WO2021014656A1 - 親水化無機粉体及び当該親水化無機粉体を配合した化粧料 - Google Patents
親水化無機粉体及び当該親水化無機粉体を配合した化粧料 Download PDFInfo
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Definitions
- the present invention relates to a hydrophilic inorganic powder and a cosmetic containing the hydrophilic inorganic powder.
- the cosmetics contain pigments and UV scattering agents based on zinc oxide, titanium oxide, etc. There is a desire to add this pigment and UV scattering agent to the aqueous layer of emulsifying cosmetics, but zinc oxide and titanium oxide themselves show strong cohesiveness, and have a powdery feel and physical irritation to the skin. Generally, surface treatment is performed.
- a hydrophilizing agent for example, silica
- zinc oxide having a surface coating of silica is an acid or acid to be added to cosmetics. It dissolves in alkali and zinc ions elute (see Reference 1). Therefore, in Reference 1, a first hydrophobic film is first formed on the surface of zinc oxide with a hydrophobizing agent (octylriethoxysilane), and then with a surfactant (emulsifier: PEG-11 methyl ether dimethicone). It forms a hydrophilic second coating (see Reference 1).
- a hydrophobizing agent octylriethoxysilane
- a surfactant emulsifier: PEG-11 methyl ether dimethicone
- It forms a hydrophilic second coating see Reference 1).
- Reference 2 describes a technique in which titanium dioxide is first hydrophobized with sodium stearate and then hydrophilized with isodecyl alcohol 6-ethoxylate and cetyl alcohol 10-ethoxylate. I
- Cited Documents 1 and 2 a wide variety of combinations of the hydrophobizing agent and the hydrophilizing agent can be selected, but there is a problem that desired properties cannot be achieved depending on the combination thereof.
- Cited Document 2 it is conceivable to acquire properties that could not be achieved by a single hydrophilization treatment agent by using two types of hydrophilization treatment agents in combination. There is no finding that can be used as an index for selecting a combination of agents.
- a hydrophilized inorganic powder and the hydrophilized inorganic powder that have acquired properties that could not be achieved by a single hydrophilizing agent are blended by using two kinds of hydrophilizing agents in combination.
- the purpose is to provide technology that contributes to the provision of cosmetics.
- the present invention has an inorganic powder as a base material, a hydrophobic film covering the surface of the inorganic powder, and a hydrophilic film covering the hydrophobic film.
- the composition of the hydrophilic coating comprises both a hydrophilic surfactant and a lipophilic surfactant.
- Each of the hydrophilic surfactant and the lipophilic surfactant contains a branched alkyl moiety in a molecule to provide a hydrophilic inorganic powder having self-dispersability in a water or an aqueous solvent.
- the hydrophilic film is a nonionic surfactant, which contains a branched alkyl moiety of C12-20 in the molecule.
- the lipophilic surfactant preferably contains a branched alkyl moiety of C16 to 30 in the molecule.
- the hydrophilic surfactant is one or more selected from the following group A. It is preferable that the lipophilic surfactant is one or more selected from the following group B.
- the hydrophilic surfactant is preferably polyoxyethylene (10) isostearyl ether.
- composition of the hydrophobic film is preferably one or more selected from dimethylpolysiloxane, disodium cocoyl glutamate, methylhydrogenpolysiloxane, stearic acid, silicone, and monoisostearyl sebacate.
- a cosmetic containing a hydrophilized inorganic powder is provided.
- a hydrophilized inorganic powder and the hydrophilized inorganic powder that have acquired properties that could not be achieved by a single hydrophilizing agent by using two kinds of hydrophilizing agents in combination.
- the technology that contributes to the provision of cosmetics containing the above is provided.
- the hydrophilized inorganic powder having self-dispersion may also be referred to as a powder for cosmetics, a base material for powdered cosmetics, or the like.
- FIG. 1 shows an example of the evaluation results of hydrophilicity and self-diffusion.
- the inorganic powder is a powder that serves as a base for the hydrophilized inorganic powder, and is composed of particles of a metal oxide or metal hydroxide containing at least one of Ti, Zn, Si, Al, Fe, Mg, and Ce. Powder is preferred. Specific examples thereof include titanium oxide, zinc oxide, silica, aluminum oxide, iron oxide, iron hydroxide, magnesium oxide, and cerium oxide. Other oxides or hydroxides may be coated on these inorganic oxide powder particles.
- the inorganic powder is not particularly limited as long as it is used for ordinary cosmetics. That is, the inorganic powder includes cericite, natural mica, calcined mica, synthetic mica, synthetic sericite, alumina, mica, talc, kaolin, bentonite, smectite, calcium carbonate, magnesium carbonate, magnesium silicate, aluminum silicate, Calcium phosphate, silicic anhydride, magnesium oxide, barium sulfate, magnesium aluminometasilicate, iron oxide, chromium oxide, titanium oxide, zinc oxide, cerium oxide, aluminum oxide, magnesium oxide, dark blue, ultramarine, calcium carbonate, magnesium carbonate, calcium phosphate , Aluminum hydroxide, magnesium sulfate, silicic acid, aluminum silicate magnesium silicate, calcium silicate, barium silicate, strontium silicate, silicon carbide, metal tungstate, magnesium aluminate, magnesium aluminometasilicate, chlorohydroxyaluminum,
- the hydrophobic coating means a hydrophobic coating (also referred to as a hydrophobic first coating) that covers the surface of the powder, and in the present application, the inorganic powder covered with the hydrophobic coating is referred to as a hydrophobic inorganic powder.
- a hydrophobic coating also referred to as a hydrophobic first coating
- the inorganic powder covered with the hydrophobic coating is referred to as a hydrophobic inorganic powder.
- the hydrophobic film is formed by an organic surface treatment agent, it can be said that the composition of the hydrophobic film is an organic surface treatment agent.
- Hydrophobicity means, for example, that 100 cc of purified water is placed in a 200 cc glass beaker, and 0.2 g of powder collected in a spartel is dropped onto the water surface from a height of 2 cm above the water surface at a rate of twice per second. It means the property that the powder particles are suspended without migrating to the aqueous layer when the powder particles are allowed to stand for 30 seconds after being stirred 50 times using a spartel.
- the organic surface treatment agent is an organic treatment agent for coating the surface of an inorganic powder to make it hydrophobic, and is also called a hydrophobic treatment agent.
- the organic surface treatment agent include one or more compounds selected from silicone compounds, alkylsilanes, alkyltitanates, polyolefins, acylated amino acids, fatty acids, lecithins, ester oils, fructo-oligosaccharides, acrylic polymers, and urethane polymers.
- silicone compound examples include methylhydrogenpolysiloxane (Shinetsu Chemical Industry Co., Ltd .: KF99P, KF9901, X-24-9171, X-24-9221, etc.), dimethiconol, one-terminal alkoxysilyldimethylpolysiloxane, trimethylsiloxysilicate, and tetrahydro.
- Cyclic methylhydrogen silicones such as tetramethylcyclotetrasiloxane, acrylic silicones, silicone acrylics, amino-modified silicones, carboxy-modified silicones, phosphate-modified silicones and the like can also be used.
- KF-9908 triethoxysilylethyl polydimethylsiloxyethyl dimethicone
- KF-9909 triethoxysilylethyl polydimethylsiloxyethyl hexyl dimethicone
- Typical silicone compounds include hydrogen dimethicone, dimethylpolysiloxane, methylhydrogenpolysiloxane and the like.
- alkylsilane examples include alkylalcosixylane.
- Examples of the length of the alkyl chain include 1 to 18 carbon atoms, and specific examples thereof include methyltriethoxysilane, octyltriethoxysilane, octadecyltriethoxysilane, and aminopropyltriethoxysilane.
- alkyl titanate examples include those having a Ti (OR 1 ) 4 structure as a basic skeleton, where R 1 is independent of each other and is an alkyl group or an organic carbonyl group. Commonly available ones include isopropyltriisostearoyl titanate (Plenact TTS; Ajinomoto Fine-Techno).
- polyolefin resins having at least one carboxyl group in the molecule such as polyethylene and polypropylene.
- polyethylene and polypropylene examples of the polyolefin resins having at least one carboxyl group in the molecule
- polyethylene and polypropylene examples of the polyolefin resins having at least one carboxyl group in the molecule
- low molecular weight polyethylene having a molecular weight of 500 to 40,000 and a melting point of 40 ° C. or higher described in JP-A-63-179972 polyethylene oxide obtained by oxidizing polypropylene, polyethylene oxide, polypropylene oxide and the like can be mentioned.
- acylated amino acid examples include saturated fatty acids having 12 or more and 18 or less carbon atoms and acylated compounds of amino acids.
- Amino acids here include aspartic acid, glutamic acid, alanine, glycine, sarcosine, proline, hydroxyproline.
- the acylated amino acids also include total hydrolysates such as plant-derived peptides such as wheat and peas, silk peptides, and animal-derived peptides.
- the carboxyl group of the amino acid may be a free form or a salt of K, Na, Fe, Zn, Ca, Mg, Al, Zr, Ti or the like. For example, by disodium stearoyl glutamate.
- Amisoft CS-11, CS-22, MS-11, HS-11P, HS-21P, etc. which are commercially available from Ajinomoto Co., Inc.
- Soipon SLP, Soipon SCA, Alanon which are commercially available from Kawaken Fine Chemicals, Inc.
- Examples thereof include AMP, SEPILIFT DPHP commercially available from SEPPIC of France, and sarcosinate MN commercially available from Nikko Chemical Co., Ltd.
- These acylated amino acids may be in the form of a composition with a fatty acid.
- acylated lipoamino acid composition examples include SEPIFEELONE (composition composed of four components of palmitoylproline, palmitoylsarcosine, palmitoylglutamic acid, and palmitic acid) commercially available from SEPPIC.
- fatty acids include linear or branched saturated or unsaturated fatty acids having 12 to 22 carbon atoms.
- lauric acid myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, palmitoleic acid, behenic acid, lignoceric acid, 2-ethylhexanoic acid, isotridecanic acid, isomiristic acid, isomboc acid, isostearic acid, isobehen
- fatty acids such as acids or metal salts thereof such as Ca, Mg, Zn, Zr, Al and Ti.
- lecithin examples include natural lecithin extracted from egg yolk, soybean, corn, rapeseed, sunflower, etc., and hydrogenated synthetic lecithin, which is a hydrogenated lecithin having an iodine value of 15 or less and has a phosphate group. Glyceride having.
- the salt form include water-insoluble hydrogenated lecithin metal salts such as Al, Mg, Ca, Zn, Zr, and Ti.
- the ester oil has a total carbon number of 16 which can be obtained by reacting one or more alcohols having 1 to 36 carbon atoms with one or more carboxylic acids having 1 to 36 carbon atoms. Including the above ester compounds.
- a compound having an acid value of 15 or more is suitable.
- Nisshin Oillio Group's Saracos MIS isostearyl sebacate
- Saracos MOD octyldodecanol azelaate
- Saracos 1A octyldodecanol adipate
- Saracos HD octyldodecanol dimerate
- Dextrin fatty acid ester and fructooligosaccharide ester are esters composed of dextrin or fructooligosaccharide and fatty acid, or derivatives thereof.
- fatty acid or derivatives thereof.
- Lion KL, Leopard MKL, Leopard TT, Leopard KE which are commercially available from Chiba Flour Milling Co., Ltd., It is exemplified by Leopard TL, Leopard ISK and the like.
- the acrylic polymer is a copolymer of one or more monomers composed of acrylic acid or methacrylic acid and alkyl acrylate, for example, a cross polymer (Acrylate / alkyl acrylate (C10-30)) as an INCI name, (Acrylate / Methacrylic). It is exemplified by an acid Behenes-25) copolymer, a (Acrylate / steareth methacrylate-20) crosspolymer and the like.
- a polyurethane polymer is a polymer having a hydrophilic base of a polyurethane skeleton and a hydrophobic moiety in the molecule, for example, a (PEG-240 / decyltetradeceth-20 / HDI) copolymer (Adecanol GT-700) under the INCI name. : ADEKA), bisstearyl PEG / PPG-8 / 6 (SMDI / PEG-400) copolymer (Acpec HU C2002: Sumitomo Seika Co., Ltd.) and the like.
- the hydrophobic inorganic powder can be prepared in various ways depending on the combination of the type of the inorganic powder as the substrate and the type of the organic surface treatment agent (s), and the surface is treated with an organic surface. Any inorganic powder coated with an agent to make it hydrophobic may be used.
- the hydrophobic inorganic powders detailed in the present application are listed below, and all of them are generally available.
- Dimethylpolysiloxane treated hydrophobic pigment grade titanium oxide (trade name: SA-TSR-10; Miyoshi Kasei, Inc.) Dimethylpolysiloxane-treated hydrophobic iron oxide (trade name: SA-YHP-10; Miyoshi Kasei, Inc.) Dimethylpolysiloxane treated hydrophobic red iron oxide (trade name: SA-RHP-10; Miyoshi Kasei, Inc.) Dimethylpolysiloxane treated hydrophobic black iron oxide (trade name: SA-BHP-10; Miyoshi Kasei, Ltd.) Hydrophobic pigment grade titanium oxide treated with disodium cocoyl glutamate (trade name: CAI-TSR-10; Miyoshi Kasei, Inc.) Hydrophobic iron yellow oxide treated with disodium cocoyl glutamate (trade name: CAI-YHP-10; Miyoshi Kasei, Inc.) Hydrophobic red iron oxide treated with disodium cocoyl glutamate (trade name: CAI-RHP
- the hydrophilic film means a hydrophilic film that covers the surface of the powder, and in the present application, it means a hydrophilic film that covers the surface of the hydrophobic inorganic powder (also referred to as a hydrophilic second film). .. Hydrophobic inorganic powder covered with a hydrophilic film is called hydrophilic inorganic powder.
- the hydrophilic film is formed by using a hydrophilic surfactant and a lipophilic surfactant in combination, it can be said that the composition of the hydrophilic film is a hydrophilic surfactant and a lipophilic surfactant.
- the nonionic surfactant as the hydrophilic film is a key component of self-dispersion in water or an aqueous solvent.
- Nonionic surfactant (which may also be referred to as nonionic surfactant) means a surfactant that does not ionize in water. Basically, the nonionic surfactant means a surfactant having a structure in which a hydrophilic moiety and a branched alkyl moiety are ether-bonded or ester-bonded, and in the present application, a hydrophilic surfactant and a lipophilic surfactant. Contains agents.
- the nonionic surfactant also includes a glycerin conjugate (glyceride) in which a structure in which a hydrophilic moiety and a branched alkyl moiety are ether-bonded or ester-bonded is linked by polyoxyethylene glycerin.
- glycerin conjugate glyceride
- the hydrophilic portion means a portion having a polymerized (polymerized) structure of ethylene oxide (that is, a polyoxyethylene structure) or a polymerized structure of glycerin (that is, a polyglycerin structure).
- the polyoxyethylene structure is a structure that can be described as H- (OCH 2 CH 2 ) n- , and may be simply described as "POE”. It is also referred to as polyethylene glycol and may be described as "PEG”.
- the polyglycerin structure is a structure that can be described as H- (OCH 2 CHOHCH 2 ) n- , and may be simply described as "PG".
- n indicates the degree of polymerization of ethylene oxide or glycerin, and is generally also referred to as the number of added moles.
- a polyoxyethylene structure with an addition of 10 moles can be described as POE (10).
- the number of added moles is an average value or a peak value.
- POE (10) may be mixed with POE (9) and POE (11).
- the polyglycerin structure having an addition molar number of 5 may be described as PG (5).
- the branched alkyl moiety means a moiety derived from a branched higher alcohol or a branched higher fatty acid, and may also be referred to as a hydrophobic moiety.
- the branched alkyl moiety derived from the branched higher alcohol, which is ether-bonded to the hydrophilic moiety has a structure that can be described as ⁇ O (CH 2 ) m H.
- the branched alkyl moiety derived from the branched fatty acid has a structure that can be described as ⁇ OCO (CH 2 ) m-1 H if it is ester-bonded to the hydrophilic moiety.
- m in the above formula corresponds to the number of carbon atoms in the branched alkyl moiety.
- the number of carbon atoms is also an average value or a peak value.
- the carbon number of the branched alkyl moiety can also be described as, for example, (C 18 ).
- the hydrophobic portion of the nonionic surfactant which is the hydrophilic film of the present invention is a branched higher alcohol or a branched higher fatty acid.
- the branched structure is classified into a monomethyl type, a dimethyl type, and a multi-branched type, but the branched type may be used as long as it is a branched structure sufficient to impart autocovariance to the hydrophobic inorganic powder.
- the hydrophilic surfactant is a hydrophilic nonionic surfactant containing a branched alkyl moiety having 12 to 20 carbon atoms in the molecule.
- the ester type includes polyoxyethylene branched higher fatty acid monoester, polyoxyethylene sorbitan branched higher fatty acid ester, polyoxyethylene glycerin branched higher fatty acid ester, and polyoxyethylene erythritol branched higher fatty acid ester.
- the ether type include polyoxyethylene branched higher alcohol ether and polyglycerin branched higher alcohol ether.
- Examples of the branched alkyl alcohol of the hydrophilic surfactant include isododecanol, isomyristyl alcohol, isocetyl alcohol, isostearyl alcohol, isoeicosanol and the like.
- Examples of the branched fatty acid include isododecanoic acid, isomyristic acid, isostriatic acid, isostearic acid, and isoeicoic acid.
- hydrophilic surfactants include Nonion IST-221 (polyoxyethylene-20 sorbitan isostearate: HLB15.7) and Uniox GT-20IS (polyoxyethylene-) manufactured by Nichiyu Co., Ltd. 20 Glyceryl triisostearate: HLB 10.4), Uniox GT-30IS (Polyoxyethylene-30 Glyceryl triisostearate: HLB12.3), Uniox GM-81S (Polyoxyethylene-8 Glyceryl triisostearate: HLB 12.
- Nonion IS-4 Polyoxyethylene-8 Isostearate: HLB11.6
- Nonion IS-6 Polyoxyethylene-12 Isostearate: HLB13.7
- Decagulin 1-ISV of Nikko Chemical Co., Ltd.
- EMALEX1605 polyoxyethylene-5 isocetyl ether: HLB9.5
- EMALX1610 polyoxyethylene-10 isocetyl ether: HLB12.9
- EMALX1615 polyoxyethylene-15 isosetyl ether: HLB14.6 from Nippon Emulsion Co., Ltd.
- EMALEX1805 Polyoxyethylene (5) Isostearyl ether: HLB9.0
- EMALX1810 Polyoxyethylene-10 isostearyl ether: HLB12.4
- EMALX1815 Polyoxyethylene-15 isostearyl ether: HLB14.2
- EMALX OD-20 polyoxyethylene-20 octyldodecyl ether: HLB 14.9 and the like can be mentioned.
- the hydrolysis resistance of the nonionic surfactant Considering the hydrolysis resistance of the nonionic surfactant, the dispersibility of the hydrophilized inorganic powder in the aqueous solvent, the stability over time, etc., it is preferable to use the monoether type of the POE branched higher alcohol.
- the lipophilic surfactant is a lipophilic nonionic surfactant containing a type-branched alkyl moiety having 16 to 30 carbon atoms in the molecule.
- the ester types include polyoxyethylene branched higher fatty acid monoester, polyoxyethylene branched higher fatty acid sorbitan ester, polyoxyethylene branched higher fatty acid glycerin ester, and polyoxyethylene branched higher fatty acid erythritol ester. , Polyoxyethylene branched higher fatty acid sucrose ester, polyoxyethylene branched higher fatty acid cured castor oil ester, polyglycerin branched higher fatty acid ester and the like.
- the ether type include polyoxyethylene branched higher alcohol ether and polyglycerin branched higher alcohol ether.
- Examples of the branched alkyl alcohol of the lipophilic surfactant include isopalmityl alcohol, isostearyl alcohol, isoeicosanol, cholesterol, phytosterol and the like, and examples of the branched fatty acid include isopalmitic acid, isostearic acid and isoeicoic acid. And so on.
- the lipophilic surfactants are Nonion IS-202 (polyoxyethylene-2 isostearyl ether: HLB 4.9) manufactured by Nichiyu Co., Ltd. and EMALEX DISG-2EX (polyglyceryl-2 diisostearate) manufactured by Nippon Emulsion Co., Ltd. Rate: HLB 4.9), Emulex PS-5 (polyoxyethylene-5 phytosterol: HLB 7.0), Nikko Chemical's NIKKOL SS-15V (sorbitan sesquiisostearate: HLB 4.2) and the like.
- Nonion IS-202 polyoxyethylene-2 isostearyl ether: HLB 4.9
- EMALEX DISG-2EX polyglyceryl-2 diisostearate
- Emulex PS-5 polyoxyethylene-5 phytosterol: HLB 7.0
- Nikko Chemical's NIKKOL SS-15V sorbitan sesquiisostearate: HLB 4.2
- HLB Hydrophilic-Lipophilic Balance
- the hydrophilized inorganic powder means a powder having an inorganic powder as a base material, a hydrophobic coating covering the surface of the inorganic powder, and a hydrophilic coating covering the hydrophobic coating. That is, considering the inorganic powder as a starting material, the surface of the inorganic powder is first coated with an organic surface treatment agent to form a hydrophobic inorganic powder, and then further coated with a nonionic surfactant (that is, a hydrophilic treatment). ) To make a hydrophilic inorganic powder, which has a double coating of a hydrophobic coating with an organic surface treatment agent and a hydrophilic coating with a nonionic surfactant.
- the method of hydrophilization treatment is not particularly limited, and in the present application, it can be prepared by using a hydrophilic surfactant and a lipophilic surfactant in combination and mixing them in contact with a hydrophobic inorganic powder.
- a preparation method for preparing a mixed surfactant by first mixing a hydrophilic surfactant and a lipophilic surfactant, or a parent while mixing the hydrophilic surfactant and the hydrophobic inorganic powder first.
- a preparation method in which an oil-based surfactant is slowly added can be considered, but any preparation method can be adopted as long as the finally obtained hydrophilic inorganic powder can achieve the desired hydrophilicity and self-dispersion.
- the mixing method is not particularly limited, and a mixer capable of uniformly processing may be adopted.
- a mixer capable of uniformly processing may be adopted.
- a hensyl mixer, a ribbon blender, a kneader, an extruder, a disper mixer, a homo mixer, a bead mill and the like can be mentioned.
- the powder can be obtained by drying with a hot air dryer, a spray dryer, a flash dryer, a conical dryer or the like.
- the hydrophilized inorganic powder of the present application has autocovariability in water.
- the water referred to in the present application refers to ion-exchanged water, distilled water, and the like. Preservative and sterilized water is used as the water to be added to cosmetics.
- the aqueous solvent of the present application refers to a liquid containing a water-soluble alcohol as another component.
- ethanol polyhydric alcohol, propylene glycol, dipropylene glycol, 1,3 butylene glycol, polyethylene glycol, glycerin, diglycerin, polyglycerin, hexylglycerin, cyclohexylglycerin, trimethylolpropane, xylitol, erythritol, trehalose, sorbitol, etc.
- Alcohols can be mentioned.
- an aqueous dispersion composition containing a high concentration of hydrophilic inorganic powder can be considered as an intermediate raw material in the production of cosmetics.
- This aqueous dispersion composition is a composition in which water and a hydrophilic inorganic powder are dispersed as main components, and can be a fluid or granular composition.
- a surfactant As other components, a surfactant, a moisturizer, an ultraviolet absorber, a preservative, an antioxidant, a film-forming agent, a thickener, a dye, a pigment, various chemicals, a fragrance, etc. are appropriately blended in this aqueous dispersion composition. be able to.
- the surfactant may contain a nonionic surfactant, in particular polyoxyethylene (10) isostearyl ether, but is used at the time of preparing the hydrophilized inorganic powder (for the use of the present invention). Is clearly distinguished from.
- the thickener may be added for the purpose of stably dispersing the hydrophilized inorganic powder in the aqueous dispersion composition over a long period of time, in other words, ensuring storage stability. That is, depending on the type of the inorganic powder and the like, the hydrophilic inorganic powder may float, settle or release depending on the difference in specific gravity between the hydrophilic inorganic powder and water or an aqueous solvent. Here, if a thickener is added to water or an aqueous solvent, the floating and sedimentation of the hydrophilic inorganic powder can be suppressed.
- thickener examples include sodium hyaluronate, cationized sodium hyaluronate, polymers and copolymers having acryloyldimethyltaurine and its salts as constituent units, polyvinylpyrrolidone and the like.
- (Na acrylate / acryloyldimethyltaurine / dimethylacrylamide) cross-polymer (trade name: SEPIMAX ZEN; Seiwa Kaseisha) and polyacrylate cross-polymer-6 (trade name: SEPINOV P88; Seiwa Kasei) , (Hydroxyethyl acrylate / Acryloyldimethyltaurine Na) copolymer (trade name: SEPINOV EMT 10; Seiwa Kaseisha), polyvinylpyrrolidone (trade name: Rubiscor K17, Rubiscor K30, Rubiscor K90; BASF Japan) ), (PEG-240 / decyltetradeceth-20 / HDI) copolymer / K / BG / water mixture (Adecanol GT-730; ADEKA), polyurethane-59 / BG / water mixture (Adecanol GT- 930;
- the cosmetics include make-up cosmetics, skin care cosmetics, hair cosmetics and the like.
- Make-up cosmetics include makeup base, whitening (water-based, oil-based), powder foundation, liquid foundation, W / O type emulsifying foundation, oil-based foundation, oil-based solid foundation, stick foundation, pressed powder, face powder, white powder, lipstick.
- Skin care cosmetics include emollient cream, cold cream, whitening cream, milky lotion, lotion, beauty liquid, pack, carmine lotion, liquid face wash, face wash foam, face wash cream, face wash powder, makeup cleansing, body gloss, sunscreen or Examples include sunscreen creams and lotions, water-based suncut lotions, and O / W type sunscreen cosmetics.
- hair cosmetics include hair gloss, hair cream, hair shampoo, hair rinse, hair color, hair brushing agent, hair treatment and the like.
- antiperspirants include creams, lotions, powders, spray-type deodorant products and the like.
- milky lotion, soap, bathing agent, perfume and the like are also included in cosmetics in the present application.
- Example 1 81.6 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 20.4 g of polyglyceryl (2) diisostearylate (EMALEX DISG-2EX) were added and added to 800 g of ion-exchanged water at 60 ° C. Dissolved. Dimethylpolysiloxane-treated hydrophobic pigment grade titanium oxide (trade name: SA-TSR-10; Miyoshi Kasei, Inc.) The cloudy solution was added to 5 kg, kneaded with a kneader mixer for 30 minutes, and then stirred under vacuum heating. Then, the ion-exchanged water was distilled off to obtain the powder of Example 1.
- Example 2 182 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 26 g of polyglyceryl (2) diisostearylate (EMALEX DISG-2EX) were added and added to 2 kg of ion-exchanged water to dissolve at 60 ° C.
- Dimethylpolysiloxane-treated hydrophobic iron oxide (trade name: SA-YHP-10; Miyoshi Kasei, Inc.) was charged with the solution in 5 kg and treated in the same manner as in Example 1 to obtain the powder of Example 2. It was.
- Example 3 182 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 26 g of polyglyceryl (2) diisostearylate (EMALEX DISG-2EX) were added and added to 1.75 kg of ion-exchanged water and dissolved at 60 ° C. .. Dimethylpolysiloxane-treated Hydrophobic iron oxide (trade name: SA-RHP-10; Miyoshi Kasei, Inc.) The solution was added to 5 kg and treated in the same manner as in Example 1 to obtain the powder of Example 3. It was.
- SA-RHP-10 Hydrophobic iron oxide
- Example 4 Add 125.8 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 25.8 g of polyglyceryl (2) diisostearylate (EMALEX DISG-2EX) and add to 900 g of ion-exchanged water at 60 ° C. Dissolved. Dimethylpolysiloxane-treated Hydrophobic black iron oxide (trade name: SA-BHP-10; Miyoshi Kasei, Inc.) The solution was added to 5 kg and treated in the same manner as in Example 1 to obtain the powder of Example 4. It was.
- SA-BHP-10 Hydrophobic black iron oxide
- Example 5 81.6 g of polyoxyethylene (20) glyceryl triisostearate (Uniox GT-20IS) and 20.4 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 250 g of ion-exchanged water to dissolve them. 5 kg of disodium cocoyl glutamate-treated hydrophobic pigment grade titanium oxide (trade name: CAI-TSR-10; Miyoshi Kasei, Inc.) and the cloudy solution were put into a heater hencil and stirred for 30 minutes. Heated steam was passed through the jacket of the heater hensyl and stirred under heating to distill off ion-exchanged water. The powder of Example 5 was obtained by pulverizing with an atomizer.
- Example 6 182 g of polyoxyethylene (20) glyceryl triisostearate (Uniox GT-20IS) and 26 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 400 g of ion-exchanged water to dissolve them.
- Disodium cocoyl glutamic acid treatment Hydrophobic iron yellow oxide (trade name: CAI-YHP-10; Miyoshi Kasei, Inc.) The solution was added to 5 kg and treated in the same manner as in Example 5 to obtain the powder of Example 6. Obtained.
- Example 7 182 g of polyoxyethylene (20) glyceryl triisostearate (Uniox GT-20IS) and 26 g of polyoxyethylene (5) phytosterol (EMALEX PS-5) were added to 400 g of ion-exchanged water to dissolve them.
- Disodium cocoyl glutamic acid treatment Hydrophobic red iron oxide (trade name: CAI-RHP-10; Miyoshi Kasei, Inc.) The solution was added to 5 kg and treated in the same manner as in Example 5 to obtain the powder of Example 7. Obtained.
- Example 8 129.2 g of polyoxyethylene (20) glyceryl triisostearate (Uniox GT-20IS) and 25.8 g of polyglyceryl (2) diisostearate (EMALEX DISG-2EX) were added to 400 g of ion-exchanged water to dissolve them. .. Disodium cocoyl glutamate treatment Hydrophobic black iron oxide (trade name: CAI-BHP-10; Miyoshi Kasei, Inc.) The solution was added to 5 kg and treated in the same manner as in Example 5 to obtain the powder of Example 8. Obtained.
- Hydrophobic black iron oxide trade name: CAI-BHP-10; Miyoshi Kasei, Inc.
- Example 9 158.7 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 15.9 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 3 kg of ion-exchanged water and dissolved at 60 ° C. A disper mixer was added to this solution, and 3 kg of hydrogen dimethicone-treated hydrophobic fine particle titanium oxide (trade name: SI-UT-A55; Miyoshi Kasei, Inc.) was slowly added to prepare an aqueous dispersion under stirring. This aqueous dispersion was spray-dried with a spray dryer using a two-fluid nozzle to obtain the powder of Example 9.
- NIKKOL SS-15V sorbitan sesquiisostearate
- Example 10 126 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 32 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 3 kg of ion-exchanged water and dissolved at 60 ° C. A disper mixer was added to this solution, and 3 kg of hydrophobic fine particle zinc oxide (trade name: NAI-Z-300; Miyoshi Kasei, Inc.) treated with disodium stearoyl glutamate was slowly added to prepare an aqueous dispersion. This aqueous dispersion was treated in the same manner as in Example 9 to obtain the powder of Example 10.
- hydrophobic fine particle zinc oxide trade name: NAI-Z-300; Miyoshi Kasei, Inc.
- Example 11 192.6 g of polyoxyethylene (5) isostearyl ether (Nonion IS-205) and 16 g of polyoxyethylene (5) phytosterol (EMALEX PS-5) were added to 4 kg of ion-exchanged water and dissolved at 60 ° C. A disper mixer was added to this solution, and 3 kg of stearic acid-treated hydrophobic fine particle titanium oxide (trade name: MT-100Z; TAYCA Corporation) was slowly added to prepare an aqueous dispersion while stirring. This aqueous dispersion was treated in the same manner as in Example 9 to obtain the powder of Example 11.
- stearic acid-treated hydrophobic fine particle titanium oxide trade name: MT-100Z; TAYCA Corporation
- Example 12 146 g of polyoxyethylene (5) isostearyl ether (Nonion IS-205) and 21 g of polyoxyethylene (5) phytosterol (EMALEX PS-5) were added to 3.3 kg of ion-exchanged water and dissolved at 60 ° C. A disper mixer was added to this solution, and 4 kg of hydrogen dimethicone-treated hydrophobic pigment grade zinc oxide (trade name: MZY-505S; TAYCA Corporation) was operated in the same manner as in Example 1 to obtain the powder of Example 12. It was.
- Example 13 125 g of polyoxyethylene (5) isostearyl ether (Nonion IS-210) and 42 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added and dissolved in 3.6 kg of ion-exchanged water. A disper mixer was placed in this solution, and 4 kg of lecithin-treated hydrophobic silica beads (trade name: VAI-SB-150; Miyoshi Kasei, Inc.) was operated in the same manner as in Example 1 to prepare the powder of Example 13. Obtained.
- NIKKOL SS-15V sorbitan sesquiisostearate
- Example 14 The polyglyceryl (2) diisostearate (EMALEX DISG-2EX) of Example 1 was replaced with sorbitan sesquiisostearate (NIKKOL SS-15V), and the dimethylpolysiloxane-treated hydrophobic pigment grade titanium oxide was replaced with monoisostearyl sevacinate.
- the powder of Example 14 was obtained in the same manner as in Example 1 except that the treatment was replaced with a hydrophobic pearl pigment (trade name: HS-Timilon Super Silk MP-1005; Miyoshi Kasei, Inc.).
- Example 15 Add 81.6 g of polyoxyethylene (10) isostearyl ether (Nonion IS-210) and 20.4 g of polyoxyethylene (5) phytosterol (EMALEX PS-5) and add to 800 g of ion-exchanged water to dissolve at 60 ° C. did.
- Octylriethoxysilane treatment Hydrophobic pigment grade titanium oxide (trade name: ALT-TSR-10; Miyoshi Kasei, Inc.) Add the cloudy solution to 5 kg, knead with a kneader mixer for 30 minutes, and then heat under vacuum. The ion-exchanged water was distilled off with stirring to obtain the powder of Example 15.
- Example 16 100 g of polyoxyethylene (10) isocetyl ether (Nonion IS-210) and 20 g of polyglyceryl (2) diisostearate (EMALEX DISG-2EX) were added to 1.3 kg of ion-exchanged water and dissolved cloudy at 60 ° C. .. The cloudy solution was added to 5 kg of dimethicone-treated hydrophobic fine zinc oxide (trade name: SA-fine zinc oxide; Miyoshi Kasei, Inc.) and kneaded with a kneader mixer for 30 minutes. The kneaded product was dried and pulverized with a flash dryer to obtain the powder of Example 16.
- SA-fine zinc oxide trade name: SA-fine zinc oxide
- Example 17 Add 65.3 g of polyoxyethylene (20) glyceryl triisostearate (Uniox GT-20IS) and 16.3 g of polyglyceryl (2) diisostearate (EMALEX DISG-2EX) and add to 1300 g of ion-exchanged water for 60. Dissolved at ° C. Dimethylpolysiloxane-treated hydrophobic pigment grade titanium oxide (trade name: SA-talc JA-46R; Miyoshi Kasei, Inc.) The cloudy solution was added to 4 kg, kneaded with a kneader mixer for 30 minutes, and then heated under vacuum. The ion-exchanged water was distilled off by stirring to obtain the powder of Example 17.
- polyoxyethylene (20) glyceryl triisostearate Uniox GT-20IS
- EMALEX DISG-2EX polyglyceryl (2) diisostearate
- Comparative Example 1 Comparative Example 1 was operated in the same manner as in Example 1 except that the polyoxyethylene (10) isostearyl ether of Example 1 was replaced with polyoxyethylene (10) stearyl ether (trade name: EMALEX 610 (HLB14.2)). Powder was obtained.
- Comparative Example 2 Polyoxyethylene (9) isodecyl ether (trade name: Safety Cut ID-1087 (HLB14.3) Aoki Yushi Kogyo Co., Ltd.) 81.6 g and sorbitan sesquiisostearate (NIKKOL SS-15V) 20.4 g, ion-exchanged water 250 g It was put into the water and dissolved. 5 kg of cocoyl glutamate disodium-treated hydrophobic pigment grade titanium oxide (trade name: CAI-TSR-10; Miyoshi Kasei, Inc.) used in Example 5 was charged into a heater hensyl, and then the solution was charged. The mixture was stirred for 30 minutes. Heated steam was passed through the jacket of the heater hensyl and stirred under heating to distill off ion-exchanged water. The powder of Comparative Example 2 was obtained by pulverizing with an atomizer.
- Comparative Example 3 182 g of polyoxyethylene (20) glyceryl tristearate (EMALEX GWS-320) and 26 g of polyglyceryl (2) diisostearate (EMALEX DISG-2EX) were added to 250 g of ion-exchanged water to dissolve them. 5 kg of the disodium cocoyl glutamate-treated hydrophobic pigment grade titanium oxide (trade name: CAI-YHP-10; Miyoshi Kasei, Inc.) used in Example 6 was charged into the heater hensyl, and then the solution was charged. The mixture was stirred for 30 minutes. Heated steam was passed through the jacket of the heater hensyl and stirred under heating to distill off ion-exchanged water. The powder of Comparative Example 3 was obtained by pulverizing with an atomizer.
- Comparative Example 4 182 g of polyoxyethylene (20) glyceryl tristearate (EMALEX GWS-320) and 26 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 250 g of ion-exchanged water to dissolve them. 5 kg of the disodium cocoyl glutamate-treated hydrophobic pigment grade titanium oxide (trade name: CAI-RHP-10; Miyoshi Kasei, Inc.) used in Example 7 was charged into the heater hensyl, and then the solution was charged. The mixture was stirred for 30 minutes. Heated steam was passed through the jacket of the heater hensyl and stirred under heating to distill off ion-exchanged water. The powder of Comparative Example 4 was obtained by pulverizing with an atomizer.
- Comparative Example 5 129.2 g of polyoxyethylene (20) glyceryl tristearate (EMALEX GWS-320) and 25.8 g of sorbitan sesquiisostearate (NIKKOL SS-15V) were added to 250 g of ion-exchanged water to dissolve them. 5 kg of the disodium cocoyl glutamate-treated hydrophobic pigment grade titanium oxide (trade name: CAI-BHP-10; Miyoshi Kasei, Inc.) used in Example 8 was charged into the heater hensyl, and then the solution was charged. The mixture was stirred for 30 minutes. Heated steam was passed through the jacket of the heater hensyl and stirred under heating to distill off ion-exchanged water. The powder of Comparative Example 5 was obtained by pulverizing with an atomizer.
- EMALEX GWS-320 polyoxyethylene (20) glyceryl tristearate
- NIKKOL SS-15V sorbitan sesquiisostearate
- Comparative Example 6 Comparative Example 6 was operated in the same manner as in Example 11 except that the polyoxyethylene (10) isostearate of Example 11 was replaced with polyoxyethylene (10) stearyl ether (trade name: EMALEX 610 (HLB12.4)). Powder was obtained.
- Comparative Example 7 Operate in the same manner as in Example 10 except that the polyoxyethylene (10) isostearyl ether of Example 10 was replaced with a polyether-modified silicone (trade name: KF-6013 (HLB10.0); Shin-Etsu Chemical Co., Ltd.). The powder of Comparative Example 7 was obtained.
- a polyether-modified silicone trade name: KF-6013 (HLB10.0); Shin-Etsu Chemical Co., Ltd.
- FIG. 1 is an example of evaluation of hydrophilicity and self-dispersion (all of Examples 1 to 3 and 9 to 11 are ⁇ ), immediately after each powder is put into ion-exchanged water (left) and 60. Shows the state after seconds (right).
- Example 1 From the evaluation results of Example 1 and Comparative Example 8, it was found that the hydrophilicity and self-dispersity were clearly improved by subjecting the inorganic powder as a substrate to both the hydrophobic treatment and the hydrophilic treatment.
- the powders of Examples 1 to 17 have the property of being naturally diffused and dispersed without any physical stirring operation after being dropped into ion-exchanged water or the like (that is,). It was found to have remarkable usefulness in (self-dispersion). More specifically, it can be said that the powders of Examples 1 to 17 are spontaneously dispersed and uniformly mixed within several tens of seconds (at least within 60 seconds) after being dropped into the aqueous solvent.
- Example 1 (Discussion of evaluation results 2) From the evaluation results of Example 1 and Comparative Example 1, when polyoxyethylene (10) isostearyl ether was used as the hydrophilic surfactant (Example 1: ⁇ ), the polyoxyethylene (10) stearyl ether was interfaced. It was found that better hydrophilicity and self-dispersity were achieved than when used as an activator (Comparative Example 1: ⁇ ). The same can be said from the evaluation results of Example 9 and Comparative Example 6.
- O / W type emulsified foundations having the compositions shown in Example 18 and Comparative Example 9 below were prepared, and the usability, cosmetic effect, and cosmetic durability of each O / W type emulsified foundation were evaluated.
- Evaluation result Very good score: 5 points Good: 4 points Normal: 3 points Slightly defective: 2 points defective: 1 point
- Example 18 From the evaluation results of Example 18, it was found that even if the powders of Examples 1 to 4 were prepared into an O / W type emulsified foundation, good usability, cosmetic effect, and cosmetic durability could be obtained. On the other hand, from the evaluation results of Comparative Example 9, the powders of Comparative Examples 2 to 5 had a feeling of use when prepared in the O / W type emulsified foundation, as compared with the case where the powders of Examples 1 to 4 were used. It was found that the makeup effect and makeup durability were inferior.
- the production method and evaluation method are the same as those in Example 18, but dimethylpolysiloxane-treated hydrophobic pigment-grade titanium oxide, dimethylpolysiloxane-treated hydrophobic yellow oxide, dimethylpolysiloxane-treated hydrophobic red iron oxide, and dimethylpoly. It is significantly different from Comparative Example 10 in which siloxane-treated hydrophobic black iron oxide (each corresponding to the hydrophobic inorganic powder before the hydrophilization treatment in Examples 1 to 4) was blended in the aqueous layer component.
- Example 19 From the evaluation results of Example 19, when the powders of Examples 1 to 4 were blended as the aqueous layer component of the O / W type emulsified foundation (Example 19), good usability, cosmetic effect, and cosmetic durability. was found to be obtained.
- Comparative Example 10 Comparative Example 10
- a certain feeling of use and makeup were obtained. It was found that the effect and makeup persistence were obtained, but inferior to Example 19.
- Comparative Examples 10 and 11 From the evaluation results of Comparative Examples 10 and 11, it was found that the powders of Comparative Examples 2 to 5 were inferior to the feeling of use, cosmetic effect, and cosmetic durability of the powder before the hydrophilization treatment.
- A The oil layer components were well dispersed and mixed.
- B The aqueous layer components were well dispersed and mixed.
- C After adding A to B, it was emulsified with a homomixer to obtain an aqueous sun-cut lotion.
- O / W type sunscreen cosmetics having the compositions shown in Example 21 and Comparative Example 14 below were prepared, and the usability, makeup effect, makeup persistence, and SPF value of each O / W type sunscreen cosmetic were determined. evaluated.
- the manufacturing method and evaluation method of the O / W type sunscreen cosmetics are the same as those of the above-mentioned water-based sunscreen lotion.
- the O / W type sunscreen cosmetic containing the powder of Example 10 has a high ultraviolet shielding ability and is excellent in usability, makeup effect, and makeup durability.
- the manufacturing method and evaluation method of the O / W type sunscreen cosmetics are the same as those of the above-mentioned water-based sunscreen lotion.
- Powder foundations having the compositions shown in Example 23 and Comparative Example 16 below were prepared, and the usability, cosmetic effect, and cosmetic durability of each powder foundation were evaluated.
- the evaluation method of the powder foundation is the same as the above-mentioned O / W type emulsified foundation.
- evaluation method The evaluation method of the oil-based solid foundation is the same as the above-mentioned O / W type emulsified foundation.
- evaluation method The evaluation method of water-based face powder is the same as the above-mentioned O / W type emulsification foundation.
- evaluation method The evaluation method of the water-based eye shadow is the same as the above-mentioned O / W type emulsification foundation.
- the evaluation method of the water-based makeup base is the same as the above-mentioned O / W type emulsification foundation.
- A The oil layer components were well mixed.
- B The powder component was mixed with the A component and dispersed by a roller.
- C B was added to A and then mixed uniformly.
- D The aqueous layer components were mixed and heated.
- E D was added to C and then emulsified to obtain lipstick.
- Antiperspirants having the compositions shown in Example 29 and Comparative Example 22 below were prepared, and the non-stickiness, non-greasy feeling, and comfort of each antiperspirant were evaluated.
- the evaluation method of the antiperspirant is the same as that of the O / W type emulsified foundation described above except that the non-stickiness, the non-greasy feeling, and the comfort are evaluated.
- talc as an inorganic powder was used.
- the talc as an inorganic powder is untreated talc having no hydrophobic film and a hydrophilic film.
- the evaluation method of the treatment is the same as that of the above O / W type emulsification foundation except that the non-stickiness, the goodness of combing, and the smoothness of the hair are evaluated.
- talc as an inorganic powder was used.
- the talc as an inorganic powder is untreated talc having no hydrophobic film and a hydrophilic film.
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Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17/629,560 US12161736B2 (en) | 2019-07-25 | 2019-07-25 | Hydrophilic inorganic powder and cosmetic preparation containing the same |
| CN201980098755.0A CN114144164B (zh) | 2019-07-25 | 2019-07-25 | 亲水化无机粉末和掺混有该亲水化无机粉末的化妆品 |
| PCT/JP2019/029295 WO2021014656A1 (ja) | 2019-07-25 | 2019-07-25 | 親水化無機粉体及び当該親水化無機粉体を配合した化粧料 |
| JP2021534523A JP7338899B2 (ja) | 2019-07-25 | 2019-07-25 | 親水化無機粉体及び当該親水化無機粉体を配合した化粧料 |
| EP19939005.5A EP4005551B1 (en) | 2019-07-25 | 2019-07-25 | Hydrophilized inorganic powder and cosmetic preparation containing said hydrophilized inorganic powder |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/JP2019/029295 WO2021014656A1 (ja) | 2019-07-25 | 2019-07-25 | 親水化無機粉体及び当該親水化無機粉体を配合した化粧料 |
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| Publication Number | Publication Date |
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| WO2021014656A1 true WO2021014656A1 (ja) | 2021-01-28 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2019/029295 Ceased WO2021014656A1 (ja) | 2019-07-25 | 2019-07-25 | 親水化無機粉体及び当該親水化無機粉体を配合した化粧料 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US12161736B2 (https=) |
| EP (1) | EP4005551B1 (https=) |
| JP (1) | JP7338899B2 (https=) |
| CN (1) | CN114144164B (https=) |
| WO (1) | WO2021014656A1 (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2025216285A1 (ja) * | 2024-04-10 | 2025-10-16 | 味の素株式会社 | 粉体の表面処理剤、表面処理した粉体及びそれを含む粉体組成物、複合粉体及びそれを含む粉体組成物、並びに粉体の製法及び粉体を表面処理する方法 |
| EP4454634A4 (en) * | 2021-12-21 | 2025-10-22 | Miyoshi Kasei Inc | AQUEOUS DISPERSION AND COSMETIC PREPARATION |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7824268B2 (ja) * | 2023-12-22 | 2026-03-04 | 株式会社アルビオン | 水中油型乳化組成物 |
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- 2019-07-25 WO PCT/JP2019/029295 patent/WO2021014656A1/ja not_active Ceased
- 2019-07-25 US US17/629,560 patent/US12161736B2/en active Active
- 2019-07-25 JP JP2021534523A patent/JP7338899B2/ja active Active
- 2019-07-25 EP EP19939005.5A patent/EP4005551B1/en active Active
- 2019-07-25 CN CN201980098755.0A patent/CN114144164B/zh active Active
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| EP4454634A4 (en) * | 2021-12-21 | 2025-10-22 | Miyoshi Kasei Inc | AQUEOUS DISPERSION AND COSMETIC PREPARATION |
| WO2025216285A1 (ja) * | 2024-04-10 | 2025-10-16 | 味の素株式会社 | 粉体の表面処理剤、表面処理した粉体及びそれを含む粉体組成物、複合粉体及びそれを含む粉体組成物、並びに粉体の製法及び粉体を表面処理する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP4005551A1 (en) | 2022-06-01 |
| CN114144164A (zh) | 2022-03-04 |
| JPWO2021014656A1 (https=) | 2021-01-28 |
| US12161736B2 (en) | 2024-12-10 |
| JP7338899B2 (ja) | 2023-09-05 |
| EP4005551A4 (en) | 2023-05-10 |
| EP4005551B1 (en) | 2025-05-07 |
| CN114144164B (zh) | 2024-07-30 |
| US20220265524A1 (en) | 2022-08-25 |
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