KR20090033909A - 치환 벤조디티오펜 및 벤조디셀레노펜 - Google Patents

치환 벤조디티오펜 및 벤조디셀레노펜 Download PDF

Info

Publication number
KR20090033909A
KR20090033909A KR1020097003918A KR20097003918A KR20090033909A KR 20090033909 A KR20090033909 A KR 20090033909A KR 1020097003918 A KR1020097003918 A KR 1020097003918A KR 20097003918 A KR20097003918 A KR 20097003918A KR 20090033909 A KR20090033909 A KR 20090033909A
Authority
KR
South Korea
Prior art keywords
aryl
compound
alkyl
group
groups
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.)
Ceased
Application number
KR1020097003918A
Other languages
English (en)
Korean (ko)
Inventor
마틴 히니
웨이민 장
스티븐 티어니
이안 맥쿨록
Original Assignee
메르크 파텐트 게엠베하
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by 메르크 파텐트 게엠베하 filed Critical 메르크 파텐트 게엠베하
Publication of KR20090033909A publication Critical patent/KR20090033909A/ko
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • 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
    • 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
    • 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
    • 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
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • 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
    • 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
    • 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 [2D] radiating surfaces
    • H05B33/14—Light sources with substantially two-dimensional [2D] 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
    • 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
    • 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
    • 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
    • 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
    • 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
    • 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)
KR1020097003918A 2006-07-26 2007-06-29 치환 벤조디티오펜 및 벤조디셀레노펜 Ceased KR20090033909A (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP06015563.7 2006-07-26
EP06015563 2006-07-26

Publications (1)

Publication Number Publication Date
KR20090033909A true KR20090033909A (ko) 2009-04-06

Family

ID=38564474

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020097003918A Ceased KR20090033909A (ko) 2006-07-26 2007-06-29 치환 벤조디티오펜 및 벤조디셀레노펜

Country Status (7)

Country Link
US (1) US20090314997A1 (https=)
EP (1) EP2044082A1 (https=)
JP (2) JP2010502570A (https=)
KR (1) KR20090033909A (https=)
CN (1) CN101495487A (https=)
TW (1) TWI482776B (https=)
WO (1) WO2008011957A1 (https=)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013048177A2 (ko) 2011-09-28 2013-04-04 세종대학교산학협력단 셀레노펜-접합 방향족 화합물, 및 이의 제조 방법
WO2013176325A1 (ko) * 2012-05-24 2013-11-28 경상대학교산학협력단 길만시약 화합물을 이용한 헤테로 융합고리 화합물의 신규한 제조방법
KR101460207B1 (ko) * 2011-12-07 2014-11-11 세종대학교산학협력단 셀레노펜-접합 방향족 화합물을 포함하는 항암제
US10203581B2 (en) 2016-05-17 2019-02-12 Industry-Academic Cooperation Foundation, Yonsei University Electrochromic photonic-crystal reflective display device and method of manufacturing the same
KR102202642B1 (ko) * 2020-01-07 2021-01-13 서울대학교산학협력단 2차원 폴리머 나노시트 및 이의 형태 조절 가능한 제조 방법

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101563796B (zh) * 2006-11-14 2011-07-06 出光兴产株式会社 有机薄膜晶体管和有机薄膜发光晶体管
US8216753B2 (en) 2007-12-13 2012-07-10 E I Du Pont De Nemours And Company Electroactive materials
US8212239B2 (en) 2007-12-13 2012-07-03 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
US8067764B2 (en) * 2007-12-17 2011-11-29 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
US8436134B2 (en) 2008-07-18 2013-05-07 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
GB2490463A (en) * 2010-02-15 2012-10-31 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
JP2014518562A (ja) 2011-04-15 2014-07-31 ユニバーシティ オブ シカゴ 半導体重合体
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
EP2726532B1 (en) * 2011-06-28 2016-05-18 Merck Patent GmbH Indaceno derivatives as organic semiconductors
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
US9590178B2 (en) 2011-09-28 2017-03-07 Merck Patent Gmbh Conjugated polymers
KR20140129080A (ko) 2012-02-03 2014-11-06 더 유니버시티 오브 시카고 반도체성 고분자
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
KR20150041094A (ko) * 2012-08-09 2015-04-15 메르크 파텐트 게엠베하 유기 반도성 제제
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
US9425417B2 (en) * 2012-09-21 2016-08-23 Merck Patent Gmbh Polycycloolefinic polymer formulation for an organic semiconductor
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
WO2014082305A1 (zh) * 2012-11-30 2014-06-05 海洋王照明科技股份有限公司 含噻吩并[3,4-b]噻吩单元的苯并二噻吩类共聚物及其制备方法与应用
WO2014082309A1 (zh) * 2012-11-30 2014-06-05 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
US10115903B2 (en) * 2012-12-18 2018-10-30 Merck Patent Gmbh Emitter having a condensed ring system
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
EP2989108A1 (en) 2014-04-29 2016-03-02 SABIC Global Technologies B.V. Synthesis of new small molecules/oligomers with high conductivity and absorption for optoelectronic application
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
JP2018534630A (ja) * 2015-09-23 2018-11-22 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ ポリマー安定化液晶ディスプレイにおいてプレチルト角を制御する方法
WO2017117477A1 (en) 2015-12-29 2017-07-06 Zhao Donglin Electron acceptors based on alpha-position substituted pdi for opv solar cells
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
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

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60305570T2 (de) * 2002-04-24 2007-05-03 Merck Patent Gmbh Reaktive mesogene Benzodithiophene
DE60302025T2 (de) * 2002-09-14 2006-07-13 Merck Patent Gmbh Mono-,Oligo- und Poly(3-Alkynylthiophene) und ihre Verwendung als Ladungstransportmaterialien
EP1524286B1 (en) * 2003-10-15 2009-12-16 MERCK PATENT GmbH Poly(benzodithiophenes)
DE602004024629D1 (de) * 2003-10-15 2010-01-28 Merck Patent Gmbh Polybenzodithiophene
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
JP2005330185A (ja) * 2004-05-18 2005-12-02 Takasago Internatl Corp ジチア−ｓ−インダセン誘導体
JP5155153B2 (ja) * 2005-05-12 2013-02-27 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング ポリアセンおよび半導体調製物
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
US7372071B2 (en) * 2006-04-06 2008-05-13 Xerox Corporation Functionalized heteroacenes and electronic devices generated therefrom
US8334391B2 (en) * 2006-04-06 2012-12-18 Xerox Corporation Functionalized heteroacenes
KR100703457B1 (ko) * 2006-04-07 2007-04-03 삼성에스디아이 주식회사 유기 전계 발광 표시장치 및 그 제조 방법

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013048177A2 (ko) 2011-09-28 2013-04-04 세종대학교산학협력단 셀레노펜-접합 방향족 화합물, 및 이의 제조 방법
US9365590B2 (en) 2011-09-28 2016-06-14 Industry-Academia Cooperation Group Of Sejong University Selenophene-fused aromatic compound and manufacturing method thereof
KR101460207B1 (ko) * 2011-12-07 2014-11-11 세종대학교산학협력단 셀레노펜-접합 방향족 화합물을 포함하는 항암제
WO2013176325A1 (ko) * 2012-05-24 2013-11-28 경상대학교산학협력단 길만시약 화합물을 이용한 헤테로 융합고리 화합물의 신규한 제조방법
KR101424978B1 (ko) * 2012-05-24 2014-07-31 경상대학교산학협력단 길만시약 화합물을 이용한 헤테로 융합고리 화합물의 신규한 제조방법
US10203581B2 (en) 2016-05-17 2019-02-12 Industry-Academic Cooperation Foundation, Yonsei University Electrochromic photonic-crystal reflective display device and method of manufacturing the same
KR102202642B1 (ko) * 2020-01-07 2021-01-13 서울대학교산학협력단 2차원 폴리머 나노시트 및 이의 형태 조절 가능한 제조 방법

Also Published As

Publication number Publication date
US20090314997A1 (en) 2009-12-24
JP2014169290A (ja) 2014-09-18
TWI482776B (zh) 2015-05-01
JP2010502570A (ja) 2010-01-28
EP2044082A1 (en) 2009-04-08
TW200821317A (en) 2008-05-16
CN101495487A (zh) 2009-07-29
WO2008011957A1 (en) 2008-01-31

Similar Documents

Publication Publication Date Title
KR20090033909A (ko) 치환 벤조디티오펜 및 벤조디셀레노펜
JP5301698B2 (ja) モノ、オリゴおよびポリチエノ［２，３−ｂ］チオフェン
US7524922B2 (en) Poly(benzodithiophenes)
US20030047720A1 (en) Mono-, oligo- and poly-4- fluorothiophenes and their use as charge transport materials
US20080303000A1 (en) Monomers, Oligomers and Polymers Comprising Thiophene and Selenophene
JP2008504370A (ja) 重合性チエノ［３，２−ｂ］チオフェン類
US20040127592A1 (en) Mono-, oligo- and poly(3-alkynylthiophenes) and their use as charge transport materials
KR20030016169A (ko) 모노-, 올리고- 및 폴리알킬리덴플루오렌 및 전하 수송물질로서의 이의 용도
WO2006131185A1 (en) Monomers , oligomers and polymers of thieno (3, 4-d) thiazole
JP5474299B2 (ja) チエノ［２，３−ｂ］チオフェンのモノマー、オリゴマーおよびポリマー
JP2013544755A (ja) アントラ［２，３−ｂ：７，６−ｂ’］ジチオフェン誘導体および有機半導体としてのそれらの使用
EP1524286B1 (en) Poly(benzodithiophenes)
EP1951787B1 (en) Regioregular polyselenophenes
EP1300430A1 (en) Mono-, oligo- and polymers of benzo[b]thiophene and 2,2'-bisbenzo[b]thiophene and their use as charge transport materials
EP1279690A1 (en) Mono-oligo- and poly-3-substituted-4-fluorothiophenes and their use as charge transport materials
EP1475401B1 (en) Mono-, oligo- and polymers comprising fluorene and aryl groups
HK1137430A (en) Substituted benzodithiophenes and benzodiselenophenes

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20090225

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20120629

Comment text: Request for Examination of Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20140221

Patent event code: PE09021S01D

E601 Decision to refuse application
PE0601 Decision on rejection of patent

Patent event date: 20140922

Comment text: Decision to Refuse Application

Patent event code: PE06012S01D

Patent event date: 20140221

Comment text: Notification of reason for refusal

Patent event code: PE06011S01I