TWI712623B - 含氟丙烯酸組成物及其製造方法、含氟活性能量線硬化性組成物以及物品 - Google Patents
含氟丙烯酸組成物及其製造方法、含氟活性能量線硬化性組成物以及物品 Download PDFInfo
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- TWI712623B TWI712623B TW106110586A TW106110586A TWI712623B TW I712623 B TWI712623 B TW I712623B TW 106110586 A TW106110586 A TW 106110586A TW 106110586 A TW106110586 A TW 106110586A TW I712623 B TWI712623 B TW I712623B
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Classifications
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/702—Isocyanates or isothiocyanates containing compounds having carbon-to-carbon double bonds; Telomers thereof
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/22—Esters containing halogen
- C08F220/24—Esters containing halogen containing perhaloalkyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
-
- 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
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
- C08F2/40—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation using retarding agents
-
- 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
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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CN111032731B (zh) * | 2017-08-18 | 2022-06-24 | Agc株式会社 | 含氟醚化合物的制造方法、及物品的制造方法 |
JP6741170B2 (ja) * | 2017-10-31 | 2020-08-19 | Agc株式会社 | 含フッ素エーテル化合物の製造方法、物品の製造方法 |
KR102624940B1 (ko) * | 2018-01-19 | 2024-01-15 | 신에쓰 가가꾸 고교 가부시끼가이샤 | 함불소 활성 에너지선 경화성 조성물 및 물품 |
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JP7236625B2 (ja) * | 2019-06-11 | 2023-03-10 | 信越化学工業株式会社 | 含フッ素硬化性組成物及び物品 |
CN113943395A (zh) | 2020-07-15 | 2022-01-18 | 信越化学工业株式会社 | 含氟丙烯酸系组合物、含氟活性能量线固化性组合物以及物品 |
CN117321106A (zh) * | 2021-05-18 | 2023-12-29 | 信越化学工业株式会社 | 含氟丙烯酸系组合物、含氟活性能量射线固化性组合物和物品 |
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW201109349A (en) * | 2009-06-10 | 2011-03-16 | Shinetsu Chemical Co | Perfluoropolyether group-containing acrylate compound |
TW201522470A (zh) * | 2013-11-11 | 2015-06-16 | Dainippon Ink & Chemicals | 活性能量射線硬化型組成物與其硬化物及具有其硬化塗布膜之物品 |
TW201600537A (zh) * | 2014-03-31 | 2016-01-01 | 信越化學工業股份有限公司 | 含氟丙烯酸化合物及其製造方法以及硬化性組成物、基材 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6112760A (ja) * | 1984-06-28 | 1986-01-21 | Dainippon Toryo Co Ltd | 塗料用樹脂組成物 |
DE3841617C1 (ja) * | 1988-12-10 | 1990-05-10 | Th. Goldschmidt Ag, 4300 Essen, De | |
JPH0465409A (ja) * | 1990-07-05 | 1992-03-02 | Nippon Oil & Fats Co Ltd | 活性エネルギー線硬化型高分子材料用表面改質剤及びその製造方法 |
JPH06211945A (ja) | 1993-01-20 | 1994-08-02 | Nissin High Voltage Co Ltd | ハードコートシートとその製造方法 |
JP4698047B2 (ja) * | 2001-03-19 | 2011-06-08 | 日本化薬株式会社 | 低屈折率樹脂組成物およびその硬化物 |
US7728098B2 (en) * | 2006-07-27 | 2010-06-01 | 3M Innovative Properties Company | Fluorochemical composition comprising fluorinated oligomeric silane |
JP2009096927A (ja) * | 2007-10-18 | 2009-05-07 | Tdk Corp | 活性エネルギー線硬化性樹脂組成物およびその積層体 |
JP4709271B2 (ja) | 2008-07-29 | 2011-06-22 | 信越化学工業株式会社 | 含フッ素アクリレート |
JP4709272B2 (ja) | 2008-12-11 | 2011-06-22 | 信越化学工業株式会社 | 含フッ素アクリレート |
JP5265335B2 (ja) * | 2008-12-24 | 2013-08-14 | ディーエイチ・マテリアル株式会社 | ラジカル重合性組成物 |
CN102190915B (zh) * | 2010-01-25 | 2014-06-25 | 株式会社普利司通 | 光聚合性组合物及使用其的功能性面板 |
JP5543808B2 (ja) * | 2010-01-25 | 2014-07-09 | 株式会社ブリヂストン | 光重合性組成物およびそれを用いた機能性パネル |
JP5779039B2 (ja) * | 2010-11-01 | 2015-09-16 | 大阪ガスケミカル株式会社 | ハードコート性樹脂組成物及びその硬化物 |
JP5835069B2 (ja) * | 2012-04-05 | 2015-12-24 | 信越化学工業株式会社 | 防汚性付与ハードコート組成物 |
CN104945615B (zh) * | 2014-03-31 | 2019-01-22 | 信越化学工业株式会社 | 含氟丙烯酸系化合物及其制造方法以及固化性组合物、基材 |
CN104877421A (zh) * | 2015-06-10 | 2015-09-02 | 上海大学 | 含聚乙二醇的氟硅改性丙烯酸防污涂料及其制备方法 |
CN105482680B (zh) * | 2016-01-06 | 2017-08-22 | 天津科技大学 | 紫外光固化超支化全氟聚醚聚氨酯丙烯酸酯涂料 |
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Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
TW201109349A (en) * | 2009-06-10 | 2011-03-16 | Shinetsu Chemical Co | Perfluoropolyether group-containing acrylate compound |
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