KR101746873B1 - 유기 반도체 장치에 사용하기 위한 디케토피롤로피롤 중합체 - Google Patents

유기 반도체 장치에 사용하기 위한 디케토피롤로피롤 중합체 Download PDF

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KR101746873B1
KR101746873B1 KR1020117030985A KR20117030985A KR101746873B1 KR 101746873 B1 KR101746873 B1 KR 101746873B1 KR 1020117030985 A KR1020117030985 A KR 1020117030985A KR 20117030985 A KR20117030985 A KR 20117030985A KR 101746873 B1 KR101746873 B1 KR 101746873B1
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alkyl
group
alkoxy
polymer
independently
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KR20120018808A (ko
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마티아스 뒤겔리
올리비에르 프레데릭 애비셔
파스칼 하요즈
마르타 폰로도나 투론
마티유 제. 에르. 투르비에
장-샤를 플로레스
한스 쥐르그 키르너
페터 무러
나탈리아 체보타레바
토마스 셰퍼
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바스프 에스이
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  • Electromagnetism (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Photovoltaic Devices (AREA)
  • Thin Film Transistor (AREA)
KR1020117030985A 2009-05-27 2010-05-18 유기 반도체 장치에 사용하기 위한 디케토피롤로피롤 중합체 Expired - Fee Related KR101746873B1 (ko)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP09161243 2009-05-27
EP09161243.2 2009-05-27
EP09168352 2009-08-21
EP09168352.4 2009-08-21
PCT/EP2010/056778 WO2010136353A1 (en) 2009-05-27 2010-05-18 Diketopyrrolopyrrole polymers for use in organic semiconductor devices

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KR20120018808A KR20120018808A (ko) 2012-03-05
KR101746873B1 true KR101746873B1 (ko) 2017-06-14

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US (1) US8629238B2 (enExample)
EP (1) EP2435500B1 (enExample)
JP (1) JP5675787B2 (enExample)
KR (1) KR101746873B1 (enExample)
CN (1) CN102449030B (enExample)
BR (1) BRPI1011853A2 (enExample)
TW (1) TW201114800A (enExample)
WO (1) WO2010136353A1 (enExample)

Families Citing this family (69)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8404864B2 (en) * 2007-10-09 2013-03-26 Basf Se Pyrrolopyrrole derivatives, their manufacture and use
US10224484B2 (en) 2008-10-31 2019-03-05 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
WO2010049321A1 (en) 2008-10-31 2010-05-06 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
JP5886190B2 (ja) 2009-05-27 2016-03-16 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 多環式ジチオフェン
JP5782703B2 (ja) * 2009-10-29 2015-09-24 住友化学株式会社 高分子化合物及びそれを用いた電子素子
EP2513125B1 (de) 2009-12-14 2014-10-29 Basf Se Metallkomplexe, enthaltend diazabenzimidazolcarben-liganden und deren verwendung in oleds
CN102892807A (zh) 2010-05-19 2013-01-23 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
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
EP2617754A4 (en) * 2010-09-13 2014-10-22 Oceans King Lighting Science FLUORIN-SUSTAINABLE ORGANIC SEMICONDUCTOR MATERIAL, METHOD OF MANUFACTURE AND USE THEREOF
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
JP5893040B2 (ja) 2010-11-01 2016-03-23 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 誘電体としてのポリイミド
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
JP5582042B2 (ja) * 2011-01-17 2014-09-03 コニカミノルタ株式会社 有機光電変換素子および太陽電池
GB201105482D0 (en) * 2011-03-31 2011-05-18 Imp Innovations Ltd Polymers
US9362508B2 (en) * 2011-06-22 2016-06-07 Basf Se Diketopyrrolopyrrole oligomers for use in organic semiconductor devices
JP5658633B2 (ja) * 2011-08-19 2015-01-28 株式会社クラレ 有機半導体用組成物及びそれを用いた光電変換素子
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)
US9209412B2 (en) 2011-09-02 2015-12-08 Basf Se Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers
JP2015503226A (ja) 2011-11-15 2015-01-29 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およびその製造方法
CN103975453B (zh) 2011-12-07 2018-01-30 巴斯夫欧洲公司 有机场效应晶体管
JP2013159726A (ja) * 2012-02-07 2013-08-19 Sumitomo Chemical Co Ltd 高分子化合物およびそれを用いた有機トランジスタ
US9006568B2 (en) 2012-02-15 2015-04-14 Phillips 66 Company Synthesis of photovoltaic conjugated polymers
JP5853805B2 (ja) * 2012-03-23 2016-02-09 コニカミノルタ株式会社 共役系高分子化合物およびこれを用いた有機光電変換素子
JP6419065B2 (ja) * 2012-04-02 2018-11-07 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 電子工学用途のためのフェナントロ[9,10−b]フランポリマーおよび小分子化合物
EP2834286B1 (en) 2012-04-04 2019-01-23 Basf Se Diketopyrrolopyrrole polymers and small molecules
WO2013180243A1 (ja) 2012-05-31 2013-12-05 三菱化学株式会社 コポリマー、有機半導体材料、有機電子デバイス及び太陽電池モジュール
WO2014000860A1 (de) * 2012-06-29 2014-01-03 Merck Patent Gmbh Polymere enthaltend 2,7-pyren-struktureinheiten
EP2875028A1 (en) 2012-07-23 2015-05-27 Basf Se Dithienobenzofuran polymers and small molecules for electronic application
WO2014035716A1 (en) * 2012-08-27 2014-03-06 Corning Incorporated Semiconducting fused thiophene polymer ink formulation
EP2703468A1 (en) * 2012-09-03 2014-03-05 Ecole Polytechnique Fédérale de Lausanne (EPFL) Diketopyrrolopyrole (DPP)-based sensitizers for electrochemical or optoelectronic devices
US9691986B2 (en) 2012-12-03 2017-06-27 Solarmer Energy, Inc. Furan and selenophene derivatized benzo [1,2-b:4,5-b′] dithiophene-thienothiophene based conjugated polymers for high-efficiency organic solar cells
EP2928940B1 (en) 2012-12-04 2021-03-03 CLAP Co., Ltd. Functionalized benzodithiophene polymers for electronic application
KR102094742B1 (ko) * 2012-12-24 2020-03-30 삼성전자주식회사 유기 반도체 고분자, 유기 박막 트랜지스터 및 전자 소자
KR101390666B1 (ko) * 2012-12-24 2014-04-30 고려대학교 산학협력단 디케토피롤로피롤계와 텔루로펜을 함유하는 고분자 유도체, 이를 포함하는 유기 반도체 박막 및 유기박막 트랜지스터
US9595680B2 (en) * 2013-03-06 2017-03-14 Basf Se Heterocyclic fluorescent dyes and method of production thereof
WO2014180704A1 (en) 2013-05-06 2014-11-13 Basf Se Soluble cyclic imides containing polymers as dielectrics in organic electronic applications
KR101676526B1 (ko) * 2013-06-05 2016-11-16 주식회사 엘지화학 신규한 화합물, 이를 포함하는 광전 변환 소자
US9786409B2 (en) 2013-06-27 2017-10-10 Basf Se Metathesis polymers as dielectrics
JP6005595B2 (ja) * 2013-06-28 2016-10-12 株式会社東芝 ポリマーとそれを用いた太陽電池
WO2015004563A1 (en) 2013-07-08 2015-01-15 Basf Se Azide-based crosslinking agents
JP6281813B2 (ja) * 2013-07-19 2018-02-21 富士フイルム株式会社 有機薄膜トランジスタ、有機半導体薄膜および有機半導体材料
WO2015008753A1 (ja) * 2013-07-19 2015-01-22 富士フイルム株式会社 有機膜トランジスタ、有機半導体膜、有機半導体材料およびそれらの応用
JP6174404B2 (ja) * 2013-07-19 2017-08-02 富士フイルム株式会社 有機薄膜トランジスタ、有機半導体薄膜および有機半導体材料
KR101686077B1 (ko) * 2013-08-07 2016-12-13 제일모직 주식회사 유기 광전자 소자용 화합물, 이를 포함하는 유기 광전자 소자 및 상기 유기 광전자 소자를 포함하는 표시장치
US9777108B2 (en) 2013-09-16 2017-10-03 Lg Chem, Ltd. Copolymer and organic solar cell comprising same
EP3096369B1 (en) * 2014-01-17 2020-10-14 LG Chem, Ltd. Organic solar cell and method for manufacturing same
US9399698B2 (en) 2014-01-31 2016-07-26 Xerox Corporation Processes for purifying diketopyrrolopyrrole copolymers
JP2015151450A (ja) * 2014-02-13 2015-08-24 国立大学法人山形大学 9,9’−ビフルオレニリデンを骨格に含む重合体及びこれを用いた有機薄膜太陽電池
KR20160127106A (ko) 2014-02-28 2016-11-02 코닝 인코포레이티드 디케토피롤로피롤 반도체 물질들, 및 이들의 제조방법 및 이의 용도
US10020456B2 (en) 2014-09-25 2018-07-10 Basf Se Ether-based polymers as photo-crosslinkable dielectrics
US10418555B2 (en) 2015-10-01 2019-09-17 Phillips 66 Company Formation of films for organic photovoltaics
US10099963B2 (en) 2015-10-01 2018-10-16 Phillips 66 Company Formation of films for organic photovoltaics
US9911919B2 (en) 2015-10-01 2018-03-06 Phillips 66 Company Process of manufacturing an electron transport material
US10312448B2 (en) 2015-10-01 2019-06-04 Phillips 66 Company Process of manufacturing an electron transport material
US9905769B2 (en) 2015-10-01 2018-02-27 Phillips 66 Company Process of manufacturing an electron transport material
WO2017086320A1 (ja) * 2015-11-20 2017-05-26 富士フイルム株式会社 有機半導体組成物、有機半導体膜、有機薄膜トランジスタおよび有機薄膜トランジスタの製造方法
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
EP3658600A4 (en) * 2017-07-28 2021-06-02 Phillips 66 Company HIGH PERFORMANCE POLYMERS WITH A WIDE GAP FOR ORGANIC PHOTOVOLTAICS
WO2019023025A1 (en) * 2017-07-28 2019-01-31 Phillips 66 Company HIGH PERFORMANCE PROHIBITED BANDWIDTH BANDWIDTH POLYMERS FOR ORGANIC PHOTOVOLTAIC
FR3069541A1 (fr) * 2017-07-28 2019-02-01 Centre National De La Recherche Scientifique Molecule polymere comprenant des motifs pyrrolopyrrole et spirobifluorene notamment pour cellule photovoltaique et procede de preparation
US11274178B2 (en) 2018-07-18 2022-03-15 Phillips 66 Company High performance wide-bandgap polymers for organic photovoltaics
EP3762979A1 (en) 2018-03-07 2021-01-13 Clap Co., Ltd. Patterning method for preparing top-gate, bottom-contact organic field effect transistors
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
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
CN109762141A (zh) * 2019-01-18 2019-05-17 东华大学 一种含2,6-双烷氧基取代萘聚合物及其制备与应用
CN110218300B (zh) * 2019-06-25 2022-04-26 苏州大学 含吡咯并吡咯烷酮和芴构筑单元的荧光共轭高分子、制备方法及应用
CN110526920B (zh) * 2019-07-24 2020-12-08 三明学院 一种吡咯并吡咯二酮衍生物的制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005513788A (ja) 2001-12-19 2005-05-12 アベシア・リミテッド 有機誘電体を有する有機電界効果トランジスタ
JP2007516315A (ja) 2003-10-28 2007-06-21 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 新規ジケトピロロピロールポリマー

Family Cites Families (39)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9006A (en) * 1852-06-08 Improvement in seed-planters
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
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
DE59604654D1 (de) 1995-07-28 2000-04-20 Ciba Sc Holding Ag Lösliche Chromophore mit leicht abspaltbaren löslichmachenden Gruppen
DE69800715T2 (de) 1997-01-27 2001-08-09 Ciba Speciality Chemicals Holding Inc., Basel Lösliche chromophore enthaltend gruppen mit verbesserter löslichkeit
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
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
JP2002533549A (ja) 1998-12-29 2002-10-08 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 熱開裂可能な可溶性顔料誘導体の改良された製造方法
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
EP1078970B1 (en) * 1999-08-26 2004-03-17 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
US20030021913A1 (en) 2001-07-03 2003-01-30 O'neill Mary Liquid crystal alignment layer
US6690029B1 (en) 2001-08-24 2004-02-10 University Of Kentucky Research Foundation Substituted pentacenes and electronic devices made with substituted pentacenes
DK1436296T3 (da) 2001-09-11 2006-07-17 Ciba Sc Holding Ag Fremgangsmåde til direkte fremstilling af pyrrolo[3,4-c]pyrroler
DE10322408A1 (de) 2003-05-16 2004-12-02 Degussa Ag Stickstoffhaltige monodentate Phosphine und deren Verwendung in der Katalyse
DE10326547A1 (de) 2003-06-12 2005-01-05 Siemens Ag Tandemsolarzelle mit einer gemeinsamen organischen Elektrode
JP2007502251A (ja) 2003-08-15 2007-02-08 ユニヴェルシテ・ラヴァル 2位官能化及び2,7位二官能化カルバゾール類のモノマー類、オリゴマー類、及びポリマー類
JP2007507863A (ja) 2003-10-02 2007-03-29 ナショナル リサーチ カウンシル オブ カナダ 有機ベースのエレクトロニクスデバイスの作製における新規材料である2,7−カルバゾレンビニレン誘導体
US7194173B2 (en) 2004-07-16 2007-03-20 The Trustees Of Princeton University Organic devices having a fiber structure
DE602006009775D1 (de) 2005-03-14 2009-11-26 Basf Se Neue polymere
US20070079867A1 (en) 2005-10-12 2007-04-12 Kethinni Chittibabu Photovoltaic fibers
WO2007082584A1 (en) 2006-01-21 2007-07-26 Merck Patent Gmbh Electronic short channel device comprising an organic semiconductor formulation
JP2007266285A (ja) 2006-03-28 2007-10-11 Nippon Kayaku Co Ltd 電界効果トランジスタ
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
KR101422054B1 (ko) * 2006-06-30 2014-07-23 시바 홀딩 인크 유기 반도체로서의 디케토피롤로피롤 중합체
KR101591101B1 (ko) 2007-03-07 2016-02-03 유니버시티 오브 켄터키 리서치 파운데이션 실릴에티닐화 헤테로아센 및 이로 제조된 전자 장치
US7910684B2 (en) * 2007-09-06 2011-03-22 Xerox Corporation Diketopyrrolopyrrole-based derivatives for thin film transistors
US8404864B2 (en) 2007-10-09 2013-03-26 Basf Se Pyrrolopyrrole derivatives, their manufacture and use
JP5748660B2 (ja) 2008-06-23 2015-07-15 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 新規のポリマー
WO2010049323A1 (en) 2008-10-31 2010-05-06 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
WO2010049321A1 (en) 2008-10-31 2010-05-06 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

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005513788A (ja) 2001-12-19 2005-05-12 アベシア・リミテッド 有機誘電体を有する有機電界効果トランジスタ
JP2007516315A (ja) 2003-10-28 2007-06-21 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 新規ジケトピロロピロールポリマー

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