JP5735418B2 - ポリ(5,5’−ビス(チオフェン−2−イル)−ベンゾ[2,1−b;3,4−b’]ジチオフェン)、及び半導体ポリマーを加工可能な高機能溶液としてのその使用方法 - Google Patents
ポリ(5,5’−ビス(チオフェン−2−イル)−ベンゾ[2,1−b;3,4−b’]ジチオフェン)、及び半導体ポリマーを加工可能な高機能溶液としてのその使用方法 Download PDFInfo
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- JP5735418B2 JP5735418B2 JP2011515388A JP2011515388A JP5735418B2 JP 5735418 B2 JP5735418 B2 JP 5735418B2 JP 2011515388 A JP2011515388 A JP 2011515388A JP 2011515388 A JP2011515388 A JP 2011515388A JP 5735418 B2 JP5735418 B2 JP 5735418B2
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- alkyl group
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- dithiophene
- film semiconductor
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- 0 C*(C)c1cc(ccc2c3[n]c(-c4c(*)cc(-c5cc(*)c(C(C)(C)*)[n]5)[n]4)c2)c3[n]1 Chemical compound C*(C)c1cc(ccc2c3[n]c(-c4c(*)cc(-c5cc(*)c(C(C)(C)*)[n]5)[n]4)c2)c3[n]1 0.000 description 1
- AJBHYQABTQGDED-UHFFFAOYSA-N O=Cc1c(-c2c(C=O)cc[s]2)[s]cc1 Chemical compound O=Cc1c(-c2c(C=O)cc[s]2)[s]cc1 AJBHYQABTQGDED-UHFFFAOYSA-N 0.000 description 1
- CWJAUGSFNRQHAZ-UHFFFAOYSA-N c1c[s]c2c3[s]ccc3ccc12 Chemical compound c1c[s]c2c3[s]ccc3ccc12 CWJAUGSFNRQHAZ-UHFFFAOYSA-N 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
- H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
- H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
- H01B1/124—Intrinsically conductive polymers
- H01B1/127—Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
- H10K10/464—Lateral top-gate IGFETs comprising only a single gate
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
- H10K10/466—Lateral bottom-gate IGFETs comprising only a single gate
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/151—Copolymers
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Thin Film Transistor (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Photovoltaic Devices (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08159524.1 | 2008-07-02 | ||
| EP08159524 | 2008-07-02 | ||
| EP09153369 | 2009-02-20 | ||
| EP09153369.5 | 2009-02-20 | ||
| PCT/EP2009/057984 WO2010000669A1 (en) | 2008-07-02 | 2009-06-25 | Poly(5,5'bis(thiophen-2-yl)-benzo[2,1-b;3,4-b']dithiophene) and its use as high performance solution processable semiconducting polymer |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011526631A JP2011526631A (ja) | 2011-10-13 |
| JP2011526631A5 JP2011526631A5 (enExample) | 2012-07-19 |
| JP5735418B2 true JP5735418B2 (ja) | 2015-06-17 |
Family
ID=40999846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011515388A Expired - Fee Related JP5735418B2 (ja) | 2008-07-02 | 2009-06-25 | ポリ(5,5’−ビス(チオフェン−2−イル)−ベンゾ[2,1−b;3,4−b’]ジチオフェン)、及び半導体ポリマーを加工可能な高機能溶液としてのその使用方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8598304B2 (enExample) |
| EP (1) | EP2297748B1 (enExample) |
| JP (1) | JP5735418B2 (enExample) |
| KR (1) | KR101561323B1 (enExample) |
| CN (1) | CN102084436B (enExample) |
| TW (1) | TWI476225B (enExample) |
| WO (1) | WO2010000669A1 (enExample) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9221944B2 (en) | 2008-12-18 | 2015-12-29 | Basf Se | Semiconductor materials prepared from dithienylvinylene copolymers |
| WO2010125011A2 (de) | 2009-04-28 | 2010-11-04 | Basf Se | Verfahren zur herstellung von halbleitenden schichten |
| KR101772711B1 (ko) | 2009-06-05 | 2017-09-12 | 바스프 에스이 | 비티오펜-비닐렌 융합 중합체 |
| JP5634509B2 (ja) | 2009-06-15 | 2014-12-03 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 位置規則性のポリ−(3−置換)チオフェン、セレノフェン、チアゾール及びセレナゾールの製造方法 |
| US8440785B2 (en) | 2009-06-30 | 2013-05-14 | Plextronics, Inc. | Compositions, methods and polymers |
| JP5774599B2 (ja) | 2009-12-02 | 2015-09-09 | 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−チエノ[3,2−b]チオフェン−コポリマーとその溶液加工可能な高機能性半導電性ポリマーとしての利用 |
| US8729220B2 (en) | 2010-03-31 | 2014-05-20 | Basf Se | Annellated dithiophene copolymers |
| WO2011120951A1 (en) | 2010-03-31 | 2011-10-06 | Basf Se | Annealed dithiophene copolymers |
| DE112011101363T5 (de) | 2010-04-19 | 2013-02-07 | Merck Patent Gmbh | Polymere des Benzodithiophens und ihre Verwendung als organische Halbleiter |
| JP5638695B2 (ja) * | 2010-06-25 | 2014-12-10 | オーシャンズ キング ライティング サイエンス アンド テクノロジー シーオー.,エルティーディー | ベンゾジチオフェン及びチエノピラジンをベースとした共役ポリマー、その調製方法及びその使用 |
| US10753023B2 (en) | 2010-08-13 | 2020-08-25 | Kimberly-Clark Worldwide, Inc. | Toughened polylactic acid fibers |
| US8394918B2 (en) | 2011-02-28 | 2013-03-12 | Corning Incorporated | Five-ring fused heteroaromatic compounds and conjugated polymers thereof |
| EP2699617A1 (en) * | 2011-04-18 | 2014-02-26 | Merck Patent GmbH | Conjugated polymers |
| US9573158B2 (en) | 2014-01-03 | 2017-02-21 | The Regents Of The University Of California | High mobility polymer thin-film transistors with capillarity-mediated self-assembly |
| US10186661B2 (en) | 2015-03-02 | 2019-01-22 | The Regents Of The University Of California | Blade coating on nanogrooved substrates yielding aligned thin films of high mobility semiconducting polymers |
| KR101424978B1 (ko) * | 2012-05-24 | 2014-07-31 | 경상대학교산학협력단 | 길만시약 화합물을 이용한 헤테로 융합고리 화합물의 신규한 제조방법 |
| US9881712B2 (en) * | 2012-07-20 | 2018-01-30 | Rohm And Haas Electronic Materials Llc | Highly crystalline electrically conducting polymers, methods of manufacture thereof and articles comprising the same |
| CN103664994A (zh) * | 2012-08-31 | 2014-03-26 | 昆山维信诺显示技术有限公司 | 苯并二噻吩类衍生物有机电致发光材料及其应用 |
| US10128441B2 (en) | 2012-09-07 | 2018-11-13 | The Regents Of The University Of California | Field-effect transistors based on macroscopically oriented polymers |
| US9559306B2 (en) | 2012-09-07 | 2017-01-31 | The Regents Of The University Of California | Field-effect transistors based on macroscopically oriented polymers with high saturation mobility |
| CN103848969B (zh) * | 2012-11-28 | 2016-03-30 | 海洋王照明科技股份有限公司 | 一种含噻唑并噻唑-二苯并噻吩苯并二噻吩聚合物及其制备与应用 |
| US9515273B2 (en) | 2012-12-24 | 2016-12-06 | Indian Institute Of Technology Kanpur | Thin film transistor with a current-induced channel |
| JP6488616B2 (ja) * | 2013-10-04 | 2019-03-27 | 日産化学株式会社 | 電荷輸送性薄膜形成用ワニス、電荷輸送性薄膜及び有機エレクトロルミネッセンス素子 |
| TWI508993B (zh) * | 2013-10-30 | 2015-11-21 | Univ Nat Taiwan | 予體-受體交替共軛高分子及使用其所製成之太陽能電池元件 |
| US20170077405A1 (en) * | 2014-03-21 | 2017-03-16 | Lg Chem, Ltd. | Polymer and organic solar cell comprising same |
| KR101698666B1 (ko) * | 2014-03-27 | 2017-01-23 | 주식회사 엘지화학 | 공중합체 및 이를 포함하는 유기 태양 전지 |
| CN105914052B (zh) * | 2016-04-18 | 2018-03-09 | 深圳清华大学研究院 | 聚合物电极膜及其制备方法 |
| US11296290B2 (en) | 2018-03-07 | 2022-04-05 | Clap Co., Ltd. | Patterning method for preparing top-gate, bottom-contact organic field effect transistors |
| EP3762980B1 (en) | 2018-03-08 | 2023-08-09 | Clap Co., Ltd. | Organic field effect transistor comprising semiconducting single-walled carbon nanotubes and organic semiconducting material |
| KR102457044B1 (ko) | 2018-06-26 | 2022-10-21 | 주식회사 클랩 | 유전체로서의 비닐에테르계 고분자 |
| DE102018008146A1 (de) * | 2018-10-15 | 2020-04-16 | Giesecke+Devrient Currency Technology Gmbh | Sicherheitselement mit Mikroreflektoren zur perspektivischen Darstellung eines Motivs |
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| US388744A (en) * | 1888-08-28 | Anvil heel-shouldering machine in the manufacture of lasts | ||
| US373276A (en) * | 1887-11-15 | Toaster | ||
| US5198153A (en) * | 1989-05-26 | 1993-03-30 | International Business Machines Corporation | Electrically conductive polymeric |
| JP3224829B2 (ja) | 1991-08-15 | 2001-11-05 | 株式会社東芝 | 有機電界効果型素子 |
| 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 |
| WO1996021659A1 (en) | 1995-01-10 | 1996-07-18 | University Of Technology, Sydney | Organic semiconductor |
| DE602004024629D1 (de) * | 2003-10-15 | 2010-01-28 | Merck Patent Gmbh | Polybenzodithiophene |
| KR20070112791A (ko) | 2005-03-11 | 2007-11-27 | 메르크 파텐트 게엠베하 | 티오펜 및 셀레노펜 함유 단량체, 올리고머 및 중합체 |
| ATE465166T1 (de) | 2005-06-09 | 2010-05-15 | Merck Patent Gmbh | Monomere, oligomere und polymere von thieno ä3,4- dü thiazol |
| JP4889085B2 (ja) * | 2005-10-07 | 2012-02-29 | 株式会社リコー | ベンゾジチオフェン化合物 |
| EP2192123B1 (en) * | 2006-03-10 | 2012-11-21 | Sumitomo Chemical Company, Limited | Fused tricyclic compounds useful in organic thin film devices such as transistors |
| JP5164134B2 (ja) * | 2006-03-10 | 2013-03-13 | 住友化学株式会社 | 縮合環化合物及びその製造方法、重合体、これらを含む有機薄膜、並びに、これを備える有機薄膜素子及び有機薄膜トランジスタ |
| CA2606985C (en) * | 2006-10-25 | 2011-02-01 | Xerox Corporation | Electronic devices |
| US7834132B2 (en) * | 2006-10-25 | 2010-11-16 | Xerox Corporation | Electronic devices |
| US7820782B2 (en) * | 2006-10-25 | 2010-10-26 | Xerox Corporation | Poly(dithienylbenzo[1,2-b:4,5-b′]dithiophene) polymers |
| WO2009016107A1 (en) | 2007-07-30 | 2009-02-05 | Basf Se | Method for depositing a semiconducting layer from a liquid |
-
2009
- 2009-06-25 US US13/002,392 patent/US8598304B2/en active Active
- 2009-06-25 WO PCT/EP2009/057984 patent/WO2010000669A1/en not_active Ceased
- 2009-06-25 EP EP09772369.6A patent/EP2297748B1/en not_active Not-in-force
- 2009-06-25 CN CN2009801259716A patent/CN102084436B/zh not_active Expired - Fee Related
- 2009-06-25 JP JP2011515388A patent/JP5735418B2/ja not_active Expired - Fee Related
- 2009-06-25 KR KR1020117002353A patent/KR101561323B1/ko not_active Expired - Fee Related
- 2009-07-02 TW TW098122452A patent/TWI476225B/zh active
Also Published As
| Publication number | Publication date |
|---|---|
| TWI476225B (zh) | 2015-03-11 |
| WO2010000669A1 (en) | 2010-01-07 |
| KR101561323B1 (ko) | 2015-10-16 |
| KR20110043631A (ko) | 2011-04-27 |
| CN102084436A (zh) | 2011-06-01 |
| TW201008978A (en) | 2010-03-01 |
| US20110168264A1 (en) | 2011-07-14 |
| JP2011526631A (ja) | 2011-10-13 |
| EP2297748B1 (en) | 2017-01-04 |
| US8598304B2 (en) | 2013-12-03 |
| CN102084436B (zh) | 2012-10-17 |
| EP2297748A1 (en) | 2011-03-23 |
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