JP5583133B2 - 有機電界効果トランジスタに使用するためのジケトピロロピロールポリマー - Google Patents

有機電界効果トランジスタに使用するためのジケトピロロピロールポリマー Download PDF

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JP5583133B2
JP5583133B2 JP2011533677A JP2011533677A JP5583133B2 JP 5583133 B2 JP5583133 B2 JP 5583133B2 JP 2011533677 A JP2011533677 A JP 2011533677A JP 2011533677 A JP2011533677 A JP 2011533677A JP 5583133 B2 JP5583133 B2 JP 5583133B2
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JP2012506928A (ja
JP2012506928A5 (enExample
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デュゲリ マティアス
ザヘル エテイシュ マフムード
アヨ パスカル
フレデリック エビシャー オリヴィエ
フォンロドナ トゥロン マルタ
フォンタナ マルゲリータ
ランツ マリアン
ジェ.エル. トゥルビエ マチュー
シュミートハルター ベアト
フロレ ジャン−シャルル
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BASF SE
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  • Thin Film Transistor (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
JP2011533677A 2008-10-31 2009-10-21 有機電界効果トランジスタに使用するためのジケトピロロピロールポリマー Expired - Fee Related JP5583133B2 (ja)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
EP08168010 2008-10-31
EP08168010.0 2008-10-31
EP09153172.3 2009-02-19
EP09153172 2009-02-19
EP09160579 2009-05-19
EP09160579.0 2009-05-19
PCT/EP2009/063767 WO2010049321A1 (en) 2008-10-31 2009-10-21 Diketopyrrolopyrrole polymers for use in organic field effect transistors

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JP2012506928A JP2012506928A (ja) 2012-03-22
JP2012506928A5 JP2012506928A5 (enExample) 2012-12-06
JP5583133B2 true JP5583133B2 (ja) 2014-09-03

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US (3) US8912305B2 (enExample)
EP (2) EP2350161B1 (enExample)
JP (1) JP5583133B2 (enExample)
KR (2) KR101935644B1 (enExample)
CN (2) CN102272192B (enExample)
TW (2) TWI570148B (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
CA2655076A1 (en) 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors
EP2350160B1 (en) 2008-10-31 2018-04-11 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
US10224484B2 (en) 2008-10-31 2019-03-05 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
JP5635070B2 (ja) 2009-03-23 2014-12-03 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 有機半導体デバイスでの使用のためのジケトピロロピロールポリマー
WO2010115767A1 (en) * 2009-04-08 2010-10-14 Basf Se Pyrrolopyrrole derivatives, their manufacture and use as semiconductors
US8835579B2 (en) 2009-05-27 2014-09-16 Basf Se Process for polymerising (hetero)aromatic compounds
WO2010136353A1 (en) 2009-05-27 2010-12-02 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
CN102449023B (zh) 2009-05-27 2015-10-07 巴斯夫欧洲公司 多环联噻吩
US8598448B2 (en) 2010-03-20 2013-12-03 Polyera Corporation Pyrrolo[3,2-B]pyrrole semiconducting compounds and devices incorporating same
EP2571919B1 (en) 2010-05-19 2018-07-11 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
CN102959753B (zh) * 2010-06-24 2017-10-31 巴斯夫欧洲公司 具有改进开/关电流比和可控阈移的有机场效应晶体管
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
US8946376B2 (en) 2010-09-29 2015-02-03 Basf Se Semiconductors based on diketopyrrolopyrroles
EP2621927B1 (en) * 2010-09-29 2020-02-12 Basf Se Semiconductors based on diketopyrrolopyrroles
US9187600B2 (en) 2010-11-01 2015-11-17 Basf Se Polyimides as dielectric
EP2636056B1 (en) 2010-11-01 2018-07-04 Basf Se Polyimides as dielectric
JP6005057B2 (ja) * 2010-12-22 2016-10-12 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 半導体構造およびその製造方法
CN103562259B (zh) * 2011-05-30 2016-05-04 巴斯夫欧洲公司 通过使用偶联反应制备聚合物的方法
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)
CN104094435B (zh) 2011-09-02 2017-02-22 巴斯夫欧洲公司 二酮基吡咯并吡咯低聚物和包含二酮基吡咯并吡咯低聚物的组合物
EP2780409A4 (en) 2011-11-15 2015-09-16 Basf Se ORGANIC SEMICONDUCTOR COMPONENT AND MANUFACTURING METHOD THEREFOR
WO2013083507A1 (en) 2011-12-07 2013-06-13 Basf Se An organic field effect transistor
CN103975454B (zh) 2011-12-07 2018-02-09 巴斯夫欧洲公司 用于有机半导体器件的二酮基吡咯并吡咯聚合物
EP2834284B1 (en) 2012-04-02 2017-05-10 Basf Se Phenanthro[9,10-b]furan polymers and small molecules for electronic applications
JP6395702B2 (ja) * 2012-04-04 2018-09-26 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ポリマーおよび小分子
WO2014016219A1 (en) 2012-07-23 2014-01-30 Basf Se Dithienobenzofuran polymers and small molecules for electronic application
KR102154260B1 (ko) * 2012-08-27 2020-09-10 코닝 인코포레이티드 반도체성 융합 티오펜 중합체 잉크 제형
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
KR102173448B1 (ko) * 2013-05-06 2020-11-04 주식회사 클랩 유기 전자 응용품 내의 유전체로서의 가용성 시클릭 이미드 함유 중합체
KR101485398B1 (ko) 2013-05-07 2015-01-26 경상대학교산학협력단 다이케토피롤로피롤 중합체 및 이를 함유하는 유기 전자 소자
CN105324408B (zh) 2013-06-27 2018-06-22 巴斯夫欧洲公司 作为电介质的复分解聚合物
KR101754044B1 (ko) 2013-07-08 2017-07-04 바스프 에스이 아지드계 가교제
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
CN107077920B (zh) 2014-09-25 2019-05-03 巴斯夫欧洲公司 作为光可交联介电质的醚基聚合物
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
JP6666996B2 (ja) * 2016-04-07 2020-03-18 富士フイルム株式会社 有機薄膜トランジスタ素子、有機半導体膜形成用組成物、有機半導体膜の製造方法及び有機半導体膜
CN109153772B (zh) * 2016-05-25 2022-05-03 Clap有限公司 半导体
WO2018060015A1 (en) 2016-09-27 2018-04-05 Basf Se Star-shaped styrene polymers with enhanced glass transition temperature
WO2018060016A1 (en) 2016-09-27 2018-04-05 Basf Se Star-shaped and triblock polymers with enhanced crosslinkability
WO2018070670A1 (ko) * 2016-10-11 2018-04-19 이화여자대학교 산학협력단 유기 반도체 화합물 및 이를 이용한 전자 소자
WO2018226536A1 (en) 2017-06-08 2018-12-13 Corning Incorporated Doping of other polymers into organic semi-conducting polymers
EP3762979A1 (en) 2018-03-07 2021-01-13 Clap Co., Ltd. Patterning method for preparing top-gate, bottom-contact organic field effect transistors
KR102341687B1 (ko) 2018-03-08 2021-12-21 주식회사 클랩 반도체성 단일벽 탄소 나노튜브 및 유기 반도체 물질을 포함하는 유기 전계효과 트랜지스터
CN112074548B (zh) 2018-06-26 2023-07-25 Clap有限公司 作为电介质的乙烯醚类聚合物
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
KR20220125056A (ko) 2021-03-04 2022-09-14 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

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2802338B2 (ja) 1988-07-29 1998-09-24 リーデル―デ・ヘーン・アクチェンゲゼルシャフト 新規の1,4−ジケトンピローロピロール染料
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
DE59408909D1 (de) 1993-10-13 1999-12-16 Ciba Sc Holding Ag Neue Fluoreszenzfarbstoffe
DE59409351D1 (de) 1993-10-13 2000-06-21 Ciba Sc Holding Ag Pyrrolo[3,4-c]pyrrole
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
WO1998045757A1 (en) 1997-04-09 1998-10-15 Ciba Specialty Chemicals Holding Inc. Black-pigmented structured high molecular weight material
US20010012559A1 (en) 1997-06-17 2001-08-09 John Zambounis Pigmented porous material
JP2002514263A (ja) 1997-06-30 2002-05-14 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 微細顔料分散体を製造する方法
AU5975799A (en) 1998-09-21 2000-04-10 Ciba Specialty Chemicals Holding Inc. Substituted phthalocyanine
US6495250B1 (en) 1998-12-16 2002-12-17 Ciba Specialty Chemicals Corporation Pigmented porous material
US6365720B1 (en) 1998-12-29 2002-04-02 Ciba Specialty Chemicals Corporation Method for producing thermally cleavable, soluble pigment derivatives
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
CN1553913B (zh) 2001-09-11 2011-10-05 西巴特殊化学品控股有限公司 吡咯并[3,4-c]吡咯的直接制备方法
EP1459392B1 (en) 2001-12-19 2011-09-21 Merck Patent GmbH Organic field effect transistor with an organic dielectric
US7939818B2 (en) 2003-10-28 2011-05-10 Basf Se Diketopyrrolopyrrole polymers
EP1769048A1 (en) * 2004-06-29 2007-04-04 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
EP1974401A1 (en) 2006-01-21 2008-10-01 Merck Patent GmbH 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
CA2655076A1 (en) * 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors
KR101314931B1 (ko) 2006-10-30 2013-10-04 삼성전자주식회사 유기 고분자 반도체, 이의 제조방법 및 이를 이용한 양극성 유기 박막 트랜지스터
EP2132213B1 (en) 2007-03-07 2013-05-15 University of Kentucky Research Foundation Silylethynylated heteroacenes and electronic devices made therewith
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
US7910684B2 (en) 2007-09-06 2011-03-22 Xerox Corporation Diketopyrrolopyrrole-based derivatives for thin film transistors
US7932344B2 (en) 2007-09-06 2011-04-26 Xerox Corporation Diketopyrrolopyrrole-based polymers
CN101889016B (zh) 2007-10-09 2014-02-12 巴斯夫欧洲公司 吡咯并吡咯衍生物、其制备及用途
DE602008001431D1 (de) 2007-12-27 2010-07-15 Ind Tech Res Inst Lösliche Polythiophenderivate
EP2350160B1 (en) * 2008-10-31 2018-04-11 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
WO2010136353A1 (en) * 2009-05-27 2010-12-02 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices

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