WO2011081137A1 - 油性組成物 - Google Patents
油性組成物 Download PDFInfo
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- WO2011081137A1 WO2011081137A1 PCT/JP2010/073573 JP2010073573W WO2011081137A1 WO 2011081137 A1 WO2011081137 A1 WO 2011081137A1 JP 2010073573 W JP2010073573 W JP 2010073573W WO 2011081137 A1 WO2011081137 A1 WO 2011081137A1
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- oil
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Classifications
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- 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
- 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
- A61K8/31—Hydrocarbons
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
-
- 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
- A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
- A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
-
- 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
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/31—Anhydrous
Definitions
- the present invention relates to an oily composition.
- a low molecular weight oil gelling agent is characterized by thickening by forming a network of molecules in oil. It is possible to gel the oil agent by dispersing the low molecular weight oil gelling agent in the oil agent under heating conditions and cooling to room temperature (Non-Patent Document 1, Non-Patent Document 2, Non-Patent Document 3). .
- the present invention includes the following components (A), (B) and (C): (A) Sphingosines represented by the general formula (1)
- R 1 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 4 to 30 carbon atoms, which may be substituted by a hydroxyl group, a carbonyl group or an amino group;
- each of X 1 , X 2 and X 3 independently represents a hydrogen atom, a hydroxyl group or an acetoxy group, and
- X 4 represents a hydrogen atom, an acetyl group or a glyceryl group Together with an adjacent oxygen atom to form an oxo group (provided that when Y is a methine group, one of X 1 and X 2 is a hydrogen atom and the other does not exist.
- X 4 is an oxo group
- X 3 is not present when R.sup.3 is present.
- R 2 and R 3 each independently represents a hydrogen atom, a hydroxyl group, a hydroxymethyl group or an acetoxymethyl group
- a R each independently represents a hydrogen atom.
- an amidino group or hydro A linear or branched saturated or unsaturated hydrocarbon group having a total of 1 to 8 carbon atoms which may have a substituent selected from a sil group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group; 2 or 3; the broken line indicates that it may be an unsaturated bond) 4 to 60% by weight, (B) an anionic polymer having a carboxyl group 0.5 to 10% by weight, (C) 30 to 95.5% by weight of an oil which is liquid at 25 ° C.
- the component (A), (B) and (C) are mixed, the resulting mixture is heated to the melting point or higher of the component (A), and the component (B) Is neutralized with component (A) to form a salt, and a method for producing a gel-like oily composition is provided. Moreover, this invention provides the gel-like oily composition obtained by the said manufacturing method.
- the oily composition of the present invention is such that the anionic polymer having a carboxyl group is neutralized with sphingosines, thereby thickening due to molecular entanglement, and the liquid oil is gelled, and is stable even at high temperatures, The viscosity does not decrease.
- the present invention relates to an oil gelling agent and an oily gel composition that do not reduce viscosity even at high temperatures after gel formation.
- the present inventors have found that by neutralizing an anionic polymer having a carboxyl group with sphingosines, the oil can be gelled and an oily composition that is stable even at high temperatures can be obtained.
- R 1 is a straight chain or branched chain having 4 to 30 carbon atoms, preferably 7 to 22 carbon atoms optionally substituted with a hydroxyl group, a carbonyl group or an amino group. It is a chain or cyclic saturated or unsaturated hydrocarbon group. Among these, in the case of a linear or branched alkyl group having 10 to 20 carbon atoms, a linear or branched alkyl group having 10 to 20 carbon atoms having a hydroxyl group at the Y-side end, and a branched alkyl group, Those having a branched methyl chain are preferred.
- a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a 1-hydroxytridecyl group, a 1-hydroxypentadecyl group, an isohexadecyl group, and an isostearyl group are preferable.
- Y represents a methylene group (CH 2 ), a methine group (CH), or an oxygen atom.
- X 1 , X 2 , and X 3 each independently represent a hydrogen atom, a hydroxyl group, or an acetoxy group, and X 4 represents an oxo group together with a hydrogen atom, an acetyl group, a glyceryl group, or an adjacent oxygen atom.
- the substituent to be formed is shown.
- X 1 , X 2 , and X 3 are preferably those in which 0 to 1 are hydroxyl groups, the remainder is a hydrogen atom, and X 4 is a hydrogen atom.
- Y is a methine group, only one of X 1 and X 2 is a hydrogen atom, and the other does not exist. Also, when X 4 forms an oxo group, X 3 does not exist.
- R 2 and R 3 each independently represent a hydrogen atom, a hydroxyl group, a hydroxymethyl group or an acetoxymethyl group, and R 3 is preferably a hydrogen atom.
- A represents a number of 2 or 3
- R represents R 4 and R 5 when a is 2
- R represents R 4 , R 5 and R 6 when a is 3.
- R 4 , R 5 and R 6 are each independently a hydrogen atom or an amidino group, or may have a substituent selected from a hydroxyl group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group. 1 to 8 linear or branched, saturated or unsaturated hydrocarbon groups.
- the hydroxyalkoxy group which can be substituted with a hydrocarbon group is preferably a linear or branched hydroxyalkoxy group having 1 to 7 carbon atoms.
- the alkoxy group is preferably a linear or branched alkoxy group having 1 to 7 carbon atoms.
- R 4 , R 5 and R 6 include a hydrogen atom; a linear or branched alkyl group such as methyl, ethyl, propyl, 2-ethylhexyl and isopropyl; an alkenyl group such as vinyl and allyl; an amidino group; Methyl, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 2-hydroxypropyl, 2,3-dihydroxypropyl, 2-hydroxy-3-methoxypropyl, 2,3,4,5,6-penta Hydroxyhexyl, 1,1-bis (hydroxymethyl) ethyl, 2- (2-hydroxyethoxy) ethyl, 2-methoxyethyl, 1-methyl-2-hydroxyethyl, 3-hydroxypropyl, 3-methoxypropyl, 1 , 1-bis (hydroxymethyl) -2-hydroxyethyl, etc., hydroxyl groups, hydroxyalkoxy groups And a hydrocarbon group having 1 to 8 carbon atom
- a hydrogen atom or a hydroxyl group such as a methyl group, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 1,1-bis (hydroxymethyl) ethyl, 2- (2-hydroxyethoxy) ethyl, etc.
- An alkyl group which may be substituted with 1 to 3 groups selected from a group and a hydroxyalkoxy group is preferred.
- the sphingosines represented by the general formula (1) include natural or natural sphingosines represented by the following general formula (2) and derivatives thereof (hereinafter referred to as natural sphingosines) or the general formula (3).
- natural sphingosines represented by the following general formula (2) and derivatives thereof (hereinafter referred to as natural sphingosines) or the general formula (3).
- Pseudo-type sphingosines having a sphingosine structure represented by hereinafter referred to as pseudo-type sphingosine
- a natural sphingosine represented by the general formula (2) are preferred.
- R 11 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms which may be substituted by a hydroxyl group;
- Y 1 represents a methylene group or a methine group;
- X 5 , X 6 and X 7 each independently represent a hydrogen atom, a hydroxyl group or an acetoxy group, and
- X 8 represents a hydrogen atom or together with an adjacent oxygen atom, forms an oxo group ( However, when Y 1 is a methine group, one of X 5 and X 6 represents a hydrogen atom and the other does not exist.When X 8 forms an oxo group, X 7 does not exist.);
- R 12 Represents a hydroxymethyl group or an acetoxymethyl group;
- a R 1 s are each independently a hydrogen atom or an amidino group, or have a substituent selected from a hydroxyl group, a hydroxyalkoxy group,
- R 11 is preferably a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 7 to 19 carbon atoms, and more preferably a linear saturated or unsaturated hydrocarbon group having 13 to 15 carbon atoms. Is preferred. a is preferably 2, and each R 1 is independently a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms.
- the natural sphingosine represented by the general formula (2) include natural sphingosine, dihydrosphingosine, phytosphingosine, sphingadienin, dehydrosphingosine, dehydrophytosphingosine, and N-alkyl derivatives thereof (for example, N-methyl form) and the like.
- These sphingosines may be either natural (D (+)) optically active or non-natural (L ( ⁇ )) optically active, or a mixture of natural and non-natural types. May be used.
- the relative configuration of the above compound may be a natural configuration, a non-natural configuration other than that, or a mixture thereof.
- PHYTOSPHINGOSINE (INCI name: 8th Edition) and the following formula are preferable.
- D-Sphingosine (4-Sphingenine) (SIGMA-ALDRICH), DS-phytosphingosine (DOOSAN), and phytosphingosine (Cosmo Farm).
- R 14 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms which may be substituted by a hydroxyl group
- X 9 represents a hydrogen atom, an acetyl group or A glyceryl group
- a R 2 each independently represents a hydrogen atom or an amidino group, or a total carbon which may have a substituent selected from a hydroxyl group, a hydroxyalkoxy group, an alkoxy group and an acetoxy group
- a linear or branched saturated or unsaturated hydrocarbon group of the number 1 to 8 and a represents a number of 2 or 3
- R 14 is preferably an iso-branched alkyl group having 14 to 20 carbon atoms, and more preferably an isostearyl group.
- the isostearyl group is most preferably an isostearyl group obtained by using, as a raw material oil, an isosteal alcohol derived from a by-product during production of a dimer acid using a fatty acid derived from an animal or vegetable oil.
- R 2 represents R 15 and R 16
- R 2 is R 15 , R 16 and R 17 .
- R 15 , R 16 and R 17 are, for example, a hydrogen atom; a linear or branched alkyl group such as methyl, ethyl, propyl, 2-ethylhexyl and isopropyl; an alkenyl group such as vinyl and allyl; an amidino group; Methyl, 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 2-hydroxypropyl, 2,3-dihydroxypropyl, 2-hydroxy-3-methoxypropyl, 2,3,4,5,6-penta Hydroxyhexyl, 1,1-bis (hydroxymethyl) ethyl, 2- (2-hydroxyethoxy) ethyl, 2-methoxyethyl, 1-methyl-2-hydroxyethyl, 3-hydroxypropyl, 3-methoxypropyl, 1 , 1-bis (hydroxymethyl) -2-hydroxyethyl, etc., hydroxyl groups, hydroxyalkoxy groups and the like And an alkyl group having
- R 15 and R 16 are a hydrogen atom, and the other is 2-hydroxyethyl, 1,1-dimethyl-2-hydroxyethyl, 1,1-bis (hydroxymethyl) ethyl, 2- ( A secondary amine which is 2-hydroxyethoxy) ethyl is preferred.
- R 14 is an isostearyl group
- X 9 is a hydrogen atom
- R 15 is a hydrogen atom
- R 16 is a 2-hydroxyethyl group, 1,1-bis (hydroxymethyl) ethyl group, 1,1 It is preferable that 1 to 3 selected from hydroxyl group and hydroxyalkoxy group such as dimethyl-2-hydroxyethyl group or 2- (2-hydroxyethoxy) ethyl group are substituted alkyl groups.
- Specific examples of the pseudo-sphingosine include the following pseudo-sphingosines (i) to (iv).
- pseudo-type sphingosine (ii) is preferable.
- One or more components (A) can be used, and from the viewpoint of completely neutralizing the polymer to form a salt, it is contained in the composition of the present invention in an amount of 4 to 60% by weight, preferably 9 to 30% by weight. Is done.
- Component (B) used in the present invention is an anionic polymer having a carboxyl group, and a polymer obtained by polymerizing a monomer having a carboxyl group such as acrylic acid or methacrylic acid is preferred.
- the component (B) may be a polymer obtained by copolymerization of monomers such as acrylic acid and methacrylic acid, and other monomers having a polymerizable group such as an unsaturated bond that is hydrophobic.
- the thing containing a crosslinking agent may be used.
- an anionic polymer containing acrylic acid or methacrylic acid as a monomer is preferable.
- polyacrylic acid, polymethacrylic acid, acrylic acid / alkyl methacrylate copolymer, acrylates / alkyl acrylate (C10-30) cross polymer, carboxyvinyl polymer (carbomer) are in terms of handling. preferable.
- polymers include Aculine 88, Aculin 22, Aculin 28, Aculin 38 (above, Rohm and Haas), Carbopol 980, Carbopol 981, Carbopol Ultrez 10, Carbopol Ultrez 20, Carbopol Ultrez 21.
- Commercial products such as Carbopol ETD2020, Carbopol AQUA-SF1, PEMULEN®TR-1, and PEMULEN®TR-2 (manufactured by Lubrizol Advanced Materials) can be used.
- the anionic polymer of component (B) preferably has a weight average molecular weight of 100,000 or more, more preferably 1,000,000 or more, and preferably 10 million or less from the viewpoint of easy handling and sufficient thickening effect.
- Component (B) can be used in one or more kinds, and is contained in the composition of the present invention in an amount of 0.5 to 10% by weight, preferably 1 to 7% by weight. If it is in this range, a sufficient thickening effect can be obtained.
- a gel according to the purpose such as an oil gel having a fresh appearance or a hard gel.
- Component (C) used in the present invention is an oil that is liquid at 25 ° C. selected from hydrocarbon oils, esters, and ether oils.
- hydrocarbon oils such as liquid paraffin, liquid isoparaffin, hydrogenated polyisobutene, squalane, n-octane, n-heptane, cyclohexane; diisostearyl malate, octyldodecyl lactate, isotridecyl isononanoate, octyldodecyl myristate , Isopropyl palmitate, isopropyl isostearate, butyl stearate, myristyl myristate, isopropyl myristate, octyldodecyl myristate, di-2-ethylhexyl adipate, diisopropyl sebacate, neopentyl glycol dicaprate, trica
- hydrocarbon oils such as liquid paraffin, liquid isoparaffin, hydrogenated polyisobutene, squalane, n-octane, n-heptane, cyclohexane; cetyl isobutyl ether, dioctyl ether, ethylene glycol monolauryl ether, ethylene glycol dioctyl ether, Ether oils such as glycerol monooleyl ether are preferred because they are easily thickened.
- component (C) one or more kinds can be used, and 30 to 95.5% by weight, preferably 70 to 90.5% by weight, is contained in the composition of the present invention. Within this range, an optimal thickening effect can be obtained, which is preferable.
- components (A), (B) and (C) are mixed, and the resulting mixture is heated to a temperature equal to or higher than the melting point of component (A) to convert component (B) into component (A). It can be manufactured by neutralizing with, and forming a salt.
- the components (A) and (B) are mixed, heated to the melting point or higher of the component (A), the component (B) is neutralized with the component (A) to form a salt, and then the component (C) By mixing these, a gel-like oily composition can be produced.
- the component (A) is heated to the melting point or higher to melt, mixed with the component (C) heated to the melting point or higher of the component (A), dissolved, and then added to the component (B).
- a gel-like oily composition can be produced.
- the oil gel thus obtained can be cooled to room temperature (25 ° C.) by leaving it at room temperature (25 ° C.) or forcibly cooling it with a refrigerant such as water.
- a refrigerant such as water.
- water is 0.5% by weight or less and further does not contain water.
- the anionic polymer having a carboxyl group as the component (B) is usually water-soluble and not soluble in oil.
- component (B) is neutralized with component (A), and salt is formed between component (B) and component (A). Acts as an oil gelling agent.
- the component (B) neutralized with the component (A) has an increased affinity with the component (C) and can be easily dissolved in the component (C). As a result, the oil can be thickened.
- the gel thus obtained does not have a special melting point, and the viscosity is hardly lowered even at high temperatures.
- the oily composition of the present invention is a gel-like composition having an oil phase containing component (C) as a continuous phase.
- the viscosity at 20 ° C. is preferably 1000 to 10 12 mPa ⁇ s, more preferably 10,000 to 10 12 mPa ⁇ s. Moreover, the thing below 10,000 Pa * s is preferable at the point of the handleability. The viscosity is measured by a helical viscometer described later.
- the oily composition of the present invention can be applied as cosmetics, ointments, paints, paints and the like.
- cosmetics in addition to the above, other components used in ordinary cosmetics, such as surfactants, alcohols, polyhydric alcohols, polymer compounds, ultraviolet absorbers, antioxidants, dyes, and fragrances , Pigments, antifouling agents, moisturizing agents, and the like, and can be used as oily cosmetics used for skin, lips, eyelashes, nails and hair.
- lip cosmetics such as lipstick, lip gloss, lip liner, and makeup cosmetics such as mascara, eyeliner, eye shadow, cheek color, foundation, concealer; cream, milky lotion, serum, massage agent, deodorant, sun It can be a screen, hair restorer, hair color, hair wax, hair foam and the like.
- a compound obtained by neutralizing the anionic polymer having a carboxyl group of the component (B) with the sphingosines (1) of the component (A) can be used as an oil gelling agent.
- the anionic polymer and the sphingosine are mixed and heated to the melting point or higher of the sphingosine to neutralize the anionic polymer and form a salt.
- This salt can be dissolved easily to give a viscosity by mixing with hydrocarbon oil, ester oil, ether oil, etc. and heated, and has sufficient viscosity even when cooled to room temperature. it can.
- oily composition of the present invention it is more preferable to use a combination of the preferred ranges of each component and each production method.
- Examples 1 to 11 and Comparative Examples 1 to 4 Oil compositions having the compositions shown in Tables 1 and 2 were produced, and the gel clay and gel stability were evaluated. The results are shown in Table 1 and Table 2 together.
- Examples 7 to 11 The component (A) was heated to a melting point or higher (90 ° C.) to be melted, mixed with the component (C) heated to 90 ° C. and dissolved. Thereafter, component (B) was added, and after confirming that component (B) was dissolved and became uniform, it was cooled to room temperature to obtain an oily composition.
- Comparative example The component (A) was heated to a melting point or higher (90 ° C.) to be melted, mixed with the component (C) or silicone oil heated to 90 ° C., and uniformly dissolved or dispersed. Then, after adding a component (B) or a polymer and making it fully stir and homogenize, it cooled to room temperature and obtained the oil-based composition. In Comparative Example 4, dextrin palmitate was added to component (C), heated to 70 ° C., sufficiently stirred to make it uniform, and then cooled to room temperature to obtain an oily composition.
- Examples 12-14 Oil compositions having the compositions shown in Table 3 were produced, and the gel clay and gel stability were evaluated in the same manner as in Examples 1 to 11. The results are also shown in Table 3.
- Example 15 (moisturizing oil gel) A moisturizing oil gel having the following composition was produced.
- the obtained oil gel has a fresh and transparent appearance, and when applied to the skin, a high moisturizing effect can be obtained. Moreover, it is stable even at high temperatures and does not reduce viscosity.
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Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201080058188.5A CN102665665B (zh) | 2009-12-28 | 2010-12-27 | 油性组合物 |
| US13/519,443 US8912235B2 (en) | 2009-12-28 | 2010-12-27 | Oil-based composition |
| EP10840993.9A EP2520275A4 (en) | 2009-12-28 | 2010-12-27 | OIL-BASED COMPOSITION |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009298190A JP5647786B2 (ja) | 2009-12-28 | 2009-12-28 | 油性組成物 |
| JP2009-298190 | 2009-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2011081137A1 true WO2011081137A1 (ja) | 2011-07-07 |
Family
ID=44226542
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2010/073573 Ceased WO2011081137A1 (ja) | 2009-12-28 | 2010-12-27 | 油性組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8912235B2 (enExample) |
| EP (1) | EP2520275A4 (enExample) |
| JP (1) | JP5647786B2 (enExample) |
| CN (1) | CN102665665B (enExample) |
| WO (1) | WO2011081137A1 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI607779B (zh) * | 2012-12-28 | 2017-12-11 | Kao Corp | Detergent composition |
| CA3006754C (en) * | 2015-12-03 | 2023-08-22 | Honda Patents & Technologies North America, Llc | Method for dynamic command limiting in a distributed control system |
| EP3436157B1 (en) * | 2016-03-31 | 2025-07-30 | L'oreal | Method and composition for treating skin conditions |
| TW202034890A (zh) * | 2018-09-14 | 2020-10-01 | 日商資生堂股份有限公司 | 油中水型皮膚外用組成物 |
| WO2020217503A1 (ja) * | 2019-04-26 | 2020-10-29 | 大塚製薬株式会社 | アデノシンリン酸を含有するo/w型高粘度乳化組成物 |
| WO2020217499A1 (ja) | 2019-04-26 | 2020-10-29 | 大塚製薬株式会社 | アデノシンリン酸を含有するo/w型低粘度乳化組成物 |
| JP7704515B2 (ja) * | 2020-10-30 | 2025-07-08 | 株式会社 資生堂 | 油性化粧料 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63141908A (ja) * | 1986-12-03 | 1988-06-14 | Kanebo Ltd | 乳化型化粧料 |
| JPH09169614A (ja) * | 1995-12-22 | 1997-06-30 | Kao Corp | 油性固型化粧料 |
| JP2007063145A (ja) * | 2005-08-29 | 2007-03-15 | Kao Corp | 水中油型乳化化粧料 |
| JP2009062365A (ja) * | 2007-08-09 | 2009-03-26 | Kao Corp | 逆ベシクル組成物 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2652002B1 (fr) * | 1989-09-21 | 1991-11-29 | Oreal | Nouveaux composes lipidiques derives des sphingosines, leur procede de preparation et leurs applications, notamment en cosmetique et en dermopharmacie. |
| FR2744916B1 (fr) * | 1996-02-15 | 1998-04-10 | Oreal | Utilisation d'un 2-amino-alcane-1,3-diol en tant qu'agent destine a freiner la chute des cheveux et/ou induire et stimuler leur croissance |
| IL126076A (en) * | 1998-09-04 | 2005-05-17 | Ibr Ltd | Transparent composition comprising phytoene and phytofluene |
| US6936264B2 (en) * | 2001-03-05 | 2005-08-30 | The Procter & Gamble Company | Delivery of reactive agents via multiple emulsions for use in shelf stable products |
| WO2003049709A1 (en) * | 2001-12-10 | 2003-06-19 | Kao Corporation | Ceramide emulsions |
| US20040202640A1 (en) * | 2003-04-09 | 2004-10-14 | Crandall Wilson Trafton | Method for topical treatment of scars with rotein Kinase C inhibitors |
| CN100473375C (zh) * | 2003-06-10 | 2009-04-01 | 花王株式会社 | 水包油型乳化化妆品 |
| JP3967292B2 (ja) | 2003-06-10 | 2007-08-29 | 花王株式会社 | 油中水型乳化組成物 |
| DE602005004139T2 (de) * | 2005-06-30 | 2009-01-02 | Evonik Goldschmidt Gmbh | Verwendung von Salicyloyl-Sphingoidbase zur Behandlung oder Verhinderung von Cellilitis |
| JP4926420B2 (ja) * | 2005-07-21 | 2012-05-09 | 花王株式会社 | 乳化組成物 |
-
2009
- 2009-12-28 JP JP2009298190A patent/JP5647786B2/ja not_active Expired - Fee Related
-
2010
- 2010-12-27 CN CN201080058188.5A patent/CN102665665B/zh not_active Expired - Fee Related
- 2010-12-27 WO PCT/JP2010/073573 patent/WO2011081137A1/ja not_active Ceased
- 2010-12-27 EP EP10840993.9A patent/EP2520275A4/en not_active Withdrawn
- 2010-12-27 US US13/519,443 patent/US8912235B2/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63141908A (ja) * | 1986-12-03 | 1988-06-14 | Kanebo Ltd | 乳化型化粧料 |
| JPH09169614A (ja) * | 1995-12-22 | 1997-06-30 | Kao Corp | 油性固型化粧料 |
| JP2007063145A (ja) * | 2005-08-29 | 2007-03-15 | Kao Corp | 水中油型乳化化粧料 |
| JP2009062365A (ja) * | 2007-08-09 | 2009-03-26 | Kao Corp | 逆ベシクル組成物 |
Non-Patent Citations (4)
| Title |
|---|
| FUKASAWA, J-I; H.J. COLLOID, INTERFACE SCI., vol. 143, no. 1, 1991, pages 69 |
| See also references of EP2520275A4 * |
| TERECH, P .; RODRIGUEZ, V .; BARNES, J.D.; MCKENNA, G.B, LANGMUIR, vol. 10, 1994, pages 3406 |
| TERECH, P. ET AL., CHEM. REV., vol. 97, 1997, pages 3133 - 3159 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20120295989A1 (en) | 2012-11-22 |
| US8912235B2 (en) | 2014-12-16 |
| CN102665665A (zh) | 2012-09-12 |
| EP2520275A4 (en) | 2015-08-26 |
| EP2520275A1 (en) | 2012-11-07 |
| CN102665665B (zh) | 2014-08-06 |
| JP5647786B2 (ja) | 2015-01-07 |
| JP2011136950A (ja) | 2011-07-14 |
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