WO2004024798A1 - 新規なオルガノポリシロキサン重合物及びペースト状組成物並びにその組成物を用いた化粧料 - Google Patents
新規なオルガノポリシロキサン重合物及びペースト状組成物並びにその組成物を用いた化粧料 Download PDFInfo
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- C—CHEMISTRY; METALLURGY
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- 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
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/01—Hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
Definitions
- the present invention relates to a hydrophilic organopolysiloxane polymer having a glycerin derivative, and in particular, to a paste composition comprising the organopolysiloxane polymer and a liquid oil, and a cosmetic composition comprising the paste composition and the like.
- a hydrophilic organopolysiloxane polymer having a glycerin derivative and in particular, to a paste composition comprising the organopolysiloxane polymer and a liquid oil, and a cosmetic composition comprising the paste composition and the like.
- a paste composition comprising the organopolysiloxane polymer and a liquid oil
- a cosmetic composition comprising the paste composition and the like.
- Silicone oils have been used as base oils of various compositions in various fields such as cosmetics because of their safety and the like.
- low viscosity silicone oils with a viscosity of 10 Omrnls or less are attracting attention due to their excellent extensibility, freshness, high safety, etc., in applications such as skin care for cosmetics and makeup caps. Have been.
- Japanese Patent No. 26311772 and Japanese Patent Application Laid-Open No. 5-140320 disclose introducing a polyoxyalkylene group into the molecule of the silicone thickener. Has been proposed. Although the composition disclosed herein has excellent emulsifying properties, there are problems that the pH is reduced when the composition is stored for a long period of time, and that the emulsion produces an odor.
- a polymer containing glycerin as a hydrophilic organic group is an organopolysiloxane polymer having a polyoxyalkylene chain.
- an acidic substance is added to the glycerin-containing polymer and a paste-like composition comprising the polymer and the liquid oil, and then heat-treated. After neutralizing with a basic substance, and then removing volatile components, it was found that a composition having good storage stability and no generation of offensive odor was obtained, and the present invention was reached.
- a first object of the present invention is to provide a hydrophilic polysiloxane polymer having an emulsifying function.
- a second object of the present invention is to provide a paste composition which has an emulsifying function, is excellent in storage stability, and does not generate an odor.
- a third object of the present invention is to provide a cosmetic composition which does not generate an unpleasant odor and is excellent in use feeling and long-term storage property. Disclosure of the invention
- the above objects of the present invention are an organopolysiloxane polymer having a glycerin derivative, wherein the organopolysiloxane polymer is capable of swelling and containing a liquid oil having the same weight or more as its own weight,
- a paste-like composition using the polymer and a cosmetic containing them.
- the same amount of water can be added to the composition and the amount of propionaldehyde generated when heated at 60 ° C. for 24 hours can be reduced to 100 ppm or less. is there.
- the cosmetic containing the present paste composition is excellent in stability over time and can provide a refreshing feeling unique to silicone and a moist feeling on the back skin.
- the paste composition of the present invention includes those obtained by simply mixing an organopolysiloxane polymer and a liquid oil, and those obtained by mixing and kneading an organopolysiloxane polymer with a liquid oil.
- the hydrophilic organopolysiloxane polymer of the present invention comprises an organohydrogenpolysiloxane represented by the following general formulas (a1) and Z or the following general formula (a2): A glycerin derivative having an alkenyl group represented by the general formula (b2); an organopolysiloxane having an alkenyl group represented by the general formula (b2); and a hydrocarbon having an alkenyl group represented by the following general formula (b3).
- the component (a1) is an average composition formula represented by i O (4 _ a _ b _ c) / 2.
- R 1 is a substituted or unsubstituted monovalent hydrocarbon group having 1 to 30 carbon atoms and having no alkenyl group.
- alkyl group an alkyl group, an aryl group, an aralkyl group or a halogenated hydrocarbon group
- specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, Alkyl groups such as octyl group, norl group, decyl group, stearyl group and benzyl group; saturated alicyclic hydrocarbon groups such as cyclopentyl group and cyclohexyl group; aryl groups such as phenyl group and tolyl group Groups; aralkyl groups such as phenethyl group; and fluorine-substituted alkyl groups such as trifluoropropyl group, nonafluorohexyl group, and heptadecylfluorodecyl group.
- R 2 is a monovalent group having a glycerin derivative G, and preferably represents a glycerin derivative represented by the general formula —C x H 2X G.
- C X H 2X is a divalent hydrocarbon group of X is 2-20.
- Specific examples of C X H 2X groups include
- R 2 include include the following glycerol ethers.
- C x H 2x groups as it is preferable to present at the end of the organic groups of the glycerin derivative represented by the following formula, CxH2 X groups may be bonded to the hydroxyl group of the internal glycerol chain.
- s, t, u and v are integers of 1 to 20, preferably 0.
- part of the hydroxyl group is an alkoxy group or It may be substituted with a ter group.
- the glycerin derivative can be used to synthesize a glycerin derivative having 1 mol of an aryl group by, for example, reacting glycerin with arylglycidyl ether.
- the polyglycerin derivative is obtained by using glycerin monoallyl ether as a starting material. It can be obtained by reacting several moles of glycidol. It is possible to introduce R 2 by subjecting this arylated polyglycerin to an addition reaction according to a standard method.
- the component (a 1) has the general formula It is represented by i ⁇ ( 4c) / 2 .
- a is from 1.0 to 2.3, preferably from 1.2 to 2.1
- b is from 0.001 to 1.0, preferably from 0.005 to 0.00
- c is 0.001 to: 1.0, but preferably 0.005 to 0.5. If a is less than 1.0, the degree of cross-linking becomes too high, so that it cannot contain liquid oil of the same weight or more as its own weight. becomes difficult.
- a + b + c is 1.5 to 2.6, but preferably 1.8 to 2.2.
- the organopolysiloxane may be linear in view of smooth proceeding of the polymerization reaction, or primarily is preferably a straight chain, a structural unit of that R ⁇ S i 0 3/2 and S i 0 2, etc. It may be any of linear, branched and cyclic containing some branching units.
- component (a1) examples include compounds represented by the following formula.
- R 1 and R 2 represent the groups described above
- Q is an oxygen atom or a divalent hydrocarbon group having 2 to 20 carbon atoms
- the component (a 2) is represented by the general formula RH e S i 0 ( 4 + e) / 2 .
- d is from 1.0 to 2.3, preferably from 1.2 to 2.1, and e is from 0.001 to: L.0, but preferably from 0.005 to 0.5. is there. If the d-force S is less than 1.0, the degree of cross-linking becomes too high to contain liquid oil of the same weight or more as its own weight, and if it is more than 2.3, the degree of cross-linking becomes too low. It becomes difficult to form. If e is less than 0.001, the degree of crosslinking is too low, and it is difficult to form a three-dimensional crosslinked structure.
- This organopolysiloxane has a view to promote the polymerization reaction smoothly. From the point of view, it is preferably linear or mainly linear, but its structural unit is R Rs II
- component (a2) examples include compounds represented by the following formula.
- R 1 represents a group described above
- ⁇ , 1, n, w, ⁇ ′, g, and i are the same as in the case of the (a l) component, and are 3 ⁇ g + i ⁇ 8.
- the component (b1) is a glycerin derivative having an alkenyl group represented by the general formula R 3 fG .
- R 3 is an alkyl group having 2 to 20 carbon atoms and is an aliphatic unsaturated hydrocarbon or an alicyclic unsaturated hydrocarbon.
- R 3 is preferably a hydrocarbon group having an alkenyl group represented by the general formula C Y H 2Y —i—, and Y is an integer of 2 to 20.
- G is glycerin or polyglycerin, and the alkenyl group (R 3 ) in the glycerin derivative is preferably at the terminal of the derivative.
- F is an integer of 2 to 10, preferably 2 or 3.
- Such a component (b1) is synthesized by an etherification reaction between a hydroxyl group of glycerin or polyglycerin and an alkenyl alcohol or alkenyldaricidyl ether.
- Examples of (b1) include glycerin ethers represented by the following formula, and a mixture thereof may be used.
- the R 3 group is preferably present at the terminal of the glycerin derivative, the R 3 group may be bonded to a hydroxyl group in the glycerin chain as in the glycerin derivative shown in the following formula.
- s, t, u, and v are each an integer of 1 to 20.
- the (b 2) component is represented by the general formula 3 i 0 (4 — q) / 2 .
- R 3 is the component (b 1)
- the alkenyl group described in. p is from 1.0 to 2.3, preferably from 1.2 to 2.1, and q is from 0.001 to 1.0, preferably from 0.005 to 0.5 . If p is less than 1.0, the degree of cross-linking becomes too high to contain liquid oil of the same weight or more as its own weight, and if it is more than 2.3, the degree of cross-linking becomes too low, forming a three-dimensional cross-linked structure. Becomes difficult. If q is less than 0.001, the degree of crosslinking is too low, and it is difficult to form a three-dimensional crosslinked structure.
- the organopolysiloxane may be linear in view of smooth proceeding of the polymerization reaction, it is preferred young properly is predominantly straight-chain and has like i O 3/2 and S i 0 2 as a constituent unit, It may be any of linear, branched and cyclic containing partially branched units.
- component (b2) examples include compounds represented by the following formula.
- R 1 and R 3 represent the groups described above.
- the component (b 3) is represented by the general formula R 3 (CH 2 ) 3 .
- R 3 is the alkyl group described for the component (b1).
- r is an integer from 0 to 20.
- Examples of the component (b3) include, but are not limited to, butadiene, pentadiene, hexadiene, hexadiene, and the like.
- the organopolysiloxane polymer of the present invention comprises a combination of (al) and one or more of (bl) to (b3), (al + a2) and (bl) to (b3) A combination of at least one of them, a combination of (a2) and (bl), a combination of (a2) and (b1) and (b2), or (a2) and (bl) And (b 2) and (b 3).
- Preferred combinations are as follows.
- the thus obtained organopolysiloxane polymer of the present invention can obtain a paste composition by kneading with a liquid oil agent.
- a platinum compound for example, chloroplatinic acid, alcohol-modified chloroplatinic acid, chloroplatinic acid-butylsiloxane complex, etc.
- a rhodium compound is used at room temperature or under heating.
- the reaction can be carried out below (about 50 to 120 ° C).
- the reaction may be carried out without a solvent or, if necessary, an organic solvent may be used.
- organic solvents include, for example, aliphatic alcohols such as methanol, ethanol, 2-propanol and butanol; aromatic hydrocarbons such as benzene, toluene and xylene; n-pentane, n-hexane, cyclohexane and the like. Aliphatic or alicyclic hydrocarbons; halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride; and ketone solvents such as acetone and methyl ethyl ketone.
- an organopolysiloxane polymerization is performed. It can be obtained by synthesizing only the product, purifying, then mixing and kneading the liquid oil agent. Further, the polymer can be obtained by purifying the polymer containing the organic solvent used in the reaction, removing the solvent and volatile components such as odor components, and then mixing and kneading the liquid oil agent. Can be. Further, after the organopolysiloxane polymer is mixed with a liquid oil agent, a purification treatment can be performed.
- the purification treatment is performed as needed. For example, it is also possible to carry out with only water without adding an acidic substance. However, in order to keep the reaction constant, it is preferable to add an acidic substance selected from organic acids or inorganic acids and salts thereof.
- the amount of the acidic substance added at this time is 0.01 to 10 parts by weight, preferably 0.2 to 5 parts by weight, based on 100 parts by weight of the organopolysiloxane polymer. If the amount is less than 0.01 part by weight, the deodorizing effect is low, and if the amount is more than 10 parts by weight, a neutralized salt is precipitated in the composition after the treatment, which is not preferable.
- these organic acids may be added as they are, they are preferably added as a 1 to 50% by weight aqueous solution.
- an organic acid aqueous solution is added to a polymer that does not contain a liquid oil agent, contact efficiency with the treatment liquid is low, so that it is difficult to increase the degree of purification and neutralization reaction.
- the pH of the aqueous solution of the acidic substance is adjusted to 2 to 5, but if the pH is too low, undesired reactions such as siloxane chain cleavage may occur, so the preferable pH is 3 to 5. .
- the treatment conditions after the addition of the acidic substance do not need to be heated, but it is preferable that the heating is performed at 20 to 150 ° C, particularly 50 to 100 ° C.
- the basic neutralizer may be added as it is, but is preferably added as a 1 to 50% by weight aqueous solution.
- the addition amount is such that the functional group equivalent between the acidic substance and the basic neutralizing agent is 1 Z 0.1 to 0.1 lZl, preferably 1 / 0.3 to 0.3 / 1,
- the pH after the neutralization is adjusted to be 5 to 8.
- the treatment conditions after the addition of the basic neutralizing agent are 20 to 150 ° C, preferably 20 to 80 ° C.
- the acidic substance examples include citric acid, lactic acid, tartaric acid, malic acid, glutamic acid, acetic acid, glycine, potassium dihydrogen phosphate, and succinic acid.
- Citric acid, lactic acid, and glutamic acid are preferred.
- the basic neutralizing agent examples include sodium carbonate, sodium hydrogen carbonate, sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium acetate, and the like. Particularly, sodium carbonate, sodium hydrogen carbonate, Sodium hydroxide is preferred.
- the acidic substance and the basic neutralizing agent are selected from a combination in which a salt generated by neutralization has a buffering effect of pH, thereby reducing odor. In addition to the conversion, it is possible to obtain a pH stabilizing effect of the composition.
- the organopolysiloxane polymer of the present invention is characterized in that it can swell with a liquid oil agent having the same weight or more as its own weight.
- the confirmation is performed as follows. Mix the same weight of the organopolysiloxane polymer and the liquid oil, and allow to stand at room temperature. Place the sample after standing on a 100-mesh net and confirm that no separation of the liquid oil is observed even after leaving it for 5 minutes.
- the kneading of the organopolysiloxane polymer and the liquid oil agent may be performed by a usual stirrer, but it is preferable to knead under a shearing force. It has a three-dimensional bridge structure in which the organopolysiloxane polymer does not dissolve in the solvent, and by giving sufficient dispersibility to the organopolysiloxane polymer and the liquid oil agent, a smooth paste-like appearance is obtained. This is because a composition is obtained.
- the kneading treatment can be performed by, for example, a three-roll mill, a two-roll mill, a side grinder, a colloid mill, a Gaulin homogenizer, a disperser or the like, but a three-roll or disper method is preferable.
- liquid oil agent used in the present invention any liquid agent that exhibits fluidity at 25 ° C can be suitably used.
- a liquid oil having a kinematic viscosity at 25 ° C. of 1 to 1000 mm 2 / sec is preferably used.
- examples of such a liquid oil include silicone oil, hydrocarbon oil, ester oil, natural animal and vegetable oil, semi-synthetic oil, and the like.
- silicone oil examples include those represented by the following general formula. (CH 3 ) x , (CH 3 3) no y '
- R 4 represents a hydrogen atom, a hydroxyl group or a monovalent unsubstituted or fluorine-substituted alkyl group having 2 to 20 carbon atoms, an aryl group, an amino-substituted alkyl group, an alkoxy group and a general formula (CH 3 ) a Si O [(CH 3 ) 2 S i O] s ' S i (CH 3 ) 2 CH 2 CH 2 — or a group represented by C 4 H 9 (CH 3 ) 2 S i O [(CH 3 ) 2 S i O] s , S i (CH 3 ) 2 CH 2 CH 2 — is a group selected from the groups shown below.
- p ' is an integer of 0 to 1 000
- q' is 0 to: an integer of L 000
- p '+ q' force S an integer of 1 to 2000
- x 'and y' are 0, 1, 2 or 3
- r' is an integer from 1 to 4
- s' is an integer from 0 to 500.
- R 4 groups propyl group, heptyl group, a hexyl group, Okuchiru group, decyl group, dodecyl group, tetradecyl group, to Kisadeshiru group, Okutadeshiru group, trifluoropropyl group, a cyclohexyl group Nonafuroro, 1' Norefluorodecinole group, phenyl group, aminopropyl group, dimethylaminopropyl group, aminoethylaminopropyl group, stearoxy group, butoxy group, ethoxy group, propoxy group, styroxy group, myristyloxy group, styryl group, ⁇ -methylstyryl group, etc.
- silicone oils include dimethylpolysiloxane, methylphenol polysiloxane, methyl ⁇ / hydrodienepolysiloxane, dimethylpolysiloxane.
- cyclic siloxane such as tetramethyltetrahydrogencyclotetrasiloxane (H 4), tetramethyltetraphenylcyclotetrasiloxane, tristrimethylsiloxyxylene (M 3 T), tetrakistrimethylsiloxysilane ( ⁇ 4 Q), branched
- Hydrocarbon oils include both chain and cyclic hydrocarbon oils. However, those which are solid at room temperature, such as ceresin or deserin, are not preferred in terms of usability. Specific examples include ⁇ -olefin oligomer, light isoparaffin, light liquid isoparaffin, squalane, synthetic squalane, vegetable squalane, squalene, liquid paraffin, liquid isoparaffin, and the like.
- ester oils include diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptyl decyl adipate, monoisostearate ⁇ ⁇ -alkyl glycol, isocetyl isostearate, trimethylo triisostearate, monolepropane, and di-2-ethynole.
- ester oils those in the category of glyceride oils include acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptyl pentadecanoate, Glyceryl trimyristate, diglyceryl myristate isostearate and the like can be mentioned. acetoglyceryl, glyceryl triisooctanoate, glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate, glyceryl di-2-heptyl pentadecanoate, Glyceryl trimyristate, diglyceryl myristate isostearate and the like can be mentioned. '
- Higher fatty acids include pendecylenic acid, oleic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, lactic acid, and the like.
- Examples thereof include alcohol, isostearyl alcohol, hexyldecanol, octynoledodecanol, cetostearyl alcohol, 2-decylte toradesinol, and monooleinole glyceryl ether (seralkyl alcohol).
- natural animal and vegetable oils and semi-synthetic oils include apogad oil, almond oil, olive oil, liver oil, beef tallow, kyonin oil, wheat germ oil, sesame oil, rice germ oil, rice oil, southern oil, safflower Oil, cinnamon oil, squalane, squalene, turtle oil, soybean oil, teaseed oil, camellia oil, evening primrose oil, corn oil, rapeseed oil, Japanese kiri oil, germ oil, persic oil, castor oil, castor oil methyl ester, Castor oil, grape oil, jojoba oil, macadamia nut oil, mink oil, medhome oil, cottonseed oil, tricoconut oil fatty acid dalyceride, peanut oil, liquid lanolin, lanolin acetate alcohol, lanolin fatty acid polyethylene glycol, egg yolk oil, etc.
- the mixing ratio between the organopolysiloxane polymer having a glycerin derivative as a hydrophilic group and the liquid oil agent is preferably 1/20 to 20: 1 (weight ratio, based on the liquid oil agent), and especially 1/20. It is preferably from 10 to lZl.
- the present invention is a cosmetic comprising any one of the above-mentioned polymers or paste-like composition as the component (A), and the cosmetic comprises a paste (B) as a component.
- Oil agent different from the oil agent blended in the liquid composition water as the component (C), a compound having an alcoholic hydroxyl group in the molecular structure as the component (D), and water-soluble or water-swelling as the component (E)
- a composition comprising a hydrophilic polymer, a powder and / or a colorant as the component (F), a surfactant as the component (G), and a crosslinked organosilicone polymer having no hydrophilicity as the component (H) and a liquid oil.
- the oil agent as the component (B) to be added to the cosmetic of the present invention may be any of solid, semi-solid, and liquid oils used in ordinary cosmetics.
- the liquid oil the same liquid oil agent used in the paste composition, or another liquid oil agent and a mixture thereof can be used, and specific examples are as described above.
- oils include, for example, natural animal and vegetable fats and oils and semi-synthetic fats, such as ama oil, ibota wax, eno oil, cocoa butter, kapok wax, cocoa oil, carnauba ⁇ , candelilla wax, tallow, beef bone Fat, hardened beef tallow, whale wax, hardened oil, sugarcane wax, shave butter, cinnamon oil, jojoba wax, shellac wax, lard, nucaro ⁇ ⁇ , horse fat, palm oil, palm kernel oil, hardened castor oil, beberry wax, beeswax, cotton Wax, mokurou, moku kernel oil, montan wax, coconut oil, hydrogenated coconut oil, sheep fat, lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid isopropyl, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE hydrogenated lanolin alcohol ether, etc. Are listed.
- hydrocarbon oils examples include ozokerite, ceresin, paraffin, paraffin pettus, polyethylene wax, polyethylene / polypropylene wax, pristane, polyisobutylene, microcrystalline wax, and petrolatum; and higher fatty acids such as lauric acid and myristin. Acids, palmitic acid, stearic acid, behenic acid, isostearic acid, and 12-hydroxyxtearic acid.
- Higher alcohols include lauryl alcohol, myristyl alcohol, pal mycinole alcohol, stearyl alcohol, behino alcohol, hexadecinole alcohol, saiylrail alcohol, isosteararyl alcohol, hexinoredodeca Nol, octyldodecanol, setosteryl alcohol, 21-decyltetradecinole, cholesterol, phytosterole, POE cholesterol-norreate, monostearyl glycerin ether (bacyl alcohol), monooleyl glyceryl ether (ceracyl alcohol) be able to.
- trimethylsiloxycyanic acid a cyclic siloxane solution of trimethylsiloxycyanic acid, and the like.
- fluorinated oil examples include perfluoropolyether, perfluorodecalin, perfluorooctane and the like.
- the amount of the component (B) is preferably in the range of 1 to 95% by weight of the total cosmetic.
- water is blended as a component (C) according to the purpose, and the blending amount is preferably in the range of 1 to 95% by weight of the whole cosmetic.
- the compound having an alcoholic hydroxyl group in the molecular structure to be added to the cosmetic of the present invention as a component (D) includes lower alcohols such as ethanol and isopropanol, and sugar alcohols such as sorbitol and maltose.
- lower alcohols such as ethanol and isopropanol
- sugar alcohols such as sorbitol and maltose.
- polyhydric alcohols such as cholesterol, sitosterone, phytosterole, lanostero, etc., butylene glycolone, propylene glycol, dibutylene glycolone, pentyl alcohol, etc.
- water-soluble monohydric alcohols and water-soluble polyhydric alcohols are often used.
- the compounding amount is preferably in the range of 0.1 to 98% by weight of the whole cosmetic.
- the water-soluble or water-swellable polymer to be added as the component (E) to the cosmetic of the present invention includes, for example, gum arabic, tragacanth, galactan, carob gum, guar gum, karaya gum, carrageenan, pectin, Plant-based polymers such as agar, quince seed (malmaceae), starch (rice, corn, potato, wheat), algecoloid, trant gum, locust bean gum, xanthan gum, dextran, succinoglucan, pullulan, etc.
- Microbial macromolecules animal macromolecules such as collagen, casein, albumin, and gelatin; starch-based macromolecules such as carboxymethyl starch and methylhydroxypropyl starch; methinoresenorelose, ethylsenorelose, methinoleproxypro Noresenorerosu, force Roh Revo Kishime Chino receptacle Norre loin, hydroxycarboxylic methylate Norre cellulose, human Dorokishipu opening Pinore Cellulose, ditrocenorellose, sodium cellulose sulfate, sodium canoleboximetinole cellulose, crystalline cellulose, cellulosic polymer of cellulose powder, anoreginic acid polymer such as sodium alginate, propylene glycol alginate, polybutylmethyl Vininole polymers such as ether and carboxyvinyl polymer, polyoxyethylene polymers, polyoxyethylene polyoxypropylene copolymer polymers, sodium polyacrylate, polyethy
- the powder to be added to the cosmetic of the present invention as the component F) may be any of the powders (spheres, needles, plates, etc.) and granules that are used in ordinary cosmetics. Regardless of the particle diameter (fog, fine particles, pigment grade, etc.) and particle structure (porous, non-porous, etc.), any material can be used. Examples include inorganic powders, organic powders, surfactant metal salt powders, colored pigments, pearl pigments, metal powder pigments, and natural pigments.
- the inorganic powder include titanium oxide, zirconium oxide, zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, myriki, kaolin, and sericite.
- Muscovite synthetic mica, phlogopite, phlogopite, biotite, lithia mica, caicic acid, silicate, aluminum silicate, magnesium silicate, aluminum silicate magnesium, calcium silicate, barium silicate, silicate Strontium acid, metal tandastinate, hydroxyapatite, vermiculite, hygilite, bentonite, montmorillonite, hectolite, zeolite, ceramic powder, dibasic calcium phosphate, alumina, aluminum hydroxide, Boron, nitride Bo Ron and silica.
- Organic powders are roughly classified into synthetic products and natural products.
- Syntyrene / acrylic acid copolymer Dibutylbenzene 'styrene copolymer, vinyl resin, urea resin, phenol resin, fluororesin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin
- Examples include natural products such as fiber powder, cellulose, silk powder, starch powder, and lauroyl lysine.
- Examples of synthetic products include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene powder, polyurethane, benzoguanamine powder, polymethylbenzoguanamine powder, tetrafluoroethylene powder, and polymethino resin.
- Tatalylate powder nylon powder, 12 nylon, 6 nylon, fine powder of crosslinked spherical dimethylpolysiloxane having a crosslinked structure of dimethylpolysiloxane described in JP-A-3-93384, 3-4 7 8 48
- Crosslinked spherical polymethylsilsesquioxane fine powder described in JP-A No. 7-199648 and cross-linked spherical polymethylsilsesquioxane described in JP-A Nos. 7-196681 and 9-20631
- Fine powder of spherical polysiloxane rubber surface coated with polymethylsilsesquioxane particles Fine powder of spherical polysiloxane rubber surface coated with polymethylsilsesquioxane particles. And the like.
- surfactant metal salt powders include zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, and calcium cetyl phosphate. And sodium cetyl phosphate.
- Colorants added as component (F) include pigments and dyes.
- colored pigments include inorganic red pigments such as iron oxide, iron hydroxide, and iron titanate; inorganic brown pigments such as ⁇ -iron oxide; inorganic yellow pigments such as yellow iron oxide and loess; and black.
- Inorganic black pigments such as iron oxide and carbon black; inorganic purple pigments such as manganese violet and cobalt violet; inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate; and inorganics such as navy blue and ultramarine blue Blue pigments, tar-based pigments raked, natural pigments raked, synthetic resin powders obtained by combining these powders, and the like are included.
- pearl pigments include titanium oxide-coated mica, titanium oxide-coated mica, bismuth oxychloride, titanium oxide-coated bismuth oxychloride, titanium oxide-coated talc, fish scale foil, titanium oxide-coated colored mica, etc .; Is aluminum 3 011613
- Red No. 3 Red No. 104, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 220 , Red 226, Red 227, Red 228, Red 230, Red 401, Red 505, Yellow 4, Yellow 5, Yellow 202 No., Yellow 203, Yellow 204, Yellow 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 4, Green No. 3, Green No. 201, Green No. 204, Green No. 205, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207, etc .; Carminic acid as natural pigment , Raccaic acid, calsamine, brazilin, crocin, and the like.
- a crosslinked spherical dimethylpolysiloxane fine powder having a structure in which at least a part is crosslinked with dimethylpolysiloxane a crosslinked spherical polymethylsilsesquioxane Fine powders and fine powders in which the surface of a crosslinked spherical polysiloxane rubber is coated with polymethylsilsesquioxane particles are preferable, and powders having a fluorine group and / or a coloring agent are also often used.
- these powders may be compounded powders, treated with general oils, silicone oils, fluorine compounds, surfactants or the like, or may be reactive organo-organic powders, as long as the effects of the present invention are not impaired.
- Hydrogen polysiloxane, organopolysiloxane having a hydrolyzable alkoxy silane group, acryl silicone copolymer having a hydrolyzable silyl group, etc. can also be used, and if necessary, one kind or two or more kinds may be used. Can be used.
- the amount of these powders is preferably in the range of 0.1 to 99% by weight of the whole cosmetic.
- the amount of the powdered solid cosmetic is preferably in the range of 80 to 99% by weight of the total cosmetic.
- Surfactants added as a component (G) to the cosmetic of the present invention according to the purpose include aionic, cationic, nonionic and amphoteric surfactants. There is no particular limitation, and any one can be used as long as it is used for ordinary cosmetics.
- anionic surfactant examples include fatty acid soaps such as sodium stearate and triethanolamine palmitate; Monocarboxylic acid and its salt, condensate salt of amino acid and fatty acid, alkane sulfonate, alkene sulfonate, sulfonate of fatty acid ester, sulfonate of fatty acid amide, sulfonate of formalin condensation type, alkyl sulfate Ester salts, secondary higher alcohol sulfates, alkyl and aryl ether sulfates, fatty acid ester sulfates, fatty acid alkylolamide sulfates, sulfates such as funnel oil, alkyl phosphates, etc.
- fatty acid soaps such as sodium stearate and triethanolamine palmitate
- Monocarboxylic acid and its salt condensate salt of amino acid and fatty acid, alkane sulfonate, alkene sulfonate,
- Ether phosphates anolykyl aryl ether phosphates, amide phosphates, N-acyl amino acid-based activators, etc .
- cationic surfactants include alkylamine salts, polyamines, and diamino alcohol fatty acid derivatives. Amine salts, alkyl quaternary ammonium salts, aromatic Group quaternary ammonium salts, pyridium salts, imidazolym salts and the like.
- nonionic surfactant examples include sorbitan fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, polyethylene glycol fatty acid ester, sucrose fatty acid ester, polyoxyethylene alkynoleatel, and polio.
- polyoxyalkylene'alkyl co-modified organopolysiloxane see JP-A-61-90732 and JP-A-9-59386
- JP-A-2001-055307 Of silicone-branched polyoxyalkylene-modified organopolysiloxane and silicone-branched polyoxyalkylene-alkyl co-modified organopolysiloxane, polyglycerin-modified organopolysiloxane (Japanese Patent Publication No. 62-34039, Japanese Patent No. 2613) No. 124, Patent No.
- JP-A-2002-179798 polyglycerin ' Alkyl Modified organopolysiloxane, silicone-branched polyglycerin-modified organopolysiloxane and silicone-branched polyglycerin described in JP-A-2002-179978 Examples thereof include phenol amide, sugar ether and sugar amide.
- amphoteric surfactant examples include betaine, aminocarboxylate, imidazoline derivative, amidoamine type and the like.
- a surfactant that is a linear or branched organopolysiloxane having a polyglycerin chain in the molecule or an alkyl co-modified organopolysiloxane a surfactant having an HLB of 2 to 8 Agents are preferred.
- the compounding amount is preferably from 0.1 to 20% by weight of the whole cosmetic, and particularly preferably from 0.2 to 10% by weight.
- the crosslinkable organopolysiloxane polymer having no hydrophilicity in the composition comprising the crosslinkable organopolysiloxane polymer having no hydrophilic property and the liquid oil agent, which is appropriately used as the component (H) in the cosmetic composition of the present invention, has the following properties: . to 6 5 mm 2 / s (2 5 ° C) ⁇ 1 0 0.
- swells include the weight or more low viscosity silica cone polymerization
- liquid oils such as liquid paraffin, squalane, hydrocarbon oils such as isododecane, etc., glyceride oils such as trioctanoin, and ester oils, including liquid oils of their own weight or more.
- the crosslinked organopolysiloxane is obtained by reacting an alkylhydridoenepolysiloxane with a crosslinking agent having a reactive butyl unsaturated group at the molecular chain end.
- alkylhydrogenpolysiloxane examples include a methylhydrodienepolysiloxane having a linear or partially branched unit, a methylhydroxyenepolysiloxane having an alkyl chain having 6 to 20 carbon atoms, and a polyoxyethylene chain grafted. And methylhydrogenpolysiloxane.
- two or more hydrogen atoms bonded to a silicon atom are required in a molecule.
- Crosslinking agents include methylvinylpolysiloxane, ⁇ - alkenylgen, glycerin triallyl ether, polyoxyalkylated glycerin triallyl ether, trimethylolpropane triallyl ether, and polyoxyalkylenedi / trimethylolpropane.
- Two or more molecules in a molecule, such as Those having a nil reactive site are exemplified.
- the crosslinked organopolysiloxane contains at least one selected from the group consisting of a polyoxyalkylene moiety, a polyglycerin moiety, an alkyl moiety, an alkenyl moiety, an aryl moiety, and a fluoroalkyl moiety in a crosslinked molecule.
- a polyoxyalkylene moiety a polyglycerin moiety
- an alkyl moiety an alkenyl moiety
- an aryl moiety a fluoroalkyl moiety in a crosslinked molecule.
- Specific examples include JP-A-Hei 2-43263, JP-A-Heisei 2-214775, Patent 2631772, JP-A-9-1368368 (KSG 30), and JP-A 2001-1 No. 342 255, International Publication WO 03Z20828 (KSG 210), and International Publication WO 03/24413 (KSG40) are preferred.
- the compounding amount is preferably from 0.1 to 50% by weight, more preferably from 1 to 30% by weight, based on the total amount of the cosmetic.
- Specific examples thereof include a silicone composition described in Japanese Patent Publication No. 6-55897 and Japanese Patent No. 1925781, or a silicone polymer and a silicone oil described in the same patent. And a composition comprising an oil agent.
- the silicone resin to be added as the component (I) to the cosmetic of the present invention is a silicone resin which is gum-like or solid at room temperature and can be dissolved in decamethylcyclopentasiloxane.
- the gum-like silicone resin is represented by the general formula (CH 3 ) 3 S i O ⁇ (CH 3 ) 2 S i O ⁇ t , ⁇ (CH 3 ) R 5 S i O ⁇ u , S i (CH 3 ) 3
- R 5 is a methyl group, an alkyl group having 6 to 20 carbon atoms, an amino group-containing alkyl group having 3 to 15 carbon atoms, a fluorine-substituted alkyl group, and a quaternary ammonium base. It is preferably selected from alkyl groups, wherein t 'is 1001 to 20000, u' is 1 to 5000, and t '+ u' is 2500 to 25000.
- the solid silicone resin consists of any combination of trialkylsiloxy units (M units), dialkylsiloxy units (D units), monoalkylsiloxy units (T units), and tetrafunctional siloxy units (Q units). It is preferably a silicone network compound that is an MQ resin, an MDQ resin, an MTQ resin, an MDTQ resin, a TD resin, a TQ resin, or a TDQ resin. Particularly preferably, it is selected from the group consisting of a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety and a fluoroalkyl moiety. Is a silicone network compound containing at least one compound in a molecule. (Refer to Japanese Patent Application Laid-Open No. 2000-23034, Patent No. 3188872)
- the silicone resin to be added as the component (I) is preferably an acrylyl / silicone graft or block copolymer acryl silicone resin described in Japanese Patent No. 2,704,730. It is preferable to use an odorless acrylic Z silicone graft or block copolymer acryl silicone resin described in JP-A-2004-34849.
- an acryl silicone resin containing in the molecule at least one selected from an auronic moiety such as a pyrrolidone moiety, a long-chain alkyl moiety, a polyoxyalkylene moiety, a fluoroalkyl moiety, and a carboxylic acid is used. You can also.
- Such an acrylic silicone resin is preferably semi-solid to solid at room temperature.
- Silicone resins such as gum-like silicone resin, acrylic silicone resin, and silicone network compound may be dissolved in low-viscosity silicone oil, volatile silicone oil, and other solvents.
- the amount of the resin is preferably 0.1 to 20% by weight, more preferably 1 to 10% by weight, based on the total amount of the cosmetic.
- the cosmetic of the present invention includes components used in ordinary cosmetics, oil-soluble gelling agents, organically modified clay minerals, resins, antiperspirants, and ultraviolet absorbers as long as the effects of the present invention are not impaired. , 'UV absorption and scattering agents, moisturizers, preservatives, antibacterial agents, fragrances, salts, antioxidants, pH regulators, chelating agents, fresheners, anti-inflammatory agents, skin care ingredients (whitening agents, cell activators, Skin roughness improving agents, blood circulation enhancers, skin astringents, antiseborrheic agents, etc.), vitamins, amino acids, nucleic acids, hormones, inclusion compounds, hair solidifying agents, and the like can be added.
- oil-soluble gelling agent examples include metal soaps such as aluminum stearate, magnesium stearate, and zinc myristate, amino acid derivatives such as N-lauroylu L-glutamic acid, ⁇ , ⁇ -di_ ⁇ -butylamine, and dextrin sulphate.
- Dextrin fatty acid esters such as macrrate, dextrin stearate, and dextrin 2-ethylhexanoate palmitate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; and fructooligosaccharide stearin Acid ester, fructo-oligosaccharide 2-ethylhexanoate Fracto-oligosaccharide fatty acid esters such as steles, benzylidene derivatives of sorbitol such as monobenzylidene sorbitol, dibenzylidene sorbitol, dimethyl penzinoledodecinoleammonium montmorillonite clay, dimethyldioctadelammonium montmorillonite clay, etc. And a gelling agent selected from the organically modified clay minerals.
- antiperspirants examples include aluminum chlorohydrate, aluminum chloride, aluminum sesquichlorohydrate, dinoreconinole hydroxycyclolide, aluminum imidinoleconi hydrochloride, and T-reminidium ginoreconidum glycine complex. Antiperspirants of choice.
- UV absorber examples include benzoic acid-based UV absorbers such as para-aminobenzoic acid, anthranilic acid-based UV absorbers such as methyl anthranilate, salicylic acid-based UV absorbers such as methyl salicylate, and K-skins such as octyl paramethoxy citrate.
- Acid-based UV absorbers benzophenone-based UV absorbers such as 2,4-dihydroxybenzophenone, etc.
- perocanic acid-based UV absorbers such as ethyl decanoate, 4_t-butyl-4'-methoxy And dibenzoylmethane-based ultraviolet absorbers such as dibenzoylmethane.
- the ultraviolet absorption and scattering agent include fine particle titanium oxide, fine particle iron-containing titanium oxide, fine particle zinc oxide, fine particle cerium oxide, and composites thereof. Examples include powders that absorb and scatter ultraviolet light.
- humectants include glycerin, sorbitol, propylene glycol, dipropylene glycol, 1,3-butylene glycol, pentinoglycone, gnorecose, xylitol, maltitol, polyethylene glycol, phorenoic acid, and chondroitin. Sulfuric acid, pyrrolidone carboxylate, polyoxyethylene methyl darcoside, polyoxypropylene methyl darcoside, and the like.
- Antibacterial preservatives include alkyl paraoxybenzoate, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, etc.
- Antibacterial agents include benzoic acid, salicylic acid, phenolic acid, sorbic acid, paraoxylate
- Salts include inorganic salts, organic acid salts, amine salts and amino acid salts.
- inorganic salts examples include sodium, potassium, magnesium, calcium, aluminum, zirconium, and zinc salts of inorganic acids such as hydrochloric acid, sulfuric acid, carbonic acid, and nitric acid.
- Salts of organic acids such as acetic acid, dehydroacetic acid, cunic acid, malic acid, succinic acid, ascorbic acid and stearic acid;
- examples of amine salts and amino acid salts include salts of amines such as triethanolamine; There are salts of amino acids such as glutamate.
- salts of hyaluronic acid, chondroitin sulfate, etc., aluminum zirconium glycine complex, etc., and furthermore, a neutralized salt of an acid used in cosmetics treatment, etc. can also be used.
- Antioxidants tocopherol, butylhydroxyanisole, dibutylhydroxytoluene, phytic acid, etc .
- pH regulators lactic acid, cunic acid, glycolic acid, succinic acid, tartaric acid, dl-malic acid, carbonic acid Potassium, sodium hydrogencarbonate, ammonium hydrogencarbonate, etc., chelating agents such as alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid, etc .
- cooling agents such as L-menthol, camphor
- the anti-inflammatory agent include allantoin, glycyrrhizic acid and its salts, glycyrrhetinic acid and stearyl glycyrrhetinate, tranexamic acid, azulene and the like.
- Components for beautiful skin include whitening agents such as placenta extract, arbutin, daltathione, and saxifrage extract, cell activators such as royal jelly, photosensitizers, cholesterol derivatives, and calf blood extract, skin roughness improving agents, and nonylic acid.
- vitamins examples include vitamin A such as vitamin oil, retinol, retinol acetate, and retinol palmitate; vitamin B2 such as riboflavin, riboflavin butyrate, and flavin adeunnucleotide; pyridoxine hydrochloride; and pyridoxine.
- Vitamin B6 such as dioctanoate and pyridoxine tripalmitate, vitamin B12 and its derivatives, vitamin B15 such as vitamin B15 and its derivatives, L-ascorbic acid, L-ascorbic acid dipalmitate Vitamin Cs such as L-ascorbic acid monosodium sulfate, sodium L-ascorbic acid diester dicalidium; Vitamins D such as enolegocanolecipherol, colecanolecipherol; CK—tocopherolone Vitamin E, Vitamin H, Vitamin P such as 3-tocopherolone, ⁇ -tocopherol, d1- ⁇ -tocopherol acetate, nicotinic acid d1-hitocopherol, succinic acid d1_ ⁇ -tocopherol Nicotinic acids such as nicotinic acid, benzyl nicotinate, nicotinic acid amide, and pantothenic acid Pantothenic acids such as shim
- Amino acids include glycine, valine, leucine, isoleucine, serine, threonine, phenylalanine, arginine, lysine, aspartic acid, glutamate, cystine, cystine, methionine, tryptophan and the like.
- Nucleic acids include hormones such as deoxyribonucleic acid. Examples thereof include estradiol, ethenyl estradiol and the like.
- polymer for fixing hair examples include amphoteric, anionic, cationic, and nonionic polymer compounds, and polybutylpyrrolidone-based high-molecular compounds such as polyvinylpyrrolidone, vinylpyrrolidone, and vinyl acetate copolymer.
- the cosmetics of the present invention include the above-mentioned cosmetic ingredients, such as emulsions, creams, cleansing, packs, oil liquids, massages, serums, detergents, deodorants, hand creams, lip balms, etc.
- Make-up cosmetics such as skin care cosmetics, makeup base, white powder, liquid foundation, oily foundation, lipstick, eyeshadow, mascara, eyeliner, eyebrow, lipstick, etc.
- Hair such as cosmetics, shampoo, rinse, treatment, and setting agent Examples include cosmetics, antiperspirants, UV protection cosmetics such as sunscreen emulsions and sunscreen creams.
- These cosmetics may be in the form of a liquid, an emulsion, a cream, a solid, a simple, a gel, a powder, a press, a multilayer, a mousse, a spray, a stick, etc.
- Various forms can be selected.
- the Me 3 Sio 1/2 group is represented by M
- the Me 2 Sio group is represented by D
- the MeSi03 / 2 is represented by T.
- M notation of units is modified by any substituent methyl group in D and T M R, D R Oyopi 1 ⁇ and.
- % described below means “% by weight”.
- Polyglycerin monoaryl ether (abbreviated as G1) was prepared by condensing 1 mol of glycerin monoaryl ether and 2 mol of glycidol in the presence of an Arri catalyst.
- the obtained G1 was a liquid having a viscosity of 3,000 Omm 2 / s, a hydroxide value of 790 KOHmg / g and an unsaturation degree of 3.27 meqZg.
- G2 Polyglycerin diallyl ether
- an organohide represented by the average composition formula M 2 D 40 D H 2 as a 2 component 200.0 g of rosin polysiloxane, b 23.0 g of polyglycerin diaryl ether (G2) as a component, 148.7 g of dimethyl polysiloxane having a viscosity of 6 mm 2 / s at 25 ° C, 148.7 g of isopropyl alcohol
- An organopolysiloxane polymer was obtained by charging 74.3 g and 0.1 g of a 3 wt% chloroplatinic acid ethanol solution and stirring for 2 hours while maintaining the internal temperature at 70 to 80 ° C.
- an organohydrodiene polysiloxane having a lauryl group introduced therein represented by 18.3 g of polyglycerin diaryl ether (G2) as a bl component, 24.3 g of liquid paraffin, and isopropyl alcohol 48.
- An organopolysiloxane polymer was obtained by charging 5 g and 0.1 g of a 3 wt% chloroplatinic acid ethanol solution and stirring for 2 hours while maintaining the internal temperature at 70 to 80 ° C.
- this organopolysiloxane polymer was kneaded with a three-roll mill, and then diluted twice by adding liquid paraffin to obtain a paste composition containing 30% of a crosslinked product.
- This paste had a mixing consistency of 390 and a refractive index of 1.450.
- this organopolysiloxane polymer was kneaded with a three-roll mill, and then glyceryl trioctanoate was added to dilute it three times to obtain a paste-like composition containing 20% of a crosslinked product.
- This paste had a mixing consistency of 400 and a refractive index of 1.442.
- a dimethylpolysiloxane having a viscosity of 6 mm 2 / s at 25 ° C. is added and diluted by a factor of two, and a paste containing 30% of a crosslinked product is added.
- a composition in the form of a solid was obtained.
- This paste had a mixing consistency of 395 and a refractive index of 1.403.
- organo high Dorojen polysiloxane 200 0 g represented by the average composition formula M 5 T 3 D 53 D 3 H, polyglycerol monoallyl ether (G l) 1 9. 5 g, isopropyl alcohol 66 g 3 weight of chloroplatinic acid. / 0 g of ethanol solvent was 0. 05 g of the inner
- branched polyglycerin-modified silicone containing T units M 5 T 3 D 53 D Gl y D 2 H (G ly represents a polyglycerol monoallyl ether residue) was obtained.
- dimethylpolysiloxane having a viscosity of 6 mm 2 Zs at 25 ° C. was added and diluted twice to contain 30% of a crosslinked product.
- a paste-like composition was obtained. This paste had a mixing consistency of 410 and a refractive index of 1.403.
- Example 1 Dimethylpolysiloxane (6 mm 2 / sec (25 ° C.)) 12.0 Decametinolecyclopentasiloxane 100 Glyceryl trioctanoate 5 0
- Component 15 was uniformly mixed.
- the emulsion obtained as described above was confirmed to be a wzo-type emulsion that had no stickiness, spread lightly, had excellent adhesion, had a good fit, and had a glossy finish. Was done.
- the cream obtained as described above has no oily grit, no stickiness, spreads lightly and is light, yet has excellent adhesion, good fit, and a glossy finish. It was confirmed to be a w / o type cream.
- A Components 1 to 5 were mixed.
- the cream obtained as described above has no oiliness, no stickiness, spreads lightly and refreshes, and has excellent adhesion, good fit and a matte finish. It was confirmed to be a W / O type cream.
- Example 1 1. Paste composition of Example 1 7.0 2. Dimethylpolysiloxane (6 mm 2 / sec (25 ° C)) 1 0.0
- A Components 1 to 3 were mixed.
- the cream obtained as described above has no oiliness, no stickiness, spreads lightly, has fresh and smooth usability, and has excellent adhesion and good fit. It is a W / O type cream that gives a matte finish And was confirmed.
- KS G-44 (trade name) manufactured by Shin-Etsu Chemical Co., Ltd.
- A Components 1 to 6 were mixed.
- the cream obtained as above is oily, non-greasy, spreads lightly and refreshingly, yet has excellent adhesion, good fit, and mats. It was confirmed that it was a WZO-type cream that gave a finished finish. Examples 11 and 12 and Comparative Examples 1 and 2
- A Components 1 to 6 were mixed and heated.
- the emulsion obtained as described above has no oiliness, no stickiness, spreads lightly, has fresh and refreshing usability, and has excellent adhesion and good fit. It was confirmed that it was a wZo-type emulsion with excellent stability that gave a moist feeling.
- Methylcellulose (2% aqueous solution) (Note 2) 7.0
- the cream obtained as described above has a fine texture, spreads lightly, has no stickiness or oiliness, is fresh as a moisturizer, gives a refreshing feel and has a very long lasting makeup. It was confirmed that the o / w-type cream had good stability and was excellent in stability without change with temperature or aging.
- fragrance 1 Purified water 39.9 (Note 1) Shin-Etsu Chemical Co., Ltd .: KSG—16 (trade name)
- the cream obtained as described above has a fine texture, spreads lightly, has no stickiness or oiliness, is fresh as a moisturizer, gives a refreshing feel and has a very long lasting makeup. Good, stable with no change due to temperature or aging! O / W type cream was confirmed.
- dimethylpolysiloxane (6 mm 2 / sec (25 ° C)) 1 8. 0 5.
- Polyether-modified silicone (Note 2) 0.7
- the cream obtained as described above has a fine texture, spreads lightly, has no stickiness or oiliness, is fresh as a moisturizer, gives a refreshing feel and has a very long lasting makeup. It was confirmed that the ozw-type cream had good stability and excellent stability with no change with temperature or aging.
- Titanium oxide / cyclopentasiloxane dispersion (Note 3) 10. 0 8. Dipropylene glycolone 5.0. 9. Sodium taenoate 0.2
- A Components 1 to 7 were mixed.
- the makeup base obtained as described above is oily, non-greasy, lightly spreads, has fresh usability, and has excellent adhesion and good fit. A matte finish was obtained, and it was confirmed that it was an excellent W / O-type makeup base that had a UV cut effect and good cosmetic durability.
- the lipstick obtained as described above is light and has no oiliness or powderiness and gives a refreshing feeling of use, as well as good water resistance and water repellency and good holding, It was also excellent in stability.
- A Components 1 to 10 and 13 were mixed by heating and dissolved.
- Components 14 and B were added to A, uniformly dissolved, and molded.
- the lipstick obtained as described above is light and has no oiliness or powderiness.It also gives a moist feeling, and has good water resistance and water repellency, good durability and good stability. Was also confirmed to be excellent.
- Silicone-treated talc 7. Silicone-treated titanium oxide 10.0.0 8. Silicone-treated fine particle titanium oxide 5.0
- Component 14 was added to B and press-molded into a mold to obtain a powder foundation.
- the powder foundation obtained in the manner described above was confirmed to be a powder foundation that was not sticky, spread lightly, had excellent adhesion, had a good fit, and had a glossy finish.
- the powder foundation obtained in the manner described above was confirmed to be a powder foundation that was not sticky, spread lightly, had excellent adhesion, had a good fit, and had a glossy finish.
- a component 15 was mixed.
- B component 812 was mixed and dissolved, added to A, and stirred and emulsified (
- the cream foundation obtained as described above is a cream foundation that has no stickiness, spreads lightly, and has an excellent adhesion, good fit, and a matte finish. It was confirmed that.
- the compact foundation obtained in the manner described above has no oiliness, no stickiness, spreads lightly, has a light usability, and has a close fit even though there are many oils. It was confirmed that the W / O compact foundation was excellent, had a good fit, and had good makeup. .
- the liquid foundation obtained as described above is free of stickiness, has a light spread, and has excellent adhesion, good fit, matte finish, and stability. It was confirmed that it was a very good liquid foundation.
- Titanium oxide 10.0 Fine particle titanium oxide 5.0
- the eyeshadow obtained as described above is a durable eyeshadow that has no stickiness, spreads lightly, has excellent adhesion, has a good fit, and has a glossy finish. It was confirmed that.
- A Components 1 to 10 were mixed.
- the eyeshadow obtained as described above has no stickiness, spreads lightly, and has excellent adhesion, good fit, a glossy finish, and a durable and durable makeup It was confirmed to be a cream eyeshadow.
- Hybrid silicone composite powder (Note 1) 1.5 1 1.
- Spherical polymethylsilsesquioxane powder (Note 2) 2 ⁇ 5
- Component 13 was added to B, and pressed into a mold to obtain a powder eyeplow.
- the eyeprow obtained in the manner described above is a powder eyeplow that has no stickiness, spreads lightly, has excellent adhesion, has a good fit, and has a glossy finish. confirmed.
- A Components 1 to 3 were mixed.
- the hair cream obtained as described above shows extremely excellent effects on elongation at the time of application, flexibility of hair after use, smoothness, unity, moist feeling, and luster. It was confirmed that the cream was very excellent.
- Example 28 The hair cream obtained as described above shows extremely excellent effects on elongation at the time of application, flexibility of hair after use, smoothness, unity, moist feeling, and luster. It was confirmed that the cream was very excellent.
- Example 28 The hair cream obtained as described above shows extremely excellent effects on elongation at the time of application, flexibility of hair after use, smoothness, unity, moist feeling, and luster. It was confirmed that the cream was very excellent.
- Example 28 The hair cream obtained as described above shows extremely excellent effects on elongation at the time of application, flexibility of hair after use, smoothness, unity, moist feeling, and luster. It was confirmed that the cream was very excellent. Example 28.
- the conditioning mousse obtained as above is moist and flexible
- Hybrid silicone composite powder (Note 3) 8 0
- the cream obtained as described above is a highly stable wrinkle-hiding cream that has no stickiness or greasyness, has a very moisturizing back skin, has no oily glow, and has a matte feeling. It was confirmed that.
- dimethylpolysiloxane (6 mm 2 / sec (25 ° C)) 1 0. 0
- the roll-on type antiperspirant obtained as described above is lightly spreadable, has a refreshing sensation, is refreshing, has no sticky feeling, has no oily feeling, does not change with temperature or aging, has good usability and stability. It was very good.
- A Components 1 to 3 were mixed.
- the antiperspirant obtained as described above is lightly spread, has a refreshing sensation, is refreshing, has no greasy feeling, has no change with temperature or aging, and has excellent usability and stability. Excellent wzo-type antiperspirant.
- Titanium oxide / decamethylcyclopentasiloxane dispersion (Note 2) 30.0
- Purified water 22. 8 (Note 1) KF-6017 (trade name) manufactured by Shin-Etsu Chemical Co., Ltd.
- the UV-cut emulsion obtained as described above is light and refreshing, has no stickiness, no oily feeling, has a clear feeling, has good makeup, is stable with temperature and aging, and has stable usability. WZO UV cut emulsion was also very good.
- A Components 1 to 6 were mixed.
- the UV-cut milky lotion obtained as described above is light and refreshing, has no stickiness and no oily feeling, and is moist, transparent and durable, has no change with temperature or aging, and has good usability. It was confirmed to be a W / O-type UV emulsion with very good stability.
- Titanium oxide / decamethylcyclopentasiloxane dispersion (Note 2) 15.0
- Methylcellulose (2% aqueous solution) (Note 6) 5.0
- KSG-18 brand name manufactured by Shin-Etsu Chemical Co., Ltd.
- the UV cut cream obtained as described above is light and refreshing, has no stickiness, no oily feeling, is transparent, has good makeup, does not change with temperature or aging, has good usability and stability. Very good oZw type UV cut cream.
- the non-aqueous emulsion obtained as described above was confirmed to be a stable non-aqueous emulsion with light spread, no stickiness or oiliness, and a moist back skin. .
- Example 37 The non-aqueous emulsion obtained as described above was confirmed to be a stable non-aqueous emulsion with light spread, no stickiness or oiliness, and a moist back skin. .
- Example 37 The non-aqueous emulsion obtained as described above was confirmed to be a stable non-aqueous emulsion with light spread, no stickiness or oiliness, and a moist back skin.
- the cream obtained as described above has a light and refreshing spread, sticky ⁇ No oily feeling, transparency and good makeup, no change with temperature or aging, good usability and stability Very good wZoZw type cream.
- A Components 1 and 2 were uniformly mixed.
- the emulsion obtained as described above is light and refreshing, has no stickiness or oily feeling, is transparent, has good makeup, does not change with temperature or aging, and has excellent usability and stability.
- the oZw / o emulsion was excellent.
- the liquid foundation obtained as described above is light and refreshing, has no sticky feeling, has no oily feeling, is transparent, has good makeup, does not change with temperature or aging, and has stable usability. It was a very good ozw / o liquid foundation.
- the organopolysiloxane polymer having the glycerin derivative of the present invention and the paste composition comprising the polymer and the liquid oil have good solubility and emulsifying properties in various oils, and are stable. It demonstrates that it can contain water.
- hydrophilic organopolysiloxane polymer having a glycerin derivative subjected to the purification treatment of the present invention and a paste-like composition comprising the polymer and a liquid oil agent can be obtained under the conditions of long-term storage or heat storage. It was confirmed that H was hardly reduced, and that even when blended in an emulsified system, the generation of offensive odor due to aging was greatly suppressed.
- a cosmetic composition containing the paste composition comprising the organopolysiloxane polymer of the present invention and a liquid oil agent has no stickiness or weight at the time of application, and has a light and smooth spread. It has a smooth and smooth feel, and has excellent moisturizing properties.
- the use of the glycerin derivative as a hydrophilic functional group according to the present invention has a light stretch and a refreshing feeling of use, and by applying it, it does not impair the evaporation of a suitable amount of water and is flexible. , Smoothness, emollien
- cosmetics having excellent usability and having good stability over time can be obtained, for example, by imparting a wide range of characteristics from natural gloss to matte feeling by imparting a gloss effect.
- the organopolysiloxane polymer having a glycerin derivative of the present invention, and the paste-like composition comprising the polymer and a liquid oil agent are different from the crosslinked organopolysiloxane polymer having a polyoxyalkylene chain in various ways. Good solubility in oils, good emulsification, and stable water content. Further, the hydrophilic organopolysiloxane polymer having a glycerin derivative subjected to the purification treatment of the present invention, and a paste-like composition comprising the polymer and a liquid oil agent are a crosslinked organopolysiloxane having a polyoxyalkylene chain.
- the pH is less likely to decrease even under conditions of long-term storage or storage under heat, and the generation of off-flavor due to aging over time is greatly suppressed even when incorporated in an emulsified system.
- this paste composition is blended with a cosmetic, the cosmetic has excellent stability over time, a refreshing feeling peculiar to silicone and a moist feeling on the back skin. Since it is used as a cosmetic, it is possible to obtain a cosmetic with improved moisture retention.
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Abstract
Description
Claims
Priority Applications (3)
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JP2004535943A JP4490817B2 (ja) | 2002-09-12 | 2003-09-11 | 新規なオルガノポリシロキサン重合物及びペースト状組成物並びにその組成物を用いた化粧料 |
EP03795390A EP1550687B1 (en) | 2002-09-12 | 2003-09-11 | Novel organopolysiloxane polymer, pasty composition, and cosmetic preparation containing the composition |
US10/527,671 US9090755B2 (en) | 2002-09-12 | 2003-09-11 | Organopolysiloxane polymer, pasty composition, and cosmetic preparation containing the composition |
Applications Claiming Priority (2)
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JP2002-266357 | 2002-09-12 | ||
JP2002266357 | 2002-09-12 |
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WO2004024798A1 true WO2004024798A1 (ja) | 2004-03-25 |
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PCT/JP2003/011613 WO2004024798A1 (ja) | 2002-09-12 | 2003-09-11 | 新規なオルガノポリシロキサン重合物及びペースト状組成物並びにその組成物を用いた化粧料 |
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US (1) | US9090755B2 (ja) |
EP (3) | EP1550687B1 (ja) |
JP (1) | JP4490817B2 (ja) |
KR (1) | KR101018568B1 (ja) |
WO (1) | WO2004024798A1 (ja) |
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Publication number | Publication date |
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EP1550687A1 (en) | 2005-07-06 |
JPWO2004024798A1 (ja) | 2006-01-05 |
EP1992656B1 (en) | 2012-05-23 |
EP1550687B1 (en) | 2012-05-23 |
KR101018568B1 (ko) | 2011-03-03 |
EP1935924B1 (en) | 2012-06-06 |
US9090755B2 (en) | 2015-07-28 |
EP1550687A4 (en) | 2005-10-19 |
EP1992656A1 (en) | 2008-11-19 |
EP1935924A1 (en) | 2008-06-25 |
KR20050042199A (ko) | 2005-05-04 |
EP1992656B9 (en) | 2012-09-26 |
US20060034875A1 (en) | 2006-02-16 |
JP4490817B2 (ja) | 2010-06-30 |
EP1935924A9 (en) | 2008-10-15 |
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