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WO2013031327A1 - Produit cosmétique pour la peau à base d'émulsion à phase continue aqueuse - Google Patents

Produit cosmétique pour la peau à base d'émulsion à phase continue aqueuse Download PDF

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Publication number
WO2013031327A1
WO2013031327A1 PCT/JP2012/064677 JP2012064677W WO2013031327A1 WO 2013031327 A1 WO2013031327 A1 WO 2013031327A1 JP 2012064677 W JP2012064677 W JP 2012064677W WO 2013031327 A1 WO2013031327 A1 WO 2013031327A1
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Prior art keywords
hlb value
acid
oil
microgel
water
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PCT/JP2012/064677
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English (en)
Japanese (ja)
Inventor
大村 孝之
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Shiseido Co Ltd
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Shiseido Co Ltd
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    • 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • A61K8/375Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to a skin cosmetic. More particularly, the present invention relates to an oil-in-water emulsified skin cosmetic that has good spread and familiarity to the skin, is non-sticky, and is extremely excellent in use feeling such as freshness, penetrating feeling, emollient feeling, and stickiness.
  • oil-in-water emulsified skin cosmetics have higher fatty acids such as stearic acid, palmitic acid, myristic acid, behenic acid, petrolatum, etc. in order to produce a moist, rich, smooth and emollient feeling.
  • solid oils such as waxes such as carnauba wax, candelilla wax, ceresin and microcrystalline wax, and higher alcohols such as lauryl alcohol, myristyl alcohol, palmityl alcohol, stearyl alcohol and behenyl alcohol are emulsified as emulsifiers. .
  • hydrocarbon oils that are liquid at room temperature such as liquid paraffin and squalane that are compatible with the solid oils, cetyl palmitate, isopropyl isostearate, isodecyl pivalate Attempts have been made to avoid crystal precipitation of solid oil by blending ester oil having a relatively long carbon chain, such as oleyl oleate, with a carbon chain comparable to that of solid oil.
  • ester oil having a relatively long carbon chain such as oleyl oleate
  • the oil-in-water emulsified skin cosmetics prepared by the method as described above have emollient and sticky feelings when applied to the skin, but they are not well-suited to the spread and skin, are sticky, and are easy to use. The point was not satisfactory.
  • no solid oil when no solid oil is blended, there is a problem in that there is no emollient feeling or stickiness, although it is excellent in terms of spreading and skin familiarity and no stickiness.
  • cross-linked poly (meth) acrylic acid is particularly inexpensive and has a high thickening effect and gels in a small amount. Therefore, it is frequently used as a water-soluble thickener or stabilizer in the cosmetic industry, especially skin cosmetics. Has been.
  • the most widely used thickener for cosmetics at present is a polymer of acrylic acid collectively called carboxyvinyl polymer, and the product name is “Hibiswako” (Wako Pure Chemical Industries, Ltd.). ), “Sintalen” (3V SIGMA), “Apeck” (Sumitomo Seika Co., Ltd.), “Carbopol” (Lublizol), and the like.
  • carboxyvinyl polymer a polymer of acrylic acid
  • the product name is “Hibiswako” (Wako Pure Chemical Industries, Ltd.).
  • “Sintalen” (3V SIGMA), “Apeck” (Sumitomo Seika Co., Ltd.), “Carbopol” (Lublizol), and the like.
  • Such an aqueous dispersion of a crosslinked polymer has a very high thickening effect and is widely used as a thickener for cosmetics (see, for example, Patent Document 1).
  • a skin cosmetic is prepared using this carboxy
  • POE hydrogenated castor oil POE60
  • POE behenyl ether POE30
  • POE glyceryl monostearate POE40
  • polyethylene glycol monostearate POE40
  • Hydrophilic surfactants such as are used.
  • these hydrophilic surfactants are not well-suited to the spread and skin, are sticky, and are inferior in the feeling that the active ingredient penetrates into the skin (penetration feeling).
  • a microgel obtained by dissolving a water-soluble ethylenically unsaturated monomer in a dispersed phase and radical polymerization in the dispersed phase wherein the microgel is a one-phase microemulsion or a fine W /
  • an oil-in-water emulsified skin cosmetic is prepared using a thickener composed of a microgel obtained by radical polymerization of dimethylacrylamide and 2-acrylamido-2-methylpropanesulfonic acid under the conditions for forming an O emulsion It spreads well on the skin, is not sticky, feels fresh, and feels the active ingredients permeating the skin (penetration) Emollient sensation, newly found that the resulting superior oil-in-water emulsified skin cosmetic beams feeling, and have completed the present invention.
  • the present invention is an oil-in-water oil that has a good feeling of spreading and familiarity to the skin, and is not sticky, fresh, feeling that the active ingredient penetrates the skin (penetration feeling), emollient feeling, and feeling of elasticity. It is to provide a type emulsified skin cosmetic.
  • the present invention provides an oil-in-water type emulsified skin cosmetic comprising the following components (A) to (D).
  • C In a composition using an organic solvent or oil as a dispersion medium and water as a dispersed phase, the water-soluble ethylenically unsaturated monomer is dissolved in the dispersed phase.
  • a microgel obtained by radical polymerization in a dispersed phase wherein the microgel forms a one-phase microemulsion or a fine W / O emulsion with a surfactant under the condition that dimethylacrylamide and 2-acrylamide- 2-methylpropanesulfo Thickener consisting of a microgel obtained by the acid radical polymerization (D) water
  • the present invention provides that the content of the component (A) glyceryl tricaprylate is 1.0 to 15.0% by mass relative to the total amount of the oil-in-water emulsified skin cosmetic, and the component (B) monostearic acid One selected from the group consisting of polyethylene glycol (100 mol polyoxyethylene adduct), polyethylene glycol monostearate (120 mol polyoxyethylene adduct), polyethylene glycol monostearate (150 mol polyoxyethylene adduct) Or in a composition having a content of two or more of 0.5 to 3.0% by mass, the component (C) organic solvent or oil as a dispersion medium, and water as a dispersed phase.
  • the oil-in-water emulsified skin cosmetic described above is characterized by being 1 to 2.0% by mass.
  • the oil-in-water emulsified skin cosmetic of the present invention has good spread and familiarity to the skin, and is non-sticky, fresh, feeling that the active ingredient penetrates the skin (penetration feeling), emollient feeling, and feeling of elasticity. It is an oil-in-water emulsified skin cosmetic with an extremely excellent feeling of use.
  • (A) Glyceryl tricaprylate The component (A) glyceryl tricaprylate used in the present invention functions as an oil component in the present invention, and constitutes the oil phase of the oil-in-water emulsified skin cosmetic of the present invention.
  • other oil components such as hydrocarbon oil, silicone oil, waxes, fatty acid esters, higher alcohols, and other oil components are blended to form an oil-in-water type. It is possible to produce emulsified skin cosmetics. Specific oils that can be blended will be described later.
  • glyceryl tricaprylate used in the present invention
  • a commercially available product can be used.
  • examples of commercially available products include “MYRITOL888” (manufactured by BASF), “Coconard RK” (manufactured by Kao Corporation), “Panasate 800” (manufactured by NOF Corporation), “Captex 8000” (manufactured by Abitec Corporation) ), “Dub® TG8” (Stearinerie® Dubois® Fils), “Hest® TC” (Global® Seven® Inc.), “Trivent® OC-G” (Alzo® International), and the like.
  • the blending amount of glyceryl tricaprylate is preferably 1.0 to 15.0% by mass with respect to the total amount of the oil-in-water emulsified skin cosmetic. If it is less than 1.0 mass%, the emollient feeling that is the effect of the present invention cannot be sufficiently obtained. Moreover, even if it mix
  • the component (B) “polyethylene glycol monostearate (POE100)”, “polyethylene glycol monostearate (POE120)” and “polyethylene glycol monostearate (POE150)” used in the present invention are ethylene oxide to stearic acid. Is subjected to addition polymerization to obtain a polyethylene glycol ester having a polyethylene glycol unit of 100, 120 or 150.
  • the component (B) one or more of the three types of polyethylene glycol monostearate are used and function as a surfactant.
  • other surfactants can be blended, and for example, self-emulsifying glyceryl monostearate can be preferably used. The surfactant which can be blended will be described later.
  • a commercial item can be used for the polyethylene glycol monostearate used for this invention.
  • Commercial products of polyethylene glycol monostearate (POE100) include “AEC PEG-100 Stearate” (A & E Connock (Perfumery & Cosmetics) Ltd.) and “Botanimulse 100-S” (Botanigenics, Inc.) ⁇ Eumulgin SA 100 '' (manufactured by Cognis Corporation, Care Chemicals), ⁇ Hetoxamate SA-100 '' (manufactured by Global Seven Inc.), ⁇ Jeemate 4400-DPS '' (manufactured by Jeen International Corporation), ⁇ Lanoxide-59 '' (Lanaetex Products, Inc.), ⁇ Lipopeg-100-S '' (Lipo Chemicals, Inc.), ⁇ Myrj S100 '' (Croda, Inc.), ⁇ Protamate 4400 DPS '' (Protameen Chemicals,
  • polyethylene glycol monostearate examples include AEC PEG-120 Stearate (manufactured by A & E Connock (Perfumery & Cosmetics) Ltd.).
  • Commercial products of polyethylene glycol monostearate (POE150) include AEC PEG-150 Stearate (A & E Connock (Perfumery & Cosmetics) Ltd.), HallStar PEG 6000 MS (The Hallstar Company), Jeemate 6000 DPS (Jeen International Corporation), Prodhybase 6000 (Laboratoires Prod'Hyg), Unipeg-6000 MS (Universal Preserv-A-Chem, Inc.), "EMALEX6300-ST" (Japan Emulsion) Can be mentioned.
  • One or more blending amounts selected from the group consisting of polyethylene glycol monostearate (POE100), polyethylene glycol monostearate (POE120), and polyethylene glycol monostearate (POE150) are oil-in-water emulsified skin. 0.5 to 3.0% by mass is preferable with respect to the total amount of the cosmetic. If the amount is less than 0.5% by mass, the effects of the present invention, that is, good spread on the skin and good fit on the skin cannot be exhibited. On the other hand, even if it exceeds 3.0% by mass, the effect of the present invention is not enhanced, but rather stickiness is produced.
  • (C) A microgel obtained by dissolving a water-soluble ethylenically unsaturated monomer in a dispersed phase in a composition having an organic solvent or oil as a dispersion medium and water as a dispersed phase and radical polymerization in the dispersed phase. From the microgel obtained by radical polymerization of dimethylacrylamide and 2-acrylamido-2-methylpropanesulfonic acid under the conditions that the surfactant forms a one-phase microemulsion or a fine W / O emulsion with a surfactant.
  • the thickener composed of the microgel of the component (C) used in the present invention is a polymer microgel produced by a polymerization method generally referred to as a reverse-phase emulsion polymerization method for use as a thickener.
  • a thickener made of a synthetic polymer obtained by a homogeneous polymerization system as disclosed in JP-A-2001-114641 is a thickener having a different polymerization method and mechanical properties.
  • a thickener composed of a synthetic polymer obtained by the homogeneous polymerization system disclosed in JP-A-2001-114641 into a cosmetic it must be pulverized into a powder state. Molecular gels may stand out and cause problems in appearance.
  • the thickener comprising the (C) microgel used in the present invention are described in detail in JP-A No. 2004-43785, but the microgel is a fine particle of a synthetic polymer electrolyte produced by a reverse phase microemulsion polymerization method. Since the thickener consisting of can provide a high-viscosity solution that is visually uniform in appearance, there is no problem in appearance even when blended into cosmetics.
  • the water-soluble ethylenically unsaturated monomer constituting the thickener composed of microgel is preferably a combination of a nonionic monomer and an ionic monomer (anionic monomer or cationic monomer).
  • the nonionic monomer is preferably a dialkylacrylamide represented by the following general formula (1).
  • General formula (1) R 1 represents H or a methyl group, and R 2 and R 3 each independently represents a methyl group, an ethyl group, a propyl group, or an isopropyl group.
  • the ionic monomer is preferably an anionic acrylamide derivative represented by the general formula (2) or a cationic acrylamide derivative represented by the general formula (3).
  • R 4 and R 5 are each independently H or a methyl group
  • R 6 is a linear or branched alkyl group having 1 to 6 carbon atoms
  • X is a metal ion, NH 3, or an amine compound. Li, Na, K alkali metal ions, amine compounds are triethanolamine, triisopropanolamine, etc.
  • General formula (3) (R 7 is H or a methyl group, R 8 is H or a linear or branched alkyl group having 1 to 6 carbon atoms, R 9 is a linear or branched alkyl group having 1 to 6 carbon atoms, R 10 , R 11 and R 12 are a methyl group or an ethyl group, and Y represents a negative counter ion, for example, a negative counter ion such as Cl or Br.)
  • Particularly preferred dialkylacrylamides are dimethylacrylamide and diethylacrylamide.
  • Particularly preferred ionic acrylamide derivatives are 2-acrylamido 2-methylpropane sulfonic acid and its salts.
  • a particularly preferred cationic acrylamide derivative is N, N, -dimethylaminopropylacrylamide methyl chloride.
  • the above-mentioned water-soluble ethylenically unsaturated monomer is arbitrarily selected, and a thickener comprising a microgel used in the present invention is polymerized.
  • a particularly preferred thickener is a binary copolymer microgel copolymerized from dimethylacrylamide and 2-acrylamido-2-methylpropanesulfonic acid as water-soluble ethylenically unsaturated monomers.
  • a crosslinking monomer there is no need for a crosslinking monomer, and a thickener that exhibits an excellent thickening effect and a feeling of use due to self-crosslinking can be obtained.
  • a crosslinking monomer it is also preferable to use a crosslinked N, N-dimethylacrylamide-2-acrylamido-2-methylpropanesulfonate sodium copolymer.
  • the crosslinking monomer represented by the general formula (4) is preferable, and methylenebisacrylamide is particularly preferable.
  • the amount of the crosslinkable monomer used is preferably in the range of 0.0001 to 2.0 mol% with respect to the total number of moles of 2-acrylamido-2-methylpropanesulfonic acid or a salt thereof and dialkylacrylamide. Thickeners prepared at less than 0.0001 mol% may not have a crosslinking effect. Moreover, when it exceeds 2 mol%, since a crosslinking density is too high and a microgel cannot fully swell, it may not exhibit sufficient thickening effect.
  • the molecular weight of the microgel used in the present invention is about 100,000 to 5,000,000 (average of PEG: measured by GPC), and is adjusted by the viscosity required as a thickener.
  • the microgel constituting the present invention has all the rheological properties (1) to (3) below.
  • the thickener composed of the microgel is obtained by the production method by the polymerization method described above, and is preferably used as a thickener.
  • the apparent viscosity of a 0.5% (percentage by mass) aqueous dispersion of the microgel is 10000 mPa ⁇ s or more at a shear rate of 1.0 s-1.
  • the apparent viscosity of an ethanol dispersion of 0.5% (percentage by mass) of the microgel is 5000 mPa ⁇ s or more at a shear rate of 1.0 s-1.
  • the dynamic elastic modulus in a 0.5% (mass percentage) aqueous dispersion or ethanol dispersion of the microgel is G ′> G ′′ within a strain of 1% or less and a frequency of 0.01 to 10 Hz.
  • the apparent viscosity of water or ethanol dispersion of microgel is the viscosity at a measurement temperature of 25 ° C. and a shear rate of 1 s-1 using a cone plate rheometer (MCR-300 manufactured by Paar Rhysica).
  • the dynamic elastic modulus is the value of the storage elastic modulus (G ') and loss elastic modulus (G ") measured at a measurement temperature of 25 ° C and a strain of 1% or less in the frequency range of 0.1 to 10 Hz using the same measuring device. Means.
  • the microgel can be separated in a powder state after polymerization through a simple precipitation purification process.
  • the microgel separated into a powder form easily disperses in water or ethanol or a mixed solvent of water / ethanol, swells quickly, and functions as a thickener.
  • a strongly acidic monomer for example, a monomer containing a sulfonic acid residue
  • an ionic monomer for example, a monomer containing a sulfonic acid residue
  • the blending amount of the thickener comprising the microgel used in the present invention is 0.1 to 2.0% by mass, preferably 0.2 to 1.5% by mass, based on the total amount of the oil-in-water emulsified skin cosmetic. is there. When it exceeds 2.0 mass%, a problem may arise in terms of stickiness or freshness. On the other hand, when the amount is less than 0.1% by mass, the feeling of use is inferior to the feeling of stickiness, which may cause a problem in stability over time.
  • (D) Water which is an essential component of the present invention, constitutes an aqueous phase of an oil-in-water emulsified skin cosmetic together with other aqueous components described later.
  • the blending amount of water is appropriately determined according to the product.
  • oil-in-water emulsified skin cosmetic of the present invention in addition to the above essential components, components that can be usually blended in an emulsified cosmetic can be appropriately blended within a range that does not impair the effects of the present invention.
  • hydrocarbon oils silicone oils, waxes, fatty acid esters, higher alcohols, ultraviolet absorbers and the like are used as oil components constituting the oil phase.
  • examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax, polyethylene wax, and Fischer Tropus wax.
  • silicone oil examples include linear polysiloxanes (for example, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.); cyclic polysiloxanes (for example, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.), 3 Silicone resin forming a three-dimensional network structure, silicone rubber having an average molecular weight of 200,000 or more, various modified polysiloxanes (amino-modified polysiloxane, polyether-modified polysiloxane, alkyl-modified polysiloxane, fluorine-modified polysiloxane, etc.) It is done.
  • linear polysiloxanes for example, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, etc.
  • cyclic polysiloxanes for
  • waxes examples include beeswax, candelilla wax, carnauba wax, lanolin, liquid lanolin, jojoballow and the like.
  • fatty acid ester examples include myristyl myristate, cetyl palmitate, cholesteryl stearate, beeswax fatty acid 2-octyldodecyl, and the like.
  • higher alcohol examples include hexyl alcohol, octyl alcohol, cetyl alcohol, stearyl alcohol, ceryl alcohol, behenyl alcohol, triacontyl alcohol, seraalkyl alcohol, and batyl alcohol.
  • Examples of the ultraviolet absorber include the following compounds.
  • 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 and the like.
  • Anthranilic acid ultraviolet absorbers such as homomenthyl-N-acetylanthranilate.
  • Salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate and the like.
  • Cinnamic acid UV absorbers For example, octyl cinnamate, ethyl-4-isopropyl cinnamate, 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-ethoxy Ethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl- ⁇ -cyano- ⁇ -phenylcinnamate, 2-ethylhexyl- ⁇ -
  • Triazine-based ultraviolet absorber for example, bisresorcinyl triazine. More specifically, bis ⁇ [4- (2-ethylhexyloxy) -2-hydroxy] phenyl ⁇ -6- (4-methoxyphenyl) 1,3,5-triazine, 2,4,6-tris ⁇ 4- (2-ethylhexyloxycarbonyl) anilino ⁇ 1,3,5-triazine and the like.
  • UV absorbers For example, 3- (4′-methylbenzylidene) -d, l-camphor, 3-benzylidene-d, l-camphor, 2-phenyl-5-methylbenzoxazole, 2,2 '-Hydroxy-5-methylphenylbenzotriazole, 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenylbenzotriazole), dianisoylmethane, 4-methoxy-4′-t-butyldibenzoylmethane, 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one, pyridazine derivatives such as dimorpholinopyridazinone.
  • polyhydric alcohols water-soluble polymers, lower alcohols, antioxidants, preservatives, organic or inorganic salts and salts thereof, various water-soluble drugs, plant extracts, pigments, etc. Is mentioned.
  • examples of the polyhydric alcohol include polyethylene glycol, glycerin, diglycerin, 1,3-butylene glycol, erythritol, sorbitol, xylitol, maltitol, 1,2-pentanediol, hexylene glycol and the like. It is done.
  • water-soluble polymer examples include carrageenan, pectin, mannan, curdlan, chondroitin sulfate, starch, glycogen, gum arabic, sodium hyaluronate, tragacanth gum, xanthan gum, mucoitin sulfate, hydroxyethyl guar gum, carboxymethyl guar gum, guar gum, dextran. , Keratosulfuric acid, locust bean gum, succinoglucan, chitin, chitosan, carboxymethylchitin, agar and the like.
  • the lower alcohol examples include ethanol.
  • antioxidant examples include butylhydroxytoluene, ⁇ -tocopherol, phytin and the like.
  • preservative examples include benzoic acid, salicylic acid, sorbic acid, paraoxybenzoic acid alkyl ester, phenoxyethanol, hexachlorophene, and ⁇ -polylysine.
  • organic or inorganic acids and salts thereof include citric acid, lactic acid, hexametaphosphoric acid and the like.
  • Examples of the various water-soluble drugs include salts of L-ascorbic acid and its derivatives, salts of tranexamic acid and its derivatives, salts of alkoxysalicylic acid and its derivatives, salts of glutathione and its derivatives, and the like.
  • L-ascorbic acid is generally referred to as vitamin C, and has a cell respiration effect, an enzyme activation effect, a collagen formation action due to a strong reduction action, and a melanin reduction action.
  • L-ascorbic acid derivatives include L-ascorbic acid monostearate, L-ascorbic acid monopalmitate, L-ascorbic acid monoalkyl esters such as L-ascorbic acid monooleate; L-ascorbic acid monophosphates, L- L-ascorbic acid monoesters such as ascorbic acid-2-sulfate; L-ascorbic acid dialkyl esters such as L-ascorbic acid distearate, L-ascorbic acid dipalmitate, L-ascorbic acid dioleate; L-ascorbic acid tristearate L-ascorbic acid trialkyl esters such as Late, L-ascorbic acid tripalmitate, L-ascorbic acid trioleate; L-ascorbic acid triesters such as L-ascorbic acid triphosphate; - such as L- ascorbic acid glucosides such as ascorbic acid 2-glucoside and the like.
  • L-ascorbic acid, L-ascorbic acid phosphate, L-ascorbic acid-2-sulfate, and L-ascorbic acid 2-glucoside are preferably used in the form of salts.
  • tranexamic acid derivatives include dimers of tranexamic acid (for example, trans-4- (trans-aminomethylcyclohexanecarbonyl) aminomethylcyclohexanecarboxylic acid, etc.), and esters of tranexamic acid and hydroquinone (for example, 4- (Trans-aminomethylcyclohexanecarboxylic acid 4′-hydroxyphenyl ester, etc.), ester form of tranexamic acid and gentisic acid (for example, 2- (trans-4-aminomethylcyclohexylcarbonyloxy) -5-hydroxybenzoic acid, etc.
  • tranexamic acid for example, trans-4-aminomethylcyclohexanecarboxylic acid methylamide, trans-4- (p-methoxybenzoyl) aminomethylcyclohexanecarboxylic acid, trans-4-guanidinome
  • tranexamic acid for example, trans-4-aminomethylcyclohexanecarboxylic acid methylamide, trans-4- (p-methoxybenzoyl) aminomethylcyclohexanecarboxylic acid, trans-4-guanidinome
  • Alkoxysalicylic acid is one in which the hydrogen atom at the 3-position, 4-position or 5-position of salicylic acid is substituted with an alkoxy group, and the alkoxy group as the substituent is preferably a methoxy group, an ethoxy group or a propoxy group.
  • Specific examples of compound names include 3-methoxysalicylic acid, 3-ethoxysalicylic acid, 4-methoxysalicylic acid, 4-ethoxysalicylic acid, 4-propoxysalicylic acid, 4-isopropoxysalicylic acid, 4-butoxysalicylic acid, 5-methoxysalicylic acid , 5-ethoxysalicylic acid, 5-propoxysalicylic acid and the like.
  • it uses suitably in the form of each salt of alkoxy salicylic acid and its derivatives (ester etc.).
  • salts such as ammonium salt and an amino acid salt other than alkali metal salt or alkaline-earth metal salt like sodium salt, potassium salt, calcium salt, are mentioned.
  • vitamin A derivatives include vitamin A, vitamin A palmitate, vitamin A acetate and the like.
  • vitamin B derivatives include vitamin B 6 hydrochloride, vitamin B 6 tripalmitate, vitamin B 6 dioctanoate, vitamin B 2 and derivatives thereof, vitamin B 12 , vitamin B 15 and derivatives thereof, and the like.
  • vitamin E derivatives include ⁇ -tocopherol, ⁇ -tocopherol, vitamin E acetate and the like.
  • vitamins such as vitamin D, vitamin H, pantothenic acid, panthetin; ⁇ -oryzanol, allantoin, glycyrrhizic acid (salt), glycyrrhetinic acid, stearyl glycyrrhetinate, hinokitiol, bisabolol, eucalptone, thymol, inositol, psycho Saponins such as saponin, carrot saponin, loofah saponin, muclodisaponin, various drugs such as pantothenyl ethyl ether, arbutin, cephalanthin, borage, clara, kohone, orange, sage, yarrow, mallow, thyme, spruce, spruce, Extracts of plants such as birch, horsetail, loofah, maroonier, cypress, argon, arnica, lily, mugwort, peony
  • polyethylene glycol monostearate POE100
  • polyethylene glycol monostearate POE120
  • polyethylene glycol monostearate POE150
  • an emulsifier that is usually blended in cosmetics can be used as long as the effect of the present invention is not impaired.
  • hexaglyceryl monolaurate (HLB value 14.5), hexaglyceryl monomyristate (HLB value 11), hexaglyceryl monostearate (HLB value 9.0), hexaglyceryl monooleate (HLB value 9) 0.0), decaglyceryl monolaurate (HLB value 15.5), decaglyceryl monomyristate (HLB value 14.0), decaglyceryl monostearate (HLB value 12.0), decaglyceryl monoisostearate (HLB value) 12.0), polyglycerin fatty acid esters such as decaglyceryl monooleate (HLB value 12.0), decaglyceryl distearate (HLB value 9.5), decaglyceryl diisostearate (HLB value 10.0), and the like.
  • POE (5) polyoxyethylene monostearate
  • glyceryl HLB value 9.5
  • POE (15) glyceryl monostearate HLB value 13.5
  • monooleic acid Polyoxyethylene glycerin fatty acid esters such as POE (5) glyceryl (HLB value 9.5) and monooleic acid POE (15) glyceryl (HLB value 14.5).
  • Monolauric acid POE (6) sorbite (HLB value 15.5), tetrastearic acid POE (60) sorbite (HLB value 13.0), tetraoleic acid POE (30) sorbite (HLB value 11.5), tetraoleic acid Polyoxyethylene sorbite fatty acid esters such as POE (40) sorbit (HLB value 12.5) and tetraoleic acid POE (60) sorbite (HLB value 14.0).
  • POP (1) polyoxypropylene
  • POP (4) cetyl ether HLB value 9.5
  • POE (10) POP (4) cetyl ether (HLB value 10.5)
  • POE (20) POP (8) cetyl ether (HLB value 12.5)
  • POE (20) POP (6) decyl tetradecyl ether (HLB value 11.0)
  • PEG (10) Polyethylene glycol monolaurate 10 mol addition (hereinafter referred to as “PEG (10)”, hereinafter the same) (HLB value 12.5), PEG monostearate (10) (HLB value 11.0), PEG monostearate (25) (HLB value 15.0), PEG monostearate (40) (HLB value 17.5), PEG monostearate (45) (HLB value 18.0), PEG monostearate (55) (HLB value 18.
  • Polyoxyethylene cetyl ethers such as POE (2) cetyl ether (HLB value 5), POE (3) cetyl ether (HLB value 6), POE (5) cetyl ether (HLB value 8), and the like.
  • Polyoxyethylene oleyl ethers such as POE (3) oleyl ether (HLB value 6), POE (5) oleyl ether (HLB value 8), POE (6) oleyl ether (HLB value 8), and the like.
  • Polyoxyethylene isocetyl ethers such as POE (5) isocetyl ether (HLB value 8).
  • Polyoxyethylene isostearyl ethers such as POE (5) isostearyl ether (HLB value 8).
  • Polyoxyethylene octyldodecyl ethers such as POE (5) octyldodecyl ether (HLB value 7).
  • Polyoxyethylene behenyl ethers such as POE (5) behenyl ether (HLB value 7).
  • Polyoxyethylene decyl tetradecyl ethers such as POE (5) decyl tetradecyl ether (HLB value 6).
  • Polyoxyethylene cholesteryl ethers such as POE (5) cholesteryl ether (HLB value 7).
  • Polyoxyethylene / polyoxypropylene decyl ethers such as POP (2) POE (3) decyl ether (HLB value 7).
  • Sorbitan fatty acid esters such as sorbitan sesquioleate (HLB value 7) and sorbitan sesquiisostearate (HLB value 7).
  • Mono-fatty acid glyceryls such as value 6) and glyceryl diisostearate (HLB value 3).
  • HLB value 4 glycol stearate
  • Ethylene glycol fatty acid esters Ethylene glycol fatty acid esters.
  • Monostearate polyethylene glycols such as stearic acid PEG (2) (HLB value 5), stearic acid PEG (3) (HLB value 7), stearic acid PEG (5) (HLB value 8); Monooleic acid polyethylene glycols such as oleic acid PEG (3) (HLB value 7).
  • Polyoxyethylene hydrogenated castor oils such as PEG (5) hydrogenated castor oil (HLB value 5), PEG (7) hydrogenated castor oil (HLB value 6), PEG (10) hydrogenated castor oil (HLB value 7), etc.
  • Polyethylene glycol isostearates such as PEG (3) isostearate (HLB value 7).
  • Dilauric acid PEG (2) (HLB value 4), dilauric acid PEG (3) (HLB value 5), dilauric acid PEG (4) (HLB value 5), dilauric acid PEG (6) (HLB value 5), dilauric acid Polyethylene glycol dilaurates such as PEG (8) (HLB value 8).
  • Distearic acid PEG (2) (HLB value 2), distearic acid PEG (3) (HLB value 3), distearic acid PEG (3) (HLB value 3), distearic acid PEG (3) (HLB value 3), distearic acid PEG (4) (HLB value 4), distearic acid PEG (6) (HLB value 5), distearic acid PEG (8) (HLB value 6), distearic acid PEG (12) (HLB value 8), distearic acid PEG ( Polyethylene glycol distearate such as HLB value 8).
  • Diisostearic acid PEG (2) (HLB value 3), diisostearic acid PEG (3) (HLB value 3), diisostearic acid PEG (4) (HLB value 4), diisostearic acid PEG (6) (HLB value 5), diisostearic acid Diisostearic polyethylene glycols such as PEG (8) (HLB value 6) and diisostearic acid PEG (12) (HLB value 8).
  • Dioleic acid PEG (2) (HLB value 3), Dioleic acid PEG (3) (HLB value 3), Dioleic acid PEG (4) (HLB value 4), Dioleic acid PEG (6) (HLB value 5), Dioleic acid Dioleic acid polyethylene glycols such as PEG (8) (HLB value 6) and dioleic acid PEG (12) (HLB value 8).
  • Polyoxyethylene sorbit sorbitan fatty acid such as PEG (4) sorbit tetraoleate (HLB value 3), PEG (3) sorbite tristearate (HLB value 3), PEG (4) sorbitan triisostearate (HLB value 3) Esters.
  • HLB value 2 glyceryl triisostearate
  • HLB value 3 PEG (5) glyceryl triisostearate
  • PEG (10) glyceryl triisostearate HLB value 3
  • glyceryl triisostearate 20
  • Polyoxyethylene glyceryl triisostearate such as (HLB value 8).
  • Polyisoethylene glyceryl diisostearate such as PEG (10) glyceryl diisostearate (HLB value 7).
  • Polyoxyethylene glyceryl isostearates such as PEG (3) glyceryl isostearate (HLB value 6), PEG (5) glyceryl isostearate (HLB value 8), and PEG (6) glyceryl isostearate (HLB value 8).
  • Polyoxyethylene glyceryl tristearates such as (HLB value 3), PEG (10) glyceryl tristearate (HLB value 5), PEG (20) tristearate (HLB value 8) and the like.
  • Polyoxyethylene glyceryl distearates such as PEG (4) glyceryl distearate (HLB value 4).
  • Polyoxyethylene glyceryl trioleates such as (HLB value 8).
  • Lauric acid polyoxyethylene hydrogenated castor oil such as lauric acid PEG (20) hydrogenated castor oil (HLB value 8).
  • Polyoxyethylene trimyristate trimethylolpropanes such as trimyristate PEG (3) trimethylolpropane (HLB value 2) and trimyristate PEG (5) trimethylolpropane (HLB value 3).
  • Polyoxyethylene distearate such as PEG (3) distearate (3) trimethylolpropane (HLB value 3), PEG (4) distearate (4) trimethylolpropane (HLB value 4), PEG (3) distearate (3) trimethylolpropane (HLB value 4) Acid trimethylolpropane.
  • Polyoxyethylene triisostearate trimethylolpropanes such as PEG (3) triisostearate (3) trimethylolpropane (HLB value 2) and PEG (20) triisostearate (HLB value 8).
  • Lauroylglutamate dihexyldecyl (HLB value 3), lauroylglutamate dioctyldodecyl (HLB value 3), stearoylglutamate dioctyldodecyl (HLB value 3), lauroylglutamate dioctyldodecyl (HLB value 3), lauroylglutamate dioctyldecyl ether ether POD HLB value 4), dioctyl lauroyl glutamate POE (5) dodecyl ether (HLB value 6), lauroyl glutamic acid POE (2) distearyl ether (HLB value 4), lauroyl glutamic acid POE (5) distearyl ether (HLB value 7), etc.
  • N-acyl glutamates N-acyl neutral amino acid esters such as hexyldecyl myristoylmethylaminopropionate (HLB value 4).
  • the oil-in-water emulsified skin cosmetic of the present invention can preferably produce, for example, milky products such as emulsified foundations and sunscreen emulsions, and creamy products such as skin care creams, whitening creams and anti-aging creams. These products can be produced by a conventional method by mixing the essential ingredients of the present invention and optional ingredients that are usually blended in cosmetics.
  • the microgel obtained in the synthesis example is a thickener composed of the microgel of component (C) used in the present invention.
  • oleyl ether Emalex 503, manufactured by Nippon Emulsion
  • polyoxyethylene (6) oleyl ether Emalex 506, 16.4g (made in Japan Emulsion) is mixed and dissolved to replace N2.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • Synthesis example 3 30 g of dimethylacrylamide (manufactured by Kojin) and 26.7 g of 2-acrylamide-2-methylpropanesulfonic acid (manufactured by Sigma) are dissolved in 280 g of ion-exchanged water, and the pH is adjusted to 7.0 with sodium hydroxide. To a 1000 ml three-necked flask equipped with a reflux apparatus, 280 g of n-hexane, 9.4 g of polyoxyethylene (3) oleyl ether (Emalex 503, manufactured by Nippon Emulsion) and polyoxyethylene (6) oleyl ether (Emalex 506, Add 19g (made in Japan Emulsion), mix and dissolve to replace N2.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • a microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours.
  • acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • Synthesis Example 6 Dissolve 35 g of dimethylacrylamide (manufactured by Kojin) and 17.5 g of N, N-dimethylaminopropylacrylamide methyl chloride (manufactured by Kojin) in 260 g of ion-exchanged water. To a 1000 ml three-necked flask equipped with a reflux apparatus, 260 g of n-hexane, 8.7 g of polyoxyethylene (3) oleyl ether (Emalex 503, manufactured by Nippon Emulsion) and polyoxyethylene (6) oleyl ether (Emalex 506, Add 17.6g (made in Japan Emulsion), mix and dissolve to replace N2.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • Synthesis example 7 Dissolve 35 g of dimethylacrylamide (manufactured by Kojin), 17.5 g of N, N-dimethylaminopropylacrylamide methyl chloride (manufactured by Kojin) and 7 mg of methylenebisacrylamide in 260 g of ion-exchanged water.
  • a 1000 ml three-necked flask equipped with a reflux apparatus 260 g of n-hexane, 8.7 g of polyoxyethylene (3) oleyl ether (Emalex 503, manufactured by Nippon Emulsion) and polyoxyethylene (6) oleyl ether (Emalex 506, Add 17.6g (made in Japan Emulsion), mix and dissolve to replace N2.
  • An aqueous monomer solution is added to the three-necked flask and heated to 65 ° C. to 70 ° C. in an oil bath while stirring under an N 2 atmosphere. After confirming that the system is in a translucent microemulsion state when the temperature of the system reaches 65 ° C. to 70 ° C., 2 g of ammonium persulfate is added to the polymerization system and polymerization is started. A microgel is produced by maintaining the polymerization system at 65-70 ° C. with stirring for 3 hours. After the polymerization is completed, acetone is added to the microgel suspension to precipitate the microgel, followed by washing with acetone three times to remove residual monomer and surfactant. The precipitate is filtered and dried under reduced pressure to obtain a dried white powdered microgel.
  • Skin care creams of Examples 1 to 9 and Comparative Examples 1 to 9 having the blending compositions described in “Tables 1 and 2” were produced by a conventional method.
  • the following test methods evaluated the usability (skin spread, familiarity to the skin, freshness, penetrating feeling, stickiness, emollient feeling, stickiness) by the following methods. .
  • Example 10 Whitening cream (compounding ingredient) (1) Ion exchange water Residue (2) Sodium hexametaphosphate 0.1 (3) Sodium hyaluronate 0.1 (4) Tranexamic acid 2.0 (5) Titanium oxide 0.2 (6) Dipropylene glycol 3.0 (7) 1,3-butylene glycol 2.0 (8) Glycerin 3.0 (9) (Component (C)) Microgel of Synthesis Example 2 0.9 (10) N-stearoyl-potassium aspartate 0.1 (11) Ethylparaben 0.5 (12) Rosemary extract 0.1 (13) Sage extract 0.1 (14) Glyceryl monostearate 0.5 (15) (Component (B)) Polyethylene glycol monostearate (POE120) 1.7 (16) Polyether-modified silicone 0.1 (Product name: KF-6017P, manufactured by Shin-Etsu Chemical Co., Ltd.) (17) Behenic acid 0.4 (18) Myristic acid 0.2 (19) (hydroxystearic acid / stearic acid
  • Example 11 Whitening cream (compounding ingredient) (1) Ion exchange water Residue (2) Edetate 0.1 (3) Acetylated sodium hyaluronate 0.1 (4) Potassium 4-methoxysalicylate 1.0 (5) Silicic anhydride 0.2 (6) Dipropylene glycol 2.0 (7) 1,3-butylene glycol 3.0 (8) Glycerin 9.0 (9) (Component (C)) Microgel of Synthesis Example 3 2.0 (10) Methylparaben 0.1 (11) Ethylparaben 0.5 (12) Atlantic hawthorn extract 0.1 (13) Lumpuyan extract 0.1 (14) Self-emulsifying glyceryl monostearate 2.4 (15) (Component (B)) Polyethylene glycol monostearate (POE100) 1.6 (16) Sorbitan tristearate 0.1 (17) Behenyl alcohol 0.4 (18) Stearyl alcohol 0.2 (19) Isodecyl pivalate 2.0 (20) Isohexadecane 1.0 (21)
  • Example 12 FIG. Anti-aging cream (compounding ingredients) (1) Ion exchange water Residue (2) Edetate 0.1 (3) Acetylated sodium hyaluronate 0.1 (4) Carnosine 3.0 (5) Citric acid 0.1 (6) Dipropylene glycol 2.0 (7) 1,3-butylene glycol 3.0 (8) Glycerin 9.0 (9) (Component (C)) Microgel of Synthesis Example 4 1.3 (10) Methylparaben 0.1 (11) Phenoxyethanol 0.3 (12) Hydrolyzed yeast extract 0.1 (13) Green tea extract 0.1 (14) Self-emulsifying glyceryl monostearate 2.4 (15) (Component (B)) Polyethylene glycol monostearate (POE150) 1.8 (16) Sorbitan tristearate 0.1 (17) Behenyl alcohol 0.5 (18) Stearyl alcohol 0.4 (19) Cetyl ethylhexanoate 2.0 (20) Isododecane 1.0 (21) (Component (A)) Glyceryl
  • the oil-in-water emulsified skin cosmetic of the present invention is a skin cosmetic that has good spread and familiarity to the skin, is not sticky, and is extremely excellent in use feeling such as freshness, penetrating feeling, emollient feeling, stickiness, etc. It can be preferably used for creamy products such as skin care creams, whitening creams and anti-aging creams, and milky products such as emulsifying foundations and sunscreen emulsions.

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Abstract

La présente invention concerne un produit cosmétique pour la peau à base d'émulsion à phase continue aqueuse qui comprend les ingrédients (A) à (D) suivants : (A) tricaprylate de glycéryle, (B) polyéthylène glycol d'acide monostéarique (produit d'addition de polyoxyéthylène 100, 120 ou 150 mol), (C) un microgel qui est obtenu par dissolution et polymérisation radicalaire d'un monomère éthyléniquement insaturé et soluble dans l'eau dans une phase dispersée dans une composition qui utilise un solvant organique ou une huile en tant que milieu de dispersion et de l'eau en tant que phase dispersée, le microgel constituant un épaississant formé par le microgel qui est obtenu par polymérisation radicalaire de diméthylacrylamide et d'acide 2-acrylamido-2-méthylpropanesulfonique dans une condition dans laquelle une microémulsion à une phase ou une émulsion fine à phase continue huileuse est formée par un surfactant, et (D) de l'eau. Le produit cosmétique pour la peau à base d'émulsion à phase continue aqueuse de la présente invention présente de bonnes propriétés d'étalement et une grande affinité avec la peau, n'est pas collant, et assure une excellente fraîcheur, une excellente pénétration, une excellente émollience et une sensation de souplesse.
PCT/JP2012/064677 2011-09-02 2012-06-07 Produit cosmétique pour la peau à base d'émulsion à phase continue aqueuse Ceased WO2013031327A1 (fr)

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JP2005528420A (ja) * 2002-05-29 2005-09-22 ユニリーバー・ナームローゼ・ベンノートシヤープ ヒドロキシアミン中和ポリマーを含むパーソナルケア組成物
JP2005320263A (ja) * 2004-05-06 2005-11-17 Shiseido Co Ltd 水中油型乳化皮膚化粧料
JP2007314442A (ja) * 2006-05-24 2007-12-06 Shiseido Co Ltd 水中油型乳化化粧料
JP2009292734A (ja) * 2008-06-02 2009-12-17 Shiseido Co Ltd 水中油型乳化皮膚化粧料
JP2011144130A (ja) * 2010-01-14 2011-07-28 Shiseido Co Ltd 水中油型乳化皮膚化粧料

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Publication number Priority date Publication date Assignee Title
JP2005528420A (ja) * 2002-05-29 2005-09-22 ユニリーバー・ナームローゼ・ベンノートシヤープ ヒドロキシアミン中和ポリマーを含むパーソナルケア組成物
JP2005320263A (ja) * 2004-05-06 2005-11-17 Shiseido Co Ltd 水中油型乳化皮膚化粧料
JP2007314442A (ja) * 2006-05-24 2007-12-06 Shiseido Co Ltd 水中油型乳化化粧料
JP2009292734A (ja) * 2008-06-02 2009-12-17 Shiseido Co Ltd 水中油型乳化皮膚化粧料
JP2011144130A (ja) * 2010-01-14 2011-07-28 Shiseido Co Ltd 水中油型乳化皮膚化粧料

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