CN102482297B - 含氟硅基乙炔基并五苯化合物和组合物以及其制造和使用方法 - Google Patents
含氟硅基乙炔基并五苯化合物和组合物以及其制造和使用方法 Download PDFInfo
- Publication number
- CN102482297B CN102482297B CN201080023410.8A CN201080023410A CN102482297B CN 102482297 B CN102482297 B CN 102482297B CN 201080023410 A CN201080023410 A CN 201080023410A CN 102482297 B CN102482297 B CN 102482297B
- Authority
- CN
- China
- Prior art keywords
- fluorine
- pentacene
- branching
- substituted
- mmol
- 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.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thin Film Transistor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Deposition Of Substances Of Which Semiconductor Devices Are Composed (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18256109P | 2009-05-29 | 2009-05-29 | |
| US61/182,561 | 2009-05-29 | ||
| PCT/US2010/036559 WO2010138807A1 (en) | 2009-05-29 | 2010-05-28 | Fluorinated silylethynyl pentacene compounds and compositions and methods of making and using the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102482297A CN102482297A (zh) | 2012-05-30 |
| CN102482297B true CN102482297B (zh) | 2015-12-09 |
Family
ID=42342513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201080023410.8A Expired - Fee Related CN102482297B (zh) | 2009-05-29 | 2010-05-28 | 含氟硅基乙炔基并五苯化合物和组合物以及其制造和使用方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8920679B2 (enExample) |
| EP (1) | EP2435446B8 (enExample) |
| JP (1) | JP5722884B2 (enExample) |
| CN (1) | CN102482297B (enExample) |
| SG (1) | SG176209A1 (enExample) |
| WO (1) | WO2010138807A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102124015B (zh) | 2008-05-30 | 2015-03-11 | 3M创新有限公司 | 甲硅烷基乙炔基并五苯化合物和组合物及其制备和使用方法 |
| JP5406284B2 (ja) | 2008-06-11 | 2014-02-05 | スリーエム イノベイティブ プロパティズ カンパニー | 有機半導体の堆積のための混合溶媒系 |
| US8779179B2 (en) | 2010-05-28 | 2014-07-15 | 3M Innovative Properties Company | Synthesis of silyl acetylenes |
| US8809568B2 (en) | 2010-05-28 | 2014-08-19 | 3M Innovative Properties Company | Synthesis of silylacetylenes |
| JP2012212704A (ja) * | 2011-03-30 | 2012-11-01 | Sumitomo Chemical Co Ltd | 液状組成物及びそれを用いた積層膜の製造方法 |
| JP2016056098A (ja) * | 2013-01-28 | 2016-04-21 | 旭硝子株式会社 | 含フッ素芳香族化合物及びその製造方法、ならびに有機半導体材料 |
| JPWO2014189114A1 (ja) * | 2013-05-23 | 2017-02-23 | 富士フイルム株式会社 | 有機半導体組成物および有機薄膜トランジスタならびに電子ペーパーおよびディスプレイデバイス |
| US10192970B1 (en) * | 2013-09-27 | 2019-01-29 | The United States Of America As Represented By The Administrator Of National Aeronautics And Space Administration | Simultaneous ohmic contact to silicon carbide |
| CN107699049A (zh) * | 2017-11-10 | 2018-02-16 | 上海幂方电子科技有限公司 | 可喷墨打印的有机半导体材料组合物 |
| JP7061804B2 (ja) * | 2018-09-19 | 2022-05-02 | 国立大学法人茨城大学 | 含フッ素多環芳香族化合物とその製造方法、並びに前記含フッ素芳香族化合物を用いる有機薄膜トランジスタ及び太陽電池の製造方法 |
| CN113793901B (zh) * | 2021-09-16 | 2023-11-07 | 南京大学 | 一种基于聚合物掺杂n-型有机半导体的并五苯有机场效应晶体管 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080197325A1 (en) * | 2005-05-21 | 2008-08-21 | Stephen William Leeming | Oligomeric Polyacene and Semiconductor Formulations |
| WO2008128618A1 (en) * | 2007-04-19 | 2008-10-30 | Merck Patent Gmbh | Process for preparing substituted pentacenes |
| WO2009155106A1 (en) * | 2008-05-30 | 2009-12-23 | 3M Innovative Properties Company | Silylethynyl pentacene compounds and compositions and methods of making and using the same |
| WO2009158201A1 (en) * | 2008-06-27 | 2009-12-30 | 3M Innovative Properties Company | Methods op fabricating crystalline organic semiconductive layers |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU1440901A (en) | 1999-10-27 | 2001-05-08 | 3M Innovative Properties Company | Fluorochemical sulfonamide surfactants |
| ATE540913T1 (de) | 2000-02-29 | 2012-01-15 | Japan Science & Tech Agency | Polyacen-derivate und ihre produktion |
| KR100552866B1 (ko) | 2001-08-09 | 2006-02-20 | 아사히 가세이 가부시키가이샤 | 유기 반도체 소자 |
| US6690029B1 (en) | 2001-08-24 | 2004-02-10 | University Of Kentucky Research Foundation | Substituted pentacenes and electronic devices made with substituted pentacenes |
| KR20040044998A (ko) | 2001-09-27 | 2004-05-31 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 치환 펜타센 반도체 |
| US7098525B2 (en) | 2003-05-08 | 2006-08-29 | 3M Innovative Properties Company | Organic polymers, electronic devices, and methods |
| JP5089986B2 (ja) | 2003-11-28 | 2012-12-05 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 有機半導体層およびその改善 |
| US7385221B1 (en) | 2005-03-08 | 2008-06-10 | University Of Kentucky Research Foundation | Silylethynylated heteroacenes and electronic devices made therewith |
| US20060220007A1 (en) | 2005-04-05 | 2006-10-05 | Bailey David B | Acene compounds having a single terminal fused thiophene as semiconductor materials for thin film transistors and methods of making the same |
| EP1986247A1 (en) * | 2005-05-12 | 2008-10-29 | MERCK PATENT GmbH | Polyacene and semiconductor Formulation |
| CA2547799A1 (en) | 2005-05-27 | 2006-11-27 | University Of Ottawa | Compounds comprising a linear series of five fused carbon rings, and preparation thereof |
| US7498662B2 (en) | 2005-11-18 | 2009-03-03 | 3M Innovative Properties Company | Dielectric media including surface-treated metal oxide particles |
| JP2007158062A (ja) | 2005-12-06 | 2007-06-21 | Konica Minolta Holdings Inc | 有機半導体材料、有機半導体膜、有機半導体デバイス及び有機薄膜トランジスタ |
| US20070146426A1 (en) | 2005-12-28 | 2007-06-28 | Nelson Brian K | All-inkjet printed thin film transistor |
| EP1974401A1 (en) | 2006-01-21 | 2008-10-01 | Merck Patent GmbH | Electronic short channel device comprising an organic semiconductor formulation |
| US7666968B2 (en) | 2006-04-21 | 2010-02-23 | 3M Innovative Properties Company | Acene-thiophene copolymers with silethynly groups |
| JP2007299852A (ja) | 2006-04-28 | 2007-11-15 | Konica Minolta Holdings Inc | 有機半導体材料、有機半導体膜、有機半導体デバイス及び有機薄膜トランジスタ |
| CN101657458B (zh) | 2007-03-07 | 2014-07-02 | 肯塔基大学研究基金会 | 甲硅烷基乙炔化杂并苯和由其制造的电子器件 |
| US20090001356A1 (en) | 2007-06-29 | 2009-01-01 | 3M Innovative Properties Company | Electronic devices having a solution deposited gate dielectric |
| US7879688B2 (en) | 2007-06-29 | 2011-02-01 | 3M Innovative Properties Company | Methods for making electronic devices with a solution deposited gate dielectric |
| US8178873B2 (en) | 2007-12-17 | 2012-05-15 | 3M Innovative Properties Company | Solution processable organic semiconductors |
| KR20160124918A (ko) * | 2008-03-06 | 2016-10-28 | 메르크 파텐트 게엠베하 | 유기 반도체 조성물 |
-
2010
- 2010-05-28 US US13/318,617 patent/US8920679B2/en not_active Expired - Fee Related
- 2010-05-28 CN CN201080023410.8A patent/CN102482297B/zh not_active Expired - Fee Related
- 2010-05-28 EP EP10724620.9A patent/EP2435446B8/en not_active Not-in-force
- 2010-05-28 SG SG2011086568A patent/SG176209A1/en unknown
- 2010-05-28 JP JP2012513291A patent/JP5722884B2/ja active Active
- 2010-05-28 WO PCT/US2010/036559 patent/WO2010138807A1/en not_active Ceased
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080197325A1 (en) * | 2005-05-21 | 2008-08-21 | Stephen William Leeming | Oligomeric Polyacene and Semiconductor Formulations |
| WO2008128618A1 (en) * | 2007-04-19 | 2008-10-30 | Merck Patent Gmbh | Process for preparing substituted pentacenes |
| WO2009155106A1 (en) * | 2008-05-30 | 2009-12-23 | 3M Innovative Properties Company | Silylethynyl pentacene compounds and compositions and methods of making and using the same |
| WO2009158201A1 (en) * | 2008-06-27 | 2009-12-30 | 3M Innovative Properties Company | Methods op fabricating crystalline organic semiconductive layers |
Non-Patent Citations (3)
| Title |
|---|
| Control of the Morphology and Structural Development of Solution-Processed Functionalized Acenes for High-Performance Organic Transistors;Jung Ah Lim等,;《Advanced Functional Materials》;20081230;第19卷(第10期);第1515-1525页 * |
| Exploiting Substituent Effects for the Synthesis of a Photooxidatively Resistant Heptacene Derivative;Irvinder Kaur等,;《J. AM. CHEM. SOC.》;20090225;第131卷(第10期);第3424-3425页 * |
| 小分子场效应晶体管;汤庆鑫等,;《化学进展》;20061130;第18卷(第11期);第1538-1553页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2435446A1 (en) | 2012-04-04 |
| EP2435446B8 (en) | 2017-02-22 |
| CN102482297A (zh) | 2012-05-30 |
| SG176209A1 (en) | 2012-01-30 |
| US20120061620A1 (en) | 2012-03-15 |
| US8920679B2 (en) | 2014-12-30 |
| JP2012528196A (ja) | 2012-11-12 |
| JP5722884B2 (ja) | 2015-05-27 |
| WO2010138807A1 (en) | 2010-12-02 |
| EP2435446B1 (en) | 2016-11-30 |
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Legal Events
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20151209 Termination date: 20200528 |
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| CF01 | Termination of patent right due to non-payment of annual fee |