(18)ジメチルポリシロキサン               3
(19)イソノナン酸イソノニル               2
(20)イソステアリン酸PEG-60グリセリル       1
(21)ステアリン酸PEG-5グリセリル          1
(22)メントール                     0.05
(23)カンファー                     0.05
(24)香料                        0.1
(製造方法)
 70℃まで加温した(1)~(11)を均一に混合した後、70℃まで加温し均一に混合した(12)~(24)からなる油相、界面活性剤相を徐々に添加し高速撹拌後、30℃まで冷却することでクリームが得られた。
(Example 13: Cream)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 7
(3) Dipropylene glycol 7
(4) Dicocoylethylhydroxyethylmonium methosulfate 0.2
(5) Erythritol 1
(6) Polyethylene glycol 20000 2
(7) Phenoxyethanol 0.5
(8) Triethanolamine 0.5
(9) edetate trisodium 0.1
(10) Carboxyvinyl polymer 0.1
(11) Xanthan gum 0.1
(12) Behenyl alcohol 3
(13) Stearyl alcohol 1
(14) Microcrystalline wax 1
(15) Petrolatum 2
(16) Squalane 5
(17) Decamethylcyclopentasiloxane 3
(18) Dimethylpolysiloxane 3
(19) Isononyl isononanoate 2
(20) PEG-60 glyceryl isostearate 1
(21) PEG-5 glyceryl stearate 1
(22) Menthol 0.05
(23) Camphor 0.05
(24) Fragrance 0.1
(Production method)
After uniformly mixing (1) to (11) heated to 70 ° C., gradually add the oil phase and surfactant phase consisting of (12) to (24) heated to 70 ° C. and uniformly mixed After high-speed stirring, the cream was obtained by cooling to 30 ° C.
 (実施例14:日焼け止め化粧料)
   (配 合 成 分)                 (質量%)
(1)ポリオキシエチレン硬化ひまし油            1
(2)ジメチコンコポリオール                0.5
(3)デカメチルシクロペンタシロキサン          15
(4)ベヘニン酸                      0.3
(5)ステアリン酸                     0.2
(6)ベヘニルアルコール                  0.3
(7)フェニルトリメチコン                 1
(8)疎水化処理酸化チタン                 5
(9)疎水化処理酸化亜鉛                  2
(10)球状ポリアクリル酸アルキル粉体           2
(11)パラメトキシ桂皮酸2-エチルヘキシル        5
(12)メントール                     0.1
(13)クエン酸                      0.01
(14)クエン酸ナトリウム                 0.09
(15)シリカ                       1
(16)水酸化ナトリウム                  0.05
(17)エタノール                     5
(18)ブチレングリコール                 2
(19)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.1
(20)フェノキシエタノール                0.5
(21)サクシノグルカン                  0.2
(22)セルロースガム                   1
(23)イオン交換水                    残余
(製造方法)
 70℃まで加温した(1)~(12)を均一に混合した後、70℃まで加温し均一に混合した(13)~(23)からなる水相を徐々に添加し高速撹拌後、30℃まで冷却することで日焼け止め化粧料が得られた。
(Example 14: Sunscreen cosmetics)
(Mixed component) (mass%)
(1) Polyoxyethylene hydrogenated castor oil 1
(2) Dimethicone copolyol 0.5
(3) Decamethylcyclopentasiloxane 15
(4) Behenic acid 0.3
(5) Stearic acid 0.2
(6) Behenyl alcohol 0.3
(7) Phenyltrimethicone 1
(8) Hydrophobized titanium oxide 5
(9) Hydrophobized zinc oxide 2
(10) Spherical polyalkyl acrylate powder 2
(11) 2-ethylhexyl paramethoxycinnamate 5
(12) Menthol 0.1
(13) Citric acid 0.01
(14) Sodium citrate 0.09
(15) Silica 1
(16) Sodium hydroxide 0.05
(17) Ethanol 5
(18) Butylene glycol 2
(19) Dicocoylethylhydroxyethylmonium methosulfate 0.1
(20) Phenoxyethanol 0.5
(21) Succinoglucan 0.2
(22) Cellulose gum 1
(23) Residual ion exchange water (manufacturing method)
After uniformly mixing (1) to (12) heated to 70 ° C., the aqueous phase consisting of (13) to (23) heated to 70 ° C. and uniformly mixed was gradually added and stirred at high speed. A sunscreen cosmetic was obtained by cooling to 30 ° C.
 (実施例15:乳化ファンデーション)
   (配 合 成 分)                 (質量%)
(1)タルク                        3
(2)二酸化チタン                     4
(3)ベンガラ                       0.5
(4)黄酸化鉄                       1.5
(5)黒酸化鉄                       0.1
(6)ベントナイト                     0.5
(7)モノステアリン酸ポリオキシエチレンソルビタン     1
(8)トリエタノールアミン                 1.5
(9)ジプロピレングリコール                8
(10)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.6
(11)イオン交換水                    残余
(12)ベヘニン酸                     0.5
(13)ステアリルアルコール                0.4
(14)イソヘキサデシルアルコール             6
(15)モノステアリン酸グリセリン             2
(16)液状ラノリン                    2
(17)流動パラフィン                   6
(18)パラベン                      0.1
(19)3-L-メントキシプロパン-1,2-ジオール    0.3
(20)香料                        0.05
(製造方法)
 70℃で均一溶解された(12)~(20)に、十分混合粉砕された(1)~(6)の粉体部を混合し、(7)~(11)からなる70℃に加温した水溶液に徐々に添加した後、30℃まで冷却することで乳化ファンデーションが得られた。
(Example 15: Emulsification foundation)
(Mixed component) (mass%)
(1) Talc 3
(2) Titanium dioxide 4
(3) Bengala 0.5
(4) Yellow iron oxide 1.5
(5) Black iron oxide 0.1
(6) Bentonite 0.5
(7) Polystearic acid polyoxyethylene sorbitan 1
(8) Triethanolamine 1.5
(9) Dipropylene glycol 8
(10) Dicocoylethylhydroxyethylmonium methosulfate 0.6
(11) Ion exchange water Residual (12) Behenic acid 0.5
(13) Stearyl alcohol 0.4
(14) Isohexadecyl alcohol 6
(15) Glycerin monostearate 2
(16) Liquid lanolin 2
(17) Liquid paraffin 6
(18) Paraben 0.1
(19) 3-L-menthoxypropane-1,2-diol 0.3
(20) Fragrance 0.05
(Production method)
(12) to (20) uniformly dissolved at 70 ° C. are mixed with the sufficiently mixed and ground powder parts (1) to (6) and heated to 70 ° C. consisting of (7) to (11). After gradually adding to the prepared aqueous solution, an emulsion foundation was obtained by cooling to 30 ° C.
 (実施例16:皮膚洗浄料)
   (配 合 成 分)                 (質量%)
(1)精製水                        残余
(2)エタノール                     15
(3)白糖・ソルビット混合物               15
(4)ソルビット液                    10
(5)POP(9)ジグリセリルエーテル           4
(6)ヒマシ油                       2
(7)イソステアリン酸                   2
(8)ステアリン酸                     7
(9)ラウリン酸                      6
(10)ミリスチン酸                   11
(11)パルミチン酸                    3
(12)ドデカン-1,2-ジオール酢酸エーテルナトリウム  3
(13)N-メチルタウリンナトリウム            5
(14)ジココイルエチルヒドロキシエチルモニウムメトサルフェート
                              0.1
(15)水酸化ナトリウム                  4
(16)塩化ナトリウム                   0.5
(17)ジブチルヒドロキシトルエン             0.1
(18)ヒドロキシエタンジホスホン酸4ナトリウム(30%) 0.1
(19)エデト酸3ナトリウム                0.1
(20)色素                        0.5
(21)香料                        0.1
(22)メントール                     0.5
(製造方法)
 (1)~(22)を70℃まで加温し、十分均一に混合した後、30℃まで冷却することで皮膚洗浄料が得られた。
(Example 16: Skin cleansing agent)
(Mixed component) (mass%)
(1) Purified water Residue (2) Ethanol 15
(3) Sucrose / Sorbit mixture 15
(4) Sorbit solution 10
(5) POP (9) diglyceryl ether 4
(6) Castor oil 2
(7) Isostearic acid 2
(8) Stearic acid 7
(9) Lauric acid 6
(10) Myristic acid 11
(11) Palmitic acid 3
(12) Sodium dodecane-1,2-diol ether ether 3
(13) N-methyl taurine sodium 5
(14) Dicocoylethylhydroxyethylmonium methosulfate 0.1
(15) Sodium hydroxide 4
(16) Sodium chloride 0.5
(17) Dibutylhydroxytoluene 0.1
(18) Hydroxyethanediphosphonic acid tetrasodium (30%) 0.1
(19) edetate trisodium 0.1
(20) Dye 0.5
(21) Fragrance 0.1
(22) Menthol 0.5
(Production method)
(1) to (22) were heated to 70 ° C., mixed sufficiently uniformly, and then cooled to 30 ° C. to obtain a skin cleanser.
 (実施例17:化粧水)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      5
(3)ブチレングリコール                  5
(4)1-アシルリゾリン脂質                0.3
(5)ポリエチレングリコール1500            2
(6)フェノキシエタノール                 0.3
(7)エデト酸3ナトリウム                 0.02
(8)クエン酸                       0.03
(9)クエン酸ナトリウム                  0.07
(10)エタノール                     5
(11)POE・POP-デシルトトラデシルエーテル(24E.O.)(13P.O.)
                              0.4
(12)メントール                     0.1
(13)カンファー                     0.05
(製造方法)
 (1)~(9)を室温で均一に混合した水相と、(11)~(13)を(10)に均一溶解したアルコール相を混合することで化粧水が得られた。
(Example 17: lotion)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 5
(3) Butylene glycol 5
(4) 1-acyl lysophospholipid 0.3
(5) Polyethylene glycol 1500 2
(6) Phenoxyethanol 0.3
(7) Edetate trisodium 0.02
(8) Citric acid 0.03
(9) Sodium citrate 0.07
(10) Ethanol 5
(11) POE • POP-decyltotradecyl ether (24E.O.) (13P.O.)
0.4
(12) Menthol 0.1
(13) Camphor 0.05
(Production method)
A lotion was obtained by mixing an aqueous phase in which (1) to (9) were uniformly mixed at room temperature and an alcohol phase in which (11) to (13) were uniformly dissolved in (10).
 (実施例18:乳液)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      5
(3)ブチレングリコール                  5
(4)1-アシルリゾリン脂質                1
(5)ポリエチレングリコール1500            2
(6)エタノール                      3
(7)フェノキシエタノール                 0.3
(8)パラベン                       0.1
(9)水酸化カリウム                    0.1
(10)エデト酸3ナトリウム                0.05
(11)カルボキシビニルポリマー              0.1
(12)キサンタンガム                   0.1
(13)ベヘニルアルコール                 0.5
(14)ワセリン                      2
(15)スクワラン                     3
(16)デカメチルシクロペンタシロキサン          3
(17)ジメチルポリシロキサン               2
(18)2-エチルヘキサン酸セチル             2
(19)イソステアリン酸PEG-60グリセリル       1
(20)ステアリン酸PEG-5グリセリル          1
(21)メントール                     0.1
(22)香料                        0.1
(製造方法)
 70℃まで加温した(1)~(12)を均一に混合した後、70℃まで加温し均一に混合した(13)~(22)からなる油相、界面活性剤相を徐々に添加し高速撹拌後、30℃まで冷却することで乳液が得られた。
(Example 18: Latex)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 5
(3) Butylene glycol 5
(4) 1-acyl lysophospholipid 1
(5) Polyethylene glycol 1500 2
(6) Ethanol 3
(7) Phenoxyethanol 0.3
(8) Paraben 0.1
(9) Potassium hydroxide 0.1
(10) Trisodium edetate 0.05
(11) Carboxyvinyl polymer 0.1
(12) Xanthan gum 0.1
(13) Behenyl alcohol 0.5
(14) Petrolatum 2
(15) Squalane 3
(16) Decamethylcyclopentasiloxane 3
(17) Dimethylpolysiloxane 2
(18) Cetyl 2-ethylhexanoate 2
(19) PEG-60 glyceryl isostearate 1
(20) PEG-5 glyceryl stearate 1
(21) Menthol 0.1
(22) Fragrance 0.1
(Production method)
After uniformly mixing (1) to (12) heated to 70 ° C., gradually add the oil phase and surfactant phase consisting of (13) to (22) heated to 70 ° C. and uniformly mixed After high-speed stirring, the emulsion was obtained by cooling to 30 ° C.
 (実施例19:クリーム)
   (配 合 成 分)                 (質量%)
(1)イオン交換水                     残余
(2)グリセリン                      7
(3)ジプロピレングリコール                7
(4)1-アシルリゾリン脂質                2
(5)エリスリトール                    1
(6)ポリエチレングリコール20000           2
(7)フェノキシエタノール                 0.5
(8)トリエタノールアミン                 0.5
(9)エデト酸3ナトリウム                 0.1
(10)カルボキシビニルポリマー              0.1
(11)キサンタンガム                   0.1
(12)ベヘニルアルコール                 3
(13)ステアリルアルコール                1
(14)マイクロクリスタリンワックス            1
(15)ワセリン                      2
(16)スクワラン                     5
(17)デカメチルシクロペンタシロキサン          3
(18)ジメチルポリシロキサン               3
(19)イソノナン酸イソノニル               2
(20)イソステアリン酸PEG-60グリセリル       1
(21)ステアリン酸PEG-5グリセリル          1
(22)メントール                     0.05
(23)カンファー                     0.05
(24)香料                        0.1
(製造方法)
 70℃まで加温した(1)~(11)を均一に混合した後、70℃まで加温し均一に混合した(12)~(24)からなる油相、界面活性剤相を徐々に添加し高速撹拌後、30℃まで冷却することでクリームが得られた。
(Example 19: Cream)
(Mixed component) (mass%)
(1) Ion exchange water Residual (2) Glycerin 7
(3) Dipropylene glycol 7
(4) 1-acyl lysophospholipid 2
(5) Erythritol 1
(6) Polyethylene glycol 20000 2
(7) Phenoxyethanol 0.5
(8) Triethanolamine 0.5
(9) edetate trisodium 0.1
(10) Carboxyvinyl polymer 0.1
(11) Xanthan gum 0.1
(12) Behenyl alcohol 3
(13) Stearyl alcohol 1
(14) Microcrystalline wax 1
(15) Petrolatum 2
(16) Squalane 5
(17) Decamethylcyclopentasiloxane 3
(18) Dimethylpolysiloxane 3
(19) Isononyl isononanoate 2
(20) PEG-60 glyceryl isostearate 1
(21) PEG-5 glyceryl stearate 1
(22) Menthol 0.05
(23) Camphor 0.05
(24) Fragrance 0.1
(Production method)
After uniformly mixing (1) to (11) heated to 70 ° C., gradually add the oil phase and surfactant phase consisting of (12) to (24) heated to 70 ° C. and uniformly mixed After high-speed stirring, the cream was obtained by cooling to 30 ° C.
 (実施例20:日焼け止め化粧料)
   (配 合 成 分)                 (質量%)
(1)ポリオキシエチレン硬化ひまし油            1
(2)ジメチコンコポリオール                0.5
(3)デカメチルシクロペンタシロキサン          15
(4)ベヘニン酸                      0.3
(5)ステアリン酸                     0.2
(6)ベヘニルアルコール                  0.3
(7)フェニルトリメチコン                 1
(8)疎水化処理酸化チタン                 5
(9)疎水化処理酸化亜鉛                  2
(10)球状ポリアクリル酸アルキル粉体           2
(11)パラメトキシ桂皮酸2-エチルヘキシル        5
(12)メントール                     0.1
(13)クエン酸                      0.01
(14)クエン酸ナトリウム                 0.09
(15)シリカ                       1
(16)水酸化ナトリウム                  0.05
(17)エタノール                     5
(18)ブチレングリコール                 2
(19)1-アシルリゾリン脂質               0.3
(20)フェノキシエタノール                0.5
(21)サクシノグルカン                  0.2
(22)セルロースガム                   1
(23)イオン交換水                    残余
(製造方法)
 70℃まで加温した(1)~(12)を均一に混合した後、70℃まで加温し均一に混合した(13)~(23)からなる水相を徐々に添加し高速撹拌後、30℃まで冷却することで日焼け止め化粧料が得られた。
(Example 20: Sunscreen cosmetics)
(Mixed component) (mass%)
(1) Polyoxyethylene hydrogenated castor oil 1
(2) Dimethicone copolyol 0.5
(3) Decamethylcyclopentasiloxane 15
(4) Behenic acid 0.3
(5) Stearic acid 0.2
(6) Behenyl alcohol 0.3
(7) Phenyltrimethicone 1
(8) Hydrophobized titanium oxide 5
(9) Hydrophobized zinc oxide 2
(10) Spherical polyalkyl acrylate powder 2
(11) 2-ethylhexyl paramethoxycinnamate 5
(12) Menthol 0.1
(13) Citric acid 0.01
(14) Sodium citrate 0.09
(15) Silica 1
(16) Sodium hydroxide 0.05
(17) Ethanol 5
(18) Butylene glycol 2
(19) 1-acyl lysophospholipid 0.3
(20) Phenoxyethanol 0.5
(21) Succinoglucan 0.2
(22) Cellulose gum 1
(23) Ion-exchanged water residue (production method)
After uniformly mixing (1) to (12) heated to 70 ° C., the aqueous phase consisting of (13) to (23) heated to 70 ° C. and uniformly mixed was gradually added and stirred at high speed. A sunscreen cosmetic was obtained by cooling to 30 ° C.
 (実施例21:乳化ファンデーション)
   (配 合 成 分)                 (質量%)
(1)タルク                        3
(2)二酸化チタン                     4
(3)ベンガラ                       0.5
(4)黄酸化鉄                       1.5
(5)黒酸化鉄                       0.1
(6)ベントナイト                     0.5
(7)モノステアリン酸ポリオキシエチレンソルビタン     1
(8)トリエタノールアミン                 1.5
(9)ジプロピレングリコール                8
(10)1-アシルリゾリン脂質               0.4
(11)イオン交換水                    残余
(12)ベヘニン酸                     0.5
(13)ステアリルアルコール                0.4
(14)イソヘキサデシルアルコール             6
(15)モノステアリン酸グリセリン             2
(16)液状ラノリン                    2
(17)流動パラフィン                   6
(18)パラベン                      0.1
(19)3-L-メントキシプロパン-1,2-ジオール    0.3
(20)香料                        0.05
(製造方法)
 70℃で均一溶解された(12)~(20)に、十分混合粉砕された(1)~(6)の粉体部を混合し、(7)~(11)からなる70℃に加温した水溶液に徐々に添加した後、30℃まで冷却することで乳化ファンデーションが得られた。
(Example 21: Emulsification foundation)
(Mixed component) (mass%)
(1) Talc 3
(2) Titanium dioxide 4
(3) Bengala 0.5
(4) Yellow iron oxide 1.5
(5) Black iron oxide 0.1
(6) Bentonite 0.5
(7) Polystearic acid polyoxyethylene sorbitan 1
(8) Triethanolamine 1.5
(9) Dipropylene glycol 8
(10) 1-acyl lysophospholipid 0.4
(11) Ion exchange water Residual (12) Behenic acid 0.5
(13) Stearyl alcohol 0.4
(14) Isohexadecyl alcohol 6
(15) Glycerin monostearate 2
(16) Liquid lanolin 2
(17) Liquid paraffin 6
(18) Paraben 0.1
(19) 3-L-menthoxypropane-1,2-diol 0.3
(20) Fragrance 0.05
(Production method)
(12) to (20) uniformly dissolved at 70 ° C. are mixed with the sufficiently mixed and ground powder parts (1) to (6) and heated to 70 ° C. consisting of (7) to (11). After gradually adding to the prepared aqueous solution, an emulsion foundation was obtained by cooling to 30 ° C.
 (実施例22:皮膚洗浄料)
   (配 合 成 分)                 (質量%)
(1)精製水                        残余
(2)エタノール                     15
(3)白糖・ソルビット混合物               15
(4)ソルビット液                    10
(5)POP(9)ジグリセリルエーテル           4
(6)ヒマシ油                       2
(7)イソステアリン酸                   2
(8)ステアリン酸                     7
(9)ラウリン酸                      6
(10)ミリスチン酸                   11
(11)パルミチン酸                    3
(12)ドデカン-1,2-ジオール酢酸エーテルナトリウム  3
(13)N-メチルタウリンナトリウム            5
(14)1-アシルリゾリン脂質               1
(15)水酸化ナトリウム                  4
(16)塩化ナトリウム                   0.5
(17)ジブチルヒドロキシトルエン             0.1
(18)ヒドロキシエタンジホスホン酸4ナトリウム(30%) 0.1
(19)エデト酸3ナトリウム                0.1
(20)色素                        0.5
(21)香料                        0.1
(22)メントール                     0.5
(製造方法)
 (1)~(22)を70℃まで加温し、十分均一に混合した後、30℃まで冷却することで皮膚洗浄料が得られた。
(Example 22: Skin cleansing agent)
(Mixed component) (mass%)
(1) Purified water Residue (2) Ethanol 15
(3) Sucrose / Sorbit mixture 15
(4) Sorbit solution 10
(5) POP (9) diglyceryl ether 4
(6) Castor oil 2
(7) Isostearic acid 2
(8) Stearic acid 7
(9) Lauric acid 6
(10) Myristic acid 11
(11) Palmitic acid 3
(12) Sodium dodecane-1,2-diol ether ether 3
(13) N-methyl taurine sodium 5
(14) 1-acyl lysophospholipid 1
(15) Sodium hydroxide 4
(16) Sodium chloride 0.5
(17) Dibutylhydroxytoluene 0.1
(18) Hydroxyethanediphosphonic acid tetrasodium (30%) 0.1
(19) edetate trisodium 0.1
(20) Dye 0.5
(21) Fragrance 0.1
(22) Menthol 0.5
(Production method)
(1) to (22) were heated to 70 ° C., mixed sufficiently uniformly, and then cooled to 30 ° C. to obtain a skin cleanser.
 本発明により、冷感物質の冷感持続効果に優れるとともに、使用感触改善効果(のび、なじみ、べたつき、みずみずしさ、しっとりさ、肌への負担感のなさ)に優れる皮膚外用剤が提供される。 According to the present invention, an external preparation for skin is provided that is excellent in a cooling sensation sustaining effect of a cooling sensation substance and that is excellent in use feeling improvement effect (such as stretch, familiarity, stickiness, freshness, moistness, and a feeling of strain on the skin). .

Claims (5)

  1.  (a)冷感物質を0.01~1質量%、(b)(b1)下記式(I)で示される化合物、および/または、(b2)下記式(II)若しくは(III)で示される1-アシルリゾリン脂質を0.1~3質量%含有する皮膚外用剤。
    <(b1)成分>
    Figure JPOXMLDOC01-appb-I000001
    〔式(I)中、R1COは、それぞれ独立に炭素原子数12~22で、二重結合を0~3個有する脂肪族アシル基を表し;nは0~3の数を表し;Xはハロゲン化合物、メトサルフェートまたはメトホスフェートを表す。ただしnが0の場合には、基-(CH2n-OHは、メチル基となる。〕
    <(b2)成分>
    Figure JPOXMLDOC01-appb-I000002

    Figure JPOXMLDOC01-appb-I000003
    〔式(II)、(III)中、R2は炭素原子数1~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表し;R3は炭素原子数13~24の飽和脂肪酸残基または炭素原子数18、20、22、24で、1~4個の不飽和二重結合を有する脂肪酸残基を表し;Mは水素原子またはアルカリ金属原子を表す。〕
    (A) 0.01 to 1% by mass of a cooling sensation substance, (b) (b1) a compound represented by the following formula (I), and / or (b2) represented by the following formula (II) or (III) A skin external preparation containing 0.1 to 3% by mass of 1-acyl lysophospholipid.
    <(B1) component>
    Figure JPOXMLDOC01-appb-I000001
    [In the formula (I), R 1 CO independently represents an aliphatic acyl group having 12 to 22 carbon atoms and 0 to 3 double bonds; n represents a number of 0 to 3; X Represents a halogen compound, methosulfate or methophosphate. However, when n is 0, the group — (CH 2 ) n —OH is a methyl group. ]
    <(B2) component>
    Figure JPOXMLDOC01-appb-I000002

    Figure JPOXMLDOC01-appb-I000003
    [In the formulas (II) and (III), R 2 is a saturated fatty acid residue having 1 to 24 carbon atoms or 18, 20, 22, or 24 carbon atoms and having 1 to 4 unsaturated double bonds. R 3 represents a saturated fatty acid residue having 13 to 24 carbon atoms or a fatty acid residue having 1 to 4 unsaturated double bonds having 18, 20, 22, or 24 carbon atoms. M represents a hydrogen atom or an alkali metal atom. ]
  2.  (a)成分が、メントール、カンファー、イソプレゴール、ボルネオール、シネオールメントン、スペアミント、ペパーミント、マロン酸メンチル、グリコシル-モノ-メンチル-O-アセテート、3-L-メントキシプロパン-1,2-ジオール、1-メンチル-3-ヒドロキシブチレートの中から選ばれる1種または2種以上である、請求項1記載の皮膚外用剤。 Component (a) is menthol, camphor, isopulegol, borneol, cineole menthone, spearmint, peppermint, menthyl malonate, glycosyl-mono-menthyl-O-acetate, 3-L-menthoxypropane-1,2-diol, 1 The external preparation for skin according to claim 1, which is one or more selected from -menthyl-3-hydroxybutyrate.
  3.  上記式(I)中、R1COはそれぞれ独立に炭素原子数12~22で、二重結合を0~3個有する脂肪族アシル基を表し;nは2または3の数を表し;Xはハロゲン化合物またはメトサルフェートを表す、請求項1または2記載の皮膚外用剤。 In the above formula (I), R 1 CO independently represents an aliphatic acyl group having 12 to 22 carbon atoms and 0 to 3 double bonds; n represents a number of 2 or 3; The external preparation for skin according to claim 1 or 2, which represents a halogen compound or methosulphate.
  4.  上記式(II)、(III)中、R2は炭素原子数11~18の飽和脂肪酸残基または炭素原子数18で、1~3個の不飽和二重結合を有する脂肪酸残基を表し;R3は炭素原子数13~18の飽和脂肪酸残基または炭素原子数18で、1~3個の不飽和二重結合を有する脂肪酸残基を表し;Mは水素原子またはアルカリ金属原子を表す、請求項1または2記載の皮膚外用剤。 In the above formulas (II) and (III), R 2 represents a saturated fatty acid residue having 11 to 18 carbon atoms or a fatty acid residue having 18 to carbon atoms and having 1 to 3 unsaturated double bonds; R 3 represents a saturated fatty acid residue having 13 to 18 carbon atoms or a fatty acid residue having 1 to 3 unsaturated double bonds having 18 carbon atoms; M represents a hydrogen atom or an alkali metal atom; The external preparation for skin according to claim 1 or 2.
  5.  さらに(c)エタノールを3~35質量%含有する、請求項1記載の皮膚外用剤。 The external preparation for skin according to claim 1, further comprising (c) 3 to 35% by mass of ethanol.
PCT/JP2011/062890 2010-06-08 2011-06-06 Skin preparation for external use WO2011155425A1 (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013151042A1 (en) * 2012-04-02 2013-10-10 高砂香料工業株式会社 Melanin production inhibitor
WO2020044956A1 (en) * 2018-08-29 2020-03-05 株式会社 資生堂 Cosmetic and cleanser

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Publication number Priority date Publication date Assignee Title
JP2001031551A (en) * 1999-07-15 2001-02-06 Shiseido Co Ltd Preparation for preventing and improving chapped skin for external use for skin
JP2003164501A (en) * 2001-11-30 2003-06-10 Lion Corp Molding for body care
JP2003183115A (en) * 2001-12-17 2003-07-03 Shoko Kagaku Kenkyusho:Kk Poikilothermal lubricant
JP2004161709A (en) * 2002-11-15 2004-06-10 Pola Chem Ind Inc Cosmetic kit for ameliorating edema

Patent Citations (4)

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Publication number Priority date Publication date Assignee Title
JP2001031551A (en) * 1999-07-15 2001-02-06 Shiseido Co Ltd Preparation for preventing and improving chapped skin for external use for skin
JP2003164501A (en) * 2001-11-30 2003-06-10 Lion Corp Molding for body care
JP2003183115A (en) * 2001-12-17 2003-07-03 Shoko Kagaku Kenkyusho:Kk Poikilothermal lubricant
JP2004161709A (en) * 2002-11-15 2004-06-10 Pola Chem Ind Inc Cosmetic kit for ameliorating edema

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013151042A1 (en) * 2012-04-02 2013-10-10 高砂香料工業株式会社 Melanin production inhibitor
JP2013213003A (en) * 2012-04-02 2013-10-17 Takasago Internatl Corp Melanin production inhibitor
WO2020044956A1 (en) * 2018-08-29 2020-03-05 株式会社 資生堂 Cosmetic and cleanser
JP2020033297A (en) * 2018-08-29 2020-03-05 株式会社 資生堂 Cosmetics and cleansing agent
CN112638355A (en) * 2018-08-29 2021-04-09 株式会社资生堂 Cosmetic and cleaning product
JP7191593B2 (en) 2018-08-29 2022-12-19 株式会社 資生堂 Cosmetics and cleansers

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