WO2010110048A1 - 可溶化組成物 - Google Patents
可溶化組成物 Download PDFInfo
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- WO2010110048A1 WO2010110048A1 PCT/JP2010/053857 JP2010053857W WO2010110048A1 WO 2010110048 A1 WO2010110048 A1 WO 2010110048A1 JP 2010053857 W JP2010053857 W JP 2010053857W WO 2010110048 A1 WO2010110048 A1 WO 2010110048A1
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- silicone
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
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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
- A61K8/86—Polyethers
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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
- 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
- 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
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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
- C08K5/549—Silicon-containing compounds containing silicon in a ring
Definitions
- the present invention relates to a solubilized composition, particularly an improvement in a large amount and stable aqueous solubilization of a cyclic or linear low molecular weight silicone.
- a solubilization technique for transparently and uniformly dissolving a substance that does not dissolve in water (solvent) has been widely used in the fields of cosmetics, pharmaceuticals, foods and the like.
- a surfactant is used for solubilization of a hardly soluble substance.
- the surfactant concentration exceeds cmc, the poorly soluble substance is taken into the micelle and dissolved, thereby achieving solubilization.
- an oil agent such as a fragrance comprising an ester, an aldehyde, a ketone, an alcohol, an ether, a phenol, or a lactone is solubilized in an aqueous solvent when producing an aqueous base cosmetic such as a transparent lotion or cosmetic liquid.
- an appropriate amount of EO or PO addition type nonionic surfactant is blended as a solubilizer.
- various silicone oils with excellent thermal stability and safety and various structures and properties have been widely used as cosmetics in cosmetics.
- cyclic or linear silicone oils having a short-chain siloxane structure are particularly expected to be incorporated into water-based cosmetics because they are highly volatile and give a dry feel to the skin.
- a transparent silicone composition using a nonionic active agent such as a specific fatty alcohol (Patent Document 1) and a composition using a specific polyether-modified silicone (Patent Document 2) are also available. It is being considered.
- the amount of solubilization of the oil depends largely on the structure and amount of the solubilizing agent according to the substance to be solubilized, and also on the HLB. Therefore, in particular, a cyclic or linear silicone oil having a short-chain siloxane structure is used. Therefore, a solubilizing agent that can be solubilized in water more stably and in a large amount has been demanded.
- the present invention has been made in view of such problems of the prior art, and an object of the present invention is to provide a solubilized composition in which a low-molecular cyclic or linear silicone is solubilized in a large amount and stably. .
- the present inventors have conducted intensive studies. As a result, by adding a nonionic surfactant having a specific structure, an extremely large amount of cyclic or linear silicone having a specific structure can be added to water.
- the present inventors have found that it is a solubilized, transparent to almost transparent aqueous solution having excellent stability, and has completed the present invention. That is, the solubilized composition according to the present invention includes a polyoxyethylene alkyl ether type nonionic surfactant represented by the following general formula (I), a cyclic silicone represented by the following general formula (II), and the following general formula: It contains one or more types of silicones selected from short chain linear silicones represented by the formula (III), and water.
- R 1 represents an alkyl group having a branched chain having 8 to 18 carbon atoms, and a represents an integer satisfying 3 ⁇ a ⁇ 20.
- m represents an integer satisfying 3 ⁇ m ⁇ 7.
- n represents an integer satisfying 0 ⁇ n ⁇ 7.
- a is preferably an integer satisfying 8 ⁇ a ⁇ 15 in the nonionic surfactant.
- the nonionic surfactant is preferably POE isotridecyl ether.
- the silicone contains cyclopentasiloxane and / or dimethicone.
- the blending amount of silicone with respect to the nonionic surfactant is preferably 1: 0.1 to 1: 5 by weight.
- the cosmetic according to the present invention is characterized by comprising the solubilized composition.
- solubilized composition in which a sparingly soluble cyclic / linear silicone is stably solubilized in water in a large amount.
- solubilized composition makes it possible to stably blend a silicone having a specific structure that has been difficult to blend in conventional water-based cosmetics.
- the nonionic surfactant having an alkyl group having a branched chain used in the present invention is a polyoxyethylene alkyl ether type nonionic surfactant represented by the following general formula (I).
- R 1 represents an alkyl group having a branched chain having 8 to 18 carbon atoms. Specific examples include groups such as isotridecyl, isocetyl and isostearyl.
- a is an average addition mole number of ethylene oxide (CH 2 CH 2 O), and is an integer of 3 to 20, more preferably an integer of 8 to 15.
- the nonionic surfactant has a hydrophilic-lipophilic balance (HLB) depending on the average added mole number of ethylene oxide represented by a in formula (I) and the chain length of the alkyl group represented by R 1. Change.
- HLB hydrophilic-lipophilic balance
- Nonionic surfactants having an HLB of 8 or more and particularly preferred in the present invention include POE (3) isotridecyl ether [HLB8], POE (5) isotridecyl ether [HLB10], POE (8) isotriol. And decyl ether [HLB13].
- the nonionic surfactant is easily dissolved in water to form a transparent aqueous solution.
- a cyclic silicone and / or a short-chain linear silicone having a specific structure to this solution, the components are solubilized, and the solubilized composition of the present invention can be obtained as a transparent to almost transparent aqueous solution. it can.
- the silicone that can be solubilized in the nonionic surfactant solution is selected from cyclic silicones represented by the following general formula (II) and short-chain linear silicones represented by the following general formula (III) One or more.
- the cyclic silicone represented by the above formula (II) is methylhydrogencyclosiloxane, and examples of the cyclosiloxane include cyclotrisiloxane (D3), cyclotetrasiloxane (D4), cyclopentasiloxane (D5), and cyclohexasiloxane. Examples include siloxane (D6) and cycloheptasiloxane (D7).
- the short chain linear silicone represented by the above formula (III) includes hexamethyldisiloxane (dimethicone), octamethyltrisiloxane (trisiloxane), decamethyltetrasiloxane, tetradecamethylhexasiloxane, hexadecamethyl. Examples include heptasiloxane, octadecamethyloctasiloxane, and eicosamethylnonasiloxane.
- a particularly preferred short-chain linear silicone in the solubilized composition according to the present invention is hexamethyldisiloxane.
- the solubilized composition according to the present invention comprises the above essential components, that is, a nonionic surfactant having a specific structure having a branched alkyl chain, a cyclic and / or short-chain linear silicone, and water mixed as appropriate under heating. It can be prepared by dissolving. In the production of the present invention, other components such as a solvent such as ethanol and phenoxyethanol may be added.
- a solvent such as ethanol and phenoxyethanol
- water is 60% by weight or more based on the solubilized composition, and the compounding amount of the cyclic and / or short-chain linear silicone with respect to the nonionic surfactant is 1: 0. A range of 1 to 1: 5 is preferable.
- ingredients that can be blended in normal cosmetics, quasi-drugs, pharmaceuticals, and the like can be arbitrarily blended within a range that does not impair the effects of the present invention, thereby providing a cosmetic.
- Such optional components are exemplified below.
- Moisturizer polyethylene glycol, propylene glycol, dipropylene glycol, hexylene glycol, glycerin, diglycerin, xylitol, maltitol, maltose, D-mannitol and the like.
- Water-soluble polymers plant polymers such as gum arabic, carrageenan, pectin, agar, quince seed (quince), starch, and alge colloid (brown algae extract); microbial polymers such as dextran and pullulan; collagen, Animal polymers such as casein and gelatin; starch polymers such as carboxymethyl starch and methylhydroxypropyl starch; alginic polymers such as sodium alginate; vinyl polymers such as carboxyvinyl polymer (such as CARBOPOL); polyoxy Ethylene polymer; polyoxyethylene polyoxypropylene copolymer polymer; acrylic polymer such as sodium polyacrylate and polyacrylamide; inorganic water-soluble polymer such as bentonite, aluminum magnesium silicate and laponite.
- plant polymers such as gum arabic, carrageenan, pectin, agar, quince seed (quince), starch, and alge colloid (brown algae extract); microbial polymers such as dextran and pullulan;
- UV absorbers benzoic acid UV absorbers such as paraaminobenzoic acid; anthranilic UV absorbers such as methyl anthranilate; salicylic UV absorbers such as octyl salicylate and phenyl salicylate; isopropyl paramethoxycinnamate, paramethoxy Cinnamic acid-based UV absorbers such as octyl cinnamate and glyceryl di-2-methoxycinnamate mono-2-ethylhexanoate; 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5 -Benzophenone ultraviolet activator such as sulfonic acid; urocanic acid; 2- (2'-hydroxy-5'-methylphenyl) benzotriazole; 4-tert-butyl-4'-methoxybenzoylmethane.
- sequestering agent sodium edetate, sodium metaphosphate, phosphoric acid and the like.
- Antioxidants ascorbic acid, ⁇ -tocopherol, dibutylhydroxytoluene, butylhydroxyanisole and the like.
- Hormones such as allantoin and azulene; whitening agents such as arbutin; astringents such as zinc oxide and tannin; refreshing agents such as L-menthol and camphor; sulfur; lysozyme chloride; pyridoxine chloride; And so on.
- solubilized composition of the present invention is excellent in stability, solubilization ability, and feeling of use, it is particularly useful as a cosmetic or pharmaceutical product.
- lotion, aftershave lotion, cosmetic liquid, body lotion, hair tonic, hair can be set as liquid preparations, such as a liquid, hair restorer, and fragrance.
- the solubilized composition of the present invention can be applied to other dosage forms as long as the effects of the present invention are not impaired.
- it can be made into a gel-form preparation using a known thickener or the like, impregnated into a non-woven fabric or the like to form a sheet-form preparation, or a spray, aerosol, or roll-on type preparation by a known method.
- the blending amount is expressed in weight%.
- the test methods used below are as follows.
- POE (5) isotridecyl ether: 10% by weight, dimethicone: 0 to 25% by weight, and water: the remainder were mixed under heating at 70 ° C. and cooled to 30 ° C. to obtain a liquid composition.
- the appearance immediately after the preparation was observed with the naked eye.
- formation of a very transparent single layer system was observed in the sample in which the blending amount of dimethicone was 19 to 20% by weight.
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- Dispersion Chemistry (AREA)
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Abstract
Description
特に、化粧品においては、透明な化粧水や美容液といった水性ベースの化粧料の製造に際して、エステル、アルデヒド、ケトン、アルコール、エーテル、フェノール、ラクトン等からなる香料などの油剤を水性溶媒に可溶化させる目的で、EOまたはPO付加型ノニオン性界面活性剤が可溶化剤として適量配合されている。
一方、近年では、熱安定性や安全性に優れ、構造・性状において多様なシリコーンオイルが油剤として化粧品に多用されている。その中でも、短鎖のシロキサン構造を有する環状ないし直鎖状シリコーンオイルは、揮発性が高く、肌にさらっとした使用感触を与えるという点で、水性ベースの化粧料への配合が特に期待されている。
シリコーンオイルを透明可溶化するものとしては、特定の脂肪アルコール等のノニオン活性剤を用いた透明シリコーン組成物(特許文献1)、特定のポリエーテル変性シリコーンを用いた組成物(特許文献2)も検討されている。
本発明はこのような従来技術の課題に鑑みなされたものであり、その目的は、低分子の環状ないし直鎖状シリコーンを多量且つ安定に可溶化させた可溶化組成物を提供することにある。
すなわち、本発明にかかる可溶化組成物は、下記一般式(I)で表されるポリオキシエチレンアルキルエーテル型ノニオン性界面活性剤と、下記一般式(II)で表される環状シリコーン及び下記一般式(III)で表される短鎖直鎖状シリコーンから選択される1種以上のシリコーンと、水と、を含むことを特徴とする。
また、前記可溶化組成物は、前記ノニオン性界面活性剤が、POEイソトリデシルエーテルであることが好適である。
また、前記可溶化組成物は、前記シリコーンが、シクロペンタシロキサン及び/またはジメチコンを含むことが好適である。
また、前記可溶化組成物は、前記ノニオン性界面活性剤に対するシリコーンの配合量が、重量比で1:0.1~1:5であることが好適である。
さらに、本発明にかかる化粧料は、前記可溶化組成物からなることを特徴とする。
aはエチレンオキシド(CH2CH2O)の平均付加モル数であり、3~20の整数、より好ましくは8~15の整数である。
なお、前記ノニオン性界面活性剤は、一般式(I)においてaで表されるエチレンオキシドの平均付加モル数やR1で表されるアルキル基の鎖長によって親水性-親油性バランス(HLB)が変化する。本発明のカルボキシ変性シリコーンの可溶化では、エチレンオキシドの平均モル数やアルキル基の鎖長が前記数値範囲内にあって、且つHLBが8以上となるノニオン性界面活性剤の使用がより好ましい。HLBが8よりも低いと、親油性が高すぎて界面活性剤が水に溶解し難いことがある。そのような場合は、HLBが8より高い界面活性剤を併用するとよい。
上記ノニオン界面活性剤は、水に容易に溶解して透明の水溶液となる。さらに、この溶液に特定構造の環状シリコーン及び/または短鎖直鎖状シリコーンを添加することにより、該成分が可溶化され、透明~ほぼ透明の水溶液として本発明の可溶化組成物を得ることができる。
すなわち、上記式(II)に示す環状シリコーンは、メチルハイドロジェンシクロシロキサンであり、シクロシロキサンとしては、例えばシクロトリシロキサン(D3)、シクロテトラシロキサン(D4)、シクロペンタシロキサン(D5)、シクロヘキサシロキサン(D6)、シクロヘプタシロキサン(D7)等が挙げられる。
各成分の配合量としては、水を可溶化組成物に対し60重量%以上とし、ノニオン性界面活性剤に対する環状及び/または短鎖直鎖状シリコーンの配合量を、重量比で1:0.1~1:5の範囲とすることが好ましい。
配合する水の量が少なすぎると、組成物におけるノニオン性界面活性剤の溶解が不十分となることがあり、ノニオン性界面活性剤に対するシリコーンの配合比が上記範囲外であると、系が分離して十分な可溶化が成らないことがある。
(1)保湿剤:ポリエチレングリコール、プロピレングリコール、ジプロピレングリコール、ヘキシレングリコール、グリセリン、ジグリセリン、キシリトール、マルチトール、マルトース、D-マンニット等。
(5)酸化防止剤:アスコルビン酸、α-トコフェロール、ジブチルヒドロキシトルエン、ブチルヒドロキシアニソール等。
(6)薬剤:ビタミンA油、レチノール、パルミチン酸レチノール、イノシット、塩酸ピリドキシン、ニコチン酸ベンジル、ニコチン酸アミド、ニコチン酸DL-α-トコフェロール、アスコルビン酸リン酸マグネシウム、アスコルビン酸2-グルコシド、ビタミンD2(エルゴカシフェロール)、dl-α-トコフェロール2-L-アスコルビン酸リン酸ジエステルカリウム塩、dl-α-トコフェロール、酢酸dl-α-トコフェロール、パントテン酸、ビオチン等のビタミン類;エストラジオール、エチニルエストラジオール等のホルモン;アラントイン、アズレン等の抗炎症剤;アルブチン等の美白剤;酸化亜鉛、タンニン等の収斂剤;L-メントール、カンフル等の清涼剤;イオウ;塩化リゾチーム;塩化ピリドキシン;γ-オリザノール等。
(8)その他:粉体、色素、pH調整剤、防腐剤(フェノキシエタノールなど)等。
(試験例1)
POE(5)イソトリデシルエーテル:10重量%、ジメチコン:0~25重量%、水:残余、を70℃の加熱下で混合し、30℃まで冷却して液状の組成物を得た。
得られた各シリコーン濃度の組成物について、調製直後の概観を肉眼で観察したところ、ジメチコンの配合量を19~20重量%としたサンプルにおいて、極めて透明な一層系の形成が認められた。
POE(5)イソトリデシルエーテル及びPOE(3)イソトリデシルエーテルの混合物(質量比3:1):10質量%、ジメチコン18~30質量%、水:残余、を70℃の加熱下で混合し、30℃まで冷却して液状の組成物を得た。
得られた各シリコーン濃度の組成物について、調製直後の概観を肉眼で観察したところ、ジメチコンの配合量を26~27重量%としたサンプルにおいて、ほぼ透明な一層系の形成が認められた。
POE(8)イソトリデシルエーテル:10重量%、シクロペンタシロキサン:0~20重量%、水:残余、を70℃の加熱下で混合、30℃まで冷却して液状の組成物を得た。
得られた各シリコーン濃度の組成物について、調製直後の概観を肉眼で観察したところ、シクロペンタシロキサンの配合量を1~3重量%としたサンプルにおいて、透明な一層系の形成が認められた。
Claims (6)
- 前記ノニオン性界面活性剤において、aが8≦a≦15を満たす整数であることを特徴とする請求項1に記載の可溶化組成物。
- 前記ノニオン性界面活性剤が、POEイソトリデシルエーテルであることを特徴とする請求項1または2に記載の可溶化組成物。
- 前記シリコーンが、デカメチルシクロペンタシロキサン及び/またはジメチルポリシロキサンを含むことを特徴とする請求項1~3のいずれかに記載の可溶化組成物。
- 前記ノニオン性界面活性剤に対するシリコーンの配合量が、重量比で1:0.1~1:5であることを特徴とする請求項1~4のいずれかに記載の可溶化組成物。
- 請求項1~5のいずれかに記載の可溶化組成物からなる化粧料。
Priority Applications (3)
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CN2010800136571A CN102365078A (zh) | 2009-03-26 | 2010-03-09 | 增溶组合物 |
US13/257,352 US20120027712A1 (en) | 2009-03-26 | 2010-03-09 | Solubilized Composition |
EP10755849A EP2412363A4 (en) | 2009-03-26 | 2010-03-09 | SOLVED COMPOSITION |
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JP2009-076158 | 2009-03-26 | ||
JP2009076158A JP2010229050A (ja) | 2009-03-26 | 2009-03-26 | 可溶化組成物 |
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WO2010110048A1 true WO2010110048A1 (ja) | 2010-09-30 |
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US (1) | US20120027712A1 (ja) |
EP (1) | EP2412363A4 (ja) |
JP (1) | JP2010229050A (ja) |
KR (1) | KR20110129879A (ja) |
CN (1) | CN102365078A (ja) |
WO (1) | WO2010110048A1 (ja) |
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---|---|---|---|---|
DE102007055484A1 (de) * | 2007-11-21 | 2009-05-28 | Evonik Goldschmidt Gmbh | Verfahren zur Herstellung von Polydimethylsiloxanen an sulfonsauren Kationenaustauscherharzen |
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- 2010-03-09 CN CN2010800136571A patent/CN102365078A/zh active Pending
- 2010-03-09 US US13/257,352 patent/US20120027712A1/en not_active Abandoned
- 2010-03-09 KR KR1020117020399A patent/KR20110129879A/ko not_active Application Discontinuation
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See also references of EP2412363A4 |
Also Published As
Publication number | Publication date |
---|---|
US20120027712A1 (en) | 2012-02-02 |
EP2412363A4 (en) | 2012-12-19 |
JP2010229050A (ja) | 2010-10-14 |
CN102365078A (zh) | 2012-02-29 |
EP2412363A1 (en) | 2012-02-01 |
KR20110129879A (ko) | 2011-12-02 |
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