WO2015136783A1 - Dispersion composition and cosmetic material - Google Patents

Dispersion composition and cosmetic material Download PDF

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Publication number
WO2015136783A1
WO2015136783A1 PCT/JP2014/080692 JP2014080692W WO2015136783A1 WO 2015136783 A1 WO2015136783 A1 WO 2015136783A1 JP 2014080692 W JP2014080692 W JP 2014080692W WO 2015136783 A1 WO2015136783 A1 WO 2015136783A1
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Prior art keywords
group
dispersion composition
structural formula
oryzanol
dispersion
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PCT/JP2014/080692
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French (fr)
Japanese (ja)
Inventor
佑貴 今泉
荒河　純
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富士フイルム株式会社
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Application filed by 富士フイルム株式会社 filed Critical 富士フイルム株式会社
Priority to JP2016507267A priority Critical patent/JP6195976B2/en
Priority to CN201480077118.2A priority patent/CN106132391B/en
Publication of WO2015136783A1 publication Critical patent/WO2015136783A1/en

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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
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/55—Phosphorus compounds
    • A61K8/553—Phospholipids, e.g. lecithin
    • 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
    • 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
    • A61K8/86—Polyethers
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9789—Magnoliopsida [dicotyledons]
    • 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
    • A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
    • A61K8/9783—Angiosperms [Magnoliophyta]
    • A61K8/9794—Liliopsida [monocotyledons]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A61P17/18—Antioxidants, e.g. antiradicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/10—General cosmetic use
    • 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
    • A61Q19/10—Washing or bathing preparations

Definitions

  • the present invention relates to a dispersion composition and a cosmetic.
  • Oryzanol was discovered and isolated from rice bran in 1954 by Kaneko and Tsuchiya. Since oryzanol was discovered and isolated from rice bran, application of oryzanol in pharmaceuticals or food additives has been promoted. It has been known that oryzanol has an antioxidant effect similar to ferulic acid and an effect as a natural ultraviolet absorber. However, in recent years, it has been found that oryzanol has a sebaceous gland activation effect, and therefore, formulation for cosmetics has been studied for the purpose of preventing dryness or rough skin (for example, Journal of the Japanese Cosmetic Society, Vol. 8, No. 1, p31-36 (1984)). However, oryzanol is a component that is hardly soluble in both water and oil and has high crystallinity, so it has been difficult to stably mix it in products such as cosmetics.
  • JP 2008-231087 A discloses a method using oryzanol using a hydrogenated phospholipid, a diester composed of an aliphatic organic acid having 8 to 18 carbon atoms and a dihydric alcohol. A method for stabilizing the above has been proposed.
  • JP 2008-201753 A and JP 2012-82250 A propose a method of dissolving oryzanol in acyl glutamate having a cholesteryl group and a phytosteryl group
  • JP 2009-155326 A describes a semi-solid solution.
  • a method for improving the stability of oryzanol using a solid wax and a nonionic surfactant has been proposed.
  • An object of the present invention is to provide a dispersion composition containing dispersed particles containing oryzanol and having excellent dispersion stability, and to provide a cosmetic containing the dispersion composition.
  • the inventors of the present invention have excellent dispersibility and dispersion stability by containing oryzanol, a surfactant containing a sterol group, and a phospholipid. It was found that dispersed particles containing oryzanol can be obtained.
  • the present invention has been completed based on these findings.
  • the present invention is as follows.
  • EO represents an ethylene oxide group
  • PO represents a propylene oxide group
  • BO represents a butylene oxide group
  • R is selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
  • 1 + m + n is 5 or more and 80 or less.
  • a dispersion composition containing a surfactant and a phospholipid A dispersion composition containing a surfactant and a phospholipid.
  • R 3 and R 4 are each independently a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear chain having 1 to 10 carbon atoms.
  • the alkyl group and the alkenyl group may have at least one substituent selected from the group consisting of an oxoalkyl group having 1 to 3 carbon atoms and an OH group. .
  • R 5 represents a monovalent substituent selected from the structures shown below.
  • R 6 represents a monovalent substituent selected from the structures shown below.
  • the present invention it is possible to provide a dispersion composition containing dispersed particles containing oryzanol and having excellent dispersibility and dispersion stability, and a cosmetic containing the dispersion composition.
  • the dispersion composition of the present invention contains oryzanol, a surfactant containing a sterol group represented by the structural formula (1) (hereinafter sometimes simply referred to as “specific surfactant”), and a phospholipid. It is a dispersion composition.
  • a surfactant containing a sterol group represented by the structural formula (1) hereinafter sometimes simply referred to as “specific surfactant”
  • a phospholipid By including the specific surfactant and the phospholipid in the dispersion composition of the present invention, oryzanol can be stably present as fine dispersed particles. Therefore, the dispersion composition of the present invention is a dispersion composition excellent in the dispersibility and dispersion stability of oryzanol.
  • the dispersion composition contains fine dispersed particles having an average particle size of dispersed particles of 200 nm or less.
  • Oryzanol includes a substance in which several triterpene alcohols are ester-bonded to ferulic acid.
  • the specific surfactant contained in the dispersion composition is a nonionic surfactant having a sterol group as a hydrophobic group, and the sterol group in the specific surfactant is excellent in affinity with the polycyclic partial structure of oryzanol.
  • a specific surfactant it is presumed that oryzanol having high crystallinity can be stably retained in the dispersion composition, and dispersed particles containing oryzanol can be stably dispersed.
  • the dispersion composition of the present invention contains a phospholipid, the stability of the dispersed particles is further enhanced. It is thought that it will become a dispersion composition.
  • any embodiment of the present invention is not limited to the above estimation mechanism.
  • a numerical range indicated by using “to” indicates a range including the numerical values described before and after “to” as the minimum value and the maximum value, respectively.
  • the amount of each component in the composition is the total amount of the plurality of substances present in the composition unless there is a specific indication when there are a plurality of substances corresponding to each component in the composition. Means.
  • embodiments of the present invention will be described more specifically.
  • Oryzanol used in the dispersion composition of the present invention is a powder extracted and separated from rice bran oil and rice germ oil for the first time in 1954 by Tsuchiya et al.
  • Oryzanol is not a single component but a mixture of compounds in which several triterpene alcohols are ester-linked to ferulic acid.
  • Examples of oryzanol used in the present invention include ⁇ -oryzanol derived from natural products.
  • the dispersion composition of the present invention is a compound derived from one or more natural products selected from the compound represented by the structural formula (3) and the compound represented by the structural formula (4), or synthesized.
  • Oryzanol containing the prepared compound can be used.
  • Oryzanol used in the present invention contains ferulic acid triterpene alcohol ester.
  • Ferulic acid triterpene alcohol ester has a structure in which ferulic acid is ester-bonded to triterpene alcohol. There are many types of triterpene alcohols that bind to ferulic acid.
  • the ferulic acid triterpene alcohol ester can be applied to the present invention as long as it is a compound having a skeleton selected from a triterpene skeleton and a sterol skeleton as an alcohol moiety ester-bonded to ferulic acid.
  • oryzanol obtained from plant extracts is mixed with multiple ferulic acid triterpene alcohol esters with different structures, so oryzanol, which is an extract from plants, is actually applied to cosmetics and functional foods. In some cases, it is believed to contain multiple types of ferulic acid triterpene alcohol esters having different triterpene alcohol moieties.
  • ferulic acid triterpene alcohol ester typical examples of the triterpene alcohol compound that forms an ester bond with ferulic acid are shown below.
  • At least one compound A selected from the group consisting of a compound represented by Structural Formula (3) and a compound represented by Structural Formula (4) As a typical compound constituting oryzanol, for example, at least one compound A selected from the group consisting of a compound represented by the following structural formula (3) and a compound represented by the structural formula (4) is Can be mentioned.
  • R 3 and R 4 are each independently a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear chain having 1 to 10 carbon atoms.
  • the alkyl group and the alkenyl group may have at least one substituent selected from the group consisting of an oxoalkyl group having 1 to 3 carbon atoms and an OH group.
  • Compound A preferably includes at least one compound selected from the group consisting of a compound represented by Structural Formula (5) and a compound represented by Structural Formula (6).
  • R 5 represents a monovalent substituent selected from the structures shown below.
  • R 6 represents a monovalent substituent selected from the structures shown below.
  • oryzanol examples include ⁇ -sitosterol ferulic acid ester, 24-methylenecycloartanol ferulic acid ester, cycloartol ferulic acid ester, campesterol ferulic acid ester represented by the following structure: , Cyclobranol ferulic acid ester and the like, and oryzanol or compound A in the present invention may include the compounds exemplified below.
  • the oryzanol that can be used in the dispersion composition of the present invention may be, for example, a compound obtained by extraction and purification from rice seed coat, rice bran oil, rice germ oil, etc., rice seed coat, rice bran oil, It may be a mixture containing oryzanol obtained by extraction and purification from rice germ oil or the like, or a compound obtained entirely or partially by synthesis.
  • the dispersion composition of the present invention contains Compound A
  • the dispersion composition of the present invention may be extracted from a natural product of oryzanol containing the compound included in Compound A described above or a purified product.
  • a synthetic product of a compound included in Compound A may be used alone or in combination.
  • Oryzanol may use a commercial item.
  • Commercially available products are often provided as ⁇ -oryzanol.
  • Typical commercially available products of oryzanol include ⁇ -oryzanol (trade name: manufactured by Tsukino Food Industry Co., Ltd.), ⁇ -oryzanol (trade name: manufactured by Oriza Oil Chemical Co., Ltd.), ⁇ -oryzanol C, and OK sterol. , OK triterpene (both trade names: Okayasu Shoten Co., Ltd.) and the like. Any of these commercially available oryzanols is suitably used as oryzanol in the dispersion composition of the present invention.
  • the content of oryzanol in the dispersion composition of the present invention is preferably 0.1% by mass to 10% by mass, and preferably 0.5% by mass to 5% by mass with respect to the total amount of all components contained in the dispersion composition. More preferably, it is mass%. Further, when the cosmetic composition of the present invention to be described later contains the dispersion composition of the present invention, the cosmetic composition is adjusted so that the content of oryzanol in the cosmetic composition is in the range of 0.0001% by mass to 1% by mass. It is preferable to adjust the content of the dispersion composition in the material. The content of oryzanol in the cosmetic is more preferably in the range of 0.0003 mass% to 0.5 mass%.
  • the dispersion composition of the present invention contains a surfactant (specific surfactant) containing a sterol group represented by the structural formula (1).
  • EO represents an ethylene oxide group
  • PO represents a propylene oxide group
  • BO represents a butylene oxide group.
  • R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
  • l represents the number of linked ethylene oxide groups
  • m represents the number of linked propylene oxide groups
  • n represents the number of linked butylene oxide groups
  • l + m + n is 5 or more and 80 or less.
  • the specific surfactant contained in the dispersion composition of the present invention is a nonionic surfactant having a hydrophobic group containing a polycyclic skeleton such as a cholesterol skeleton or a phytosterol skeleton as a partial structure.
  • hydrophobic groups containing a polycyclic skeleton such as a cholesterol skeleton or a phytosterol skeleton as a partial structure are collectively referred to as a “sterol group”.
  • R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
  • the phytosteryl group include ⁇ -sitosteryl group, campesteryl group, stigmasteryl group, and brassicasteryl group.
  • the phytostanyl group include a hydrogenated ⁇ -sitosteryl group, campesteryl group, stigmasteryl group, and brassicasteryl group.
  • the cholestanyl group includes a hydrogenated cholesteryl group. Any of the specific surfactants having a sterol group selected from these exemplified substituents can be used in the dispersion composition of the present invention.
  • hydrophilic group of the specific surfactant EO is ethylene oxide
  • PO is propylene oxide
  • BO is a butylene oxide group
  • l + m + n is 5 or more and 80 or less.
  • a sterol group-containing specific surfactant represented by the structural formula (2) whose hydrophilic group is EO is given as a preferred example because of its availability. It is done.
  • R—O— (EO) 1 H Structural formula (2)
  • R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
  • EO represents an ethylene oxide group and l is in the range of 5-60.
  • l is more preferably in the range of 10 to 50, and further preferably in the range of 10 to 30 from the viewpoint of dispersion stability.
  • surfactant represented by the structural formula (1) or the surfactant represented by the structural formula (2) include POE phytosterol ether, POE / POP phytosterol ether, POE / POP / POB phytosterol ether, POE / POB phytosterol ether, POE phytostanol ether, POE / POP phytostanol ether, POE / POP / POB phytostanol ether, POE / POB phytostanol ether, POE cholesterol ether, POE / POP / POB cholesterol Ether, POE / POB cholesterol ether, POE cholesteranol ether, POE / POP cholesteranol ether, POE / POP / POB cholestetano Ether, POE / POB cholesteryl ethanol ether.
  • the surfactant represented by the structural formula (2) is also available as a commercial product.
  • POE phytosterol ethers include NIKKOL series BPS-5, BPS-10, BPS-20, BPS-30 (trade name: manufactured by Nikko Chemicals Co., Ltd.), POE phytostanyl ether. BPSH-25 (trade name: manufactured by Nikko Chemicals Co., Ltd.).
  • POE cholesterol ether examples include CS-5, CS-10, CS-15, CS-20, CS-24, and CS-30 (trade name: manufactured by Nippon Emulsion Co., Ltd.) of EMALEX series.
  • POE represents a polyoxyethylene group formed by connecting a plurality of ethyleneoxy groups (EO)
  • POP represents a polyoxypropylene group formed by connecting a plurality of propyleneoxy groups (PO)
  • POB represents a polyoxybutylene group formed by connecting a plurality of butyleneoxy groups (BO).
  • the total number of EO, PO, and BO included in the specific examples of the specific surfactant is in the range of 5-80.
  • a nonionic surfactant containing a polyoxyethylene (POE) structure (POE group) is preferable as the specific surfactant according to the present invention. Furthermore, in a specific surfactant, by introducing a polyoxypropylene (POP) group between a polyoxyethylene (POE) group serving as a hydrophilic group and a sterol group serving as a hydrophobic group, the amount of oryzanol solubilized can be reduced. It is thought that it will improve more. That is, generally, in a nonionic surfactant containing a POE group as a hydrophilic group, the solubilizing ability of the surfactant is improved by introducing a POP group between the hydrophilic group and the hydrophobic group.
  • POP polyoxypropylene
  • a commercial item can be used as a specific surfactant used for this invention.
  • Examples of commercially available products that can be used in the present invention include CS-5, CS-10, CS-15, CS-20, CS-24, CS-30 in the EMALEX series (above, trade name: Japan Emulsion ( And BPS-5, BPS-10, BPS-20, BPS-30, and BPSH-25 (above, trade name: manufactured by Nikko Chemicals Co., Ltd.) in the NIKKOL series.
  • CS-10, CS-20, CS-24, CS-30, BPS-10, BPS-20, BPS-30, and BPSH-25 are preferable.
  • a specific surfactant may be used individually by 1 type, and may use 2 or more types together.
  • the specific surfactant and the specific surfactant are used in combination with another surfactant having a different structure (hereinafter sometimes referred to as other surfactant).
  • Other surfactants include other surfactants selected from nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants.
  • the other surfactant is preferably a nonionic surfactant.
  • the content of the specific surfactant contained in the dispersion composition of the present invention is preferably 1.0 to 20 times by mass with respect to the oryzanol content.
  • the amount is more preferably 1.5 times to 10 times, and further preferably 2.0 times to 8.0 times.
  • the dispersion composition of the present invention contains a phospholipid.
  • Phospholipids are also called phosphatides, and include glycerophospholipids and sphingophospholipids.
  • the phospholipid used in the present invention may be either glycerophospholipid or sphingophospholipid. Of these, glycerophospholipid is preferable from the viewpoint of further improving the dispersibility of oryzanol, and lecithin is more preferable as the glycerophospholipid.
  • the lecithin preferred as the phospholipid in the present invention chemically means phosphatidylcholine, but industrially is a conventional name of a lipid mixture mainly composed of various phospholipids. Used in the latter sense.
  • Typical phospholipids contained in industrial lecithin include phosphatidylcholine (hereinafter sometimes referred to as PC), phosphatidylethanolamine (PE), phosphatidylinositol (PI), phosphatidic acid ( PA) and the like.
  • Lecithin is a type of glycerophospholipid that is present in all cells of natural animals and plants and is a major component of biological membranes. Therefore, it is possible to extract lecithin from any animal or plant.
  • lecithin is produced using soybean or egg yolk as a raw material, soy lecithin derived from soybean is called soybean lecithin, and lecithin derived from egg yolk is called egg yolk lecithin.
  • Lecithin is often used as an emulsifier for foods and cosmetics because of its good biocompatibility and emulsifying ability to make an emulsion by dispersing oil in water.
  • a liposomal material for pharmaceuticals, a fat emulsion for intravenous injection, a therapeutic agent for epilepsy, a therapeutic agent for skin diseases, etc. by utilizing the osmotic action of permeating and absorbing substances from the skin and mucous membranes.
  • Soy lecithin is often used for food and cosmetics mainly from the viewpoint of cost.
  • the lecithin used in the dispersion composition of the present invention may be lecithin derived from any animal or plant including soybeans and egg yolks.
  • the lecithin used in the dispersion composition of the present invention is particularly preferably a lecithin derived from soybean (hereinafter sometimes referred to as soybean lecithin).
  • Soy lecithin is produced by drying and refining oil cake produced as a by-product in the soybean oil refining process.
  • paste-like lecithin having a phospholipid content of 70% by mass or less contains about 30% by mass of crude soybean oil, but since it is inexpensive, paste-like lecithin is mostly used particularly in the food field.
  • technologies such as advanced purification, fractionation, and modification have been added in the production of lecithin, and various lecithin groups with different performance and functions have been produced. Has been.
  • Highly purified lecithin is a lecithin obtained by deoiling the pasty lecithin using a solvent such as acetone and pulverizing. Highly purified lecithin generally has a lecithin content of 90% by mass or more. Highly purified lecithin is also available as a commercial product. For example, Phospholipon 20 (trade name: manufactured by Lipoid), Recion P (trade name: manufactured by Riken Vitamin Co., Ltd.), SLP White (trade name: ⁇ Oil Manufacturing Co., Ltd.), Emulmetic 300 (trade name: manufactured by Lucas Meyer Cosmetics) and the like. In the dispersion composition of the present invention, either pasty lecithin or highly purified lecithin can be used as the phospholipid.
  • fractionated lecithin with mainly increased PC content fractionated lecithin with mainly increased PC content, enzymatically degraded (lyso) lecithin that has been made into a single chain by enzymatic degradation, and hydrogenated lecithin that has undergone hydrogenation treatment
  • the modified lecithin can be used as the phospholipid in the present invention.
  • Fractionated lecithin is lecithin in which the content of specific phospholipids is increased by utilizing the difference in solubility in various solvents or performing operations such as distillation from highly purified lecithin, and generally the content of PC Fractionated lecithins with increased levels are commercially available.
  • fractionated lecithins with increased PC content examples include Phospholipon 50 (containing 45% by weight of PC), Phosphopon 85G (containing 80% by weight of PC), Phosphopon 90G (containing 94% by weight of PC) ( As mentioned above, trade name: manufactured by Lipoid Co., Ltd., emulmetic 900 (containing 50% by weight of PC), emulmetic 930 (containing 95% by weight of PC) (above, trade name: manufactured by Lucas Meyer Cosmetics), SLP-PC70, SLP- PC90 (the above-mentioned, brand name: Sakai Oil Co., Ltd. product) etc. are mentioned.
  • Modified lecithin is roughly classified into hydrogenated lecithin and enzymatically decomposed lecithin.
  • hydrogenated lecithin is lecithin obtained by oxidizing a fatty acid polyenoic acid in a lecithin structure and converting it to a saturated fatty acid by performing a hydrogenation treatment in order to improve light stability.
  • Hydrogenated lecithin can be preferably used for pharmaceuticals such as cosmetics and topical skin preparations, but cannot be used for foods.
  • Examples of commercially available products of hydrogenated lecithin include Emalmetic 320 (trade name: manufactured by Lucas Meyer Cosmetics), SLP White H (trade name: manufactured by Sakai Oil Co., Ltd.), and the like.
  • Examples of commercially available lecithin products with increased PC content and further hydrogenation treatment include Emulmatic 950 (trade name: manufactured by Lucas Meyer Cosmetics), SLP-PC92H (trade name: Sakai Oil Co., Ltd.) And Phospholipon 90H (trade name: manufactured by Lipoid Co., Ltd.).
  • Enzymatically-decomposed lecithin is lecithin that is obtained by selectively degrading the ester bond of the 2-position fatty acid usually bound to glycerin by an enzyme, and is also called lysolecithin to distinguish it from normal lecithin.
  • Lysolecithin has improved water solubility and generally improved emulsifying power as compared to lecithin before modification.
  • the enzymatic decomposition treatment for preparing lysolecithin is performed on pasty lecithin as a raw material, and lysolecithin is obtained by highly purifying the lecithin after the enzymatic decomposition treatment.
  • lysolecithin As another method for producing lysolecithin, there is also a method for obtaining lysolecithin by subjecting fractionated lecithin to enzymatic degradation.
  • An example of a typical commercial product of lysolecithin that can be used in the dispersion composition of the present invention includes SLP white lyso (trade name: manufactured by Sakai Oil Co., Ltd.).
  • SLP white lyso trade name: manufactured by Sakai Oil Co., Ltd.
  • lecithin obtained by decomposing an ester bond between phosphoric acid and a base can be mentioned.
  • the base is removed from the phospholipid to form phosphatidic acid, and the resulting enzyme-treated lecithin exhibits a strong anionic property.
  • enzyme-treated lecithins exhibiting anionic properties include PA Nagase, lysophospholipid Nagase H (trade name: manufactured by Nagase ChemteX Corporation), and the like.
  • lecithins can be used in the dispersion composition of the present invention.
  • lecithin used as the phospholipid it is preferable to use lecithin having a phospholipid content of 70% by mass or more, more preferably lecithin having a phospholipid content of 80% by mass or more. More preferred is lecithin having a content of 90% by mass or more.
  • the content of phosphatidylcholine (PC) contained in the phospholipid is usually in the range of 10% by mass to 100% by mass.
  • the content of PC is 20% by mass.
  • a phospholipid with a content of from 90% by mass to 90% by mass is preferred, and a phospholipid with a PC content of from 30% by mass to 80% by mass is more preferred.
  • the content of lecithin used in the dispersion composition of the present invention is preferably 0.5 to 20 times by mass with respect to the content of oryzanol, from the viewpoint of dispersion stability.
  • a double amount to 10 times amount is more preferable, and a double amount to 8 times amount is more preferable.
  • the dispersion composition of the present invention can be used in combination with various compounds as long as the effects of the present invention are not impaired.
  • the dispersion composition of the present invention can contain water. There is no restriction
  • Milli-Q water is ultrapure water obtained by a Milli-Q water production apparatus, which is an ultrapure water production apparatus manufactured by Merck Millipore.
  • the dispersion composition of the present invention may contain a polyhydric alcohol that can be used to dissolve the ferulic acid triterpene alcohol ester.
  • the polyhydric alcohol that can be used in the dispersion composition of the present invention is an alcohol having two or more —OH groups in the molecule.
  • the polyhydric alcohol used in cosmetics is preferably a polyhydric alcohol having 3 to 8 carbon atoms and having 2 to 5 —OH groups in the molecule, and having 3 to 8 carbon atoms.
  • Preferable examples of the polyhydric alcohol used in the dispersion composition of the present invention include alcohols similar to the polyhydric alcohols usually used in cosmetics.
  • diol is preferable from the viewpoint of good solubility of ferulic acid triterpene alcohol ester.
  • the diols propylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, diethylene glycol, dipropylene glycol and the like are more preferable.
  • 1,3-propane Diol, 1,3-butylene glycol, dipropylene glycol and the like are more preferable.
  • the content when polyhydric alcohol is used in the dispersion composition of the present invention is appropriately selected according to the purpose, but is 0.1 to 100 times by mass with respect to the total content of oryzanol.
  • the amount is preferably 0.5 times to 50 times.
  • the dispersion composition of the present invention can contain one or more oily components selected from oily components other than oryzanol depending on the purpose within a range not impairing the effects of the present invention. .
  • oily components other than oryzanol may be referred to as other oily components.
  • Other oily components that can be used in the dispersion composition of the present invention are not particularly limited as long as they are oily components that can be used in a usage mode according to the purpose of cosmetics, for example. In terms of chemical structure, fats and oils, hydrocarbons, waxes, ester compounds, higher fatty acids, higher alcohols, polymer compounds, oil-soluble dyes, oil-soluble proteins and the like can be mentioned.
  • oil-soluble functional substances contained in animals and plants such as terpenoids, alkaloids, polyphenols, and various vegetable oils and animal oils containing these oil-soluble functional substances can also be used in the dispersion composition of the present invention.
  • various vegetable oils, animal oils and the like that do not contain an oil-soluble functional substance that can be used in cosmetics can also be used in the dispersion composition of the present invention.
  • examples of other oily components that can be used in the dispersion composition of the present invention such as vegetable oil, animal oil, animal and vegetable oil-derived oily components, and other oily components include coconut oil, olive oil, corn oil, jojoba oil, and the like.
  • sterols
  • the dispersion composition of the present invention contains, as functional oily components, carotenoids such as ⁇ -carotene, astaxanthin, zeaxanthin, lycopene and lutein, vitamin E such as tocopherol and tocotrienol, ubiquinone such as coenzyme Q10, eicosapentaenoic acid (EPA) ), Omega-3 fats such as docosahexaenoic acid (DHA), linolenic acid, and the like.
  • the dispersion composition of the present invention preferably further contains triterpene as an oily component having a function.
  • Triterpenes having carboxylic acid and the like are mainly obtained from plant extracts.
  • Examples of triterpenes obtained from plant extracts include asiatic acid, Madecassic acid contained in cinnamon extract, ursolic acid contained in rosemary extract, oleanolic acid, betulinic acid, oleanolic acid contained in perilla leaf extract, ursolic acid, torment Examples thereof include glycyrrhetinic acid contained in acid and licorice extracts.
  • the dispersion composition of the present invention can also contain a triterpene in a glycoside type form (referred to as heteroside) bonded to a sugar. It is also preferable that the dispersion composition of the present invention contains Centella asiatica (composite extract) in which asiatic acid and madecassic acid as acid type triterpenes and asiaticoside and madecassoside as triterpene glycosides are appropriately mixed. It is.
  • Centella asiatica composite extract
  • active ceramides such as ceramide I, ceramide II, ceramide III, ceramide V, and ceramide VI, and sphingosaccharides such as glucosylceramide and galactosylceramide Lipids, sphingomyelin, pseudoceramide and the like are also preferred.
  • the dispersion composition of the present invention contains other oily components, it is preferable to use a mixture of other oily components and oryzanol in advance.
  • the content in the case of using another oil component in the dispersion composition of the present invention is appropriately selected according to the purpose, but is 0.1 to 100 times by mass with respect to the total content of oryzanol.
  • the amount is preferable, and the amount of 0.5 times to 50 times is more preferable.
  • the dispersion composition of the present invention may appropriately contain, as necessary, additive components commonly used in the fields of foods, cosmetics and the like in addition to the above components according to the form.
  • Other components can be contained in the dispersion composition of the present invention as an oil-soluble or water-soluble additive component depending on the properties of each component.
  • Other components that can be used in the dispersion composition of the present invention include, for example, one or more components selected from pearl luster materials, preservatives, antioxidants, coloring agents, thickeners, or pH adjusters. Is mentioned.
  • flavor, an antibacterial agent, a moisturizer, a ultraviolet absorber, an active oxygen removal agent, an antioxidant, an antimicrobial agent, a hair restorer, a mineral, an amino acid etc. can be used for the dispersion composition of this invention.
  • the dispersion composition of the present invention can be applied to various uses that require an active ingredient of oryzanol, such as cosmetics and external preparations for skin.
  • the dispersion composition of the present invention can be used for cosmetics.
  • the cosmetic of the present invention contains the above-described dispersion composition of the present invention.
  • the dispersion composition of the present invention is a dispersion particle containing oryzanol, preferably a fine dispersion particle having a volume average particle diameter of 200 nm or less and excellent in dispersibility and dispersion stability. Can do.
  • the cosmetic containing the dispersion composition of the present invention can sufficiently obtain the effectiveness of oryzanol, which is a functional component.
  • the cosmetic of the present invention is excellent in the dispersion stability of oryzanol and the precipitation is suppressed, the cosmetic has an excellent effect of being excellent in transparency and maintaining transparency for a long period of time.
  • Cosmetics include lotion, beauty liquid, milky lotion, cream, cream pack / mask, pack, base makeup cosmetics, cosmetics for hair washing, fragrance cosmetics, liquid body cleansers, UV care cosmetics, deodorant cosmetics, oral care cosmetics, etc. Of cosmetics. Since the dispersion composition of the present invention stably contains fine dispersed particles having a volume average particle diameter of 200 nm or less as described above, it is particularly suitably applied to aqueous cosmetics that require transparency.
  • Cosmetic lotions and cosmetic liquids are required to have transparency depending on the dosage form, and are required to maintain transparency even after aging.
  • “transparency” uses turbidity, which will be described in detail below, as an index. Turbidity is defined by the absorbance measured at 25 ° C. using light having a wavelength of 650 nm. Absorbance (turbidity) as an index of “transparency” in the cosmetic of the present invention is measured using a spectrophotometer (V-630, manufactured by JASCO Corporation).
  • the relationship between the dispersion composition and the turbidity ⁇ can be expressed by the following formula A when the particle diameter d of the dispersion composition is smaller than the visible light wavelength ⁇ .
  • the particle diameter d of the dispersion composition, the number n of particles of the dispersion composition, and the relative refractive index m of the oil contribute to the turbidity ⁇ .
  • the number n of particles of the dispersion composition is defined by the amount of oil in the dispersion composition. If it is cosmetics containing the dispersion composition of this invention, the turbidity is prescribed
  • a preferred embodiment of a cosmetic material to which the dispersion composition of the present invention is applied includes the dispersion composition of the present invention, and has an absorbance (turbidity) measured by using light having a wavelength of 650 nm of 0.15 or less.
  • a certain cosmetic is preferable, and a cosmetic of 0.1 or less is more preferable.
  • the turbidity of the cosmetic product is preferably 0.001 to 0.15.
  • the absorbance (turbidity) is more preferably 0.001 to 0.125, still more preferably 0.001 to 0.1.
  • the cosmetic of the present invention contains a dispersion composition. It is preferable to adjust the content of the dispersion composition so that the oryzanol content in the cosmetic of the present invention is in the range of 0.0001% by mass to 1% by mass, and 0.0003% by mass to 0.5%. It is more preferable to adjust the content of the dispersion composition so as to be in the range of mass%.
  • each component contained in the cosmetics by stirrer stirring, impeller stirring, stirring using a homomixer, etc. It can be prepared by mixing or the like.
  • the method for producing the dispersion composition of the present invention will be described in detail below.
  • the manufacturing method of the dispersion composition of this invention is not specifically limited, It can manufacture according to a well-known method.
  • a general production method for example, a production method including a mixing step of mixing an oil phase component containing oryzanol, a specific surfactant and a polyhydric alcohol and an aqueous phase component containing phospholipid and water. Can be mentioned.
  • the dispersion composition can be produced by the following method.
  • the following method is an example of a dispersion composition manufacturing method, and is not limited to the following method.
  • oryzanol may be added to the aqueous phase containing the phospholipid after being preliminarily heated and dissolved in the specific surfactant.
  • first, oryzanol and a specific surfactant, which are compounds according to the present invention are mixed in a polyhydric alcohol solution, and heated and dissolved at 70 ° C. to 150 ° C. to prepare a uniform oily solution. To do.
  • the obtained oily solution is added and mixed with stirring in an aqueous phase containing phospholipid heated to 40 ° C. to 90 ° C.
  • any commercially available mixing means may be used. That is, a uniform suspension can be prepared by mixing and stirring the oily solution and the aqueous medium using a magnetic stirrer, a home mixer, a paddle mixer, an impeller mixer, or the like as a mixing means.
  • oryzanol it is more preferable to add oryzanol to the aqueous phase after dissolving it in polyhydric alcohol in advance.
  • stirring means having a stronger shearing force than the above-described mixing means that is, a high-speed stirring method using a homomixer, a disper mixer, an ultramixer, etc., an ultrasonic method using an ultrasonic homogenizer, and a high shear using a high-pressure homogenizer It is preferable to prepare a dispersion composition by refining the dispersed particles containing oryzanol using a refining means such as a high-pressure homogenizer method that applies force.
  • ultrasonic homogenizers examples include ultrasonic homogenizers US-600, US-1200T, RUS-1200T, MUS-1200T (above, manufactured by Nippon Seiki Seisakusho Co., Ltd.), ultrasonic processors UIP2000, UIP-4000. UIP-8000, UIP-16000 (above, manufactured by Heelscher) and the like. These high-power ultrasonic irradiation devices are used at a frequency of 25 kHz or less, preferably 15 to 20 kHz.
  • high-pressure homogenizer examples include microfluidizer (manufactured by Microfluidics), nanomizer (manufactured by Yoshida Kikai Kogyo Co., Ltd.), starburst (manufactured by Sugino Machine Co., Ltd.), gorin type homogenizer (manufactured by APV), and Ranier.
  • Type homogenizer manufactured by Lanier
  • high-pressure homogenizer manufactured by Niro Soabi
  • homogenizer manufactured by Sanwa Kikai Co., Ltd.
  • high-pressure homogenizer manufactured by Izumi Food Machinery Co., Ltd.
  • ultra-high pressure homogenizer manufactured by Ika Is mentioned.
  • the operating pressure of the high-pressure homogenizer is preferably 50 MPa or more, more preferably 150 MPa or more, from the viewpoint of miniaturization of the dispersed particles.
  • the number of passes of the high-pressure treatment may be one, but in order to improve the uniformity of the entire dispersion composition, the number of passes is preferably 2 times or more, more preferably 2 to 5 times.
  • the temperature before the high-pressure dispersion treatment is set to 20 ° C. to 80 ° C., more preferably 40 ° C. to 70 ° C.
  • the dispersion composition is preferably cooled immediately using a cooling means immediately after the high-pressure dispersion treatment and lowered to a predetermined temperature. Any commercially available heat exchanger can be used as the cooling device.
  • the sterilization process may be performed at any stage in each process for preparing the dispersion composition of the present invention. However, when the sterilization process is performed, it is performed as soon as possible after the stirring and mixing process or the high-pressure dispersion process. It is preferable.
  • the sterilization method in the sterilization process examples include heating methods such as dry heat sterilization and steam sterilization, electron beam sterilization, sterilization using ionizing radiation, electromagnetic wave methods such as high-frequency sterilization, and gases such as ethylene oxide gas (EOG) sterilization. Examples thereof include sterilization, hydrogen peroxide low temperature plasma sterilization, chemical sterilization methods, chemical sterilization methods, and filtration sterilization methods such as separation and removal.
  • the sterilization method is preferably heat sterilization (dry heat sterilization, steam sterilization) or filter sterilization.
  • the volume average particle diameter of the dispersed particles containing oryzanol in the dispersion composition of the present invention is preferably 5 nm to 200 nm, more preferably 5 nm to 100 nm, and further preferably 5 nm to 50 nm.
  • the volume average particle diameter obtained by the dynamic light scattering method is applied to the particle diameter of the dispersed particles in the present invention from the particle diameter range and ease of measurement.
  • particle size measurement Commercially available particle size measuring devices using dynamic light scattering include Nanotrac UPA (Nikkiso Co., Ltd.), dynamic light scattering type particle size distribution measuring device LB-550 (Horiba, Ltd.), and dense particles. Diameter analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.) and the like.
  • the volume average particle diameter of the dispersed particles in the present invention is a value measured using Nanotrac UPA (Nikkiso Co., Ltd.), and specifically, a value measured by the following means is adopted.
  • the particle diameter is measured by diluting the dispersion composition of the present invention 10 times with pure water and measuring at room temperature (25 ° C.).
  • the volume average particle diameter is determined by using 1.333 (pure water) as the refractive index of the dispersion medium and the viscosity of pure water as the viscosity of the dispersion medium.
  • oryzanol and compound A are sometimes referred to as “component (A)”.
  • Example 1-1 to Example 1-4, Comparative Example 1-1 to Comparative Example 1-5] [Preparation of dispersion composition]
  • the component (A) in Tables 1 and 2 and a surfactant [specific surfactant or comparative surfactant] are mixed in glycerin, which is a polyhydric alcohol, and 70 A uniform oily solution is prepared by heating and dissolving at a temperature of from °C to 150 °C.
  • the ⁇ -oryzanol ( ⁇ -oryzanol C: trade name, manufactured by Okayasu Co., Ltd.) used in this example contains at least one compound A as an active ingredient.
  • surface represents the mass% unless there is particular notice.
  • the obtained oily solution was added with stirring to an aqueous phase containing purified lecithin (phospholipid, SLP White (trade name) manufactured by Sakai Oil Co., Ltd.), purified water and the like heated to 40 ° C. to 90 ° C.
  • a suspension was obtained.
  • the obtained suspension was subjected to a dispersion treatment at a temperature of 20 ° C. or higher and 80 ° C. or lower under a pressure of 100 MPa or higher, so that Examples 1-1 to 1-4, Comparative Examples 1-1 to Comparative Examples were performed.
  • a dispersion composition of 1-5 was obtained.
  • the obtained dispersion composition was evaluated as follows, and the results are shown in Tables 1 and 2.
  • (1. Measurement of particle size of dispersion composition) As a commercially available measuring apparatus using dynamic light scattering, Nanotrac UPA (Nikkiso Co., Ltd.) was used to measure the particle diameter of the dispersed particles contained in the obtained dispersion composition as follows. The dispersion composition is diluted 10 times with pure water, and the particle size is measured at room temperature (25 ° C.). The volume average particle diameter of the dispersed particles in the dispersion composition was determined using 1.333 (pure water) as the refractive index of the dispersion medium and the viscosity of pure water as the viscosity of the dispersion medium. In Tables 1 to 7 below, the volume average particle size of the dispersed particles contained in the prepared dispersion composition is referred to as “initial particle size”.
  • v Evaluation criteria for dispersion stability were evaluated based on the following evaluation criteria. If the standards are A to C, it is determined that there is no practical problem. -Dispersion stability evaluation criteria of dispersion composition- A: Particle size change less than 10 nm B: Particle size change from 10 nm to less than 25 nm C: Particle size change from 25 nm to less than 50 nm D: Particle size change of 50 nm or more, or precipitation or separation is observed
  • the dispersed compositions of Examples 1-1 to 1-4 have very fine particle diameters of the obtained dispersed particles containing ⁇ -oryzanol, and are excellent in dispersion stability. I understand that.
  • the dispersion compositions of Comparative Examples 1-1 to 1-5 using a comparative surfactant in place of the specific surfactant have a larger initial dispersed particle size than that of the Examples, and precipitate with time. The appearance was changed due to, and the dispersion stability was poor.
  • Example 1-5 to Example 1-10 According to the formulations shown in the following Tables 3 to 4, a dispersion composition was prepared in the same manner as in Example 1-1 and evaluated in the same manner as in Example 1-1. The results are also shown in Tables 3 to 4 below. For comparison, the results of Example 1-1 and Example 1-2 are also shown.
  • the dispersion compositions of Examples 1-5 to 1-10 have very fine particle diameters of the obtained dispersion particles containing ⁇ -oryzanol, and are excellent in dispersion stability. I understand that. Further, the number of EO bonds in the specific surfactants used in Examples 1-5 to 1-10 was 5 to 30, and all of the examples exhibited excellent effects. In particular, when the number of EO bonds in the specific surfactant is in the range of 10 to 30, the dispersed particle size tends to be smaller and the dispersion stability tends to be superior.
  • Examples 1-11 to 1-13, Comparative Example 1-6 According to the formulation shown in Table 5 below, a dispersion composition was prepared in the same manner as in Example 1-1, and evaluated in the same manner as in Example 1-1. The results are also shown in Table 5 below. For comparison, the results of Example 1-1 are also shown.
  • the dispersion compositions of Examples 1-11 to 1-13 show that the obtained dispersed particles containing ⁇ -oryzanol have very fine particle diameters and are excellent in dispersion stability. Recognize.
  • the content of the specific surfactant in the dispersion compositions of Examples 1-11 to 1-13 is in the range of 1.25% by mass to 6.00% by mass, and all the examples have excellent effects. did.
  • the content of the specific surfactant is in the range of 1.25% to 6.00% by mass, the dispersed particle size tends to become smaller as the content of the specific surfactant increases. It was.
  • Comparative Example 1-6 containing no specific surfactant a stable dispersion composition could not be obtained.
  • Example 1-14 A dispersion composition was prepared in the same manner as in Example 1-1 except that the type of phospholipid was changed as shown in Table 6 in accordance with the formulation described in Table 6 below, and evaluated in the same manner as in Example 1-1. did. The results are also shown in Table 6 below. For comparison, the results of Example 1-1 are also shown.
  • Example 1-14 From the results of Table 6, it can be seen that in the dispersion composition of Example 1-14, the obtained dispersed particles containing ⁇ -oryzanol have a fine particle diameter and are excellent in dispersion stability.
  • ⁇ -oryzanol could be stably dispersed. It has been found that a good dispersion composition can be obtained even for fractionated lecithin with an increased content of enzymatically degraded lysolecithin and phosphatidylcholine.
  • Example 1-1 using purified lecithin resulted in a smaller dispersed particle size and excellent dispersion stability.
  • Example 1-15 to Example 1-17, Comparative Example 1-7 According to the formulation described in Table 7 below, a dispersion composition was prepared in the same manner as in Example 1-1 and evaluated in the same manner as in Example 1-1. The results are also shown in Table 7 below. For comparison, the results of Example 1-1 are also shown.
  • the dispersion compositions of Examples 1-15 to 1-17 are excellent in dispersibility and dispersion stability of the obtained dispersed particles containing ⁇ -oryzanol.
  • the phospholipid content was 2.00% by mass or more, more excellent dispersibility and dispersion stability were achieved.
  • Comparative Example 1-7 containing no phospholipid, oryzanol precipitated over time and a stable dispersion composition could not be obtained.
  • the aqueous phase composition A obtained above was stirred with a homogenizer (model name: HP93, manufactured by SMT Co., Ltd.) while maintaining the temperature at 70 ° C. (10000 rpm), and the oil phase composition A was added to the aqueous phase composition A.
  • a preliminary emulsion was obtained.
  • the obtained preliminary emulsified product was cooled to about 40 ° C., and high-pressure emulsification was performed at 200 MPa using an optimizer HJP-25005 (manufactured by Sugino Machine Co., Ltd.).
  • HJP-25005 manufactured by Sugino Machine Co., Ltd.
  • it filtered with the micro filter with an average hole diameter of 1 micrometer, and prepared the astaxanthin containing emulsion composition (astaxanthin content rate: 0.3 mass%).
  • the obtained astaxanthin emulsion composition was diluted to 1% by mass with Milli-Q water, and the particle size of the dispersed particles was measured using a particle size analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.). It was.
  • a lotion having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • [Composition] [Content (% by mass)] Dispersion composition prepared in Example 1-1 1.0 Arbutin 2.0 Dipotassium glycyrrhizinate 1.0 Dipropylene glycol 4.0 Polyoxyethylene methyl glucoside 1.0 1,3-butylene glycol 4.0 Polyethylene glycol 1.0 Ethanol 2.0 Polyoxyethylene hydrogenated castor oil (60 EO) 0.2 Phenoxyethanol 0.3 Glycerin mono-2-ethylhexyl ether 0.2 Citric acid Appropriate amount Sodium hydroxide Appropriate amount N-acetyl-L-hydroxyproline 1.0 Water-soluble collagen 1.0 Hydrolyzed collagen 1.0 Seaweed extract (1) 1.0 Astaxanthin-containing emulsion composition 0.2 Sucrose fatty acid ester 0.5 Phospholipid 0.2 Polyglyceryl monooleate 0.2 Phosphoric acid-L-a
  • Example 2-2 to 2-5 A serum having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 or 1-2 (amount described in Table 8) Phosphoric acid-L-ascorbyl magnesium 2.0 Dipotassium glycyrrhizinate 1.0 Dipropylene glycol 4.0 Glycerin 5.0 Diglycerin 2.0 1,2-pentanediol 2.0 Phenoxyethanol 0.5 Methyl paraoxybenzoate 0.1 Alkali Neges Relatus B-16 Polymer 0.05 Polyoxyethylene hydrogenated castor oil (60 EO) 0.2 Citric acid appropriate amount Sodium citrate appropriate amount N-acetyl-L-hydroxyproline 1.0 Water-soluble collagen 1.0 Hydrolyzed collagen 1.0 Yeast extract (1) 1.0 Krill extract 0.2 Sucrose fatty acid ester 0.5 Phospholipid 0.2 Polyglyceryl monooleate 0.2 Water remaining
  • Example 2-6 A cream having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 1.0 Arbutin 2.0 Dipotassium glycyrrhizinate 1.0 1,2-pentanediol 3.0 Dipropylene glycol 7.0 Concentrated glycerin 5.0 Polyethylene glycol 6000 1.0 Sodium hyaluronate 0.5 Trimethylglycine 0.5 1,3-butylene glycol 3.0 Xanthan gum 0.5 Acrylic acid / alkyl methacrylate copolymer 0.7 Squalane 0.5 Shea fat 1.0 Sara honey bee 1.0 Behenyl alcohol 1.0 Glyceryl monostearate 2.0 Polyoxyethylene glyceryl isostearate 1.0 Tocopherol 0.5 Astaxanthin 0.2 Water-soluble collagen 1.0 Hydrolyzed collagen solution (from fish) 1.0 N-acetyl-L-hydroxyproline 1.0 Camelli
  • Example 2-7 A sunscreen having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Cyclopentasiloxane 20.0 Dimethicone 10.0 Titanium oxide 5.0 t-Butylmethoxybenzoylmethane 1.0 HXMT-100ZA (trade name: manufactured by TEIKA CORPORATION, Surface-treated titanium oxide, average primary particle size 15 nm) 6.0
  • Aluminum hydroxide 1.0 Isostearic acid 0.5 Sorbitan sesquioleate 1.0 Dipotassium glycyrrhizinate 0.5 Astaxanthin 0.5 Water-soluble collagen 1.0 Sodium citrate 0.5 Tocopherol 0.5 Aloe extract 0.1 Perfume Trace amount of methyl paraoxybenzoate 0.15 Purified water remaining
  • Example 2-8 An emulsion having the following composition was prepared by a conventional method. First, an oil phase containing the following oil phase component and an aqueous phase containing the following aqueous phase component were prepared, and an emulsion was prepared by mixing the obtained oil phase and aqueous phase. The emulsion composition containing oryzanol prepared in Example 1-1 was contained in the aqueous phase. (Total amount 100 mass%).
  • composition [Content (% by mass)] ⁇ Oil phase component Hematococcus alga extract 0.2 Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.5 Squalane 8.0 Jojoba oil 7.0 Cetyl alcohol 1.5 Water phase component Dispersion composition prepared in Example 1-1 0.5 Glycerol monostearate 2.0 Polyoxyethylene cetyl ether 3.0 Polyoxyethylene soorbitan monooleate 2.0 1,3-butylene glycol 1.0 Glycerin 2.0 Sucrose stearate 0.1 Polyglyceryl oleate-10 0.1 Polyglyceryl stearate-2 0.1 Phenoxyethanol 0.2 Collagen 1.0 Camellia extract 0.5 Arbutin 0.5 Dipotassium glycyrrhizinate 0.5 Sodium citrate 0.3 Fragrance Trace amount of purified water
  • Example 2-9 A jelly-like serum having the following composition was prepared by a conventional method. (Total amount 100 mass%).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Haematococcus alga extract 0.1 Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2 Ceramide III, VI mixture 1.0 Hydrolyzed collagen 1.0 Acetylhydroxyproline 1.0 Ethylhexyl glycerin 0.1 Oleic acid 0.5 1,3-butylene glycol 1.0 Glycerin 2.0 Sucrose 0.1 Polyglyceryl oleate-10 0.1 Polyglyceryl stearate-2 0.1 Phenoxyethanol 0.2 Collagen 1.0 Sodium citrate 1.0 Damask rose flower oil Trace fragrance Trace purified water Remaining
  • Example 2-10 A slurry containing the components described in the following composition and water as a dispersion medium was prepared, filled in a predetermined container, and the dispersion medium was removed by drying to prepare a solid powder cosmetic having the following composition. (Total amount 100 mass%).
  • composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Talc (OTS-2 TALK JA-46R : Daito Kasei Kogyo Co., Ltd.) 18 Titanium oxide (OTS-2 TiO 2 CR-5 : Daito Kasei Kogyo Co., Ltd.) 9 Iron oxide yellow (OTS-2 YELLOW LLXLO : Daito Kasei Kogyo Co., Ltd.) 2.3 Iron oxide red (OTS-2 RED R-516L : Daito Kasei Kogyo Co., Ltd.) 0.15 Iron oxide black (OTS-2 BLACK BL-100 : Daito Kasei Kogyo Co., Ltd.) 0.3 Pearl pigment (gold) (Rona Flare Balance Gold: Merck) 13 Pearl pigment (red) (Transprismer Red: Merck) 7 Composite powder pigment (HNB RED7: manufactured by Daito Kasei Kogyo Co., Ltd.) 1 Dimethi
  • Example 2-11 (Preparation of centella extract-containing aqueous dispersion composition) The following components were mixed and dissolved with heating using a paddle at 70 ° C. for 30 minutes to obtain a suspension A.
  • the suspension A was passed through an ultra-high pressure disperser (model name: Starburst Mini, manufactured by Sugino Machine Co., Ltd.) at a pressure of 200 MPa five times, and high pressure dispersion was performed. Treatment was carried out to prepare an aqueous dispersion composition containing communis extract.
  • an ultra-high pressure disperser model name: Starburst Mini, manufactured by Sugino Machine Co., Ltd.
  • centella extract-containing aqueous dispersion composition is diluted 10-fold with milli-Q water, and dispersed particles using a dynamic light scattering particle size measuring instrument (model name: Nanotrac UPA (Nikkiso Co., Ltd.)).
  • the particle size of was 19 nm.
  • a liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • [Composition] [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Centella extract-containing aqueous dispersion composition 0.5 Specific red composite pigment * 1 0.5 Extender * 2 15.0 Colorant pigment * 3 2.0 Pearl pigment * 4 3.0 Cyclomethicone 25.0 Dimethicone polyol 5.0 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0 PEG-9 polydimethylsiloxyethyl dimethicone 1.2 Squalane 0.1 Sorbitan sesquiisostearate 1.0 Distemalimonium Hectorite 0.8 Ethyl hexyl methoxycinnamate 2.5 Hematococcus prubiaris oil 0.1 Tocopherol 0.1 Damask rose flower oil 0.1 Fragrance 0.1 Phenoxyethanol 0.3 Glycerin 10.0 Di
  • Example 2-12 A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5 Specific red composite pigment * 1 0.5 Extender * 2 15.0 Colorant pigment * 3 2.0 Pearl pigment * 4 3.0 Cyclomethicone 25.0 Dimethicone polyol 5.0 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0 PEG-9 polydimethylsiloxyethyl dimethicone 1.2 Squalane 0.1 Sorbitan sesquiisostearate 1.0 Distemalimonium Hectorite 0.8 Ethyl hexyl methoxycinnamate 2.5 Hematococcus prubiaris oil 0.1 Tocopherol 0.1 Damask rose flower oil 0.1 Fragrance
  • Example 2-13 A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5 Specific red composite pigment * 1 0.5 Extender * 2 15.0 Colorant pigment * 3 2.0 Pearl pigment * 4 3.0 Cyclomethicone 25.0 Dimethicone polyol 5.0 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2.0 PEG-9 polydimethylsiloxyethyl dimethicone 0.8 Squalane 0.1 Sorbitan sesquiisostearate 1.0 Distemalimonium Hectorite 0.8 Ethyl hexyl methoxycinnamate 2.5 Hematococcus prubiaris oil 0.1 Tocopherol 0.1 Damask rose flower oil 0.1 Fragrance
  • Example 2-13 A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5 Specific red composite pigment * 1 0.5 Extender * 2 15.0 Colorant pigment * 3 2.0 Pearl pigment * 4 3.0 Cyclomethicone 25.0 Dimethicone polyol 5.0 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2.0 PEG-9 polydimethylsiloxyethyl dimethicone 0.8 Squalane 0.1 Sorbitan sesquiisostearate 1.0 Distemalimonium Hectorite 0.8 Ethyl hexyl methoxycinnamate 2.5 Hematococcus prubiaris oil 0.1 Tocopherol 0.1 Damask rose flower oil 0.1 Fragrance
  • Example 2-14 A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5 Specific red composite pigment * 1 0.5 Extender * 2 15.0 Colorant pigment * 3 2.0 Pearl pigment * 4 3.0 Cyclomethicone 25.0 Dimethicone polyol 5.0 Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0 PEG-9 polydimethylsiloxyethyl dimethicone 1.2 Squalane 0.1 Sorbitan sesquiisostearate 1.0 Distemalimonium Hectorite 0.8 Ethyl hexyl methoxycinnamate 2.5 Hematococcus prubiaris oil 0.1 Tocopherol 0.1 Damask rose flower oil 0.1 Fragrance
  • Example 2-15 A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2 Potassium myristate 20.0 Potassium palmitate 5.0 Potassium stearate 5.0 Potassium laurate 3.0 Glycerin 25.0 Polyquaternium-7 1.0 PEG-32 5.0 Sorbitol 5.0 Collagen 0.1 Water-soluble collagen 0.1 Acetyl hydroxyproline 0.1 Glyceryl stearate (SE) 1.5 Cocoyl methyl taurine sodium 1.0 Natural vitamin E 1.0 Phytosteryl isostearate 2.0 Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining
  • Example 2-16 A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2 Potassium myristate 25.0 Potassium palmitate 5.0 Potassium stearate 5.0 Potassium laurate 3.0 Glycerin 25.0 Polyquaternium-7 1.0 PEG-32 5.0 Sorbitol 5.0 Collagen 0.1 Water-soluble collagen 0.1 Acetyl hydroxyproline 0.1 Glyceryl stearate (SE) 1.5 Sodium lauroyl glutamate 1.0 Natural vitamin E 1.0 Jojoba seed oil 2.0 Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining amount
  • Example 2-17 A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
  • Composition [Content (% by mass)] Dispersion composition prepared in Example 1-1 0.5 Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2 Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2 Potassium myristate 25.0 Potassium palmitate 5.0 Potassium stearate 5.0 Potassium laurate 3.0 Glycerin 25.0 Polyquaternium-7 1.0 PEG-32 5.0 Sorbitol 5.0 Collagen 0.1 Water-soluble collagen 0.1 Acetyl hydroxyproline 0.1 Glyceryl stearate (SE) 1.5 Cocoyl methyl taurine sodium 1.0 Natural vitamin E 1.0 Jojoba seed oil 2.0 Shea oil 2.0 Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining

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Abstract

Provided are a dispersion composition and a cosmetic material containing the dispersion composition, comprising: oryzanol; a surfactant containing a sterol group represented by the structural formula (1); and a phospholipid. In the structural formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, BO represents a butylene oxide group; R represents a sterol group chosen from among a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group; and l + m + n is between 5 and 80 inclusive. R-O-(EO)l-(PO)m-(BO)n-H Structural formula (1)

Description

分散組成物及び化粧料Dispersion composition and cosmetics
　本発明は、分散組成物及び化粧料に関する。 The present invention relates to a dispersion composition and a cosmetic.
　オリザノールは１９５４年に、金子及び土屋によって米糠から発見され、単離された。オリザノールが発見され、米糠から単離されたことにより、オリザノールの医薬品又は食品添加物での応用が進められてきた。
　オリザノールには、フェルラ酸と同様の抗酸化作用及び天然の紫外線吸収剤としての効果を有することが知られていた。しかし、近年、オリザノールが皮脂腺賦活効果を有することが見出されたため、乾燥防止又は肌荒れ防止の目的で化粧品への配合が検討されている（例えば、日本香粧品学会誌、第８巻１号、ｐ３１－３６（１９８４年）参照）。
　しかしながら、オリザノールは、水及び油のいずれに対しても難溶性の成分であり、且つ、結晶性が高いために、化粧品等の製品に安定に配合することは困難であった。 Oryzanol was discovered and isolated from rice bran in 1954 by Kaneko and Tsuchiya. Since oryzanol was discovered and isolated from rice bran, application of oryzanol in pharmaceuticals or food additives has been promoted.
It has been known that oryzanol has an antioxidant effect similar to ferulic acid and an effect as a natural ultraviolet absorber. However, in recent years, it has been found that oryzanol has a sebaceous gland activation effect, and therefore, formulation for cosmetics has been studied for the purpose of preventing dryness or rough skin (for example, Journal of the Japanese Cosmetic Society, Vol. 8, No. 1, p31-36 (1984)).
However, oryzanol is a component that is hardly soluble in both water and oil and has high crystallinity, so it has been difficult to stably mix it in products such as cosmetics.
　オリザノールの安定な製剤化を可能とするために、種々の検討がなされ、例えば、特定の油剤又は分散剤を用いることで、オリザノールの析出を防止し、オリザノールを含有する分散組成物の乳化安定性を向上させるという提案がなされた。 Various studies have been made to enable stable formulation of oryzanol. For example, by using a specific oil or dispersant, the precipitation of oryzanol is prevented and the emulsion stability of the dispersion composition containing oryzanol is prevented. A proposal was made to improve
　オリザノールを化粧料等に安定に配合する方法としては、特開２００８－２３１０８７号公報では、水素添加リン脂質と炭素数８～１８の脂肪族有機酸と２価アルコールからなるジエステルとを用いてオリザノールを安定化する方法が提案されている。また、特開２００８－２０１７５３号公報及び特開２０１２－８２１２５０号公報では、オリザノールをコレステリル基及びフィトステリル基を有するアシルグルタミン酸エステルに溶解する方法が提案され、特開２００９－１５５３２６号公報では、半固形～固形ワックスと非イオン界面活性剤を用いてオリザノールの安定性を向上させる方法が提案されている。 As a method for stably blending oryzanol into cosmetics and the like, JP 2008-231087 A discloses a method using oryzanol using a hydrogenated phospholipid, a diester composed of an aliphatic organic acid having 8 to 18 carbon atoms and a dihydric alcohol. A method for stabilizing the above has been proposed. In addition, JP 2008-201753 A and JP 2012-82250 A propose a method of dissolving oryzanol in acyl glutamate having a cholesteryl group and a phytosteryl group, and JP 2009-155326 A describes a semi-solid solution. A method for improving the stability of oryzanol using a solid wax and a nonionic surfactant has been proposed.
　しかしながら、特開２００８－２３１０８７号公報、特開２００８－２０１７５３号公報、特開２０１２－８２１２５０号公報、及び特開２００９－１５５３２６号公報に記載の方法では、オリザノールを溶解するために多量の油剤が必要となる。そのため、上記文献に記載のオリザノールの製剤化技術を化粧水及び美容液等の化粧料等に適用した場合、化粧料等の透明性の低下及びべたつきによる使用感の悪化が生じることがあり、得られた化粧料の品質は十分に満足できるものではなかった。 However, in the methods described in JP-A-2008-231087, JP-A-2008-201753, JP-A-2012-812250, and JP-A-2009-155326, a large amount of oil is used to dissolve oryzanol. Necessary. Therefore, when the oryzanol formulation technology described in the above document is applied to cosmetics such as lotions and cosmetic liquids, the transparency of cosmetics and the like may deteriorate and the feeling of use due to stickiness may be reduced. The quality of the cosmetics obtained was not fully satisfactory.
　オリザノールを化粧料等に適用した場合の透明性及び使用感の低下を抑制しつつ、長期にわたり安定に、オリザノールを高濃度で含有させることが可能な分散組成物が望まれているのが現状である。 At present, there is a demand for a dispersion composition that can contain oryzanol at a high concentration stably over a long period of time while suppressing the decrease in transparency and feeling of use when applying oryzanol to cosmetics and the like. is there.
　本発明の課題は、オリザノールを含む分散粒子を含有し、分散安定性に優れた分散組成物を提供すること、及び、分散組成物を含有する化粧料を提供することである。 An object of the present invention is to provide a dispersion composition containing dispersed particles containing oryzanol and having excellent dispersion stability, and to provide a cosmetic containing the dispersion composition.
　本発明者らは上記の課題を解決すべく鋭意研究を行った結果、オリザノールと、ステロール基を含有する界面活性剤と、リン脂質とを含有することで、分散性及び分散安定性に優れたオリザノールを含む分散粒子が得られることを見出した。本発明はこれらの知見に基づいて完成したものである。
　本発明は以下の通りである。 As a result of intensive studies to solve the above problems, the inventors of the present invention have excellent dispersibility and dispersion stability by containing oryzanol, a surfactant containing a sterol group, and a phospholipid. It was found that dispersed particles containing oryzanol can be obtained. The present invention has been completed based on these findings.
The present invention is as follows.
［１］　オリザノール、構造式（１）で示されるステロール基を含有する界面活性剤、及び、リン脂質を含有する分散組成物。
 
　Ｒ－Ｏ－（ＥＯ）ｌ－（ＰＯ）ｍ－（ＢＯ）ｎ－Ｈ　　　　構造式（１）
 
　構造式（１）中、ＥＯはエチレンオキシド基を表し、ＰＯはプロピレンオキシド基を表し、ＢＯはブチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌ＋ｍ＋ｎは５以上８０以下である。
［２］　構造式（３）で表される化合物、及び構造式（４）で表される化合物からなる群より選択される少なくとも１種の化合物Ａ、構造式（１）で示されるステロール基を含有する界面活性剤、及び、リン脂質を含有する分散組成物。 [1] A dispersion composition containing oryzanol, a surfactant containing a sterol group represented by the structural formula (1), and a phospholipid.

R—O— (EO) 1 — (PO) m — (BO) n —H Structural Formula (1)

In Structural Formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, BO represents a butylene oxide group; R is selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group. 1 + m + n is 5 or more and 80 or less.
[2] At least one compound A selected from the group consisting of a compound represented by Structural Formula (3) and a compound represented by Structural Formula (4), and a sterol group represented by Structural Formula (1) A dispersion composition containing a surfactant and a phospholipid.
Figure JPOXMLDOC01-appb-C000006
Figure JPOXMLDOC01-appb-C000006
　構造式（３）及び構造式（４）中、Ｒ３及びＲ４は、それぞれ独立に、炭素数１～１０の直鎖状又は分岐鎖を有するアルキル基、又は炭素数１～１０の直鎖状又は分岐鎖を有するアルケニル基を表し；アルキル基、及びアルケニル基は、炭素数１～３のオキソアルキル基、及びＯＨ基からなる群より選ばれる少なくとも１つの置換基を有していてもよい。
 
　Ｒ－Ｏ－（ＥＯ）ｌ－（ＰＯ）ｍ－（ＢＯ）ｎ－Ｈ　　　　構造式（１）
 
　構造式（１）中、ＥＯはエチレンオキシド基を表し、ＰＯはプロピレンオキシド基を表し、ＢＯはブチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌ＋ｍ＋ｎは５以上８０以下である。
［３］　化合物Ａが、構造式（５）で表される化合物、及び構造式（６）で表される化合物からなる群より選択される少なくとも１種の化合物を含む［２］に記載の分散組成物。 In Structural Formula (3) and Structural Formula (4), R 3 and R 4 are each independently a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear chain having 1 to 10 carbon atoms. The alkyl group and the alkenyl group may have at least one substituent selected from the group consisting of an oxoalkyl group having 1 to 3 carbon atoms and an OH group. .

R—O— (EO) 1 — (PO) m — (BO) n —H Structural Formula (1)

In Structural Formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, BO represents a butylene oxide group; R is selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group. 1 + m + n is 5 or more and 80 or less.
[3] The dispersion according to [2], wherein the compound A includes at least one compound selected from the group consisting of a compound represented by the structural formula (5) and a compound represented by the structural formula (6). Composition.
Figure JPOXMLDOC01-appb-C000007
　構造式（５）中、Ｒ５は、以下に示す構造から選ばれる１価の置換基を表す。
Figure JPOXMLDOC01-appb-C000007
In the structural formula (5), R 5 represents a monovalent substituent selected from the structures shown below.
Figure JPOXMLDOC01-appb-C000008
Figure JPOXMLDOC01-appb-C000008
Figure JPOXMLDOC01-appb-C000009
Figure JPOXMLDOC01-appb-C000009
　構造式（６）中、Ｒ６は、以下に示す構造から選ばれる１価の置換基を表す。 In the structural formula (6), R 6 represents a monovalent substituent selected from the structures shown below.
Figure JPOXMLDOC01-appb-C000010
Figure JPOXMLDOC01-appb-C000010
［４］　構造式（１）で示されるステロール基を含有する界面活性剤が、構造式（２）で示されるステロール基を含有する界面活性剤を含む［１］～［３］のいずれか１つに記載の分散組成物。
 
　Ｒ－Ｏ－（ＥＯ）ｌ－Ｈ　　　　　構造式（２）
 
　構造式（２）中、ＥＯはエチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌは５以上６０以下である。 [4] Any one of [1] to [3], wherein the surfactant containing a sterol group represented by Structural Formula (1) includes a surfactant containing a sterol group represented by Structural Formula (2) The dispersion composition as described in one.

R—O— (EO) 1 —H Structural formula (2)

In the structural formula (2), EO represents an ethylene oxide group; R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group;
［５］　リン脂質が、レシチンである［１］～［４］のいずれか１つに記載の分散組成物。
［６］　平均粒子径が２００ｎｍ未満の分散粒子を含む［１］～［５］のいずれか１つに記載の分散組成物。
［７］　［１］～［６］のいずれか１つに記載の分散組成物を含有する化粧料。
［８］　濁度が０．１以下である［７］に記載の化粧料。 [5] The dispersion composition according to any one of [1] to [4], wherein the phospholipid is lecithin.
[6] The dispersion composition according to any one of [1] to [5], comprising dispersed particles having an average particle diameter of less than 200 nm.
[7] A cosmetic containing the dispersion composition according to any one of [1] to [6].
[8] The cosmetic according to [7], wherein the turbidity is 0.1 or less.
　本発明によれば、オリザノールを含む分散粒子を含有し、分散性及び分散安定性に優れた分散組成物、及び、分散組成物を含有する化粧料を提供することができる。 According to the present invention, it is possible to provide a dispersion composition containing dispersed particles containing oryzanol and having excellent dispersibility and dispersion stability, and a cosmetic containing the dispersion composition.
　本発明の分散組成物は、オリザノール、構造式（１）で示されるステロール基を含有する界面活性剤（以下、単に「特定界面活性剤」と称することがある）、及び、リン脂質を含有する分散組成物である。
　本発明の分散組成物は、特定界面活性剤とリン脂質とを含むことにより、オリザノールが微細な分散粒子として安定に存在することが可能になった。従って、本発明の分散組成物はオリザノールの分散性及び分散安定性に優れた分散組成物となる。本発明の好ましい態様では、分散組成物は、分散粒子の平均粒子径として２００ｎｍ以下の微細な分散粒子を含む。 The dispersion composition of the present invention contains oryzanol, a surfactant containing a sterol group represented by the structural formula (1) (hereinafter sometimes simply referred to as “specific surfactant”), and a phospholipid. It is a dispersion composition.
By including the specific surfactant and the phospholipid in the dispersion composition of the present invention, oryzanol can be stably present as fine dispersed particles. Therefore, the dispersion composition of the present invention is a dispersion composition excellent in the dispersibility and dispersion stability of oryzanol. In a preferred embodiment of the present invention, the dispersion composition contains fine dispersed particles having an average particle size of dispersed particles of 200 nm or less.
　本発明の作用は明確ではないが、以下のように考えている。
　オリザノールは、フェルラ酸に数種のトリテルペンアルコールがエステル結合した物質を含む。分散組成物に含まれる特定界面活性剤は、疎水基としてステロール基を有する非イオン界面活性剤であり、特定界面活性剤におけるステロール基が、オリザノールの多環部分構造との親和性に優れる。特定界面活性剤を用いることで、結晶性の高いオリザノールを分散組成物中に安定に保持することができ、オリザノールを含む分散粒子を安定に分散できると推定している。さらに、本発明の分散組成物がリン脂質を含むことにより、分散粒子の安定性がより高まるために、オリザノールを含む分散粒子は微細な粒子径であっても、分散性及び分散安定性に優れた分散組成物となると考えている。
　しかしながら、本発明のいずれの実施態様も上記推定機構になんら制限されない。 The operation of the present invention is not clear, but is considered as follows.
Oryzanol includes a substance in which several triterpene alcohols are ester-bonded to ferulic acid. The specific surfactant contained in the dispersion composition is a nonionic surfactant having a sterol group as a hydrophobic group, and the sterol group in the specific surfactant is excellent in affinity with the polycyclic partial structure of oryzanol. By using a specific surfactant, it is presumed that oryzanol having high crystallinity can be stably retained in the dispersion composition, and dispersed particles containing oryzanol can be stably dispersed. Furthermore, since the dispersion composition of the present invention contains a phospholipid, the stability of the dispersed particles is further enhanced. It is thought that it will become a dispersion composition.
However, any embodiment of the present invention is not limited to the above estimation mechanism.
　本明細書において「～」を用いて示された数値範囲は、「～」の前後に記載される数値をそれぞれ最小値及び最大値として含む範囲を示す。
　さらに、本明細書において組成物中の各成分の量は、組成物中に各成分に該当する物質が複数存在する場合、特に断らない限り、組成物中に存在する当該複数の物質の合計量を意味する。
　以下、本発明の実施の形態についてさらに具体的に説明する。 In the present specification, a numerical range indicated by using “to” indicates a range including the numerical values described before and after “to” as the minimum value and the maximum value, respectively.
Further, in the present specification, the amount of each component in the composition is the total amount of the plurality of substances present in the composition unless there is a specific indication when there are a plurality of substances corresponding to each component in the composition. Means.
Hereinafter, embodiments of the present invention will be described more specifically.
［オリザノール］
　本発明の分散組成物に使用されるオリザノールは、１９５４年に土屋らによって初めて米糠油及び米胚芽油から抽出分離された粉末である。オリザノールは、単一の成分ではなく、フェルラ酸に数種のトリテルペンアルコールがエステル結合した化合物の混合物である。
　本発明に用いるオリザノールとしては、天然物由来のγ-オリザノールが挙げられる。さらに、本発明の分散組成物は、構造式（３）で表される化合物、及び、構造式（４）で表される化合物から選ばれる１種以上の、天然物由来の化合物、或いは、合成された化合物を含むオリザノールを用いることができる。
　以下、本発明に用いることができるオリザノールについて詳述する。
　本発明に用いるオリザノールは、フェルラ酸トリテルペンアルコールエステルを含む。 [Oryzanol]
Oryzanol used in the dispersion composition of the present invention is a powder extracted and separated from rice bran oil and rice germ oil for the first time in 1954 by Tsuchiya et al. Oryzanol is not a single component but a mixture of compounds in which several triterpene alcohols are ester-linked to ferulic acid.
Examples of oryzanol used in the present invention include γ-oryzanol derived from natural products. Furthermore, the dispersion composition of the present invention is a compound derived from one or more natural products selected from the compound represented by the structural formula (3) and the compound represented by the structural formula (4), or synthesized. Oryzanol containing the prepared compound can be used.
Hereinafter, oryzanol that can be used in the present invention will be described in detail.
Oryzanol used in the present invention contains ferulic acid triterpene alcohol ester.
（フェルラ酸トリテルペンアルコールエステル）
　フェルラ酸トリテルペンアルコールエステルは、トリテルペンアルコールにフェルラ酸がエステル結合した構造を有する。フェルラ酸に結合するトリテルペンアルコールには、多くの種類が存在する。
　フェルラ酸トリテルペンアルコールエステルは、フェルラ酸にエステル結合するアルコール部位として、トリテルペン骨格、及びステロール骨格から選ばれる骨格を有する化合物であれば、いずれも本発明に適用可能である。なお、元々、植物エキスから得られるオリザノール中には、構造の異なるフェルラ酸トリテルペンアルコールエステルが複数混在していることから、植物からの抽出品であるオリザノールを化粧料や機能食品に実際に適用する場合には、異なるトリテルペンアルコール部位を有する複数種のフェルラ酸トリテルペンアルコールエステルを含有すると考えられる。
　フェルラ酸トリテルペンアルコールエステルにおいて、フェルラ酸とエステル結合するトリテルペンアルコール化合物の代表的な例を以下に挙げる。 (Ferulic acid triterpene alcohol ester)
Ferulic acid triterpene alcohol ester has a structure in which ferulic acid is ester-bonded to triterpene alcohol. There are many types of triterpene alcohols that bind to ferulic acid.
The ferulic acid triterpene alcohol ester can be applied to the present invention as long as it is a compound having a skeleton selected from a triterpene skeleton and a sterol skeleton as an alcohol moiety ester-bonded to ferulic acid. Originally, oryzanol obtained from plant extracts is mixed with multiple ferulic acid triterpene alcohol esters with different structures, so oryzanol, which is an extract from plants, is actually applied to cosmetics and functional foods. In some cases, it is believed to contain multiple types of ferulic acid triterpene alcohol esters having different triterpene alcohol moieties.
In the ferulic acid triterpene alcohol ester, typical examples of the triterpene alcohol compound that forms an ester bond with ferulic acid are shown below.
Figure JPOXMLDOC01-appb-C000011
Figure JPOXMLDOC01-appb-C000011
（構造式（３）で表される化合物、及び構造式（４）で表される化合物からなる群より選択される少なくとも１種の化合物Ａ）
　オリザノールを構成する代表的な化合物としては、たとえば、下記構造式（３）で表される化合物、及び構造式（４）で表される化合物からなる群より選択される少なくとも１種の化合物Ａが挙げられる。 (At least one compound A selected from the group consisting of a compound represented by Structural Formula (3) and a compound represented by Structural Formula (4))
As a typical compound constituting oryzanol, for example, at least one compound A selected from the group consisting of a compound represented by the following structural formula (3) and a compound represented by the structural formula (4) is Can be mentioned.
Figure JPOXMLDOC01-appb-C000012
Figure JPOXMLDOC01-appb-C000012
　構造式（３）及び構造式（４）中、Ｒ３及びＲ４は、それぞれ独立に、炭素数１～１０の直鎖状又は分岐鎖を有するアルキル基、又は炭素数１～１０の直鎖状又は分岐鎖を有するアルケニル基を表し、アルキル基、及びアルケニル基は、炭素数１～３のオキソアルキル基、及びＯＨ基からなる群より選ばれる少なくとも１つの置換基を有していてもよい。
　化合物Ａとしては、構造式（５）で表される化合物、及び構造式（６）で表される化合物からなる群より選択される少なくとも１種の化合物を含むことが好ましい。 In Structural Formula (3) and Structural Formula (4), R 3 and R 4 are each independently a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear chain having 1 to 10 carbon atoms. The alkyl group and the alkenyl group may have at least one substituent selected from the group consisting of an oxoalkyl group having 1 to 3 carbon atoms and an OH group. .
Compound A preferably includes at least one compound selected from the group consisting of a compound represented by Structural Formula (5) and a compound represented by Structural Formula (6).
Figure JPOXMLDOC01-appb-C000013
Figure JPOXMLDOC01-appb-C000013
　構造式（５）中、Ｒ５は、以下に示す構造から選ばれる１価の置換基を表す。 In the structural formula (5), R 5 represents a monovalent substituent selected from the structures shown below.
Figure JPOXMLDOC01-appb-C000014
Figure JPOXMLDOC01-appb-C000014
Figure JPOXMLDOC01-appb-C000015
Figure JPOXMLDOC01-appb-C000015
　構造式（６）中、Ｒ６は、以下に示す構造から選ばれる１価の置換基を表す。 In the structural formula (6), R 6 represents a monovalent substituent selected from the structures shown below.
Figure JPOXMLDOC01-appb-C000016
Figure JPOXMLDOC01-appb-C000016
　オリザノールに含まれる代表的な化合物の具体例としては、下記構造で表される、β－シトステロールフェルラ酸エステル、２４－メチレンシクロアルタノールフェルラ酸エステル、シクロアルテノールフェルラ酸エステル、カンペステロールフェルラ酸エステル、シクロブラノールフェルラ酸エステル等が挙げられ、本発明におけるオリザノール、或いは、化合物Ａとしては、以下に例示する化合物を含むことができる。 Specific examples of typical compounds contained in oryzanol include β-sitosterol ferulic acid ester, 24-methylenecycloartanol ferulic acid ester, cycloartenol ferulic acid ester, campesterol ferulic acid ester represented by the following structure: , Cyclobranol ferulic acid ester and the like, and oryzanol or compound A in the present invention may include the compounds exemplified below.
Figure JPOXMLDOC01-appb-C000017
Figure JPOXMLDOC01-appb-C000017
　本発明の分散組成物に用いることができるオリザノールの由来については特に制限はない。本発明の分散組成物に用いることができるオリザノールは、例えば、イネの種皮、米糠油、米胚芽油等から抽出、精製されて得られた化合物であってもよく、イネの種皮、米糠油、米胚芽油等から抽出、精製されて得られたオリザノールを含む混合物であってもよく、全部もしくは一部が合成により得られた化合物であってもよい。
　本発明の分散組成物が化合物Ａを含有する場合、本発明の分散組成物には、既述の化合物Ａに包含される化合物を含むオリザノールの天然物からの抽出又は精製品を用いてもよく、化合物Ａに包含される化合物の合成品を１種又は２種以上使用してもよい。 There is no restriction | limiting in particular about the origin of the oryzanol which can be used for the dispersion composition of this invention. The oryzanol that can be used in the dispersion composition of the present invention may be, for example, a compound obtained by extraction and purification from rice seed coat, rice bran oil, rice germ oil, etc., rice seed coat, rice bran oil, It may be a mixture containing oryzanol obtained by extraction and purification from rice germ oil or the like, or a compound obtained entirely or partially by synthesis.
When the dispersion composition of the present invention contains Compound A, the dispersion composition of the present invention may be extracted from a natural product of oryzanol containing the compound included in Compound A described above or a purified product. A synthetic product of a compound included in Compound A may be used alone or in combination.
　オリザノールは市販品を使用してもよい。
　市販品としては、γ－オリザノールとして提供されることが多い。オリザノールの代表的な市販品としては、γ－オリザノール（商品名：築野食品工業（株）製）、γ－オリザノール（商品名：オリザ油化（株）製）、γ－オリザノールＣ、ＯＫステロール、ＯＫトリテルペン（いずれも商品名：（株）岡安商店製）等が挙げられる。これら市販のオリザノールは、いずれも、本発明の分散組成物におけるオリザノールとして好適に使用される。 Oryzanol may use a commercial item.
Commercially available products are often provided as γ-oryzanol. Typical commercially available products of oryzanol include γ-oryzanol (trade name: manufactured by Tsukino Food Industry Co., Ltd.), γ-oryzanol (trade name: manufactured by Oriza Oil Chemical Co., Ltd.), γ-oryzanol C, and OK sterol. , OK triterpene (both trade names: Okayasu Shoten Co., Ltd.) and the like. Any of these commercially available oryzanols is suitably used as oryzanol in the dispersion composition of the present invention.
　本発明の分散組成物中のオリザノールの含有量は、分散組成物に含まれる全成分の総量に対して、０．１質量％～１０質量％であることが好ましく、０．５質量％～５質量％であることがより好ましい。
　また、後述する本発明の化粧料に本発明の分散組成物を含有させる場合には、化粧料中のオリザノールの含有量として、０．０００１質量％～１質量％の範囲となるように、化粧料中の分散組成物の含有量を調整することが好ましい。化粧料中のオリザノールの含有量は、より好ましくは０．０００３質量％～０．５質量％の範囲である。 The content of oryzanol in the dispersion composition of the present invention is preferably 0.1% by mass to 10% by mass, and preferably 0.5% by mass to 5% by mass with respect to the total amount of all components contained in the dispersion composition. More preferably, it is mass%.
Further, when the cosmetic composition of the present invention to be described later contains the dispersion composition of the present invention, the cosmetic composition is adjusted so that the content of oryzanol in the cosmetic composition is in the range of 0.0001% by mass to 1% by mass. It is preferable to adjust the content of the dispersion composition in the material. The content of oryzanol in the cosmetic is more preferably in the range of 0.0003 mass% to 0.5 mass%.
［構造式（１）で示されるステロール基を含有する界面活性剤］
　本発明の分散組成物は、構造式（１）で示されるステロール基を含有する界面活性剤（特定界面活性剤）を含有する。
　Ｒ－Ｏ－（ＥＯ）ｌ－（ＰＯ）ｍ－（ＢＯ）ｎ－Ｈ　　　　構造式（１）
　構造式（１）中、ＥＯはエチレンオキシド基を表し、ＰＯはプロピレンオキシド基を表し、ＢＯはブチレンオキシド基を表す。
　Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表す。
　ｌはエチレンオキシド基の連結数を、ｍはプロピレンオキシド基の連結数を、ｎはブチレンオキシド基の連結数を、それぞれ表し、ｌ＋ｍ＋ｎは５以上８０以下である。 [Surfactant containing a sterol group represented by the structural formula (1)]
The dispersion composition of the present invention contains a surfactant (specific surfactant) containing a sterol group represented by the structural formula (1).
R—O— (EO) 1 — (PO) m — (BO) n —H Structural Formula (1)
In the structural formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, and BO represents a butylene oxide group.
R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
l represents the number of linked ethylene oxide groups, m represents the number of linked propylene oxide groups, n represents the number of linked butylene oxide groups, and l + m + n is 5 or more and 80 or less.
　本発明の分散組成物が含有する特定界面活性剤は、コレステロール骨格、フィトステロール骨格等の多環骨格を部分構造として含む疎水基を有する非イオン性界面活性剤である。
　なお、本明細書においては、コレステロール骨格、フィトステロール骨格等の多環骨格を部分構造として含む疎水基を「ステロール基」と総称する。
　特定界面活性剤が有する疎水基であるステロール基が、嵩高い、大きな平面構造を有していることが、同様又は類似の環状構造であるトリテルペン、及び、ステロール骨格を有するオリザノール、及び化合物Ａを、分散組成物中に安定に分散させるために重要であると考えられる。 The specific surfactant contained in the dispersion composition of the present invention is a nonionic surfactant having a hydrophobic group containing a polycyclic skeleton such as a cholesterol skeleton or a phytosterol skeleton as a partial structure.
In the present specification, hydrophobic groups containing a polycyclic skeleton such as a cholesterol skeleton or a phytosterol skeleton as a partial structure are collectively referred to as a “sterol group”.
A triterpene having a sterol skeleton, and a triterpene having a similar or similar cyclic structure, in which a sterol group, which is a hydrophobic group of a specific surfactant, is bulky and has a large planar structure, Therefore, it is considered important for stable dispersion in the dispersion composition.
　構造式（１）中、Ｒはフィトステリル基、コレステリル基、フィトスタニル基及びコレスタニル基からなる群より選ばれるステロール基を表す。
　フィトステリル基としてはβ－シトステリル基、カンペステリル基、スティグマステリル基、ブラシカステリル基等が挙げられる。フィトスタニル基としては水素添加されたβ－シトステリル基、カンペステリル基、スティグマステリル基、ブラシカステリル基等が挙げられる。コレスタニル基としては、水素添加されたコレステリル基が挙げられる。これら例示した置換基から選ばれるステロール基を有する特定界面活性剤は、いずれも本発明の分散組成物に使用することができる。 In the structural formula (1), R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
Examples of the phytosteryl group include β-sitosteryl group, campesteryl group, stigmasteryl group, and brassicasteryl group. Examples of the phytostanyl group include a hydrogenated β-sitosteryl group, campesteryl group, stigmasteryl group, and brassicasteryl group. The cholestanyl group includes a hydrogenated cholesteryl group. Any of the specific surfactants having a sterol group selected from these exemplified substituents can be used in the dispersion composition of the present invention.
　また、特定界面活性剤の親水基として、ＥＯはエチレンオキシド、ＰＯはプロピレンオキシド、ＢＯはブチレンオキシド基であり、ｌ＋ｍ＋ｎは５以上８０以下である。 Further, as the hydrophilic group of the specific surfactant, EO is ethylene oxide, PO is propylene oxide, BO is a butylene oxide group, and l + m + n is 5 or more and 80 or less.
　構造式（１）で表される特定界面活性剤のなかでも、入手のしやすさから親水基がＥＯである構造式（２）で表されるステロール基含有特定界面活性剤が好ましい例として挙げられる。
　Ｒ－Ｏ－（ＥＯ）ｌ－Ｈ　　　　　　　構造式（２）
　構造式（２）中、Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれたステロール基を表す。
　ＥＯはエチレンオキシド基を表し、ｌは５～６０の範囲である。構造式（２）中、ｌは１０～５０の範囲であることがより好ましく、分散安定性の観点からは１０～３０の範囲であることがさらに好ましい。 Among the specific surfactants represented by the structural formula (1), a sterol group-containing specific surfactant represented by the structural formula (2) whose hydrophilic group is EO is given as a preferred example because of its availability. It is done.
R—O— (EO) 1 —H Structural formula (2)
In Structural Formula (2), R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group.
EO represents an ethylene oxide group and l is in the range of 5-60. In the structural formula (2), l is more preferably in the range of 10 to 50, and further preferably in the range of 10 to 30 from the viewpoint of dispersion stability.
　構造式（１）で表される界面活性剤、又は構造式（２）で表される界面活性剤の具体例としては、ＰＯＥフィトステロールエーテル、ＰＯＥ／ＰＯＰフィトステロールエーテル、ＰＯＥ／ＰＯＰ／ＰＯＢフィトステロールエーテル、ＰＯＥ／ＰＯＢフィトステロールエーテル、ＰＯＥフィトスタノールエーテル、ＰＯＥ／ＰＯＰフィトスタノールエーテル、ＰＯＥ／ＰＯＰ／ＰＯＢフィトスタノールエーテル、ＰＯＥ／ＰＯＢフィトスタノールエーテル、ＰＯＥコレステロールエーテル、ＰＯＥ／ＰＯＰコレステロールエーテル、ＰＯＥ／ＰＯＰ／ＰＯＢコレステロールエーテル、ＰＯＥ／ＰＯＢコレステロールエーテル、ＰＯＥコレステタノールエーテル、ＰＯＥ／ＰＯＰコレステタノールエーテル、ＰＯＥ／ＰＯＰ／ＰＯＢコレステタノールエーテル、ＰＯＥ／ＰＯＢコレステタノールエーテル等が挙げられる。
　これらのうち、構造式（２）で表される界面活性剤は、市販品としても入手可能である。市販品の具体例としては、ＰＯＥフィトステロールエーテルとしては、ＮＩＫＫＯＬシリーズの　ＢＰＳ－５、ＢＰＳ－１０、ＢＰＳ－２０、ＢＰＳ－３０（以上、商品名：日光ケミカルズ（株）製）、ＰＯＥフィトスタニルエーテルとしては、ＢＰＳＨ－２５（商品名：日光ケミカルズ（株）製）が挙げられる。ＰＯＥコレステロールエーテルとしては、ＥＭＡＬＥＸシリーズのＣＳ－５、ＣＳ－１０、ＣＳ－１５、ＣＳ－２０、ＣＳ－２４、ＣＳ－３０（以上、商品名：日本エマルジョン（株）製）が挙げられる。
　構造式（１）で表される界面活性剤、構造式（２）で表される界面活性剤の具体例において、ＰＯＥはエチレンオキシ基（ＥＯ）が複数連結してなるポリオキシエチレン基を、ＰＯＰはプロピレンオキシ基（ＰＯ）が複数連結してなるポリオキシプロピレン基を、ＰＯＢはブチレンオキシ基（ＢＯ）が複数連結してなるポリオキシブチレン基をそれぞれ表す。上記特定界面活性剤の具体例に含まれるＥＯ、ＰＯ、及びＢＯの総数は、５～８０の範囲である。 Specific examples of the surfactant represented by the structural formula (1) or the surfactant represented by the structural formula (2) include POE phytosterol ether, POE / POP phytosterol ether, POE / POP / POB phytosterol ether, POE / POB phytosterol ether, POE phytostanol ether, POE / POP phytostanol ether, POE / POP / POB phytostanol ether, POE / POB phytostanol ether, POE cholesterol ether, POE / POP / POB cholesterol Ether, POE / POB cholesterol ether, POE cholesteranol ether, POE / POP cholesteranol ether, POE / POP / POB cholestetano Ether, POE / POB cholesteryl ethanol ether.
Among these, the surfactant represented by the structural formula (2) is also available as a commercial product. As specific examples of commercially available products, POE phytosterol ethers include NIKKOL series BPS-5, BPS-10, BPS-20, BPS-30 (trade name: manufactured by Nikko Chemicals Co., Ltd.), POE phytostanyl ether. BPSH-25 (trade name: manufactured by Nikko Chemicals Co., Ltd.). Examples of the POE cholesterol ether include CS-5, CS-10, CS-15, CS-20, CS-24, and CS-30 (trade name: manufactured by Nippon Emulsion Co., Ltd.) of EMALEX series.
In a specific example of the surfactant represented by the structural formula (1) and the surfactant represented by the structural formula (2), POE represents a polyoxyethylene group formed by connecting a plurality of ethyleneoxy groups (EO), POP represents a polyoxypropylene group formed by connecting a plurality of propyleneoxy groups (PO), and POB represents a polyoxybutylene group formed by connecting a plurality of butyleneoxy groups (BO). The total number of EO, PO, and BO included in the specific examples of the specific surfactant is in the range of 5-80.
　本発明に係る特定界面活性剤としてポリオキシエチレン（ＰＯＥ）構造（ＰＯＥ基）を含む非イオン性界面活性剤が好ましいことは既述の通りである。さらに、特定界面活性剤において、親水性基としてのポリオキシエチレン（ＰＯＥ）基と疎水基であるステロール基との間にポリオキシプロピレン（ＰＯＰ）基を導入することにより、オリザノールの可溶化量がより向上するものと考えられる。
　即ち、一般に、親水性基としてのＰＯＥ基を含む非イオン性界面活性剤において、親水性基と疎水基との間に、ＰＯＰ基を導入することで界面活性剤の有する可溶化能が向上することが知られており、本発明に用いられるステロール基を含有する界面活性剤においても、ＰＯＥ基に加え、ＰＯＰ基を導入することで、分子内に占める疎水基の割合が大きくなるため、より多くの疎水性物質を可溶化可能になることが報告されている（フレグランスジャーナル２００９－１１，Ｐ３４、参照）。
　この文献の記載からも、ＰＯＥ基に加え、ＰＯＰ基、ＰＯＢ基等をさらに導入したステロール基含有界面活性剤においても、ＰＯＥ基のみを有するステロール基含有界面活性剤と同様にオリザノールの分散安定化が可能であることが裏付けられたと考えられる。 As described above, a nonionic surfactant containing a polyoxyethylene (POE) structure (POE group) is preferable as the specific surfactant according to the present invention. Furthermore, in a specific surfactant, by introducing a polyoxypropylene (POP) group between a polyoxyethylene (POE) group serving as a hydrophilic group and a sterol group serving as a hydrophobic group, the amount of oryzanol solubilized can be reduced. It is thought that it will improve more.
That is, generally, in a nonionic surfactant containing a POE group as a hydrophilic group, the solubilizing ability of the surfactant is improved by introducing a POP group between the hydrophilic group and the hydrophobic group. It is known that even in the surfactant containing a sterol group used in the present invention, the introduction of the POP group in addition to the POE group increases the proportion of hydrophobic groups in the molecule. It has been reported that many hydrophobic substances can be solubilized (see Fragrance Journal 2009-11, P34).
From the description in this document, in the sterol group-containing surfactant further introduced with POP group, POB group, etc. in addition to POE group, dispersion stabilization of oryzanol is the same as sterol group-containing surfactant having only POE group. It is thought that this is possible.
　本発明に用いる特定界面活性剤としては、市販品を用いることができる。本発明に用いることができる市販品としては、例えば、ＥＭＡＬＥＸシリーズ中のＣＳ－５、ＣＳ－１０、ＣＳ－１５、ＣＳ－２０、ＣＳ－２４、ＣＳ－３０（以上、商品名：日本エマルジョン（株）製）、ＮＩＫＫＯＬシリーズ中のＢＰＳ－５、ＢＰＳ－１０、ＢＰＳ－２０、ＢＰＳ－３０、ＢＰＳＨ－２５（以上、商品名：日光ケミカルズ（株）製）等が挙げられる。
　なかでも、ＣＳ－１０、ＣＳ－２０、ＣＳ－２４、ＣＳ－３０、ＢＰＳ－１０、ＢＰＳ－２０、ＢＰＳ－３０、ＢＰＳＨ－２５が好ましい。 A commercial item can be used as a specific surfactant used for this invention. Examples of commercially available products that can be used in the present invention include CS-5, CS-10, CS-15, CS-20, CS-24, CS-30 in the EMALEX series (above, trade name: Japan Emulsion ( And BPS-5, BPS-10, BPS-20, BPS-30, and BPSH-25 (above, trade name: manufactured by Nikko Chemicals Co., Ltd.) in the NIKKOL series.
Of these, CS-10, CS-20, CS-24, CS-30, BPS-10, BPS-20, BPS-30, and BPSH-25 are preferable.
　特定界面活性剤は、１種単独で用いてもよく、２種以上を併用してもよい。また、本発明の効果を損なわない限りにおいて、特定界面活性剤と、特定界面活性剤とは構造の異なる他の界面活性剤（以下、他の界面活性剤と称することがある）を併用してもよい。他の界面活性剤としては、非イオン界面活性剤、陰イオン性界面活性剤、陽イオン性界面活性剤、及び両性界面活性剤から選ばれる他の界面活性剤が挙げられる。特定界面活性剤と、他の界面活性剤と、を併用する場合には、他の界面活性剤は非イオン界面活性剤であることが好ましい。
　本発明の分散組成物に含まれる特定界面活性剤の含有量は、分散安定性の観点から、オリザノール含有量に対して、質量比で１．０倍量～２０倍量であることが好ましく、１．５倍量～１０倍量であることがより好ましく、２．０倍量～８．０倍量であることがさらに好ましい。 A specific surfactant may be used individually by 1 type, and may use 2 or more types together. In addition, as long as the effects of the present invention are not impaired, the specific surfactant and the specific surfactant are used in combination with another surfactant having a different structure (hereinafter sometimes referred to as other surfactant). Also good. Other surfactants include other surfactants selected from nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. When the specific surfactant and other surfactant are used in combination, the other surfactant is preferably a nonionic surfactant.
From the viewpoint of dispersion stability, the content of the specific surfactant contained in the dispersion composition of the present invention is preferably 1.0 to 20 times by mass with respect to the oryzanol content. The amount is more preferably 1.5 times to 10 times, and further preferably 2.0 times to 8.0 times.
［リン脂質］
　本発明の分散組成物はリン脂質を含有する。リン脂質は、フォスファチドとも称され、グリセロリン脂質、及び、スフィンゴリン脂質がある。本発明に用いられるリン脂質は、グリセロリン脂質、及び、スフィンゴリン脂質のいずれであってもよい。なかでもオリザノールの分散性をより向上させるという観点からは、グリセロリン脂質が好ましく、グリセロリン脂質としてはレシチン等がより好ましい。 [Phospholipid]
The dispersion composition of the present invention contains a phospholipid. Phospholipids are also called phosphatides, and include glycerophospholipids and sphingophospholipids. The phospholipid used in the present invention may be either glycerophospholipid or sphingophospholipid. Of these, glycerophospholipid is preferable from the viewpoint of further improving the dispersibility of oryzanol, and lecithin is more preferable as the glycerophospholipid.
　本発明においてリン脂質として好ましいレシチンは、化学的には、フォスファチジルコリンを意味するが、工業的には、各種リン脂質を主成分とする脂質混合物の慣用的な名称であり、本発明では後者の意味で使用している。
　工業的レシチンに含まれる代表的なリン脂質は、フォスファチジルコリン（以下、ＰＣと称することがある）、フォスファチジルエタノールアミン（ＰＥ）、フォスファチジルイノシトール（ＰＩ）、フォスファチジン酸（ＰＡ）等が挙げられる。 The lecithin preferred as the phospholipid in the present invention chemically means phosphatidylcholine, but industrially is a conventional name of a lipid mixture mainly composed of various phospholipids. Used in the latter sense.
Typical phospholipids contained in industrial lecithin include phosphatidylcholine (hereinafter sometimes referred to as PC), phosphatidylethanolamine (PE), phosphatidylinositol (PI), phosphatidic acid ( PA) and the like.
　レシチンはグリセロリン脂質の一種で、自然界の動植物のすべての細胞中に存在しており、生体膜の主要構成成分である。従って、あらゆる動植物からレシチンを取り出すことは可能である。工業的にはレシチンは大豆又は卵黄を原料として製造され、大豆由来のレシチンを大豆レシチン、卵黄由来のレシチンを卵黄レシチンと呼んでいる。レシチンは生体適合性と、油を水に分散させてエマルションを作る乳化力が良好であるため、食品や化粧品用の乳化剤としてよく用いられる。
　また、医薬品においても、皮膚や粘膜から物質を透過吸収する浸透作用を利用して、医薬用リポソームの材料、静脈注射用脂肪乳剤、痔の治療薬、皮膚病の治療薬等に使用されている。食品用途、化粧料用途には、主にコストの観点から大豆レシチンが多く用いられている。 Lecithin is a type of glycerophospholipid that is present in all cells of natural animals and plants and is a major component of biological membranes. Therefore, it is possible to extract lecithin from any animal or plant. Industrially, lecithin is produced using soybean or egg yolk as a raw material, soy lecithin derived from soybean is called soybean lecithin, and lecithin derived from egg yolk is called egg yolk lecithin. Lecithin is often used as an emulsifier for foods and cosmetics because of its good biocompatibility and emulsifying ability to make an emulsion by dispersing oil in water.
Also in pharmaceuticals, it is used as a liposomal material for pharmaceuticals, a fat emulsion for intravenous injection, a therapeutic agent for epilepsy, a therapeutic agent for skin diseases, etc. by utilizing the osmotic action of permeating and absorbing substances from the skin and mucous membranes. . Soy lecithin is often used for food and cosmetics mainly from the viewpoint of cost.
　本発明の分散組成物に用いられるレシチンは、大豆由来、卵黄由来をはじめ、いずれの動植物由来のレシチンも使うことができる。なかでも、本発明の分散組成物に用いられるレシチンは、大豆由来のレシチン（以下、大豆レシチンと称することがある）が特に好ましい。 The lecithin used in the dispersion composition of the present invention may be lecithin derived from any animal or plant including soybeans and egg yolks. Among them, the lecithin used in the dispersion composition of the present invention is particularly preferably a lecithin derived from soybean (hereinafter sometimes referred to as soybean lecithin).
　大豆レシチンは、大豆油精製工程で副生する油滓を乾燥、精製することにより製造される。通常、リン脂質の含有量７０質量％以下のペースト状レシチンは、大豆粗油を３０質量％程度含むが、安価なため、特に食品分野ではほとんどペースト状のレシチンが用いられる。近年、リン脂質自体の生理活性へのニーズ、より高度な乳化剤へのニーズから、レシチンの製造において高度精製、分別、改質等の技術が加えられ、性能、機能の異なる種々のレシチン群が製造されている。 Soy lecithin is produced by drying and refining oil cake produced as a by-product in the soybean oil refining process. Usually, paste-like lecithin having a phospholipid content of 70% by mass or less contains about 30% by mass of crude soybean oil, but since it is inexpensive, paste-like lecithin is mostly used particularly in the food field. In recent years, due to the need for the physiological activity of phospholipids themselves and the need for more advanced emulsifiers, technologies such as advanced purification, fractionation, and modification have been added in the production of lecithin, and various lecithin groups with different performance and functions have been produced. Has been.
　高度精製レシチンは、上記ペースト状レシチンから、アセトン等の溶媒を用いて脱油し、粉末化したレシチンである。高度精製レシチンは、一般にレシチンの含有量が９０質量％以上である。
　高度精製レシチンは、市販品としても入手可能であり、例えば、フォスフォリポン２０（商品名：リポイド社製）、レシオンＰ（商品名：理研ビタミン（株）製）、ＳＬＰホワイト（商品名：辻製油（株）製）、エマルメティック３００（商品名：ルーカスマイヤーコスメティックス社製）等が挙げられる。
　本発明の分散組成物には、リン脂質としてペースト状レシチン、高度精製レシチンのいずれも使用することができる。 Highly purified lecithin is a lecithin obtained by deoiling the pasty lecithin using a solvent such as acetone and pulverizing. Highly purified lecithin generally has a lecithin content of 90% by mass or more.
Highly purified lecithin is also available as a commercial product. For example, Phospholipon 20 (trade name: manufactured by Lipoid), Recion P (trade name: manufactured by Riken Vitamin Co., Ltd.), SLP White (trade name: 辻Oil Manufacturing Co., Ltd.), Emulmetic 300 (trade name: manufactured by Lucas Meyer Cosmetics) and the like.
In the dispersion composition of the present invention, either pasty lecithin or highly purified lecithin can be used as the phospholipid.
　既述のペースト状レシチン、高度精製レシチンの他に、主にＰＣの含有量を高めた分別レシチン、酵素分解により一本鎖化した酵素分解（リゾ）レシチン、水素添加処理を行った水素添加レシチン等の改質レシチンがあり、改質レシチンも本発明におけるリン脂質として用いることができる。 In addition to the paste-like lecithin and highly purified lecithin described above, fractionated lecithin with mainly increased PC content, enzymatically degraded (lyso) lecithin that has been made into a single chain by enzymatic degradation, and hydrogenated lecithin that has undergone hydrogenation treatment The modified lecithin can be used as the phospholipid in the present invention.
　分別レシチンは、高度精製レシチンから、各種溶媒への溶解度差を利用したり、蒸留等の操作を行なったりして、特定のリン脂質の含有量を高めたレシチンであり、一般にはＰＣの含有量を高めた分別レシチンが市販されている。
　ＰＣの含有量を高めた分別レシチンの市販品の例としては、フォスフォリポン５０（ＰＣ４５質量％含有）、フォスフォリポン８５Ｇ（ＰＣ８０質量％含有）、フォスフォリポン９０Ｇ（ＰＣ９４質量％含有）（以上、商品名：リポイド社製）、エマルメティック９００（ＰＣ５０質量％含有）、エマルメティック９３０（ＰＣ９５質量％含有）（以上、商品名：ルーカスマイヤーコスメティックス社製）、ＳＬＰ－ＰＣ７０、ＳＬＰ－ＰＣ９０（以上、商品名：辻製油（株）製）等が挙げられる。 Fractionated lecithin is lecithin in which the content of specific phospholipids is increased by utilizing the difference in solubility in various solvents or performing operations such as distillation from highly purified lecithin, and generally the content of PC Fractionated lecithins with increased levels are commercially available.
Examples of commercially available fractionated lecithins with increased PC content include Phospholipon 50 (containing 45% by weight of PC), Phosphopon 85G (containing 80% by weight of PC), Phosphopon 90G (containing 94% by weight of PC) ( As mentioned above, trade name: manufactured by Lipoid Co., Ltd., emulmetic 900 (containing 50% by weight of PC), emulmetic 930 (containing 95% by weight of PC) (above, trade name: manufactured by Lucas Meyer Cosmetics), SLP-PC70, SLP- PC90 (the above-mentioned, brand name: Sakai Oil Co., Ltd. product) etc. are mentioned.
　改質レシチンは、水素添加レシチンと酵素分解レシチンとに大別される。このうち、水素添加レシチンは、レシチン構造中の脂肪酸ポリエン酸を酸化し、光安定性向上のために、水素添加処理を行って飽和脂肪酸に変換したレシチンである。水素添加レシチンは化粧料、皮膚外用剤等の医薬品には好ましく用いることができるが、食品には使用できない。
　水素添加レシチンの市販品の例としては、エマルメティック３２０（商品名：ルーカスマイヤーコスメティックス社製）、ＳＬＰホワイトＨ（商品名：辻製油（株）製）等がある。
　ＰＣの含有量を高め、さらに水素添加処理を行ったレシチンの市販品の例としては、エマルメティック９５０（商品名：ルーカスマイヤーコスメティックス社製）、ＳＬＰ－ＰＣ９２Ｈ（商品名：辻製油（株）製）、フォスフォリポン９０Ｈ（商品名：リポイド社製）等が挙げられる。 Modified lecithin is roughly classified into hydrogenated lecithin and enzymatically decomposed lecithin. Among these, hydrogenated lecithin is lecithin obtained by oxidizing a fatty acid polyenoic acid in a lecithin structure and converting it to a saturated fatty acid by performing a hydrogenation treatment in order to improve light stability. Hydrogenated lecithin can be preferably used for pharmaceuticals such as cosmetics and topical skin preparations, but cannot be used for foods.
Examples of commercially available products of hydrogenated lecithin include Emalmetic 320 (trade name: manufactured by Lucas Meyer Cosmetics), SLP White H (trade name: manufactured by Sakai Oil Co., Ltd.), and the like.
Examples of commercially available lecithin products with increased PC content and further hydrogenation treatment include Emulmatic 950 (trade name: manufactured by Lucas Meyer Cosmetics), SLP-PC92H (trade name: Sakai Oil Co., Ltd.) And Phospholipon 90H (trade name: manufactured by Lipoid Co., Ltd.).
　酵素分解レシチンとは、通常グリセリンに結合している２位の脂肪酸のエステル結合を酵素によって選択的に分解したレシチンであり、通常のレシチンと区別するためにリゾレシチンとも呼ばれる。
　リゾレシチンは、改質前のレシチンと比較して、水溶性が向上し、一般に乳化力も向上する。リゾレシチンを調製するための酵素分解処理は、原料としてのペースト状レシチンに対して行い、酵素分解処理後のレシチンを高度精製してリゾレシチンを得る方法が一般的である。リゾレシチンの別の製造方法として、分別レシチンに対して酵素分解処理を行うことでリゾレシチンを得る方法もある。
　本発明の分散組成物に用いることができる代表的なリゾレシチンの市販品の例としては、ＳＬＰホワイトリゾ（商品名：辻製油（株）製）が挙げられる。
　また、リゾレシチン以外の別の酵素処理レシチンとして、リン酸と塩基の間のエステル結合を分解して得たレシチンが挙げられる。リン酸と塩基の間のエステル結合を分解する処理を行うことで、リン脂質から塩基が除かれ、フォスファチジン酸の形になることで、得られた酵素処理レシチンは、強いアニオン性を示す。アニオン性を示す酵素処理レシチンの市販品の例としては、ＰＡナガセ、リゾリン脂質ナガセＨ（商品名：ナガセケムテックス（株）製）等が挙げられる。 Enzymatically-decomposed lecithin is lecithin that is obtained by selectively degrading the ester bond of the 2-position fatty acid usually bound to glycerin by an enzyme, and is also called lysolecithin to distinguish it from normal lecithin.
Lysolecithin has improved water solubility and generally improved emulsifying power as compared to lecithin before modification. In general, the enzymatic decomposition treatment for preparing lysolecithin is performed on pasty lecithin as a raw material, and lysolecithin is obtained by highly purifying the lecithin after the enzymatic decomposition treatment. As another method for producing lysolecithin, there is also a method for obtaining lysolecithin by subjecting fractionated lecithin to enzymatic degradation.
An example of a typical commercial product of lysolecithin that can be used in the dispersion composition of the present invention includes SLP white lyso (trade name: manufactured by Sakai Oil Co., Ltd.).
Further, as another enzyme-treated lecithin other than lysolecithin, lecithin obtained by decomposing an ester bond between phosphoric acid and a base can be mentioned. By performing a treatment that breaks the ester bond between phosphoric acid and base, the base is removed from the phospholipid to form phosphatidic acid, and the resulting enzyme-treated lecithin exhibits a strong anionic property. . Examples of commercially available enzyme-treated lecithins exhibiting anionic properties include PA Nagase, lysophospholipid Nagase H (trade name: manufactured by Nagase ChemteX Corporation), and the like.
　本発明の分散組成物には、既述のレシチンはいずれも使用することができる。なかでも、非水素添加レシチンである、高度精製レシチン、分別レシチンが特に好ましい。
　リン脂質として用いられる既述のレシチンとしては、リン脂質の含有量が７０質量％以上であるレシチンを用いることが好ましく、リン脂質の含有量が８０質量％以上のレシチンがより好ましく、リン脂質の含有量が９０質量％以上のレシチンがさらに好ましい。
　また、リン脂質中に含まれるフォスファチジルコリン（ＰＣ）の含有量は、通常１０質量％～１００質量％の範囲であるが、本発明に用いるリン脂質としては、ＰＣの含有量が２０質量％～９０質量％であるリン脂質が好ましく、ＰＣの含有量が３０質量％～８０質量％であるリン脂質がより好ましい。 Any of the aforementioned lecithins can be used in the dispersion composition of the present invention. Of these, highly purified lecithin and fractionated lecithin, which are non-hydrogenated lecithins, are particularly preferred.
As the aforementioned lecithin used as the phospholipid, it is preferable to use lecithin having a phospholipid content of 70% by mass or more, more preferably lecithin having a phospholipid content of 80% by mass or more. More preferred is lecithin having a content of 90% by mass or more.
In addition, the content of phosphatidylcholine (PC) contained in the phospholipid is usually in the range of 10% by mass to 100% by mass. As the phospholipid used in the present invention, the content of PC is 20% by mass. A phospholipid with a content of from 90% by mass to 90% by mass is preferred, and a phospholipid with a PC content of from 30% by mass to 80% by mass is more preferred.
　本発明の分散組成物に使用されるレシチンの含有量は、分散安定性の観点から、オリザノールの含有量に対して、質量比で０．５倍量～２０倍量であることが好ましく、１倍量～１０倍量であることがより好ましく、２倍量～８倍量がさらに好ましい。 The content of lecithin used in the dispersion composition of the present invention is preferably 0.5 to 20 times by mass with respect to the content of oryzanol, from the viewpoint of dispersion stability. A double amount to 10 times amount is more preferable, and a double amount to 8 times amount is more preferable.
　本発明の分散組成物は、オリザノール、特定界面活性剤及びリン脂質の必須成分に加え、本発明の効果を損なわない範囲において、種々の化合物を併用することができる。
　本発明の分散組成物は、水を含むことができる。水には特に制限はなく、水道水、天然水、精製水、蒸留水、イオン交換水、純水、ミリＱ水等の超純水等から目的に応じて選択して使用することができる。なお、ミリＱ水とは、メルクミリポア社の超純水製造装置であるミリＱ水製造装置により得られる超純水である。 In addition to the essential components of oryzanol, specific surfactant and phospholipid, the dispersion composition of the present invention can be used in combination with various compounds as long as the effects of the present invention are not impaired.
The dispersion composition of the present invention can contain water. There is no restriction | limiting in particular in water, According to the objective, it can select and use from tap water, natural water, purified water, distilled water, ion-exchange water, pure water, milli Q water, etc. according to the objective. Note that Milli-Q water is ultrapure water obtained by a Milli-Q water production apparatus, which is an ultrapure water production apparatus manufactured by Merck Millipore.
（多価アルコール）
　本発明の分散組成物には、フェルラ酸トリテルペンアルコールエステルの溶解に用いることができる多価アルコールを含んでもよい。本発明の分散組成物に用いることができる多価アルコールは、分子中に２個以上の－ＯＨ基を有するアルコールである。
　通常、化粧品に用いられる多価アルコールとしては、炭素数３～８であり、且つ、分子中の－ＯＨ基の数が２～５である多価アルコールが好ましく、炭素数３～８であり、且つ、分子中の－ＯＨ基の数が２～３である多価アルコールを用いることがより好ましい。本発明の分散組成物に用いる多価アルコールの好ましい例としては、既述の通常、化粧品に用いられる多価アルコールと同様のアルコールを挙げることができる。 (Polyhydric alcohol)
The dispersion composition of the present invention may contain a polyhydric alcohol that can be used to dissolve the ferulic acid triterpene alcohol ester. The polyhydric alcohol that can be used in the dispersion composition of the present invention is an alcohol having two or more —OH groups in the molecule.
Usually, the polyhydric alcohol used in cosmetics is preferably a polyhydric alcohol having 3 to 8 carbon atoms and having 2 to 5 —OH groups in the molecule, and having 3 to 8 carbon atoms. In addition, it is more preferable to use a polyhydric alcohol having 2 to 3 —OH groups in the molecule. Preferable examples of the polyhydric alcohol used in the dispersion composition of the present invention include alcohols similar to the polyhydric alcohols usually used in cosmetics.
　本発明の分散組成物に好適に使用することができる多価アルコールの具体例としては、プロピレングリコール、１，３－プロパンジオール、グリセリン、１，３－ブチレングリコール、ジエチレングリコール、１，２－ペンタンジオール、ジグリセリン、ジプロピレングリコール等を挙げることができる。
　これらのなかでも、フェルラ酸トリテルペンアルコールエステルの溶解性が良好であるという観点から、ジオールが好ましい。ジオールの中では、プロピレングリコール、１，３－プロパンジオール、１，３－ブチレングリコール、１，２－ペンタンジオール、ジエチレングリコール、ジプロピレングリコール等がより好ましく、生体適合性の観点から１，３－プロパンジオール、１，３－ブチレングリコール、ジプロピレングリコール等がさらに好ましい。
　本発明の分散組成物に多価アルコールを用いる場合の含有量としては、目的に応じて適宜選択されるが、オリザノールの総含有量に対して、質量比で０．１倍量～１００倍量が好ましく、０．５倍量～５０倍量がより好ましい。 Specific examples of the polyhydric alcohol that can be suitably used in the dispersion composition of the present invention include propylene glycol, 1,3-propanediol, glycerin, 1,3-butylene glycol, diethylene glycol, and 1,2-pentanediol. , Diglycerin, dipropylene glycol and the like.
Among these, diol is preferable from the viewpoint of good solubility of ferulic acid triterpene alcohol ester. Among the diols, propylene glycol, 1,3-propanediol, 1,3-butylene glycol, 1,2-pentanediol, diethylene glycol, dipropylene glycol and the like are more preferable. From the viewpoint of biocompatibility, 1,3-propane Diol, 1,3-butylene glycol, dipropylene glycol and the like are more preferable.
The content when polyhydric alcohol is used in the dispersion composition of the present invention is appropriately selected according to the purpose, but is 0.1 to 100 times by mass with respect to the total content of oryzanol. The amount is preferably 0.5 times to 50 times.
（油性成分）
　本発明の分散組成物は、オリザノールに加えて、本発明の効果を損なわない範囲において、目的に応じてオリザノール以外の油性成分から選ばれる１種又は２種以上の油性成分を含有することができる。以下、オリザノール以外の油性成分を他の油性成分と称することがある。
　本発明の分散組成物に用いることができる他の油性成分としては、例えば、化粧品等の目的に応じた使用態様に用いることができる油性成分であれば特に制限なく、いずれも用いることができる。
　化学構造面からは、油脂、炭化水素、ロウ、エステル化合物、高級脂肪酸、高級アルコール、高分子化合物、油溶性色素、油溶性蛋白質等が挙げられる。 (Oil component)
In addition to oryzanol, the dispersion composition of the present invention can contain one or more oily components selected from oily components other than oryzanol depending on the purpose within a range not impairing the effects of the present invention. . Hereinafter, oily components other than oryzanol may be referred to as other oily components.
Other oily components that can be used in the dispersion composition of the present invention are not particularly limited as long as they are oily components that can be used in a usage mode according to the purpose of cosmetics, for example.
In terms of chemical structure, fats and oils, hydrocarbons, waxes, ester compounds, higher fatty acids, higher alcohols, polymer compounds, oil-soluble dyes, oil-soluble proteins and the like can be mentioned.
　また、テルペノイド、アルカロイド、ポリフェノール等、動植物中に含まれる油溶性機能性物質、及びこれら油溶性機能性物質を含有する各種の植物油、動物油等も本発明の分散組成物に用いることができる。また、化粧料に用いることができる油溶性機能性物質を含有しない各種の植物油、動物油等も本発明の分散組成物に用いることができる。
　本発明の分散組成物に使用することができる他の油性成分である、植物油、動物油、動植物油由来の油性成分、その他の油性成分の例としては、ヤシ油、オリーブ油、コーン油、ホホバ油等の油脂、ステアリン酸、オレイン酸、パルミチン酸、ミリスチン酸、ラウリン酸等の高級脂肪酸、ベヘニルアルコール、ステアリルアルコール、セタノール、イソステアリルアルコール、オレイルアルコール、デカノール、ドデカノール、テトラデカノール、へキシルデカノール、２－オクチルドデカノール、２－デシルテトラデカノール等の高級アルコール、コレステロール、フィトステロール等のステロール、パルミチン酸エチルヘキシル、ミリスチン酸イソプロピル、ミリスチン酸オクチルドデシル、Ｎ－ラウロイル－Ｌ－グルタミン酸ジ（フィトステリル・２－オクチルドデシル）等のエステル化合物、スクワラン、スクワレン、水添ポリデセン、水添ポリイソブテン等の炭化水素が挙げられる。 In addition, oil-soluble functional substances contained in animals and plants such as terpenoids, alkaloids, polyphenols, and various vegetable oils and animal oils containing these oil-soluble functional substances can also be used in the dispersion composition of the present invention. In addition, various vegetable oils, animal oils and the like that do not contain an oil-soluble functional substance that can be used in cosmetics can also be used in the dispersion composition of the present invention.
Examples of other oily components that can be used in the dispersion composition of the present invention, such as vegetable oil, animal oil, animal and vegetable oil-derived oily components, and other oily components include coconut oil, olive oil, corn oil, jojoba oil, and the like. Oils, stearic acid, oleic acid, palmitic acid, myristic acid, higher fatty acids such as lauric acid, behenyl alcohol, stearyl alcohol, cetanol, isostearyl alcohol, oleyl alcohol, decanol, dodecanol, tetradecanol, hexyldecanol, 2 -Higher alcohols such as octyldodecanol and 2-decyltetradecanol, sterols such as cholesterol and phytosterol, ethylhexyl palmitate, isopropyl myristate, octyldodecyl myristate, N-lauroyl-L-glutamate Steryl-2-octyldodecyl) ester compounds such as squalane, squalene, hydrogenated polydecene, and hydrocarbons hydrogenated polyisobutene, or the like.
　また、本発明の分散組成物は、機能性の油性成分として、βカロテン、アスタキサンチン、ゼアキサンチン、リコピン、ルテイン等のカロテノイド、トコフェロール、トコトリエノール等のビタミンＥ、コエンザイムＱ１０等のユビキノン、エイコサペンタエン酸（ＥＰＡ）、ドコサヘキサエン酸（ＤＨＡ）、リノレン酸等のω－３油脂類等を含むことができる。
　本発明の分散組成物は、さらに、機能を有する油性成分としてトリテルペンを含むことが好ましい。
　トリテルペンの中でも、カルボン酸又はカルボン酸誘導体を有する５環性のトリテルペンが特に好ましい。カルボン酸等を有するトリテルペンは、主に植物エキスから得られる。植物エキスから得られるトリテルペンの例としては、ツボクサエキスに含まれるアジア酸、マデカッソ酸、ローズマリーエキスに含まれるウルソール酸、オレアノール酸、ベツリン酸、シソ葉エキスに含まれるオレアノール酸、ウルソール酸、トルメント酸、甘草エキスに含まれるグリチルレチン酸等が挙げられる。これらのカルボン酸等を有する酸型のトリテルペンの他、本発明の分散組成物は、糖と結合した配糖体型の形（ヘテロサイドという）のトリテルペンを含むこともできる。
　本発明の分散組成物は、酸型トリテルペンであるアジア酸、マデカッソ酸と、トリテルペン配糖体であるアジアチコシド、マデカッソシドとが適切に混合されたセンテラ・アジアチカ（ツボクサエキス）を含むことも好ましい態様である。
　また、本発明の分散組成物が含むことができる保湿機能を持った油性成分として、セラミドＩ、セラミドＩＩ、セラミドＩＩＩ、セラミドＶ、セラミドＶＩ等の活性セラミド、グルコシルセラミド、ガラクトシルセラミド等のスフィンゴ糖脂質、スフィンゴミエリン、疑似セラミド等も好ましく挙げられる。 In addition, the dispersion composition of the present invention contains, as functional oily components, carotenoids such as β-carotene, astaxanthin, zeaxanthin, lycopene and lutein, vitamin E such as tocopherol and tocotrienol, ubiquinone such as coenzyme Q10, eicosapentaenoic acid (EPA) ), Omega-3 fats such as docosahexaenoic acid (DHA), linolenic acid, and the like.
The dispersion composition of the present invention preferably further contains triterpene as an oily component having a function.
Among the triterpenes, pentacyclic triterpenes having a carboxylic acid or a carboxylic acid derivative are particularly preferable. Triterpenes having carboxylic acid and the like are mainly obtained from plant extracts. Examples of triterpenes obtained from plant extracts include asiatic acid, Madecassic acid contained in cinnamon extract, ursolic acid contained in rosemary extract, oleanolic acid, betulinic acid, oleanolic acid contained in perilla leaf extract, ursolic acid, torment Examples thereof include glycyrrhetinic acid contained in acid and licorice extracts. In addition to the acid type triterpenes having these carboxylic acids and the like, the dispersion composition of the present invention can also contain a triterpene in a glycoside type form (referred to as heteroside) bonded to a sugar.
It is also preferable that the dispersion composition of the present invention contains Centella asiatica (composite extract) in which asiatic acid and madecassic acid as acid type triterpenes and asiaticoside and madecassoside as triterpene glycosides are appropriately mixed. It is.
In addition, as an oily component having a moisturizing function that can be contained in the dispersion composition of the present invention, active ceramides such as ceramide I, ceramide II, ceramide III, ceramide V, and ceramide VI, and sphingosaccharides such as glucosylceramide and galactosylceramide Lipids, sphingomyelin, pseudoceramide and the like are also preferred.
　本発明の分散組成物が他の油性成分を含有する場合には、他の油性成分とオリザノール等と予めを混合して用いることが好ましい。
　本発明の分散組成物に他の油性成分を用いる場合の含有量としては、目的に応じて適宜選択されるが、オリザノールの総含有量に対して、質量比で０．１倍量～１００倍量が好ましく、０．５倍量～５０倍量がより好ましい。 When the dispersion composition of the present invention contains other oily components, it is preferable to use a mixture of other oily components and oryzanol in advance.
The content in the case of using another oil component in the dispersion composition of the present invention is appropriately selected according to the purpose, but is 0.1 to 100 times by mass with respect to the total content of oryzanol. The amount is preferable, and the amount of 0.5 times to 50 times is more preferable.
　また、本発明の分散組成物には、必要に応じて、上記成分の他、食品、化粧品等の分野において通常用いられる添加成分を、その形態に応じて適宜含有させてもよい。
　その他の成分は、各成分の有する特性によって、油溶性又は水溶性の添加成分として、本発明の分散組成物に含有させることができる。
　本発明の分散組成物に用いることができるその他の成分としては、例えば、真珠光沢材料、防腐剤、酸化防止剤、色素剤、増粘剤、又はｐＨ調整剤から選択される１種以上の成分が挙げられる。また、本発明の分散組成物には、芳香剤、抗菌剤、保湿剤、紫外線吸収剤、活性酸素除去剤、抗酸化剤、抗微生物剤、育毛剤、ミネラル、アミノ酸等を用いることができる。 In addition, the dispersion composition of the present invention may appropriately contain, as necessary, additive components commonly used in the fields of foods, cosmetics and the like in addition to the above components according to the form.
Other components can be contained in the dispersion composition of the present invention as an oil-soluble or water-soluble additive component depending on the properties of each component.
Other components that can be used in the dispersion composition of the present invention include, for example, one or more components selected from pearl luster materials, preservatives, antioxidants, coloring agents, thickeners, or pH adjusters. Is mentioned. Moreover, a fragrance | flavor, an antibacterial agent, a moisturizer, a ultraviolet absorber, an active oxygen removal agent, an antioxidant, an antimicrobial agent, a hair restorer, a mineral, an amino acid etc. can be used for the dispersion composition of this invention.
［分散組成物の用途］
　本発明の分散組成物は、化粧料、皮膚外用剤等のオリザノールの有効成分を必要とする各種の用途に適用することができる。 [Use of dispersion composition]
The dispersion composition of the present invention can be applied to various uses that require an active ingredient of oryzanol, such as cosmetics and external preparations for skin.
［化粧料］
　本発明の分散組成物は、化粧料に用いることができる。
　本発明の化粧料は、既述の本発明の分散組成物を含有する。
　本発明の分散組成物は、オリザノールを含む分散粒子が、好ましくは体積平均粒子径が２００ｎｍ以下と微細な分散粒子であり、分散性及び分散安定性に優れるため、化粧料に好適に使用することができる。
　また、分散組成物に含まれる分散粒子が微細であるために、本発明の分散組成物を含有する化粧料は、機能性成分であるオリザノールの有効性を十分に得られる。さらに、本発明の化粧料は、オリザノールの分散安定性に優れ、析出が抑制されるために、透明性に優れ、透明性が長期間維持されるという優れた効果を奏する。 [Cosmetics]
The dispersion composition of the present invention can be used for cosmetics.
The cosmetic of the present invention contains the above-described dispersion composition of the present invention.
The dispersion composition of the present invention is a dispersion particle containing oryzanol, preferably a fine dispersion particle having a volume average particle diameter of 200 nm or less and excellent in dispersibility and dispersion stability. Can do.
Further, since the dispersed particles contained in the dispersion composition are fine, the cosmetic containing the dispersion composition of the present invention can sufficiently obtain the effectiveness of oryzanol, which is a functional component. Furthermore, since the cosmetic of the present invention is excellent in the dispersion stability of oryzanol and the precipitation is suppressed, the cosmetic has an excellent effect of being excellent in transparency and maintaining transparency for a long period of time.
　化粧料としては、化粧水、美容液、乳液、クリーム、クリームパック・マスク、パック、ベースメイク化粧料、洗髪用化粧品、フレグランス化粧品、液体ボディ洗浄料、ＵＶケア化粧品、防臭化粧品、オーラルケア化粧品等の化粧料が挙げられる。本発明の分散組成物は、既述の如く体積平均粒子径が２００ｎｍ以下といった微細な分散粒子が安定に含まれることから、透明性が要求される水性の化粧料に特に好適に適用される。 Cosmetics include lotion, beauty liquid, milky lotion, cream, cream pack / mask, pack, base makeup cosmetics, cosmetics for hair washing, fragrance cosmetics, liquid body cleansers, UV care cosmetics, deodorant cosmetics, oral care cosmetics, etc. Of cosmetics. Since the dispersion composition of the present invention stably contains fine dispersed particles having a volume average particle diameter of 200 nm or less as described above, it is particularly suitably applied to aqueous cosmetics that require transparency.
　化粧水、美容液については、剤型によっては透明性を有することが求められ、さらに経時後も透明性を維持することが要求される。ここでいう「透明性」とは、以下に詳述する濁度を指標とする。濁度は、波長６５０ｎｍの光を用いて、２５℃にて測定した吸光度により規定される。本発明の化粧料における「透明性」の指標となる吸光度（濁度）は、分光光度計（Ｖ－６３０、株式会社日本分光製）を用いて測定する。 Cosmetic lotions and cosmetic liquids are required to have transparency depending on the dosage form, and are required to maintain transparency even after aging. Here, “transparency” uses turbidity, which will be described in detail below, as an index. Turbidity is defined by the absorbance measured at 25 ° C. using light having a wavelength of 650 nm. Absorbance (turbidity) as an index of “transparency” in the cosmetic of the present invention is measured using a spectrophotometer (V-630, manufactured by JASCO Corporation).
　分散組成物と濁度τとの関係は、分散組成物の粒子径ｄが可視光波長λよりも小さい場合、以下の式Ａで表すことができる。 The relationship between the dispersion composition and the turbidity τ can be expressed by the following formula A when the particle diameter d of the dispersion composition is smaller than the visible light wavelength λ.
Figure JPOXMLDOC01-appb-M000018
Figure JPOXMLDOC01-appb-M000018
　式Ａに示されるように、濁度τには、分散組成物の粒子径ｄ、分散組成物の粒子数ｎ、及び、油剤の相対屈折率ｍが寄与する。ここで、分散組成物の粒子数ｎは、分散組成物中の油剤量により規定される。本発明の分散組成物を含有する化粧料であれば、その濁度は化粧料における分散組成物の配合量により規定される。 As shown in Formula A, the particle diameter d of the dispersion composition, the number n of particles of the dispersion composition, and the relative refractive index m of the oil contribute to the turbidity τ. Here, the number n of particles of the dispersion composition is defined by the amount of oil in the dispersion composition. If it is cosmetics containing the dispersion composition of this invention, the turbidity is prescribed | regulated by the compounding quantity of the dispersion composition in cosmetics.
　本発明の分散組成物を適用してなる化粧料の好適な態様は、本発明の分散組成物を含み、且つ、波長６５０ｎｍの光を用いて測定した吸光度（濁度）が０．１５以下である化粧料であることが好ましく、０．１以下である化粧料であることがより好ましい。
　化粧品の濁度は、０．００１～０．１５であることが好ましい。吸光度（濁度）は、より好ましくは０．００１～０．１２５、さらに好ましくは０．００１～０．１である。 A preferred embodiment of a cosmetic material to which the dispersion composition of the present invention is applied includes the dispersion composition of the present invention, and has an absorbance (turbidity) measured by using light having a wavelength of 650 nm of 0.15 or less. A certain cosmetic is preferable, and a cosmetic of 0.1 or less is more preferable.
The turbidity of the cosmetic product is preferably 0.001 to 0.15. The absorbance (turbidity) is more preferably 0.001 to 0.125, still more preferably 0.001 to 0.1.
　本発明の化粧料は分散組成物を含有する。本発明の化粧料中のオリザノール含有量が、０．０００１質量％～１質量％の範囲となるように、分散組成物の含有量を調整することが好ましく、０．０００３質量％～０．５質量％の範囲となるように、分散組成物の含有量を調整することがより好ましい。 The cosmetic of the present invention contains a dispersion composition. It is preferable to adjust the content of the dispersion composition so that the oryzanol content in the cosmetic of the present invention is in the range of 0.0001% by mass to 1% by mass, and 0.0003% by mass to 0.5%. It is more preferable to adjust the content of the dispersion composition so as to be in the range of mass%.
　本発明の化粧料は、例えば、本発明の分散組成物及び必要に応じて併用可能な成分を、スターラー撹拌、インペラー撹拌、ホモミキサーを用いた撹拌等により、化粧料に含まれる各成分を、混合すること等によって調製することができる。
　本発明の分散組成物の製造方法については、以下に詳述する。 The cosmetics of the present invention, for example, each component contained in the cosmetics by stirrer stirring, impeller stirring, stirring using a homomixer, etc. It can be prepared by mixing or the like.
The method for producing the dispersion composition of the present invention will be described in detail below.
［分散組成物の製造方法］
　本発明の分散組成物の製造方法は、特に限定されず、公知の方法に従い製造することができる。
　一般的な製造方法としては、例えば、オリザノール、特定界面活性剤及び多価アルコールを含有する油相成分と、リン脂質及び水を含有する水相成分と、を混合する混合工程を含む製造方法が挙げられる。 [Method for producing dispersion composition]
The manufacturing method of the dispersion composition of this invention is not specifically limited, It can manufacture according to a well-known method.
As a general production method, for example, a production method including a mixing step of mixing an oil phase component containing oryzanol, a specific surfactant and a polyhydric alcohol and an aqueous phase component containing phospholipid and water. Can be mentioned.
　以下に具体的な製造方法を挙げて説明するが、本発明の分散組成物の製造方法は以下の記載に限定されない。 Hereinafter, a specific production method will be described, but the production method of the dispersion composition of the present invention is not limited to the following description.
（分散方法）
　本発明に係るオリザノールを水相中に分散して得られる水性分散組成物として化粧料に添加する場合、以下の方法で分散組成物を製造することができる。なお、下記の方法は分散組成物製造法の一例であり、下記方法に限定されない。 (Distribution method)
When the oryzanol according to the present invention is added to a cosmetic as an aqueous dispersion composition obtained by dispersing in the aqueous phase, the dispersion composition can be produced by the following method. In addition, the following method is an example of a dispersion composition manufacturing method, and is not limited to the following method.
（混合工程）
　分散組成物の調製に際して、オリザノールは、特定界面活性剤に予め加熱溶解してから、リン脂質を含む水相に添加してもよい。また、より分散効率を高めるために、オリザノールを、予め特定界面活性剤及び多価アルコールに加熱溶解させた後、水相に添加することがより好ましい。
　製造方法の一例を挙げれば、先ず、本発明に係る化合物である、オリザノール及び特定界面活性剤を多価アルコール液中で混合し、７０℃～１５０℃に加熱溶解して均一な油性溶液を調製する。
　得られた油性溶液を、４０℃～９０℃に加熱されたリン脂質を含む水相中に撹拌しながら添加混合する。この混合工程には、市販のいずれの混合手段を用いてもよい。
　すなわち、混合手段として、マグネチックスターラー、家庭用ミキサー、パドルミキサー、インペラーミキサー等の装置を用いて、油性溶液と水性媒体とを混合撹拌することで、均一な懸濁液を調製できる。 (Mixing process)
In preparing the dispersion composition, oryzanol may be added to the aqueous phase containing the phospholipid after being preliminarily heated and dissolved in the specific surfactant. In order to further increase the dispersion efficiency, it is more preferable to add oryzanol to the aqueous phase after heating and dissolving in a specific surfactant and polyhydric alcohol in advance.
To give an example of a production method, first, oryzanol and a specific surfactant, which are compounds according to the present invention, are mixed in a polyhydric alcohol solution, and heated and dissolved at 70 ° C. to 150 ° C. to prepare a uniform oily solution. To do.
The obtained oily solution is added and mixed with stirring in an aqueous phase containing phospholipid heated to 40 ° C. to 90 ° C. In this mixing step, any commercially available mixing means may be used.
That is, a uniform suspension can be prepared by mixing and stirring the oily solution and the aqueous medium using a magnetic stirrer, a home mixer, a paddle mixer, an impeller mixer, or the like as a mixing means.
　また、例えば、オリザノールを、予め多価アルコールに加熱溶解させた後、水相に添加することがより好ましい。 Further, for example, it is more preferable to add oryzanol to the aqueous phase after dissolving it in polyhydric alcohol in advance.
（高圧分散工程）
　また、既述の混合手段よりも、より強い剪断力を有する撹拌手段、すなわち、ホモミキサー、ディスパーミキサー、ウルトラミキサー等を用いる高速撹拌法、超音波ホモジナイザーを用いる超音波法、高圧ホモジナイザーで高剪断力をかける高圧ホモジナイザー法等の微細化手段を用いてオリザノールを含む分散粒子を微細化して分散組成物を調製することが好ましい。
　超音波ホモジナイザーの例としては、超音波ホモジナイザーＵＳ－６００、同ＵＳ－１２００Ｔ、同ＲＵＳ－１２００Ｔ、同ＭＵＳ－１２００Ｔ（以上、（株）日本精機製作所製）、超音波プロセッサーＵＩＰ２０００、同ＵＩＰ－４０００、同ＵＩＰ－８０００、同ＵＩＰ－１６０００（以上、ヒールッシャー社製）等が挙げられる。これらの高出力超音波照射装置は２５ｋＨｚ以下、好ましくは１５～２０ｋＨｚの周波数で使用される。 (High pressure dispersion process)
In addition, stirring means having a stronger shearing force than the above-described mixing means, that is, a high-speed stirring method using a homomixer, a disper mixer, an ultramixer, etc., an ultrasonic method using an ultrasonic homogenizer, and a high shear using a high-pressure homogenizer It is preferable to prepare a dispersion composition by refining the dispersed particles containing oryzanol using a refining means such as a high-pressure homogenizer method that applies force.
Examples of ultrasonic homogenizers include ultrasonic homogenizers US-600, US-1200T, RUS-1200T, MUS-1200T (above, manufactured by Nippon Seiki Seisakusho Co., Ltd.), ultrasonic processors UIP2000, UIP-4000. UIP-8000, UIP-16000 (above, manufactured by Heelscher) and the like. These high-power ultrasonic irradiation devices are used at a frequency of 25 kHz or less, preferably 15 to 20 kHz.
　高圧ホモジナイザーの例としては、マイクロフルイダイザー（マイクロフルイディクス社製）、ナノマイザー（吉田機械興業（株）製）、スターバースト（（株）スギノマシン製）、ゴーリンタイプホモジナイザー（ＡＰＶ社製）、ラニエタイプホモジナイザー（ラニエ社製）、高圧ホモジナイザー（ニロ・ソアビ社製）、ホモゲナイザー（三和機械（株）製）、高圧ホモゲナイザー（イズミフードマシナリ（株）製）、超高圧ホモジナイザー（イカ社製）等が挙げられる。
　高圧ホモジナイザーの操作圧力は、分散粒子の微細化の観点から、５０ＭＰａ以上が好ましく、より好ましくは１５０ＭＰａ以上である。また、高圧処理のパス回数は１回でもよいが、分散組成物全体の均一性を高めるためには、パス回数は２回以上が好ましく、より好ましくは２回～５回である。
　高圧分散処理前の温度は、２０℃～８０℃に設定するが、より好ましくは４０℃～７０℃である。分散組成物は、高圧分散処理直後に冷却手段を用いて迅速に冷却し、所定の温度に下げるのが好ましい。冷却装置としては、任意の市販の熱交換器を用いることができる。 Examples of the high-pressure homogenizer include microfluidizer (manufactured by Microfluidics), nanomizer (manufactured by Yoshida Kikai Kogyo Co., Ltd.), starburst (manufactured by Sugino Machine Co., Ltd.), gorin type homogenizer (manufactured by APV), and Ranier. Type homogenizer (manufactured by Lanier), high-pressure homogenizer (manufactured by Niro Soabi), homogenizer (manufactured by Sanwa Kikai Co., Ltd.), high-pressure homogenizer (manufactured by Izumi Food Machinery Co., Ltd.), ultra-high pressure homogenizer (manufactured by Ika) Is mentioned.
The operating pressure of the high-pressure homogenizer is preferably 50 MPa or more, more preferably 150 MPa or more, from the viewpoint of miniaturization of the dispersed particles. Further, the number of passes of the high-pressure treatment may be one, but in order to improve the uniformity of the entire dispersion composition, the number of passes is preferably 2 times or more, more preferably 2 to 5 times.
The temperature before the high-pressure dispersion treatment is set to 20 ° C. to 80 ° C., more preferably 40 ° C. to 70 ° C. The dispersion composition is preferably cooled immediately using a cooling means immediately after the high-pressure dispersion treatment and lowered to a predetermined temperature. Any commercially available heat exchanger can be used as the cooling device.
（その他の工程）
　本発明の分散組成物を調製した後、必要であれば、滅菌工程を有することができる。
　滅菌工程は、本発明の分散組成物を調製する各工程におけるいずれの段階で行なってもよいが、滅菌工程を行なう場合には、撹拌混合工程、又は高圧分散工程の後、できるだけ速やかに実施することが好ましい。 (Other processes)
After preparing the dispersion composition of the present invention, if necessary, it can have a sterilization step.
The sterilization process may be performed at any stage in each process for preparing the dispersion composition of the present invention. However, when the sterilization process is performed, it is performed as soon as possible after the stirring and mixing process or the high-pressure dispersion process. It is preferable.
（滅菌方法）
　滅菌工程における滅菌の方法としては、例えば、乾熱滅菌、蒸気滅菌等の加熱による方法、電子線滅菌、電離放射線による滅菌、高周波による滅菌等の電磁波による方法、エチレンオキシドガス（ＥＯＧ）滅菌等のガス滅菌、過酸化水素低温プラズマ滅菌、化学滅菌剤等化学作用による方法、濾過滅菌等分離除去による方法が挙げられる。本発明の分散組成物の製造においては、滅菌方法は、加熱滅菌（乾熱滅菌、蒸気滅菌）及び濾過滅菌が好ましい。 (Sterilization method)
Examples of the sterilization method in the sterilization process include heating methods such as dry heat sterilization and steam sterilization, electron beam sterilization, sterilization using ionizing radiation, electromagnetic wave methods such as high-frequency sterilization, and gases such as ethylene oxide gas (EOG) sterilization. Examples thereof include sterilization, hydrogen peroxide low temperature plasma sterilization, chemical sterilization methods, chemical sterilization methods, and filtration sterilization methods such as separation and removal. In the production of the dispersion composition of the present invention, the sterilization method is preferably heat sterilization (dry heat sterilization, steam sterilization) or filter sterilization.
〔分散組成物の粒子径〕
　本発明の分散組成物におけるオリザノールを含む分散粒子の体積平均粒子径は、５ｎｍ～２００ｎｍであることが好ましく、５ｎｍ～１００ｎｍであることがより好ましく、５ｎｍ～５０ｎｍであることがさらに好ましい。
　本発明における分散粒子の粒子径には、粒子径範囲及び測定の容易さから、動的光散乱法により求めた体積平均粒子径を適用する。 [Particle size of the dispersion composition]
The volume average particle diameter of the dispersed particles containing oryzanol in the dispersion composition of the present invention is preferably 5 nm to 200 nm, more preferably 5 nm to 100 nm, and further preferably 5 nm to 50 nm.
The volume average particle diameter obtained by the dynamic light scattering method is applied to the particle diameter of the dispersed particles in the present invention from the particle diameter range and ease of measurement.
（粒子径測定）
　動的光散乱を用いた市販の粒子径測定装置としては、ナノトラックＵＰＡ（日機装（株））、動的光散乱式粒径分布測定装置ＬＢ－５５０（（株）堀場製作所）、濃厚系粒径アナライザーＦＰＡＲ－１０００（大塚電子（株））等が挙げられる。
　本発明における分散粒子の体積平均粒子径は、ナノトラックＵＰＡ（日機装（株））を用いて測定した値であり、具体的には、以下の手段により計測した値を採用する。 (Particle size measurement)
Commercially available particle size measuring devices using dynamic light scattering include Nanotrac UPA (Nikkiso Co., Ltd.), dynamic light scattering type particle size distribution measuring device LB-550 (Horiba, Ltd.), and dense particles. Diameter analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.) and the like.
The volume average particle diameter of the dispersed particles in the present invention is a value measured using Nanotrac UPA (Nikkiso Co., Ltd.), and specifically, a value measured by the following means is adopted.
　粒子径の測定方法は、本発明の分散組成物を純水で１０倍に希釈し、室温（２５℃）にて、測定を行う。分散媒屈折率として１．３３３（純水）、分散媒の粘度として純水の粘度を使用した場合の体積平均粒子径として求める。 The particle diameter is measured by diluting the dispersion composition of the present invention 10 times with pure water and measuring at room temperature (25 ° C.). The volume average particle diameter is determined by using 1.333 (pure water) as the refractive index of the dispersion medium and the viscosity of pure water as the viscosity of the dispersion medium.
　以下、本発明を実施例にて詳細に説明する。しかしながら、本発明は実施例に何ら限定されない。
　なお、本実施例においては、オリザノール及び化合物Ａを「（Ａ）成分」と称することがある。 Hereinafter, the present invention will be described in detail with reference to examples. However, the present invention is not limited to the examples.
In this example, oryzanol and compound A are sometimes referred to as “component (A)”.
〔実施例１－１～実施例１－４、比較例１－１～比較例１－５〕
［分散組成物の調製］
　下記表１～２に記載の処方に従い、表１～２中の（Ａ）成分と界面活性剤〔特定界面活性剤又は比較界面活性剤〕とを多価アルコールであるグリセリン中で混合し、７０℃～１５０℃の温度にて加熱溶解して均一な油性溶液を調製する。
　本実施例に使用されるγ-オリザノール（γ－オリザノールＣ：商品名、（株）岡安商店製）は、有効成分として少なくとも１種の化合物Ａを含有する。
　なお、以下の表に記載の含有量に係る数値は、特に断りのない限り、質量％を表す。
　得られた油性溶液を、４０℃～９０℃に加熱された精製レシチン〔リン脂質、ＳＬＰホワイト（商品名）辻製油（株）製〕、精製水等を含む水相中に撹拌しながら添加し、懸濁液を得た。得られた懸濁液を、２０℃以上８０℃以下の温度で、１００ＭＰａ以上の圧力下で分散処理することで、実施例１－１～実施例１－４、比較例１－１～比較例１－５の分散組成物を得た。 [Example 1-1 to Example 1-4, Comparative Example 1-1 to Comparative Example 1-5]
[Preparation of dispersion composition]
In accordance with the formulations described in Tables 1 and 2 below, the component (A) in Tables 1 and 2 and a surfactant [specific surfactant or comparative surfactant] are mixed in glycerin, which is a polyhydric alcohol, and 70 A uniform oily solution is prepared by heating and dissolving at a temperature of from ℃ to 150 ℃.
The γ-oryzanol (γ-oryzanol C: trade name, manufactured by Okayasu Co., Ltd.) used in this example contains at least one compound A as an active ingredient.
In addition, the numerical value which concerns on content of the following table | surface represents the mass% unless there is particular notice.
The obtained oily solution was added with stirring to an aqueous phase containing purified lecithin (phospholipid, SLP White (trade name) manufactured by Sakai Oil Co., Ltd.), purified water and the like heated to 40 ° C. to 90 ° C. A suspension was obtained. The obtained suspension was subjected to a dispersion treatment at a temperature of 20 ° C. or higher and 80 ° C. or lower under a pressure of 100 MPa or higher, so that Examples 1-1 to 1-4, Comparative Examples 1-1 to Comparative Examples were performed. A dispersion composition of 1-5 was obtained.
［分散組成物の評価］
　得られた分散組成物の評価を以下のように実施し、結果を表１～表２に併記した。
（１．分散組成物の粒子径測定）
　動的光散乱を用いた市販の測定装置として、ナノトラックＵＰＡ（日機装（株））を用いて、得られた分散組成物中に含まれる分散粒子の粒子径を以下のよう計測した。
　分散組成物を純水で１０倍に希釈し、室温（２５℃）にて、粒子径の測定を行う。分散媒屈折率として１．３３３（純水）、分散媒の粘度として純水の粘度を使用した場合の、分散組成物中の分散粒子の体積平均粒子径として求めた。
　なお、以下の表１～表７では、調製後の分散組成物に含まれる分散粒子の体積平均粒子径を「初期粒径」と記載する。 [Evaluation of dispersion composition]
The obtained dispersion composition was evaluated as follows, and the results are shown in Tables 1 and 2.
(1. Measurement of particle size of dispersion composition)
As a commercially available measuring apparatus using dynamic light scattering, Nanotrac UPA (Nikkiso Co., Ltd.) was used to measure the particle diameter of the dispersed particles contained in the obtained dispersion composition as follows.
The dispersion composition is diluted 10 times with pure water, and the particle size is measured at room temperature (25 ° C.). The volume average particle diameter of the dispersed particles in the dispersion composition was determined using 1.333 (pure water) as the refractive index of the dispersion medium and the viscosity of pure water as the viscosity of the dispersion medium.
In Tables 1 to 7 below, the volume average particle size of the dispersed particles contained in the prepared dispersion composition is referred to as “initial particle size”.
（２．分散安定性評価）
　分散安定性の評価として、得られた分散組成物を４０℃で２週間貯蔵した後に、下記２項目を実施した。
（２－Ａ．分散組成物の外観）
　４０℃にて２週間貯蔵した後の分散組成物を、目視により観察し、分散組成物中に含まれるいずれかの成分が分離、又は析出することによる分散組成物の均一性が損なわれる現象の有無を確認した。 (2. Evaluation of dispersion stability)
As evaluation of dispersion stability, the obtained dispersion composition was stored at 40 ° C. for 2 weeks, and then the following two items were carried out.
(2-A. Appearance of dispersion composition)
A phenomenon in which the dispersion composition after being stored at 40 ° C. for 2 weeks is visually observed, and the uniformity of the dispersion composition is impaired due to separation or precipitation of any component contained in the dispersion composition. The presence or absence was confirmed.
（２－Ｂ．粒子径測定）
　４０℃にて２週間貯蔵した後の分散組成物について、上記「１．粒子径測定」と同様にして、分散粒子の体積平均粒子径を測定し、経時前後での粒子径変化を算出し、分散安定性を評価した。
　なお、以下の表１～表７では、４０℃にて２週間貯蔵した後の分散組成物に含まれる分散粒子の体積平均粒子径を「４０℃２ｗ後　粒径」と、分散組成物の貯蔵前後の分散粒子の体積平均粒子径の変化を「４０℃２ｗ　粒径変化」と、それぞれ記載する。　ｖ
　分散安定性の判断基準としては、下記評価基準に基づき評価した。基準Ａ～Ｃであれば実用上の問題のないレベルと判断する。
－分散組成物の分散安定性評価基準－
　Ａ：粒子径変化１０ｎｍ未満
　Ｂ：粒子径変化１０ｎｍ以上２５ｎｍ未満
　Ｃ：粒子径変化２５ｎｍ以上５０ｎｍ未満
　Ｄ：粒子径変化５０ｎｍ以上であるか、或いは、析出又は分離がみられる (2-B. Particle size measurement)
For the dispersion composition after storage at 40 ° C. for 2 weeks, the volume average particle size of the dispersed particles is measured in the same manner as in “1. Particle size measurement” above, and the change in the particle size before and after aging is calculated. Dispersion stability was evaluated.
In Tables 1 to 7 below, the volume average particle diameter of the dispersed particles contained in the dispersion composition after being stored at 40 ° C. for 2 weeks is referred to as “particle diameter after 2 ° C. at 40 ° C.” and the storage of the dispersion composition. The change in the volume average particle size of the dispersed particles before and after is described as “40 ° C. 2 w particle size change”, respectively. v
Evaluation criteria for dispersion stability were evaluated based on the following evaluation criteria. If the standards are A to C, it is determined that there is no practical problem.
-Dispersion stability evaluation criteria of dispersion composition-
A: Particle size change less than 10 nm B: Particle size change from 10 nm to less than 25 nm C: Particle size change from 25 nm to less than 50 nm D: Particle size change of 50 nm or more, or precipitation or separation is observed
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000019
Figure JPOXMLDOC01-appb-T000020
Figure JPOXMLDOC01-appb-T000020
　表１～２の結果より、実施例１－１～１－４の分散組成物は、得られたγ-オリザノールを含む分散粒子の粒子径がきわめて微細であり、分散安定性にも優れていることがわかる。
　他方、特定界面活性剤に代えて比較界面活性剤を用いた比較例１－１～比較例１－５の分散組成物は初期分散粒子径が実施例に比べて大きく、且つ、経時にて析出による外観上の変化がみられ、分散安定性に劣るものであった。 From the results shown in Tables 1 and 2, the dispersed compositions of Examples 1-1 to 1-4 have very fine particle diameters of the obtained dispersed particles containing γ-oryzanol, and are excellent in dispersion stability. I understand that.
On the other hand, the dispersion compositions of Comparative Examples 1-1 to 1-5 using a comparative surfactant in place of the specific surfactant have a larger initial dispersed particle size than that of the Examples, and precipitate with time. The appearance was changed due to, and the dispersion stability was poor.
〔実施例１－５～実施例１－１０〕
　下記表３～４に記載の処方に従い、実施例１－１と同様にして分散組成物を調製し、実施例１－１と同様に評価した。結果を下記表３～４に併記する。なお、比較対照のため実施例１－１及び実施例１－２の結果を併記した。 [Example 1-5 to Example 1-10]
According to the formulations shown in the following Tables 3 to 4, a dispersion composition was prepared in the same manner as in Example 1-1 and evaluated in the same manner as in Example 1-1. The results are also shown in Tables 3 to 4 below. For comparison, the results of Example 1-1 and Example 1-2 are also shown.
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000022
　表３～４の結果より、実施例１－５～１－１０の分散組成物は、得られたγ-オリザノールを含む分散粒子の粒子径がきわめて微細であり、分散安定性にも優れていることがわかる。
　また、実施例１－５～１－１０に用いられた特定界面活性剤におけるＥＯの結合数は５～３０であり、そのいずれの実施例も優れた効果を奏した。なかでも、特定界面活性剤におけるＥＯの結合数が１０～３０の範囲であることで、分散粒子径がより小さくなり、且つ分散安定性により優れる傾向が見られた。 From the results in Tables 3 to 4, the dispersion compositions of Examples 1-5 to 1-10 have very fine particle diameters of the obtained dispersion particles containing γ-oryzanol, and are excellent in dispersion stability. I understand that.
Further, the number of EO bonds in the specific surfactants used in Examples 1-5 to 1-10 was 5 to 30, and all of the examples exhibited excellent effects. In particular, when the number of EO bonds in the specific surfactant is in the range of 10 to 30, the dispersed particle size tends to be smaller and the dispersion stability tends to be superior.
〔実施例１－１１～実施例１－１３，比較例１－６〕
　下記表５に記載の処方に従い、実施例１－１と同様にして分散組成物を調製し、実施例１－１と同様に評価した。結果を下記表５に併記する。なお、比較対照のため実施例１－１の結果を併記した。 [Examples 1-11 to 1-13, Comparative Example 1-6]
According to the formulation shown in Table 5 below, a dispersion composition was prepared in the same manner as in Example 1-1, and evaluated in the same manner as in Example 1-1. The results are also shown in Table 5 below. For comparison, the results of Example 1-1 are also shown.
Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000023
　表５の結果より、実施例１－１１～１－１３の分散組成物は、得られたγ-オリザノールを含む分散粒子の粒子径がきわめて微細であり、分散安定性にも優れていることがわかる。
　また、実施例１－１１～１－１３の分散組成物における特定界面活性剤の含有量は１．２５質量％～６．００質量％の範囲であり、いずれの実施例も優れた効果を奏した。なかでも、特定界面活性剤の含有量が１．２５質量％～６．００質量％の範囲においては、特定界面活性剤の含有量が多くなるに従い、分散粒子径がより小さくなる傾向が見られた。一方、特定界面活性剤を含有しない比較例１－６では安定な分散組成物が得られなかった。 From the results shown in Table 5, the dispersion compositions of Examples 1-11 to 1-13 show that the obtained dispersed particles containing γ-oryzanol have very fine particle diameters and are excellent in dispersion stability. Recognize.
In addition, the content of the specific surfactant in the dispersion compositions of Examples 1-11 to 1-13 is in the range of 1.25% by mass to 6.00% by mass, and all the examples have excellent effects. did. In particular, when the content of the specific surfactant is in the range of 1.25% to 6.00% by mass, the dispersed particle size tends to become smaller as the content of the specific surfactant increases. It was. On the other hand, in Comparative Example 1-6 containing no specific surfactant, a stable dispersion composition could not be obtained.
〔実施例１－１４〕
　下記表６に記載の処方に従い、リン脂質の種類を表６に記載の如く変更した以外は、実施例１－１と同様にして分散組成物を調製し、実施例１－１と同様に評価した。結果を下記表６に併記する。なお、比較対照のため実施例１－１の結果も併記した。 [Example 1-14]
A dispersion composition was prepared in the same manner as in Example 1-1 except that the type of phospholipid was changed as shown in Table 6 in accordance with the formulation described in Table 6 below, and evaluated in the same manner as in Example 1-1. did. The results are also shown in Table 6 below. For comparison, the results of Example 1-1 are also shown.
Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000024
　表６の結果より、実施例１－１４の分散組成物は、得られたγ－オリザノールを含む分散粒子の粒子径が微細であり、分散安定性にも優れていることがわかる。リン脂質としては、精製レシチン、水素添加レシチンを用いた実施例では、いずれもγ－オリザノールが、安定に分散可能であることが見出された。酵素分解したリゾレシチンやホスファチジルコリンの含有量を高めた分別レシチンに対しても、良好な分散組成物を得ることができることが判明した。なかでも、精製レシチンを用いた実施例１－１は、分散粒子径がより小さくなり、且つ、分散安定性にも優れる結果となった。 From the results of Table 6, it can be seen that in the dispersion composition of Example 1-14, the obtained dispersed particles containing γ-oryzanol have a fine particle diameter and are excellent in dispersion stability. In Examples using purified lecithin and hydrogenated lecithin as phospholipids, it was found that γ-oryzanol could be stably dispersed. It has been found that a good dispersion composition can be obtained even for fractionated lecithin with an increased content of enzymatically degraded lysolecithin and phosphatidylcholine. In particular, Example 1-1 using purified lecithin resulted in a smaller dispersed particle size and excellent dispersion stability.
〔実施例１－１５～実施例１－１７、比較例１－７〕
　下記表７に記載の処方に従い、実施例１－１と同様にして分散組成物を調製し、実施例１－１と同様に評価した。結果を下記表７に併記する。なお、比較対照のため実施例１－１の結果を併記した。 [Example 1-15 to Example 1-17, Comparative Example 1-7]
According to the formulation described in Table 7 below, a dispersion composition was prepared in the same manner as in Example 1-1 and evaluated in the same manner as in Example 1-1. The results are also shown in Table 7 below. For comparison, the results of Example 1-1 are also shown.
Figure JPOXMLDOC01-appb-T000025
Figure JPOXMLDOC01-appb-T000025
　表７の結果より、実施例１－１５～１－１７の分散組成物は、得られたγ-オリザノールを含む分散粒子の分散性、分散安定性に優れていることがわかる。
　なかでも、リン脂質の含有量を２．００質量％以上とすることで、より優れた分散性、分散安定性が達成された。一方、リン脂質を含有しない比較例１－７では、経時によりオリザノールが析出し、安定な分散組成物が得られなかった。 From the results in Table 7, it can be seen that the dispersion compositions of Examples 1-15 to 1-17 are excellent in dispersibility and dispersion stability of the obtained dispersed particles containing γ-oryzanol.
In particular, when the phospholipid content was 2.00% by mass or more, more excellent dispersibility and dispersion stability were achieved. On the other hand, in Comparative Example 1-7 containing no phospholipid, oryzanol precipitated over time, and a stable dispersion composition could not be obtained.
〔実施例２－１〕
〔化粧料〕
（アスタキサンチン含有乳化組成物の調製）
　下記の成分を、７０℃で加熱しながら１時間溶解して、水相組成物Ａを得た。
・ショ糖ステアリン酸エステル（ＨＬＢ＝１６）　　　　　　３３．０ｇ
・モノオレイン酸デカグリセリル（ＨＬＢ＝１２）　　　　　６７．０ｇ
・グリセリン　　　　　　　　　　　　　　　　　　　　　４５０．０ｇ
・純水　　　　　　　　　　　　　　　　　　　　　　　　３００．０ｇ [Example 2-1]
[Cosmetics]
(Preparation of astaxanthin-containing emulsion composition)
The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an aqueous phase composition A.
・ Sucrose stearate (HLB = 16) 33.0 g
・ Decaglyceryl monooleate (HLB = 12) 67.0 g
・ Glycerin 450.0g
・ Pure water 300.0g
　下記成分を、７０℃で加熱しながら１時間溶解して、油相組成物Ａを得た。
・ヘマトコッカス藻抽出物　　　　　　　　　　　　　　　　１５．０ｇ
（アスタキサンチン含有率２０質量％、
　　　商品名：アスタッツＳ、武田紙器（株））
・ミックストコフェロール
　　（理研ビタミン製、理研Ｅオイル８００）　　　　　　　３２．０ｇ
・中鎖脂肪酸グリセライド（花王製、ココナードＭＴ）　　　９３．０ｇ
・レシチン（理研ビタミン製、レシオンＰ、大豆由来）　　　１０．０ｇ The following components were dissolved for 1 hour while heating at 70 ° C. to obtain an oil phase composition A.
・ Hematococcus alga extract 15.0g
(Astaxanthin content 20% by mass,
(Product name: ASTAZ S, Takeda Shiki Co., Ltd.)
・ Mix tocopherol (Riken Vitamin, Riken E Oil 800) 32.0g
・ Medium chain fatty acid glyceride (Kao Coconard MT) 93.0g
・ Lecithin (manufactured by Riken Vitamin, Recion P, derived from soybean) 10.0 g
　上記で得られた水相組成物Ａを７０℃に保ったままホモジナイザー（機種名：ＨＰ９３、（株）エスエムテー製）で撹拌し（１００００ｒｐｍ）、水相組成物Ａへ油相組成物Ａを添加して予備乳化物を得た。
　続いて、得られた予備乳化物を約４０℃まで冷却し、アルティマイザーＨＪＰ－２５００５（（株）スギノマシン製）を用いて、２００ＭＰａの圧力で高圧乳化を行った。その後、平均孔径１μｍのミクロフィルターでろ過して、アスタキサンチン含有乳化組成物（アスタキサンチン含有率：０．３質量％）を調製した。 The aqueous phase composition A obtained above was stirred with a homogenizer (model name: HP93, manufactured by SMT Co., Ltd.) while maintaining the temperature at 70 ° C. (10000 rpm), and the oil phase composition A was added to the aqueous phase composition A. Thus, a preliminary emulsion was obtained.
Subsequently, the obtained preliminary emulsified product was cooled to about 40 ° C., and high-pressure emulsification was performed at 200 MPa using an optimizer HJP-25005 (manufactured by Sugino Machine Co., Ltd.). Then, it filtered with the micro filter with an average hole diameter of 1 micrometer, and prepared the astaxanthin containing emulsion composition (astaxanthin content rate: 0.3 mass%).
　得られたアスタキサンチン乳化組成物をミリＱ水にて１質量％に希釈し、粒径アナライザーＦＰＡＲ－１０００（大塚電子（株））を用いて、分散粒子の粒子径を測定したところ、５８ｎｍであった。 The obtained astaxanthin emulsion composition was diluted to 1% by mass with Milli-Q water, and the particle size of the dispersed particles was measured using a particle size analyzer FPAR-1000 (Otsuka Electronics Co., Ltd.). It was.
　下記組成を有する化粧水〔実施例２-１の化粧料〕を常法により調製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　１．０
アルブチン　　　　　　　　　　　　　　　　　　　　　　　　２．０
グリチルリチン酸ジカリウム　　　　　　　　　　　　　　　　１．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
ポリオキシエチレンメチルグルコシド　　　　　　　　　　　　１．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　４．０
ポリエチレングリコール　　　　　　　　　　　　　　　　　　１．０
エタノール　　　　　　　　　　　　　　　　　　　　　　　　２．０
ポリオキシエチレン硬化ヒマシ油（６０Ｅ．Ｏ．）　　　　　　０．２
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリンモノ－２－エチルヘキシルエーテル　　　　　　　　０．２
クエン酸　　　　　　　　　　　　　　　　　　　　　　　　　　適量
水酸化ナトリウム　　　　　　　　　　　　　　　　　　　　　　適量
Ｎ－アセチル－Ｌ－ヒドロキシプロリン　　　　　　　　　　　１．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　１．０
加水分解コラーゲン　　　　　　　　　　　　　　　　　　　　１．０
海藻エキス（１）　　　　　　　　　　　　　　　　　　　　　１．０
アスタキサンチン含有乳化組成物　　　　　　　　　　　　　　０．２
ショ糖脂肪酸エステル　　　　　　　　　　　　　　　　　　　０．５
リン脂質　　　　　　　　　　　　　　　　　　　　　　　　　０．２
モノオレイン酸ポリグリセリル　　　　　　　　　　　　　　　０．２
リン酸－Ｌ－アスコルビルマグネシウム　　　　　　　　　　　１．０
ヒアルロン酸ナトリウム　　　　　　　　　　　　　　　　　　０．２
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 A lotion having the following composition (the cosmetic of Example 2-1) was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 1.0
Arbutin 2.0
Dipotassium glycyrrhizinate 1.0
Dipropylene glycol 4.0
Polyoxyethylene methyl glucoside 1.0
1,3-butylene glycol 4.0
Polyethylene glycol 1.0
Ethanol 2.0
Polyoxyethylene hydrogenated castor oil (60 EO) 0.2
Phenoxyethanol 0.3
Glycerin mono-2-ethylhexyl ether 0.2
Citric acid Appropriate amount Sodium hydroxide Appropriate amount N-acetyl-L-hydroxyproline 1.0
Water-soluble collagen 1.0
Hydrolyzed collagen 1.0
Seaweed extract (1) 1.0
Astaxanthin-containing emulsion composition 0.2
Sucrose fatty acid ester 0.5
Phospholipid 0.2
Polyglyceryl monooleate 0.2
Phosphoric acid-L-ascorbyl magnesium 1.0
Sodium hyaluronate 0.2
Water remaining
　得られた化粧水の濁度を既述の方法にて測定したところ、０．００８であり、透明性が良好であることを確認した。
　化粧料を４０℃で２週間貯蔵した後に、同様にして貯蔵後の化粧料の濁度を測定し、貯蔵前後の濁度の変動率を確認し、以下の判定基準にて評価した。結果はＡであった。
（濁度安定性評価基準）
Ａ：濁度変化率１１０％未満
Ｂ：濁度変化率１１０％以上１３０％未満
Ｃ：濁度変化率１３０％以上 When the turbidity of the obtained lotion was measured by the method described above, it was 0.008, and it was confirmed that the transparency was good.
After the cosmetic was stored at 40 ° C. for 2 weeks, the turbidity of the cosmetic after storage was measured in the same manner, and the turbidity fluctuation rate before and after storage was confirmed, and evaluated according to the following criteria. The result was A.
(Turbidity stability evaluation standard)
A: Turbidity change rate of less than 110% B: Turbidity change rate of 110% or more and less than 130% C: Turbidity change rate of 130% or more
［実施例２－２～２－５］
　下記組成を有する美容液を常法により調製した（全量１００質量％）。
　〔組成〕　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１又は１－２で調製した分散組成物　　　（表８に記載の量）
リン酸－Ｌ－アスコルビルマグネシウム　　　　　　　　　　　２．０
グリチルリチン酸ジカリウム　　　　　　　　　　　　　　　　１．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　　５．０
ジグリセリン　　　　　　　　　　　　　　　　　　　　　　　２．０
１，２－ペンタンジオール　　　　　　　　　　　　　　　　　２．０
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．５
パラオキシ安息香酸メチル　　　　　　　　　　　　　　　　　０．１
アルカリネゲス　レータスＢ－１６ポリマー　　　　　　　　０．０５
ポリオキシエチレン硬化ヒマシ油（６０Ｅ．Ｏ．）　　　　　　０．２
クエン酸　　　　　　　　　　　　　　　　　　　　　　　　　　適量
クエン酸ナトリウム　　　　　　　　　　　　　　　　　　　　　適量
Ｎ－アセチル－Ｌ－ヒドロキシプロリン　　　　　　　　　　　１．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　１．０
加水分解コラーゲン　　　　　　　　　　　　　　　　　　　　１．０
酵母エキス（１）　　　　　　　　　　　　　　　　　　　　　１．０
オキアミ抽出物　　　　　　　　　　　　　　　　　　　　　　０．２
ショ糖脂肪酸エステル　　　　　　　　　　　　　　　　　　　０．５
リン脂質　　　　　　　　　　　　　　　　　　　　　　　　　０．２
モノオレイン酸ポリグリセリル　　　　　　　　　　　　　　　０．２
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Examples 2-2 to 2-5]
A serum having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 or 1-2 (amount described in Table 8)
Phosphoric acid-L-ascorbyl magnesium 2.0
Dipotassium glycyrrhizinate 1.0
Dipropylene glycol 4.0
Glycerin 5.0
Diglycerin 2.0
1,2-pentanediol 2.0
Phenoxyethanol 0.5
Methyl paraoxybenzoate 0.1
Alkali Neges Relatus B-16 Polymer 0.05
Polyoxyethylene hydrogenated castor oil (60 EO) 0.2
Citric acid appropriate amount Sodium citrate appropriate amount N-acetyl-L-hydroxyproline 1.0
Water-soluble collagen 1.0
Hydrolyzed collagen 1.0
Yeast extract (1) 1.0
Krill extract 0.2
Sucrose fatty acid ester 0.5
Phospholipid 0.2
Polyglyceryl monooleate 0.2
Water remaining
　得られた化粧料の濁度を実施例２－１と同様にして測定したところ、０．０１０～０．０１３であり、透明性が良好であることを確認した。評価結果を下記表８に示す
　化粧料を４０℃で２週間貯蔵した後に、実施例２－１と同様にして貯蔵後の化粧料の濁度を測定し、貯蔵前後の濁度の変動率を確認し、既述の判定基準にて評価したところ、結果はいずれもＡであった。評価結果を下記表８に示す。 When the turbidity of the obtained cosmetic was measured in the same manner as in Example 2-1, it was 0.010 to 0.013, and it was confirmed that the transparency was good. The evaluation results are shown in Table 8 below. After the cosmetic was stored at 40 ° C. for 2 weeks, the turbidity of the cosmetic after storage was measured in the same manner as in Example 2-1, and the variation rate of turbidity before and after storage was measured. When confirmed and evaluated according to the above-described determination criteria, the results were all A. The evaluation results are shown in Table 8 below.
Figure JPOXMLDOC01-appb-T000026
Figure JPOXMLDOC01-appb-T000026
［実施例２－６］
　下記組成を有するクリームを常法により調製した（全量１００質量％）。
　〔組成〕　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　１．０
アルブチン　　　　　　　　　　　　　　　　　　　　　　　　２．０
グリチルリチン酸ジカリウム　　　　　　　　　　　　　　　　１．０
１，２－ペンタンジオール　　　　　　　　　　　　　　　　　３．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　７．０
濃グリセリン　　　　　　　　　　　　　　　　　　　　　　　５．０
ポリエチレングリコール６０００　　　　　　　　　　　　　　１．０
ヒアルロン酸ナトリウム　　　　　　　　　　　　　　　　　　０．５
トリメチルグリシン　　　　　　　　　　　　　　　　　　　　０．５
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
キサンタンガム　　　　　　　　　　　　　　　　　　　　　　０．５
アクリル酸／メタアクリル酸アルキル共重合体　　　　　　　　０．７
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．５
シア脂　　　　　　　　　　　　　　　　　　　　　　　　　　１．０
サラシミツロウ　　　　　　　　　　　　　　　　　　　　　　１．０
ベヘニルアルコール　　　　　　　　　　　　　　　　　　　　１．０
モノステアリン酸グリセリル　　　　　　　　　　　　　　　　２．０
イソステアリン酸ポリオキシエチレングリセリル　　　　　　　１．０
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．５
アスタキサンチン　　　　　　　　　　　　　　　　　　　　　０．２
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　１．０
加水分解コラーゲン溶液（魚由来）　　　　　　　　　　　　　１．０
Ｎ－アセチル－Ｌ－ヒドロキシプロリン　　　　　　　　　　　１．０
ツボクサエキス　　　　　　　　　　　　　　　　　　　　　　０．２
ショ糖脂肪酸エステル　　　　　　　　　　　　　　　　　　　０．１
りン脂質　　　　　　　　　　　　　　　　　　　　　　　　　０．１
モノオレイン酸ポリグリセリル　　　　　　　　　　　　　　　０．１
クエン酸ナトリウム　　　　　　　　　　　　　　　　　　　　　適量
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
精製水　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-6]
A cream having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 1.0
Arbutin 2.0
Dipotassium glycyrrhizinate 1.0
1,2-pentanediol 3.0
Dipropylene glycol 7.0
Concentrated glycerin 5.0
Polyethylene glycol 6000 1.0
Sodium hyaluronate 0.5
Trimethylglycine 0.5
1,3-butylene glycol 3.0
Xanthan gum 0.5
Acrylic acid / alkyl methacrylate copolymer 0.7
Squalane 0.5
Shea fat 1.0
Sara honey bee 1.0
Behenyl alcohol 1.0
Glyceryl monostearate 2.0
Polyoxyethylene glyceryl isostearate 1.0
Tocopherol 0.5
Astaxanthin 0.2
Water-soluble collagen 1.0
Hydrolyzed collagen solution (from fish) 1.0
N-acetyl-L-hydroxyproline 1.0
Camellia extract 0.2
Sucrose fatty acid ester 0.1
Lipid 0.1
Polyglyceryl monooleate 0.1
Sodium citrate appropriate amount phenoxyethanol 0.3
Purified water remaining
［実施例２－７］
　下記組成を有するサンスクリーンを常法により調製した（全量１００質量％）。
　〔組成〕　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
シクロペンタシロキサン　　　　　　　　　　　　　　　　　２０．０
ジメチコン　　　　　　　　　　　　　　　　　　　　　　　１０．０
酸化チタン　　　　　　　　　　　　　　　　　　　　　　　　５．０
ｔ－ブチルメトキシベンゾイルメタン　　　　　　　　　　　　１．０
ＨＸＭＴ－１００ＺＡ（商品名：テイカ（株）製、
　　　　　表面処理酸化チタン、平均一次粒子径１５ｎｍ）　　６．０
水酸化アルミニウム　　　　　　　　　　　　　　　　　　　　１．０
イソステアリン酸　　　　　　　　　　　　　　　　　　　　　０．５
セスキオレイン酸ソルビタン　　　　　　　　　　　　　　　　１．０
グリチルリチン酸ジカリウム　　　　　　　　　　　　　　　　０．５
アスタキサンチン　　　　　　　　　　　　　　　　　　　　　０．５
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　１．０
クエン酸ナトリウム　　　　　　　　　　　　　　　　　　　　０．５
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．５
アロエエキス　　　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　微量
パラオキシ安息香酸メチル　　　　　　　　　　　　　　　　０．１５
精製水　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-7]
A sunscreen having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Cyclopentasiloxane 20.0
Dimethicone 10.0
Titanium oxide 5.0
t-Butylmethoxybenzoylmethane 1.0
HXMT-100ZA (trade name: manufactured by TEIKA CORPORATION,
Surface-treated titanium oxide, average primary particle size 15 nm) 6.0
Aluminum hydroxide 1.0
Isostearic acid 0.5
Sorbitan sesquioleate 1.0
Dipotassium glycyrrhizinate 0.5
Astaxanthin 0.5
Water-soluble collagen 1.0
Sodium citrate 0.5
Tocopherol 0.5
Aloe extract 0.1
Perfume Trace amount of methyl paraoxybenzoate 0.15
Purified water remaining
［実施例２－８］
　下記組成を有する乳液を常法により調製した。まず、下記油相成分を含む油相と下記水相成分を含む水相とを調製し、得られた油相と水相とを混合することで乳液を調製した。実施例１－１で調製したオリザノールを含む乳化組成物は水相に含有させた。（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
・油相成分
ヘマトコッカス藻抽出物　　　　　　　　　　　　　　　　　　０．２
アスタキサンチン含有乳化組成物
　（実施例２－１で調製した分散組成物）　　　　　　　　　　０．５
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　８．０
ホホバ油　　　　　　　　　　　　　　　　　　　　　　　　　７．０
セチルアルコール　　　　　　　　　　　　　　　　　　　　　１．５
・水相成分
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
グリセリンモノステアレート　　　　　　　　　　　　　　　　２．０
ポリオキシエチレンセチルエーテル　　　　　　　　　　　　　３．０
ポリオキシエチレンソオルビタンモノオレート　　　　　　　　２．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　１．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　　２．０
ステアリン酸スクロース　　　　　　　　　　　　　　　　　　０．１
オレイン酸ポリグリセリル－１０　　　　　　　　　　　　　　０．１
ステアリン酸ポリグリセリル－２　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．２
コラーゲン　　　　　　　　　　　　　　　　　　　　　　　　１．０
ツボクサエキス　　　　　　　　　　　　　　　　　　　　　　０．５
アルブチン　　　　　　　　　　　　　　　　　　　　　　　　０．５
グリチルリチン酸ジカリウム　　　　　　　　　　　　　　　　０．５
クエン酸ナトリウム　　　　　　　　　　　　　　　　　　　　０．３
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　微量
精製水　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-8]
An emulsion having the following composition was prepared by a conventional method. First, an oil phase containing the following oil phase component and an aqueous phase containing the following aqueous phase component were prepared, and an emulsion was prepared by mixing the obtained oil phase and aqueous phase. The emulsion composition containing oryzanol prepared in Example 1-1 was contained in the aqueous phase. (Total amount 100 mass%).
[Composition] [Content (% by mass)]
・ Oil phase component Hematococcus alga extract 0.2
Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.5
Squalane 8.0
Jojoba oil 7.0
Cetyl alcohol 1.5
Water phase component Dispersion composition prepared in Example 1-1 0.5
Glycerol monostearate 2.0
Polyoxyethylene cetyl ether 3.0
Polyoxyethylene soorbitan monooleate 2.0
1,3-butylene glycol 1.0
Glycerin 2.0
Sucrose stearate 0.1
Polyglyceryl oleate-10 0.1
Polyglyceryl stearate-2 0.1
Phenoxyethanol 0.2
Collagen 1.0
Camellia extract 0.5
Arbutin 0.5
Dipotassium glycyrrhizinate 0.5
Sodium citrate 0.3
Fragrance Trace amount of purified water
［実施例２－９］
　下記組成を有するジェリー様美容液を常法により調製した。（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ヘマトコッカス藻抽出物　　　　　　　　　　　　　　　　　　０．１
アスタキサンチン含有乳化組成物
　（実施例２－１で調製した分散組成物）　　　　　　　　　　０．２
セラミドＩＩＩ、ＶＩ混合物　　　　　　　　　　　　　　　　１．０
加水分解コラーゲン　　　　　　　　　　　　　　　　　　　　１．０
アセチルヒドロキシプロリン　　　　　　　　　　　　　　　　１．０
エチルヘキシルグリセリン　　　　　　　　　　　　　　　　　０．１
オレイン酸　　　　　　　　　　　　　　　　　　　　　　　　０．５
１，３－ブチレングリコール　　　　　　　　　　　　　　　　１．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　　２．０
スクロース　　　　　　　　　　　　　　　　　　　　　　　　０．１
オレイン酸ポリグリセリル－１０　　　　　　　　　　　　　　０．１
ステアリン酸ポリグリセリル－２　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．２
コラーゲン　　　　　　　　　　　　　　　　　　　　　　　　１．０
クエン酸ナトリウム　　　　　　　　　　　　　　　　　　　　１．０
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　　微量
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　微量
精製水　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-9]
A jelly-like serum having the following composition was prepared by a conventional method. (Total amount 100 mass%).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Haematococcus alga extract 0.1
Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2
Ceramide III, VI mixture 1.0
Hydrolyzed collagen 1.0
Acetylhydroxyproline 1.0
Ethylhexyl glycerin 0.1
Oleic acid 0.5
1,3-butylene glycol 1.0
Glycerin 2.0
Sucrose 0.1
Polyglyceryl oleate-10 0.1
Polyglyceryl stearate-2 0.1
Phenoxyethanol 0.2
Collagen 1.0
Sodium citrate 1.0
Damask rose flower oil Trace fragrance Trace purified water Remaining
［実施例２－１０］
　下記組成に記載の成分と分散媒である水とを含有するスラリーを作製し、所定の容器に充填、分散媒を乾燥除去して、下記組成の固形粉末化粧料を作製した。（全量１００質量％）。 [Example 2-10]
A slurry containing the components described in the following composition and water as a dispersion medium was prepared, filled in a predetermined container, and the dispersion medium was removed by drying to prepare a solid powder cosmetic having the following composition. (Total amount 100 mass%).
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
タルク（ＯＴＳ－２　ＴＡＬＫ　ＪＡ－４６Ｒ
　　　　　：大東化成工業（株）製）　　　　　　　　　　　　　１８
酸化チタン（ＯＴＳ－２　ＴｉＯ２　ＣＲ－５
　　　　　：大東化成工業（株）製）　　　　　　　　　　　　　　９
酸化鉄黄色（ＯＴＳ－２　ＹＥＬＬＯＷ　ＬＬＸＬＯ
　：大東化成工業（株）製）　　　　　　　　　　　　　　　　２．３
酸化鉄赤（ＯＴＳ－２　ＲＥＤ　Ｒ－５１６Ｌ
　：大東化成工業（株）製）　　　　　　　　　　　　　　　０．１５
酸化鉄黒（ＯＴＳ－２　ＢＬＡＣＫ　ＢＬ－１００
　　　　　：大東化成工業（株）製）　　　　　　　　　　　　０．３
パール顔料（金）（ロナフレアバランス　ゴールド：メルク社製）１３
パール顔料（赤）（トランスプリズマーレッド：メルク社製）　　　７
複合粉体顔料（ＨＮＢ　ＲＥＤ７：大東化成工業（株）製）　　　　１
ジメチコン・トリメチルシロキシシリケート
　（ＤＣ５９３：東レ・ダウコーニング（株）製）　　　　　　　　３
ジメチコン
　（ＳＨ２００Ｃ－２０ｃｓ：東レ・ダウコーニング（株）製）　　７
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．５
セリサイト（ＯＴＳ－２　ＳＥＲＩＣＩＴＥ　ＦＳＥ
　：大東化成工業（株）製）　　　　　　　　　　　　　　　　　残量 [Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Talc (OTS-2 TALK JA-46R
: Daito Kasei Kogyo Co., Ltd.) 18
Titanium oxide (OTS-2 TiO 2 CR-5
: Daito Kasei Kogyo Co., Ltd.) 9
Iron oxide yellow (OTS-2 YELLOW LLXLO
: Daito Kasei Kogyo Co., Ltd.) 2.3
Iron oxide red (OTS-2 RED R-516L
: Daito Kasei Kogyo Co., Ltd.) 0.15
Iron oxide black (OTS-2 BLACK BL-100
: Daito Kasei Kogyo Co., Ltd.) 0.3
Pearl pigment (gold) (Rona Flare Balance Gold: Merck) 13
Pearl pigment (red) (Transprismer Red: Merck) 7
Composite powder pigment (HNB RED7: manufactured by Daito Kasei Kogyo Co., Ltd.) 1
Dimethicone / trimethylsiloxysilicate (DC593: manufactured by Toray Dow Corning Co., Ltd.) 3
Dimethicone (SH200C-20cs: manufactured by Toray Dow Corning Co., Ltd.) 7
Phenoxyethanol 0.5
Sericite (OTS-2 SERICITE FSE
: Daito Kasei Kogyo Co., Ltd.)
［実施例２－１１］
（ツボクサエキス含有水性分散組成物の調製）
　下記の成分を混合し、パドルを用いて７０℃で加熱しながら３０分溶解して、懸濁液Ａを得た。
・グリセリン　　　　　　　　　　　　　　　　　　　　　　６７．０ｇ
・純水　　　　　　　　　　　　　　　　　　　　　　　　　２８．０ｇ
・レシチン（ＳＬＰ－ホワイト（商品名）；辻製油（株）製）
　　　　　　　　　　　　　　　　　　　　　　　　　　　４５０．０ｇ
・ＴＥＣＡ＊１　　　　　　　　　　　　　　　　　　　　　　　１．０ｇ
＊１：ＴＥＣＡ（商品名）（バイエルヘルスケア社製、５環性トリテルペンであるアジアチン酸、マデカシン酸、アジアチコシドを含む混合物） [Example 2-11]
(Preparation of centella extract-containing aqueous dispersion composition)
The following components were mixed and dissolved with heating using a paddle at 70 ° C. for 30 minutes to obtain a suspension A.
・ Glycerin 67.0g
・ Pure water 28.0g
・ Lecithin (SLP-White (trade name); manufactured by Sakai Oil Co., Ltd.)
450.0g
・ TECA * 1 1.0g
* 1: TECA (trade name) (a mixture containing asiatic acid, madecasic acid, and asiaticoside, which are pentacyclic triterpenes, manufactured by Bayer Healthcare)
　上記で得られた懸濁液Ａを、６０℃に保ったまま、超高圧分散機（機種名：スターバーストミニ、（株）スギノマシン製）に２００ＭＰａの圧力で５回通過させて、高圧分散処理を行い、ツボクサエキス含有水性分散組成物を調製した。 While maintaining the suspension A obtained above at 60 ° C., the suspension A was passed through an ultra-high pressure disperser (model name: Starburst Mini, manufactured by Sugino Machine Co., Ltd.) at a pressure of 200 MPa five times, and high pressure dispersion was performed. Treatment was carried out to prepare an aqueous dispersion composition containing communis extract.
　得られたツボクサエキス含有水性分散組成物をミリＱ水にて１０倍に希釈し、動的光散乱式粒径測定機（機種名：ナノトラックＵＰＡ（日機装（株））を用いて、分散粒子の粒子径を測定したところ、１９ｎｍであった。 The resulting centella extract-containing aqueous dispersion composition is diluted 10-fold with milli-Q water, and dispersed particles using a dynamic light scattering particle size measuring instrument (model name: Nanotrac UPA (Nikkiso Co., Ltd.)). The particle size of was 19 nm.
　下記組成物のリキッドファンデーション（Ｗ／Ｏ乳化物）を常法により作製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ツボクサエキス含有水性分散組成物　　　　　　　　　　　　　０．５
特定赤色複合顔料＊１　　　　　　　　　　　　　　　　　　　　０．５
体質顔料＊２　　　　　　　　　　　　　　　　　　　　　　　１５．０
色材顔料＊３　　　　　　　　　　　　　　　　　　　　　　　　２．０
パール顔料＊４　　　　　　　　　　　　　　　　　　　　　　　３．０
シクロメチコン　　　　　　　　　　　　　　　　　　　　　２５．０
ジメチコンポリオール　　　　　　　　　　　　　　　　　　　５．０
ラウリルＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　３．０
ＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　　　　　１．２
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．１
セスキイソステアリン酸ソルビタン　　　　　　　　　　　　　１．０
ジステアルジモニウムヘクトライト　　　　　　　　　　　　　０．８
メトキシケイヒ酸エチルヘキシル　　　　　　　　　　　　　　２．５
ヘマトコッカスプルビアリス油　　　　　　　　　　　　　　　０．１
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．１
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリン　　　　　　　　　　　　　　　　　　　　　　　１０．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
ローヤルゼリーエキス　　　　　　　　　　　　　　　　　　　０．１
塩化カルシウム　　　　　　　　　　　　　　　　　　　　　　１．０
水　　　残量 A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Centella extract-containing aqueous dispersion composition 0.5
Specific red composite pigment * 1 0.5
Extender * 2 15.0
Colorant pigment * 3 2.0
Pearl pigment * 4 3.0
Cyclomethicone 25.0
Dimethicone polyol 5.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0
PEG-9 polydimethylsiloxyethyl dimethicone 1.2
Squalane 0.1
Sorbitan sesquiisostearate 1.0
Distemalimonium Hectorite 0.8
Ethyl hexyl methoxycinnamate 2.5
Hematococcus prubiaris oil 0.1
Tocopherol 0.1
Damask rose flower oil 0.1
Fragrance 0.1
Phenoxyethanol 0.3
Glycerin 10.0
Dipropylene glycol 4.0
1,3-butylene glycol 3.0
Water-soluble collagen 0.1
Royal Jelly Extract 0.1
Calcium chloride 1.0
Water remaining
　上記組成中、＊１～＊４は下記の顔料を使用した。なお、実施例２－１２～実施例２－１４の組成における＊１～＊４も以下に示す顔料である。
＊１　特定赤色複合顔料：ＨＮＢ　ＲＥＤ７（商品名：大東化成工業（株）製）
＊２　体質顔料：ＯＴＳ－２　ＳＥＲＩＣＩＴＥ　ＰＳＥと　ＯＴＳ－２　ＴＡＬＫ　ＪＡ－４６Ｒ（いずれも商品名：大東化成工業（株）製）を７：３の割合で混合したもの
＊３　色材顔料　ＯＴＳ－２　ＴｉＯ２　ＣＲ－５０、ＯＴＳ－２　ＹＥＬＬＯＷ　ＬＬＸＬＯ、ＯＴＳ－２　ＲＥＤ　Ｒ－５１６Ｌ及びＯＴＳ－２　ＢＬＡＣＫ　ＢＬ－１００　（いずれも商品名：大東化成工業（株）製）を７８：１９：１：２の割合で混合したもの
＊４　パール顔料：ロナフレアバランスゴールドとトランスプリズマーレッド（いずれも商品名：メルク社製）を７：３の割合で混合したもの In the above composition, the following pigments were used for * 1 to * 4. Note that * 1 to * 4 in the compositions of Examples 2-12 to 2-14 are also the pigments shown below.
* 1 Specific red composite pigment: HNB RED7 (trade name: manufactured by Daito Kasei Kogyo Co., Ltd.)
* 2 Body pigment: OTS-2 SERICITE PSE and OTS-2 TALK JA-46R (both trade names: Daito Kasei Kogyo Co., Ltd.) mixed at a ratio of 7: 3 * 3 Colorant pigment OTS-2 TiO 2 CR-50, OTS-2 YELLOW LLXLO, OTS-2 RED R-516L and OTS-2 BLACK BL-100 (all trade names: manufactured by Daito Kasei Kogyo Co., Ltd.) were used at 78: 19: 1: 2. * 4 Pearl pigment: A mixture of Lona Flare Balance Gold and Transprismer Red (both trade names: Merck) at a ratio of 7: 3
［実施例２－１２］
　下記組成を有するリキッドファンデーション（Ｗ／Ｏ乳化物）を常法により作製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．５
特定赤色複合顔料＊１　　　　　　　　　　　　　　　　　　　　０．５
体質顔料＊２　　　　　　　　　　　　　　　　　　　　　　　１５．０
色材顔料＊３　　　　　　　　　　　　　　　　　　　　　　　　２．０
パール顔料＊４　　　　　　　　　　　　　　　　　　　　　　　３．０
シクロメチコン　　　　　　　　　　　　　　　　　　　　　２５．０
ジメチコンポリオール　　　　　　　　　　　　　　　　　　　５．０
ラウリルＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　３．０
ＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　　　　　１．２
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．１
セスキイソステアリン酸ソルビタン　　　　　　　　　　　　　１．０
ジステアルジモニウムヘクトライト　　　　　　　　　　　　　０．８
メトキシケイヒ酸エチルヘキシル　　　　　　　　　　　　　　２．５
ヘマトコッカスプルビアリス油　　　　　　　　　　　　　　　０．１
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．１
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリン　　　　　　　　　　　　　　　　　　　　　　　１０．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
ローヤルゼリーエキス　　　　　　　　　　　　　　　　　　　０．１
塩化カルシウム　　　　　　　　　　　　　　　　　　　　　　０．５
水　　　残量 [Example 2-12]
A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5
Specific red composite pigment * 1 0.5
Extender * 2 15.0
Colorant pigment * 3 2.0
Pearl pigment * 4 3.0
Cyclomethicone 25.0
Dimethicone polyol 5.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0
PEG-9 polydimethylsiloxyethyl dimethicone 1.2
Squalane 0.1
Sorbitan sesquiisostearate 1.0
Distemalimonium Hectorite 0.8
Ethyl hexyl methoxycinnamate 2.5
Hematococcus prubiaris oil 0.1
Tocopherol 0.1
Damask rose flower oil 0.1
Fragrance 0.1
Phenoxyethanol 0.3
Glycerin 10.0
Dipropylene glycol 4.0
1,3-butylene glycol 3.0
Water-soluble collagen 0.1
Royal Jelly Extract 0.1
Calcium chloride 0.5
Water remaining
［実施例２－１３］
　下記組成を有するリキッドファンデーション（Ｗ／Ｏ乳化物）を常法により作製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．５
特定赤色複合顔料＊１　　　　　　　　　　　　　　　　　　　　０．５
体質顔料＊２　　　　　　　　　　　　　　　　　　　　　　　１５．０
色材顔料＊３　　　　　　　　　　　　　　　　　　　　　　　　２．０
パール顔料＊４　　　　　　　　　　　　　　　　　　　　　　　３．０
シクロメチコン　　　　　　　　　　　　　　　　　　　　　２５．０
ジメチコンポリオール　　　　　　　　　　　　　　　　　　　５．０
ラウリルＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　２．０
ＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　　　　　０．８
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．１
セスキイソステアリン酸ソルビタン　　　　　　　　　　　　　１．０
ジステアルジモニウムヘクトライト　　　　　　　　　　　　　０．８
メトキシケイヒ酸エチルヘキシル　　　　　　　　　　　　　　２．５
ヘマトコッカスプルビアリス油　　　　　　　　　　　　　　　０．１
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．１
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリン　　　　　　　　　　　　　　　　　　　　　　　１０．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
ローヤルゼリーエキス　　　　　　　　　　　　　　　　　　　０．１
塩化カルシウム　　　　　　　　　　　　　　　　　　　　　　１．０
水　　　残量 [Example 2-13]
A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5
Specific red composite pigment * 1 0.5
Extender * 2 15.0
Colorant pigment * 3 2.0
Pearl pigment * 4 3.0
Cyclomethicone 25.0
Dimethicone polyol 5.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2.0
PEG-9 polydimethylsiloxyethyl dimethicone 0.8
Squalane 0.1
Sorbitan sesquiisostearate 1.0
Distemalimonium Hectorite 0.8
Ethyl hexyl methoxycinnamate 2.5
Hematococcus prubiaris oil 0.1
Tocopherol 0.1
Damask rose flower oil 0.1
Fragrance 0.1
Phenoxyethanol 0.3
Glycerin 10.0
Dipropylene glycol 4.0
1,3-butylene glycol 3.0
Water-soluble collagen 0.1
Royal Jelly Extract 0.1
Calcium chloride 1.0
Water remaining
［実施例２－１３］
　下記組成を有するリキッドファンデーション（Ｗ／Ｏ乳化物）を常法により作製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．５
特定赤色複合顔料＊１　　　　　　　　　　　　　　　　　　　　０．５
体質顔料＊２　　　　　　　　　　　　　　　　　　　　　　　１５．０
色材顔料＊３　　　　　　　　　　　　　　　　　　　　　　　　２．０
パール顔料＊４　　　　　　　　　　　　　　　　　　　　　　　３．０
シクロメチコン　　　　　　　　　　　　　　　　　　　　　２５．０
ジメチコンポリオール　　　　　　　　　　　　　　　　　　　５．０
ラウリルＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　２．０
ＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　　　　　０．８
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．１
セスキイソステアリン酸ソルビタン　　　　　　　　　　　　　１．０
ジステアルジモニウムヘクトライト　　　　　　　　　　　　　０．８
メトキシケイヒ酸エチルヘキシル　　　　　　　　　　　　　　２．５
ヘマトコッカスプルビアリス油　　　　　　　　　　　　　　　０．１
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．１
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリン　　　　　　　　　　　　　　　　　　　　　　　１０．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
ローヤルゼリーエキス　　　　　　　　　　　　　　　　　　　０．１
塩化カルシウム　　　　　　　　　　　　　　　　　　　　　　０．５
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-13]
A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5
Specific red composite pigment * 1 0.5
Extender * 2 15.0
Colorant pigment * 3 2.0
Pearl pigment * 4 3.0
Cyclomethicone 25.0
Dimethicone polyol 5.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 2.0
PEG-9 polydimethylsiloxyethyl dimethicone 0.8
Squalane 0.1
Sorbitan sesquiisostearate 1.0
Distemalimonium Hectorite 0.8
Ethyl hexyl methoxycinnamate 2.5
Hematococcus prubiaris oil 0.1
Tocopherol 0.1
Damask rose flower oil 0.1
Fragrance 0.1
Phenoxyethanol 0.3
Glycerin 10.0
Dipropylene glycol 4.0
1,3-butylene glycol 3.0
Water-soluble collagen 0.1
Royal Jelly Extract 0.1
Calcium chloride 0.5
Water remaining
［実施例２－１４］
　下記組成物のリキッドファンデーション（Ｗ／Ｏ乳化物）を常法により作製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．５
特定赤色複合顔料＊１　　　　　　　　　　　　　　　　　　　　０．５
体質顔料＊２　　　　　　　　　　　　　　　　　　　　　　　１５．０
色材顔料＊３　　　　　　　　　　　　　　　　　　　　　　　　２．０
パール顔料＊４　　　　　　　　　　　　　　　　　　　　　　　３．０
シクロメチコン　　　　　　　　　　　　　　　　　　　　　２５．０
ジメチコンポリオール　　　　　　　　　　　　　　　　　　　５．０
ラウリルＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　３．０
ＰＥＧ－９ポリジメチルシロキシエチルジメチコン　　　　　　１．２
スクワラン　　　　　　　　　　　　　　　　　　　　　　　　０．１
セスキイソステアリン酸ソルビタン　　　　　　　　　　　　　１．０
ジステアルジモニウムヘクトライト　　　　　　　　　　　　　０．８
メトキシケイヒ酸エチルヘキシル　　　　　　　　　　　　　　２．５
ヘマトコッカスプルビアリス油　　　　　　　　　　　　　　　０．１
トコフェロール　　　　　　　　　　　　　　　　　　　　　　０．１
ダマスクバラ花油　　　　　　　　　　　　　　　　　　　　　０．１
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　０．１
フェノキシエタノール　　　　　　　　　　　　　　　　　　　０．３
グリセリン　　　　　　　　　　　　　　　　　　　　　　　１０．０
ジプロピレングリコール　　　　　　　　　　　　　　　　　　４．０
１，３－ブチレングリコール　　　　　　　　　　　　　　　　３．０
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
ローヤルゼリーエキス　　　　　　　　　　　　　　　　　　　０．１
塩化カルシウム　　　　　　　　　　　　　　　　　　　　　　１．０
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-14]
A liquid foundation (W / O emulsion) having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.5
Specific red composite pigment * 1 0.5
Extender * 2 15.0
Colorant pigment * 3 2.0
Pearl pigment * 4 3.0
Cyclomethicone 25.0
Dimethicone polyol 5.0
Lauryl PEG-9 polydimethylsiloxyethyl dimethicone 3.0
PEG-9 polydimethylsiloxyethyl dimethicone 1.2
Squalane 0.1
Sorbitan sesquiisostearate 1.0
Distemalimonium Hectorite 0.8
Ethyl hexyl methoxycinnamate 2.5
Hematococcus prubiaris oil 0.1
Tocopherol 0.1
Damask rose flower oil 0.1
Fragrance 0.1
Phenoxyethanol 0.3
Glycerin 10.0
Dipropylene glycol 4.0
1,3-butylene glycol 3.0
Water-soluble collagen 0.1
Royal Jelly Extract 0.1
Calcium chloride 1.0
Water remaining
［実施例２－１５］
　下記組成を有する洗顔料を常法により調製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
アスタキサンチン含有乳化組成物
　（実施例２－１で調製した分散組成物）　　　　　　　　　　０．２
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．２
ミリスチン酸カリウム　　　　　　　　　　　　　　　　　　２０．０
パルミチン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ステアリン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ラウリン酸カリウム　　　　　　　　　　　　　　　　　　　　３．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　２５．０
ポリクオタニウムー７　　　　　　　　　　　　　　　　　　　１．０
ＰＥＧ－３２　　　　　　　　　　　　　　　　　　　　　　　５．０
ソルビトール　　　　　　　　　　　　　　　　　　　　　　　５．０
コラーゲン　　　　　　　　　　　　　　　　　　　　　　　　０．１
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
アセチルヒドロキシプロリン　　　　　　　　　　　　　　　　０．１
ステアリン酸グリセリル（ＳＥ）　　　　　　　　　　　　　　１．５
ココイルメチルタウリンナトリウム　　　　　　　　　　　　　１．０
天然ビタミンＥ　　　　　　　　　　　　　　　　　　　　　　１．０
イソステアリン酸フィトステリル　　　　　　　　　　　　　　２．０
着色剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
防腐剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
酸化防止剤　　　　　　　　　　　　　　　　　　　　　　　　　適量
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-15]
A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2
Potassium myristate 20.0
Potassium palmitate 5.0
Potassium stearate 5.0
Potassium laurate 3.0
Glycerin 25.0
Polyquaternium-7 1.0
PEG-32 5.0
Sorbitol 5.0
Collagen 0.1
Water-soluble collagen 0.1
Acetyl hydroxyproline 0.1
Glyceryl stearate (SE) 1.5
Cocoyl methyl taurine sodium 1.0
Natural vitamin E 1.0
Phytosteryl isostearate 2.0
Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining amount
［実施例２－１６］
　下記組成を有する洗顔料を常法により調製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
アスタキサンチン含有乳化組成物
　（実施例２－１で調製した分散組成物）　　　　　　　　　　０．２
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．２
ミリスチン酸カリウム　　　　　　　　　　　　　　　　　　２５．０
パルミチン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ステアリン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ラウリン酸カリウム　　　　　　　　　　　　　　　　　　　　３．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　２５．０
ポリクオタニウムー７　　　　　　　　　　　　　　　　　　　１．０
ＰＥＧ－３２　　　　　　　　　　　　　　　　　　　　　　　５．０
ソルビトール　　　　　　　　　　　　　　　　　　　　　　　５．０
コラーゲン　　　　　　　　　　　　　　　　　　　　　　　　０．１
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
アセチルヒドロキシプロリン　　　　　　　　　　　　　　　　０．１
ステアリン酸グリセリル（ＳＥ）　　　　　　　　　　　　　　１．５
ラウロイルグルタミン酸ナトリウム　　　　　　　　　　　　　１．０
天然ビタミンＥ　　　　　　　　　　　　　　　　　　　　　　１．０
ホホバ種子油　　　　　　　　　　　　　　　　　　　　　　　２．０
着色剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
防腐剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
酸化防止剤　　　　　　　　　　　　　　　　　　　　　　　　　適量
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-16]
A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2
Potassium myristate 25.0
Potassium palmitate 5.0
Potassium stearate 5.0
Potassium laurate 3.0
Glycerin 25.0
Polyquaternium-7 1.0
PEG-32 5.0
Sorbitol 5.0
Collagen 0.1
Water-soluble collagen 0.1
Acetyl hydroxyproline 0.1
Glyceryl stearate (SE) 1.5
Sodium lauroyl glutamate 1.0
Natural vitamin E 1.0
Jojoba seed oil 2.0
Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining amount
［実施例２－１７］
　下記組成を有する洗顔料を常法により調製した（全量１００質量％）。
〔組成〕　　　　　　　　　　　　　　　　　　　〔含有量（質量％）〕
実施例１－１で調製した分散組成物　　　　　　　　　　　　　０．５
アスタキサンチン含有乳化組成物
　（実施例２－１で調製した分散組成物）　　　　　　　　　　０．２
ツボクサエキス含有水性分散組成物
　（実施例２－１１で調製した分散組成物）　　　　　　　　　０．２
ミリスチン酸カリウム　　　　　　　　　　　　　　　　　　２５．０
パルミチン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ステアリン酸カリウム　　　　　　　　　　　　　　　　　　　５．０
ラウリン酸カリウム　　　　　　　　　　　　　　　　　　　　３．０
グリセリン　　　　　　　　　　　　　　　　　　　　　　　２５．０
ポリクオタニウムー７　　　　　　　　　　　　　　　　　　　１．０
ＰＥＧ－３２　　　　　　　　　　　　　　　　　　　　　　　５．０
ソルビトール　　　　　　　　　　　　　　　　　　　　　　　５．０
コラーゲン　　　　　　　　　　　　　　　　　　　　　　　　０．１
水溶性コラーゲン　　　　　　　　　　　　　　　　　　　　　０．１
アセチルヒドロキシプロリン　　　　　　　　　　　　　　　　０．１
ステアリン酸グリセリル（ＳＥ）　　　　　　　　　　　　　　１．５
ココイルメチルタウリンナトリウム　　　　　　　　　　　　　１．０
天然ビタミンＥ　　　　　　　　　　　　　　　　　　　　　　１．０
ホホバ種子油　　　　　　　　　　　　　　　　　　　　　　　２．０
シア脂油　　　　　　　　　　　　　　　　　　　　　　　　　２．０
着色剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
香料　　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
防腐剤　　　　　　　　　　　　　　　　　　　　　　　　　　　適量
酸化防止剤　　　　　　　　　　　　　　　　　　　　　　　　　適量
水　　　　　　　　　　　　　　　　　　　　　　　　　　　　　残量 [Example 2-17]
A face wash having the following composition was prepared by a conventional method (total amount: 100% by mass).
[Composition] [Content (% by mass)]
Dispersion composition prepared in Example 1-1 0.5
Astaxanthin-containing emulsion composition (dispersion composition prepared in Example 2-1) 0.2
Centella extract-containing aqueous dispersion composition (dispersion composition prepared in Example 2-11) 0.2
Potassium myristate 25.0
Potassium palmitate 5.0
Potassium stearate 5.0
Potassium laurate 3.0
Glycerin 25.0
Polyquaternium-7 1.0
PEG-32 5.0
Sorbitol 5.0
Collagen 0.1
Water-soluble collagen 0.1
Acetyl hydroxyproline 0.1
Glyceryl stearate (SE) 1.5
Cocoyl methyl taurine sodium 1.0
Natural vitamin E 1.0
Jojoba seed oil 2.0
Shea oil 2.0
Colorant Appropriate amount of perfume Appropriate amount of preservative Appropriate amount of antioxidant Appropriate amount of water Remaining amount
　実施例２－６～２－１７の化粧料は、いずれも良好な使用感を有する。 The cosmetics of Examples 2-6 to 2-17 all have a good feeling of use.
　２０１４年３月１４日に出願された日本国特許出願２０１４－５２４６５の開示は参照により本明細書に取り込まれる。
　本明細書に記載された全ての文献、特許出願、及び技術規格は、個々の文献、特許出願、及び技術規格が参照により取り込まれることが具体的かつ個々に記された場合と同程度に、本明細書中に参照により取り込まれる。 The disclosure of Japanese Patent Application No. 2014-52465 filed on March 14, 2014 is incorporated herein by reference.
All documents, patent applications, and technical standards mentioned in this specification are to the same extent as if each individual document, patent application, and technical standard were specifically and individually stated to be incorporated by reference, Incorporated herein by reference.

Claims (8)

  1. 　オリザノール、構造式（１）で示されるステロール基を含有する界面活性剤、及び、リン脂質を含有する分散組成物。
     
    　Ｒ－Ｏ－（ＥＯ）ｌ－（ＰＯ）ｍ－（ＢＯ）ｎ－Ｈ　　　　構造式（１）
     
    　構造式（１）中、ＥＯはエチレンオキシド基を表し、ＰＯはプロピレンオキシド基を表し、ＢＯはブチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌ＋ｍ＋ｎは５以上８０以下である。     A dispersion composition containing oryzanol, a surfactant containing a sterol group represented by the structural formula (1), and a phospholipid.

    R—O— (EO) 1 — (PO) m — (BO) n —H Structural Formula (1)

    In Structural Formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, BO represents a butylene oxide group; R is selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group. 1 + m + n is 5 or more and 80 or less.
  2. 　構造式（３）で表される化合物、及び構造式（４）で表される化合物からなる群より選択される少なくとも１種の化合物Ａ、構造式（１）で示されるステロール基を含有する界面活性剤、及び、リン脂質を含有する分散組成物。
    Figure JPOXMLDOC01-appb-C000001
     
    　構造式（３）及び構造式（４）中、Ｒ３及びＲ４は、それぞれ独立に、炭素数１～１０の直鎖状又は分岐鎖を有するアルキル基、又は炭素数１～１０の直鎖状又は分岐鎖を有するアルケニル基を表し；アルキル基、及びアルケニル基は、炭素数１～３のオキソアルキル基、及びＯＨ基からなる群より選ばれる少なくとも１つの置換基を有していてもよい。
     
    　Ｒ－Ｏ－（ＥＯ）ｌ－（ＰＯ）ｍ－（ＢＯ）ｎ－Ｈ　　　　構造式（１）
     
    　構造式（１）中、ＥＯはエチレンオキシド基を表し、ＰＯはプロピレンオキシド基を表し、ＢＯはブチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌ＋ｍ＋ｎは５以上８０以下である。     An interface containing at least one compound A selected from the group consisting of a compound represented by Structural Formula (3) and a compound represented by Structural Formula (4), and a sterol group represented by Structural Formula (1) A dispersion composition comprising an active agent and a phospholipid.
    Figure JPOXMLDOC01-appb-C000001

    In Structural Formula (3) and Structural Formula (4), R 3 and R 4 are each independently a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear chain having 1 to 10 carbon atoms. The alkyl group and the alkenyl group may have at least one substituent selected from the group consisting of an oxoalkyl group having 1 to 3 carbon atoms and an OH group. .

    R—O— (EO) 1 — (PO) m — (BO) n —H Structural Formula (1)

    In Structural Formula (1), EO represents an ethylene oxide group, PO represents a propylene oxide group, BO represents a butylene oxide group; R is selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group. 1 + m + n is 5 or more and 80 or less.
  3. 　化合物Ａが、構造式（５）で表される化合物、及び構造式（６）で表される化合物からなる群より選択される少なくとも１種の化合物を含む請求項２に記載の分散組成物。
    Figure JPOXMLDOC01-appb-C000002
    　構造式（５）中、Ｒ５は、以下に示す構造から選ばれる１価の置換基を表す。
     
    Figure JPOXMLDOC01-appb-C000003
    Figure JPOXMLDOC01-appb-C000004
     
    　構造式（６）中、Ｒ６は、以下に示す構造から選ばれる１価の置換基を表す。
    Figure JPOXMLDOC01-appb-C000005
         The dispersion composition according to claim 2, wherein compound A comprises at least one compound selected from the group consisting of a compound represented by structural formula (5) and a compound represented by structural formula (6).
    Figure JPOXMLDOC01-appb-C000002
    In the structural formula (5), R 5 represents a monovalent substituent selected from the structures shown below.

    Figure JPOXMLDOC01-appb-C000003
    Figure JPOXMLDOC01-appb-C000004

    In the structural formula (6), R 6 represents a monovalent substituent selected from the structures shown below.
    Figure JPOXMLDOC01-appb-C000005
  4. 　構造式（１）で示されるステロール基を含有する界面活性剤が、構造式（２）で示されるステロール基を含有する界面活性剤を含む請求項１～請求項３のいずれか１項に記載の分散組成物。
     
    　Ｒ－Ｏ－（ＥＯ）ｌ－Ｈ　　　　　構造式（２）
     
    　構造式（２）中、ＥＯはエチレンオキシド基を表し；Ｒは、フィトステリル基、コレステリル基、フィトスタニル基、及びコレスタニル基からなる群より選ばれるステロール基を表し；ｌは５以上６０以下である。     The surfactant containing a sterol group represented by the structural formula (1) comprises a surfactant containing a sterol group represented by the structural formula (2). A dispersion composition.

    R—O— (EO) 1 —H Structural formula (2)

    In the structural formula (2), EO represents an ethylene oxide group; R represents a sterol group selected from the group consisting of a phytosteryl group, a cholesteryl group, a phytostanyl group, and a cholestanyl group;
  5. 　リン脂質が、レシチンである請求項１～請求項４のいずれか１項に記載の分散組成物。 The dispersion composition according to any one of claims 1 to 4, wherein the phospholipid is lecithin.
  6. 　平均粒子径が２００ｎｍ未満の分散粒子を含む請求項１～請求項５のいずれか１項に記載の分散組成物。 6. The dispersion composition according to claim 1, comprising dispersed particles having an average particle diameter of less than 200 nm.
  7. 　請求項１～請求項６のいずれか１項に記載の分散組成物を含有する化粧料。 A cosmetic comprising the dispersion composition according to any one of claims 1 to 6.
  8. 　濁度が０．１以下である請求項７に記載の化粧料。 The cosmetic according to claim 7, wherein the turbidity is 0.1 or less.
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