JP5475439B2 - 紫外線重合性組成物類 - Google Patents
紫外線重合性組成物類 Download PDFInfo
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- JP5475439B2 JP5475439B2 JP2009512216A JP2009512216A JP5475439B2 JP 5475439 B2 JP5475439 B2 JP 5475439B2 JP 2009512216 A JP2009512216 A JP 2009512216A JP 2009512216 A JP2009512216 A JP 2009512216A JP 5475439 B2 JP5475439 B2 JP 5475439B2
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- acrylated
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- VHRYZQNGTZXDNX-UHFFFAOYSA-N methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
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- RITHLQKJQSKUAO-UHFFFAOYSA-N methyl 9,10-dihydroxyoctadecanoate Chemical compound CCCCCCCCC(O)C(O)CCCCCCCC(=O)OC RITHLQKJQSKUAO-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (3)
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| US11/420,288 | 2006-05-25 | ||
| US11/420,288 US7981988B2 (en) | 2006-05-25 | 2006-05-25 | Ultraviolet radiation-polymerizable compositions |
| PCT/US2007/068768 WO2007140102A1 (en) | 2006-05-25 | 2007-05-11 | Ultraviolet radiation-polymerizable compositions |
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| JP2009538380A JP2009538380A (ja) | 2009-11-05 |
| JP2009538380A5 JP2009538380A5 (enExample) | 2010-07-01 |
| JP5475439B2 true JP5475439B2 (ja) | 2014-04-16 |
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| US (1) | US7981988B2 (enExample) |
| EP (1) | EP2021386B1 (enExample) |
| JP (1) | JP5475439B2 (enExample) |
| CN (1) | CN101448864B (enExample) |
| AT (1) | ATE514722T1 (enExample) |
| WO (1) | WO2007140102A1 (enExample) |
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| US7799895B2 (en) * | 2006-09-12 | 2010-09-21 | W.F. Taylor Co., Inc. | Low VOC bio-source adhesive |
| WO2008144703A2 (en) * | 2007-05-21 | 2008-11-27 | Avery Dennison Corporation | Pressure sensitive adhesives made from renewable resources and related methods |
| JP2010181843A (ja) * | 2009-02-09 | 2010-08-19 | Seiko Epson Corp | 印刷版の製造方法および印刷版製造用光硬化性液体 |
| DE102009001966A1 (de) * | 2009-03-30 | 2010-10-07 | Evonik Röhm Gmbh | Beschichtungszusammensetzung,(Meth)acryl-Polymer und Monomermischung zur Herstellung des(Meth)acryl-Polymers |
| EP2448975B8 (en) * | 2009-06-30 | 2021-09-29 | DDP Specialty Electronic Materials US, LLC | Brominated and epoxidized flame retardants |
| JP6027007B2 (ja) | 2010-09-30 | 2016-11-16 | スリーエム イノベイティブ プロパティズ カンパニー | 繊維材料を含有する熱溶融処理可能な感圧性接着剤 |
| US9441112B2 (en) | 2011-01-20 | 2016-09-13 | Kansas State University Research Foundation | Pressure sensitive adhesives, coatings, and films from plant oils |
| US10030182B2 (en) | 2011-12-07 | 2018-07-24 | Oregon State University | Pressure sensitive adhesives based on fatty acids |
| AU2012376541B2 (en) * | 2012-04-09 | 2016-05-12 | Avery Dennison Corporation | Pressure sensitive adhesives based on renewable resources, UV curing and related methods |
| CN103146280B (zh) * | 2012-09-08 | 2016-06-01 | 青岛科技大学 | 水溶性防锈纳米复合涂料及其制备方法 |
| CN105102562B (zh) * | 2013-04-05 | 2019-01-29 | 费希尔厂有限责任两合公司 | 具有生物的反应性稀释剂和树脂的人造树脂-胶粘剂 |
| US20170174902A1 (en) * | 2014-03-21 | 2017-06-22 | Avery Dennison Corporation | Dual stage cured acrylic compositions and related methods |
| US11660371B2 (en) * | 2015-08-31 | 2023-05-30 | 3M Innovative Properties Company | Negative pressure wound therapy dressings comprising (meth)acrylate pressure-sensitive adhesive with enhanced adhesion to wet surfaces |
| JP6952331B2 (ja) * | 2017-07-07 | 2021-10-20 | 共同技研化学株式会社 | 光硬化型樹脂の重合方法及び光硬化型樹脂重合用の反応容器 |
| US10626224B2 (en) * | 2017-10-09 | 2020-04-21 | Palo Alto Research Center Incorporated | Method to produce transparent polymer aerogels using chain transfer agents |
| CN110591593A (zh) * | 2019-09-29 | 2019-12-20 | 新纶科技（常州）有限公司 | 高生物基含量的环保胶带及其制备方法 |
| CN111171762A (zh) * | 2020-01-21 | 2020-05-19 | 安徽富印新材料有限公司 | 一种耐高温压敏胶及其制备方法 |
| CN111171763A (zh) * | 2020-01-21 | 2020-05-19 | 安徽富印新材料有限公司 | 一种低粘结力高耐候性的保护膜用压敏胶及其制备方法 |
| CN111808232B (zh) * | 2020-07-28 | 2022-03-25 | 福建农林大学 | 一种3d打印无机盐增强棕榈油基高性能弹性体 |
| CN114672276B (zh) * | 2022-04-26 | 2023-08-22 | 河北科技大学 | 一种uv光致可剥离胶及其制备方法 |
| CN118063989A (zh) * | 2024-01-02 | 2024-05-24 | 北京东方雨虹防水技术股份有限公司 | 一种用于金属基材的快干型防水涂料及其制备方法 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3725115A (en) * | 1970-06-18 | 1973-04-03 | Ppg Industries Inc | Pressure-sensitive adhesive articles and method of making same |
| US4181752A (en) * | 1974-09-03 | 1980-01-01 | Minnesota Mining And Manufacturing Company | Acrylic-type pressure sensitive adhesives by means of ultraviolet radiation curing |
| JPS5840570B2 (ja) * | 1975-10-27 | 1983-09-06 | 旭電化工業株式会社 | コウカセイジユシソセイブツ |
| US4330590A (en) | 1980-02-14 | 1982-05-18 | Minnesota Mining And Manufacturing Company | Photoactive mixture of acrylic monomers and chromophore-substituted halomethyl-2-triazine |
| US4329384A (en) | 1980-02-14 | 1982-05-11 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive tape produced from photoactive mixture of acrylic monomers and polynuclear-chromophore-substituted halomethyl-2-triazine |
| US4379201A (en) | 1981-03-30 | 1983-04-05 | Minnesota Mining And Manufacturing Company | Multiacrylate cross-linking agents in pressure-sensitive photoadhesives |
| DE67529T1 (de) | 1981-05-14 | 1983-04-28 | The British Petroleum Co. P.L.C., Sunbury-On-Thames, Middlesex | Verfahren zum hemmen und brechen von quecksilber-butter in chlor-alkali-zellen. |
| US4737559A (en) | 1986-05-19 | 1988-04-12 | Minnesota Mining And Manufacturing Co. | Pressure-sensitive adhesive crosslinked by copolymerizable aromatic ketone monomers |
| US5202361A (en) | 1991-12-23 | 1993-04-13 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesive |
| JP3545414B2 (ja) | 1994-07-29 | 2004-07-21 | ミネソタ マイニング アンド マニュファクチャリング カンパニー | 架橋結合された粘弾性高分子材料に硬化可能なシロップ |
| US5804610A (en) | 1994-09-09 | 1998-09-08 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
| EP0808348B1 (en) * | 1995-02-10 | 1999-05-06 | Minnesota Mining And Manufacturing Company | Cross-linkable pressure sensitive adhesive and process for the production of an article coated with a crosslinked pressure sensitive adhesive |
| US6632522B1 (en) | 1995-02-16 | 2003-10-14 | 3M Innovative Properties Company | Blended pressure-sensitive adhesives |
| JP4434397B2 (ja) | 1999-12-28 | 2010-03-17 | 株式会社シード | 軟質眼用レンズ |
| US6461728B2 (en) * | 2000-12-29 | 2002-10-08 | 3M Innovative Properties Company | Gamma radiation polymerized emulsion-based (meth)acrylate pressure sensitive adhesives and methods of making and using same |
| US6646033B2 (en) * | 2001-06-08 | 2003-11-11 | The University Of Delaware | Pressure sensitive adhesives from plant oils |
| US20030199603A1 (en) | 2002-04-04 | 2003-10-23 | 3M Innovative Properties Company | Cured compositions transparent to ultraviolet radiation |
| US7081545B2 (en) | 2003-12-31 | 2006-07-25 | 3M Innovative Properties Company | Process for preparing fluorochemical monoisocyanates |
| US7524909B2 (en) | 2004-05-07 | 2009-04-28 | Drexel University | Fatty acid monomers to reduce emissions and toughen polymers |
-
2006
- 2006-05-25 US US11/420,288 patent/US7981988B2/en not_active Expired - Fee Related
-
2007
- 2007-05-11 CN CN2007800184643A patent/CN101448864B/zh not_active Expired - Fee Related
- 2007-05-11 WO PCT/US2007/068768 patent/WO2007140102A1/en not_active Ceased
- 2007-05-11 JP JP2009512216A patent/JP5475439B2/ja not_active Expired - Fee Related
- 2007-05-11 EP EP07762134A patent/EP2021386B1/en not_active Not-in-force
- 2007-05-11 AT AT07762134T patent/ATE514722T1/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| EP2021386B1 (en) | 2011-06-29 |
| US20070276108A1 (en) | 2007-11-29 |
| CN101448864A (zh) | 2009-06-03 |
| JP2009538380A (ja) | 2009-11-05 |
| WO2007140102A1 (en) | 2007-12-06 |
| EP2021386A1 (en) | 2009-02-11 |
| EP2021386A4 (en) | 2009-12-02 |
| US7981988B2 (en) | 2011-07-19 |
| ATE514722T1 (de) | 2011-07-15 |
| CN101448864B (zh) | 2013-08-21 |
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