WO2003055451A1 - Huiles contenant des esters, preparations a usage externe pour la peau et produits cosmetiques contenant ces huiles - Google Patents
Huiles contenant des esters, preparations a usage externe pour la peau et produits cosmetiques contenant ces huiles Download PDFInfo
- Publication number
- WO2003055451A1 WO2003055451A1 PCT/JP2002/013664 JP0213664W WO03055451A1 WO 2003055451 A1 WO2003055451 A1 WO 2003055451A1 JP 0213664 W JP0213664 W JP 0213664W WO 03055451 A1 WO03055451 A1 WO 03055451A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil agent
- fatty acid
- alcohol
- branched
- skin
- Prior art date
Links
Classifications
-
- 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
- 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
- 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
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
- A61Q1/06—Lipsticks
-
- 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
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
Definitions
- the present invention relates to an oil agent containing an ester compound composed of a specific branched fatty acid and a monohydric or polyhydric alcohol, and an external preparation for skin and cosmetics using the oil agent. More specifically, it is excellent in acid or alkali hydrolysis stability, has a good feeling on use on the skin, gloss, water vapor permeability, etc., has excellent shape retention, and has excellent dispersibility of pigments and the like.
- the present invention relates to a skin external preparation and a cosmetic used.
- oils containing ester compounds are used for various purposes.
- the isostearate esters mentioned above contain many disperseate-based oils due to differences in the structure of the ester compounds, and their uses are extremely wide ranging from industrial products to pharmaceuticals, cosmetics and foods.
- the type of isostearic acid in the oil the following chemical formulas are used: Emerso 1875 Isostearic Acid (Chemical formula (II)) manufactured by Cognis, PRISORINEISAC 355 (Manufactured by Nunichema) (Chemical formula ( ⁇ ))
- the structure is diversified.
- Oils containing isostearic acid esters are mainly used for skin external preparations in the case of pharmaceuticals.
- cosmetics they are used in make-up cosmetics, facial cleansers, stones, skin cleansers, etc. because of their improved usability, water vapor permeability and antioxidant properties derived from isostearic acid.
- Oils containing isostearic acid esters are also used in dishes, kitchens, household detergents, etc.
- an ester compound composed of a branched fatty acid isostearic acid in an oil agent frequently used for cosmetics for example, diglyceryl triisostearate, etc. It has excellent functions in terms of usability, shape retention, moisturizing effect, and emollient effect.
- those ester compounds have the chemical formulas (II) and (III) shown below:
- Oils containing an esterified product composed of a hyperbranched S-fatty acid and alcohol having a unique structure such as [ ⁇ , and R 2 represent a hydrocarbon group] have been known. Had not been.
- an object of the present invention is to provide an oil agent having acid or alkali hydrolysis resistance, and an external preparation for skin and cosmetics containing the oil agent.
- An oil agent containing an ester compound composed of a branched fatty acid represented by the formula (1) and a monohydric or polyhydric alcohol is an oil agent having acid hydrolysis resistance or alkali hydrolysis resistance, and is a skin external preparation or cosmetic. Was found useful.
- the present invention provides an oil agent containing an ester compound composed of a branched fatty acid represented by the following chemical formula (I) and a monohydric or polyhydric alcohol.
- the present invention preferably comprises a branched fatty acid represented by the above general formula (I) and a fatty acid other than the branched fatty acid represented by the above general formula (I), and a polyhydric alcohol.
- the oil agent containing an ester compound comprising:
- the fatty acid other than the branched fatty acid represented by the general formula (I) is a straight-chain saturated or unsaturated fatty acid, a branched-chain saturated or unsaturated fatty acid.
- At least one fatty acid selected from the group consisting of cyclic saturated or unsaturated fatty acids.
- the present invention also preferably provides the above oil agent, wherein one or both of RR 2 and RR 2 of the branched fatty acid represented by the general formula (I) are a branched hydrocarbon grave.
- R 2 may be the same or different from each other, and may have a linear or branched or cyclic saturated or cyclic having 1 to 12 carbon atoms.
- the oil agent which is an unsaturated hydrocarbon group, is provided.
- the present invention also preferably provides, in general formula (I),
- the present invention also preferably provides that the monohydric alcohol is one or more selected from isooctanol, isomyristyl alcohol, isopalmityl alcohol, isostearyl alcohol, isoicosyl alcohol, isohexacosanol, and
- the dihydric alcohol is glycerin, diglycerin, triglycerin, polyglycerin, ethylene glycol, diethylene glycol, 1,3-butyleneglycol, 3-methyl-1,3-butanediol, propylene glycol, dipropylene glycol, propylene glycol Glycol, polyethylene glycol, hexylene glycol, erythritol, pentaerythritol, dipentyl erythritol, trimethylolpropane, ditrimethylolpropane, sorbitol, ethyl Se port cellosolve, Puchiruse port cellosolve, those from the group consisting of E
- the present invention also provides an oil agent containing the above ester compound, which is preferably resistant to acid hydrolysis or resistant to alkali hydrolysis.
- the present invention also provides a skin external preparation containing the oil agent.
- the present invention also preferably provides the above external preparation for skin, which further comprises petrolatum.
- the present invention also provides a cosmetic containing the oil agent.
- the present invention also preferably provides the cosmetic, further comprising a wax.
- the present invention also preferably provides a cosmetic wherein the cosmetic is in the form of lipstick, lip gloss, lip cream, eye shadow, blush, milky lotion or foundation.
- the present invention also provides the use of the above oil agent for producing a skin external preparation.
- the present invention also provides the use of the above oil agent for producing a cosmetic.
- the present invention is an oil agent, an acid hydrolysis-resistant oil agent or an alkali hydrolysis-resistant hydrolyzable oil agent containing an esterified compound composed of a branched fatty acid having a specific structure and a monohydric or polyhydric alcohol.
- the branched fatty acid constituting the ester compound will be described.
- the branched fatty acid is represented by the following chemical formula (I). In other words, it is a fatty acid branched at the carbon atom position, and a methyl group is branched from one of the two carbon atoms. Is a branched fatty acid.
- the carbon at the ⁇ -position or the / -position refers to the carbon indicated by an arrow in the following chemical formula, respectively.
- R2 is a hydrocarbon group. Showing a] in the branched fatty acid is preferably one or both of R 2 are Sumyi ⁇ containing group which is branched.
- R 2 may be the same or different from each other, and preferably have 1 to 12, more preferably 3 to 8, linear or branched or cyclic saturated or unsaturated carbon atoms.
- Hydrogen groups can be used.
- the position of the side chain is not particularly limited. Is preferably a branched saturated hydrocarbon group having 1 to 12 carbon atoms, preferably 3 to 8 carbon atoms.
- R 2 is preferably a branched saturated hydrocarbon group having 1 to 12 carbon atoms, preferably 3 to 8 carbon atoms.
- branched fatty acid 1 ⁇ in the chemical formula (I) is a CH 3 (CH 2 ) 2 CH (CH 3 ) CH 2 group, and R 2 is a CH 3 (CH 2 ) 2 group.
- branched fatty acids include, for example, isomiristine acid (trade name: isomiristine acid) manufactured by Nissan Chemical Industries, Ltd.
- branched fatty acid is isostearic acid (trade name acid) manufactured by Nissan Chemical Industries, Ltd.
- the branched fatty acid represented by the general formula (I) may be used alone, or two or more kinds may be used in combination.
- branched fatty acid represented by the general formula (I) used in the present invention a commercially available product or a product produced by chemical synthesis can be used.
- the monohydric alcohol constituting the ester compound is an alcohol having one hydroxyl group in one molecule.
- the position of the hydroxyl group is not particularly limited.
- the carbon number of the phenol is preferably from 1 to 26, more preferably from 8 to 26.
- Such monohydric alcohols include, for example, methanol, ethanol, n-propanol, n-butanol, n-hexanol, phenol, penzyl alcohol, n-octanol, n-nonanol, n — Linear alcohols such as decanol, lauryl alcohol, methyltetradecanol, palmityl alcohol, pendecanol, hepcandecanol, stearyl alcohol, oleyl alcohol and benzyl alcohol, isopropanol, isobutanol Nol, Isopentanol, Isohexanol, Isohepanol, Isooctanol, Isononanol, Isodecanol, Isotridecanol, Isomyristyl alcohol, Isopalmityl alcohol,
- branched alcohols particularly branched alcohols having 8 to 26 carbon atoms, and more particularly, isooctanol, isomyristyl alcohol, isopalmityl alcohol, isostearyl alcohol, isoicosyl alcohol, and isoicosyl alcohol
- isooctanol isomyristyl alcohol
- isopalmityl alcohol isostearyl alcohol
- isoicosyl alcohol isoicosyl alcohol
- One or more compounds selected from quicosanols are preferred because they can produce ester compounds having excellent acid hydrolysis resistance or alkali hydrolysis resistance.
- the polyhydric alcohol constituting the ester compound is an alcohol having two or more, preferably two to six, and most preferably three to four hydroxyl groups in one molecule.
- the number of hydroxyl groups is not particularly limited as long as it is two or more.
- the polyhydric alcohol preferably has 2 to 30 carbon atoms, more preferably 2 to 12 carbon atoms. Examples of such polyhydric alcohols include glycerin, diglycerin, triglycerin, polyglycerin, ethylene glycol, diethylene glycol, 1,3-butylene glycol, 3-methyl-1,3-butanediol, and propylene glycol.
- aliphatic polyhydric alcohols such as ethyl carbitol and butyl carbitol, glucose, fructose, mannose, galactose, xylose, arabinose and ribose, etc.
- aliphatic polyhydric alcohols particularly aliphatic polyhydric alcohols having 2 to 12 carbon atoms and 2 to 6 hydroxyl groups, and particularly glycerin and diglycerin are most preferable.
- the ester compound according to the present invention may further include, as a fatty acid, one or more molecules of the branched fatty acid represented by the general formula (I), and a compound represented by the general formula (I) per one molecule of the polyhydric alcohol.
- a fatty acid one or more molecules of the branched fatty acid represented by the general formula (I)
- a compound represented by the general formula (I) per one molecule of the polyhydric alcohol.
- Those which can be produced in combination with a fatty acid other than the branched fatty acid to be used can be used.
- the combined use of a fatty acid other than the branched fatty acid represented by the general formula (I) is preferable because the viscosity of the oil agent can be controlled and the feel can be changed.
- Fatty acids other than branched fatty acids include straight-chain fatty acids, branched fatty acids, saturated fatty acids, unsaturated fatty acids, and the like.
- the number of carbon atoms and the position of the side chain of these fatty acids are not particularly limited as long as they do not fall within the range of the branched fatty acids represented by the general formula (I).
- a linear saturated or unsaturated fatty acid, a branched saturated or unsaturated fatty acid, or a cyclic saturated or unsaturated fatty acid is preferable.
- Such fatty acids other than the branched fatty acid represented by the general formula (I) can be used alone or in combination of two or more.
- the fatty acid constituting the ester compound in the present invention has a molar ratio of the branched fatty acid represented by the general formula (I) to the other fatty acid of 1: 0 to: L: 9, more preferably 1: 0 to; 1: 4 is preferred. Such a ratio is preferable because characteristics such as a viscosity adjusting function of the concomitant fatty acid can be imparted while retaining characteristics such as hydrolysis stability of the branched fatty acid represented by the formula (I). .
- the ester compound comprising a branched fatty acid and a monohydric or polyhydric alcohol which can be used in the present invention is characterized in that the branched fatty acid is ester-bonded to one or more of all hydroxyl groups in the monohydric or polyhydric alcohol.
- This is a compound.
- a mixture of two or more of these ester compounds may be used.
- the preferred hydroxyl value of the oil agent of the present invention is in the range of 0 to 400, more preferably 0 to 200, and most preferably 0 to 80.
- the hydroxyl value of the oil It is preferable if it is in such a range, since it is excellent in acid hydrolysis resistance and alkali hydrolysis resistance.
- the content of the ester compound is preferably at least 10% by mass, more preferably at least 30% by mass, further preferably 50 to 100% by mass, and still more preferably 70 to 100% by mass. .
- those having a high ester content of 70% by mass or more in the oil agent of the present invention have relatively high viscosity (for example, diglyceryl triisostearate represented by the above general formula (I)). In this case, it is about 1500 to 300 OmPa ⁇ s / 25 ° C), excellent in shape retention and dispersibility of pigments and the like.
- the acid hydrolysis resistance is a property that the ester bond portion of the ester compound is hardly hydrolyzed and stable even by an acidic aqueous solution. It is stable when heated at 90 ° C for 5 hours at pHO.5.
- the alkali-hydrolyzing resistance refers to a property that the ester bond portion of the ester compound is hardly hydrolyzed even by an aqueous alkaline solution and is stable. Is stable without being hydrolyzed even when heated at 85 at pH 14 for 5 hours, for example.
- Skin external preparations and cosmetics containing these acid- or acid-resistant hydrolyzable oils may be used during formulation or in the manufacturing process, such as acidic substances such as citrate and salicylic acid, and triamine alcoholamine and aromatic amines. Even if the alkaline substance is present, it does not release fatty acids that are irritating to the skin and may cause odor, and do not destabilize the system. Furthermore, it can be used for products that require acid-hydrolysis resistance or alkali resistance, such as household and car detergents, soaps, lubricants, and greases, which have not been used before. .
- the amount of the oil agent of the present invention used in these products is not particularly limited.
- the production of the oil agent of the present invention can be carried out, for example, by the method described below, but is not limited thereto.
- a branched fatty acid represented by the above general formula (I) and, when used in combination, an appropriate amount of a fatty acid other than the fatty acid represented by the above general formula (I) and a monohydric or polyhydric alcohol are charged, and no catalyst or catalyst
- the esterification reaction is carried out by performing a dehydration reaction under reflux of the solvent at normal pressure or under reduced pressure in the presence. After the completion of the esterification reaction, the target oil can be obtained by decolorizing and deodorizing and purifying the reaction mixture with a decolorizing agent or by vacuum distillation as necessary.
- the external preparation for skin of the present invention is mainly used for medical purposes, and examples thereof include ointments and creams.
- the oil in the external preparation for skin only the oil of the present invention may be used, but a part of the oil and emollient in the external preparation for skin may be used in place of the oil of the present invention.
- the content of the oil agent of the present invention contained in the external preparation for skin is preferably 1 to 80% by mass, more preferably 20 to 60% by mass, based on the total mass of the external preparation for skin.
- the content of the oil agent of the present invention in the external preparation for skin is within the above range, the stability of acid or alkali hydrolysis of the external preparation for skin of the present invention, feeling on use on skin, luster, water vapor permeability, shape retention It is preferable because the effects such as dispersibility and dispersibility of pigments and the like are improved.
- the balance is an optional component.
- the effect of the meticulous use means that there is a spread and smoothness when applying the external preparation for skin.
- the water vapor permeability refers to the permeability of water vapor that passes through the external skin preparation from the skin and is released to the outside when the external skin preparation is applied.
- the water vapor permeability when nothing is applied on the top is 100%, and those with a value of 100 to 60% have a water vapor permeability effect, and those with 60% or more have a high water vapor permeability effect. It has been.
- the shape-retaining effect refers to an effect of maintaining the shape of a solid external preparation for skin or a solid cosmetic, for example, a medicinal lipstick or lipstick for a long period of time.
- the dispersibility of pigments and the like means that, in external preparations and cosmetics containing fine powders such as pigments, the pigments and the like do not agglomerate or sediment in oily components such as oils, and are stably and uniformly dispersed. Refers to the effect.
- the skin external preparation of the present invention includes alcohol, fatty acid, fatty acid ester, liquid paraffin, petrolatum, vegetable oil, animal oil, antioxidant, antiseptic, antiseptic, emulsifier, surfactant, pigment, pigment which are usually added.
- Optional ingredients such as fragrances, waxes, ultraviolet absorbers, plant extracts and pigments can be added as appropriate.
- the method for producing the external preparation for skin containing the oil agent of the present invention is not particularly limited, and a production method which is generally widely practiced can be used.
- the cosmetic of the present invention is mainly used for cosmetics, and there are no particular restrictions on the type of the cosmetic, and for example, lipstick, lip gloss, lip balm, eye shadow, cheek red, Emulsions and foundations are included.
- the oil agent in the cosmetic only the oil agent of the present invention may be used, but a part of the oil agent and the emollient in the cosmetic may be used in place of the oil agent of the present invention.
- the content of the oil agent of the present invention contained in the cosmetic is preferably 1 to 80% by mass, more preferably 20 to 60% by mass, based on the total mass of the cosmetic.
- the cosmetics of the present invention include alcohols, fatty acids, fatty acid esters, liquid paraffin, vegetable oils and fats, animal oils and fats, antioxidants, preservatives, bactericides, emulsifiers, surfactants and pigments which are usually added to cosmetics.
- Optional components such as a pigment, a fragrance, a wax, an ultraviolet absorber, a plant extract, and a pigment can be appropriately added.
- cosmetics containing the oil agent of the present invention there are no particular restrictions on the type of cosmetics containing the oil agent of the present invention. Examples thereof include cosmetics for hair, cosmetics for hair washing, lotions, emulsions, cream emulsions, packs, foundations, powdered white powder, lipstick, and lip gloss. Lip creams, eyebrows, cosmetics, eye shadows, blushers, foundations, nail cosmetics, bath cosmetics, facial cleansers, soaps, and the like. It is preferably used for cosmetics.
- the method for producing the cosmetic containing the oil agent of the present invention is not particularly limited, and a production method which is usually widely practiced can be used. Example
- isostearic acid] 272 g and glycerin 28 g are charged into a 50-ml four-necked flask equipped with a stirrer, a thermometer, a nitrogen gas injection tube, and a water separation tube, and tin chloride is used as a catalyst.
- Xylol was added together with 0.3% of the total charge as a refluxing solvent and 5% of the total charge as a refluxing solvent, and the mixture was reacted with stirring at 200 to 250 ° C for 15 hours.
- Decolorization was performed using activated clay and deodorization was carried out in a conventional manner to obtain 210 g of an oil agent containing glyceryl triisostearate. .
- the glyceryl triisostearate content in the oil agent was 78% by mass, and the hydroxyl value of the oil agent was 20.
- Example 2 The same isostearic acid as that used in Example 1 (Nissan Chemical Co., Ltd., isostearic acid) was subjected to an esterification reaction with 254 g of diglycerin and 46 g of diglycerin in the same manner as in Example 1 to obtain diisostearic acid. 21.0 g of an oil solution containing glyceryl was obtained. The content of diglyceryl triisostearate in the oil was 45% by mass, and the hydroxyl value of the oil was 45.
- Isostearic acid consisting of the fatty acid of the chemical formula (II) described above (made by Unicumane earth, PRISORINEISAC 355) and 255 g of diglycerin were stirred with a stirrer, thermometer, nitrogen gas injection pipe, and water separation pipe.
- a stirrer, thermometer, nitrogen gas injection pipe, and water separation pipe were stirred.
- tin chloride powder as a catalyst
- xylol as a refluxing solvent
- the oil preparations obtained in Examples 1 and 2 were tested for alkali hydrolysis resistance by the following method.
- the oils obtained in Comparative Example 1 [Cosmall 43, manufactured by Nisshin Oil Co., Ltd.], isopropyl myristate [Exepar IPM, manufactured by Kao Corporation], and tri-2-ethyl Glyceryl xanate [Nisshin Oil Co., Ltd., TI II] was also tested for alkali hydrolysis resistance by the same test method. Table 1 shows the test results.
- each oil sample is sampled by mass, and KOH 25 ml of a monoethanol solution was added, and a saponification decomposition reaction was carried out in a hot water bath at about 80 ° C., and the time required for the saponification decomposition rate to reach 100% was measured.
- the saponification decomposition rate was obtained from (actually measured saponification value / S theory saponification value) xl00.
- the saponification decomposition conditions in the Examples required a long time to reach the 100% saponification decomposition rate, despite the fact that the saponification decomposition conditions were more easily compared to the comparative products. . That is, the oil agent of the present invention had excellent alkali hydrolysis resistance.
- Stick-like lipsticks having the composition shown in Table 2 were prepared by the following production methods and evaluated for breaking strength and usability. Table 2 shows the evaluation results.
- Step 1 Each material of (1) to (7) in Table 2 is heated and melted at 120 to 130 ° C.
- Step 2 The raw material of (8) is added to the mixture obtained in step 1 and mixed uniformly.
- Step 3 After defoaming the product obtained in step 2, the raw materials of (9) and (10) are added and uniformly mixed.
- Step 4 The product obtained in step 3 is poured into a lipstick molding mold, filled, cooled, and molded to obtain a stick-like lipstick.
- Table 3 shows the criteria for each evaluation.
- the obtained lipstick has a sticky lipstick containing the ester compound-containing oil agent of the present invention prepared in Example 1 or 2, which has high breaking strength and shape retention. It had good usability such as spreadability and smoothness during application, and there was no color unevenness or sweating, and the molding condition was good.
- the oil agent containing the specific ester compound of the present invention is less hydrolyzed than the conventional ester oil agent, and has excellent storage stability at a high temperature of 40 ° C or higher and for a long period of time. . Therefore, it can be generally used in products containing ester compounds, such as external preparations for skin and cosmetics, without restricting the amount of ester compounds used, and acid-hydrolysis squaring resistance, which could not be used until now. When used for applications that require alkali hydrolytic properties, it is possible to expand the use of ester compounds.
- the skin external preparation and cosmetic using the oil agent of the present invention enhance the storage stability of the contained oily substance, improve the feeling of use on the skin, improve the water vapor permeability, improve the gloss, and maintain the shape. And the dispersibility of the pigment can be improved.
- the present onset Ming oil is, skin irritation, can also be used with confidence for any such products because there is no problem in safety and the like, it is possible to obtain a reliable commodity.
Abstract
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
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JP2003556029A JPWO2003055451A1 (ja) | 2001-12-27 | 2002-12-26 | エステル化合物を含有する油剤並びに該油剤を含有する皮膚外用剤及び化粧料 |
AU2002367142A AU2002367142A1 (en) | 2001-12-27 | 2002-12-26 | Ester-containing oils and external preparations for skin and cosmetics containing the oils |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2001-398293 | 2001-12-27 | ||
JP2001398293 | 2001-12-27 |
Publications (1)
Publication Number | Publication Date |
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WO2003055451A1 true WO2003055451A1 (fr) | 2003-07-10 |
Family
ID=19189330
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2002/013664 WO2003055451A1 (fr) | 2001-12-27 | 2002-12-26 | Huiles contenant des esters, preparations a usage externe pour la peau et produits cosmetiques contenant ces huiles |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPWO2003055451A1 (fr) |
AU (1) | AU2002367142A1 (fr) |
TW (1) | TW200301708A (fr) |
WO (1) | WO2003055451A1 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006052155A (ja) * | 2004-08-10 | 2006-02-23 | Kose Corp | 油性固形化粧料 |
JP2006069933A (ja) * | 2004-08-31 | 2006-03-16 | Kose Corp | 油性固形化粧料 |
JP2006069934A (ja) * | 2004-08-31 | 2006-03-16 | Kose Corp | 化粧料 |
JP2007269761A (ja) * | 2006-03-31 | 2007-10-18 | Kose Corp | 油性化粧料 |
US7550623B2 (en) | 2004-06-30 | 2009-06-23 | The Nisshin Oillio Group, Ltd. | Liquid ester compositions and cosmetic compositions containing the same |
Citations (7)
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EP0028456A1 (fr) * | 1979-10-31 | 1981-05-13 | Kao Corporation | Esters d'acides gras ramifiés du cholestérol et composition cosmétique les contenant |
EP0028457A2 (fr) * | 1979-10-31 | 1981-05-13 | Kao Corporation | Composition cosmétique et émulsifiante |
EP0134954A1 (fr) * | 1983-07-11 | 1985-03-27 | Kao Corporation | Accélérateur de la secrétion du sebum |
JPS6178708A (ja) * | 1984-09-26 | 1986-04-22 | Taiyo Kagaku Kk | 化粧料 |
EP0319126A2 (fr) * | 1987-10-14 | 1989-06-07 | Kao Corporation | Procédé de préparation d'un ester polyol d'acide gras et mélange glycéride obtenu |
JPH02207018A (ja) * | 1989-02-07 | 1990-08-16 | Kao Corp | 皮膚外用剤 |
EP0522506A2 (fr) * | 1991-07-09 | 1993-01-13 | Kao Corporation | Composé ester et préparation cosmétique le contenant |
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2002
- 2002-12-26 WO PCT/JP2002/013664 patent/WO2003055451A1/fr active Application Filing
- 2002-12-26 JP JP2003556029A patent/JPWO2003055451A1/ja active Pending
- 2002-12-26 AU AU2002367142A patent/AU2002367142A1/en not_active Abandoned
- 2002-12-26 TW TW91137528A patent/TW200301708A/zh unknown
Patent Citations (7)
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EP0028456A1 (fr) * | 1979-10-31 | 1981-05-13 | Kao Corporation | Esters d'acides gras ramifiés du cholestérol et composition cosmétique les contenant |
EP0028457A2 (fr) * | 1979-10-31 | 1981-05-13 | Kao Corporation | Composition cosmétique et émulsifiante |
EP0134954A1 (fr) * | 1983-07-11 | 1985-03-27 | Kao Corporation | Accélérateur de la secrétion du sebum |
JPS6178708A (ja) * | 1984-09-26 | 1986-04-22 | Taiyo Kagaku Kk | 化粧料 |
EP0319126A2 (fr) * | 1987-10-14 | 1989-06-07 | Kao Corporation | Procédé de préparation d'un ester polyol d'acide gras et mélange glycéride obtenu |
JPH02207018A (ja) * | 1989-02-07 | 1990-08-16 | Kao Corp | 皮膚外用剤 |
EP0522506A2 (fr) * | 1991-07-09 | 1993-01-13 | Kao Corporation | Composé ester et préparation cosmétique le contenant |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7550623B2 (en) | 2004-06-30 | 2009-06-23 | The Nisshin Oillio Group, Ltd. | Liquid ester compositions and cosmetic compositions containing the same |
JP2006052155A (ja) * | 2004-08-10 | 2006-02-23 | Kose Corp | 油性固形化粧料 |
JP2006069933A (ja) * | 2004-08-31 | 2006-03-16 | Kose Corp | 油性固形化粧料 |
JP2006069934A (ja) * | 2004-08-31 | 2006-03-16 | Kose Corp | 化粧料 |
JP4629389B2 (ja) * | 2004-08-31 | 2011-02-09 | 株式会社コーセー | 化粧料 |
JP2007269761A (ja) * | 2006-03-31 | 2007-10-18 | Kose Corp | 油性化粧料 |
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AU2002367142A1 (en) | 2003-07-15 |
TW200301708A (en) | 2003-07-16 |
JPWO2003055451A1 (ja) | 2005-04-28 |
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