WO2008139679A1 - 光及び/又は熱硬化性共重合体、硬化性樹脂組成物及び硬化物 - Google Patents

光及び/又は熱硬化性共重合体、硬化性樹脂組成物及び硬化物 Download PDF

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Publication number
WO2008139679A1
WO2008139679A1 PCT/JP2008/000822 JP2008000822W WO2008139679A1 WO 2008139679 A1 WO2008139679 A1 WO 2008139679A1 JP 2008000822 W JP2008000822 W JP 2008000822W WO 2008139679 A1 WO2008139679 A1 WO 2008139679A1
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WO
WIPO (PCT)
Prior art keywords
copolymer
curable
polymerizable unsaturated
epoxy
thermo
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2008/000822
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English (en)
French (fr)
Inventor
Koichi Takawaki
Toshihiko Nijukken
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Daicel Corp
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Daicel Chemical Industries Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Daicel Chemical Industries Ltd filed Critical Daicel Chemical Industries Ltd
Priority to CN2008800128510A priority Critical patent/CN101663335B/zh
Priority to EP08720688A priority patent/EP2147937A4/en
Priority to KR1020097023673A priority patent/KR101371878B1/ko
Priority to JP2009513983A priority patent/JP5279703B2/ja
Priority to US12/598,314 priority patent/US8084545B2/en
Publication of WO2008139679A1 publication Critical patent/WO2008139679A1/ja
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/42—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof
    • C08G59/4246—Polycarboxylic acids; Anhydrides, halides or low molecular weight esters thereof polymers with carboxylic terminal groups
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/14—Esterification
    • 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
    • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
    • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
    • C08F290/12—Polymers provided for in subclasses C08C or C08F
    • 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
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • 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
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32—Epoxy compounds containing three or more epoxy groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Epoxy Resins (AREA)
  • Materials For Photolithography (AREA)

Abstract

 本発明の側鎖に重合性不飽和基を有する光及び/又は熱硬化性共重合体は、カルボキシル基含有重合性不飽和化合物(A)に対応するモノマー単位、及び下記式(1)及び(2) で表される少なくとも1種のエポキシ基含有重合性不飽和化合物(B)に対応するモノマー単位を含む共重合体(P)の一部のカルボキシル基にエポキシ基含有重合性不飽和化合物(C)のエポキシ基を付加反応させて得られる。式中、Raは、それぞれ、水素原子又は炭素数1~4のアルキル基を示し、Rbは、それぞれ、単結合又はヘテロ原子を含んでいてもよい炭素数1~12のアルキレン基を示す。この硬化性共重合体は、合成安定性、保存安定性に優れ、良好な硬化特性を有するとともに、エポキシ架橋とラジカル架橋が共に可能である。
PCT/JP2008/000822 2007-05-11 2008-03-31 光及び/又は熱硬化性共重合体、硬化性樹脂組成物及び硬化物 Ceased WO2008139679A1 (ja)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN2008800128510A CN101663335B (zh) 2007-05-11 2008-03-31 光和/或热固化性共聚物、固化性树脂组合物以及固化物
EP08720688A EP2147937A4 (en) 2007-05-11 2008-03-31 LIGHT AND / OR HEAT-CURABLE COPOLYMER, HARDENABLE RESIN COMPOSITIONS AND HARDENED OBJECTS
KR1020097023673A KR101371878B1 (ko) 2007-05-11 2008-03-31 광 및/또는 열 경화성 공중합체, 경화성 수지 조성물 및 경화물
JP2009513983A JP5279703B2 (ja) 2007-05-11 2008-03-31 光及び/又は熱硬化性共重合体、硬化性樹脂組成物及び硬化物
US12/598,314 US8084545B2 (en) 2007-05-11 2008-03-31 Photo- and/or thermo-curable copolymer, curable resin compositions, and cured articles

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007127398 2007-05-11
JP2007-127398 2007-05-11

Publications (1)

Publication Number Publication Date
WO2008139679A1 true WO2008139679A1 (ja) 2008-11-20

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PCT/JP2008/000822 Ceased WO2008139679A1 (ja) 2007-05-11 2008-03-31 光及び/又は熱硬化性共重合体、硬化性樹脂組成物及び硬化物

Country Status (7)

Country Link
US (1) US8084545B2 (ja)
EP (1) EP2147937A4 (ja)
JP (1) JP5279703B2 (ja)
KR (1) KR101371878B1 (ja)
CN (1) CN101663335B (ja)
TW (1) TWI445720B (ja)
WO (1) WO2008139679A1 (ja)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010189623A (ja) * 2009-01-20 2010-09-02 Sumitomo Chemical Co Ltd 平坦化膜用硬化性樹脂組成物、平坦化膜及び表示装置
JP2010242058A (ja) * 2009-03-18 2010-10-28 Nippon Shokubai Co Ltd カルボキシル基含有ラジカル重合性共重合体および感光性樹脂組成物
CN101989494A (zh) * 2009-07-29 2011-03-23 大赛璐化学工业株式会社 用于制造叠层陶瓷部件的溶剂组合物
CN102024562A (zh) * 2009-09-17 2011-04-20 大赛璐化学工业株式会社 用于制造叠层陶瓷部件的溶剂组合物
JP2011219759A (ja) * 2010-04-13 2011-11-04 Lg Chem Ltd アルカリ可溶性バインダー樹脂およびこれを含む感光性樹脂組成物
JP2012028355A (ja) * 2009-09-17 2012-02-09 Daicel Corp 積層セラミック部品製造用溶剤組成物
JP2012028356A (ja) * 2009-07-29 2012-02-09 Daicel Corp 積層セラミック部品製造用溶剤組成物
JP2013010939A (ja) * 2011-05-30 2013-01-17 Sumitomo Chemical Co Ltd 硬化性樹脂組成物
JP2013010938A (ja) * 2011-05-30 2013-01-17 Sumitomo Chemical Co Ltd 硬化性樹脂組成物
JP2014177533A (ja) * 2013-03-14 2014-09-25 Nippon Shokubai Co Ltd 新規重合体および感光性樹脂組成物
JP2018039979A (ja) * 2016-09-02 2018-03-15 Jsr株式会社 組成物、硬化膜および有機el・液晶表示素子
WO2024018984A1 (ja) * 2022-07-21 2024-01-25 株式会社ダイセル 共重合体、硬化性樹脂組成物、及び硬化物
JP2024014872A (ja) * 2018-09-03 2024-02-01 株式会社レゾナック 樹脂

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101492662B1 (ko) * 2010-06-25 2015-02-12 주식회사 엘지화학 알칼리 가용성 바인더 수지 및 이를 포함하는 감광성 수지 조성물
TWI409588B (zh) * 2010-09-07 2013-09-21 Daxin Materials Corp 感光性樹脂組成物
KR101999803B1 (ko) * 2012-11-02 2019-07-12 롬엔드하스전자재료코리아유한회사 감광성 수지 조성물 및 이로부터 제조된 스페이서
JP2014223795A (ja) * 2013-04-11 2014-12-04 東洋合成工業株式会社 部品の製造方法
KR101638354B1 (ko) * 2013-05-28 2016-07-11 동우 화인켐 주식회사 스페이서 형성용 감광성 수지 조성물 및 이로부터 제조되는 스페이서
KR101971010B1 (ko) * 2015-02-06 2019-04-22 후지필름 가부시키가이샤 하드 코트 필름, 편광판, 액정 표시 장치 및 하드 코트 필름의 제조 방법
WO2019093827A1 (ko) * 2017-11-10 2019-05-16 주식회사 엘지화학 광경화성 및 열경화성을 갖는 공중합체, 이를 이용한 감광성 수지 조성물, 감광성 수지 필름, 및 컬러필터
KR102118627B1 (ko) * 2017-11-10 2020-06-09 주식회사 엘지화학 광경화성 및 열경화성을 갖는 공중합체, 이를 이용한 감광성 수지 조성물, 감광성 수지 필름, 및 컬러필터
JP7190294B2 (ja) * 2018-09-10 2022-12-15 株式会社ダイセル 共重合体、該共重合体を含む硬化性樹脂組成物、及びその硬化物

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5571713A (en) * 1978-11-22 1980-05-30 Ricoh Co Ltd Preparation of nonaqueous resin dispersion
GB2219591A (en) 1988-05-17 1989-12-13 Kansai Paint Co Ltd Active energy ray-curable unsaturated resin composition
JPH08325323A (ja) * 1995-05-30 1996-12-10 Daicel Chem Ind Ltd 硬化性ビニル重合体及びその製造方法
JPH1069081A (ja) * 1997-06-06 1998-03-10 Daicel Chem Ind Ltd アルカリ可溶型レジスト用組成物
JP2000191737A (ja) 1998-12-28 2000-07-11 Daicel Chem Ind Ltd 硬化性樹脂組成物
JP2000338322A (ja) * 1999-05-26 2000-12-08 Mitsubishi Chemicals Corp カラーフィルター用光重合性組成物およびカラーフィルター
JP2002287353A (ja) * 2001-03-28 2002-10-03 Nippon Paint Co Ltd フォトソルダーレジスト組成物
JP2006077231A (ja) * 2004-08-12 2006-03-23 Jsr Corp 側鎖不飽和重合体、感放射線性樹脂組成物および液晶表示素子用スペーサー
DE3943850B4 (de) 1988-05-17 2006-03-23 Daicel Chemical Industries, Ltd., Sakai Mit aktiven Energiestrahlen härtbare ungesättigte Harzmasse
JP2006193718A (ja) 2004-12-14 2006-07-27 Daicel Chem Ind Ltd 3,4−エポキシトリシクロ[5.2.1.02,6]デカン環を有する構造単位を含む共重合体とその製造法
EP1818327A1 (en) 2004-11-30 2007-08-15 Daicel Chemical Industries, Ltd. Alicyclic epoxy (meth)acrylates, process for production thereof, and copolymers

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5043366A (en) * 1989-02-20 1991-08-27 Kansai Paint Co., Ltd. Self-curing aqueous resin dispersion based on alicyclic epoxies
KR100365545B1 (ko) * 1994-03-14 2003-04-11 후지쯔 가부시끼가이샤 에폭시기를갖는시클로올레핀수지조성물
US5650233A (en) * 1995-01-05 1997-07-22 Daicel Chemical Industries, Ltd. Photo-setting colored filter composition, a color filter, a process for the preparation thereof, and a curable resin composition
CN100460432C (zh) * 2004-08-12 2009-02-11 Jsr株式会社 侧链不饱和聚合物、辐射敏感性树脂组合物以及液晶显示元件用隔板

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5571713A (en) * 1978-11-22 1980-05-30 Ricoh Co Ltd Preparation of nonaqueous resin dispersion
GB2219591A (en) 1988-05-17 1989-12-13 Kansai Paint Co Ltd Active energy ray-curable unsaturated resin composition
DE3943850B4 (de) 1988-05-17 2006-03-23 Daicel Chemical Industries, Ltd., Sakai Mit aktiven Energiestrahlen härtbare ungesättigte Harzmasse
JPH08325323A (ja) * 1995-05-30 1996-12-10 Daicel Chem Ind Ltd 硬化性ビニル重合体及びその製造方法
JPH1069081A (ja) * 1997-06-06 1998-03-10 Daicel Chem Ind Ltd アルカリ可溶型レジスト用組成物
JP2000191737A (ja) 1998-12-28 2000-07-11 Daicel Chem Ind Ltd 硬化性樹脂組成物
JP2000338322A (ja) * 1999-05-26 2000-12-08 Mitsubishi Chemicals Corp カラーフィルター用光重合性組成物およびカラーフィルター
JP2002287353A (ja) * 2001-03-28 2002-10-03 Nippon Paint Co Ltd フォトソルダーレジスト組成物
JP2006077231A (ja) * 2004-08-12 2006-03-23 Jsr Corp 側鎖不飽和重合体、感放射線性樹脂組成物および液晶表示素子用スペーサー
EP1818327A1 (en) 2004-11-30 2007-08-15 Daicel Chemical Industries, Ltd. Alicyclic epoxy (meth)acrylates, process for production thereof, and copolymers
JP2006193718A (ja) 2004-12-14 2006-07-27 Daicel Chem Ind Ltd 3,4−エポキシトリシクロ[5.2.1.02,6]デカン環を有する構造単位を含む共重合体とその製造法

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
AL, MAEDA ET AL.: "ArF Chemically-Amplified Negative Resist Using Alicyclic Epoxy Polymer", JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY, TECHNICAL ASSOCIATION OF PHOTOPOLYMERS, vol. 11, no. 3, 1 January 1998 (1998-01-01), pages 507 - 512, XP000997826
See also references of EP2147937A4 *

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2010189623A (ja) * 2009-01-20 2010-09-02 Sumitomo Chemical Co Ltd 平坦化膜用硬化性樹脂組成物、平坦化膜及び表示装置
JP2010242058A (ja) * 2009-03-18 2010-10-28 Nippon Shokubai Co Ltd カルボキシル基含有ラジカル重合性共重合体および感光性樹脂組成物
CN101989494A (zh) * 2009-07-29 2011-03-23 大赛璐化学工业株式会社 用于制造叠层陶瓷部件的溶剂组合物
JP2012028356A (ja) * 2009-07-29 2012-02-09 Daicel Corp 積層セラミック部品製造用溶剤組成物
CN102024562A (zh) * 2009-09-17 2011-04-20 大赛璐化学工业株式会社 用于制造叠层陶瓷部件的溶剂组合物
JP2012028355A (ja) * 2009-09-17 2012-02-09 Daicel Corp 積層セラミック部品製造用溶剤組成物
JP2011219759A (ja) * 2010-04-13 2011-11-04 Lg Chem Ltd アルカリ可溶性バインダー樹脂およびこれを含む感光性樹脂組成物
JP2013010938A (ja) * 2011-05-30 2013-01-17 Sumitomo Chemical Co Ltd 硬化性樹脂組成物
JP2013010939A (ja) * 2011-05-30 2013-01-17 Sumitomo Chemical Co Ltd 硬化性樹脂組成物
JP2014177533A (ja) * 2013-03-14 2014-09-25 Nippon Shokubai Co Ltd 新規重合体および感光性樹脂組成物
JP2018039979A (ja) * 2016-09-02 2018-03-15 Jsr株式会社 組成物、硬化膜および有機el・液晶表示素子
JP7000716B2 (ja) 2016-09-02 2022-02-10 Jsr株式会社 組成物、硬化膜および有機el・液晶表示素子
JP2024014872A (ja) * 2018-09-03 2024-02-01 株式会社レゾナック 樹脂
JP7568024B2 (ja) 2018-09-03 2024-10-16 株式会社レゾナック 樹脂
WO2024018984A1 (ja) * 2022-07-21 2024-01-25 株式会社ダイセル 共重合体、硬化性樹脂組成物、及び硬化物
JP2024014141A (ja) * 2022-07-21 2024-02-01 株式会社ダイセル 共重合体、硬化性樹脂組成物、及び硬化物
KR20250037716A (ko) 2022-07-21 2025-03-18 주식회사 다이셀 공중합체, 경화성 수지 조성물 및 경화물

Also Published As

Publication number Publication date
JP5279703B2 (ja) 2013-09-04
EP2147937A1 (en) 2010-01-27
US20100137515A1 (en) 2010-06-03
EP2147937A4 (en) 2010-08-25
TWI445720B (zh) 2014-07-21
KR20100016506A (ko) 2010-02-12
US8084545B2 (en) 2011-12-27
CN101663335B (zh) 2011-12-14
KR101371878B1 (ko) 2014-03-07
JPWO2008139679A1 (ja) 2010-07-29
CN101663335A (zh) 2010-03-03
TW200904837A (en) 2009-02-01

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