WO2001092376A1 - Compose de silicone et preparation cosmetique - Google Patents
Compose de silicone et preparation cosmetique Download PDFInfo
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- WO2001092376A1 WO2001092376A1 PCT/JP2001/004422 JP0104422W WO0192376A1 WO 2001092376 A1 WO2001092376 A1 WO 2001092376A1 JP 0104422 W JP0104422 W JP 0104422W WO 0192376 A1 WO0192376 A1 WO 0192376A1
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- Prior art keywords
- silicone
- cosmetic
- compound
- oil
- cosmetic according
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Classifications
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- 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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
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- 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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
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- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
-
- 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
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
Definitions
- the present invention relates to a sterol-modified silicone compound having a low melting point, and a cosmetic containing the silicone compound, and more particularly to a cosmetic which is excellent in stability, moisturizing property and adhesiveness and is easily manufactured.
- an emulsified cosmetic such as an oil-in-water type or a water-in-oil type.
- an emulsified cosmetic such as an oil-in-water type or a water-in-oil type.
- an activator it is necessary to use an activator, and there is a drawback that the deterioration of the sensory characteristics caused by the activator cannot be avoided. Therefore, it is also known that by adding ethylene oxide to the sterol compound, the crystallinity is reduced and the compound is imparted with hydrophilicity to give a compound having an emulsifying function. However, even in this case, the feeling of stickiness to the skin and skin cannot be eliminated.
- sterol-modified silicone compounds have been developed to improve such sensory characteristics (Japanese Patent Application Laid-Open No. Hei 4-144977). Cosmetics which have not yet been satisfactory have not been obtained. Accordingly, the present inventors have conducted intensive studies to solve the above-mentioned drawbacks. As a result, a sterol skeleton-containing silicone compound having low crystallinity, having no sticky feeling to the skin, having excellent sensory properties, and having hydrophilicity is also provided. And arrived at the present invention.
- a first object of the present invention is to provide a Stero monolectic silicone compound which has a low melting point and is hydrophilic and is suitable as an emulsified composition.
- a second object of the present invention is to provide a cosmetic excellent in stability and moisture retention. .
- silicone compounds wherein i O mp with represented by (4 _ a one b) / 2 is below 4 or less, ⁇ Pi is composed of ⁇ containing the compound.
- R 1 in the above general formula is the same or different carbon number having no aliphatic unsaturated bond:! Of ⁇ 1 0 a monovalent alkyl group, Ariru group, Ararukiru group, fluorine-substituted alkyl group, R 2 is Formula one (C p H 2p) O ( C q H 2q O) r - Organic represented by X
- the group, X is a monovalent residue excluding the sterol hydroxyl group.
- a, b are positive numbers satisfying 1.0 ⁇ a ⁇ 2.5, 0.000 l ⁇ b ⁇ l. 0, 1.5 ⁇ a + b ⁇ 2.6, respectively, and p is an integer from 2 to 6.
- Q is an integer of 2 to 4 and r is an integer of 3 to 200.
- R 1 in iO (4b ) / 2 is a monovalent alkyl or aryl, aralkyl, or fluorine-substituted alkyl group having 1 to 10 carbon atoms of the same or different kind having no aliphatic unsaturated bond.
- R 2 is formula one (C p H 2p) O ( C q H 2q O) organic group represented by r -X, X is a monovalent residue obtained by removing the hydroxyl group of sterol.
- a and b are positive numbers satisfying 1.0 ⁇ a ⁇ 2.5, 0.001 ⁇ b ⁇ 1.0, 1.5 ⁇ a + b ⁇ 2.6, respectively, and p is 2 to 6 Integer, q is an integer of 2 to 4, r is an integer of 3 to 200.
- R 1 examples include an alkyl group such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a noel group, and a decyl group; Saturated alicyclic hydrocarbon groups such as xyl groups; aryl groups such as phenyl and tolyl groups; and fluorine-substituted alkyl groups such as trifluoropropyl group, nonaphthyl hexyl group, and heptadecylph decyl group.
- the methyl group content is 50 mol% or more.
- the silicone compound of the present invention is obtained by subjecting a hydroxyl group-containing sterol compound to an addition reaction with at least one kind of alkylene alkylene selected from ethylene oxide, propylene oxide, butylene oxide, and tetrahydrofuran.
- the intermediate obtained by blocking the alkenyl ether can be obtained by carrying out an addition reaction with a siH-containing organohydrogenpolysiloxane.
- sterol compound As the sterol compound as a raw material, those having a hydroxyl group at the 3-, 16-, or 17-position of the steroid skeleton are preferable, and those having a hydroxyl group at the 3-position are particularly preferable.
- preferred sterol compounds include cholesterol, ergosterol, lanosterol, phytosterol, estradiol and the like. Among these, cholesterol is particularly preferable in consideration of the availability and productivity as a cosmetic oil agent.
- a is from 1.0 to 2.5, preferably from 1.2 to 2.2, and b is from 0.001 to 1.0, preferably from 0.005 to 0.5 .
- a + b is 1.5 to 2.6, preferably 1.8 to 2.2. This is because if a is less than 1.0, the siloxane content will decrease, and the effect of lowering the crystallinity will be small. If it is higher than 2.5, the sterol group content is low, and the adhesion to the skin is low. On the other hand, if b is less than 0.001, the content of sterol groups is reduced and the adhesion to the skin is reduced. If b is greater than 1.0, the siloxane content is reduced and the crystallinity is reduced. The effect of lowering is reduced.
- p is an integer of 2 to 6, preferably 3 or 4
- q is an integer of 2 to 4, preferably 2 or 3
- r is an integer of 3 to 200, preferably 5 to 10 It is an integer of 0.
- the cosmetic of the present invention contains the above-mentioned sterol-modified silicone compound of the present invention as an essential component.
- the sterol-modified silicone compound should be contained in an amount of 0.1 to 70.0% by weight as the component (a). Is preferred.
- (b) components such as phospholipids, compounds having an alcoholic hydroxyl group in the molecular structure, oils, water, powders, coloring agents, surfactants, cross-linked organopolysiloxanes, silicone resins, and ultraviolet protection components
- the content of the silicone compound (a) of the present invention contained in the cosmetic of the present invention is preferably 0.1 to 7.0% by weight, and particularly preferably 1.0 to 50% by weight. It is preferably 0% by weight. If the amount is less than 0.1% by weight, it is difficult to impart moisture retention to cosmetics using the same, and if the amount exceeds 70% by weight, stickiness tends to occur.
- Examples of the phospholipid (bl), which is one of the components (b) of the present invention, include phosphatidylcholine, phosphatidylethanolamine, phosphatidinoreserin, phosphatidinoregglycerol, phosphatidyl / Reinositol, sphingolin lipids and the like, as well as their analogs or compositions containing them, ie, soybean lecithin, egg yolk lecithin, and hydrogenated products thereof. These phospholipids may be used alone or in combination of two or more.
- the compound (b-2) having an alcoholic hydroxyl group in the molecular structure which is one of the constituent components (b) of the present invention, the following compounds are exemplified.
- alcohols examples include lower alcohols such as ethanol, propanol, and isopropanol; polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin, and diglycerin; ethylene glycol Examples include anorecomonomers such as noremonoanolequinole ether and diethyleneglyconolemonoethinoleether; sugar anoreconores such as sonorebitonele and maltose; cholesterol monoleate, sitosterol, phytosterol, and lanosterol.
- lower alcohols such as ethanol, propanol, and isopropanol
- polyhydric alcohols such as ethylene glycol, propylene glycol, 1,3-butylene glycol, glycerin, and diglycerin
- ethylene glycol Examples include anorecomonomers such as noremonoanolequinole ether and diethyleneglyconolemonoethinoleether; sugar
- water-soluble biopolymers examples include gum arabic, gum tragato, arabinogalatatan, locust bean gum (carop gum), guar gum, karaya gum, carrageenan, pectin, agar, quince seed (malmaceae), starch (rice, corn and corn).
- Plant-based polymers such as leisho, wheat), alge colloid, trant gum, locust bean gum; microbial polymers such as xanthan gum, dextran, succinoglucan, and pullulan; animal-based polymers such as collagen, casein, albumin, and gelatin ;
- Starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch, methylcellulose, ethylcellulose, methylhydroxypropylcellulose, canolepoxmethinoresenorelose, droxymethinoresenorelose, hydroxypropinolecellulose, Cellulosic polymers such as nitrocellulose, sodium cellulose sulfate, sodium propyloxymethylcellulose, crystalline cellulose and cellulose powder; alginic acid polymers such as sodium alginate and propylene glycol alginate;
- Such polymers also include film-forming agents such as polyvinyl alcohol and polyvinyl bipyrrolidone.
- the content of the compound (b-2) having an alcoholic hydroxyl group in the molecular structure used in the cosmetic of the present invention varies depending on the dosage form of the cosmetic, but is 0.1 to 70.0% by weight. Is preferred, especially 1 It is preferably from 0 to 50.0% by weight. When the content is less than 0.1% by weight, effects such as moisturizing property, antibacterial property and pie resistance are insufficient, and when the content is more than 70.0% by weight, stickiness is increased, which is not preferable as a cosmetic.
- Natural animal and vegetable oils and fats, and semi-synthetic oils include apogado oil, linseed oil, almond oil, botaro wax, eno oil, olive oil, cocoa butter, kapok wax, cocoa oil, carnaupallow, liver oil, candelilla, beef tallow, cow Leg fat, beef bone fat, hardened beef tallow, oil of kyonin, spermaceti, hardened oil, wheat germ oil, sesame oil, rice germ oil, rice oil, sugar cane wax, southern oil, safflower oil, shea butter, cinnamon oil, cinnamon Oil, Jojopalou, shellac wax, turtle oil, soybean oil, teaseed oil, camellia oil, evening primrose oil, corn oil, lard oil, rapeseed oil, Japanese kiri oil, bran oil, fl3i bud oil, horse fat,
- hydrocarbon oils examples include ozokerite, squalane, squalene, ceresin, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, and petrolatum; and higher fatty acids such as lauric acid, myristic acid, palmitic acid, and stearic acid. , Behenic acid, pendecylene acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexanoic acid (DHA), isostearic acid, 12-hydroxystearic acid, etc .;
- Higher alcohols include lauryl alcohol, myristyl alcohol, and palmi Cylanore konore, stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyl decanol, octyl dodecanol, cetostearyl alcohol, 2-decyltetradecinole, cholesterol monole Tostero monoester, POE cholesterol monoester, monostearyl glycerin ether (bacyl alcohol), monooleyl glyceryl ether (serakyl alcohol), etc .;
- ester oils examples include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptyl pendecyl adipate, N-alkyl glycol monoisostearate, isosetyl isostearate, trimethylone triisostearate, and di-2-octane.
- glyceride oils include acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, and triglyceride.
- silicone oil examples include dimethylpolysiloxane, methylphenylpolysiloxane, methinorehydrodienepolysiloxane, low-viscosity to high-viscosity organopolysiloxanes such as dimethinolesiloxane and methinorephenylsiloxane copolymer, and octamethylcyclotetrasiloxane.
- Cyclic siloxane such as decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogencyclotetrasiloxane, tetramethyltetraphenylcyclotetrasiloxane, gum dimethylpolysiloxane with high polymerization degree, gum dimethyl Silicone rubber such as siloxane / methylphenylsiloxane copolymer, cyclic siloxane solution of silicone rubber, trimethylsiloxykeic acid, trimethylsiloxyke Cyclic siloxane solution of carboxylic acid, higher alkoxy-modified silicone such as stearoxysilicone, higher fatty acid-modified silicone, alkyl-modified silicone, amino-modified silicone, fluorine-modified silicone, silicone resin, silicone resin, etc .; Examples include perfluoropolyether, perfluorodecalin, perfluorooctane, pitch flu
- the structure of the silicone oil is not particularly limited, and may be linear, branched, or cyclic, but it is particularly preferable that most of the silicone oil be composed of a single [Si-O] n-skeleton.
- the part of the molecule may have an S i- (CH 2 CH 2) m-S i- bond 0
- oil agents can be used alone or in combination of two or more as necessary. These usage varies depending cosmetic dosage form, usually is 0.1 to 5 0. 0 wt%, preferably at less than 1. B 0 0 to 3 0% by weight. 1 wt% There is the effect of the oil can not be exerted, 5 0. can not be sufficiently exhibit the effect of 0 weight 0/0 exceeds the scan Terol modified silicone compound of the present invention.
- water (b-4) may be further added as a component of the cosmetic composition, if necessary.
- the content is 0.1 to 90.0% by weight, and the content is appropriately increased or decreased depending on the form of the cosmetic.
- the cosmetic of the present invention is excellent only in the above-mentioned components (a) and (b-1) to (b-4).
- the following components (b-5), (b-6), (b-7), (b-8), and (b-9) can be added as necessary. Can be.
- the component (b-5) is a powder and / or a colorant exemplified below.
- the powder is used in ordinary cosmetics, its shape (spherical, rod-like, needle-like, plate-like, irregular, scale-like, spindle-like, etc.) and particle size (tact-like, fine particles) , Pigments, etc.) and particle structure (porous, non-porous, etc.).
- powders include inorganic powders, organic powders, surfactant metal salt powders, colored pigments, pearl pigments, metal powder pigments, and natural pigments.
- Inorganic powders include titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, my force, kaolin, sericite, and muscovite , Synthetic mica, phlogopite, phlogopite, biotite, lithia mica, silicate, silicate, aluminum silicate, magnesium silicate, aluminum magnesium silicate, calcium silicate, barium silicate, strontium silicate, Metal tungstate, hydroxyapatite, vermiculite, heidilite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder ", calcium diphosphate, alumina, aluminum hydroxide, boron nitride, Boron, shea silica and the like.
- Organic powders include polyamide powders, polyester powders, polyethylene powders, polypropylene powders, polystyrene powders, polyurethane powders, benzoguanamine powders, polymethylbenzoguanamine powders, polytetrafluoroethylene powders, and polymethylmetallic powders.
- Rate powder Cellulose powder, Shinorek powder, Nylon powder, 12 Nylon powder, 6 Nylon powder, Silicone powder, Silicone rubber powder, Silicone elastomer spherical powder, Styrene acrylic acid copolymer , Divinylbenzene 'styrene copolymer, vinyl resin, urea resin, phenol resin, fluororesin, silicone resin, acrylic resin, melamine resin, epoxy resin, and polycarbonate And powder of microcrystalline fiber, starch powder, lauroyl lysine powder and the like.
- silicone resin and silicone elastomer are used as bones.
- the powder has the following characteristics and that the molecular skeleton has one [Si-O] n- repeating unit.
- one part of the molecule may have one S i— (CH 2 CH 2 ) m— $ i— bond
- the surfactant metal salt powder includes zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, Zinc sodium cetyl phosphate and the like.
- Colored pigments include inorganic red pigments such as iron oxide, iron hydroxide, and iron titanate; inorganic brown pigments such as iron oxide; inorganic yellow pigments such as yellow iron oxide and loess; black iron oxide; Inorganic black pigments, inorganic violet pigments such as manganese violet and cobalt violet, inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate, and inorganic blue pigments such as navy blue and ultramarine Pigments and tar pigments are raked, natural pigments are raked, and synthetic resin powder obtained by combining these powders is exemplified.
- inorganic red pigments such as iron oxide, iron hydroxide, and iron titanate
- inorganic brown pigments such as iron oxide
- inorganic yellow pigments such as yellow iron oxide and loess
- black iron oxide black pigments
- inorganic violet pigments such as manganese violet and cobalt violet
- pearl pigments examples include titanium oxide coated bismuth, bismuth oxychloride, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, fish scale foil, titanium oxide coated colored mica, etc .; , Power hopper powder, stainless steel powder and the like.
- Red as a tar dye No., Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220, Red No. 206, Red 227, Red 228, Red 230, Red 401, Red 505, Yellow 4, Yellow 5, Yellow 202, Yellow 203 , Yellow 204, yellow 401, blue 1, blue 2, blue 201, blue 404, green 3, green 201, green 204, green 205, orange 210, orange 203, orange 204, orange 206, orange 207, etc .; natural pigments include carminic acid, raccaic acid, calsamine, brasilin And crocin.
- these powders there may be used composite powders and powders treated with general oils, silicone oils, fluorine compounds, surfactants and the like as long as the effects of the present invention are not impaired.
- fluorine compound treatment silicone resin treatment, pendant treatment, Silane coupling agent treatment, titanium coupling agent treatment, oil treatment, N-acylated lysine treatment, polyacrylic acid treatment, metal stone treatment, amino acid treatment, inorganic compound treatment, plasma treatment, mechanochemical treatment, etc.
- Surface treatment may be applied.
- elastomers such as silicone elastomer spherical powder, polyethylene powder, polypropylene powder, polytetrafluoroethylene powder, silicone rubber powder, and polyurethane powder
- the aging stability and feel of the product can be improved.
- these powders can be used alone or in combination of two or more.
- the amount of the powder varies depending on the dosage form of the cosmetic, but it is 0.1 to 50% by weight, preferably 0.5 to 30% by weight, based on the total amount of the cosmetic. It is.
- at least a part of these powders can be replaced with the coloring agent described above.
- the component (b-6) is a surfactant exemplified below.
- Surfactants used in the present invention include anionic, cationic, nonionic and amphoteric surfactants.
- the surfactant is not particularly limited in the present invention and is used in ordinary cosmetics. Any surfactant can be used. Specific examples are given below.
- anionic surfactant examples include fatty acid soaps such as sodium stearate and triethanolamine palmitate, alkyl ether carboxylic acids and salts thereof, carboxylic acid salts such as condensates of amino acids and fatty acids, alkyl sulfonic acids, and alkene sulfones.
- Acid salt fatty acid ester sulfonate, fatty acid amide sulfonate, alkyl sulfonate and its formalin condensate, sulfonate, alkyl sulfate ester, secondary higher alcohol sulfate, alkyl and aryl ether Sulfate, sulfate of fatty acid ester, sulfate of fatty acid alkylolamide, sulfate of roast oil, etc., alkyl phosphate, ether phosphate, alkylaryl ether phosphate, amidophosphoric acid Salt, N-Asilami There are acid-based active agent.
- thiothionic surfactant examples include alkylamine salts, amine salts such as polyamines and aminoalkyl fatty acid derivatives, alkyl quaternary ammonium salts, and aromatic quaternary salts. There are ammonium salt, pyridium salt, imidazolym salt and the like.
- Nonionic surfactants include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkyl ether, polyoxypropylene alkyl ether Polyoxyethylene alkylphenyl ether, Polyoxyethylene fatty acid ester, Polyoxyethylene sorbitan fatty acid ester, Polyoxyethylene sorbitol fatty acid ester, Polyoxyethylene glycerin fatty acid ester, Polyoxyethylene propylene glycol fatty acid ester, Polyoxyethylene castor oil, polyoxyethylene hard castor oil, polyoxyethylene phytostanol monoleate Ter, polyoxyethylene phytosterol ether, polyoxyethylene cholesterol ether, polyoxyethylene cholesteryl ether, polyoxyalkylene-modified organopolysiloxane, polyoxyalkylene / alkyl co-modified organopolysi
- amphoteric surfactant examples include betaine, an aminocarboxylate, and an imidazoline derivative.
- the amount is preferably from 1 to 20% by weight, more preferably from 0.5 to 10% by weight, based on the total amount of the cosmetic.
- the component (b-7) is a crosslinked organopolysiloxane.
- the crosslinked organopolysiloxane preferably swells with a low-viscosity silicone of 0.65 to 100 mm 2 / sec (25 ° C.) and a low-viscosity silicone of its own weight or more.
- the crosslinking agent of the crosslinked organopolysiloxane has an average of 1.5 or more vinyl reactive sites in the molecule, and reacts with a hydrogen atom directly bonded to a silicon atom. It is preferable to form a crosslinked structure.
- the crosslinked organopolysiloxane contains at least one member selected from the group consisting of a polyoxyalkylene moiety, an alkyl moiety, an alkyl moiety, an aryl moiety, and a fluoroalkyl moiety in a crosslinked molecule. Is preferred.
- the compounding amount is based on the total amount of the cosmetic composition. It is preferably 0.1 to 30.0% by weight, more preferably 1.0 to 10.0% by weight.
- the component (b-8) is a silicone resin such as an acrylic / silicone graft copolymer or a block copolymer-silicone network compound, and is preferably an acrylic silicone resin.
- the silicone resin is particularly preferably an acrylic silicone resin containing in its molecule at least one selected from the group consisting of a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety and a fluoroalkyl moiety. .
- the silicone resin is preferably a silicone network compound.
- the amount of the silicone resin such as the acrylic Z silicone graft copolymer, the block copolymer, or the silicone network compound is 0.1 to 20.0% by weight based on the total amount of the cosmetic. preferably, more preferably 1 0:. a L 0 0 weight 0/0..
- the component (b-9) is a UV protection component, and includes an organic UV absorber in addition to the aforementioned inorganic pigments, UV scattering agents such as metal powders, and the like.
- organic UV absorber in addition to the aforementioned inorganic pigments, UV scattering agents such as metal powders, and the like.
- Specific examples include para-aminobenzoic acid, ethyl para-aminobenzoate, dali-seryl para-aminobenzoate, amyl para-dimethylaminobenzoate, octyl para-dimethylamino benzoate, 4- [N, N-di (2 —Hydroxypropyl) amino] Benzoic acid ester UV absorbers such as ethyl benzoate;
- Salicylic acid UV absorbers such as methyl salicylate, ethylene glycol salicylate, phenyl salicylate, otatyl salicylate, benzyl salicylate, p-tert-butylphenyl salicylate, homomenthyl salicylate, etc .; benzyl citrate, paraethoxy cinnamate 2-ethoxyxyl, parametyl Ca-cinnamic UV absorbers such as octyl toxic citrate and glyceryl mono-l-ethyl hexoxy cinnamate; UV-absorbents such as perocanic acid and perethyl carbocanate Hydroxymethoxybenzophenone, Hydroxymethoxybenzophenone sunolefonic acid, Hydroxymethoxybenzophenones / sodium lephonate, Dihydroxymethoxybenzophenone, Dihydroxydimethoxybenzophenone Dishonolefon Sodium, 2,4-dihydroxy
- the amount is preferably from 0.1 to 20.0% by weight, more preferably from 1.0 to 10.0% by weight, based on the total amount of the cosmetic.
- organic UV absorbers 2-ethylhexyl paramethoxycaielate and 4-tert-butyl-4-methoxydibenzoinolemethane are particularly preferably used.
- the polymer powder may be hollow.
- the average uniform primary particle size of the polymer powder is preferably in the range of 0.1 to 50 ⁇ m, and the particle size distribution may be broad or sharp.
- the polymer include acrylic resin, methacrylic resin, styrene resin, urethane resin, polyethylene resin, polypropylene resin, polyethylene terephthalate resin, silicone resin, nylon resin, and acrylamide resin. Powders obtained by incorporating an organic ultraviolet absorber in the range of 0.1 to 30.0% by weight of the polymer powder in these polymer powders are preferred. Particularly, 4-t-butyl-4'-methoxy-1-dibenzoylmethane is preferred. Is preferably blended.
- the cosmetic of the present invention includes components, film-forming agents, oil-soluble gelling agents, organically modified clay minerals, resins, humectants, preservatives, which are used in ordinary cosmetics as long as the effects of the present invention are not impaired.
- oil-soluble gelling agents include metal soaps such as aluminum stearate, magnesium stearate and zinc myristate, N-lauroylu L-glutamine Acids, amino acids such as a, di-n-butylamine, dextrin palmitic acid ester, dextrin stearate ester, dextrin 2-ethylethyl ester dextrin fatty acid ester such as oxalate palmitate ester, sucrose palmitate ester Sucrose fatty acid esters such as sucrose stearic acid ester, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol, dibenzylidene sorbitol, dimethylbenzyl dodecyl ammonium montmorillonite, dimethyl dioctadecyl ammonium montmorillonite Gelling agents selected from organically-modified clay minerals such as clay are exemplified. These oil-soluble gelling agents may be
- humectants include glycerin, sorbitol, propylene glycol, dipropylene glycolone, 1,3-butylene glycolone, gusoleose, xylitolone, maltitol, polyethylene glycol, hyaluronic acid, chondroitin sulfate, pyrrolidone carboxylate, and polylactic acid.
- Antibacterial preservatives include alkyl paraoxybenzoate, benzoic acid, sodium benzoate, sorbic acid, sodium sorbate, phenoxyethanol, and antibacterial agents include benzoic acid, salicylic acid, phenolic acid, sorbic acid, There are alkyl paraoxybenzoate, parachlorometacresol, hexaclofen, benzanolecone chloride, chlorhexidine chloride, trichlorocarbanilide, triclosan, photosensitizer and phenoxyethanol.
- Antioxidants tocopherol, butylhydroxyanisole, diptylhydroxytoluene, phytic acid, etc .
- pH regulators lactic acid, citric acid, glycolic acid, cono, citric acid, tartaric acid, dl-malic acid , Potassium carbonate, sodium hydrogencarbonate, ammonium hydrogencarbonate, etc .
- chelating agents such as alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid, etc .
- cooling agents such as L-menthol, camphor, etc.
- the anti-inflammatory agent include allantoin, glycyrrhetinic acid, tranexamic acid, and azulene.
- ingredients for beautifying skin include placental extract, arbutin, daltathione, whitening agents such as saxifrage extract, royal jelly, photosensitizer, cholesterol derivatives, and calf blood extraction Cell activator for effusions, skin roughness improver, perenylamide noelate, benzyl nicotinate, nicotinic acid] 3-butoxyshethyl ester, capsaicin, zingerone, cantaristin tincture, dictamore / le, caffeine, tannic acid , ⁇ - Borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandate, cinnarizine, tolazoline, acetylcholine, verapamil, cepharanthin, ⁇ -oryzanol, etc., blood circulation enhancers such as zinc oxide, tannic acid, etc.
- Antiseborrheic agents such as thiol,
- vitamins examples include vitamin A such as vitamin oil, retinol / re, retinol acetate, retinol normitate, vitamin B2 such as riboflavin, riboflavin butyrate, and flavin adenine nucleotide, pyridoxine hydrochloride, and pyridoxine. Doxin dioctanoate, pyridoxine Torino ,.
- Vitamin B6 such as lumitate, vitamin B12 and its derivatives, vitamin B such as vitamin B15 and its derivatives, L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid 1-2 —Vitamin Cs such as sodium sulfate, di-estenoresalidium phosphate L-asco-olevic acid, vitamin Ds such as ergocalciferol and cholecalciferol, ⁇ -tocopherol / re, jS-tocophere —Nore, T / —Tocopheronore, acetic acid d 1— (3 ⁇ 4—Tocopheronole, nicotinic acid d 1— ⁇ —Tocopherol, succinic acid d 1—Hitachi tocopheronole and other vitamins, vitamin H, Vitamin P, nicotinic acid, nicotinic acid such as benzyl nicotinate, nicotinic acid amide,
- Amino acids include glycine, phosphine, leucine, isoleucine, serine, threonine, fenii / realayun, argyene, lysine, aspartic acid, glutamate, cystine, cystine, methioyun, tryptophan, etc.
- Hormones such as deoxyribonucleic acid include estradiol, etruestradio / re, and the like.
- Astringent components include aluminum chlorohydrate and aluminum monozirconium chloride mouth hydrate.
- cosmetic of the present invention are not particularly limited, but preferred examples thereof include skin care products, hair products, antiperspirant products, make-up products, UV protection products, and fragrance solvents.
- skin care products for example, emulsions, creams, lotions, calamine lotions, sunscreens, suntans, aftercare prosessions, pre-chased lotions, packs, cleansings, facial cleansers, anti-acne cosmetics, basic cosmetics such as essence, foundations , White powder, eyeshadow, eye liner, eyebrow, teak, lipstick, nail color, make-up cosmetics, shyanbu, rinse, conditioner, hair color, hair tonic, set agent, body powder, deodorant, hair remover, stone Trials, body shampoos, bath salts, hand soaps, perfumes, etc.
- Example 2 There is no particular limitation on the form of the product, and it can be applied to a liquid, an emulsion, a cream, a solid, a paste, a gel, a powder, a multilayer, a mousse, a spray, and the like.
- Example 3 There is no particular limitation on the form of the product, and it can be applied to a liquid, an emulsion, a cream, a solid, a paste, a gel, a powder, a multilayer, a mousse, a spray, and the like.
- the reaction product was heated under reduced pressure to distill off the solvent, followed by filtration to obtain a compound represented by the following average composition formula.
- This compound was pale yellow and transparent, and had a viscosity at 25 ° C of 1200 mm 2 /sec.Example 2.
- This compound was pale yellow and transparent, and had a viscosity of 220 Omm 2 / sec at 25 ° C.
- a phytosterol derivative represented by the following average formula (5) (here, organic group B represents a phytosterol residue);
- This compound was a pale yellow solid and had a melting point of 30 ° C.
- the reaction product was heated under reduced pressure to distill off the solvent, followed by filtration and represented by the following average composition formula.
- This danjido product was pale yellow and transparent, and had a viscosity at 25 of 590 mm 2 Z seconds.
- various cosmetics were prepared using the compounds obtained in Examples:! To 4, and evaluated by the following methods.
- the sensory characteristics of the prototype were evaluated using 10 specialized panelists. Each sensory characteristic was evaluated as +5 when it was superior and 0 when it was inferior, and the evaluation was performed on a four-point scale in the meantime. The total score of all members was used as the evaluation result. Therefore, the higher the score, the higher the evaluation.
- a lotion was obtained according to the following formulation.
- the compounding amount represents weight%.
- the evaluation results are shown below.
- the examples of the present invention have higher transparency in appearance than the comparative examples. And excellent storage stability. Also, when applied to the skin, a refreshing feeling was obtained and the adhesion was good.
- Lipstick was obtained according to the following formula.
- the amount is wt% t
- the penetration load values were almost the same, but at 40 ° C., the product of the present invention showed a load value approximately 1.5 times that of the comparative example. That is, it is possible to obtain a lipstick that hardly becomes hard even at a low temperature and hard to be softened even at a high temperature. The stretching and adhesion on the lips were also excellent.
- Titanium oxide coated mica 1.0
- the suntan cream obtained as described above has a fine texture, spreads lightly, has no stickiness or oiliness, and is moist, fresh, and refreshing In addition to giving a good feeling of use, it has a good fit and good makeup lasting. In addition, there was no change such as separation or agglomeration of the powder with temperature or aging, and it was confirmed that the composition was excellent in stability and that it had good stability.
- Hydrophobic treatment Powder treated with 2% methylhydrogenpolysiloxane and heated.
- the foundation obtained as described above has a fine texture, spreads lightly, is not sticky or greasy, gives a moist and fresh, refreshing feeling, and has a good makeup lasting. It was confirmed that the film did not change with temperature or aging and was excellent in stability.
- Vitamin E acetate 0.1
- A Components 1 to 6 and 11 to 12 were mixed by heating.
- the hair cream obtained as described above is lightly spread, free of stickiness and oiliness, and gives a moist, fresh and refreshing feeling, as well as water resistance, water repellency, and sweat resistance It was confirmed that it had good durability and did not change with temperature or aging.
- Silicone compound of Example 3 20.0 3. Polyether oleyl co-modified silicone * 5.0.
- the eyelintal cream obtained as described above spreads lightly, has no stickiness or oily spots, gives a moist, fresh and refreshing feeling, and has good holding properties and changes with temperature and aging. It was confirmed that there was no stability and the stability was excellent.
- the cream obtained as described above is lightly spread, free of stickiness and oiliness, gives a moist and fresh, refreshing feeling, and has good water resistance and water repellency and good holding It was confirmed that the composition did not change with temperature or aging and was excellent in stability.
- Vitamin E acetate 0.1
- the hand cream obtained as described above spreads lightly, does not have stickiness or greasyness, gives a moist, fresh and refreshing feeling, and has good water resistance and water repellency. It has good stability and does not change with temperature or aging! /, It was confirmed.
- the sunscreen cream obtained as described above has a fine texture and spreads, is fresh as a toe, and has no stickiness.Therefore, the sand is not strong at all and its usability is very good. . In addition, it has good durability, has a long-lasting UV protection effect, and has excellent stability without being changed by temperature or aging.
- Purified water balance * KF-6026 (Shin-Etsu Chemical Co., Ltd.
- the cream obtained as described above is lightly spread, free of stickiness and oiliness, gives a moist and fresh, refreshing feeling of use, and has good water resistance and water resistance. It was confirmed that it did not change with temperature or aging and had excellent stability.
- A Components 1 to 4 were mixed, and components 5 to 7 were added and dispersed uniformly.
- Silicone-treated black iron oxide a product obtained by adding 2% methyl hydrogenpolysiloxane to black iron oxide and then heating.
- the eyeliner obtained as described above is light and has no oiliness or powderiness.
- Example 19 Liquid emulsified foundation
- the liquid emulsified foundation obtained as described above has a low viscosity, fine texture, light spread, no stickiness or oiliness, and a moist, fresh and refreshing feeling. As well as giving, the makeup lasts well and does not change with temperature or aging and has excellent stability!
- Polio monooleate (20 E.O.) 0.5
- Example 21 Transparent gel cosmetic which was confirmed to have no stability and excellent stability
- the transparent gel cosmetic obtained as described above spreads lightly, has no stickiness or greasyness, gives a moist, fresh, fresh feeling, and is easy to adjust to the skin, It was confirmed that it did not change over time and was stable and excellent in raw material.
- A Components 1 to 3 were mixed uniformly.
- the cream obtained as described above has a fine texture, light spread, no stickiness and no oil spots, gives a moist, fresh and refreshing feel, and is easy to blend into the skin and whitens. It was confirmed that it was excellent in effect, and did not change with temperature or aging, and was also excellent in stability.
- Silicone compound of Example 4 18.0 2. Dimethylpolysiloxane (6 cs) 6.0 3. Squalane 5.04, Neopentylglycol dioctanoate 3 0 5. JU / Reter 1,06 Polyetherenole modified silicone * 2.07 Distearin Acidodium salt 0 2
- the emulsion obtained as described above is low-viscosity, fine-textured, lightly spread, free of stickiness and oiliness, and gives a moist, fresh and refreshing feeling.
- the durability was very good, and it was confirmed that it did not change with temperature or aging and had excellent stability.
- the emulsion obtained as described above is low-viscosity, fine-textured, lightly spreadable, free of stickiness and oiliness, and gives a moist, fresh and refreshing feeling. Also, it was confirmed that it did not change with temperature or aging and had excellent stability.
- the sunscreen cream obtained as described above had a fine texture, was light in spread, was moist and fresh, had no oiliness or stickiness, and had excellent usability.
- it has good water resistance and sweat resistance, so it has good makeup lasting, has a long-lasting UV protection effect, and has excellent stability without being changed by temperature or aging.
- the cream obtained as described above had a fine texture, spread lightly, was fresh and durable, had no oiliness or stickiness, and was very good in usability.
- it has excellent water resistance and durability, has a long lasting effect, has a long-lasting UV protection effect, and has excellent stability without being changed by temperature or aging.
- B Components 1 to 6 and 15 were heated and mixed, and A was added and uniformly dispersed and mixed.
- C Components 12 to 13 and 17 were heated and then added to B to emulsify. After rejection for 7 times, components 14 and 16 were added to obtain a foundation.
- the foundation obtained as described above has no stickiness, spreads lightly, has a refreshing high refreshing sensation, has a good emulsified state, is not significantly affected by temperature, It was confirmed that the material had very excellent stability without separation or separation over time.
- Palmitic acid 0.5
- A Components 8 to 12 were uniformly mixed.
- B Ingredients:! ⁇ 7 and 16 were heated and mixed at 70 ° C, A was added and uniformly dispersed and mixed
- Components 13 to 18 were heated to 70 ° C., added to B, cooled, and cooled, followed by addition of Component 17 to obtain a liquid foundation.
- the liquid foundation obtained as described above has no stickiness, is light in spreading, has a refreshing high refreshing sensation, is in a good noodle state, and is durable. It was confirmed that it was excellent, was not so affected by temperature, and had very good stability over time.
- Components 1 to 5 were mixed by heating, and Component 6 was uniformly dispersed.
- the sunscreen solution obtained as described above has low viscosity, fine texture, light spread, no stickiness, and has moist and fresh usability.
- the anti-ultraviolet effect lasted due to the excellent durability.
- the powder dispersion stability and the emulsification stability were extremely excellent irrespective of the temperature and aging.
- Example 31 Sunscreen emulsion
- a ⁇ Components 1 to 6 were heated and mixed, and component 7 was uniformly dispersed.
- the sunscreen milky lotion obtained as described above has a fine texture, is lightly spread, has no stickiness, is moist and fresh, and has a good durable finish. In addition, it was confirmed that the material did not change with temperature or aging, and was very stable.
- the essence obtained as described above has a fine texture, spreads lightly, has no stickiness, is moist and fresh, and has excellent stability without being changed by temperature or aging. It was confirmed that.
- B was gradually added to A and emulsified to obtain a cream.
- the cream obtained as described above despite containing a large amount of citric acid, spreads lightly during application, has no stickiness, and does not sticky even after use. However, it was confirmed that the temperature stability and the stability which does not change with time were very excellent.
- the after-shave cream obtained as described above has a high viscosity, does not sag, spreads lightly during application, has no stickiness, and after application, it becomes soft and moist. It was confirmed that it had excellent usability with a very good feel and was also very excellent in stability.
- D 65 parts of C and 35 parts of a propellant (a mixture of ⁇ -butane, isobutane and propane) were added to the aerosol to obtain a deodorant.
- a propellant a mixture of ⁇ -butane, isobutane and propane
- B Ingredients ;! 66 was heated and mixed at 70, A was added and uniformly dispersed and mixed.
- C Components 14 to 17 and 19 were heated to 40, gradually added to B, emulsified, cooled, and added with Component 18 to obtain a liquid foundation.
- the liquid foundation obtained as described above has no stickiness, spreads lightly, has a refreshing high refreshing sensation, does not change with temperature and time, and has very high stability. It was found to be excellent.
- Aerosil R972 (Nippon Aerosil)
- Components 1 to 5 were mixed uniformly, and components 6 to 7 were added and dispersed uniformly.
- Components 8 to 10 were added to and dissolved in Component 14, and Components 11 and 12 were added after uniformity.
- Zinc stearate 2.0 10. Vitamin E acetate 3.0
- A Components 1 to 6 and 9 to 10 were mixed uniformly, and components 7 to 8 were added and dispersed uniformly.
- the hand cream obtained as described above has no stickiness, spreads lightly, has a refreshing feeling, effectively protects the skin from water work, and has a very stable temperature. It was confirmed that it was excellent.
- Components 1-2 and 4-7 were mixed, and component 3 was added and uniformly mixed and dispersed.
- Zinc oxide treated with silicic anhydride particle size 0.01% containing zinc oxide 0.01: Silica with L 0 ⁇ ; Sansufair SZ-5 (manufactured by Asahi Glass Co., Ltd.)
- Components 6 to 9 were uniformly mixed and dispersed.
- the cream obtained as described above has no stickiness, spreads lightly, has excellent suppleness, good adhesion, good fit, and has a very glossy finish and very long lasting makeup. It did not change with temperature or aging, and it was confirmed that the stability was excellent.
- A Components ad were mixed, and 1% methylhydrogenpolysiloxane was added to the powder, followed by heat treatment with calo.
- Component 2 was added to part of component 1 to make it uniform, and component 7 was added and dispersed with beads.
- the sun-cut cream obtained as described above has no stickiness, spreads lightly, has excellent adhesion, is well-fitted, has a glossy finish, and has an extremely long lasting makeup. It was confirmed to be very stable over time and over time.
- Example 44 OZW hand cream
- Example 45 OZW hand cream
- Example 46 Aerosol composition confirmed to be very stable against odor
- the aerosol yarn composition of the product of the present invention obtained as described above has a high deodorizing effect, has no stickiness or weight at the time of application, has a light spread, and has a smooth and smooth feel. It has good re-dispersibility and good usability.
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Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/297,064 US6984390B2 (en) | 2000-06-01 | 2001-05-25 | Silicone compound and cosmetic preparation |
DE60127551T DE60127551T2 (de) | 2000-06-01 | 2001-05-25 | Silikonverbindung und kosmetische zubereitung |
EP01932278A EP1291377B8 (en) | 2000-06-01 | 2001-05-25 | Silicone compound and cosmetic preparation |
KR1020027016277A KR100754347B1 (ko) | 2000-06-01 | 2001-05-25 | 실리콘화합물 및 화장료 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000164337A JP4920815B2 (ja) | 2000-06-01 | 2000-06-01 | 化粧料 |
JP2000-164337 | 2000-06-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001092376A1 true WO2001092376A1 (fr) | 2001-12-06 |
Family
ID=18667971
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2001/004422 WO2001092376A1 (fr) | 2000-06-01 | 2001-05-25 | Compose de silicone et preparation cosmetique |
Country Status (6)
Country | Link |
---|---|
US (1) | US6984390B2 (ja) |
EP (1) | EP1291377B8 (ja) |
JP (1) | JP4920815B2 (ja) |
KR (1) | KR100754347B1 (ja) |
DE (1) | DE60127551T2 (ja) |
WO (1) | WO2001092376A1 (ja) |
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EP1491178A1 (en) * | 2002-03-11 | 2004-12-29 | Kanebo Cosmetics Inc. | Cosmetics |
WO2006115816A1 (en) * | 2005-04-23 | 2006-11-02 | Elc Management Llc | Cosmetic compositions containing an aqueous dispersion of silicone elastomers and methods of use |
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DE10059239A1 (de) * | 2000-11-29 | 2002-06-06 | Cognis Deutschland Gmbh | Kosmetische und/oder pharmazeutische Emulsionen |
JP3670211B2 (ja) * | 2000-12-25 | 2005-07-13 | ポーラ化成工業株式会社 | 粉体を含有するローション製剤 |
US20040202627A1 (en) * | 2001-08-10 | 2004-10-14 | Akihiro Kuroda | Cometics and makeup method |
WO2003024413A1 (fr) * | 2001-09-14 | 2003-03-27 | Shin-Etsu Chemical Co., Ltd. | Composition et preparation cosmetique contenant ladite composition |
GB0205531D0 (en) * | 2002-03-08 | 2002-04-24 | Unilever Plc | Hair treatment compositions |
JP2003286125A (ja) * | 2002-03-28 | 2003-10-07 | Kose Corp | 油中水型乳化化粧料 |
GB0209485D0 (en) * | 2002-04-25 | 2002-06-05 | Procter & Gamble | Durable fiber treatment composition |
AU2003281485A1 (en) * | 2002-07-22 | 2004-02-09 | Unilever Plc | Hair care composition |
US20050255052A1 (en) * | 2002-07-22 | 2005-11-17 | Gerald Adams | Hair care composition |
AU2002950308A0 (en) * | 2002-07-23 | 2002-09-12 | Phoenix Eagle Company Pty Ltd | Topically applied composition |
CN100579506C (zh) * | 2003-05-14 | 2010-01-13 | 株式会社高丝 | 化妆品 |
US20050257718A1 (en) * | 2004-05-22 | 2005-11-24 | Engelhard Corporation | Natural Pearl in Butylene Glycol |
DE102005056497A1 (de) * | 2005-11-28 | 2007-05-31 | Beiersdorf Ag | Transparente oder transluzente Gele |
JP4957001B2 (ja) * | 2006-01-30 | 2012-06-20 | 日油株式会社 | 末端アルケニル基含有ポリオキシアルキレンステロール誘導体の製造方法 |
WO2007137128A1 (en) | 2006-05-19 | 2007-11-29 | Mary Kay Inc. | Glyceryl and glycol acid compounds |
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US7906671B2 (en) * | 2006-11-03 | 2011-03-15 | Exxonmobil Chemical Patents Inc. | Fluids having silicone groups and organic groups containing esters |
JP5441899B2 (ja) * | 2007-06-29 | 2014-03-12 | ダウ・コーニング・コーポレイション | ポリアルキルオキシレン架橋シリコーンエラストマーを有するシリコーン‐有機ゲル |
US20090081316A1 (en) * | 2007-09-20 | 2009-03-26 | Momentive Performance Materials Inc. | Boron nitride-containing silicone gel composition |
EP2190406A1 (en) * | 2007-09-26 | 2010-06-02 | Dow Corning Corporation | Personal care compositions containing hydrophobic silicone-organic gel blends |
US8481006B2 (en) * | 2008-04-25 | 2013-07-09 | New Sunshine, Llc | Melt formula |
EP2415802B1 (en) | 2009-03-31 | 2018-10-17 | Ajinomoto Co., Inc. | Novel acyl acidic amino acid ester |
JP5568247B2 (ja) * | 2009-05-11 | 2014-08-06 | ロート製薬株式会社 | 苦味の低減方法 |
JP5409287B2 (ja) * | 2009-11-16 | 2014-02-05 | 花王株式会社 | 毛髪化粧料 |
JP2011190177A (ja) * | 2010-03-11 | 2011-09-29 | Kao Corp | 皮膚外用剤組成物 |
FR2992174B1 (fr) * | 2012-06-21 | 2014-10-24 | Oreal | Emulsion huile-dans-eau de maquillage de la peau |
CA2905121C (en) | 2013-03-12 | 2021-10-26 | Mary Kay Inc. | Preservative system |
JP2015003930A (ja) * | 2014-10-08 | 2015-01-08 | 花王株式会社 | 皮膚外用剤組成物 |
EP4159823A1 (en) | 2016-10-24 | 2023-04-05 | Ajinomoto Co., Inc. | Gel composition comprising a glutamide |
JP7047327B2 (ja) * | 2016-10-24 | 2022-04-05 | 味の素株式会社 | ゲル状組成物 |
JP6994318B2 (ja) * | 2017-08-01 | 2022-01-14 | 株式会社クラレ | ポリオキシアルキレン変性オルガノポリシロキサン |
JP6503107B1 (ja) * | 2018-03-16 | 2019-04-17 | 高級アルコール工業株式会社 | 固形化粧料 |
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EP1491178A4 (en) * | 2002-03-11 | 2005-12-14 | Kanebo Cosmetics Inc | COSMETICS |
US8192748B2 (en) | 2002-03-11 | 2012-06-05 | Kao Corporation | Cosmetic composition exhibiting water-runability, its manufacture and use |
WO2006115816A1 (en) * | 2005-04-23 | 2006-11-02 | Elc Management Llc | Cosmetic compositions containing an aqueous dispersion of silicone elastomers and methods of use |
AU2006240310B2 (en) * | 2005-04-23 | 2009-12-10 | Elc Management Llc | Cosmetic compositions containing an aqueous dispersion of silicone elastomers and methods of use |
Also Published As
Publication number | Publication date |
---|---|
US20030219395A1 (en) | 2003-11-27 |
JP2001342254A (ja) | 2001-12-11 |
DE60127551D1 (de) | 2007-05-10 |
EP1291377B8 (en) | 2007-06-13 |
KR20030007780A (ko) | 2003-01-23 |
EP1291377B1 (en) | 2007-03-28 |
EP1291377A4 (en) | 2003-07-09 |
US6984390B2 (en) | 2006-01-10 |
DE60127551T2 (de) | 2008-01-31 |
EP1291377A1 (en) | 2003-03-12 |
KR100754347B1 (ko) | 2007-08-31 |
JP4920815B2 (ja) | 2012-04-18 |
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