JP6205423B2 - （メタ）アクリル系モノマーの制御ラジカル重合 - Google Patents

（メタ）アクリル系モノマーの制御ラジカル重合 Download PDF

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JP6205423B2
JP6205423B2 JP2015537731A JP2015537731A JP6205423B2 JP 6205423 B2 JP6205423 B2 JP 6205423B2 JP 2015537731 A JP2015537731 A JP 2015537731A JP 2015537731 A JP2015537731 A JP 2015537731A JP 6205423 B2 JP6205423 B2 JP 6205423B2
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acrylate
meth
polymer
molecular weight
combinations
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JP2016500726A5 (enExample
JP2016500726A (ja
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チンイエン ジュウ、
チンイエン ジュウ、
デイビッド ピー． ドボラク、
デイビッド ピー． ドボラク、
ジョン ジー． ウッズ、
ジョン ジー． ウッズ、
アンソニー エフ． ジャコビン、
アンソニー エフ． ジャコビン、
Original Assignee
ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング
ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング
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    • 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
    • C08F20/00—Homopolymers and 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
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/12—Esters of monohydric alcohols or phenols
    • C08F20/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F20/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • 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
    • 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
    • C08F20/00—Homopolymers and 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
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/12—Esters of monohydric alcohols or phenols
    • C08F20/14—Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • 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
    • C08F4/00—Polymerisation catalysts
    • 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
    • C08F4/00—Polymerisation catalysts
    • C08F4/06—Metallic compounds other than hydrides and other than metallo-organic compounds; Boron halide or aluminium halide complexes with organic compounds containing oxygen
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08F220/20—Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • 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
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • 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
    • C08F2438/00—Living radical polymerisation
    • C08F2438/01—Atom Transfer Radical Polymerization [ATRP] or reverse ATRP

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  • Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Graft Or Block Polymers (AREA)
  • Paints Or Removers (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polymerization Catalysts (AREA)
JP2015537731A 2012-10-16 2013-10-09 （メタ）アクリル系モノマーの制御ラジカル重合 Expired - Fee Related JP6205423B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201261714537P 2012-10-16 2012-10-16
US61/714,537 2012-10-16
US13/795,537 2013-03-12
US13/795,537 US9006362B2 (en) 2012-10-16 2013-03-12 Controlled radical polymerization of (meth)acrylate monomers
PCT/US2013/063979 WO2014062426A1 (en) 2012-10-16 2013-10-09 Controlled radical polymerization of (meth)acrylic monomers

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JP2016500726A JP2016500726A (ja) 2016-01-14
JP2016500726A5 JP2016500726A5 (enExample) 2016-12-01
JP6205423B2 true JP6205423B2 (ja) 2017-09-27

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US (1) US9006362B2 (enExample)
EP (1) EP2909242A4 (enExample)
JP (1) JP6205423B2 (enExample)
CN (1) CN104755506B (enExample)
WO (1) WO2014062426A1 (enExample)

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Publication number Priority date Publication date Assignee Title
EP3129416B1 (en) * 2014-04-07 2018-06-06 Dow Global Technologies LLC Regulation of a controlled radical polymerization of acrylates by light
JP2018504508A (ja) * 2014-12-08 2018-02-15 ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング 分岐した反応性ブロックポリマーを製造する方法
US9587062B2 (en) 2014-12-15 2017-03-07 Henkel IP & Holding GmbH and Henkel AG & Co. KGaA Photocrosslinkable block copolymers for hot-melt adhesives
CN106749805B (zh) * 2016-11-29 2019-07-09 华中科技大学 一种利用低温共熔体作用的原子转移自由基聚合方法
CN107216419B (zh) * 2017-05-23 2019-07-26 常州大学 一种制备高浓度羟基聚丙烯酸树脂及其固化的方法
CN109722190B (zh) * 2018-12-25 2021-01-19 浙江中科立德新材料有限公司 一种锂电池硅基负极粘结剂的制备方法及其粘结剂
CN113227295A (zh) 2018-12-28 2021-08-06 美国圣戈班性能塑料公司 粘合剂组合物及其形成方法
CN112011002B (zh) * 2019-05-29 2023-09-26 立邦工业涂料(上海)有限公司 受控自由基聚合的方法以及用于受控自由基聚合的装置
JP7680441B2 (ja) * 2019-10-16 2025-05-20 ビーエーエスエフ コーティングス ゲゼルシャフト ミット ベシュレンクテル ハフツング 超高度制御ラジカル重合
CN111040060B (zh) 2019-12-27 2020-12-29 苏州大学 近红外光热转化下的乙烯基类单体的“活性”自由基聚合方法
CN115073638B (zh) * 2022-08-04 2024-03-08 盐城工学院 C36-D-Br2大分子引发剂、聚丙烯酸甲酯及制备方法和用途

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2333926A1 (en) * 1998-06-01 1999-12-09 Kaneka Corporation Method to control atom transfer radical polymerization
JP4850988B2 (ja) * 1998-06-01 2012-01-11 株式会社カネカ 重合方法
AU2002215351A1 (en) 2000-10-13 2002-04-22 Ppg Industries Ohio, Inc. Multi-functional initiators for atom transfer radical polymerization
US6875832B2 (en) 2001-04-24 2005-04-05 Ppg Industries Ohio, Inc. Synthesis of vinyl polymers by controlled radical polymerization
EP1449855A4 (en) * 2001-10-17 2006-06-07 Kaneka Corp PROCESS FOR PREPARING VINYL POLYMER
JP4237483B2 (ja) * 2002-12-27 2009-03-11 株式会社カネカ ビニル系重合体の製造方法
CN101379091B (zh) * 2005-08-26 2012-05-30 卡内基梅隆大学 在催化剂再生下的聚合方法
AU2008297315A1 (en) * 2007-09-12 2009-03-19 Construction Research & Technology Gmbh Method for producing silane-modified copolymers
CA2730262C (en) 2008-06-18 2015-06-09 Henkel Corporation Apparatus and methods for controlled radical polymerization
US8829136B2 (en) * 2008-06-18 2014-09-09 Henkel US IP LLC Apparatus and methods for controlled radical polymerization
FR2935000B1 (fr) 2008-08-12 2011-07-01 Arkema France Procede de synthese de copolymeres amphiphiles a gradient de compositon et solubles en milieu alcalin
DE102008043666A1 (de) 2008-11-12 2010-05-20 Evonik Röhm Gmbh Verfahren zur Herstellung von AB-Diblockcopolymeren mit einem bimodalen verteilten A-Block
US8815971B2 (en) 2008-12-22 2014-08-26 ATRP Solutions, Inc. Control over controlled radical polymerization processes
US20130085242A1 (en) * 2011-08-30 2013-04-04 Basf Se Preparation of polymers by controlled free-radical polymerization

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CN104755506B (zh) 2017-08-04
US20140107283A1 (en) 2014-04-17
EP2909242A4 (en) 2016-04-13
JP2016500726A (ja) 2016-01-14
US9006362B2 (en) 2015-04-14
EP2909242A1 (en) 2015-08-26
WO2014062426A1 (en) 2014-04-24
CN104755506A (zh) 2015-07-01

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