JP6141577B2 - 有機半導体のための位置規則性ピリダル[2,1,3]チアジアゾールπ−共役コポリマー - Google Patents

有機半導体のための位置規則性ピリダル[2,1,3]チアジアゾールπ−共役コポリマー Download PDF

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JP6141577B2
JP6141577B2 JP2014516086A JP2014516086A JP6141577B2 JP 6141577 B2 JP6141577 B2 JP 6141577B2 JP 2014516086 A JP2014516086 A JP 2014516086A JP 2014516086 A JP2014516086 A JP 2014516086A JP 6141577 B2 JP6141577 B2 JP 6141577B2
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ギエルモ シー. バザン,
ギエルモ シー. バザン,
レイ イン,
レイ イン,
ベン ビー. ワイ. スー,
ベン ビー. ワイ. スー,
ウェン ウェン,
ウェン ウェン,
シンーロン ツェン,
シンーロン ツェン,
グレゴリー シー. ウェルチ,
グレゴリー シー. ウェルチ,
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University of California Berkeley
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JP2014516086A 2011-06-17 2012-06-18 有機半導体のための位置規則性ピリダル[2,1,3]チアジアゾールπ−共役コポリマー Active JP6141577B2 (ja)

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US201161498390P 2011-06-17 2011-06-17
US61/498,390 2011-06-17
US201261645970P 2012-05-11 2012-05-11
US61/645,970 2012-05-11
PCT/US2012/043004 WO2012174561A2 (en) 2011-06-17 2012-06-18 REGIOREGULAR PYRIDAL[2,1,3]THIADIAZOLE π-CONJUGATED COPOLYMERS FOR ORGANIC SEMICONDUCTORS

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JP2014520186A5 JP2014520186A5 (enExample) 2015-07-30
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KR20210126845A (ko) * 2020-04-10 2021-10-21 한양대학교 산학협력단 탄소나노튜브의 분산 방법, 공액고분자-탄소나노튜브 복합체를 포함하는 전도성 필름 및 이를 포함하는 열전소자

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9000423B2 (en) * 2007-10-31 2015-04-07 The Regents Of The University Of California Processing additive for single-component solution processed organic field-effect transistors
ES2829973T3 (es) * 2010-11-22 2021-06-02 Univ California Cromóforos semiconductores de moléculas pequeñas orgánicas para su uso en dispositivos electrónicos orgánicos
US10186661B2 (en) 2015-03-02 2019-01-22 The Regents Of The University Of California Blade coating on nanogrooved substrates yielding aligned thin films of high mobility semiconducting polymers
US9573158B2 (en) * 2014-01-03 2017-02-21 The Regents Of The University Of California High mobility polymer thin-film transistors with capillarity-mediated self-assembly
US9505876B2 (en) 2011-10-20 2016-11-29 Universite Laval Preparation of high molecular weight polymers by direct arylation and heteroarylation
JP2013237813A (ja) * 2012-05-16 2013-11-28 Kuraray Co Ltd π電子共役重合体及びそれを用いた有機半導体デバイス
US10128441B2 (en) 2012-09-07 2018-11-13 The Regents Of The University Of California Field-effect transistors based on macroscopically oriented polymers
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US9796811B2 (en) 2013-08-23 2017-10-24 Sumitomo Chemical Company, Limited Polymer compound and organic semiconductor device using the same
WO2015180822A1 (en) * 2014-05-26 2015-12-03 Merck Patent Gmbh Tetra-aryl indacenodithiophene-based polycyclic polymers and their use
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US10435506B2 (en) 2015-05-12 2019-10-08 Merck Patent Gmbh Thiadiazolopyridine polymers, their synthesis and their use
WO2017006765A1 (ja) 2015-07-07 2017-01-12 富士フイルム株式会社 有機半導体素子、化合物、有機半導体組成物、および、有機半導体膜の製造方法
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EP3390496A1 (en) * 2015-12-18 2018-10-24 Merck Patent GmbH Thiadiazolopyridine polymers, their synthesis and their use
WO2017159703A1 (ja) 2016-03-16 2017-09-21 富士フイルム株式会社 有機半導体組成物、有機薄膜トランジスタの製造方法、及び有機薄膜トランジスタ
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US11781986B2 (en) 2019-12-31 2023-10-10 University Of Southern Mississippi Methods for detecting analytes using conjugated polymers and the inner filter effect
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CN113461713B (zh) * 2021-07-14 2022-07-22 南京邮电大学 一种cpdt基梯形格分子及其制备方法和应用
KR102855934B1 (ko) * 2021-11-30 2025-09-04 한국화학연구원 P형 유기 반도체 화합물, 이의 제조방법 및 이를 함유하는 반투명 유기 태양전지

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7144950B2 (en) * 2003-09-17 2006-12-05 The Regents Of The University Of California Conformationally flexible cationic conjugated polymers
US7781673B2 (en) * 2005-07-14 2010-08-24 Konarka Technologies, Inc. Polymers with low band gaps and high charge mobility
US7772485B2 (en) * 2005-07-14 2010-08-10 Konarka Technologies, Inc. Polymers with low band gaps and high charge mobility
ATE502970T1 (de) * 2005-11-24 2011-04-15 Merck Patent Gmbh Verfahren zur herstellung von regioregulären polymeren
EP2144949A2 (en) * 2007-05-15 2010-01-20 Plextronics, Inc. Mixed halogen polymerization
WO2009056497A1 (en) * 2007-10-31 2009-05-07 Basf Se Reverse addition process for preparation of regioregular conducting polymers
WO2009152165A2 (en) 2008-06-09 2009-12-17 Plextronics, Inc. Sulfonated polythiophenes comprising fused ring repeat units
US8343382B2 (en) * 2009-05-22 2013-01-01 The Regents Of The University Of California Band gap control in conjugated oligomers and polymers via Lewis acids
JP5771608B2 (ja) * 2009-07-02 2015-09-02 ユニバーシティ オブ フロリダ リサーチ ファンデーション インコーポレーティッド 可溶性交互ドナー−アクセプター共役ポリマーエレクトロクロム
US8729221B2 (en) * 2012-04-25 2014-05-20 The Regents Of The University Of California Conjugated copolymers chiral side chain for organic thin film transistors
WO2014039847A2 (en) * 2012-09-07 2014-03-13 The Regents Of The University Of California Field-effect transistors based on macroscopically oriented polymers
US8937148B2 (en) * 2012-09-07 2015-01-20 Empire Technology Development LLP Regioregular copolymers and methods for making same

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101947055B1 (ko) * 2018-02-08 2019-05-02 울산과학기술원 Pbdttt 기반 고분자의 제조방법
KR20210126845A (ko) * 2020-04-10 2021-10-21 한양대학교 산학협력단 탄소나노튜브의 분산 방법, 공액고분자-탄소나노튜브 복합체를 포함하는 전도성 필름 및 이를 포함하는 열전소자
KR102509090B1 (ko) 2020-04-10 2023-03-10 한양대학교 산학협력단 탄소나노튜브의 분산 방법, 공액고분자-탄소나노튜브 복합체를 포함하는 전도성 필름 및 이를 포함하는 열전소자

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