CN109476774B - 使用可控自由基引发剂的聚合物材料及制备方法 - Google Patents

使用可控自由基引发剂的聚合物材料及制备方法 Download PDF

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CN109476774B
CN109476774B CN201780042617.1A CN201780042617A CN109476774B CN 109476774 B CN109476774 B CN 109476774B CN 201780042617 A CN201780042617 A CN 201780042617A CN 109476774 B CN109476774 B CN 109476774B
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monomer
polymer
alkyl
polymeric material
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CN109476774A (zh
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G·W·格里斯格拉贝尔
S·B·罗斯科
李海承
S·尤特
J·查特杰
D·D·范斯勒
S·H·格里斯卡
B·N·加达姆
K·M·莱万多夫斯基
J·L·巴蒂斯蒂
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Shuwanuo Intellectual Property Co
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3M Innovative Properties Co
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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
    • C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
    • C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
    • C08F297/026—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising acrylic acid, methacrylic acid or derivatives 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
    • 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
    • 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
    • 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
    • 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
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • 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
    • C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
    • C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
    • C08F297/023—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type using a coupling agent
    • 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
    • C08F220/12—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
    • 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
    • C08F220/28—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety
    • C08F220/281—Esters containing oxygen in addition to the carboxy oxygen containing no aromatic rings in the alcohol moiety and containing only one oxygen, e.g. furfuryl (meth)acrylate or 2-methoxyethyl (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
    • C08F2438/00—Living radical polymerisation
    • C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Graft Or Block Polymers (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
CN201780042617.1A 2016-07-11 2017-06-27 使用可控自由基引发剂的聚合物材料及制备方法 Active CN109476774B (zh)

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US201662360788P 2016-07-11 2016-07-11
US62/360,788 2016-07-11
US201762479547P 2017-03-31 2017-03-31
US62/479,547 2017-03-31
PCT/US2017/039368 WO2018013330A1 (en) 2016-07-11 2017-06-27 Polymeric material and methods of making using controlled radical initiators

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WO2018178829A1 (en) * 2017-03-31 2018-10-04 3M Innovative Properties Company Polymeric materials formed using controlled radical initiators
US11492460B2 (en) 2017-12-19 2022-11-08 3M Innovative Properties Company Polymeric materials formed using initiators with two thiocarbonylthio-containing groups
EP3728423B1 (en) 2017-12-21 2022-07-27 3M Innovative Properties Company Polymeric compositions prepared with a controlled radical initiator
CN111757895B (zh) * 2018-02-21 2023-01-24 3M创新有限公司 使用具有酮基团和两个含硫代羰基硫代基团的引发剂形成的聚合物材料
WO2019162805A1 (en) 2018-02-21 2019-08-29 3M Innovative Properties Company Ketone-containing controlled radical initiators for polymerization reactions
EP3898733B1 (en) 2018-12-19 2025-05-21 Solventum Intellectual Properties Company Zwitterionic copolymers, coating compositions, articles, and coating methods
JP7289148B2 (ja) * 2019-01-16 2023-06-09 積水フーラー株式会社 架橋性ブロック共重合体及びホットメルト粘着剤
WO2020149387A1 (ja) * 2019-01-16 2020-07-23 積水フーラー株式会社 架橋性ブロック共重合体及びその製造方法並びに伸縮性部材
WO2020149385A1 (ja) * 2019-01-16 2020-07-23 積水フーラー株式会社 架橋性ブロック共重合体及びコーティング剤
CN110357992A (zh) * 2019-07-09 2019-10-22 复旦大学 一种超高分子量含氟聚合物的制备方法
US11505637B1 (en) 2019-09-24 2022-11-22 3M Innovative Properties Company Block copolymers with a polydiorganosiloxane block and a phosphate or phosphonate containing block
WO2021124019A1 (en) 2019-12-19 2021-06-24 3M Innovative Properties Company Block copolymers with a fluorinated block and a phosphorus-containing block
US20230302045A1 (en) 2020-07-16 2023-09-28 3M Innovative Properties Company Phosphonate-containing polymers for virulence suppression
EP4130077A1 (en) * 2021-08-06 2023-02-08 Clariant International Ltd Symmetric raft agent for controlled radical polymerization of multi-block copolymers for monomers with different activities
US20240343952A1 (en) 2021-09-13 2024-10-17 3M Innovative Properties Company (meth)acrylic-epoxy uv initiated adhesive compositions and adhesive-containing articles
EP4602109A1 (en) 2022-10-10 2025-08-20 3M Innovative Properties Company Electrically debondable uv activated adhesives
WO2025083620A1 (en) 2023-10-20 2025-04-24 3M Innovative Properties Company Tape including a curable adhesive film and related adhesive system and method
WO2025181577A1 (en) 2024-02-29 2025-09-04 3M Innovative Properties Company Curable adhesive composition comprising epoxy, initiator and metal compound, articles and methods
WO2025215510A1 (en) 2024-04-10 2025-10-16 3M Innovative Properties Company Adhesives comprising epoxy and (meth)acrylic polymer comprising polymerized (meth) acryl macromer
WO2025215476A1 (en) 2024-04-10 2025-10-16 3M Innovative Properties Company Adhesives comprising epoxy and (meth)acrylic polymer comprising toughening agent

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EP3481872A1 (en) 2019-05-15
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US10400055B2 (en) 2019-09-03
EP3481872B1 (en) 2020-04-08
JP6949099B2 (ja) 2021-10-13
US20190153142A1 (en) 2019-05-23
CN109476774A (zh) 2019-03-15

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