WO2008018541A1 - Composition d'émulsion de type huile dans eau - Google Patents

Composition d'émulsion de type huile dans eau Download PDF

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Publication number
WO2008018541A1
WO2008018541A1 PCT/JP2007/065604 JP2007065604W WO2008018541A1 WO 2008018541 A1 WO2008018541 A1 WO 2008018541A1 JP 2007065604 W JP2007065604 W JP 2007065604W WO 2008018541 A1 WO2008018541 A1 WO 2008018541A1
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Prior art keywords
oil
group
component
represented
emulsion composition
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PCT/JP2007/065604
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English (en)
Japanese (ja)
Inventor
Yukiko Sato
Tomoko Ikeda
Nobuyuki Yoshino
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Shiseido Company Ltd.
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Publication of WO2008018541A1 publication Critical patent/WO2008018541A1/fr

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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
    • A61K8/87—Polyurethanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29—Titanium; Compounds thereof
    • 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
    • A61K8/73—Polysaccharides
    • 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
    • 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
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • 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
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/0838—Manufacture of polymers in the presence of non-reactive compounds
    • C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
    • C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
    • C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L5/00—Compositions of polysaccharides or of their derivatives not provided for in groups C08L1/00 or C08L3/00

Definitions

  • Oil-in-water emulsion composition Oil-in-water emulsion composition
  • the present invention relates to an oil-in-water emulsion composition. More particularly, the present invention relates to an oil-in-water emulsified composition that has a sensation of sensation, a smooth feeling of use, and excellent stability.
  • an oil-in-water emulsion composition has a fresh and refreshing feeling of use, and thus is suitably applied to emulsified foundations and the like. ing.
  • an oil-in-water emulsified composition has been developed to improve water resistance and makeup durability by using hydrophobized powder obtained by hydrophobizing the powder surface. .
  • associative thickeners eg, associative polyurethane having a usability that does not have a sticky feeling or stickiness. It has been proposed (see, for example, patent literature;! ⁇ 2). However, when these associative thickeners coexist with the powder component, it is difficult to sufficiently exert the thickening effect and the feeling of use becomes poor (smooth). There is a problem of lack of bulk, etc.) or poor stability (color fringing, etc.).
  • Patent Document 1 Japanese Unexamined Patent Publication No. 2000-63235
  • Patent Document 2 Japanese Patent Laid-Open No. 2000-239120
  • the present invention solves the above-mentioned conventional problems, and can sufficiently exhibit the thickening effect of the associative thickener in the oil-in-water emulsion composition containing a powder component, It is an object to provide an oil-in-water emulsion composition having excellent stability.
  • an associative thickener and a thickening polysaccharide are blended in the outer phase (aqueous phase).
  • aqueous phase By blending the powder component and the dispersant into the internal phase (oil phase), the thickening effect of the associative thickener can be fully exerted, and the usability (elasticity and smooth use feeling), basic
  • the present inventors have found that an oil-in-water emulsion composition excellent in the stability of the agent can be obtained and completed the present invention.
  • the present invention relates to (a) a hydrophobically modified polyether urethane represented by the following formula (I), (b) a hydrophobic powder, (c) a polyglycerol-modified silicone, an acrylic silicone, and a polyoxyalkylene-modified silicone.
  • An oil-in-water emulsified composition containing one or more selected from (d) a thickening polysaccharide is provided.
  • R represents an m-valent hydrocarbon group; R represents a divalent hydrocarbon group; R represents urea
  • R represents a divalent hydrocarbon group
  • R represents a linear, branched or secondary monovalent hydrocarbon group
  • m is a number of 2 or more
  • h is a number of 1 or more; k and n are each independently a number from 0 to 100000. ]
  • the present invention also provides the oil-in-water emulsion composition, wherein the component (d) is succinoglycan and / or xanthan gum.
  • the present invention provides a hydrophobically modified polyether urethane force S, R — [(O— R) (OH)], one or more polyether polyols, and R— (NC
  • R 1, R and R each independently represent 2 to
  • R 4 represents an alkylene group or a phenylethylene group; R has a urethane bond;
  • R represents an alkyl group having 8 to 36 carbon atoms
  • M is 2; h is 1; k and n are each independently a number from 0 to 1000.
  • the oil-in-water emulsion composition is provided.
  • the present invention provides the oil-in-water emulsion composition, wherein the polyglycerin-modified silicone as component (c) is a both-end siliconeized polydaricerin represented by the following formula (IV).
  • R represents a linear or branched alkyl group having 1 to 12 carbon atoms
  • R represents an alkylene group having 2 to 11 carbon atoms; p is a number from 10 to 120; q is a number from! ]
  • the present invention also provides the oil-in-water emulsion composition, wherein the acrylic silicone as component (c) is a copolymer represented by the following formula (III).
  • R represents an alkyl group having 8 or more and less than 20 carbon atoms
  • the present invention also provides the oil-in-water emulsion composition, wherein the polyoxyalkylene-modified silicone as component (c) is a copolymer represented by any of the following formulas (IV), (V), and (VI):
  • R represents a methyl group or a phenyl group
  • R represents a hydrogen atom or carbon
  • X represents an integer of 1 to 5; y is an integer of 2 to 3; z, s, and t are average numbers of polyoxyalkylene-modified silicone molecules.
  • the present invention also provides the oil-in-water emulsion composition comprising (a) component 0.;! To 10 mass (b) component 0.;! To 50 mass%.
  • the oil-in-water emulsified composition of the present invention has a sensation of feeling, a smooth feel to use, and excellent base stability (no color stripes! /, Etc.). Has an effect.
  • FIG. 1 is an explanatory diagram of a hydrophobically modified polyether urethane (associative thickener) used in the present invention.
  • FIG. 2 is an explanatory diagram showing an experimental method in Example 1.
  • FIG. 3 is a graph showing the experimental results in Example 1.
  • (A) is a graph showing the test results when the hydrophobically modified polyether urethane (associative thickener) used in the present invention is used.
  • (B) is a graph showing the test results when agar is used.
  • the component (a) used in the present invention is a hydrophobically modified polyether urethane represented by the following formula (I).
  • the copolymer is an associative thickener.
  • the associative thickener is a copolymer having a hydrophilic group as a skeleton and having a hydrophobic portion at the end, and exhibits a thickening action by associating the hydrophobic portions of the copolymer with each other in an aqueous medium.
  • Such an associative thickener exhibits a thickening action as shown in Fig. 1 in which the hydrophobic portions of the copolymer are associated with each other in a water-soluble medium and the hydrophilic portion forms a loop shape.
  • R 1, R and R each independently represent a hydrocarbon group.
  • R represents a hydrocarbon group which may have a urethane bond
  • R represents a linear, branched or secondary hydrocarbon group. Preferably 8 to 36 carbon atoms
  • m is a number of 2 or more.
  • h is a number of 1 or more.
  • k and n are each independently a number from 0 to 1000.
  • hydrophobically modified polyether urethane represented by the above formula (I) is, for example, R-[(O-R)
  • R 1, R 2, k, and m are as defined above, or one or more m 1 2
  • a preferred example is a method obtained by reacting with rumonoalcohol.
  • R to R in the formula (I) are R [(01 R) — OH], R— (NCO) used.
  • divalent alcohols such as ethylene glycol, propylene glycolanol, butylene glycolanol, hexamethylene glycolanol, neopentinoleglicol, etc. are preferred as polyols; glycerin, trioxy Isobutane, 1, 2, 3—butantrio 1 nore, 1, 2, 3—pentatri-nore, 2-methinore 1, 2, 3--pronantori-nore, 2-methinore 2, 3, 4 Years old, 2 uchinole, 1, 2, 3 ", old, 2, 3, 4 pentanetriol, 2, 3, 4 hexanetriol, 4 propyl 3, 4, 5 heptanetriol, 2, 4 dimethyl 2, 3, 4 Pentanetriol, Pentamethyldaricerin, Pentaglycerin, 1, 2, 4-F, Tantri-old, 1, 2, 4-Pentanetri-old, Trimethylolethane Trihydric alcohols such as trimethylolpropane; pentaerythri
  • R is determined by the alkylene oxide, styrene oxide or the like to be added.
  • alkylene oxide or styrene oxide having 2 to 4 carbon atoms is preferred because it is easily available and exhibits an excellent effect!
  • Alkylene oxide, styrene oxide and the like to be added are homopolymerized, and there are two or more types of random polymerization! /, Which may be block polymerization! /.
  • the addition method can be the usual method! /,.
  • the degree of polymerization k is from 0 to 1000, preferably from! To 500, more preferably from 10 to 200.
  • the proportion of ethylene groups in R is preferably 50 to 100% by mass of all R
  • the molecular weight of R — [( ⁇ 1R) -OH] is preferably from 500 to: L million,
  • the polyisocyanate represented by the above formula R— (NCO) has two or more isocyanates in the molecule.
  • aliphatic diisocyanates examples include aliphatic diisocyanates, aromatic diisocyanates, alicyclic diisocyanates, biphenyl diisocyanates, phenylmethane di-, tri- and tetraisocyanates.
  • aliphatic diisocyanate examples include methylene diisocyanate, dimethylene didiisocyanate, hexamethylene diisocyanate, dipropyl ether diisocyanate, 2,2-dimethylpentane diisocyanate, 3 —Methoxyhexane diisocyanate, otatamethylene diisocyanate, 2, 2, 4-trimethylpentane diisocyanate, isocyanate, 1,4-butylene glycol dipropyl ether diisocyanate, cyanate And tetramethylxylylene diisocyanate.
  • aromatic diisocyanate examples include metaphenylene diisocyanate, norafane dirange isocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, dimethinole.
  • Examples of the alicyclic diisocyanate include hydrogenated xylylene diisocyanate and isophoro.
  • Examples of the biphenyl diisocyanate include biphenyl diisocyanate, 3,3 'dimethylbiphenyl diisocyanate, 3,3'-dimethoxybiphenyl diisocyanate, and the like.
  • Examples of the diisocyanate of phenylmethane include diphenylmethane 1,4,4'-disulfonate, 2,2, -dimethyldiphenylmethane 4,4'-diisocyanate, diphenylmethane 4,4'- Diisocyanate, 2, 5, 2 ', 5' Tetramethyldiphenyl methane 4, 4'-diisocyanate, cyclohexyl bis (4 isothiocyantophenole) methane, 3, 3'-dimethoxydiphenyl methane 4, 4'-diisocyanate, 4,4'-dimethoxydiphenylmethane 3, 3, -diisocyanate, 4,4'-diethoxydiphenylmethane-3, 3'-diisocyanate, 2, 2 'dimethyl-5 5'-dimethoxydiphenylmethane 4,4'-diisocyanate, 3,3'-dichlorodipheny
  • Examples of triisocyanates of phenylmethane include 1 methylbenzene 2, 4, 6-triisocyanate, 1, 3, 5 trimethylbenzene 1, 2, 4, 6 triisocyanate, 1, 3, 3, 7 Naphthalene triisocyanate, biphenyl 2, 4, 4 'Triisocyanate, diphenylmethane 2, 4, 4' — Triisocyanate, 3 Methyldiphenylmethane 4, 6, 4 ,, — Triisocyanate 1,6,11-undecane triisocyanate, 1,8-diisocyanate-4 isocyanate methyl otatane, 1,4,4,, 4,, triisocyanate, 1,6,11-undecane triisocyanate 1, 3, 6-hexamethylene triisocyanate, bicycloheptane triisocyanate, tris (isocyanate phenyl) thiophosphate, and the like.
  • the polyisocyanate compound may be used as a dimer or trimer (isocyanurate bond), or may be reacted with amine to be used as a biuret.
  • polyisocyanates having urethane bonds obtained by reacting these polyisocyanate compounds with polyols can also be used.
  • polyol divalent to octavalent ones are preferable. Note that R— (NCO)
  • a polyisocyanate having this urethane bond is preferred.
  • the polyether monoalcohol represented by the above formula HO- (R-0) -R is linear and It is not particularly limited as long as it is a branched chain or secondary monohydric alcohol polyether.
  • Such compounds can be obtained by addition polymerization of alkylene oxides such as ethylene oxide, propylene oxide, butylene oxide, and epichlorohydrin, styrene oxide, etc. to linear and branched or secondary monohydric alcohols. Can do.
  • the secondary alcohol is represented by the following formula (IX).
  • R is a group obtained by removing a hydroxyl group in the above formulas (VII) to (IX).
  • the above formula (VII) is a group obtained by removing a hydroxyl group in the above formulas (VII) to (IX).
  • R 1, R 2, R 3, R 4 and R 5 are hydrocarbon groups or hydrocarbon groups
  • a part or all of the hydrogen is a fluorine-substituted group
  • examples of the hydrocarbon group include an ananoleno group, an alkenyl group, an ananolenoaleolinole group, a cycloalkyl group, and a cycloalkenyl group.
  • alkyl group examples include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tertiary butyl, pentyl, isopentyl, neopentyl, tertiary pentanol, hexyl, heptyl, octynole, 2-ethylhexyl.
  • Noninore Decinore, Undecyl, Dodecyl, Tridecyl, Isotridecyl, Myristyl, Normityl, Stearyl, Isostelinole, Icosyl, Docosinole, Tetracosyl, Triacontyl, 2-Otachidodecyl, 2-Dodecylhexadecyl, 2-Tetradecylocta Examples include decyl and monomethyl branched isostearyl.
  • alkenyl group examples include butyl, allyl, propenyl, isopropenyl, buteninole, penteninole, isopenteninole, hexeninole, hepteninole, octeninole, noneninole, decenyl, undecenyl, dodecenyl, tetradecenyl, oleyl and the like. Can be mentioned.
  • alkylaryl group examples include phenylol, tolyl, xylyl, tameninole, mesityl, benzyl, phenethyl, styryl, cinnamyl, benzhydryl, tritinole, ethenylphenyl, propinolevenole, butinolevenore, pentyl Examples include norefenonole, hexinorefinenole, heptinolephenyl, octylphenyl, noylphenyl, ⁇ -naphthyl, and / 3-naphthyl group.
  • Examples of the cycloalkyl group and the cycloalkenyl group include cyclopentyl, cyclohexyl, cycloheptyl, methylcyclopentyl, methylcyclohexyl, methylcycloheptinole, cyclopenteninore, cyclohexenore, cyclohepteninole, methinore
  • Examples include cyclopentyl, methylcyclohexenyl, methylcycloheptyl group, and the like.
  • R is a hydrocarbon group or a part of hydrogen of the hydrocarbon group.
  • hydrocarbon group examples include an alkylene group, an arkenenylene group, an alkylarylene group, a cycloalkylene group, and a cycloalkeneylene group.
  • R is a hydrocarbon group or a part or all of hydrogen of the hydrocarbon group is fluorine-substituted.
  • an alkyl group is preferred, and the total number of carbon atoms is preferably 8 to 36, particularly preferably 12 to 24.
  • the alkylene oxide, styrene oxide and the like to be added may be homopolymerization, random polymerization of two or more kinds, or block polymerization! /.
  • the addition method may be a normal method.
  • the degree of polymerization ⁇ is from 0 to 1000, preferably from! To 200, more preferably from 10 to 200.
  • the ratio force of the ethylene group which occupies for R Preferably, Preferably it is 50- of all R;
  • a good associative thickener can be obtained for the purpose of the present invention.
  • copolymer of formula (I) When reacting with monotercoalcohol (C), other than copolymer of formula (I) May also be a by-product.
  • the main product when diisocyanate is used, the main product may be a co-product of type 8-8-8-type represented by formula (1).
  • Other C-B-C type, C-B — (A— B) —A— B— Copolymers such as C type may be by-produced. In this case, it can be used in the present invention particularly in the form of a mixture containing the copolymer of the formula (I) without separating the copolymer of the formula (I).
  • a commercially available product may be used as the component (a).
  • Examples of commercially available products include “Ade force Nord GT-700” (manufactured by Asahi Denka Kogyo Co., Ltd.).
  • the blending amount of component (a) in the composition of the present invention is preferably 0.;! To 10% by mass, more preferably 0 .;! To 5% by mass, and particularly preferably 0.5. ⁇ 5% by weight.
  • the amount is less than 1% by mass, the effect of component (a) addition is not observed. It is not preferable because it may cause rattling.
  • the hydrophobic powder as the component (b) includes not only a hydrophobic powder itself but also a hydrophobized powder obtained by hydrophobizing the powder surface even if it is a hydrophilic powder or the like.
  • hydrophobic powder examples include polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder, copolymer resin powder of styrene and acrylic acid, and benzoguanamine resin powder.
  • examples thereof include organic powders such as polytetrafluoroethylene powder and cellulose powder, and silicone powders such as trimethylsilsesquioxane powder.
  • Examples of the powder component of the hydrophobized powder include talc, kaolin, mica, sericite (sericite), muscovite, phlogopite, synthetic mica, safmica, biotite, lithia mica, permkyrite, carbonic acid.
  • any method can be used as long as it can impart water repellency! / Any method can be used.
  • a gas phase method, a liquid phase method, an autoclave method, a mechanochemical method can be used.
  • a normal surface treatment method can be used.
  • the treatment when the treatment is performed by adding a hydrophobizing agent to the raw material powder, it is diluted with an appropriate solvent (dichloromethane, chloroform, hexane, ethanol, xylene, volatile silicone, etc.) and added. Or may be added directly.
  • an appropriate solvent dichloromethane, chloroform, hexane, ethanol, xylene, volatile silicone, etc.
  • For mixing and stirring the powder and processing agent use Bonole Renole, Hoger Site Bono Reminole, Vibratory Bono Reminole, Attritor, Pot Minore, Rod Mill, Non Minore, Homo Mixer, Homo Disper, Henschel Mixer, Nauta Mixer, etc. I can do it.
  • the hydrophobizing agent is not particularly limited, but fatty acid dextrin-treated powder, trimethylsiloxysilicate-treated powder, fluorine-modified trimethylsiloxysilicate-treated powder, methylphenylsiloxysilicate-treated powder, fluorine-modified methylphenyl.
  • Siloxysilicic acid-treated powder dimethinorepolysiloxane, diphenylenopolysiloxane, methinorefinole polysiloxane, low viscosity to high viscosity oily polysiloxane treated powder, gum-like polysiloxane treated powder, methylhydrodiene polysiloxane treated Powder, fluorine-modified methylhydrogen polysiloxane treated powder, methyltrichlorosilane, methyltrialkoxysilane, hexa Organic silyl compounds, such as les, are treated with their fluorine-substituted products, propylene
  • Xyl trialkoxysilane, long chain alkyltrichlorosilane, long chain alkyltriethoxysilane and other organically modified silanes or their fluorine-substituted products amino-modified polysiloxane-treated powder, fluorine-modified polysiloxane-treated powder, alkyl fluoride Examples thereof include phosphoric acid-treated powder.
  • Hydrophobic powder has high water repellency, and even when actually applied to an emulsion, it is excellent in sustainability of the effect because it is most resistant to makeup slippage that is strong against water and sweat.
  • the emulsified particles are dense and the long-term stability is the best.
  • hydrophobic powders may be used alone or in combination of two or more.
  • any hydrophobic powder that can be applied to general cosmetics is not limited to the components shown in the above R Rs I I Example 6.
  • the amount of component (b) is preferably R Rs is I——0.;!-50 mass%, more preferably 5-25 mass%. is there. If the blending amount is too small, the R hiding property (capacity of the cover) will decrease, making it unsuitable as a makeup cosmetic. On the other hand, if the blending amount is too large,
  • Component (c) is one or more dispersants selected from polyglycerin-modified silicone, acrylic silicone, and polyoxyalkylene-modified silicone.
  • a double-terminal silicone-modified polyglycerin represented by the following formula ( ⁇ ) is preferably used.
  • R represents a linear or branched alkyl group having 1 to 12 carbon atoms
  • R represents an alkylene group having 2 to 11 carbon atoms
  • p represents a number of 10 to 120
  • q represents a number of !! to 11
  • the copolymer represented by the above formula ( ⁇ ) is produced, for example, by adding an isopropyl platinum chloroplatinate solution to a mixed solution of polyglyceryl diallyl ether and one-terminal hydrogenated dimethylpolysiloxane, and heating this.
  • the reaction can be carried out by adding an aqueous hydrochloric acid solution and carrying out superheat hydrolysis, followed by neutralization with an aqueous sodium bicarbonate solution, followed by purification and evaporation.
  • a copolymer represented by the following formula (III) is preferably used.
  • R represents an alkyl group having 8 or more and less than 20 carbon atoms
  • a, b and c are each
  • the order of bonding of the monomers is not particularly limited, and may be either block or random.
  • the acrylic silicone used in the present invention has a constituent monomer represented by the formula ( ⁇ I) as a main constituent monomer, but may optionally contain other acrylic monomers.
  • R is particularly preferably an isostearyl group having 18 carbon atoms or an isostearyl group, preferably a 2-ethylhexyl group having 8 carbon atoms.
  • polyoxyalkylene-modified silicone a copolymer represented by any of the following formulas (IV), (V) and (VI) is preferably used.
  • R represents a methyl group or a phenyl group.
  • R 1 represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms.
  • X is an integer from !
  • y is an integer of 2 to 3.
  • the amount of component (c) is not particularly limited as long as it is sufficient to disperse component (b) in the internal phase (oil phase) with good dispersibility. Is preferably 0.;! To 10% by mass, more preferably 0.;! To 5% by mass. If the amount is too large, the emulsion stability may deteriorate.
  • succinoglycan and / or xantha Ngam is preferably used as the thickening polysaccharide of component (d), in the present invention.
  • Succinoglycan is a type of polysaccharide derived from microorganisms. More specifically, succinoglycan is derived from succinic acid, pyruvic acid, acetic acid, or salts of these acids in addition to saccharide units derived from galactose and glucose. Unit may be included. Succinoglycan is a 1: 7 ratio of galactose: glucose and usually contains pyruvate units.
  • succinoglycan is considered to be a water-soluble polymer represented by the following formula (X).
  • the average molecular weight of succinoglycan is not particularly limited, and examples thereof include those having an average molecular weight of about 6 million.
  • G represents a glucose unit
  • Gal represents a galactose unit.
  • the indication in parentheses indicates the binding mode between sugar units.
  • microorganisms serving as a source of succinoglycan include bacteria belonging to the genus Pseudomonas, Rhizobium, Alkaligenes or Agrobataterum.
  • Agrobacterium tumefaciens I-736 Agrobacterium tumefaciens 1-736
  • CNCM genus Agrobataterum
  • Succinoglycan can be produced by culturing these microorganisms in a medium. More specifically, carbon sources such as glucose, sucrose and starch hydrolysates; organic nitrogen sources such as force zein, caseinate, vegetable powder, yeast extract, corn steep liquor (CSL); metal sulfates, It can be produced by culturing the above microorganisms in a medium containing inorganic salts such as phosphates and carbonates and optional trace elements. However, it is not limited to these examples.
  • succinoglycan can be blended as it is in the emulsion composition, If necessary, decomposition products such as acid decomposition, alkali decomposition, enzyme decomposition, and ultrasonic treatment can be blended in the same manner.
  • decomposition products such as acid decomposition, alkali decomposition, enzyme decomposition, and ultrasonic treatment can be blended in the same manner.
  • the amount of component (d) is not particularly limited as long as it is sufficient to disperse component (a) in the outer phase (aqueous phase) with good dispersibility. Is preferably 0.0 to! -5% by mass, more preferably 0.01 to;% by mass. If the amount is too large, stickiness may become worse, and sticky threads may be pulled.
  • the component (b) is added to the inner phase (oil phase) and the outer phase.
  • the (a) component can be blended stably in the (aqueous phase) with good dispersibility.
  • a mold emulsion composition is obtained.
  • the oil component blended in the inner phase is not particularly limited, and fats and oils, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils, silicones and the like are used.
  • the force S that can be applied is not limited to these examples.
  • solid oils such as nuclear oil, hydrogenated oil, beef
  • the waxes include beeswax, candelillarlow, cotton wax, carnauba wax, berryberry wax, ibotaro, whale wax, montan wax, nukarou, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, lanolin fatty acid isopropyl, lauric acid Examples include hexyl, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin alcohol ether.
  • Examples of the hydrocarbon oil include oils such as liquid paraffin, ozokerite, squalene, pristane, norafine, ceresin, squalene, petrolatum, and microcrystalline wax.
  • Examples of higher fatty acids include lauric acid, myristic acid, normitic acid, stearic acid, and behen.
  • Behenine acid, oleic acid, 12-hydroxystearic acid, undecylenic acid, tonolic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), etc.
  • EPA eicosapentaenoic acid
  • DHA docosahexaenoic acid
  • straight-chains such as laurinorenoreconole, cetyl alcohol, stearyl alcohol monole, beheninoleanoreconole, myristinoleanoreconole, reino reinorenoreconole, setostearinoleol alcohol, etc.
  • Alcohol monostearyl glycerin ether (batyl alcohol monole), 2-decinore tetradecinole, lanolin ano colenore, cholestero monole, phytosterol, hexyldodecanol, isostearyl alcohol, otatildodecanol, etc. Examples include branched chain alcohols.
  • Synthetic ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate Cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearylate, ethylene glycol hexyl hexylate, dipentaerythritol fatty acid ester, monoisostearic acid N-alkyl glycol, Neopentyl glycol dicaprate, diisostearyl malate, glycerin 2-heptylundecanoate, trimethylolpropane triethyl-2-
  • silicone examples include chain polysiloxanes such as dimethylolene polysiloxane, methinorefinole polysiloxane, and methinore hydrodiene polysiloxane; decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, tetramethyltetrahydrogen.
  • chain polysiloxanes such as dimethylolene polysiloxane, methinorefinole polysiloxane, and methinore hydrodiene polysiloxane
  • decamethylcyclopentasiloxane dodecamethylcyclohexasiloxane
  • tetramethyltetrahydrogen examples include cyclic polysiloxanes such as polysiloxane; silicone resins forming a three-dimensional network structure, silicone rubber, and the like.
  • composition of the present invention includes various components usually used in cosmetics, for example, a moisturizer, an ultraviolet absorber, a pH adjuster, an antioxidant, an antiseptic, an antibacterial agent, as long as the effect is not impaired.
  • a moisturizer for example, an ultraviolet absorber, a pH adjuster, an antioxidant, an antiseptic, an antibacterial agent, as long as the effect is not impaired.
  • Agents, drugs, plant extracts, fragrances, pigments and the like can be blended.
  • humectant examples include polyhydric alcohols such as glycerin, diethylene glycol, butylene glycol, and polyethylene glycol; proteins such as amino acids, nucleic acids, collagen, and elastin; and mucopolysaccharides such as hyaluronic acid and chondroitin sulfate. It is done.
  • UV absorbers examples include benzoic acid UV absorbers such as paraaminobenzoic acid, anthranilic acid UV absorbers such as methyl anthranilate, salicylic acid UV absorbers such as octyl salicylate, phenyl salicylate, and homomethyl salicylate.
  • Examples of the pH adjuster include lactic acid, citrate, sodium citrate, glycolic acid, succinic acid, tartaric acid, dl-malic acid, potassium carbonate, sodium bicarbonate, ammonium bicarbonate and the like.
  • Examples of the antioxidant include ascorbic acid, ⁇ -tocopherol, dibutylhydroxytoluene, butylhydroxybisole and the like.
  • antiseptics and antibacterial agents include: nonoxybenzoic acid ester, phenoxyethanol, octoxyglycerin, benzoic acid, salicylic acid, carboxylic acid, sorbic acid, parachlormethrezo monole, hexaclofenfen, Examples thereof include benzanoleconium chloride, chronolehexidine chloride, trichlorocanolevanilide, and photosensitizer.
  • the oil-in-water emulsion composition of the present invention can be widely applied to cosmetics, pharmaceuticals, and quasi drugs applied to the outer skin.
  • the product form is also arbitrary, and examples include emulsion products such as emulsified foundations and sunscreen emulsions, and cream products such as skin creams.
  • the oil-in-water emulsified composition of the present invention is usually prepared by preparing an oil phase and an aqueous phase in advance and emulsifying by mixing, stirring, etc. while gradually adding the oil phase to the aqueous phase thus prepared.
  • the force S that can be obtained by the method S is not limited to these exemplified production methods.
  • a female panel (40 people) used each sample (composition) of each example and comparative example, and evaluated usability (elasticity and smoothness) during coating based on the following evaluation criteria. did.
  • ⁇ More than 50% and less than 80% of the subjects responded that there was a sensation of sensation during application and a smooth feel to use.
  • test subject's force X 30% or more and less than 50% of test subject's force X: Less than 30% of the subject's strength S, sensation when applied, and a smooth feel
  • EO—PO block copolymer (* 4 ): EO / PO 200 mol / 40 mol.
  • Test solution 1 was prepared by adding 10% by mass of 1,3-butylene glycol and 1% by mass of hydrophobically modified polyether urethane ( * 5) in ion-exchanged water ( adjusted so that the total amount becomes 100% by mass). .
  • test solution 2 for comparison, for comparison, in ion-exchanged water, 1,3-butyleneglycol 10% by mass and 1% by mass of agar were added (adjusted so that the total amount would be 100% by mass) to prepare test solution 2 (control test solution).
  • test solutions 1 and 2 put these test solutions 1 and 2 in a container and, as shown in Fig. 2, use a rheometer (manufactured by Rheotech Co., Ltd .; FUDOH rheometer NRM-3002D) to insert a 20-mm diameter needle 2 cm. Then, it was stopped for 10 seconds, and the recovery of the base was graphed with time and stress.
  • a rheometer manufactured by Rheotech Co., Ltd .
  • (1) to (; 12) were mixed and cracked and crushed with a bead mill (oil phase).
  • (13) to (20) were mixed and dissolved (aqueous phase).
  • the oil phase was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase.
  • composition (sample) was evaluated for usability and stability by the above test method. The results are shown in Table 1.
  • (1) to 1 ⁇ 2) were mixed and decomposed and crushed with a bead mill (oil phase).
  • (7) to (; 18) were mixed and dissolved (aqueous phase).
  • the oil phase was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase.
  • composition (sample) was evaluated for usability and stability by the above test method. The results are shown in Table 2.
  • (1) to (5) were mixed and cracked and crushed with a bead mill (oil phase).
  • (6) to (; 12) were mixed and dissolved (aqueous phase).
  • the oil phase was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase.
  • (1) to 1 ⁇ 2) were mixed and decomposed and crushed with a bead mill (oil phase).
  • (7) to (; 13) were mixed and dissolved (aqueous phase).
  • the oil phase was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase.
  • (1) to (5) were mixed and cracked and crushed with a bead mill (oil phase).
  • (6) to (; 16) were mixed and dissolved (aqueous phase).
  • the oil phase was emulsified with a homomixer while gradually adding the oil phase to the aqueous phase.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Manufacturing & Machinery (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne une composition d'émulsion de type huile dans eau comprenant : (a) un polyéther uréthane modifié pour être rendu hydrophobe (épaississant fonctionnant par association), (b) une poudre hydrophobe (par exemple du dioxyde de titane rendu hydrophobe), (c) un agent dispersant (par exemple de la silicone modifiée par de la polyglycérine, de la silicone acrylique, de la silicone modifiée par du polyoxyalkylène) et (d) un polysaccharide épaississant (par exemple du succinoglycane ou de la gomme xanthane). Les composants (a) et (d) sont contenus dans la phase extérieure (phase aqueuse), tandis que les composants (b) et (c) sont contenus dans la phase intérieure. Il devient ainsi possible d'obtenir une composition d'émulsion de type huile dans eau contenant un composant en poudre, ladite composition étant capable de provoquer de façon satisfaisante l'effet épaississant de l'épaississant fonctionnant par association et faisant preuve d'une mise en œuvre et d'une stabilité excellentes.
PCT/JP2007/065604 2006-08-09 2007-08-09 Composition d'émulsion de type huile dans eau WO2008018541A1 (fr)

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JP2010111634A (ja) * 2008-11-07 2010-05-20 Shiseido Co Ltd 油中水型乳化ベースメーキャップ化粧料
WO2011001633A1 (fr) * 2009-06-29 2011-01-06 株式会社 資生堂 Préparation externe pour la peau
JP2011523630A (ja) * 2008-05-06 2011-08-18 ビーエーエスエフ ソシエタス・ヨーロピア 化粧用製剤のレオロジー改変手段としてのポリウレタン
KR20190003501A (ko) 2016-04-28 2019-01-09 가부시키가이샤 시세이도 수중유형 고형 화장료
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JP5038538B1 (ja) * 2011-03-08 2012-10-03 株式会社 資生堂 油性固形化粧料
WO2013018827A1 (fr) * 2011-08-03 2013-02-07 堺化学工業株式会社 Dispersion
JP2013199466A (ja) * 2012-02-24 2013-10-03 Fujifilm Corp リコピン含有組成物
JP6250797B2 (ja) * 2013-06-03 2017-12-20 ロレアル 会合性ポリウレタンと疎水コーティングされた顔料とを含む化粧用組成物
JP2015091771A (ja) * 2013-10-01 2015-05-14 花王株式会社 水中油型乳化化粧料
JP6295158B2 (ja) * 2013-10-01 2018-03-14 花王株式会社 水中油型乳化化粧料
JP6480134B2 (ja) * 2013-10-04 2019-03-06 御木本製薬株式会社 化粧料
CN106102709A (zh) * 2014-03-28 2016-11-09 株式会社高丝 化妆品
US20160310403A1 (en) * 2015-04-27 2016-10-27 Shiseido Company, Ltd. Skin cosmetic product
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CN112804987B (zh) * 2018-10-12 2023-07-04 株式会社资生堂 水包油型乳化化妆品

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