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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JP2012506928A5 (OSRAM
JP2012506928A (ja
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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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  • 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
EP08168010.0 2008-10-31
EP08168010 2008-10-31
EP09153172 2009-02-19
EP09153172.3 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 (OSRAM) 2012-12-06
JP5583133B2 true JP5583133B2 (ja) 2014-09-03

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JP2011533677A Expired - Fee Related JP5583133B2 (ja) 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

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US (3) US8912305B2 (OSRAM)
EP (2) EP2350161B1 (OSRAM)
JP (1) JP5583133B2 (OSRAM)
KR (2) KR101935644B1 (OSRAM)
CN (2) CN107099023B (OSRAM)
TW (2) TWI570148B (OSRAM)
WO (1) WO2010049321A1 (OSRAM)

Families Citing this family (64)

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Publication number Priority date Publication date Assignee Title
WO2008000664A1 (en) 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors
US10224484B2 (en) 2008-10-31 2019-03-05 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
JP5611217B2 (ja) 2008-10-31 2014-10-22 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に使用するためのジケトピロロピロールポリマー
WO2010108873A1 (en) 2009-03-23 2010-09-30 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
US9067942B2 (en) 2009-04-08 2015-06-30 Basf Se Pyrrolopyrrole derivatives, their manufacture and use as semiconductors
WO2010136401A2 (en) 2009-05-27 2010-12-02 Basf Se Polycyclic dithiophenes
JP5623512B2 (ja) 2009-05-27 2014-11-12 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se (複素環式)芳香族化合物の重合方法
BRPI1011853A2 (pt) 2009-05-27 2019-09-24 Basf Se polímero, material, camada ou componente semicondutores orgânicos, dispositivo semicondutor, processos para a preparação de um dispositivo semicondutor orgânico, e de um polímero, e, uso do polímero e/ou do material, camada ou componente semicondutores orgãnicos.
JP5588559B2 (ja) 2010-03-20 2014-09-10 ポリエラ コーポレイション ピロロ[3,2−b]ピロール半導体化合物およびそれを組み込んだデバイス
KR101839636B1 (ko) 2010-05-19 2018-03-16 바스프 에스이 유기 반도체 소자에 사용하기 위한 디케토피롤로피롤 중합체
KR20130094773A (ko) * 2010-06-24 2013-08-26 바스프 에스이 온/오프 전류비가 개선되고 임계 이동이 제어가능한 유기 전계 효과 트랜지스터
WO2012013508A1 (en) 2010-07-30 2012-02-02 Basf Se Amphiphilic protein in printed electronics
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
CN103189971B (zh) 2010-11-01 2016-02-17 巴斯夫欧洲公司 作为电介质的聚酰亚胺
US9187600B2 (en) 2010-11-01 2015-11-17 Basf Se Polyimides as dielectric
KR20140007357A (ko) 2010-12-22 2014-01-17 바스프 에스이 반도체 구조물 및 이의 제조 방법
TWI566828B (zh) * 2011-05-30 2017-01-21 巴地斯顏料化工廠 藉由使用偶合反應製備聚合物之方法
US9362508B2 (en) * 2011-06-22 2016-06-07 Basf Se Diketopyrrolopyrrole oligomers for use in organic semiconductor devices
WO2013028441A2 (en) 2011-08-19 2013-02-28 University Of Washington New poly(heteroarylene vinylene)s based on diketopyrrolopyrrole
US9209412B2 (en) 2011-09-02 2015-12-08 Basf Se Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers
US9543521B2 (en) 2011-11-15 2017-01-10 Basf Se Organic semiconductor device and process for its production
WO2013083506A1 (en) 2011-12-07 2013-06-13 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
JP6157497B2 (ja) * 2011-12-07 2017-07-05 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 有機電界効果トランジスタ
US9505877B2 (en) 2012-04-02 2016-11-29 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
JP6263536B2 (ja) * 2012-08-27 2018-01-17 コーニング インコーポレイテッド 半導体縮合チオフェンポリマーインク配合物
WO2014086722A1 (en) 2012-12-04 2014-06-12 Basf Se Functionnalized 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
WO2014206916A1 (en) 2013-06-27 2014-12-31 Basf Se Metathesis polymers as dielectrics
WO2015004563A1 (en) 2013-07-08 2015-01-15 Basf Se Azide-based crosslinking agents
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
KR102409794B1 (ko) 2014-09-25 2022-06-17 주식회사 클랩 광-가교성 유전체로서의 에테르계 중합체
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
WO2017202635A1 (en) 2016-05-25 2017-11-30 Basf Se Semiconductors
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
CN110730791B (zh) * 2017-06-08 2022-10-21 康宁股份有限公司 在有机半导体聚合物中掺杂其他聚合物
CN112119515A (zh) 2018-03-07 2020-12-22 Clap有限公司 用于制造顶栅底接触有机场效应晶体管的图案化方法
JP7075682B2 (ja) 2018-03-08 2022-05-26 クラップ カンパニー リミテッド 半導電性単層カーボンナノチューブ及び有機半導電性材料を含む有機電界効果トランジスタ
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
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
WO1990001480A1 (de) 1988-07-29 1990-02-22 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
EP0648770B1 (de) 1993-10-13 2000-05-17 Ciba SC Holding AG Pyrrolo[3,4-c]pyrrole
DE59408909D1 (de) 1993-10-13 1999-12-16 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
DE59604654D1 (de) 1995-07-28 2000-04-20 Ciba Sc Holding Ag Lösliche Chromophore mit leicht abspaltbaren löslichmachenden Gruppen
EP0811625B1 (en) * 1996-06-05 2002-04-17 Ciba SC Holding AG Process for preparing diketopyrrolopyrrole derivatives
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
EP0974075B1 (en) 1997-04-09 2002-08-14 Ciba SC Holding AG Black-pigmented structured high molecular weight material
US20010012559A1 (en) 1997-06-17 2001-08-09 John Zambounis Pigmented porous material
KR20010014330A (ko) 1997-06-30 2001-02-26 에프. 아. 프라저, 에른스트 알테르 (에. 알테르), 한스 페터 비틀린 (하. 페. 비틀린), 피. 랍 보프, 브이. 스펜글러, 페. 아에글러 C.i. 안료 레드 222를 함유하는 안료 분산제
DE59903992D1 (de) 1998-09-21 2003-02-13 Ciba Sc Holding Ag Substituierte phthalocyanine
US6495250B1 (en) 1998-12-16 2002-12-17 Ciba Specialty Chemicals Corporation Pigmented porous material
WO2000039221A1 (de) 1998-12-29 2000-07-06 Ciba Specialty Chemicals Holding Inc. 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
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
CA2469912A1 (en) 2001-12-19 2003-06-26 Avecia Limited Organic field effect transistor with an organic dielectric
EP1682605B1 (en) * 2003-10-28 2012-06-20 Basf Se Novel diketopyrrolopyrrole polymers
WO2006003090A1 (en) * 2004-06-29 2006-01-12 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
GB2449023B (en) 2006-01-21 2011-06-15 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
WO2008000664A1 (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
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
KR101546985B1 (ko) 2007-10-09 2015-08-24 바스프 에스이 피롤로피롤 유도체, 그의 제조 및 용도
EP2075274B1 (en) 2007-12-27 2010-06-02 Industrial Technology Research Institute Soluble polythiophene derivatives
JP5611217B2 (ja) * 2008-10-31 2014-10-22 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に使用するためのジケトピロロピロールポリマー
BRPI1011853A2 (pt) * 2009-05-27 2019-09-24 Basf Se polímero, material, camada ou componente semicondutores orgânicos, dispositivo semicondutor, processos para a preparação de um dispositivo semicondutor orgânico, e de um polímero, e, uso do polímero e/ou do material, camada ou componente semicondutores orgãnicos.

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