JP2011512444A5 - - Google Patents
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- JP2011512444A5 JP2011512444A5 JP2010546943A JP2010546943A JP2011512444A5 JP 2011512444 A5 JP2011512444 A5 JP 2011512444A5 JP 2010546943 A JP2010546943 A JP 2010546943A JP 2010546943 A JP2010546943 A JP 2010546943A JP 2011512444 A5 JP2011512444 A5 JP 2011512444A5
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- JP
- Japan
- Prior art keywords
- composition
- dtp
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- copolymer
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- 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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- 239000000203 mixture Substances 0.000 claims description 157
- 229920001577 copolymer Polymers 0.000 claims description 62
- 239000000539 dimer Substances 0.000 claims description 40
- 239000000463 material Substances 0.000 claims description 32
- VBSAGAKIMFPMFV-UHFFFAOYSA-N 4h-dithieno[3,2-d:3',2'-e]pyrrole Chemical compound C1=CSC2=C1NC1=C2SC=C1 VBSAGAKIMFPMFV-UHFFFAOYSA-N 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 16
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 14
- 125000004426 substituted alkynyl group Chemical group 0.000 claims description 14
- 125000003107 substituted aryl group Chemical group 0.000 claims description 14
- 125000001072 heteroaryl group Chemical group 0.000 claims description 12
- 229920005603 alternating copolymer Polymers 0.000 claims description 10
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 8
- -1 2-ethylhexyl groups Chemical group 0.000 claims description 8
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical class C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims description 8
- 230000003647 oxidation Effects 0.000 claims description 8
- 238000007254 oxidation reaction Methods 0.000 claims description 8
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- MCEWYIDBDVPMES-UHFFFAOYSA-N [60]pcbm Chemical compound C123C(C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%14=C%15C%16=C%17C%18=C(C=%19C=%20C%18=C%18C%16=C%13C%13=C%11C9=C9C7=C(C=%20C9=C%13%18)C(C7=%19)=C96)C6=C%11C%17=C%15C%13=C%15C%14=C%12C%12=C%10C%10=C85)=C9C7=C6C2=C%11C%13=C2C%15=C%12C%10=C4C23C1(CCCC(=O)OC)C1=CC=CC=C1 MCEWYIDBDVPMES-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229910003472 fullerene Inorganic materials 0.000 claims description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 230000005669 field effect Effects 0.000 claims description 2
- 150000002469 indenes Chemical class 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 238000006116 polymerization reaction Methods 0.000 claims description 2
- 125000006239 protecting group Chemical group 0.000 claims description 2
- 150000003967 siloles Chemical group 0.000 claims description 2
- 0 CC(C)C(C1NSN=C11)=CC=C1c1cc(N(C(*)*)C(/C=C(\*(C)C)/SC2)=C)c2[s]1 Chemical compound CC(C)C(C1NSN=C11)=CC=C1c1cc(N(C(*)*)C(/C=C(\*(C)C)/SC2)=C)c2[s]1 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2925508P | 2008-02-15 | 2008-02-15 | |
| PCT/US2009/034157 WO2009103030A1 (en) | 2008-02-15 | 2009-02-13 | Novel compositions and methods including alternating copolymers comprising dithienopyrrole units |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011512444A JP2011512444A (ja) | 2011-04-21 |
| JP2011512444A5 true JP2011512444A5 (https=) | 2012-03-29 |
Family
ID=40651464
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010546943A Pending JP2011512444A (ja) | 2008-02-15 | 2009-02-13 | 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 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20090221740A1 (https=) |
| EP (1) | EP2242786A1 (https=) |
| JP (1) | JP2011512444A (https=) |
| KR (1) | KR20100126334A (https=) |
| WO (1) | WO2009103030A1 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2462314B (en) * | 2008-08-01 | 2011-03-16 | Cambridge Display Tech Ltd | Organic light-emiting materials and devices |
| WO2010059240A1 (en) * | 2008-11-21 | 2010-05-27 | Plextronics, Inc. | Doped interfacial modification layers for stability enhancement for bulk heterojunction organic solar cells |
| US8466460B2 (en) * | 2009-06-05 | 2013-06-18 | Basf Se | Fused bithiophene-vinylene polymers |
| WO2010144469A2 (en) | 2009-06-08 | 2010-12-16 | Plextronics, Inc. | Dye and conductive polymer compositions for use in solid-state electronic devices |
| WO2010144472A2 (en) | 2009-06-08 | 2010-12-16 | Plextronics, Inc. | Porphyrin and conductive polymer compositions for use in solid-state electronic devices |
| EP2449561A2 (en) * | 2009-06-30 | 2012-05-09 | Plextronics, Inc. | Polymers comprising at least one bithiophene repeat unit, methods synthetising said polymers and compositions comprising the same |
| US8691931B2 (en) | 2009-09-04 | 2014-04-08 | Plextronics, Inc. | Organic electronic devices and polymers, including photovoltaic cells and diketone-based and diketopyrrolopyrrole-based polymers |
| JP5782703B2 (ja) * | 2009-10-29 | 2015-09-24 | 住友化学株式会社 | 高分子化合物及びそれを用いた電子素子 |
| CN102191036A (zh) * | 2010-03-09 | 2011-09-21 | 海洋王照明科技股份有限公司 | 含氮噻吩有机光电材料、其制造方法和应用 |
| JP5738984B2 (ja) * | 2010-05-21 | 2015-06-24 | ▲海▼洋王照明科技股▲ふん▼有限公司 | ジチエノピロール−キノキサリンを含む共役重合体及びその製造方法並びにポリマー太陽電池デバイス |
| EP2400575B1 (de) | 2010-06-24 | 2016-03-23 | heliatek GmbH | Optoelektronisches Bauelement mit organischen Schichten |
| US8895693B2 (en) | 2010-06-25 | 2014-11-25 | Samsung Electronics Co., Ltd. | Electron-donating polymers and organic solar cells including the same |
| CN103249799B (zh) * | 2010-09-02 | 2016-07-06 | 默克专利股份有限公司 | 含新型光活性聚合物的光伏电池 |
| WO2012082893A2 (en) | 2010-12-15 | 2012-06-21 | Plextronics, Inc. | Fluoro monomers, oligomers, and polymers for inks and organic electronic devices |
| EP2657239B1 (en) * | 2010-12-20 | 2015-05-27 | Ocean's King Lighting Science&Technology Co., Ltd. | Organic semiconductor material, preparation methods and uses thereof |
| KR101853395B1 (ko) | 2011-05-23 | 2018-04-30 | 삼성전자주식회사 | 전자 공여체 고분자 및 이를 포함하는 태양 전지 |
| JP2013028750A (ja) * | 2011-07-29 | 2013-02-07 | Sumitomo Chemical Co Ltd | 高分子化合物及びそれを用いた有機トランジスタ |
| KR101777326B1 (ko) | 2011-10-05 | 2017-09-12 | 삼성전자주식회사 | 전자 공여체 고분자 및 이를 포함하는 유기 태양 전지 |
| CN109206436B (zh) * | 2018-08-06 | 2020-04-21 | 西安理工大学 | 一种以二噻吩并吡咯为给电子中心的齐聚噻吩衍生物及其制备方法 |
| CN112563667B (zh) * | 2020-12-07 | 2022-04-01 | 界首市天鸿新材料股份有限公司 | 一种纳米纤维锂电池隔膜及其制备方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH07188399A (ja) * | 1993-12-27 | 1995-07-25 | Unitika Ltd | 光照射部が導電性に変化する成形性またはフィルム形成性組成物 |
| US6166172A (en) * | 1999-02-10 | 2000-12-26 | Carnegie Mellon University | Method of forming poly-(3-substituted) thiophenes |
| ATE461237T1 (de) * | 2001-08-17 | 2010-04-15 | Merck Patent Gmbh | Konjugierte copolymere aus dithienothiophen und vinylen oder acetylen |
| US6602974B1 (en) * | 2001-12-04 | 2003-08-05 | Carnegie Mellon University | Polythiophenes, block copolymers made therefrom, and methods of forming the same |
| US7244809B2 (en) * | 2003-05-16 | 2007-07-17 | Merck Patent Gmbh | Mono-, oligo- and polymers comprising dithienothiophene and aryl groups |
| KR20070102661A (ko) * | 2004-09-24 | 2007-10-19 | 플렉스트로닉스, 인크 | 광기전 전지에서의 헤테로 원자를 갖는 위치 규칙적폴리(3-치환 티오펜) |
| DE602005020175D1 (de) * | 2004-09-24 | 2010-05-06 | Plextronics Inc | Heteroatomische regioreguläre poly (3-subtituierte thiophene) in elektrolumineszenzbauelementen |
| WO2006086480A2 (en) * | 2005-02-10 | 2006-08-17 | Plextronics, Inc. | Hole injection/transport layer compositions and devices |
| WO2006101953A2 (en) * | 2005-03-16 | 2006-09-28 | Plextronics, Inc. | Copolymers of soluble poly (thiophenes) with improved electronic performance |
| JP4806208B2 (ja) * | 2005-04-28 | 2011-11-02 | 関東化学株式会社 | ポリカルバゾール誘導体 |
| US7781673B2 (en) * | 2005-07-14 | 2010-08-24 | Konarka Technologies, Inc. | Polymers with low band gaps and high charge mobility |
| CA2655135C (en) * | 2006-06-13 | 2016-06-07 | Plextronics, Inc. | Organic photovoltaic devices comprising fullerenes and derivatives thereof |
| US8008424B2 (en) * | 2006-10-11 | 2011-08-30 | Konarka Technologies, Inc. | Photovoltaic cell with thiazole-containing polymer |
| US20080262183A1 (en) * | 2007-04-17 | 2008-10-23 | Lutz Uwe Lehmann | Dithienopyrrole-containing copolymers |
| US20080299293A1 (en) * | 2007-05-02 | 2008-12-04 | Plextronics, Inc. | Solvent system for conjugated polymers |
| TW200916498A (en) * | 2007-05-15 | 2009-04-16 | Plextronics Inc | Aryl-substituted conjugated polymers |
| US8715606B2 (en) * | 2007-12-21 | 2014-05-06 | Plextronics, Inc. | Organic photovoltaic devices comprising fullerenes and derivatives thereof and improved methods of making fullerene derivatives |
-
2009
- 2009-02-13 JP JP2010546943A patent/JP2011512444A/ja active Pending
- 2009-02-13 KR KR1020107019208A patent/KR20100126334A/ko not_active Withdrawn
- 2009-02-13 WO PCT/US2009/034157 patent/WO2009103030A1/en not_active Ceased
- 2009-02-13 EP EP09709520A patent/EP2242786A1/en not_active Withdrawn
- 2009-02-13 US US12/371,556 patent/US20090221740A1/en not_active Abandoned
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