JP2012523387A5 - - Google Patents
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- Publication number
- JP2012523387A5 JP2012523387A5 JP2012503967A JP2012503967A JP2012523387A5 JP 2012523387 A5 JP2012523387 A5 JP 2012523387A5 JP 2012503967 A JP2012503967 A JP 2012503967A JP 2012503967 A JP2012503967 A JP 2012503967A JP 2012523387 A5 JP2012523387 A5 JP 2012523387A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- independently
- hydrogen
- group
- 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.)
- Granted
Links
- 125000000217 alkyl group Chemical group 0.000 claims 50
- 229910052739 hydrogen Inorganic materials 0.000 claims 36
- 239000001257 hydrogen Substances 0.000 claims 34
- 125000003545 alkoxy group Chemical group 0.000 claims 23
- 125000004432 carbon atom Chemical group C* 0.000 claims 23
- 150000002431 hydrogen Chemical class 0.000 claims 21
- 150000001875 compounds Chemical class 0.000 claims 19
- 125000003118 aryl group Chemical group 0.000 claims 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 13
- 125000001931 aliphatic group Chemical group 0.000 claims 11
- 125000003710 aryl alkyl group Chemical group 0.000 claims 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 8
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 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 6
- 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 6
- 125000004450 alkenylene group Chemical group 0.000 claims 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 6
- 150000002367 halogens Chemical class 0.000 claims 6
- 125000001072 heteroaryl group Chemical group 0.000 claims 6
- 239000001301 oxygen Substances 0.000 claims 6
- 239000004065 semiconductor Substances 0.000 claims 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- -1 aromatic-aliphatic Chemical group 0.000 claims 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- 125000001544 thienyl group Chemical group 0.000 claims 4
- 125000002723 alicyclic group Chemical group 0.000 claims 3
- 125000003302 alkenyloxy group Chemical group 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 3
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 125000006731 (C1-C8) thioalkoxy group Chemical group 0.000 claims 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 1
- 230000005669 field effect Effects 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 claims 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 1
- 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 1
- 0 Cc1c(c(C)c2c(N)c(C)c(*)c(*)c2c2*)c2c(C)c(*)c1* Chemical compound Cc1c(c(C)c2c(N)c(C)c(*)c(*)c2c2*)c2c(C)c(*)c1* 0.000 description 7
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP09157579.5 | 2009-04-08 | ||
| EP09157579 | 2009-04-08 | ||
| EP09168454.8 | 2009-08-24 | ||
| EP09168454 | 2009-08-24 | ||
| PCT/EP2010/054152 WO2010115767A1 (en) | 2009-04-08 | 2010-03-30 | Pyrrolopyrrole derivatives, their manufacture and use as semiconductors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012523387A JP2012523387A (ja) | 2012-10-04 |
| JP2012523387A5 true JP2012523387A5 (enExample) | 2013-05-16 |
| JP5787876B2 JP5787876B2 (ja) | 2015-09-30 |
Family
ID=42174107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012503967A Expired - Fee Related JP5787876B2 (ja) | 2009-04-08 | 2010-03-30 | ピロロピロール誘導体、その製造方法及び半導体としての使用 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9067942B2 (enExample) |
| EP (1) | EP2417137A1 (enExample) |
| JP (1) | JP5787876B2 (enExample) |
| KR (1) | KR20120022879A (enExample) |
| CN (1) | CN102388046A (enExample) |
| BR (1) | BRPI1014578A2 (enExample) |
| TW (1) | TW201041891A (enExample) |
| WO (1) | WO2010115767A1 (enExample) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2011006332A (es) | 2008-12-23 | 2011-06-27 | Abbott Lab | Compuestos antivirales. |
| JP2012513410A (ja) | 2008-12-23 | 2012-06-14 | アボット・ラボラトリーズ | 抗ウイルス化合物 |
| EP2419404B1 (en) | 2009-04-15 | 2015-11-04 | AbbVie Inc. | Anti-viral compounds |
| BRPI1011853A2 (pt) | 2009-05-27 | 2019-09-24 | Basf Se | polímero, material, camada ou componente semicondutores orgânicos, dispositivo semicondutor, processos para a preparação de um dispositivo semicondutor orgânico, e de um polímero, e, uso do polímero e/ou do material, camada ou componente semicondutores orgãnicos. |
| JP5623512B2 (ja) | 2009-05-27 | 2014-11-12 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | （複素環式）芳香族化合物の重合方法 |
| DK2368890T3 (da) | 2009-06-11 | 2013-07-22 | Abbvie Bahamas Ltd | Hepatitis C-virusinhibitorer |
| US9394279B2 (en) | 2009-06-11 | 2016-07-19 | Abbvie Inc. | Anti-viral compounds |
| US8716454B2 (en) | 2009-06-11 | 2014-05-06 | Abbvie Inc. | Solid compositions |
| US8937150B2 (en) | 2009-06-11 | 2015-01-20 | Abbvie Inc. | Anti-viral compounds |
| KR101839636B1 (ko) | 2010-05-19 | 2018-03-16 | 바스프 에스이 | 유기 반도체 소자에 사용하기 위한 디케토피롤로피롤 중합체 |
| NZ605440A (en) | 2010-06-10 | 2014-05-30 | Abbvie Bahamas Ltd | Solid compositions comprising an hcv inhibitor |
| KR20130094773A (ko) | 2010-06-24 | 2013-08-26 | 바스프 에스이 | 온/오프 전류비가 개선되고 임계 이동이 제어가능한 유기 전계 효과 트랜지스터 |
| US8946376B2 (en) | 2010-09-29 | 2015-02-03 | Basf Se | Semiconductors based on diketopyrrolopyrroles |
| CN103189971B (zh) | 2010-11-01 | 2016-02-17 | 巴斯夫欧洲公司 | 作为电介质的聚酰亚胺 |
| US9187600B2 (en) | 2010-11-01 | 2015-11-17 | Basf Se | Polyimides as dielectric |
| KR20140007357A (ko) | 2010-12-22 | 2014-01-17 | 바스프 에스이 | 반도체 구조물 및 이의 제조 방법 |
| US10201584B1 (en) | 2011-05-17 | 2019-02-12 | Abbvie Inc. | Compositions and methods for treating HCV |
| TWI566828B (zh) | 2011-05-30 | 2017-01-21 | 巴地斯顏料化工廠 | 藉由使用偶合反應製備聚合物之方法 |
| US9362508B2 (en) | 2011-06-22 | 2016-06-07 | Basf Se | Diketopyrrolopyrrole oligomers for use in organic semiconductor devices |
| US9209412B2 (en) | 2011-09-02 | 2015-12-08 | Basf Se | Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers |
| CN103044430B (zh) * | 2011-10-11 | 2015-04-29 | 中国科学院化学研究所 | 并吡咯二酮-噻吩醌化合物及其制备方法与应用 |
| US9543521B2 (en) | 2011-11-15 | 2017-01-10 | Basf Se | Organic semiconductor device and process for its production |
| WO2013083506A1 (en) | 2011-12-07 | 2013-06-13 | Basf Se | Diketopyrrolopyrrole polymers for use in organic semiconductor devices |
| JP6157497B2 (ja) | 2011-12-07 | 2017-07-05 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 有機電界効果トランジスタ |
| US9034832B2 (en) | 2011-12-29 | 2015-05-19 | Abbvie Inc. | Solid compositions |
| US9505877B2 (en) | 2012-04-02 | 2016-11-29 | Basf Se | Phenanthro[9,10-B]furan polymers and small molecules for electronic applications |
| KR102079604B1 (ko) | 2012-04-04 | 2020-04-08 | 바스프 에스이 | 디케토피롤로피롤 중합체 및 소분자 |
| JP6207606B2 (ja) | 2012-07-23 | 2017-10-04 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | ジチエノベンゾフランポリマーおよび電子的な応用のための小分子 |
| KR101635332B1 (ko) * | 2012-09-26 | 2016-06-30 | 후지필름 가부시키가이샤 | 광전 변환 소자, 촬상 소자, 광 센서 |
| WO2014086722A1 (en) | 2012-12-04 | 2014-06-12 | Basf Se | Functionnalized benzodithiophene polymers for electronic application |
| KR102094742B1 (ko) * | 2012-12-24 | 2020-03-30 | 삼성전자주식회사 | 유기 반도체 고분자, 유기 박막 트랜지스터 및 전자 소자 |
| CN103087083A (zh) * | 2013-01-17 | 2013-05-08 | 中国科学院宁波材料技术与工程研究所 | 一种吡咯并吡咯二酮衍生物及其制备方法和应用 |
| US11484534B2 (en) | 2013-03-14 | 2022-11-01 | Abbvie Inc. | Methods for treating HCV |
| KR102173448B1 (ko) | 2013-05-06 | 2020-11-04 | 주식회사 클랩 | 유기 전자 응용품 내의 유전체로서의 가용성 시클릭 이미드 함유 중합체 |
| CN104177365A (zh) * | 2013-05-27 | 2014-12-03 | 海洋王照明科技股份有限公司 | 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件 |
| CN104177364A (zh) * | 2013-05-27 | 2014-12-03 | 海洋王照明科技股份有限公司 | 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件 |
| CN104177366A (zh) * | 2013-05-27 | 2014-12-03 | 海洋王照明科技股份有限公司 | 含吡咯并吡咯烷酮单元的有机半导体材料及其制备方法和太阳能电池器件 |
| CN104177374A (zh) * | 2013-05-27 | 2014-12-03 | 海洋王照明科技股份有限公司 | 含噻唑并噻唑单元的有机半导体材料及其制备方法和太阳能电池器件 |
| KR101676526B1 (ko) * | 2013-06-05 | 2016-11-16 | 주식회사 엘지화학 | 신규한 화합물, 이를 포함하는 광전 변환 소자 |
| EP2818493A1 (en) | 2013-06-25 | 2014-12-31 | Basf Se | Near infrared absorbing polymers for electronic applications |
| WO2014206916A1 (en) | 2013-06-27 | 2014-12-31 | Basf Se | Metathesis polymers as dielectrics |
| WO2015004563A1 (en) | 2013-07-08 | 2015-01-15 | Basf Se | Azide-based crosslinking agents |
| CN105637009B (zh) * | 2013-09-16 | 2018-06-12 | 株式会社Lg化学 | 共聚物和包含其的有机太阳能电池 |
| WO2015103490A1 (en) | 2014-01-03 | 2015-07-09 | Abbvie, Inc. | Solid antiviral dosage forms |
| KR102409794B1 (ko) | 2014-09-25 | 2022-06-17 | 주식회사 클랩 | 광-가교성 유전체로서의 에테르계 중합체 |
| EP3233868B1 (en) * | 2014-12-19 | 2018-11-07 | Basf Se | 6h-pyrrolo[3,2-b:4,5-b']bis[1,4]benzothiazine-6-carboxylic acid esters as organic semiconductor materials for use in electronic devices |
| US9580556B2 (en) | 2015-01-29 | 2017-02-28 | Corning Incorporated | DPP with branched alkyl-chain or (and) fused thiophene with branched alkyl-chain and the related designing strategy to increase the molecular weight of their semi-conducting copolymers |
| WO2017202635A1 (en) | 2016-05-25 | 2017-11-30 | Basf Se | Semiconductors |
| WO2018060015A1 (en) | 2016-09-27 | 2018-04-05 | Basf Se | Star-shaped styrene polymers with enhanced glass transition temperature |
| WO2018060016A1 (en) | 2016-09-27 | 2018-04-05 | Basf Se | Star-shaped and triblock polymers with enhanced crosslinkability |
| CN115304610A (zh) * | 2022-09-19 | 2022-11-08 | 济南大学 | 一种吡咯并吡咯二酮基红光转光剂材料 |
| CN115385921B (zh) * | 2022-09-29 | 2024-04-16 | 天津大学 | 噻唑-5-吡咯并吡咯二酮及其共轭聚合物的制备方法和作为半导体材料的应用 |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3366011D1 (en) | 1982-05-17 | 1986-10-16 | Ciba Geigy Ag | Preparation of pyrrolo-(3,4-c) pyrroles |
| EP0184982B1 (de) | 1984-11-07 | 1991-01-23 | Ciba-Geigy Ag | Verfahren zur Herstellung von Pyrrolo-[3,4-c]-pyrrolen und neue Pyrrolo-[3,4-c]-pyrrole |
| US5703436A (en) | 1994-12-13 | 1997-12-30 | The Trustees Of Princeton University | Transparent contacts for organic devices |
| US6420031B1 (en) | 1997-11-03 | 2002-07-16 | The Trustees Of Princeton University | Highly transparent non-metallic cathodes |
| AT411306B (de) | 2000-04-27 | 2003-11-25 | Qsel Quantum Solar Energy Linz | Photovoltaische zelle mit einer photoaktiven schicht aus zwei molekularen organischen komponenten |
| US20030021913A1 (en) | 2001-07-03 | 2003-01-30 | O'neill Mary | Liquid crystal alignment layer |
| US20040004433A1 (en) | 2002-06-26 | 2004-01-08 | 3M Innovative Properties Company | Buffer layers for organic electroluminescent devices and methods of manufacture and use |
| JP5068528B2 (ja) | 2003-04-10 | 2012-11-07 | チバ ホールディング インコーポレーテッド | 蛍光ジケトピロロピロール |
| DE10326547A1 (de) | 2003-06-12 | 2005-01-05 | Siemens Ag | Tandemsolarzelle mit einer gemeinsamen organischen Elektrode |
| EP1682605B1 (en) | 2003-10-28 | 2012-06-20 | Basf Se | Novel diketopyrrolopyrrole polymers |
| US7194173B2 (en) | 2004-07-16 | 2007-03-20 | The Trustees Of Princeton University | Organic devices having a fiber structure |
| JP2006117591A (ja) | 2004-10-22 | 2006-05-11 | Toyo Ink Mfg Co Ltd | 蛍光性ジケトピロロピロール化合物 |
| US20070079867A1 (en) | 2005-10-12 | 2007-04-12 | Kethinni Chittibabu | Photovoltaic fibers |
| JP2007266285A (ja) * | 2006-03-28 | 2007-10-11 | Nippon Kayaku Co Ltd | 電界効果トランジスタ |
| GB0612929D0 (en) | 2006-06-29 | 2006-08-09 | Univ Cambridge Tech | High-performance organic field-effect transistors based on dilute, crystalline-crystalline polymer blends and block copolymers |
| WO2008000664A1 (en) * | 2006-06-30 | 2008-01-03 | Ciba Holding Inc. | Diketopyrrolopyrrole polymers as organic semiconductors |
| KR101546985B1 (ko) | 2007-10-09 | 2015-08-24 | 바스프 에스이 | 피롤로피롤 유도체, 그의 제조 및 용도 |
| JP5611217B2 (ja) * | 2008-10-31 | 2014-10-22 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 有機半導体デバイスに使用するためのジケトピロロピロールポリマー |
| KR101935644B1 (ko) * | 2008-10-31 | 2019-01-04 | 바스프 에스이 | 유기 전계 효과 트랜지스터에 사용하기 위한 디케토피롤로피롤 중합체 |
-
2010
- 2010-03-30 US US13/260,002 patent/US9067942B2/en not_active Expired - Fee Related
- 2010-03-30 CN CN2010800149355A patent/CN102388046A/zh active Pending
- 2010-03-30 BR BRPI1014578-8A patent/BRPI1014578A2/pt not_active IP Right Cessation
- 2010-03-30 EP EP10711400A patent/EP2417137A1/en not_active Withdrawn
- 2010-03-30 WO PCT/EP2010/054152 patent/WO2010115767A1/en not_active Ceased
- 2010-03-30 JP JP2012503967A patent/JP5787876B2/ja not_active Expired - Fee Related
- 2010-03-30 KR KR1020117026446A patent/KR20120022879A/ko not_active Ceased
- 2010-04-07 TW TW099110776A patent/TW201041891A/zh unknown
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