JP2014520186A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2014520186A5 JP2014520186A5 JP2014516086A JP2014516086A JP2014520186A5 JP 2014520186 A5 JP2014520186 A5 JP 2014520186A5 JP 2014516086 A JP2014516086 A JP 2014516086A JP 2014516086 A JP2014516086 A JP 2014516086A JP 2014520186 A5 JP2014520186 A5 JP 2014520186A5
- Authority
- JP
- Japan
- Prior art keywords
- donor
- regioregular
- integer
- acceptor
- independently
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 125000003118 aryl group Chemical group 0.000 claims description 38
- 239000000178 monomer Substances 0.000 claims description 30
- 125000000217 alkyl group Chemical group 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 28
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 26
- 125000003545 alkoxy group Chemical group 0.000 claims description 23
- 229920000642 polymer Polymers 0.000 claims description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 239000001257 hydrogen Substances 0.000 claims description 18
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 16
- 229910052710 silicon Inorganic materials 0.000 claims description 15
- -1 alkyl luma Chemical compound 0.000 claims description 12
- 230000005669 field effect Effects 0.000 claims description 11
- 229910052732 germanium Inorganic materials 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 125000000524 functional group Chemical group 0.000 claims description 10
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 10
- UDGKZGLPXCRRAM-UHFFFAOYSA-N 1,2,5-thiadiazole Chemical compound C=1C=NSN=1 UDGKZGLPXCRRAM-UHFFFAOYSA-N 0.000 claims description 8
- RJVPHPXQVBVPLV-UHFFFAOYSA-N cyclopenta[2,1-b:3,4-b']dithiophene Chemical compound S1C=CC2=CC3=CCSC3=C21 RJVPHPXQVBVPLV-UHFFFAOYSA-N 0.000 claims description 8
- 229910052698 phosphorus Inorganic materials 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002800 charge carrier Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000004065 semiconductor Substances 0.000 claims description 3
- 238000006254 arylation reaction Methods 0.000 claims description 2
- 238000006068 polycondensation reaction Methods 0.000 claims description 2
- 229920001577 copolymer Polymers 0.000 claims 30
- 238000006243 chemical reaction Methods 0.000 claims 5
- 238000006880 cross-coupling reaction Methods 0.000 claims 5
- 241000023320 Luma <angiosperm> Species 0.000 claims 1
- 238000005700 Stille cross coupling reaction Methods 0.000 claims 1
- 238000006116 polymerization reaction Methods 0.000 claims 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000013086 organic photovoltaic Methods 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| 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 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520186A JP2014520186A (ja) | 2014-08-21 |
| JP2014520186A5 true JP2014520186A5 (enExample) | 2015-07-30 |
| JP6141577B2 JP6141577B2 (ja) | 2017-06-07 |
Family
ID=47354196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014516086A Active JP6141577B2 (ja) | 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 |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US9293708B2 (enExample) |
| EP (1) | EP2721087B1 (enExample) |
| JP (1) | JP6141577B2 (enExample) |
| WO (1) | WO2012174561A2 (enExample) |
Families Citing this family (41)
| 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 |
| WO2012074853A1 (en) * | 2010-11-22 | 2012-06-07 | The Regents Of The University Of California | Organic small molecule semiconducting chromophores for use in organic electronic devices |
| 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 |
| 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 |
| 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 |
| US9559306B2 (en) | 2012-09-07 | 2017-01-31 | The Regents Of The University Of California | Field-effect transistors based on macroscopically oriented polymers with high saturation mobility |
| US10128441B2 (en) | 2012-09-07 | 2018-11-13 | The Regents Of The University Of California | Field-effect transistors based on macroscopically oriented polymers |
| CN103848960A (zh) * | 2012-11-28 | 2014-06-11 | 海洋王照明科技股份有限公司 | 含噻吩-苯-噻吩单元的聚合物及其制备方法和太阳能电池器件 |
| US9796811B2 (en) | 2013-08-23 | 2017-10-24 | Sumitomo Chemical Company, Limited | Polymer compound and organic semiconductor device using the same |
| EP3149107B1 (en) | 2014-05-26 | 2020-07-29 | Flexenable Limited | Tetra-aryl indacenodithiophene-based polycyclic polymers and their use |
| CN106536528B (zh) | 2014-07-29 | 2022-02-01 | 默克专利股份有限公司 | 基于四-杂芳基引达省并二噻吩的多环聚合物和它们的用途 |
| CN104637823B (zh) * | 2015-02-06 | 2019-07-16 | 京东方科技集团股份有限公司 | 薄膜晶体管的制备方法及薄膜晶体管、阵列基板 |
| JP6104973B2 (ja) | 2015-03-30 | 2017-03-29 | 株式会社東芝 | 光電変換素子およびその製造方法 |
| EP3294795B1 (en) * | 2015-05-12 | 2020-11-25 | Flexenable Limited | Thiadiazolopyridine polymers, their synthesis and their use |
| JP6463475B2 (ja) | 2015-07-07 | 2019-02-06 | 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 |
| 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 |
| KR20180097671A (ko) * | 2015-12-18 | 2018-08-31 | 메르크 파텐트 게엠베하 | 티아디아졸로피리딘 중합체, 그것의 합성 및 그것의 용도 |
| CN108780844B (zh) | 2016-03-16 | 2022-04-29 | 富士胶片株式会社 | 有机半导体组合物、有机薄膜晶体管的制造方法及有机薄膜晶体管 |
| WO2017170279A1 (ja) | 2016-04-01 | 2017-10-05 | 富士フイルム株式会社 | 有機半導体素子、重合体、有機半導体組成物及び有機半導体膜 |
| JP6574052B2 (ja) | 2016-04-01 | 2019-09-11 | 富士フイルム株式会社 | 有機半導体素子、重合体、有機半導体組成物及び有機半導体膜 |
| EP3605630B1 (en) | 2017-03-31 | 2020-12-23 | FUJIFILM Corporation | Organic semiconductor element, organic semiconductor composition, method of manufacturing organic semiconductor film, organic semiconductor film, and compound and polymer using for use therein |
| WO2018181056A1 (ja) | 2017-03-31 | 2018-10-04 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜の製造方法、有機半導体膜、並びに、これらに用いる化合物及びポリマー |
| JP6814448B2 (ja) | 2017-03-31 | 2021-01-20 | 富士フイルム株式会社 | 有機半導体素子、有機半導体組成物、有機半導体膜の製造方法、有機半導体膜、並びに、これらに用いる化合物及びポリマー |
| KR102795781B1 (ko) | 2017-06-16 | 2025-04-15 | 듀크 유니버시티 | 개선된 라벨 검출, 계산, 분석물 감지, 및 조정 가능한 난수 생성을 위한 공진기 네트워크 |
| CN107573489B (zh) * | 2017-08-03 | 2019-12-27 | 湘潭大学 | 一种含双吡啶二唑衍生物受体的聚合物半导体及其制备方法与应用 |
| US20190181348A1 (en) * | 2017-09-27 | 2019-06-13 | The Regents Of The University Of California | Branch point effect on structure and electronic properties of conjugated polymers |
| US11233207B2 (en) * | 2017-11-02 | 2022-01-25 | The Regents Of The University Of California | Narrow bandgap non-fullerene acceptors and devices including narrow bandgap non-fullerene acceptors |
| CN111542939A (zh) | 2018-01-23 | 2020-08-14 | 富士胶片株式会社 | 有机半导体元件、有机半导体组合物、有机半导体膜、有机半导体膜的制造方法及用于这些的聚合物 |
| KR101947055B1 (ko) * | 2018-02-08 | 2019-05-02 | 울산과학기술원 | Pbdttt 기반 고분자의 제조방법 |
| WO2020072100A1 (en) | 2018-05-05 | 2020-04-09 | Azoulay Jason D | Open-shell conjugated polymer conductors, composites, and compositions |
| KR102441144B1 (ko) * | 2018-05-17 | 2022-09-06 | 주식회사 엘지화학 | 헤테로환 화합물 및 이를 포함하는 유기 전자 소자 |
| CN110655639B (zh) * | 2018-06-29 | 2022-07-26 | 华南理工大学 | 一类含吡啶杂环单元的嵌段共聚物及其制备方法与应用 |
| CN110655653B (zh) * | 2018-06-29 | 2022-04-22 | 华南理工大学 | 一类主链含金属元素的a-d-a型聚合物及制备方法与其应用 |
| CN110655637A (zh) * | 2018-06-29 | 2020-01-07 | 华南理工大学 | 一类含吡啶杂环单元的规整型聚合物其及制备方法与应用 |
| WO2020106361A2 (en) | 2018-09-21 | 2020-05-28 | Joshua Tropp | Thiol-based post-modification of conjugated polymers |
| US11781986B2 (en) | 2019-12-31 | 2023-10-10 | University Of Southern Mississippi | Methods for detecting analytes using conjugated polymers and the inner filter effect |
| CN111233898B (zh) * | 2020-03-09 | 2021-05-11 | 湘潭大学 | 一种含等规双吡啶噻二唑受体的有机小分子共轭材料及其制备方法与应用 |
| KR102509090B1 (ko) * | 2020-04-10 | 2023-03-10 | 한양대학교 산학협력단 | 탄소나노튜브의 분산 방법, 공액고분자-탄소나노튜브 복합체를 포함하는 전도성 필름 및 이를 포함하는 열전소자 |
| 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)
| 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 |
| US20080275212A1 (en) | 2005-11-24 | 2008-11-06 | Martin Heeney | Process of Preparing Regioregular Polymers |
| 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 |
| WO2011003076A2 (en) | 2009-07-02 | 2011-01-06 | University Of Florida Research Foundation, Inc. | Soluble alternating donor-acceptor conjugated polymer electrochromes |
| 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 |
| US9559306B2 (en) * | 2012-09-07 | 2017-01-31 | The Regents Of The University Of California | Field-effect transistors based on macroscopically oriented polymers with high saturation mobility |
| CN104769006B (zh) * | 2012-09-07 | 2017-03-08 | 英派尔科技开发有限公司 | 区域规则性共聚物及其制备方法 |
-
2012
- 2012-06-18 EP EP12801086.5A patent/EP2721087B1/en active Active
- 2012-06-18 JP JP2014516086A patent/JP6141577B2/ja active Active
- 2012-06-18 US US13/526,371 patent/US9293708B2/en active Active
- 2012-06-18 WO PCT/US2012/043004 patent/WO2012174561A2/en not_active Ceased
-
2013
- 2013-11-22 US US14/087,702 patent/US10396286B2/en active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6141577B2 (ja) | 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 | |
| CN102844312B (zh) | 苯并二噻吩的聚合物及其作为有机半导体的用途 | |
| Grenier et al. | Robust direct (hetero) arylation polymerization in biphasic conditions | |
| US9455059B2 (en) | Phenanthro [1,10,9,8-c,d,e,f,g]carbazole polymers and their use as organic semiconductors | |
| JP5638695B2 (ja) | ベンゾジチオフェン及びチエノピラジンをベースとした共役ポリマー、その調製方法及びその使用 | |
| JP2011512444A (ja) | ジチエノピロール単位を含む交互共重合体を含む組成物および方法 | |
| CN103068829A (zh) | 二锡稠合噻吩化合物与聚合物及其制备方法 | |
| CN102753598B (zh) | 含蒽和苯并硒二唑类共聚物、其制造方法和应用 | |
| WO2011113194A1 (zh) | 环戊二烯二噻吩-喹喔啉共聚物、其制备方法和应用 | |
| EP2692761A1 (en) | Block copolymer and photoelectric conversion element | |
| CN103703583A (zh) | 有机半导体材料 | |
| CN103687861A (zh) | 共轭聚合物 | |
| WO2014082305A1 (zh) | 含噻吩并[3,4-b]噻吩单元的苯并二噻吩类共聚物及其制备方法与应用 | |
| Zhang et al. | Direct Arylation Polycondensation of β-Fluorinated Bithiophenes to Polythiophenes: Effect of Side Chains in C–Br Monomers | |
| CN101426831B (zh) | 具有甲硅烷基乙炔基团的并苯-噻吩共聚物 | |
| WO2011153694A1 (zh) | 基于苝四羧酸二酰亚胺和苯并二噻吩的共轭聚合物及其制备方法和应用 | |
| CN104854175A (zh) | 包含噻二唑基的聚合物、这种聚合物的制备和它在有机电子器件中的用途 | |
| JP6406256B2 (ja) | 高分子化合物およびそれを用いた有機半導体素子 | |
| CN101809058A (zh) | 高分子化合物及其制造方法以及含有该高分子化合物的组合物 | |
| WO2016013461A1 (ja) | 高分子化合物およびそれを用いた有機半導体素子 | |
| CN109161003A (zh) | 含噻唑桥连萘二酰亚胺的n-型共轭聚合物及其制备与在有机薄膜晶体管和光伏器件的应用 | |
| CN104769004B (zh) | 含异吲哚啉-1,3-二酮单元的苯并二噻吩类共聚物及其制备方法与应用 | |
| US20130172508A1 (en) | Fluorene-containing organic semiconductor material, preparation method and use thereof | |
| JP2018537547A (ja) | 熱的に開裂されうるオキサレート側基を含む共役ポリマー | |
| JP2013237767A (ja) | 高分子化合物およびそれを用いた有機トランジスタ |