TWI482776B - 經取代之苯並二噻吩及其應用 - Google Patents
經取代之苯並二噻吩及其應用 Download PDFInfo
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- TWI482776B TWI482776B TW096126945A TW96126945A TWI482776B TW I482776 B TWI482776 B TW I482776B TW 096126945 A TW096126945 A TW 096126945A TW 96126945 A TW96126945 A TW 96126945A TW I482776 B TWI482776 B TW I482776B
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- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- ARYHTUPFQTUBBG-UHFFFAOYSA-N thiophen-2-ylboronic acid Chemical compound OB(O)C1=CC=CS1 ARYHTUPFQTUBBG-UHFFFAOYSA-N 0.000 description 1
- YNVOMSDITJMNET-UHFFFAOYSA-N thiophene-3-carboxylic acid Chemical compound OC(=O)C=1C=CSC=1 YNVOMSDITJMNET-UHFFFAOYSA-N 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
- C09K19/3491—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
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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
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- C07D517/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having selenium, tellurium, or halogen atoms as ring hetero atoms
- C07D517/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having selenium, tellurium, or halogen atoms as ring hetero atoms in which the condensed system contains two hetero rings
- C07D517/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
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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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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/40—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen or sulfur, e.g. silicon, metals
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- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
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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
- H10K85/40—Organosilicon compounds, e.g. TIPS pentacene
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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
-
- 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
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
- C08G2261/3243—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1096—Heterocyclic compounds characterised by ligands containing other heteroatoms
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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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Crystallography & Structural Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Electroluminescent Light Sources (AREA)
- Polyethers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Thin Film Transistor (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| EP06015563 | 2006-07-26 |
Publications (2)
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| CN (1) | CN101495487A (enExample) |
| TW (1) | TWI482776B (enExample) |
| WO (1) | WO2008011957A1 (enExample) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
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| EP2083457A4 (en) * | 2006-11-14 | 2012-04-25 | Idemitsu Kosan Co | ORGANIC THIN FILM TRANSISTOR AND ORGANIC THIN FILM LIGHT TRANSISTOR |
| US8212239B2 (en) * | 2007-12-13 | 2012-07-03 | E I Du Pont De Nemours And Company | Electroactive materials |
| US8216753B2 (en) * | 2007-12-13 | 2012-07-10 | E I Du Pont De Nemours And Company | Electroactive materials |
| US8115200B2 (en) | 2007-12-13 | 2012-02-14 | E.I. Du Pont De Nemours And Company | Electroactive materials |
| US8461291B2 (en) * | 2007-12-17 | 2013-06-11 | E I Du Pont De Nemours And Company | Organic electroactive materials and an organic electronic device having an electroactive layer utilizing the same material |
| US8067764B2 (en) * | 2007-12-17 | 2011-11-29 | E. I. Du Pont De Nemours And Company | Electroactive materials |
| WO2010008672A1 (en) | 2008-07-18 | 2010-01-21 | University Of Chicago | Semiconducting polymers |
| US8367798B2 (en) | 2008-09-29 | 2013-02-05 | The Regents Of The University Of California | Active materials for photoelectric devices and devices that use the materials |
| CN101492443B (zh) * | 2009-02-23 | 2012-06-27 | 南京邮电大学 | 复杂螺芳基芴材料及其制备和应用方法 |
| US7956199B2 (en) | 2009-10-08 | 2011-06-07 | Xerox Corporation | Methods for preparing benzodithiophenes |
| WO2011098113A2 (en) * | 2010-02-15 | 2011-08-18 | Merck Patent Gmbh | Semiconducting polymers |
| GB201013820D0 (en) * | 2010-08-18 | 2010-09-29 | Cambridge Display Tech Ltd | Low contact resistance organic thin film transistors |
| GB201020882D0 (en) | 2010-12-09 | 2011-01-26 | Univ Manchester | Novel process and compounds |
| EP2697283A4 (en) | 2011-04-15 | 2015-12-16 | Univ Chicago | SEMICONDUCTOR POLYMERS |
| KR101419923B1 (ko) | 2011-05-09 | 2014-07-15 | 한국화학연구원 | 신규한 벤조디티오펜 유도체, 이의 제조방법 및 이를 포함하는 유기태양전지 |
| CN102827354A (zh) * | 2011-06-13 | 2012-12-19 | 中国科学院化学研究所 | 基于侧链为三烷基硅乙炔的二噻吩并苯共聚物及其制备方法和应用 |
| KR20140063579A (ko) * | 2011-06-28 | 2014-05-27 | 메르크 파텐트 게엠베하 | 유기 반도체로서의 인다세노 유도체 |
| JP2013057007A (ja) * | 2011-09-08 | 2013-03-28 | Sumitomo Chemical Co Ltd | 高分子化合物、該高分子化合物を含む薄膜及び組成物 |
| EP2762472B1 (en) | 2011-09-28 | 2017-05-24 | Industry-Academia Cooperation Group of Sejong University | Selenophene-fused aromatic compound and manufacturing method thereof |
| CN103842402B (zh) | 2011-09-28 | 2018-12-11 | 默克专利股份有限公司 | 共轭聚合物 |
| KR101460207B1 (ko) * | 2011-12-07 | 2014-11-11 | 세종대학교산학협력단 | 셀레노펜-접합 방향족 화합물을 포함하는 항암제 |
| JP2015505580A (ja) | 2012-02-03 | 2015-02-23 | ザ・ユニバーシティ・オブ・シカゴＴｈｅ Ｕｎｉｖｅｒｓｉｔｙ Ｏｆ Ｃｈｉｃａｇｏ | 半導体ポリマー |
| JP5923823B2 (ja) | 2012-02-16 | 2016-05-25 | 国立大学法人広島大学 | アセンジカルコゲノフェン誘導体用中間体及びその合成方法 |
| KR101424978B1 (ko) * | 2012-05-24 | 2014-07-31 | 경상대학교산학협력단 | 길만시약 화합물을 이용한 헤테로 융합고리 화합물의 신규한 제조방법 |
| CN104521019B (zh) * | 2012-08-09 | 2018-12-07 | 默克专利股份有限公司 | 有机半导体配制剂 |
| 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 |
| KR102112890B1 (ko) * | 2012-09-21 | 2020-05-19 | 메르크 파텐트 게엠베하 | 유기 반도체 제제 |
| CN103833974B (zh) * | 2012-11-27 | 2016-01-27 | 海洋王照明科技股份有限公司 | 一种含并二硒吩-噻咯并二(苯并噻二唑)共聚物及其制备和应用 |
| CN104769003B (zh) * | 2012-11-30 | 2016-10-12 | 海洋王照明科技股份有限公司 | 含吡啶并[2,1,3]噻二唑单元的苯并二噻吩类共聚物及其制备方法与应用 |
| EP2927258B1 (en) * | 2012-11-30 | 2017-03-22 | Ocean's King Lighting Science&Technology Co., Ltd. | Benzodithiophene based copolymer containing thieno [3,4-b]thiophene units and preparing method and applications thereof |
| EP2936584A2 (de) * | 2012-12-18 | 2015-10-28 | Merck Patent GmbH | Emitter mit kondensiertem ringsystem |
| CN103923103A (zh) * | 2014-03-31 | 2014-07-16 | 高建华 | 一种星形苯并二噻吩并苯化合物及其制备方法 |
| CN106029678A (zh) | 2014-04-29 | 2016-10-12 | 沙特基础工业全球技术公司 | 用于光电应用的具有高电导率和高吸收的新型小分子/低聚物的合成 |
| EP3032599A1 (en) | 2014-12-12 | 2016-06-15 | Solvay SA | Organic semiconductor composition |
| JP6478278B2 (ja) * | 2015-08-20 | 2019-03-06 | 日本化薬株式会社 | 有機多環芳香族化合物、およびその利用 |
| EP3353261B1 (en) * | 2015-09-23 | 2020-05-27 | Merck Patent GmbH | Method of controlling the pretilt angle in polymer stabilised liquid crystal displays |
| US10818849B2 (en) | 2015-12-29 | 2020-10-27 | The University Of Chicago | Electron acceptors based on alpha-position substituted PDI for OPV solar cells |
| KR101825141B1 (ko) | 2016-05-17 | 2018-02-02 | 연세대학교 산학협력단 | 전기적으로 변색 가능한 광자결정 구조의 반사형 디스플레이 소자 및 그 제조방법 |
| CN106866700B (zh) * | 2017-04-21 | 2019-04-19 | 黄河科技学院 | 2,6二溴苯并[1,2-b:4,5-b]二噻酚-4,8-二酮的高效合成方法 |
| CN107698742A (zh) * | 2017-06-14 | 2018-02-16 | 中南大学 | 苯并二噻吩二酮基共轭微孔聚合物制备及其光催化应用 |
| KR102202642B1 (ko) * | 2020-01-07 | 2021-01-13 | 서울대학교산학협력단 | 2차원 폴리머 나노시트 및 이의 형태 조절 가능한 제조 방법 |
| CN116199707B (zh) * | 2023-03-07 | 2024-12-06 | 南京邮电大学 | 一类苯并二噻吩衍生物及其制备和应用 |
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| US20030209692A1 (en) * | 2002-04-24 | 2003-11-13 | Merck Paptentgesellschaft Mit Beschrankter Haftung | Reactive mesogenic benzodithiophenes |
| US20050082525A1 (en) * | 2003-10-15 | 2005-04-21 | Martin Heeney | Poly(benzodithiophenes) |
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| DE60302025T2 (de) * | 2002-09-14 | 2006-07-13 | Merck Patent Gmbh | Mono-,Oligo- und Poly(3-Alkynylthiophene) und ihre Verwendung als Ladungstransportmaterialien |
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| JP4157463B2 (ja) * | 2003-11-27 | 2008-10-01 | 独立行政法人科学技術振興機構 | 新規なベンゾジカルコゲノフェン誘導体、その製造方法およびそれを用いた有機半導体デバイス |
| EP1986247A1 (en) * | 2005-05-12 | 2008-10-29 | MERCK PATENT GmbH | Polyacene and semiconductor Formulation |
| JP2007088222A (ja) * | 2005-09-22 | 2007-04-05 | 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 |
| US8334391B2 (en) * | 2006-04-06 | 2012-12-18 | Xerox Corporation | Functionalized heteroacenes |
| US7372071B2 (en) * | 2006-04-06 | 2008-05-13 | Xerox Corporation | Functionalized heteroacenes and electronic devices generated therefrom |
| KR100703457B1 (ko) * | 2006-04-07 | 2007-04-03 | 삼성에스디아이 주식회사 | 유기 전계 발광 표시장치 및 그 제조 방법 |
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- 2007-06-29 US US12/374,920 patent/US20090314997A1/en not_active Abandoned
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- 2007-06-29 KR KR1020097003918A patent/KR20090033909A/ko not_active Ceased
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- 2014-03-10 JP JP2014046437A patent/JP2014169290A/ja active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030209692A1 (en) * | 2002-04-24 | 2003-11-13 | Merck Paptentgesellschaft Mit Beschrankter Haftung | Reactive mesogenic benzodithiophenes |
| US20050082525A1 (en) * | 2003-10-15 | 2005-04-21 | Martin Heeney | Poly(benzodithiophenes) |
| US20050258398A1 (en) * | 2004-05-18 | 2005-11-24 | Takasago International Corporation | Dithia-s-indacene derivative |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2014169290A (ja) | 2014-09-18 |
| JP2010502570A (ja) | 2010-01-28 |
| WO2008011957A1 (en) | 2008-01-31 |
| EP2044082A1 (en) | 2009-04-08 |
| TW200821317A (en) | 2008-05-16 |
| CN101495487A (zh) | 2009-07-29 |
| US20090314997A1 (en) | 2009-12-24 |
| KR20090033909A (ko) | 2009-04-06 |
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