JP2012528196A5 - - Google Patents
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- JP2012528196A5 JP2012528196A5 JP2012513291A JP2012513291A JP2012528196A5 JP 2012528196 A5 JP2012528196 A5 JP 2012528196A5 JP 2012513291 A JP2012513291 A JP 2012513291A JP 2012513291 A JP2012513291 A JP 2012513291A JP 2012528196 A5 JP2012528196 A5 JP 2012528196A5
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- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 239000004721 Polyphenylene oxide Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 229920000570 polyether Chemical group 0.000 claims 2
- 229910052711 selenium Inorganic materials 0.000 claims 2
- 125000000565 sulfonamide group Chemical group 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 150000002170 ethers Chemical group 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- -1 pentacene compound Chemical class 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- 125000004426 substituted alkynyl group Chemical group 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
Claims (1)
- 下記化学構造：
Ｒ、Ｒ’及びＲ”はそれぞれ独立して、（ｉ）水素、（ｉｉ）分枝若しくは非分枝、置換若しくは非置換のアルキル基、（ｉｉｉ）分枝若しくは非分枝、置換若しくは非置換のアルケニル基、（ｉｖ）置換若しくは非置換のシクロアルキル基、（ｖ）置換若しくは非置換のシクロアルキルアルキレン基、（ｖｉ）分枝若しくは非分枝、置換若しくは非置換のアルキニル基、（ｖｉｉ）置換若しくは非置換のアリール基、（ｖｉｉｉ）置換若しくは非置換のアリールアルキレン基、（ｉｘ）アセチル基、（ｘ）環内にＯ、Ｎ、Ｓ及びＳｅの少なくとも１つを有する置換若しくは非置換の複素環、（ｘｉ）置換若しくは非置換のエーテル基又はポリエーテル基、又は（ｘｉｉ）置換若しくは非置換のスルホンアミド基を含み；Ｒ、Ｒ’及びＲ”の少なくとも１つが存在し、かつそれが、分枝若しくは非分枝の置換アルキル基、分枝若しくは非分枝の置換アルケニル基、置換シクロアルキル基、置換シクロアルキルアルキレン基、分枝若しくは非分枝の置換アルキニル基、置換アリール基、置換アリールアルキレン基、環内にＯ、Ｎ、Ｓ及びＳｅの少なくとも１つを有する置換複素環、置換エーテル基若しくはポリエーテル基、又は置換スルホンアミド基を含むフッ素化一価ラジカルを含み、該フッ素化一価ラジカルは１以上のフッ素原子を含み、該１以上のフッ素原子は両方のケイ素原子から少なくとも原子３個分又は少なくとも共有結合４つ分だけ離れており、
ｘ、ｙ及びｚは、それぞれ独立して０、１、２又は３に等しく、
（ｘ＋ｙ＋ｚ）＝３であり、かつ、
Ｘはそれぞれ独立して、（ｉ）水素、（ｉｉ）ハロゲン、（ｉｉｉ）分枝若しくは非分枝、置換若しくは非置換のアルキル基、（ｉｖ）置換若しくは非置換のアリール基、（ｖ）分枝若しくは非分枝、置換若しくは非置換のアルケニル基、（ｖｉ）分枝若しくは非分枝、置換若しくは非置換のアルキニル基、（ｖｉｉ）シアノ基、（ｖｉｉｉ）ニトロ基、（ｉｘ）分枝若しくは非分枝、置換若しくは非置換のアルコキシ基を含むか、又は（ｘ）任意の２個の隣り合うｘ基が互いに結合して（ａ）置換若しくは非置換の炭素環、又は（ｂ）置換若しくは非置換の複素環を形成する。］を有する、ペンタセン化合物。
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 (3)
| Publication Number | Publication Date |
|---|---|
| JP2012528196A JP2012528196A (ja) | 2012-11-12 |
| JP2012528196A5 true JP2012528196A5 (ja) | 2013-07-11 |
| JP5722884B2 JP5722884B2 (ja) | 2015-05-27 |
Family
ID=42342513
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012513291A Active JP5722884B2 (ja) | 2009-05-29 | 2010-05-28 | フッ素化シリルエチニルペンタセン化合物及び組成物、並びにその製造及び使用方法 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8920679B2 (ja) |
| EP (1) | EP2435446B8 (ja) |
| JP (1) | JP5722884B2 (ja) |
| CN (1) | CN102482297B (ja) |
| SG (1) | SG176209A1 (ja) |
| WO (1) | WO2010138807A1 (ja) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101622420B1 (ko) | 2008-05-30 | 2016-05-18 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 실릴에티닐 펜타센 화합물 및 조성물 및 그의 제조 및 사용 방법 |
| CN102106012B (zh) | 2008-06-11 | 2013-05-29 | 3M创新有限公司 | 用于沉积有机半导体的混合溶剂体系 |
| US8779179B2 (en) | 2010-05-28 | 2014-07-15 | 3M Innovative Properties Company | Synthesis of silyl acetylenes |
| WO2011150020A1 (en) * | 2010-05-28 | 2011-12-01 | 3M Innovative Properties Company | Synthesis of silyl acetylenes |
| 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 |
| EP3001471A4 (en) * | 2013-05-23 | 2016-09-21 | Fujifilm Corp | ORGANIC SEMICONDUCTOR COMPOSITION, ORGANIC THIN-LAYER TRANSISTOR, ELECTRONIC PAPER AND DISPLAY DEVICE |
| 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 |
| RU2554241C1 (ru) * | 2014-04-15 | 2015-06-27 | Сергей Георгиевич Паршин | Способ контактной стыковой сварки труб с активирующим флюсом |
| 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 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001030873A1 (en) | 1999-10-27 | 2001-05-03 | 3M Innovative Properties Company | Fluorochemical sulfonamide surfactants |
| CA2401487C (en) | 2000-02-29 | 2011-06-21 | Japan Science And Technology Corporation | Polyacene derivatives and process of producing thereof |
| CN101108783B (zh) | 2001-08-09 | 2012-04-04 | 旭化成株式会社 | 有机半导体元件 |
| US6690029B1 (en) | 2001-08-24 | 2004-02-10 | University Of Kentucky Research Foundation | Substituted pentacenes and electronic devices made with substituted pentacenes |
| JP2005504811A (ja) | 2001-09-27 | 2005-02-17 | スリーエム イノベイティブ プロパティズ カンパニー | 置換ペンタセン半導体 |
| US7098525B2 (en) | 2003-05-08 | 2006-08-29 | 3M Innovative Properties Company | Organic polymers, electronic devices, and methods |
| EP1783781A3 (en) | 2003-11-28 | 2007-10-03 | Merck Patent GmbH | Organic semiconducting layer formulations comprising polyacenes and organic binder polymers |
| 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 |
| JP5155153B2 (ja) * | 2005-05-12 | 2013-02-27 | 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 | ポリアセンおよび半導体調製物 |
| US7985353B2 (en) * | 2005-05-21 | 2011-07-26 | Merck Patent Gmbh | Oligomeric is polyacene and semiconductor formulations |
| US20060267004A1 (en) | 2005-05-27 | 2006-11-30 | Fallis Alexander G | 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 |
| GB2460579B (en) | 2007-03-07 | 2011-11-02 | Univ Kentucky Res Found | Silylethynylated heteroacenes and electronic devices made therewith |
| KR101547702B1 (ko) * | 2007-04-19 | 2015-08-26 | 메르크 파텐트 게엠베하 | 치환 펜타센의 제조 방법 |
| US7879688B2 (en) | 2007-06-29 | 2011-02-01 | 3M Innovative Properties Company | Methods for making electronic devices with a solution deposited gate dielectric |
| US20090001356A1 (en) | 2007-06-29 | 2009-01-01 | 3M Innovative Properties Company | Electronic devices having a solution deposited gate dielectric |
| CN101926017B (zh) | 2007-12-17 | 2013-09-25 | 3M创新有限公司 | 基于蒽的可溶液加工的有机半导体 |
| KR20160124918A (ko) * | 2008-03-06 | 2016-10-28 | 메르크 파텐트 게엠베하 | 유기 반도체 조성물 |
| KR101622420B1 (ko) * | 2008-05-30 | 2016-05-18 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 실릴에티닐 펜타센 화합물 및 조성물 및 그의 제조 및 사용 방법 |
| WO2009158201A1 (en) | 2008-06-27 | 2009-12-30 | 3M Innovative Properties Company | Methods op fabricating crystalline organic semiconductive layers |
-
2010
- 2010-05-28 EP EP10724620.9A patent/EP2435446B8/en not_active Not-in-force
- 2010-05-28 US US13/318,617 patent/US8920679B2/en not_active Expired - Fee Related
- 2010-05-28 JP JP2012513291A patent/JP5722884B2/ja active Active
- 2010-05-28 SG SG2011086568A patent/SG176209A1/en unknown
- 2010-05-28 CN CN201080023410.8A patent/CN102482297B/zh not_active Expired - Fee Related
- 2010-05-28 WO PCT/US2010/036559 patent/WO2010138807A1/en active Application Filing
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