JP2007516315A5 - - Google Patents
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- JP2007516315A5 JP2007516315A5 JP2006537277A JP2006537277A JP2007516315A5 JP 2007516315 A5 JP2007516315 A5 JP 2007516315A5 JP 2006537277 A JP2006537277 A JP 2006537277A JP 2006537277 A JP2006537277 A JP 2006537277A JP 2007516315 A5 JP2007516315 A5 JP 2007516315A5
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- JP
- Japan
- Prior art keywords
- alkyl
- group
- substituted
- aryl
- alkoxy
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 85
- 125000003118 aryl group Chemical group 0.000 claims description 71
- 125000003545 alkoxy group Chemical group 0.000 claims description 39
- 125000001072 heteroaryl group Chemical group 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 238000006467 substitution reaction Methods 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000000304 alkynyl group Chemical group 0.000 claims description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 17
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 125000004432 carbon atom Chemical group C* 0.000 claims 12
- 229910052731 fluorine Inorganic materials 0.000 claims 12
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 8
- 229910052717 sulfur Inorganic materials 0.000 claims 8
- 239000000460 chlorine Substances 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000004104 aryloxy group Chemical group 0.000 claims 6
- 229910052757 nitrogen Inorganic materials 0.000 claims 6
- -1 biphenylyl Chemical group 0.000 claims 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims 5
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 239000011737 fluorine Substances 0.000 claims 4
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 3
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 claims 3
- 125000000732 arylene group Chemical group 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 2
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims 2
- 125000005561 phenanthryl group Chemical group 0.000 claims 2
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 125000003172 aldehyde group Chemical group 0.000 claims 1
- 125000002877 alkyl aryl group Chemical group 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000004185 ester group Chemical group 0.000 claims 1
- 230000005669 field effect Effects 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000000262 haloalkenyl group Chemical group 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000000232 haloalkynyl group Chemical group 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 125000000468 ketone group Chemical group 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 125000005401 siloxanyl group Chemical group 0.000 claims 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 1
- 239000011593 sulfur Substances 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 239000010409 thin film Substances 0.000 claims 1
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000005525 hole transport Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03103982.9 | 2003-10-28 | ||
| EP03103982 | 2003-10-28 | ||
| PCT/EP2004/052565 WO2005049695A1 (en) | 2003-10-28 | 2004-10-18 | Novel diketopyrrolopyrrole polymers |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007516315A JP2007516315A (ja) | 2007-06-21 |
| JP2007516315A5 true JP2007516315A5 (https=) | 2011-05-12 |
| JP4908222B2 JP4908222B2 (ja) | 2012-04-04 |
Family
ID=34610078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006537277A Expired - Lifetime JP4908222B2 (ja) | 2003-10-28 | 2004-10-18 | 新規ジケトピロロピロールポリマー |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US7939818B2 (https=) |
| EP (1) | EP1682605B1 (https=) |
| JP (1) | JP4908222B2 (https=) |
| KR (1) | KR101153240B1 (https=) |
| CN (2) | CN100572419C (https=) |
| ES (1) | ES2387304T3 (https=) |
| TW (1) | TWI374156B (https=) |
| WO (1) | WO2005049695A1 (https=) |
Families Citing this family (90)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7939818B2 (en) * | 2003-10-28 | 2011-05-10 | Basf Se | Diketopyrrolopyrrole polymers |
| CN101479272B (zh) * | 2006-06-30 | 2014-11-19 | 西巴控股有限公司 | 作为有机半导体的二酮基吡咯并吡咯聚合物 |
| BRPI0713952A2 (pt) * | 2006-06-30 | 2012-12-04 | Ciba Holding Inc. | polìmeros de dicetopirrolopirrol como semicondutores orgánicos |
| US8330147B2 (en) * | 2006-12-04 | 2012-12-11 | Idemitsu Kosan, Co., Ltd. | Organic thin film transistor and organic thin film light emitting transistor having organic semiconductor compound with divalent aromatic hydrocarbon group and divalent aromatic heterocyclic group |
| US7932344B2 (en) | 2007-09-06 | 2011-04-26 | Xerox Corporation | Diketopyrrolopyrrole-based polymers |
| US7910684B2 (en) | 2007-09-06 | 2011-03-22 | Xerox Corporation | Diketopyrrolopyrrole-based derivatives for thin film transistors |
| JPWO2009041635A1 (ja) * | 2007-09-28 | 2011-01-27 | 出光興産株式会社 | 有機ｅｌ素子 |
| KR101546985B1 (ko) | 2007-10-09 | 2015-08-24 | 바스프 에스이 | 피롤로피롤 유도체, 그의 제조 및 용도 |
| KR101568436B1 (ko) | 2007-10-25 | 2015-11-11 | 바스프 에스이 | 유기 반도체로서 케토피롤 |
| WO2009079150A1 (en) * | 2007-12-17 | 2009-06-25 | 3M Innovative Properties Company | Solution processable organic semiconductors based on anthracene |
| US8049209B2 (en) * | 2008-04-11 | 2011-11-01 | Xerox Corporation | Thin-film transistors |
| JP5581607B2 (ja) * | 2008-06-05 | 2014-09-03 | 住友化学株式会社 | 高分子化合物及びそれを用いた有機トランジスタ |
| JP2011524908A (ja) * | 2008-06-19 | 2011-09-08 | スリーエム イノベイティブ プロパティズ カンパニー | 溶液処理可能な有機半導体 |
| US7928433B2 (en) * | 2008-08-18 | 2011-04-19 | Xerox Corporation | Electronic device comprising semiconducting polymers |
| US7928181B2 (en) * | 2008-08-18 | 2011-04-19 | Xerox Corporation | Semiconducting polymers |
| KR101764436B1 (ko) | 2008-10-31 | 2017-08-14 | 바스프 에스이 | 유기 반도체 장치에 사용하기 위한 디케토피롤로피롤 중합체 |
| KR101935644B1 (ko) | 2008-10-31 | 2019-01-04 | 바스프 에스이 | 유기 전계 효과 트랜지스터에 사용하기 위한 디케토피롤로피롤 중합체 |
| US10224484B2 (en) | 2008-10-31 | 2019-03-05 | Basf Se | Diketopyrrolopyrrole polymers for use in organic field effect transistors |
| EP2411986B1 (en) | 2009-03-23 | 2016-09-21 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| US20100326525A1 (en) | 2009-03-26 | 2010-12-30 | Thuc-Quyen Nguyen | Molecular semiconductors containing diketopyrrolopyrrole and dithioketopyrrolopyrrole chromophores for small molecule or vapor processed solar cells |
| JP5396128B2 (ja) * | 2009-03-31 | 2014-01-22 | 大阪瓦斯株式会社 | ジケトピロロピロール骨格を有するポリマーおよび白色発光材料 |
| WO2010115767A1 (en) | 2009-04-08 | 2010-10-14 | Basf Se | Pyrrolopyrrole derivatives, their manufacture and use as semiconductors |
| DE112010002086B4 (de) * | 2009-05-27 | 2020-07-09 | Basf Se | Verfahren zum Polymerisieren von (hetero)aromatischen Verbindungen |
| CN102449030B (zh) | 2009-05-27 | 2014-06-25 | 巴斯夫欧洲公司 | 用于有机半导体器件中的二酮基吡咯并吡咯聚合物 |
| CN102549791B (zh) * | 2009-08-28 | 2015-01-07 | 新加坡科技研究局 | 双极性聚合物半导体材料及有机电子器件 |
| KR101694917B1 (ko) | 2009-08-28 | 2017-01-23 | 에이전시 포 사이언스, 테크놀로지 앤드 리서치 | 폴리머 반도체, 소자 및 이를 제조하는 방법 |
| JP5588559B2 (ja) * | 2010-03-20 | 2014-09-10 | ポリエラ コーポレイション | ピロロ［３，２−ｂ］ピロール半導体化合物およびそれを組み込んだデバイス |
| JP2013533895A (ja) * | 2010-05-19 | 2013-08-29 | ビーエーエスエフ ソシエタス・ヨーロピア | 有機半導体デバイスにおいて使用するためのジケトピロロピロール系ポリマー |
| JP6406824B2 (ja) | 2010-06-24 | 2018-10-17 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 改良された電流オン／オフ比及び制御可能な閾値変動を有する有機電界効果トランジスタ |
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| US20120085992A1 (en) * | 2010-09-30 | 2012-04-12 | The Regents Of The University Of California | Furan Conjugated Polymers Useful for Photovoltaic Applications |
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| EP3762979A1 (en) | 2018-03-07 | 2021-01-13 | Clap Co., Ltd. | Patterning method for preparing top-gate, bottom-contact organic field effect transistors |
| US20200411781A1 (en) | 2018-03-08 | 2020-12-31 | Clap Co., Ltd. | Organic field effect transistor comprising semiconducting single-walled carbon nanotubes and organic semiconducting material |
| CN108727570B (zh) * | 2018-06-11 | 2020-07-14 | 黑龙江大学 | 一种含三苯胺基团的dpp嵌段聚合物、其制备方法及应用 |
| CN108727569B (zh) * | 2018-06-11 | 2020-07-14 | 黑龙江大学 | 一种含咔唑基团的dpp嵌段聚合物、其制备方法及应用 |
| EP3735430B1 (en) | 2018-06-26 | 2023-09-13 | Clap Co., Ltd. | Vinylether-based polymer as dielectric |
| CN109096342B (zh) * | 2018-09-27 | 2020-05-26 | 中国科学院化学研究所 | 一种吡咯并吡咯二酮类环状共轭化合物及其制备方法与应用 |
| CN111045296B (zh) * | 2018-10-12 | 2024-12-27 | 康宁股份有限公司 | 用于有机薄膜晶体管的可uv图案化的聚合物掺混物 |
| FR3091530A1 (fr) * | 2019-01-09 | 2020-07-10 | Université De Pau Et Des Pays De L'adour | Polymères à très faible bande interdite |
| KR102848368B1 (ko) * | 2020-01-22 | 2025-08-19 | 주식회사 엘지화학 | 신규한 유기 형광 화합물 및 이를 포함하는 장치 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0426717B1 (de) * | 1988-07-29 | 1996-04-24 | Riedel-De Haen Aktiengesellschaft | Optische datenspeicher |
| EP0499011A1 (en) | 1991-02-12 | 1992-08-19 | Japat Ltd | Organic electroluminescent element |
| DE59409351D1 (de) * | 1993-10-13 | 2000-06-21 | Ciba Sc Holding Ag | Pyrrolo[3,4-c]pyrrole |
| EP0787730B1 (de) | 1996-01-30 | 2001-08-01 | Ciba SC Holding AG | Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere |
| US5728801A (en) | 1996-08-13 | 1998-03-17 | The Dow Chemical Company | Poly (arylamines) and films thereof |
| GB9805476D0 (en) | 1998-03-13 | 1998-05-13 | Cambridge Display Tech Ltd | Electroluminescent devices |
| EP1078970B1 (en) * | 1999-08-26 | 2004-03-17 | Ciba SC Holding AG | DPP-containing conjugated polymers and electroluminescent devices |
| TWI290164B (en) * | 1999-08-26 | 2007-11-21 | Ciba Sc Holding Ag | DPP-containing conjugated polymers and electroluminescent devices |
| EP1414566A1 (en) | 2001-08-10 | 2004-05-06 | Ciba SC Holding AG | Palladium catalysts |
| JP2003062620A (ja) | 2001-08-28 | 2003-03-05 | Nippon Spindle Mfg Co Ltd | 非円形筒状素材の端部絞り加工方法 |
| JP4089472B2 (ja) * | 2003-03-10 | 2008-05-28 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| JP4093083B2 (ja) * | 2003-03-10 | 2008-05-28 | 東洋インキ製造株式会社 | 有機エレクトロルミネッセンス素子材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| US7939818B2 (en) * | 2003-10-28 | 2011-05-10 | Basf Se | Diketopyrrolopyrrole polymers |
-
2004
- 2004-10-18 US US10/576,914 patent/US7939818B2/en active Active
- 2004-10-18 EP EP04791244A patent/EP1682605B1/en not_active Expired - Lifetime
- 2004-10-18 WO PCT/EP2004/052565 patent/WO2005049695A1/en not_active Ceased
- 2004-10-18 ES ES04791244T patent/ES2387304T3/es not_active Expired - Lifetime
- 2004-10-18 CN CNB2004800317092A patent/CN100572419C/zh not_active Expired - Lifetime
- 2004-10-18 JP JP2006537277A patent/JP4908222B2/ja not_active Expired - Lifetime
- 2004-10-18 CN CN200910211522.5A patent/CN101747493B/zh not_active Expired - Lifetime
- 2004-10-27 TW TW093132565A patent/TWI374156B/zh not_active IP Right Cessation
-
2006
- 2006-05-26 KR KR1020067010397A patent/KR101153240B1/ko not_active Expired - Fee Related
-
2011
- 2011-04-18 US US13/088,497 patent/US20110204351A1/en not_active Abandoned
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