CN102781921B - 包含可聚合离子液体混合物的组合物和制品及固化方法 - Google Patents

包含可聚合离子液体混合物的组合物和制品及固化方法 Download PDF

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CN102781921B
CN102781921B CN201080041446.9A CN201080041446A CN102781921B CN 102781921 B CN102781921 B CN 102781921B CN 201080041446 A CN201080041446 A CN 201080041446A CN 102781921 B CN102781921 B CN 102781921B
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curable compositions
polymerizable
ionic liquid
compositions according
polymerizable ionic
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CN102781921A (zh
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王一中
乔尔·D·奥克斯曼
拉里·R·克列普斯基
朱培旺
凯文·M·莱万多夫斯基
布赖恩·N·霍姆斯
理查德·L·塞弗伦斯
约瑟夫·D·鲁尔
托马斯·P·克伦
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3M Innovative Properties Co
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    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
    • C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
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    • C08F28/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
    • C08F28/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur by a bond to sulfur
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00—Preparations for dentistry
    • A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
    • A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
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    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
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    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
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    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/61—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms not forming part of a nitro radical, attached to ring nitrogen atoms
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    • C08F22/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides or nitriles thereof
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    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
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    • C09D139/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Coating compositions based on derivatives of such polymers
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    • C09D141/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur; Coating compositions based on derivatives of such polymers
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    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
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    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
    • C08K5/3445—Five-membered rings
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y10T428/31725—Of polyamide
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    • Y10T428/31855—Of addition polymer from unsaturated monomers
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  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Dental Preparations (AREA)
CN201080041446.9A 2009-08-28 2010-08-26 包含可聚合离子液体混合物的组合物和制品及固化方法 Expired - Fee Related CN102781921B (zh)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US23799209P 2009-08-28 2009-08-28
US61/237,992 2009-08-28
US28916909P 2009-12-22 2009-12-22
US61/289,169 2009-12-22
US36018510P 2010-06-30 2010-06-30
US61/360,185 2010-06-30
PCT/US2010/046720 WO2011025847A2 (en) 2009-08-28 2010-08-26 Compositions and articles comprising polymerizable ionic liquid mixture, and methods of curing

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CN102781921A CN102781921A (zh) 2012-11-14
CN102781921B true CN102781921B (zh) 2015-08-12

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US (2) US8816029B2 (https=)
EP (1) EP2470509A2 (https=)
JP (1) JP5800812B2 (https=)
KR (1) KR20120068009A (https=)
CN (1) CN102781921B (https=)
WO (1) WO2011025847A2 (https=)

Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG178598A1 (en) 2009-08-28 2012-04-27 3M Innovative Properties Co Optical device with antistatic coating
US8742047B2 (en) * 2009-08-28 2014-06-03 3M Innovative Properties Company Polymerizable ionic liquid comprising multifunctional cation and antistatic coatings
EP2515827A2 (en) 2009-12-22 2012-10-31 3M Innovative Properties Company Curable dental compositions and articles comprising polymerizable ionic liquids
KR101827588B1 (ko) 2010-05-18 2018-03-22 쓰리엠 이노베이티브 프로퍼티즈 컴파니 중합성 이온 액체 조성물
EP2571909B1 (en) * 2010-05-18 2016-10-05 3M Innovative Properties Company Polymerizable ionic liquid comprising aromatic carboxylate anion
CA2841840A1 (en) 2011-07-11 2013-01-17 Cornell University Ionic-liquid nanoscale ionic material (il-nim) compositions, methods and applications
EP3357518B1 (en) 2011-10-03 2020-12-02 Hyalex Orthopaedics, Inc. Polymeric adhesive for anchoring compliant materials to another surface
CA2857230A1 (en) * 2011-11-29 2013-06-06 Basf Se Process for preparing and purifying salts of acrylamido-2-methylpropanesulfonic acid
US9073826B2 (en) 2011-11-29 2015-07-07 Basf Se Process for preparing and purifying salts of acrylamido-2-methylpropanesulfonic acid
JP5763832B2 (ja) * 2012-02-29 2015-08-12 日本乳化剤株式会社 反応性基を有するイオン結合性塩およびこれを含む熱可塑性樹脂組成物
DE102012102321A1 (de) 2012-03-20 2013-09-26 NMI Naturwissenschaftliches und Medizinisches Institut an der Universität Tübingen Miniaturisierte ionenselektive Elektrode zweiter Art
GB2505397A (en) * 2012-06-27 2014-03-05 Surface Innovations Ltd Method
AU2013281027B2 (en) * 2012-06-29 2017-10-19 Dow Global Technologies Llc Aqueous alkanolamine absorbent composition comprising piperazine for enhanced removal of hydrogen sulfide from gaseous mixtures and method for using the same
CN102807510A (zh) * 2012-07-06 2012-12-05 华南理工大学 含季铵盐结构的抗菌性甲基丙烯酸酯单体及其制法和应用
CN102816088B (zh) * 2012-07-06 2014-05-07 华南理工大学 含叔胺结构不含双酚a结构的甲基丙烯酸酯大单体及其制法和应用
CN105189641B (zh) * 2013-05-02 2018-02-23 3M创新有限公司 部分氟化的弹性体及其制备和使用方法
GB201310350D0 (en) 2013-06-11 2013-07-24 Fujifilm Mfg Europe Bv Curable compositions and membranes
KR20150039984A (ko) * 2013-10-04 2015-04-14 동우 화인켐 주식회사 점착제 조성물
EP3074488A1 (en) * 2013-10-30 2016-10-05 Dow Global Technologies LLC Hybrid solvent formulations for selective h2s removal
KR102339016B1 (ko) * 2013-11-29 2021-12-14 프로이오닉 게엠베하 마이크로파 조사에 의한 접착제 경화 방법
WO2015191436A1 (en) * 2014-06-13 2015-12-17 3M Innovative Properties Company Curable compositions and methods for isolating a working area
US9708499B2 (en) 2015-05-15 2017-07-18 Seiko Epson Corporation Ink composition for ink jet
JP6150446B1 (ja) * 2016-06-02 2017-06-21 シャープ株式会社 波長変換部材および発光装置
US10174886B2 (en) 2015-07-31 2019-01-08 Sharp Kabushiki Kaisha Wavelength conversion member and light emitting device
EP3402847B1 (de) 2016-02-25 2020-08-19 HWK Kronbichler GmbH Vernetzbare zusammensetzung und verfahren zur herstellung eines beschichteten artikels
WO2018005311A1 (en) * 2016-06-29 2018-01-04 3M Innovative Properties Company Polymerizable ionic liquid compositions
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US20230255286A1 (en) * 2020-08-03 2023-08-17 Hartalega Sdn Bhd Nitrile glove
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WO2025217107A1 (en) * 2024-04-08 2025-10-16 Holland Troy Benton Ionic liquids for production of metal articles

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003068784A2 (de) * 2002-02-13 2003-08-21 Basf Aktiengesellschaft Acyl- und bisacylphosphinderivate
WO2006088571A1 (en) * 2005-02-16 2006-08-24 Dow Corning Corporation Polymer particles and encapsulated compositions using organoborane amine complexes
WO2007076979A1 (de) * 2005-12-23 2007-07-12 Basf Se Lösungssystem auf der basis geschmolzener ionischer flüssigkeiten, dessen herstellung sowie verwendung zur herstellung regenerierter kohlenhydrate

Family Cites Families (138)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3250808A (en) 1963-10-31 1966-05-10 Du Pont Fluorocarbon ethers derived from hexafluoropropylene epoxide
US3780092A (en) 1969-10-20 1973-12-18 Kendall & Co Monomeric emulsion stabilizers
US4049705A (en) 1976-04-01 1977-09-20 E. I. Du Pont De Nemours And Company 2-Alkyl-1-naphthol-4-sulfonic acids
JPS53282A (en) 1976-06-24 1978-01-05 Nippon Paint Co Ltd Thermosetting resin, method of preparing same, and coating composition containing same as main component
DE2750030A1 (de) 1977-11-09 1979-05-10 Basf Ag Insektizide mittel
US4262072A (en) 1979-06-25 1981-04-14 Minnesota Mining And Manufacturing Company Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings
JPS5665481A (en) 1979-11-01 1981-06-03 Fujitsu Ltd Device for instantaneously pressing wires for connector
ZA851702B (en) 1984-03-12 1985-10-30 Daniel D Friel Knife sharpener
US4619979A (en) 1984-03-28 1986-10-28 Minnesota Mining And Manufacturing Company Continuous free radial polymerization in a wiped-surface reactor
US4843134A (en) 1984-03-28 1989-06-27 Minnesota Mining And Manufacturing Company Acrylate pressure-sensitive adhesives containing insolubles
US4503169A (en) 1984-04-19 1985-03-05 Minnesota Mining And Manufacturing Company Radiopaque, low visual opacity dental composites containing non-vitreous microparticles
DE3536076A1 (de) 1985-10-09 1987-04-09 Muehlbauer Ernst Kg Polymerisierbare zementmischungen
US5159035A (en) 1986-06-10 1992-10-27 The Dow Chemical Company Homogenous copolymerization of non-polar monomers with ionic amphiphilic monomers
US4933405A (en) 1986-06-10 1990-06-12 The Dow Chemical Company Homogeneous copolymerization of non-polar monomers with ionic amphiphilic monomers
CA1323949C (en) 1987-04-02 1993-11-02 Michael C. Palazzotto Ternary photoinitiator system for addition polymerization
AU618772B2 (en) 1987-12-30 1992-01-09 Minnesota Mining And Manufacturing Company Photocurable ionomer cement systems
JPH0627047B2 (ja) 1988-12-16 1994-04-13 而至歯科工業株式会社 歯科用グラスアイオノマーセメント組成物
US5175030A (en) 1989-02-10 1992-12-29 Minnesota Mining And Manufacturing Company Microstructure-bearing composite plastic articles and method of making
US5183597A (en) 1989-02-10 1993-02-02 Minnesota Mining And Manufacturing Company Method of molding microstructure bearing composite plastic articles
US5161041A (en) 1990-04-26 1992-11-03 Ois Optical Imaging Systems, Inc. Lighting assembly for a backlit electronic display including an integral image splitting and collimating means
US5154762A (en) 1991-05-31 1992-10-13 Minnesota Mining And Manufacturing Company Universal water-based medical and dental cement
DE4129244A1 (de) 1991-09-03 1993-03-04 Henkel Kgaa Waessrige dispersionen von neuen amphiphilen co-oligomeren fuer die wasch- und reinigungsbestaendige fettende ausruestung von leder und pelzfellen sowie ihre verwendung
JP3068284B2 (ja) 1991-10-04 2000-07-24 帝人株式会社 帯電防止性合成樹脂成形品
EP0537774B1 (en) 1991-10-18 1998-01-07 Kuraray Co., Ltd. Antimicrobial polymerizable composition, the polymer and article obtained from the same
JPH05163317A (ja) 1991-12-17 1993-06-29 Nippon Kayaku Co Ltd 樹脂組成物、光ディスク用材料及びその硬化物
US5367002A (en) 1992-02-06 1994-11-22 Dentsply Research & Development Corp. Dental composition and method
US5227413A (en) 1992-02-27 1993-07-13 Minnesota Mining And Manufacturing Company Cements from β-dicarbonyl polymers
US5427835A (en) 1992-06-04 1995-06-27 Minnesota Mining And Manufacturing Company Sulfopolymer/vanadium oxide antistatic compositions
JPH06128501A (ja) 1992-10-20 1994-05-10 Nippon Kayaku Co Ltd 樹脂組成物、光ディスク用材料及びその硬化物
JPH06180859A (ja) 1992-12-11 1994-06-28 Mitsubishi Rayon Co Ltd 耐擦傷性および帯電防止性に優れた光ディスク用コーティング材および光ディスク
US5534322A (en) 1993-06-29 1996-07-09 Kao Corporation Recording medium
US5882774A (en) 1993-12-21 1999-03-16 Minnesota Mining And Manufacturing Company Optical film
US5828488A (en) 1993-12-21 1998-10-27 Minnesota Mining And Manufacturing Co. Reflective polarizer display
US5501727A (en) 1994-02-28 1996-03-26 Minnesota Mining And Manufacturing Company Color stability of dental compositions containing metal complexed ascorbic acid
JP3471431B2 (ja) 1994-07-18 2003-12-02 株式会社ジーシー 歯科用グラスアイオノマーセメント組成物
US5804610A (en) 1994-09-09 1998-09-08 Minnesota Mining And Manufacturing Company Methods of making packaged viscoelastic compositions
JP4168179B2 (ja) 1995-03-03 2008-10-22 スリーエム カンパニー 種々の高さの構造化面を有する光指向性フィルム及び該フィルムから作製された光指向性製品
GB9515720D0 (en) * 1995-08-01 1995-10-04 Zeneca Ltd Bacterial coating compositions
US5626654A (en) 1995-12-05 1997-05-06 Xerox Corporation Ink compositions containing liposomes
US5637646A (en) 1995-12-14 1997-06-10 Minnesota Mining And Manufacturing Company Bulk radical polymerization using a batch reactor
US5783120A (en) 1996-02-29 1998-07-21 Minnesota Mining And Manufacturing Company Method for making an optical film
US5825543A (en) 1996-02-29 1998-10-20 Minnesota Mining And Manufacturing Company Diffusely reflecting polarizing element including a first birefringent phase and a second phase
JP3092511B2 (ja) 1996-03-29 2000-09-25 荒川化学工業株式会社 活性エネルギー線硬化型プラスチック用コーティング剤および該コーティング剤で表面処理してなるプラスチック成形物
US5919551A (en) 1996-04-12 1999-07-06 3M Innovative Properties Company Variable pitch structured optical film
US5871360A (en) 1996-12-31 1999-02-16 Gc Corporation Method for restoration of a cavity of a tooth using a resin reinforced type glass ionomer cement
US5788749A (en) 1997-02-14 1998-08-04 Xerox Corporation Pigmented ink compositions containing liposomes
JP4083257B2 (ja) 1997-03-19 2008-04-30 株式会社ジーシー 歯科充填用レジン組成物
US6280063B1 (en) 1997-05-09 2001-08-28 3M Innovative Properties Company Brightness enhancement article
US5965632A (en) 1997-06-20 1999-10-12 Scientific Pharmaceuticals Inc. Dental cement compositions
US6577358B1 (en) 1997-06-25 2003-06-10 Dai Nippon Printing Co., Ltd. Lens film with conductive lens layer or conductive layer
US5859089A (en) 1997-07-01 1999-01-12 The Kerr Corporation Dental restorative compositions
KR100235229B1 (ko) 1997-11-26 1999-12-15 이행우 광경화형 방무성 조성물용 4급 암모늄염, 이의 제법 및 이를 포함하는 광경화형 방무성 조성물
EP1975649A1 (en) 1998-02-18 2008-10-01 Minnesota Mining And Manufacturing Company Optical film
JP3576862B2 (ja) 1998-04-28 2004-10-13 キヤノン株式会社 インク、画像形成方法及び光重合開始剤
US6030606A (en) 1998-06-22 2000-02-29 3M Innovative Properties Company Dental restoratives comprising Bis-EMA6
AU763355B2 (en) 1998-08-20 2003-07-17 Kuraray Co., Ltd. Bonding compositions for dental use
US6277471B1 (en) 1999-06-18 2001-08-21 Shih Chieh Tang Brightness enhancement film
US6372829B1 (en) 1999-10-06 2002-04-16 3M Innovative Properties Company Antistatic composition
AU3505400A (en) 1999-10-28 2001-05-08 3M Innovative Properties Company Dental materials with nano-sized silica particles
US6730156B1 (en) 1999-10-28 2004-05-04 3M Innovative Properties Company Clustered particle dental fillers
US6387981B1 (en) 1999-10-28 2002-05-14 3M Innovative Properties Company Radiopaque dental materials with nano-sized particles
US6572693B1 (en) 1999-10-28 2003-06-03 3M Innovative Properties Company Aesthetic dental materials
JP4636644B2 (ja) 2000-01-17 2011-02-23 富士フイルム株式会社 電解質組成物、電気化学電池およびイオン性液晶モノマー
JP2001199961A (ja) * 2000-01-21 2001-07-24 Fuji Photo Film Co Ltd 重合性溶融塩モノマー、電解質組成物および電気化学電池
US6581286B2 (en) 2000-04-05 2003-06-24 3M Innovative Properties Company Method of making tool to produce optical film
ATE386521T1 (de) 2000-05-22 2008-03-15 Kuraray Co Antimikrobielle zusammensetzung
JP4667575B2 (ja) 2000-09-27 2011-04-13 富士フイルム株式会社 １，３−ジアルキルイミダゾリウムヨウ素塩の製造方法
DE10100455A1 (de) 2001-01-08 2002-07-11 Creavis Tech & Innovation Gmbh Neuartige Polymerbindersysteme mit ionischen Flüssigkeiten
AU2002226644B2 (en) 2001-01-16 2006-11-09 Ben Gurion University Of The Negev, Research And Development Authority Amphiphilic derivatives for the production of vesicles, micelles and complexants, and precursors thereof
DE10106372A1 (de) 2001-02-12 2002-08-29 Ivoclar Vivadent Ag Thermochromer Dentalwerkstoff
US6765038B2 (en) 2001-07-27 2004-07-20 3M Innovative Properties Company Glass ionomer cement
JP5329734B2 (ja) 2001-08-15 2013-10-30 スリーエム イノベイティブ プロパティズ カンパニー 硬化性自己支持形構造および方法
DE60232942D1 (de) 2001-10-09 2009-08-27 Mitsubishi Chem Corp Strahlungshärtbare Beschichtungszusammensetzung
US6740413B2 (en) 2001-11-05 2004-05-25 3M Innovative Properties Company Antistatic compositions
JP2003149875A (ja) 2001-11-08 2003-05-21 Fuji Photo Film Co Ltd 静電写真用液体現像剤
JP2004006232A (ja) 2001-12-27 2004-01-08 Sanyo Chem Ind Ltd 高分子電解質
US7393882B2 (en) 2002-01-31 2008-07-01 3M Innovative Properties Company Dental pastes, dental articles, and methods
US7094829B2 (en) 2002-05-24 2006-08-22 3M Innovative Properties Company Fluorochemical composition comprising a fluorinated polymer and treatment of a fibrous substrate therewith
US20040185013A1 (en) 2003-01-30 2004-09-23 Burgio Paul A. Dental whitening compositions and methods
JP4134306B2 (ja) 2003-02-25 2008-08-20 独立行政法人科学技術振興機構 カーボンナノチューブ／ポリマー複合体及びその製法
TW582552U (en) 2003-03-24 2004-04-01 Shih-Chieh Tang Brightness unit structure for a brightness enhancement film
US7632098B2 (en) 2003-08-12 2009-12-15 3M Innovative Properties Company Self-adhesive dental compositions and methods
US7074463B2 (en) 2003-09-12 2006-07-11 3M Innovative Properties Company Durable optical element
JP2005223967A (ja) 2004-02-03 2005-08-18 Matsushita Electric Ind Co Ltd 柔軟アクチュエータ
JP4780269B2 (ja) 2004-03-11 2011-09-28 日清紡ホールディングス株式会社 無溶剤型液状組成物
US7090721B2 (en) 2004-05-17 2006-08-15 3M Innovative Properties Company Use of nanoparticles to adjust refractive index of dental compositions
US7156911B2 (en) 2004-05-17 2007-01-02 3M Innovative Properties Company Dental compositions containing nanofillers and related methods
US7649029B2 (en) 2004-05-17 2010-01-19 3M Innovative Properties Company Dental compositions containing nanozirconia fillers
US7090722B2 (en) 2004-05-17 2006-08-15 3M Innovative Properties Company Acid-reactive dental fillers, compositions, and methods
US8168830B2 (en) 2004-07-23 2012-05-01 Sigma-Aldrich Co. Llc High stability diionic liquid salts
US8449652B2 (en) 2004-08-05 2013-05-28 University Of Wyoming Poly(ionic liquid)s as new materials for CO2 separation and other applications
US20060035997A1 (en) 2004-08-10 2006-02-16 Orlowski Jan A Curable acrylate polymer compositions featuring improved flexural characteristics
US7345137B2 (en) 2004-10-18 2008-03-18 3M Innovative Properties Company Modified copolyesters and optical films including modified copolyesters
US8703902B2 (en) 2004-11-10 2014-04-22 University Of Wyoming Polymers and copolymers of ionic liquids as radio frequency absorbing materials
JP4888680B2 (ja) 2004-11-15 2012-02-29 パイオトレック株式会社 帯電防止剤およびその使用方法
US7241437B2 (en) 2004-12-30 2007-07-10 3M Innovative Properties Company Zirconia particles
JP4830314B2 (ja) * 2005-02-28 2011-12-07 住友ベークライト株式会社 イオン伝導性電解質用組成物、イオン伝導性電解質、及び該イオン伝導性電解質を用いた二次電池
US20060216524A1 (en) 2005-03-23 2006-09-28 3M Innovative Properties Company Perfluoropolyether urethane additives having (meth)acryl groups and hard coats
TWI274896B (en) 2005-06-30 2007-03-01 Efun Technology Co Ltd Brightness enhancement film having reinforcing layer
WO2007030679A2 (en) 2005-09-07 2007-03-15 The Regents Of The University Of California Materials for the formation of polymer junction diodes
US20080251065A1 (en) 2005-09-11 2008-10-16 Gurin Michael H Supercritical Flat Panel Collector and Methods of Use
TWI391711B (zh) 2005-09-13 2013-04-01 迎輝科技股份有限公司 具有導光構造之聚光片
JP5145938B2 (ja) 2005-09-16 2013-02-20 大日本印刷株式会社 帯電防止防眩フィルム
JP2007234339A (ja) 2006-02-28 2007-09-13 Three M Innovative Properties Co 溶媒組成物及び電気化学デバイス
JP5067728B2 (ja) 2006-03-15 2012-11-07 独立行政法人国立高等専門学校機構 ポリマー電解質、及びその製造方法
ATE449590T1 (de) 2006-04-28 2009-12-15 Ivoclar Vivadent Ag Dentalwerkstoffe auf der basis radikalisch polymerisierbarer makromere mit antimikrobieller wirkung
JP4992077B2 (ja) 2006-05-19 2012-08-08 国立大学法人 鹿児島大学 セルロース−高分子イオン液体ハイブリッドの製造方法
JP4672600B2 (ja) 2006-05-31 2011-04-20 大日精化工業株式会社 帯電防止フィルムおよび帯電防止層形成用塗料
DE602007013215D1 (de) 2006-06-14 2011-04-28 Basf Se Antimikrobielle zusammensetzungen
US7807852B2 (en) 2006-08-18 2010-10-05 The United States Of America As Represented By The Secretary Of The Navy Polymerizable sulfonate ionic liquids and liquid polymers therefrom
EP2067797B1 (en) 2006-09-29 2020-11-04 Toray Industries, Inc. Silicone polymer, ocular lenses, and contact lens
US20080124555A1 (en) 2006-11-29 2008-05-29 3M Innovative Properties Company Polymerizable composition comprising perfluoropolyether urethane having ethylene oxide repeat units
US8043418B2 (en) 2006-12-08 2011-10-25 General Electric Company Gas separator apparatus
JP5239164B2 (ja) 2007-01-24 2013-07-17 セイコーエプソン株式会社 カプセル化物の製造方法及びカプセル化物
JP5041518B2 (ja) * 2007-04-05 2012-10-03 日本カーリット株式会社 帯電防止用組成物および帯電防止ハードコート形成物
JP5248181B2 (ja) 2007-04-20 2013-07-31 日本合成化学工業株式会社 アクリル系樹脂の製造方法、アクリル系樹脂を用いた粘着剤組成物、ならびに粘着剤、粘着シート
GB2449926A (en) 2007-06-08 2008-12-10 Seiko Epson Corp Method for manufacturing an electrolyte pattern
US8986812B2 (en) 2007-07-09 2015-03-24 3M Innovative Properties Company Thin microstructured optical films
JP5298680B2 (ja) 2007-07-24 2013-09-25 住友化学株式会社 有機トランジスタ絶縁膜用組成物
US8728623B2 (en) 2007-08-31 2014-05-20 3M Innovative Properties Company Hardcoats having low surface energy and low lint attraction
EP2033626A3 (de) 2007-09-05 2010-03-17 Basf Se Imidazoliumalkyl(meth)acrylat-Polymere
JP2009149828A (ja) 2007-12-25 2009-07-09 Sanyo Chem Ind Ltd マイクロ波硬化性組成物
JP5260273B2 (ja) * 2007-12-27 2013-08-14 三洋化成工業株式会社 活性エネルギー線硬化型帯電防止性樹脂組成物
JP2009179671A (ja) 2008-01-30 2009-08-13 Toyo Ink Mfg Co Ltd 難水溶性帯電防止性重合性化合物、及び該化合物を含有する帯電防止性重合性組成物、並びに帯電防止性を有する重合体
JP5398992B2 (ja) 2008-01-31 2014-01-29 三洋化成工業株式会社 活性エネルギー線硬化型帯電防止性樹脂組成物
JP2009227949A (ja) * 2008-02-28 2009-10-08 Sanyo Chem Ind Ltd マイクロ波硬化性組成物
JP4964806B2 (ja) * 2008-02-29 2012-07-04 三洋化成工業株式会社 導電性樹脂組成物および帯電防止性樹脂組成物
JP5214490B2 (ja) * 2008-03-31 2013-06-19 三洋化成工業株式会社 活性エネルギー線硬化型帯電防止性樹脂組成物
JP2009269974A (ja) 2008-05-02 2009-11-19 Three M Innovative Properties Co ゲル状組成物とその製造方法、およびそれを用いた衝撃吸収材
WO2009148765A2 (en) 2008-06-03 2009-12-10 3M Innovative Properties Company Microstructures comprising polyalkyl nitrogen or phosphorus onium fluoroalkyl sulfonyl salts
JP5163317B2 (ja) 2008-06-30 2013-03-13 オムロン株式会社 接点装置
WO2010070819A1 (ja) * 2008-12-19 2010-06-24 三洋化成工業株式会社 電子材料用洗浄剤
TW201103885A (en) 2009-07-22 2011-02-01 Daxon Technology Inc Antistatic ionic compound, oligomer thereof, copolymer thereof, and pressure-sensitive adhesive composition
US8742047B2 (en) 2009-08-28 2014-06-03 3M Innovative Properties Company Polymerizable ionic liquid comprising multifunctional cation and antistatic coatings
SG178598A1 (en) 2009-08-28 2012-04-27 3M Innovative Properties Co Optical device with antistatic coating
EP2515827A2 (en) 2009-12-22 2012-10-31 3M Innovative Properties Company Curable dental compositions and articles comprising polymerizable ionic liquids
KR101827588B1 (ko) 2010-05-18 2018-03-22 쓰리엠 이노베이티브 프로퍼티즈 컴파니 중합성 이온 액체 조성물
EP2571909B1 (en) 2010-05-18 2016-10-05 3M Innovative Properties Company Polymerizable ionic liquid comprising aromatic carboxylate anion

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003068784A2 (de) * 2002-02-13 2003-08-21 Basf Aktiengesellschaft Acyl- und bisacylphosphinderivate
WO2006088571A1 (en) * 2005-02-16 2006-08-24 Dow Corning Corporation Polymer particles and encapsulated compositions using organoborane amine complexes
WO2007076979A1 (de) * 2005-12-23 2007-07-12 Basf Se Lösungssystem auf der basis geschmolzener ionischer flüssigkeiten, dessen herstellung sowie verwendung zur herstellung regenerierter kohlenhydrate

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