ATE409714T1 - Mono-, oligo and poly-3-(1,1- difluoroalkyl)thiophene und ihre verwendung als ladungstransportmaterial - Google Patents

Mono-, oligo and poly-3-(1,1- difluoroalkyl)thiophene und ihre verwendung als ladungstransportmaterial

Info

Publication number
ATE409714T1
ATE409714T1 AT02014069T AT02014069T ATE409714T1 AT E409714 T1 ATE409714 T1 AT E409714T1 AT 02014069 T AT02014069 T AT 02014069T AT 02014069 T AT02014069 T AT 02014069T AT E409714 T1 ATE409714 T1 AT E409714T1
Authority
AT
Austria
Prior art keywords
difluoroalkyl
oligo
mono
charge transport
thiophenes
Prior art date
Application number
AT02014069T
Other languages
English (en)
Inventor
Martin Heeney
Louise Farrand
Mark Giles
Marcus Thompson
Steven Tierney
Maxim Shkunov
David Sparrowe
Iain Mcculloch
Original Assignee
Merck Patent Gmbh
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 Merck Patent Gmbh filed Critical Merck Patent Gmbh
Application granted granted Critical
Publication of ATE409714T1 publication Critical patent/ATE409714T1/de

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/12Radicals substituted by halogen atoms or nitro or nitroso radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D333/28Halogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G61/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123Macromolecular 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
    • C08G61/126Macromolecular 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/34Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3491Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having sulfur as hetero atom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/38Polymers
    • C09K19/3804Polymers with mesogenic groups in the main chain
    • HELECTRICITY
    • H01ELECTRIC ELEMENTS
    • H01BCABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124Intrinsically conductive polymers
    • H01B1/127Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10Organic polymers or oligomers
    • H10K85/111Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/113Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2323/00Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Thin Film Transistor (AREA)
  • Electroluminescent Light Sources (AREA)
AT02014069T 2001-07-25 2002-07-01 Mono-, oligo and poly-3-(1,1- difluoroalkyl)thiophene und ihre verwendung als ladungstransportmaterial ATE409714T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP01117651 2001-07-25

Publications (1)

Publication Number Publication Date
ATE409714T1 true ATE409714T1 (de) 2008-10-15

Family

ID=8178100

Family Applications (1)

Application Number Title Priority Date Filing Date
AT02014069T ATE409714T1 (de) 2001-07-25 2002-07-01 Mono-, oligo and poly-3-(1,1- difluoroalkyl)thiophene und ihre verwendung als ladungstransportmaterial

Country Status (4)

Country Link
US (1) US6806374B2 (de)
JP (1) JP2003176338A (de)
AT (1) ATE409714T1 (de)
DE (1) DE60229090D1 (de)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE60206506T2 (de) * 2001-07-09 2006-07-13 Merck Patent Gmbh Polymerisierbare verbindungen für den ladungstransport
US6949762B2 (en) * 2002-01-11 2005-09-27 Xerox Corporation Polythiophenes and devices thereof
JP4588637B2 (ja) * 2003-03-14 2010-12-01 株式会社半導体エネルギー研究所 共役分子、電界発光素子、及び電子機器
DE602004016858D1 (de) * 2003-08-06 2008-11-13 Merck Patent Gmbh Verfahren zur herstellung von regioregulären polymeren
JP2007501300A (ja) * 2003-08-06 2007-01-25 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 ハフトング 位置規則性ポリマーの製造方法
JP2005166265A (ja) * 2003-11-28 2005-06-23 Hitachi Displays Ltd 有機el表示装置
US7294850B2 (en) * 2004-06-10 2007-11-13 Xerox Corporation Device with small molecular thiophene compound having divalent linkage
US7321133B2 (en) * 2004-11-17 2008-01-22 Plextronics, Inc. Heteroatomic regioregular poly(3-substitutedthiophenes) as thin film conductors in diodes which are not light emitting or photovoltaic
US20060131567A1 (en) * 2004-12-20 2006-06-22 Jie Liu Surface modified electrodes and devices using reduced organic materials
JP4731942B2 (ja) * 2005-02-16 2011-07-27 住友化学株式会社 ポリチオフェン
CN101120457B (zh) * 2005-02-18 2011-04-27 皇家飞利浦电子股份有限公司 电子器件
US7385221B1 (en) * 2005-03-08 2008-06-10 University Of Kentucky Research Foundation Silylethynylated heteroacenes and electronic devices made therewith
US7932347B2 (en) 2005-09-08 2011-04-26 Sumitomo Chemical Company, Limited Polymer comprising unit comprising fluorocyclopentane ring fused with aromatic ring and organic thin film and organic thin film element both comprising the same
EP1947706A4 (de) * 2005-09-21 2010-11-03 Mitsubishi Chem Corp Organisches halbleitermaterial und organischer feldeffekttransistor
JP2009526370A (ja) * 2006-02-09 2009-07-16 キユーデイー・ビジヨン・インコーポレーテツド 半導体ナノ結晶およびドープされた有機材料を含む層を含むデバイスおよび方法
KR20080107420A (ko) 2006-02-22 2008-12-10 스미또모 가가꾸 가부시키가이샤 불소 함유 화합물 및 그의 제조 방법, 불소 함유 중합체, 유기 박막, 및 유기 박막 소자
WO2008033388A2 (en) * 2006-09-12 2008-03-20 Qd Vision, Inc. A composite including nanoparticles, methods, and products including a composite
US7964741B2 (en) * 2008-05-20 2011-06-21 The United States Of America As Represented By The Secretary Of The Army Bibenzothiophene derivatives
JP2010209264A (ja) * 2009-03-11 2010-09-24 Sumitomo Chemical Co Ltd 含フッ素重合体及びこれを用いた有機薄膜
DE102009034194A1 (de) 2009-07-22 2011-01-27 Merck Patent Gmbh Materialien für elektronische Vorrichtungen
KR101512173B1 (ko) * 2013-10-10 2015-04-16 한국화학연구원 호스트 액정에 대한 용해도가 향상된 불소 도입 페닐-싸이오펜계 중합성 메조겐 화합물, 이의 제조방법 및 이를 포함하는 중합성 액정 조성물
US10454036B2 (en) 2014-08-21 2019-10-22 Dow Global Technologies Llc Polymeric charge transfer layer and organic electronic device containing the same
KR102837123B1 (ko) * 2021-03-03 2025-07-21 주식회사 엘지화학 폴리옥틸티오펜의 제조방법

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0261712A1 (de) 1986-09-04 1988-03-30 Koninklijke Philips Electronics N.V. Bildanzeigezelle, Verfahren zur Herstellung einer orientierenden Schicht über ein Substrat dieser Bildanzeigezelle und Monomer-Verbindung für ihre Anwendung als orientierende Schicht
US5892244A (en) 1989-01-10 1999-04-06 Mitsubishi Denki Kabushiki Kaisha Field effect transistor including πconjugate polymer and liquid crystal display including the field effect transistor
US5247062A (en) * 1989-01-31 1993-09-21 Nippon Oil And Fats Cp., Ltd. Hetero-aromatic polymer containing fluoroalkyl group
JPH02202514A (ja) 1989-01-31 1990-08-10 Nippon Oil & Fats Co Ltd フルオロアルキル基含有ヘテロ芳香族系重合体
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
EP0591508B2 (de) 1992-04-27 2003-01-15 MERCK PATENT GmbH Elektrooptisches fluessigkristallsystem
DE4405316A1 (de) 1994-02-19 1995-08-24 Basf Ag Neue polymerisierbare flüssigkristalline Verbindungen
DE19504224A1 (de) 1994-02-23 1995-08-24 Merck Patent Gmbh Flüssigkristallines Material
WO1996021659A1 (en) 1995-01-10 1996-07-18 University Of Technology, Sydney Organic semiconductor
DE19532408A1 (de) 1995-09-01 1997-03-06 Basf Ag Polymerisierbare flüssigkristalline Verbindungen
US5998804A (en) 1997-07-03 1999-12-07 Hna Holdings, Inc. Transistors incorporating substrates comprising liquid crystal polymers
EP0889350A1 (de) 1997-07-03 1999-01-07 ETHZ Institut für Polymere Photolumineszente Anzeigevorrichtungen
JP2956674B2 (ja) * 1997-12-01 1999-10-04 日本電気株式会社 磁気記録媒体用潤滑剤、磁気記録媒体及び磁気記録装置
CA2374236C (en) 1999-06-21 2014-12-23 Cambridge University Technical Services Limited Aligned polymers for an organic tft
US6359150B1 (en) * 1999-08-31 2002-03-19 Kyocera Corporation Photochromic compound and optical function device using the same
US6414164B1 (en) * 2000-07-12 2002-07-02 International Business Machines Corporation Synthesis of soluble derivatives of sexithiophene and their use as the semiconducting channels in thin-film filed-effect transistors
US6716995B2 (en) * 2000-08-17 2004-04-06 Lumera Corporation Design and synthesis of advanced NLO materials for electro-optic applications

Also Published As

Publication number Publication date
US20030062509A1 (en) 2003-04-03
DE60229090D1 (de) 2008-11-13
JP2003176338A (ja) 2003-06-24
US6806374B2 (en) 2004-10-19

Similar Documents

Publication Publication Date Title
DE60229090D1 (de) Mono-, Oligo and Poly-3-(1,1-difluoroalkyl)thiophene und ihre Verwendung als Ladungstransportmaterial
ATE473251T1 (de) Mono-, oligo- und polymere aus benzo(b)thiophen und 2,2'-bisbenzothiophen und ihre verwendung als ladungstransportmaterial
EP1279689A3 (de) Mono-, Oligo and Poly-3-(1,1-difluoroalkyl)thiophene und ihre Verwendung als Ladungstransportmaterial
ATE226224T1 (de) Polymermaterial bestehend aus n, p, s, as oder se und zusammensetzung für ladungstransportmaterial
DE60200951D1 (de) Substituierte fluorene polymere, ihre herstellung und verwendung
MY129427A (en) Polymer compound and polymer light-emitting device using the same
DE60325890D1 (de) Heteroaromatische gruppen enthaltende oximester als photointiatoren
DE60008862D1 (de) Thienopyrimidin verbindungen, ihre herstellung und verwendung
DE50012008D1 (de) Zementzusammensetzungen, enthaltend redispergierbare Polymerisatpulver
DE60001241D1 (de) Heterocyclisch substituierte Isoxazolidine und ihre Verwendung als Fungizide
DE10084442T1 (de) Kaolin-Pigmente, ihre Herstellung und Verwendung
EP1648341A4 (de) Annuloplastie-kette
PT1453512E (pt) Derivados de acetileno tendo actividade antagonistica do mglur 5
ATE286021T1 (de) Substituierte phenylderivate, ihre herstellung und verwendung
DE60107807D1 (de) Polymere, ihre herstellung und verwendung
DE60209060D1 (de) Mono-, Oligo und Polyalkylidenfluorene und ihre Verwendung als Ladungstransportmaterialien
DE60125202D1 (de) Polymere und ihre verwendungen
ATE429467T1 (de) Polymeres dispergiermittel
EP1213336A3 (de) Fluoreszierende polymer substanz und verwendung derselben in licht-emittierender vorrichtung
DE60114115D1 (de) Bimodale polymerzusammensetzungen mit hohem Feststoffanteil, ihre Herstellung und Verwendung
DE60042221D1 (de) Lichtempfindliche keramische Zusammensetzungen, die Polycarbonatpolymere enthalten
ATE232860T1 (de) 3-(substituierte phenyl)-5-thienyl-1,2,4- triazolverbindungen mit wirkung gegen weissfliegen
ATE280169T1 (de) Serotonerge benzothiophene
EP1138713A3 (de) Verbindungen, ihre Herstellung und Verwendung
DE60006825D1 (de) Serotonerge benzofurane

Legal Events

Date Code Title Description
RER Ceased as to paragraph 5 lit. 3 law introducing patent treaties