WO2021241091A1 - Produit cosmétique ou préparation cutanée externe dans laquelle une émulsion aqueuse de polymère est mélangée - Google Patents

Produit cosmétique ou préparation cutanée externe dans laquelle une émulsion aqueuse de polymère est mélangée Download PDF

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WO2021241091A1
WO2021241091A1 PCT/JP2021/016366 JP2021016366W WO2021241091A1 WO 2021241091 A1 WO2021241091 A1 WO 2021241091A1 JP 2021016366 W JP2021016366 W JP 2021016366W WO 2021241091 A1 WO2021241091 A1 WO 2021241091A1
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acrylate
film
polymer emulsion
meth
emulsion
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PCT/JP2021/016366
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English (en)
Japanese (ja)
Inventor
昌平 中村
俊介 山口
廣之 柴田
明美 纐纈
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日光ケミカルズ株式会社
株式会社コスモステクニカルセンター
東亞合成株式会社
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Priority to JP2022527595A priority Critical patent/JPWO2021241091A1/ja
Publication of WO2021241091A1 publication Critical patent/WO2021241091A1/fr

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
    • A61K47/32—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers, poly(meth)acrylates, or polyvinyl pyrrolidone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier 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
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C08F2/22—Emulsion polymerisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof

Definitions

  • the present invention relates to a cosmetic or a skin external preparation containing an aqueous polymer emulsion.
  • an aqueous polymer emulsion containing a polyurethane-based polymer and an acrylic acid-based polymer has been blended in cosmetics for the purpose of preventing makeup from collapsing and improving makeup retention.
  • the cosmetic film on the skin given by the cosmetic containing the aqueous polymer emulsion exhibits abrasion resistance and sebum resistance under water resistant and aqueous conditions and abrasion resistance under oily conditions.
  • the film characteristics of the conventionally used aqueous polymer emulsion do not have sufficient water resistance and abrasion resistance under aqueous conditions, sebum resistance, and abrasion resistance under oily conditions, and are applied to the skin for a long time. In some cases, there was a problem that the makeup was broken.
  • the makeup film is destroyed by changes in facial expressions (changes in skin movement) due to insufficient flexibility of the film formed by the aqueous polymer emulsion, resulting in makeup loss. rice field.
  • the water-based polymer emulsion which gives a film property which is excellent in abrasion resistance and sebum resistance under water resistance and oil resistance, but inferior in flexibility, and excellent in flexibility.
  • Abrasion resistance under water-resistant and water-based conditions, sebum resistance, and abrasion resistance under oil-resistant conditions such as inferior wear resistance under water-resistant and water-based conditions, and wear resistance under water-resistant and water-based conditions, as well as wear resistance under oil-resistant conditions.
  • the conventional water-based polymer emulsion has a peculiar pungent odor
  • the styling agent used for hair care has a similar problem.
  • the present invention has been made in view of the above circumstances, and has excellent water resistance, wear resistance under water-based conditions, sebum resistance, and wear resistance and flexibility under oil-based conditions, and is unique to polymers. It is an object of the present invention to provide a cosmetic or a skin external preparation having an excellent cosmetic lasting effect and an excellent styling effect when applied to hair, with reduced odor (irritating odor).
  • a cosmetic or skin external preparation containing an aqueous polymer emulsion containing a film-forming polymer when the film of the film-forming polymer is broken.
  • the elongation to be equal to or higher than a specific value and the concentration of the volatile organic compound in the aqueous polymer emulsion to be equal to or lower than a specific value
  • water resistance and abrasion resistance, sebum resistance and oil resistance under water resistance conditions are obtained.
  • a cosmetic or skin external preparation that has abrasion resistance and flexibility under conditions, reduces the odor peculiar to polymers, has an excellent effect on cosmetics, and has an excellent styling effect when applied to hair. We have found that we can provide it, and have completed the present invention.
  • (meth) acrylic means acrylic or methacrylic
  • (meth) acrylate means acrylate or methacrylate
  • aqueous polymer emulsion means an emulsion obtained by dispersing a polymer in a solvent mainly containing water, and may be simply referred to as an emulsion thereafter.
  • One embodiment of the present invention is a cosmetic or skin external preparation containing an aqueous polymer emulsion containing a film-forming polymer, wherein the dry film of the film-forming polymer has a breaking elongation at 23 ° C. of 700% to 2800. %, And the concentration of the volatile organic compound in the aqueous polymer emulsion is 2000 ppm or less, which is a cosmetic or a skin external preparation.
  • the above embodiment has excellent water resistance, wear resistance under water-based conditions, sebum resistance, wear resistance under oil-based conditions, flexibility, reduction of odor peculiar to polymer, and skin compatibility. It is possible to provide a cosmetic or an external preparation for skin, which is excellent in quality, easy to apply to the skin, and has an excellent effect on makeup retention that does not lose makeup due to changes in facial expression (change in skin movement).
  • the decorative film on the hair surface also exhibits a styling effect and exhibits a styling effect in that it is excellent in water resistance and abrasion resistance under water-based conditions, sebum resistance, and abrasion resistance under oily conditions according to the present invention. It is also possible to provide a cosmetic that forms a cosmetic film on hair other than the above.
  • the aqueous polymer emulsion according to the present invention contains a film-forming polymer, and preferably one or more selected from the group consisting of (meth) acrylic acid and (meth) acrylate monomers.
  • Co contains dispersed particles obtained by polymerization, and substantially all or most of the obtained (co) polymer exists as dispersed particles in an emulsion, but a part thereof is dissolved in an aqueous phase. In some cases.
  • the aqueous polymer emulsion according to the present invention has a film-forming polymer as dispersed particles in a solvent (aqueous solvent) mainly composed of water, and when this is applied to the skin or hair, the aqueous solvent evaporates to form a film.
  • a solvent aqueous solvent
  • the solvent mainly containing water means that water is 70% by mass or more (upper limit 100% by mass) in the solvent, preferably 80% by mass or more, and preferably 90% by mass or more. It is more preferably 95% by mass or more, and even more preferably.
  • the hydrophilic solvent other than water used arbitrarily include lower alcohols such as ethanol and propanol.
  • the elongation at break of the dry film of the film-forming polymer is particularly important in terms of water resistance and sebum resistance.
  • the elongation at break of the dry film of the film-forming polymer is measured and determined as follows.
  • the aqueous emulsion according to the present invention is applied onto a polypropylene plate so that the thickness of the dry film is 500 ⁇ m, and then the film is formed by leaving it at 50 ° C. for 1 day in a hot air dryer.
  • the obtained dry film is allowed to stand at 23 ° C. and 50% RH for 1 hour or more, and then processed into a dumbbell-shaped No. 3 shape specified in JIS K6251: 2017 to prepare a test piece.
  • the obtained test piece was subjected to a desktop universal testing machine (AUTOGRAPH AGS-J, manufactured by Shimadzu Corporation) in a constant temperature and humidity chamber at 23 ° C. and 50% RH, with a chuck spacing of 2 cm and a tensile speed of 200 mm / min.
  • the elongation at break is measured by stretching the dry film under the conditions of.
  • the breaking elongation rate refers to the elongation rate (%) until the pulled dry film is stretched and broken, and the state before the dry film is stretched by the testing machine is 100%, and the value of this breaking elongation rate is The higher the value, the more flexible the dry film will be.
  • the elongation at break of the dry film of the film-forming polymer contained in the aqueous polymer emulsion according to the present invention at 23 ° C. is 700% or more, preferably 700% to 2800%, and more preferably 700% to 2000%. It is even more preferably 780% to 2000%, even more preferably 1000% to 2000%, most preferably 1050% to 2000%, and particularly preferably 1200% to 2000%.
  • the elongation at break is 700% or more, the flexibility is excellent, and the wear resistance under water resistance and water conditions, the sebum resistance, and the wear resistance under oil conditions are also excellent.
  • the flexible film can follow the fine irregularities on the surface of the skin, which also contributes to improving the adhesion between the cosmetic and the skin, and effectively suppresses the invasion of water and oil components from the interface. Can be done.
  • the elongation at break is 2800% or less, the strength of the dry film is guaranteed, and the wear resistance under water-based conditions and the wear resistance under oil-based conditions are further improved.
  • the elongation at break at 23 ° C. of the dry film of the film-forming polymer contained in the aqueous polymer emulsion can be determined by those skilled in the art, such as the monomer composition of the film-forming polymer, the glass transition temperature Tg, and the polymerization in the examples of the present specification. In addition to the temperature, it can be controlled without excessive trial and error based on the common technical knowledge at the time of filing the present application.
  • the aqueous polymer emulsion according to the present invention has a reduced odor (irritating odor) peculiar to the polymer.
  • the odor peculiar to a polymer is caused by an unreacted monomer at the time of producing an aqueous polymer emulsion, or a volatile organic compound generated by decomposition of the produced aqueous polymer emulsion by hydrolysis or the like. ..
  • the concentration needs to be 2000 ppm or less, more preferably 1000 ppm or less, further preferably 100 ppm or less, and more preferably close to 0 ppm.
  • the lower limit of the concentration of volatile organic compounds in the aqueous polymer emulsion is 0 ppm.
  • "ppm" means "mass ppm".
  • the concentration of volatile organic compounds in the aqueous polymer emulsion is measured by gas chromatography according to the method described in Examples.
  • the amount of the volatile organic compound in the aqueous polymer emulsion to be 2000 ppm or less can be controlled by the method for removing the volatile organic compound described later.
  • the film-forming polymer in the aqueous polymer emulsion is preferably composed of one or more selected from the group consisting of (meth) acrylic acid and (meth) acrylate monomers.
  • Examples of the (meth) acrylate monomer include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, iso-propyl (meth) acrylate, n-butyl (meth) acrylate, and iso-.
  • the (meth) acrylate monomer includes an alkyl (meth) acrylate having an alkyl group having 1 to 4 carbon atoms and 2-ethylhexyl (meth).
  • methyl (meth) acrylates, n-butyl (meth) acrylates and 2-ethylhexyl acrylates When both an alkyl (meth) acrylate having an alkyl group having 1 to 4 carbon atoms and a 2-ethylhexyl (meth) acrylate are contained, the mixing ratio thereof is appropriately set in consideration of the elongation at break, but the number of carbon atoms is 1.
  • the mass ratio of 2-ethylhexyl (meth) acrylate to alkyl (meth) acrylate 1 having 4 to 4 alkyl groups is preferably 0.5 or less, and more preferably 0.4 or less.
  • the content of (meth) acrylic acid is preferably 0.7 to 10% by mass, preferably 0.7 to 8% by mass, based on the constituent monomers (excluding the cross-linking agent) of the film-forming polymer. %, More preferably 1 to 5% by mass. The content thereof shall be the same as the monomer composition at the time of production.
  • a monomer other than the above (meth) acrylic acid and (meth) acrylate monomer may be used.
  • monomers other than (meth) acrylic acid and (meth) acrylate monomer include styrene, vinyltoluene, divinyltoluene, ⁇ -methylstyrene, paramethylstyrene, chlorostyrene, vinyldibenzylchloride, and benzyl (meth).
  • Radical polymerizable monomer with cyclic structure such as acrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate; dimethylaminomethyl (meth) acrylate, diethylaminomethyl (meth) acrylate, 2- (meth) acrylate Dimethylaminoethyl, 2-diethylaminoethyl (meth) acrylate, 2- (di-n-propylamino) ethyl (meth) acrylate, 2-dimethylaminopropyl (meth) acrylate, 2-diethylamino (meth) acrylate Propyl, 2- (di-n-propylamino) propyl (meth) acrylate, 3-dimethylaminopropyl (meth) acrylate, 3-diethylaminopropyl (meth) acrylate, 3- (di-) acrylate (meth) acrylate Amino
  • styrene is used as a monomer other than the (meth) acrylic acid and the (meth) acrylate monomer
  • the content in the monomer constituting the film-forming polymer of the monomer other than the (meth) acrylic acid and the (meth) acrylate monomer is preferably 30% by mass or less (lower limit 0% by mass). It is more preferably 25% by mass or less (lower limit 0% by mass).
  • a cross-linking agent is further contained.
  • the cross-linking agent is a monomer having two or more radically polymerizable unsaturated double bonds, for example, divinyl aromatic compounds, di-, tri-, and tetra- (meth) acrylate esters, di-, tri-,. And tetra-allyl ethers, or ester compounds and allyl (meth) acrylates.
  • Suitable examples of such monomers include divinylbenzene (DVB), trimethylpropane diallyl ether, tetraallyl pentaerythritol, trimethylolpentaerythritol, diallylpentaerythritol, diallylphthalate, diallyl maleate, triallyl cyanurate, bisphenol A.
  • Dialyl ether allyl sucrose, methylenebisacrylamide, trimethylolpropane triacrylate, allyl methacrylate (ALMA), ethylene glycol dimethacrylate (EGDMA), hexane-1,6-diol diacrylate (HDDA), and butylene glycol dimethacrylate (BGDMA).
  • the content of the cross-linking agent is, for example, 0.001 to 10 parts by mass and 0.01 to 5 parts by mass with respect to 100 parts by mass of the constituent monomer (excluding the cross-linking agent) of the film-forming polymer. May be good.
  • the glass transition temperature Tg of the film-forming polymer according to the present invention is preferably ⁇ 25 to 20 ° C, more preferably ⁇ 20 to 20 ° C, and even more preferably ⁇ 15 to 15 ° C.
  • Tg is less than ⁇ 25 ° C.
  • the film strength decreases and the adhesiveness increases, so that the usability tends to be inferior.
  • the temperature is higher than 20 ° C., the film forming property tends to deteriorate.
  • Tg is the glass transition temperature (K) of the film-forming polymer (copolymer)
  • Tga, Tgb, Tgc and the like are the glass transition temperatures (K) of the homopolymers of the respective monomers a, b, c and the like.
  • Wa, Wb, Wc and the like indicate the weight fraction of each of the monomers a, b and c in the film-forming polymer (copolymer).
  • the film-forming polymer used in the aqueous polymer emulsion according to the present invention includes (acrylic acid / MA [maleic acid anhydride]) copolymer, (acrylic acid / alkyl acrylate (C10-30)) copolymer, and (acrylic acid / acrylic acid).
  • (Acrylate / ethylhexyl acrylate) copolymer (styrene / alkyl acrylate) copolymer, alkyl acrylate copolymer, (Acrylate / ethylhexyl acrylate / styrene) copolymer, (styrene / acrylates) copolymer, (Acrylate / acrylic acid) Ethylhexyl) cross-polymers and polymers thereof are preferred.
  • the component of the film-forming polymer of the present invention one or more selected from the above components can be mixed, and the ratio of the component mixing of each film-forming polymer is not particularly limited and is arbitrary. Can be combined at the ratio of.
  • the aqueous polymer emulsion according to the present invention is neutralized to an appropriate pH range, if necessary.
  • the suitable pH range is 2 to 9, although it varies depending on the type and use of the cosmetic or external skin preparation.
  • the basic compound used for neutralization include alkylamines such as ammonia, trimethylamine, triethylamine and butylamine, 2-dimethylaminoethanol, diethylaminoethanol, diethanolamine, triethanolamine, triisopropanolamine and 2-amino-2-methyl-.
  • Examples thereof include alcohol amines such as 1-propanol and 2-amino-2-methyl-1,3-propanediol, and metal hydroxides such as morpholin, potassium hydroxide and sodium hydroxide.
  • the method for producing an aqueous polymer emulsion according to the present invention is not particularly limited, but emulsion polymerization is preferable.
  • Examples of the method of emulsion polymerization include a batch reaction in which a monomer, a surfactant, and water are all charged into a reaction vessel and reacted, and a dropping reaction in which the monomer is gradually dropped into a reaction vessel and reacted.
  • the dropping reaction is preferable in terms of easy control of heat generation in the polymerization reaction.
  • it is preferable that the dropping reaction is carried out after mixing and stirring a monomer, water and a surfactant to form an emulsified monomer preemulsion and then dropping.
  • a solvent mainly composed of water is present in the reaction vessel. It is preferable to mix a surfactant with the solvent. Further, it is preferable to preheat the solvent.
  • the heating conditions are, for example, 50 to 120 ° C, preferably 50 to 100 ° C.
  • Emulsion polymerization is preferably carried out in the presence of at least one of a surfactant and a protective colloid.
  • a surfactant anions, cations and nonions are preferable as ion species, and anions and nonions are more preferable.
  • a polymerizable surfactant having an ethylenically unsaturated double bond can also be used.
  • Anionic surfactant refers to a surfactant that can become an ion in an aqueous solution and the hydrophilic part becomes an anion.
  • the nonionic surfactant means a surfactant that exhibits surface activity without dissociating into ions in an aqueous solution.
  • the cationic surfactant means a surfactant that can become an ion in an aqueous solution and the hydrophilic portion becomes a cation.
  • the polymerizable surfactant is an anionic or nonionic surfactant having one or more unsaturated double bonds capable of radical polymerization in the molecule.
  • examples of the polymerizable surfactant include propenyl-alkylsulfosuccinate ester salt, (meth) acrylate polyoxyethylene sulfate, and (meth) acrylate polyoxyethylene phosphate (for example, manufactured by Sanyo Kasei Kogyo Co., Ltd.).
  • anionic surfactant examples include an alkylaryl sulfonate such as a laurylbenzene sulfonic acid (dodecylbenzene sulfonic acid) salt, a polyoxyethylene alkyl ether sulfate such as a polyoxyethylene lauryl ether sulfate, and a lauryl sulfate.
  • alkylaryl sulfonate such as a laurylbenzene sulfonic acid (dodecylbenzene sulfonic acid) salt
  • a polyoxyethylene alkyl ether sulfate such as a polyoxyethylene lauryl ether sulfate
  • lauryl sulfate such as a lauryl sulfonic acid (dodecylbenzene sulfonic acid) salt
  • polyoxyethylene alkyl ether sulfate such as a polyoxyethylene lauryl ether sulfate
  • Alkyl sulfate polyoxyethylene polyoxypropylene alkyl ether sulfate, polyoxyethylene alkyl ether acetate such as polyoxyethylene lauryl ether acetate, dialkyl sulfosuccinate, polyoxyalkylene alkyl sulfosuccinate, sulfosuccinate dioctyl salt.
  • Alkyl sulfosuccinates such as, polyoxyethylene styrenated phenyl ether sulfate, polyoxyethylene distyrene phenyl ether sulfate, higher fatty acid salts such as sodium oleate, polyoxyethylene fatty acid amide ether sulfate, palm oil fatty acid methyl Taurine salt, N-acyl-L-aspartate, coconut oil fatty acid ethyl ester sulfonate, alkyl ⁇ -alanine salt, acylmethyl taurine, alkyl ethane sulfonate, polyoxyethylene alkyl ether carboxylate, alkane Examples thereof include sulfonates, olefin sulfonates, alkyl phosphates, polyoxyalkylene alkyl ether phosphates, alkyl or alkenyl phosphates, alkylamide phosphates and the like.
  • alkaline salt constituting the
  • nonionic surfactant examples include polyoxyethylene alkyl ethers such as polyoxyethylene lauryl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether and polyoxyethylene behenyl ether, and polyoxyethylene.
  • Polyoxyethylene alkyl phenyl ethers such as octyl phenyl ethers and polyoxyethylene nonyl phenyl ethers, polyoxyethylene styrenated phenyl ethers, polyoxyethylene distyrene phenyl ethers, sorbitan monolaurates, sorbitan monostearates, sorbitan trioleates, etc.
  • Sorbitane higher fatty acid ester polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan higher fatty acid ester such as polyoxyethylene sorbitan monostearate, polyoxyethylene higher fatty acid such as polyoxyethylene monolaurate, polyoxyethylene monostearate.
  • Polysylin higher fatty acid esters such as fatty acid esters, oleic acid monoglyceride and stearate monoglyceride, polyoxyethylene polyoxypropylene block copolymers, polyoxyethylene polyoxypropylene cetyl ethers and polyoxyethylene polyoxypropylene decyltetradecyl ethers
  • Oxyethylene polyoxypropylene alkyl ether palm oil fatty acid diethanolamide, lauric acid diethanolamide, myristic acid diethanolamide, palmitic acid diethanolamide, steaic acid diethanolamide, isostearic acid diethanolamide, oleic acid diethanolamide and other diethanolamides
  • palm oil Monoethanolamides such as fatty acid monoethanolamides, lauric acid monoethanolamides, myristic acid monoethanolamides, palmitic acid monoethanolamides, stearic acid monoethanolamides, isostearic acid monoethanolamides and oleic acid monoethanolamides, palm oil fatty acid iso
  • Isopropanolamides such as amides, lauric acid isopropanolamides, myristic acid isopropanolamides, palmitic acid isopropanolamides, stearate isopropanolamides, isostearic acid isopropanolamides and oleic acid isopropanolamides, polyoxyethylene.
  • Palm oil fatty acid monoethanolamide such as amides and polyoxyethylene oleic acid monoethanolamides, alkyl glucosides such as decylglucoside and laurylglucoside, alkyldimethylamine oxides such as lauryldimethylamine oxide and stearyldimethylamine oxide, and maltitol hydroxy fatty acid alkyl Examples thereof include ethers, alkylated polysaccharides, sucrose fatty acid esters, and fatty acid isopropanolamides.
  • Examples of the cationic surfactant include an alkyltrimethylammonium salt such as lauryltrimethylammonium chloride, a dialkyldimethylammonium salt such as distearyldimethylammonium chloride, an alkyldimethylethylammonium salt such as octyldimethylethylammonium chloride, and tributylbenzylammonium chloride.
  • an alkyltrimethylammonium salt such as lauryltrimethylammonium chloride
  • a dialkyldimethylammonium salt such as distearyldimethylammonium chloride
  • an alkyldimethylethylammonium salt such as octyldimethylethylammonium chloride
  • tributylbenzylammonium chloride examples include an alkyltrimethylammonium salt such as lauryltrimethylammonium chloride, a dialkyldimethylammonium salt such as
  • Trialkylbenzylammonium salt such as, alkyldimethylbenzylammonium salt such as lauryldimethylbenzylammonium chloride, alkylamine salt such as stearylamine hydrochloride, alkyldimethylaminopropylamide such as stearyldimethylaminopropylamide, alkyl such as laurylpyridinium chloride. Examples include pyridinium salt.
  • the surfactant can be used alone or in combination of two or more.
  • the blending amount of the surfactant (when a plurality of surfactants are contained, the total blending amount) is not particularly limited, but the monomer mixture (in the present specification, the "monomer mixture" is a single amount). It is a mixture containing a body, a cross-linking agent and a chain transfer agent.) It is preferable to contain 0.1 to 20 parts by mass with respect to 100 parts by mass.
  • the mechanical stability of the resin particles is further improved, and when an appropriate amount of the polymerizable surfactant is used, the mechanical stability is further improved.
  • the blending amount is 0.1 part by mass or more, it becomes easy to secure the emulsification stability. Further, when the blending amount is 20 parts by mass or less, the water resistance is further improved.
  • a radical polymerization initiator (hereinafter referred to as a polymerization initiator).
  • a polymerization initiator a known oil-soluble polymerization initiator or water-soluble polymerization initiator can be used.
  • oil-soluble initiator examples include benzoyl peroxide, tertiary butyl oxybenzoate, tertiary butyl hydroperoxide, tertiary butyl peroxy-2-ethylhexanoate, and tertiary butyl peroxy-3,5,5.
  • Trimethylhexanoate Trimethylhexanoate, digitally butyl peroxide, cumene hydroperoxide, and organic peroxides such as p-menthan hydroperoxide, 2,2'-azobisisobutyronitrile, 2,2'-azobis- Examples thereof include azobis compounds such as 2,4-dimethylvaleronitrile, 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), and 1,1'-azobis-cyclohexane-1-carbonitrile.
  • aqueous polymerization initiator examples include ammonium persulfate, sodium persulfate, potassium persulfate, hydrogen peroxide, 2,2'-azobis (2-methylpropionamidine) dihydrochloride and the like.
  • a reducing agent can be used in combination with the polymerization initiator for emulsion polymerization. Thereby, the polymerization reaction can be promoted.
  • reducing agents include reducing organic compounds such as ascorbic acid, erythorbic acid, tartrate acid, citric acid, glucose, and metal salts such as formaldehyde sulfoxylate, sodium sulfite, sodium sulfite, and sodium metabisulfite (SMBS).
  • Reducing inorganic compounds such as sodium hyposulfite, ferrous chloride, longalit, thiourea dioxide and the like.
  • a water-soluble polymerization initiator for the emulsion polymerization of the present invention. It is preferable to use 0.05 to 5 parts by mass of the polymerization initiator with respect to 100 parts by mass of the monomer mixture. It is preferable to use 0.01 to 2.5 parts by mass of the reducing agent with respect to 100 parts by mass of the monomer mixture.
  • a buffer in the aqueous polymer emulsion according to the present invention, a buffer, a chain transfer agent, a basic compound and the like can be used as needed during emulsion polymerization.
  • the buffer include sodium acetate, sodium citrate, sodium bicarbonate and the like.
  • the chain transfer agent include 2-mercaptoethanol, octyl mercapto, tashalid decyl mercaptan, lauryl mercaptan, stearyl mercaptan, 2-ethylhexyl mercaptoacetate, octyl mercaptoacetate, 2-ethylhexyl mercaptopropionate, octyl mercaptopropionate and the like. ..
  • the non-volatile content concentration of the aqueous polymer emulsion according to the present invention is preferably 1 to 70% by mass, more preferably 30 to 70% by mass, and even more preferably 30 to 60% by mass. Further, when blending as a cosmetic, the emulsion may be used as it is, or may be appropriately diluted and used.
  • Non-volatile content concentration (%) (W 1- B) / (W 0- B) x 100 ...
  • the viscosity of the aqueous polymer emulsion according to the present invention is preferably 10 to 1000 mPa ⁇ s and preferably 2 to 9 as the viscosity measured by a B-type viscometer under the conditions of 25 ° C. and 12 rpm.
  • the particle size of the aqueous polymer emulsion according to the present invention is preferably 30 to 500 nm, more preferably 50 to 200 nm, as the volume-based median diameter measured by the dynamic light scattering method. By setting the volume-based median diameter to 30 to 500 nm, water resistance and sebum resistance are further improved.
  • the aqueous polymer emulsion according to the present invention can be easily blended and prepared in cosmetics.
  • the aqueous solvent blended in the aqueous polymer emulsion according to the present invention includes water, lower alcohols such as ethanol, 1,3-butylene glycol, propylene glycol, 1,3-propanediol, dipropylene glycol and pentylene glycol.
  • lower alcohols such as ethanol, 1,3-butylene glycol, propylene glycol, 1,3-propanediol, dipropylene glycol and pentylene glycol.
  • polyhydric alcohols such as glycerin, diglycerin, polyglycerin, and polyethylene glycol
  • plant extracts such as perilla extract, perilla leaf extract, chamomile flower extract, and peach leaf extract. You may use it.
  • the aqueous solvent is preferably contained in an amount of 30 to 99% by mass, more preferably 40 to 70% by mass, based on the total amount of the aqueous polymer emulsion according to the present invention.
  • the amount of the aqueous polymer emulsion according to the present invention to be blended into cosmetics or external skin preparations is not particularly limited, and is blended in a solid, semi-solid, creamy, gelled, liquid, powdery or other dosage form. be able to.
  • the amount of the aqueous polymer emulsion blended in the cosmetic or external skin preparation is preferably 0.1 to 40% by mass, more preferably 0.5 to 10% by mass.
  • the aqueous condition according to the present invention is a state in which an aqueous component is present, and the aqueous component is not particularly limited, but for example, water, alcohols such as methanol and ethanol, glycerin, diglycerin, and polyglycerin. , 1,3-butylene glycol, dipropylene glycol, pentylene glycol and the like, and these may be one kind or a mixture of two or more kinds.
  • the oily condition according to the present invention is a state in which an oily component is present, and the oily component is not particularly limited, but for example, hydrocarbon oils such as squalane and liquid paraffin, oleic acid, and linoleic acid. Examples thereof include polar oils such as acids and ceramides, triglycerides, sterols, waxes and the like, and these may be used alone or in combination of two or more.
  • the cosmetic or skin external preparation containing the aqueous polymer emulsion according to the present invention is appropriately selected from the components blended in ordinary cosmetics or skin external preparations, depending on the type of the target cosmetic or skin external preparation.
  • these components include hydrocarbon oils, vegetable oils, waxes, ester oils, silicone-based oily components, higher alcohols, lower alcohols, powder components, and surfactants (anionic surfactants, nonions).
  • Sexual surfactants cationic surfactants, amphoteric surfactants
  • water-soluble polymers UV absorbers, moisturizers, anti-fading agents, antioxidants, defoamers, beauty ingredients, anti-inflammatory agents, thickening agents
  • Agents, physiologically active ingredients, sugars, transdermal absorption promoters, organic pigments, inorganic pigments, preservatives, fragrances and the like can be blended within a range that does not impair the effects of the product of the present invention.
  • the oily components include hydrocarbon oils such as squalane, liquid paraffin, isodecan, and isohexadecane, jojoba oil, olive oil, argan oil, macadamian nut oil, meadow home oil, and vegetable oils such as shea butter, vaseline, beeswax, carnauba wax, and candela.
  • hydrocarbon oils such as squalane, liquid paraffin, isodecan, and isohexadecane
  • jojoba oil olive oil
  • argan oil macadamian nut oil
  • meadow home oil meadow home oil
  • vegetable oils such as shea butter, vaseline, beeswax, carnauba wax, and candela.
  • Waxes such as wax and paraffin wax, ester oils such as triethylhexanoin, tri (caprylic acid / capric acid) glyceryl, cetyl ethylhexanoate, diethyl sebacate, ethylhexyl palmitate, dimethicone, phenylmethylsilicon, cyclodimethicone , Silicone oil such as dimethylpolysiloxane, and the like.
  • ester oils such as triethylhexanoin, tri (caprylic acid / capric acid) glyceryl, cetyl ethylhexanoate, diethyl sebacate, ethylhexyl palmitate, dimethicone, phenylmethylsilicon, cyclodimethicone , Silicone oil such as dimethylpolysiloxane, and the like.
  • the powder component is not particularly limited to the particle shape such as plate-like, needle-like, spherical, porous, non-porous, etc., and the presence or absence of powder surface treatment.
  • fluorine-based surface powders and silicone-based surface-treated powders examples thereof include fluorine-based surface powders and silicone-based surface-treated powders, and these powders can be blended in one type or in any combination of two or more.
  • the ultraviolet absorber is not particularly limited, but is, for example, 4-tert-butyl-4'-methoxydibenzoylmethane, 2- [4- (diethylamino) -2-hydroxybenzoyl] benzoic acid hexyl, 2 , 4-Bis-((4- (Ethylhexyloxy) -2-phenyl-6- (4-Methoxyphenyl) -1,3,5-triazine, 2-ethylhexyl paramethoxysilicate, oxybenzophenone, methylene Bisbenzotriazolyltetramethylbutylphenol, 2-hydroxy-4-methoxybenzophenone, octyl salicylate, 2- (2'-hydroxy-5'-methylphenyl) benzotriazole and the like can be mentioned, and one of these ultraviolet absorbers is used. Alternatively, two or more kinds can be blended in any combination.
  • the form of the cosmetic or external preparation for skin of the present invention is not particularly limited, and is not particularly limited, and is a cream, beauty liquid, lotion, milky lotion, makeup base, lipstick, eye shadow, mascara, eye liner, eyebrow, foundation, liquid.
  • Examples thereof include foundations, concealers, teaks, sunscreens, hair styling agents, resting agents, blow styling agents, hair foams, set lotions, hair liquids and other cosmetics or skin external preparations used on the skin or hair.
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, dodecylbenzene
  • a monomer preemulsion was prepared by mixing 5 parts of ether) and 45 parts of water. 20 parts of the obtained monomer preemulsion and 5% ammonium persulfate aqueous solution as a polymerization initiator were continuously added dropwise to the flask over 4 hours from different dropping funnels, and emulsified while maintaining the liquid temperature at about 80 ° C. Polymerization was performed. After the completion of the dropping, the liquid temperature was maintained at 80 ° C. for another 2 hours.
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, dodecylbenzene
  • Synthesis Example 7 As shown in Table 1, the same method as in Synthesis Example 1 was used except that the monomer mixture (composition and total mass part (Synthesis Example 7: 100.2 parts, Synthesis Example 10: 100.1 parts)) was changed. Aqueous polymer emulsions of Synthesis Examples 7 and 10 (hereinafter, also referred to as "the product 7 of the present invention” and “the product 10 of the present invention", respectively) were obtained.
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, dodecylbenzene
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, sodium dodecylbenzene sulfonate
  • a monomer preemulsion was prepared by mixing 5 parts of 1150S-60 (manufactured by Kao Corporation, trade name: Emargen 1150S-60, polyoxyethylene alkyl ether) and 15 parts of water.
  • the obtained monomer preemulsion and 7 parts of a 5% ammonium persulfate aqueous solution as a polymerization initiator were continuously added dropwise to the flask over 4 hours from different dropping funnels, and emulsified while maintaining the liquid temperature at about 80 ° C. Polymerization was performed. After the completion of the dropping, the liquid temperature was maintained at 80 ° C. for another 2 hours. Then, it cooled to 50 degreeC and the polymerization was terminated. 0.1 part of antifoaming agent SN Deformer PC (trade name, manufactured by San Nopco Ltd.) was added to the obtained emulsion to obtain an emulsion.
  • antifoaming agent SN Deformer PC (trade name, manufactured by San Nopco Ltd.) was added to the obtained emulsion to obtain an emulsion.
  • a pressurized steam supply pipe and an exhaust pipe are attached to the flask containing the emulsion, the liquid temperature is raised to 60 ° C., and then, under stirring, pressurized steam at a pressure of 0.2 MPa is applied to 100 parts by mass of the emulsion at 5 parts / Hr.
  • pressurized steam at a pressure of 0.2 MPa is applied to 100 parts by mass of the emulsion at 5 parts / Hr.
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, dodecylbenzene
  • a monomer preemulsion was prepared by mixing 5 parts of ether) and 30 parts of water. 20 parts of the obtained monomer preemulsion and 5% ammonium persulfate aqueous solution as a polymerization initiator were continuously added dropwise to the flask over 4 hours from different dropping funnels, and emulsified while maintaining the liquid temperature at about 80 ° C. Polymerization was performed. After the completion of the dropping, the liquid temperature was maintained at 80 ° C. for another 2 hours.
  • antifoaming agent SN Deformer PC (trade name, manufactured by San Nopco Ltd.) was added to the obtained emulsion to obtain an emulsion.
  • a pressurized steam supply pipe and an exhaust pipe are attached to the flask containing the emulsion, the liquid temperature is raised to 60 ° C., and then, under stirring, pressurized steam at a pressure of 0.2 MPa is applied to 100 parts by mass of the emulsion at 5 parts / Hr.
  • pressurized steam at a pressure of 0.2 MPa is applied to 100 parts by mass of the emulsion at 5 parts / Hr.
  • G-15 manufactured by Kao Corporation, trade name: Neoperex G-15, dodecylbenzene
  • Comparative Synthesis Example 3 The aqueous polymer emulsion of Comparative Synthesis Example 3 (hereinafter, also referred to as “Comparative Product 3”) was prepared in the same manner as in Synthesis Example 2 except that the monomer mixture as shown in Table 1 and the presence or absence of the deodorization step were changed. Obtained.
  • Comparative Synthesis Example 5 As shown in Table 1, an aqueous polymer emulsion of Comparative Synthesis Example 5 (hereinafter, also referred to as “Comparative Product 5”) was obtained in the same manner as in Synthesis Example 2 except that the monomer mixture and the deodorizing time were changed.
  • the items (1) to (6) of the products 1 to 15 of the present invention and the comparative products 1 to 5 having different component compositions and non-volatile content concentrations of the film-forming polymer shown in Table 1 were evaluated according to the following methods.
  • (1) Evaluation of water resistance and abrasion resistance under water conditions Apply the products 1 to 15 of the present invention and the comparative products 1 to 5 in Table 1 onto artificial leather using an applicator so that the thickness after drying is 50 ⁇ m. Then, the test piece was prepared by air-drying at 23 ° C. and 50% RH for 1 day.
  • the breaking elongation rate which is an index of the flexibility of the films formed by each of the products 1 to 15 of the present invention and the comparative products 1 to 5 in Table 1, was measured by the following method.
  • ⁇ Measurement method> The products 1 to 15 of the present invention and the products 1 to 5 of Table 1 are coated on a polypropylene plate so that the thickness of the dry film is 500 ⁇ m, respectively, and then in a hot air dryer at 50 ° C. for 1 day. The film was formed by leaving it to stand. The obtained film was allowed to stand at 23 ° C. and 50% RH for 1 hour or more, and then processed into a dumbbell-shaped No. 3 shape specified in JIS K 6251 to prepare a test piece.
  • the obtained test piece was subjected to a desktop universal testing machine (AUTOGRAPH AGS-J, manufactured by Shimadzu Corporation) in a constant temperature and humidity chamber at 23 ° C. and 50% RH, with a chuck spacing of 2 cm and a tensile speed of 200 mm / min. The elongation at break was measured under the conditions of.
  • AUTOGRAPH AGS-J desktop universal testing machine
  • the elongation at break was measured under the conditions of.
  • Sensory evaluation of odor of aqueous polymer emulsion Using 20 panels trained in sensory evaluation of odor, the products 1 to 15 of the present invention and the comparative products 1 to 5 themselves in Table 1 and the above (1). The odor property when the film was formed under the same conditions as the evaluation of the above was evaluated. The evaluation was classified into the following four criteria.
  • ⁇ There are slight changes such as agglutination and sedimentation, but they are resolved by shaking. ⁇ : There is a slight change such as agglutination and sedimentation, and it is not resolved even if it is shaken. X: There is agglutination sedimentation.
  • the display names of the film-forming polymers in Table 1 and the abbreviations in the monomer mixture are as follows.
  • ⁇ Display name of film-forming polymer> A: (Acrylate / ethylhexyl acrylate) Copolymer B: (Acrylate / ethylhexyl acrylate / styrene) Copolymer C: Alkyl acrylate copolymer D: Alkyl acrylate copolymer Ammonium E: (Styrene / Acrylate) Copolymer F: (Styrene / Acrylate) Copolymer ammonium G: (Acrylate / ethylhexyl acrylate) Crosspolymer H: Alkyl acrylate copolymer Na I: Alkyl Acrylic Copolymer K ⁇ Monomer mixture> St: Styrene MMA: Methyl methacrylate BMA: n-butyl methacryl
  • the comparative product has a breaking elongation of less than 700% and is inflexible or cannot be formed into a film, and is either water resistant and wear resistant under water resistant conditions, sebum resistant and wear resistant under oily conditions. It was confirmed that the film did not have the ability to form a film and that the odor was inferior.
  • Example [Example 1] 1. 1. Preparation of Liquid Foundation According to the formulations shown in Tables 2 to 4, liquid foundations containing the polymer emulsions of the present invention (Inventions 1-1 to 10-1) and liquid foundations containing comparative polymer emulsions (comparative products). 1-1 to 5-1) and a liquid foundation (comparative product 6-1) containing no polymer emulsion were prepared.
  • the liquid foundation containing the polymer emulsion of the present invention has better water resistance than the comparative polymer emulsion, and wear resistance, sebum resistance and sebum resistance under water conditions. It was confirmed that it has abrasion resistance under oily conditions. Furthermore, the liquid foundation of the present invention maintains the same cosmetic effect as immediately after it is applied to the face (skin) even after a long period of time, and even if the facial expression changes, the makeup does not collapse. Since it was not present, it was confirmed that it had an excellent make-up lasting effect and familiarity with the skin. In addition, it was confirmed that the cosmetic containing the polymer emulsion of the present invention in the liquid foundation does not bother the odor peculiar to the polymer even when applied to the skin, and it is confirmed that it may be much superior to the comparative product. did it.
  • Example 2 1. Preparation of O / W sunscreen preparation O / W sunscreen containing the polymer emulsion of the present invention and the polymer emulsion of the comparative product according to the formulations shown in Tables 5 and 6 (invention products 1-2 to 10-2, comparative). An O / W sunscreen (comparative product 6-2) containing no compound of product 1-2 to 5-2) and a polymer emulsion was prepared, and these were used as test samples.
  • UV-shielding function improving effect The prepared test sample was evaluated for UV-shielding function using an SPF analyzer (UV-2000S, manufactured by Labshere). Based on the in vitro method of measuring the ISO24443, PMMA plate (Helipolate HD6) in the test sample 2.0 mg / cm 2 taken weighed, and uniformly applied, and a measurement sample that was dried in the dark.
  • SPF analyzer UV-2000S, manufactured by Labshere
  • UVB Ultraviolet B shielding ability evaluation Using an SPF analyzer, the ultraviolet transmittance of each of the present invention product and the comparative product compounded formulation was evaluated with respect to the ultraviolet transmittance of the polymer emulsion-free formulation at a wavelength of 280 nm to 320 nm (specified wavelength). ..
  • UVA Ultraviolet A
  • SPF Tin Fluorescence A
  • the ultraviolet transmittances of the products of the present invention and the comparative products were evaluated with respect to the ultraviolet transmittances of the formulations not containing the polymer emulsion at a wavelength of 320 nm to 400 nm (designated wavelength).
  • the evaluation was based on the following four criteria. It can be said that the lower the ultraviolet transmittance, the better the shielding ability for a specified wavelength (320 nm to 400 nm).
  • ⁇ There is a decrease in ultraviolet transmittance of 10% or more and less than 20% at the specified wavelength.
  • ⁇ There is a decrease in ultraviolet transmittance of 1% or more and less than 10% at a designated wavelength.
  • X There is no decrease or improvement in the ultraviolet transmittance at the specified wavelength.
  • the O / W sunscreen containing the polymer emulsion of the present invention has a UVB region and a UVA region as compared with the comparative product and the one not containing the polymer emulsion. It was confirmed that the UV shielding ability in the above was improved. This is because the polymer emulsion of the present invention has improved the uniformity of the cosmetic film (makeup lasting effect), so that the ultraviolet shielding agent functions more efficiently in the decorative film. Preparation of a sunscreen with excellent UV shielding function by using the low odor polymer emulsion having excellent water resistance and abrasion resistance under water-based conditions, sebum resistance and abrasion resistance under oily conditions of the present invention in combination. Turned out to be possible.
  • the mixture While stirring the B phase, after emulsification with the A phase added, the mixture is cooled to 35 ° C. Further, the C-phase component previously mixed is added thereto and uniformly mixed, and then the D-phase component is also added and further uniformly mixed.
  • the mixture While stirring the B phase, after emulsification with the A phase added, the mixture is cooled to 35 ° C. Further, the C-phase component previously mixed is added thereto and uniformly mixed, and then the D-phase component is also added and further uniformly mixed.
  • the A-phase component and the B-phase component are heated to 80 ° C. to make them uniform. While stirring the B phase, after emulsification with the A phase added, the mixture is cooled to 35 ° C. Further, a C phase component, a D phase component, and an E phase component are added thereto and uniformly mixed.
  • the mixture While stirring the B phase, after emulsification with the A phase added, the mixture is cooled to 35 ° C. Further, the C phase component uniformly mixed in advance is added thereto and uniformly mixed, and then the D phase component, the E phase component and the F phase component are added and uniformly mixed.
  • Example 8 Preparation of water-based liquid eyeliner A phase -30 1.30 (mass%) 1,3-butylene glycol 10.00 Benchlen Glycol 2.00 Preservatives Appropriate amount of triethanolamine 0.10 Carbon black 8.00 Phase B ethanol 3.00 Phase C Polymer emulsion according to the product 12 of the present invention ((alkyl acrylate copolymer K) adjusted to a non-volatile content concentration of 15% 20.00 Total amount 100.00 (Preparation method)
  • the A-phase component is homogenized at room temperature, the B-phase component is added, and the mixture is uniformly mixed. After mixing, the C phase component is also added and uniformly mixed.
  • the B phase component is uniformly dissolved at 80 ° C.
  • the A phase component is added to the B phase component and mixed, and this is added to the C phase component uniformly dissolved in advance and further mixed. After cooling this to 35 ° C., the D phase component is added and uniformly mixed.
  • Example 10 Preparation of external skin preparation Phase A Hydrogenated soybean phospholipid 0.30 (% by mass) Glycerin monostearate 0.50 Polyethylene glycol stearate 0.80 Behenyl alcohol 4.00 Stearyl alcohol 4.00 White petrolatum 2.00 Didimethylpolysiloxane 0.50 Preservative Trace B phase indomethacin 1.00 l-Menthol 3.00 Diethyl sebacate 10.00 Propylene glycol fatty acid ester 10.00 Phase C preservative Appropriate amount concentrated glycerin 5.00 Xanthan gum 0.10 Carboxyvinyl polymer 0.10 Potassium hydroxide 0.03 Purified water Residual D phase purified water 7.00 Polymer emulsion according to product 14 of the present invention ((Acrylate / ethylhexyl acrylate) crosspolymer; non-volatile content concentration 50.2%) 3.00 Total amount 100.00 (Preparation method) The A-phase, B-phase, and C
  • the B phase is added to the A phase, and the mixture is stirred and uniform.
  • the A + B phase is added to the place where the C phase is stirred with a homomixer, and the B phase component is uniformly dissolved at 80 ° C.
  • the A-phase component is gradually added to the B-phase component, and the mixture is uniformly stirred, and then cooled to 30 ° C. after homogenization.
  • the D phase component is further added thereto and uniformly mixed.
  • Example 11 Preparation of hair setting agent Phase A 1,3-butylene glycol 1.00 (% by mass) Dipropylene glycol 1.00 PEG-32 0.30 PEG-150 0.20 Pentylene glycol 2.50 Citric acid 0.30 Na citrate 0.40 EDTA-2Na 0.10 Preservatives Appropriate amount of purified water Residual B phase purified water 5.00 Polymer emulsion according to the product 15 of the present invention (alkyl acrylate copolymer ammonium; non-volatile content concentration 60.4%) 1.50 Total amount 100.00 (Preparation method) Phase A is uniformly dissolved by stirring. The B phase is added to the A phase, and the mixture is stirred and uniformly mixed.
  • the cosmetic or skin external preparation according to the present invention has a reduced polymer-specific odor, which was a problem with conventional cosmetics or skin external preparations containing an aqueous polymer emulsion, and is under excellent water resistance and water-based conditions. Since it has abrasion resistance, sebum resistance, and abrasion resistance and flexibility under oily conditions, it is possible to provide a wide variety of cosmetics or skin external preparations.

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Abstract

Le problème à résoudre par la présente invention est de fournir un produit cosmétique ou une préparation cutanée externe présentant une résistance à l'eau exceptionnelle, une résistance à l'abrasion et une résistance au sébum dans un état aqueux, et une résistance à l'abrasion et une flexibilité dans un état huileux, ainsi qu'une odeur réduite (odeur irritante) propre à un polymère, un effet de maquillage longue durée exceptionnel et un effet de style exceptionnel. La solution selon la présente invention porte sur un produit cosmétique ou une préparation cutanée externe dans laquelle une émulsion polymère aqueuse contenant un polymère filmogène est mélangée, le produit cosmétique ou la préparation cutanée externe étant caractérisée en ce que l'allongement à la rupture d'un film sec du polymère filmogène à 23 °C est de 700-2800 %, et la concentration d'un composé organique volatil dans l'émulsion de polymère aqueux est inférieure ou égale à 2000 ppm.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024090354A1 (fr) * 2022-10-27 2024-05-02 東亞合成株式会社 Émulsion polymère aqueuse pour produit cosmétique, son procédé de production et produit cosmétique
WO2024090355A1 (fr) * 2022-10-27 2024-05-02 東亞合成株式会社 Émulsion polymère aqueuse pour produit cosmétique, sa méthode de production et produit cosmétique

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01203313A (ja) * 1988-02-05 1989-08-16 Shiseido Co Ltd メイクアップ化粧料
JPH02262512A (ja) * 1989-04-01 1990-10-25 Shionogi & Co Ltd 皮膚の保護剤組成物
JP2004196801A (ja) * 2002-12-13 2004-07-15 L'oreal Sa 皮膜形成傾斜特性コポリマーを含有するヘアケア組成物、それを含むエアゾール組成物及び処理方法
JP2007001969A (ja) * 2005-05-23 2007-01-11 Chuo Rika Kogyo Corp 化粧料用水性エマルジョン組成物、及びそれを含有する毛髪用化粧料

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01203313A (ja) * 1988-02-05 1989-08-16 Shiseido Co Ltd メイクアップ化粧料
JPH02262512A (ja) * 1989-04-01 1990-10-25 Shionogi & Co Ltd 皮膚の保護剤組成物
JP2004196801A (ja) * 2002-12-13 2004-07-15 L'oreal Sa 皮膜形成傾斜特性コポリマーを含有するヘアケア組成物、それを含むエアゾール組成物及び処理方法
JP2007001969A (ja) * 2005-05-23 2007-01-11 Chuo Rika Kogyo Corp 化粧料用水性エマルジョン組成物、及びそれを含有する毛髪用化粧料

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2024090354A1 (fr) * 2022-10-27 2024-05-02 東亞合成株式会社 Émulsion polymère aqueuse pour produit cosmétique, son procédé de production et produit cosmétique
WO2024090355A1 (fr) * 2022-10-27 2024-05-02 東亞合成株式会社 Émulsion polymère aqueuse pour produit cosmétique, sa méthode de production et produit cosmétique

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