TWI638840B - 用於有機場效電晶體之二酮基吡咯并吡咯聚合物 - Google Patents

用於有機場效電晶體之二酮基吡咯并吡咯聚合物 Download PDF

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TWI638840B
TWI638840B TW104104601A TW104104601A TWI638840B TW I638840 B TWI638840 B TW I638840B TW 104104601 A TW104104601 A TW 104104601A TW 104104601 A TW104104601 A TW 104104601A TW I638840 B TWI638840 B TW I638840B
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polymer
group
alkyl
formula
copolymer
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TW104104601A
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TW201529632A (zh
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瑪堤斯 度琪里
伊堤斯 瑪木德 瑟何
帕斯可 賀憂茲
歐利維爾 弗瑞德瑞克 阿貝斯奇
瑪塔 方倫朵那
瑪格希瑞塔 方塔那
瑪瑞恩 蘭斯
瑪堤G R 吐爾貝茲
畢特 史奇米塔特
珍 查爾斯 弗羅斯
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巴地斯顏料化工廠
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    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
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    • C08G61/124—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one nitrogen atom in the ring
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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)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Thin Film Transistor (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
TW104104601A 2008-10-31 2009-10-30 用於有機場效電晶體之二酮基吡咯并吡咯聚合物 TWI638840B (zh)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
EP08168010 2008-10-31
??08168010.0 2008-10-31
??09153172.3 2009-02-19
EP09153172 2009-02-19
??09160579.0 2009-05-19
EP09160579 2009-05-19

Publications (2)

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TW201529632A TW201529632A (zh) 2015-08-01
TWI638840B true TWI638840B (zh) 2018-10-21

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TW104104601A TWI638840B (zh) 2008-10-31 2009-10-30 用於有機場效電晶體之二酮基吡咯并吡咯聚合物
TW098137032A TWI570148B (zh) 2008-10-31 2009-10-30 用於有機場效電晶體之二酮基吡咯并吡咯聚合物

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US (3) US8912305B2 (enExample)
EP (2) EP2350161B1 (enExample)
JP (1) JP5583133B2 (enExample)
KR (2) KR20110091711A (enExample)
CN (2) CN102272192B (enExample)
TW (2) TWI638840B (enExample)
WO (1) WO2010049321A1 (enExample)

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090302311A1 (en) * 2006-06-30 2009-12-10 Turbiez Mathieu G R Diketopyrrolopyrrole polymers as organic semiconductors
US10224484B2 (en) 2008-10-31 2019-03-05 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
CN102203160B (zh) 2008-10-31 2013-07-17 巴斯夫欧洲公司 用于有机半导体器件的二酮吡咯并吡咯聚合物
CN102362314B (zh) 2009-03-23 2014-09-24 巴斯夫欧洲公司 用于有机半导体器件的二酮吡咯并吡咯聚合物
BRPI1014578A2 (pt) 2009-04-08 2015-08-25 Basf Se Composto, material, camada ou componente semicondutor orgânico, dispositivo, semicondutor, e, uso de um composto.
KR101805203B1 (ko) 2009-05-27 2018-01-10 바스프 에스이 폴리시클릭 디티오펜
CN102449030B (zh) 2009-05-27 2014-06-25 巴斯夫欧洲公司 用于有机半导体器件中的二酮基吡咯并吡咯聚合物
US8835579B2 (en) 2009-05-27 2014-09-16 Basf Se Process for polymerising (hetero)aromatic compounds
CN102893422B (zh) 2010-03-20 2016-03-23 天光材料科技股份有限公司 吡咯并[3,2-b]吡咯半导体化合物及采用该化合物的器件
KR101839636B1 (ko) 2010-05-19 2018-03-16 바스프 에스이 유기 반도체 소자에 사용하기 위한 디케토피롤로피롤 중합체
EP2586074B1 (en) * 2010-06-24 2016-12-28 Basf Se An organic field effect transistor with improved current on/off ratio and controllable threshold shift
JP2013543251A (ja) 2010-07-30 2013-11-28 ビーエーエスエフ ソシエタス・ヨーロピア プリンテッドエレクトロニクスにおける両親媒性タンパク質
GB201013820D0 (en) 2010-08-18 2010-09-29 Cambridge Display Tech Ltd Low contact resistance organic thin film transistors
WO2012041849A1 (en) * 2010-09-29 2012-04-05 Basf Se Semiconductors based on diketopyrrolopyrroles
US8946376B2 (en) 2010-09-29 2015-02-03 Basf Se Semiconductors based on diketopyrrolopyrroles
US9187600B2 (en) 2010-11-01 2015-11-17 Basf Se Polyimides as dielectric
KR101421913B1 (ko) 2010-11-01 2014-07-22 바스프 에스이 유전체로서의 폴리이미드
US20130228771A1 (en) 2010-12-22 2013-09-05 Basf Se Semiconductor structure and method for its production
WO2012164479A1 (en) * 2011-05-30 2012-12-06 Basf Se Process for the production of polymers by using coupling reactions
JP6165135B2 (ja) 2011-06-22 2017-07-19 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 有機半導体素子内で使用するためのジケトピロロピロールオリゴマー
TW201321427A (zh) 2011-08-19 2013-06-01 Univ Washington 基於二酮吡咯並吡咯之新型聚(雜亞芳基亞乙烯基)
JP6296980B2 (ja) * 2011-09-02 2018-03-20 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se ジケトピロロピロールオリゴマー、及びジケトピロロピロールオリゴマーを含む組成物
KR20140101788A (ko) 2011-11-15 2014-08-20 바스프 에스이 유기 반도체 소자 및 이의 제조 방법
KR101990167B1 (ko) * 2011-12-07 2019-06-17 바스프 에스이 유기 전계 효과 트랜지스터
EP2789024B1 (en) * 2011-12-07 2015-11-18 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
EP2834284B1 (en) 2012-04-02 2017-05-10 Basf Se Phenanthro[9,10-b]furan polymers and small molecules for electronic applications
KR102079604B1 (ko) * 2012-04-04 2020-04-08 바스프 에스이 디케토피롤로피롤 중합체 및 소분자
JP6207606B2 (ja) 2012-07-23 2017-10-04 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se ジチエノベンゾフランポリマーおよび電子的な応用のための小分子
US9312044B2 (en) * 2012-08-27 2016-04-12 Corning Incoporated Semiconducting fused thiophene polymer ink formulation
EP2928940B1 (en) 2012-12-04 2021-03-03 CLAP Co., Ltd. Functionalized benzodithiophene polymers for electronic application
US9166168B2 (en) * 2012-12-24 2015-10-20 Samsung Electronics Co., Ltd. Organic semiconductor polymer, organic thin film transistor, and electronic device
KR101514207B1 (ko) * 2013-04-15 2015-06-05 한국과학기술연구원 낮은 밴드갭을 갖는 고분자 화합물, 이를 포함하는 유기태양전지 및 이의 제조방법
WO2014180704A1 (en) * 2013-05-06 2014-11-13 Basf Se Soluble cyclic imides containing polymers as dielectrics in organic electronic applications
KR101485398B1 (ko) 2013-05-07 2015-01-26 경상대학교산학협력단 다이케토피롤로피롤 중합체 및 이를 함유하는 유기 전자 소자
EP3013885B1 (en) 2013-06-27 2022-08-10 CLAP Co., Ltd. Metathesis polymers as dielectrics
JP6214768B2 (ja) 2013-07-08 2017-10-18 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se アジド系架橋剤
US9761803B2 (en) * 2013-07-22 2017-09-12 Xerox Corporation Semiconductor composition
KR101630173B1 (ko) 2014-01-17 2016-06-24 경상대학교산학협력단 비대칭 헤테로고리-비닐렌-헤테로고리계 다이케토피롤로피롤 중합체, 이를 채용하고 있는 유기 전자 소자 및 이를 제조하기 위한 단량체
US9399698B2 (en) * 2014-01-31 2016-07-26 Xerox Corporation Processes for purifying diketopyrrolopyrrole copolymers
KR101600031B1 (ko) 2014-03-24 2016-03-07 경상대학교산학협력단 비대칭 다이케토피롤로피롤 중합체 및 이를 함유하는 유기 전자 소자
KR102143429B1 (ko) 2014-03-25 2020-08-11 경상대학교산학협력단 다이케토피롤로피롤 중합체 및 이를 채용하고 있는 유기 전자 소자
KR102099612B1 (ko) 2014-03-27 2020-04-10 경상대학교산학협력단 다이케토피롤로피롤 중합체 및 이를 채용하고 있는 유기 전자 소자
KR101750141B1 (ko) 2014-06-11 2017-06-22 주식회사 엘지화학 공중합체 및 이를 포함하는 유기 태양 전지
WO2016046659A1 (en) 2014-09-25 2016-03-31 Basf Se Ether-based polymers as photo-crosslinkable dielectrics
KR101855085B1 (ko) * 2015-08-28 2018-06-20 이화여자대학교 산학협력단 셀레늄-함유 유기반도체 화합물 및 이의 제조 방법
KR20160088257A (ko) 2016-02-05 2016-07-25 경상대학교산학협력단 비대칭 헤테로고리-비닐렌-헤테로고리계 다이케토피롤로피롤 중합체, 이를 채용하고 있는 유기 전자 소자 및 이를 제조하기 위한 단량체
CN105820169B (zh) * 2016-03-03 2019-05-03 南京邮电大学 一类基于多环芳烃k位并咪唑基的有机半导体材料的制备方法及应用
EP3442043A4 (en) * 2016-04-07 2019-04-03 FUJIFILM Corporation ORGANIC THIN LAYER TRANSISTOR ELEMENT, COMPOSITION FOR PREPARING AN ORGANIC SEMICONDUCTOR LAYER, METHOD FOR PRODUCING AN ORGANIC SEMICONDUCTOR LAYER AND ORGANIC SEMICONDUCTOR LAYER
EP3464415B1 (en) 2016-05-25 2020-08-19 Basf Se Semiconductors
TWI764929B (zh) 2016-09-27 2022-05-21 德商巴地斯顏料化工廠 具有經增強的可交聯性之星形及三嵌段聚合物
WO2018060015A1 (en) 2016-09-27 2018-04-05 Basf Se Star-shaped styrene polymers with enhanced glass transition temperature
WO2018070670A1 (ko) * 2016-10-11 2018-04-19 이화여자대학교 산학협력단 유기 반도체 화합물 및 이를 이용한 전자 소자
KR102542436B1 (ko) * 2017-06-08 2023-06-13 코닝 인코포레이티드 다른 중합체의 유기 반도체 중합체로의 도핑
JP7046395B2 (ja) 2018-03-07 2022-04-04 クラップ カンパニー リミテッド トップゲート・ボトムコンタクト有機電界効果トランジスタを製造するためのパターニング方法
CN112074963A (zh) 2018-03-08 2020-12-11 Clap有限公司 半导体性单壁碳纳米管及包括有机半导体材料的有机场效应晶体管
EP3735430B1 (en) 2018-06-26 2023-09-13 Clap Co., Ltd. Vinylether-based polymer as dielectric
CN111045296B (zh) * 2018-10-12 2024-12-27 康宁股份有限公司 用于有机薄膜晶体管的可uv图案化的聚合物掺混物
CN111100264A (zh) * 2019-12-30 2020-05-05 南京德高材料科技有限公司 一种含dpp、噻吩和氟代噻吩结构单元的聚合物及其制备方法和应用
CN114380982A (zh) * 2020-10-16 2022-04-22 康宁股份有限公司 可光图案化的有机半导体(osc)聚合物及其形成方法和应用
CN114437315B (zh) * 2020-11-03 2022-12-06 中国科学院化学研究所 噻唑桥联异靛蓝类受体及聚合物以及它们的制备方法与应用
KR102989116B1 (ko) * 2021-03-04 2026-07-09 삼성전자주식회사 고분자, 연신성 고분자 박막 및 전자 소자
KR20220160424A (ko) 2021-05-27 2022-12-06 삼성전자주식회사 고분자 반도체, 연신성 고분자 박막 및 전자 소자
CN113603868B (zh) * 2021-08-05 2023-11-24 中国科学院大学 一种基于芳基二卤代物和芳基二锡烷的Stille交叉偶联室温聚合方法
CN115058023B (zh) * 2022-05-27 2025-07-15 复旦大学 一种调控吡咯并吡咯二酮类给体-受体共轭聚合物结晶取向的方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200519182A (en) 2003-10-28 2005-06-16 Ciba Sc Holding Ag Novel diketopyrrolopyrrole polymers
TW200811214A (en) 2006-06-30 2008-03-01 Ciba Sc Holding Ag Diketopyrrolopyrrole polymers as organic semiconductors
TW200927787A (en) 2007-12-27 2009-07-01 Ind Tech Res Inst Soluble polythiophene derivatives

Family Cites Families (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0426717B1 (de) 1988-07-29 1996-04-24 Riedel-De Haen Aktiengesellschaft Optische datenspeicher
JPH0493083A (ja) 1990-08-08 1992-03-25 Matsushita Electron Corp 半導体装置およびその製造方法
DE4331401A1 (de) 1993-09-15 1995-03-16 Hoechst Ag Verwendung von Polymeren mit isolierten Chromophoren als Elektrolumineszenzmaterialen
DE59409351D1 (de) 1993-10-13 2000-06-21 Ciba Sc Holding Ag Pyrrolo[3,4-c]pyrrole
EP0648817B1 (de) 1993-10-13 1999-11-10 Ciba SC Holding AG Neue Fluoreszenzfarbstoffe
EP0742255B1 (en) 1995-05-12 2004-04-14 Ciba SC Holding AG Colouration of high molecular weight organic materials in the mass with soluble phthalocyanine precursors
EP0761772B1 (de) 1995-07-28 2000-03-15 Ciba SC Holding AG Lösliche Chromophore mit leicht abspaltbaren löslichmachenden Gruppen
DE69711985T2 (de) * 1996-06-05 2002-10-31 Ciba Speciality Chemicals Holding Inc., Basel Verfahren zur Herstellung von Diketopyrrolopyrrolderivaten
JP4558106B2 (ja) 1997-01-27 2010-10-06 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド 改良された溶解性基を有する可溶性発色団
JP2002512647A (ja) 1997-04-09 2002-04-23 チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド 黒色着色された組織化高分子量材料
US20010012559A1 (en) 1997-06-17 2001-08-09 John Zambounis Pigmented porous material
AU8730198A (en) 1997-06-30 1999-01-25 Ciba Specialty Chemicals Holding Inc. Method for producing fine pigment dispersions
WO2000017275A1 (de) 1998-09-21 2000-03-30 Ciba Specialty Chemicals Holding Inc. Substituierte phthalocyanine
US6495250B1 (en) 1998-12-16 2002-12-17 Ciba Specialty Chemicals Corporation Pigmented porous material
ATE225830T1 (de) 1998-12-29 2002-10-15 Ciba Sc Holding Ag Verbessertes verfahren zur herstellung thermisch spaltbarer, löslicher pigmentderivate
US6423839B1 (en) 1999-04-16 2002-07-23 Ciba Specialty Chemicals Corporation Mixed color pigment precursors and their use
TWI290164B (en) 1999-08-26 2007-11-21 Ciba Sc Holding Ag DPP-containing conjugated polymers and electroluminescent devices
US6355783B1 (en) 1999-09-24 2002-03-12 Ciba Specialty Chemicals Corporation Compounds for mass coloration of high temperature polymers
US6690029B1 (en) 2001-08-24 2004-02-10 University Of Kentucky Research Foundation Substituted pentacenes and electronic devices made with substituted pentacenes
JP4707951B2 (ja) 2001-09-11 2011-06-22 チバ ホールディング インコーポレーテッド ジケトピロロピロールの調製方法
CA2469912A1 (en) 2001-12-19 2003-06-26 Avecia Limited Organic field effect transistor with an organic dielectric
US20090057613A1 (en) * 2004-06-29 2009-03-05 Ciba Specialty Chemicals Holding Inc. Fluorescent quinacridones
JP2006117591A (ja) * 2004-10-22 2006-05-11 Toyo Ink Mfg Co Ltd 蛍光性ジケトピロロピロール化合物
US20100308304A1 (en) 2006-01-21 2010-12-09 Simon Dominic Ogier Electronic short channel device comprising an organic semiconductor formulation
GB0612929D0 (en) 2006-06-29 2006-08-09 Univ Cambridge Tech High-performance organic field-effect transistors based on dilute, crystalline-crystalline polymer blends and block copolymers
KR101314931B1 (ko) 2006-10-30 2013-10-04 삼성전자주식회사 유기 고분자 반도체, 이의 제조방법 및 이를 이용한 양극성 유기 박막 트랜지스터
JP5562652B2 (ja) 2007-03-07 2014-07-30 ユニバーシティ オブ ケンタッキー リサーチ ファウンデーション シリルエチニル化されたヘテロアセン類およびそれで作製された電子装置
GB0706756D0 (en) 2007-04-05 2007-05-16 Imp Innovations Ltd Improvements in organic field-effect transistors
US7652339B2 (en) 2007-04-06 2010-01-26 Xerox Corporation Ambipolar transistor design
US7932344B2 (en) 2007-09-06 2011-04-26 Xerox Corporation Diketopyrrolopyrrole-based polymers
US7910684B2 (en) * 2007-09-06 2011-03-22 Xerox Corporation Diketopyrrolopyrrole-based derivatives for thin film transistors
JP5431340B2 (ja) * 2007-10-09 2014-03-05 ビーエーエスエフ ソシエタス・ヨーロピア ピロロピロール誘導体、その製造及び使用
CN102203160B (zh) * 2008-10-31 2013-07-17 巴斯夫欧洲公司 用于有机半导体器件的二酮吡咯并吡咯聚合物
CN102449030B (zh) * 2009-05-27 2014-06-25 巴斯夫欧洲公司 用于有机半导体器件中的二酮基吡咯并吡咯聚合物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200519182A (en) 2003-10-28 2005-06-16 Ciba Sc Holding Ag Novel diketopyrrolopyrrole polymers
TW200811214A (en) 2006-06-30 2008-03-01 Ciba Sc Holding Ag Diketopyrrolopyrrole polymers as organic semiconductors
TW200927787A (en) 2007-12-27 2009-07-01 Ind Tech Res Inst Soluble polythiophene derivatives

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