JP5763632B2 - 少なくとも1つのビチオフェン繰り返し単位を含むポリマー、該ポリマーを合成する方法、およびそれを含む組成物 - Google Patents

少なくとも1つのビチオフェン繰り返し単位を含むポリマー、該ポリマーを合成する方法、およびそれを含む組成物 Download PDF

Info

Publication number
JP5763632B2
JP5763632B2 JP2012518600A JP2012518600A JP5763632B2 JP 5763632 B2 JP5763632 B2 JP 5763632B2 JP 2012518600 A JP2012518600 A JP 2012518600A JP 2012518600 A JP2012518600 A JP 2012518600A JP 5763632 B2 JP5763632 B2 JP 5763632B2
Authority
JP
Japan
Prior art keywords
optionally substituted
copolymer
composition
group
represented
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.)
Expired - Fee Related
Application number
JP2012518600A
Other languages
English (en)
Japanese (ja)
Other versions
JP2012532229A (ja
JP2012532229A5 (enExample
Inventor
クリストファー タイラー ブラウン
クリストファー タイラー ブラウン
チャド ランディス
チャド ランディス
エレナ シェイナ
エレナ シェイナ
Original Assignee
ソルベイ ユーエスエイ インコーポレイテッド
ソルベイ ユーエスエイ インコーポレイテッド
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 ソルベイ ユーエスエイ インコーポレイテッド, ソルベイ ユーエスエイ インコーポレイテッド filed Critical ソルベイ ユーエスエイ インコーポレイテッド
Publication of JP2012532229A publication Critical patent/JP2012532229A/ja
Publication of JP2012532229A5 publication Critical patent/JP2012532229A5/ja
Application granted granted Critical
Publication of JP5763632B2 publication Critical patent/JP5763632B2/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L65/00Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02Heterocyclic 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
    • C07D495/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D495/00Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/12Heterocyclic 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 three hetero rings
    • C07D495/14Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D513/00Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/12Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains three hetero rings
    • C07D513/14Ortho-condensed systems
    • 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
    • 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
    • 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
    • C08G61/124Macromolecular 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 nitrogen atom in the ring
    • 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
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • C09B57/004Diketopyrrolopyrrole dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • C09B57/007Squaraine dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00Other synthetic dyes of known constitution
    • C09B57/08Naphthalimide dyes; Phthalimide dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00Dyes not provided for by a single group of this subclass
    • C09B69/008Dyes containing a substituent, which contains a silicium atom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00Dyes not provided for by a single group of this subclass
    • C09B69/10Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/109Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
    • 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
    • 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
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/12Copolymers
    • C08G2261/124Copolymers alternating
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10Definition of the polymer structure
    • C08G2261/14Side-groups
    • C08G2261/141Side-chains having aliphatic units
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/31Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/316Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain bridged by heteroatoms, e.g. N, P, Si or B
    • C08G2261/3162Arylamines
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3243Monomer 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
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/33Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain
    • C08G2261/334Monomer units or repeat units incorporating structural elements in the main chain incorporating non-aromatic structural elements in the main chain containing heteroatoms
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/34Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain
    • C08G2261/344Monomer units or repeat units incorporating structural elements in the main chain incorporating partially-aromatic structural elements in the main chain containing heteroatoms
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/30Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/36Oligomers, i.e. comprising up to 10 repeat units
    • C08G2261/364Oligomers, i.e. comprising up to 10 repeat units containing hetero 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/40Polymerisation processes
    • C08G2261/41Organometallic coupling reactions
    • C08G2261/414Stille reactions
    • 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
    • C08G2261/00Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/90Applications
    • C08G2261/91Photovoltaic applications
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10Deposition of organic active material
    • H10K71/12Deposition of organic active material using liquid deposition, e.g. spin coating
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/20Changing the shape of the active layer in the devices, e.g. patterning
    • H10K71/211Changing the shape of the active layer in the devices, e.g. patterning by selective transformation of an existing layer
    • 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
    • H10K85/151Copolymers
    • 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
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/611Charge transfer complexes
    • 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
    • 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
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Photovoltaic Devices (AREA)
  • Electroluminescent Light Sources (AREA)
JP2012518600A 2009-06-30 2010-06-30 少なくとも1つのビチオフェン繰り返し単位を含むポリマー、該ポリマーを合成する方法、およびそれを含む組成物 Expired - Fee Related JP5763632B2 (ja)

Applications Claiming Priority (15)

Application Number Priority Date Filing Date Title
US22205309P 2009-06-30 2009-06-30
US61/222,053 2009-06-30
US24013709P 2009-09-04 2009-09-04
US61/240,137 2009-09-04
US24181309P 2009-09-11 2009-09-11
US61/241,813 2009-09-11
US24833509P 2009-10-02 2009-10-02
US61/248,335 2009-10-02
US28931409P 2009-12-22 2009-12-22
US61/289,314 2009-12-22
US29084409P 2009-12-29 2009-12-29
US61/290,844 2009-12-29
US30738710P 2010-02-23 2010-02-23
US61/307,387 2010-02-23
PCT/US2010/040664 WO2011002927A2 (en) 2009-06-30 2010-06-30 Novel compositions, methods and polymers

Publications (3)

Publication Number Publication Date
JP2012532229A JP2012532229A (ja) 2012-12-13
JP2012532229A5 JP2012532229A5 (enExample) 2013-07-25
JP5763632B2 true JP5763632B2 (ja) 2015-08-12

Family

ID=42669008

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2012518600A Expired - Fee Related JP5763632B2 (ja) 2009-06-30 2010-06-30 少なくとも1つのビチオフェン繰り返し単位を含むポリマー、該ポリマーを合成する方法、およびそれを含む組成物

Country Status (5)

Country Link
US (1) US8440785B2 (enExample)
EP (1) EP2449561A2 (enExample)
JP (1) JP5763632B2 (enExample)
KR (1) KR20120061806A (enExample)
WO (1) WO2011002927A2 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11283033B2 (en) 2018-03-09 2022-03-22 Lg Chem, Ltd. Composition for organic layer of organic solar cell and organic solar cell

Families Citing this family (48)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US8212239B2 (en) 2007-12-13 2012-07-03 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
KR101805203B1 (ko) 2009-05-27 2018-01-10 바스프 에스이 폴리시클릭 디티오펜
US20110006287A1 (en) * 2009-07-10 2011-01-13 Wei You Polymers with tunable band gaps for photonic and electronic applications
EP2467412A2 (en) * 2009-09-04 2012-06-27 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
EP2571919B1 (en) 2010-05-19 2018-07-11 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
US20130072654A1 (en) * 2010-05-24 2013-03-21 Ocean's King Lighting Science & Technology Co.,Ltd Quinoxaline conjugated polymer containing fused-ring thiophene unit, preparation method and uses thereof
CN102906151B (zh) * 2010-06-25 2014-05-07 海洋王照明科技股份有限公司 基于苯唑二噻吩和噻吩并吡嗪的共轭聚合物及其制备方法和应用
WO2012002246A1 (ja) * 2010-07-02 2012-01-05 コニカミノルタホールディングス株式会社 有機光電変換素子およびそれを用いた太陽電池
CN107068914B (zh) 2010-07-02 2020-05-08 日产化学工业株式会社 空穴传输组合物及相关器件和方法(i)
JP5964553B2 (ja) * 2011-01-28 2016-08-03 三菱化学株式会社 新規コポリマー、有機半導体材料、及びこれを用いた有機電子デバイス、光電変換素子並びに太陽電池モジュール
US8816040B2 (en) * 2011-06-24 2014-08-26 University Of Tsukuba Polymer dye
KR101830784B1 (ko) * 2011-09-09 2018-02-22 삼성전자주식회사 폴리머 및 상기 폴리머를 포함한 유기 발광 소자
US8859718B2 (en) 2011-10-21 2014-10-14 Solvay Usa, Inc. Synthesis of conjugated polymers via oxidative polymerization and related compositions
JP5884423B2 (ja) * 2011-11-15 2016-03-15 住友化学株式会社 高分子化合物及びそれを用いた有機光電変換素子
EP3718573B1 (en) * 2011-12-30 2026-05-20 Univ Washington Through Its Center For Commercialization Narrowband Chromophore Emitting Polymer Dots
JP5859872B2 (ja) 2012-02-17 2016-02-16 富士フイルム株式会社 有機光電変換素子組成物、これを含む薄膜、光電池、これに用いられる有機半導体ポリマー、化合物およびポリマーの製造方法
CN104334610A (zh) * 2012-04-04 2015-02-04 巴斯夫欧洲公司 二酮基吡咯并吡咯聚合物和小分子
CN104350082A (zh) 2012-05-31 2015-02-11 三菱化学株式会社 共聚物、有机半导体材料、有机电子器件和太阳能电池模块
WO2014016219A1 (en) 2012-07-23 2014-01-30 Basf Se Dithienobenzofuran polymers and small molecules for electronic application
JP2014051556A (ja) * 2012-09-05 2014-03-20 Kuraray Co Ltd π電子共役ランダム共重合体およびそれを用いた光電変換素子
US9550791B2 (en) 2012-12-04 2017-01-24 Basf Se Functionnalized benzodithiophene polymers for electronic application
CN103936966B (zh) * 2013-01-17 2016-04-13 海洋王照明科技股份有限公司 含3,6-咔唑-苯并二(苯并噻二唑)共聚物及其制备方法和应用
CN103936964B (zh) * 2013-01-17 2016-02-10 海洋王照明科技股份有限公司 含1,8-咔唑-苯并二(苯并噻二唑)共聚物及其制备方法和应用
CN105601889B (zh) * 2013-01-31 2018-01-09 泰州永盛包装股份有限公司 含二噻吩苯并噻二唑单元的聚合物的制备方法
WO2014135491A1 (en) * 2013-03-06 2014-09-12 Basf Se Novel heterocyclic fluorescent dyes and method of production thereof
EP3013906B1 (en) * 2013-06-24 2020-03-25 Basf Se Polymers based on fused diketopyrrolopyrroles
CN105658761B (zh) 2013-10-22 2018-04-24 默克专利股份有限公司 共轭聚合物
US9399698B2 (en) 2014-01-31 2016-07-26 Xerox Corporation Processes for purifying diketopyrrolopyrrole copolymers
CN104448253A (zh) * 2014-03-04 2015-03-25 上海大学 基于苯并[1,2-b:4,5-b’]二噻吩的芳香炔共聚物及其制备方法
MY176619A (en) * 2014-04-24 2020-08-18 China Petroleum & Chem Corp Catalyst component for olefin polymerization, and catalyst containing the same
WO2015177763A1 (en) * 2014-05-23 2015-11-26 Universita' Degli Studi Di Milano Electro-active macrocyclic oligoarenes and oligoheteroarenes with stereogenic axes
TWI532821B (zh) * 2014-08-07 2016-05-11 國立清華大學 具有氫鍵的固態有機光電材料及其製備方法
US10875957B2 (en) * 2015-11-11 2020-12-29 The Regents Of The University Of California Fluorine substitution influence on benzo[2,1,3]thiodiazole based polymers for field-effect transistor applications
US20170358766A1 (en) * 2016-06-09 2017-12-14 Solarwindow Technologies, Inc. Organic semiconductor photovoltaic devices and compositions with acceptor-donor-acceptor type polymer electron donors
JP7053010B2 (ja) * 2018-03-05 2022-04-12 公立大学法人大阪 ジアリールエテン化合物、フォトクロミック材料、及び調光部材
CN108727566B (zh) * 2018-04-10 2019-06-14 苏州和颂生化科技有限公司 一类基于咔唑-蒽结构的空穴传输聚合物材料的开发与应用
CN110556482A (zh) * 2018-06-04 2019-12-10 中国科学院青岛生物能源与过程研究所 一种基于苯并二噻唑的非富勒烯有机太阳能电池
FR3091530A1 (fr) * 2019-01-09 2020-07-10 Université De Pau Et Des Pays De L'adour Polymères à très faible bande interdite
CN111647332A (zh) * 2019-03-04 2020-09-11 中核华兴达丰机械工程有限公司 一种塔机用水性漆及其制备方法
CN111333820A (zh) * 2020-03-13 2020-06-26 江西科技师范大学 一种平面刚性单体电聚合制备自支撑薄膜的方法
CN112552489A (zh) * 2020-11-09 2021-03-26 山东师范大学 一种非对称非富勒烯化合物及其制备方法与应用
CN114773580B (zh) * 2022-04-29 2024-04-30 太原理工大学 非规整三元共轭聚合物光催化材料及其制备方法和应用
CN115558412B (zh) * 2022-10-12 2023-06-09 深圳市华之美科技有限公司 一种聚酰亚胺复合材料及其制备方法和应用

Family Cites Families (58)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4356429A (en) 1980-07-17 1982-10-26 Eastman Kodak Company Organic electroluminescent cell
ATE22104T1 (de) 1982-05-17 1986-09-15 Ciba Geigy Ag Herstellung von pyrrolo-(3,4-c)-pyrrolen.
US4539507A (en) 1983-03-25 1985-09-03 Eastman Kodak Company Organic electroluminescent devices having improved power conversion efficiencies
US4585878A (en) 1983-06-29 1986-04-29 Ciba-Geigy Corporation N-substituted 1,4-diketopyrrolo-[3,4-c]-pyrroles
DE3435947A1 (de) 1984-09-29 1986-04-03 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von elektrisch leitfaehigen systemen
DE3581512D1 (de) 1984-11-07 1991-02-28 Ciba Geigy Ag Verfahren zur herstellung von pyrrolo-(3,4-c)-pyrrolen und neue pyrrolo-(3,4-c)-pyrrole.
EP0181290B1 (de) 1984-11-07 1991-09-18 Ciba-Geigy Ag Pigmentmischungen
US4931566A (en) 1987-07-31 1990-06-05 Ciba-Geigy Corporation Process for the preparation of pyrrolo[3,4-c]pyrroles
DE3736509A1 (de) 1987-10-28 1989-05-11 Hoechst Ag Vorrichtung zum laminieren und schneiden von fotoresistbahnen
GB8909011D0 (en) 1989-04-20 1989-06-07 Friend Richard H Electroluminescent devices
GB9018698D0 (en) 1990-08-24 1990-10-10 Lynxvale Ltd Semiconductive copolymers for use in electroluminescent devices
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
US5723873A (en) 1994-03-03 1998-03-03 Yang; Yang Bilayer composite electrodes for diodes
US5492564A (en) 1994-03-16 1996-02-20 Ciba-Geigy Corporation Diketopyrrolopyrrole pigment with high chroma
WO1999021233A1 (en) 1997-10-17 1999-04-29 The Regents Of The University Of California Process for fabricating organic semiconductor devices using ink-jet printing technology and device and system employing same
US6057449A (en) 1998-06-02 2000-05-02 Ciba Specialty Chemicals Corporation Direct preparation of pyrrolo[3,4-c]pyrroles
US6566153B1 (en) 1998-10-14 2003-05-20 The Regents Of The University Of California Process for fabricating organic semiconductor devices using ink-jet printing technology and device and system employing same
US6166172A (en) 1999-02-10 2000-12-26 Carnegie Mellon University Method of forming poly-(3-substituted) thiophenes
US6369089B1 (en) 2000-09-14 2002-04-09 Allergan Sales, Inc. Interheteroaryl 7-oxabicyclic [2.2.1]heptane oxazoles as prostaglandin F2α antagonists
US6631712B2 (en) 2001-07-18 2003-10-14 Lawrence J Koncelik, Jr. Aquatic barbecue ash extinguisher and remover
DE10153450A1 (de) 2001-10-30 2003-05-22 Covion Organic Semiconductors Verfahren zur Herstellung von Arylaminen
US6602974B1 (en) 2001-12-04 2003-08-05 Carnegie Mellon University Polythiophenes, block copolymers made therefrom, and methods of forming the same
US20040004433A1 (en) 2002-06-26 2004-01-08 3M Innovative Properties Company Buffer layers for organic electroluminescent devices and methods of manufacture and use
US6784017B2 (en) 2002-08-12 2004-08-31 Precision Dynamics Corporation Method of creating a high performance organic semiconductor device
US7321012B2 (en) * 2003-02-28 2008-01-22 The University Of Connecticut Method of crosslinking intrinsically conductive polymers or intrinsically conductive polymer precursors and the articles obtained therefrom
US7368624B2 (en) 2004-03-30 2008-05-06 Eastman Kodak Company Synthesis for polycyclic aromatic hydrocarbon compounds
US7554111B2 (en) 2004-05-20 2009-06-30 The Regents Of The University Of California Nanoparticle-polymer bistable devices
US7238883B2 (en) 2004-08-11 2007-07-03 Cardiac Pacemakers, Inc. Lead assembly with flexible portions and method therefor
DE602005020175D1 (de) 2004-09-24 2010-05-06 Plextronics Inc Heteroatomische regioreguläre poly (3-subtituierte thiophene) in elektrolumineszenzbauelementen
JP2008518446A (ja) 2004-10-25 2008-05-29 ザ リージェンツ オブ ザ ユニバーシティー オブ カリフォルニア 有機電子デバイス用積層電極
CN101679714B (zh) 2005-02-10 2013-03-06 普莱克斯托尼克斯公司 空穴注入层/传输层组合物及装置
US7781673B2 (en) 2005-07-14 2010-08-24 Konarka Technologies, Inc. Polymers with low band gaps and high charge mobility
JP5004071B2 (ja) 2006-03-10 2012-08-22 住友化学株式会社 縮合環化合物の製造方法
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
CA2655135C (en) 2006-06-13 2016-06-07 Plextronics, Inc. Organic photovoltaic devices comprising fullerenes and derivatives thereof
AU2007263828B2 (en) 2006-06-30 2012-03-15 Basf Se Diketopyrrolopyrrole polymers as organic semiconductors
EP2049582B1 (en) 2006-07-21 2019-02-27 Nissan Chemical Corporation Sulfonation of conducting polymers and oled, photovoltaic, and esd devices
JP2008069120A (ja) 2006-09-15 2008-03-27 Idemitsu Kosan Co Ltd 芳香族アミン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子
US8008424B2 (en) 2006-10-11 2011-08-30 Konarka Technologies, Inc. Photovoltaic cell with thiazole-containing polymer
US8273599B2 (en) 2006-12-01 2012-09-25 The Regents Of The University Of California Enhancing performance characteristics of organic semiconducting films by improved solution processing
KR101128943B1 (ko) * 2007-04-13 2012-03-27 주식회사 엘지화학 디옥시피롤기를 포함하는 헤테로고리 화합물 및 이를이용한 유기 전자 소자
WO2008137468A1 (en) 2007-05-02 2008-11-13 Plextronics, Inc. Solvent system for conujugated polymers
US20080315751A1 (en) 2007-05-15 2008-12-25 Plextronics, Inc. Aryl-substituted conjugated polymers
US8227691B2 (en) 2007-10-31 2012-07-24 The Regents Of The University Of California Processing additives for fabricating organic photovoltaic cells
KR101597373B1 (ko) 2007-12-21 2016-02-24 솔베이 유에스에이 인크. 풀러렌 및 그의 유도체를 포함하는 유기 광기전력 소자 및 풀러렌 유도체의 개선된 제조 방법
WO2009103030A1 (en) 2008-02-15 2009-08-20 Plextronics, Inc. Novel compositions and methods including alternating copolymers comprising dithienopyrrole units
US20090229667A1 (en) 2008-03-14 2009-09-17 Solarmer Energy, Inc. Translucent solar cell
US8436208B2 (en) * 2008-03-17 2013-05-07 Basf Se Substituted oligo- or polythiophenes
US8865025B2 (en) 2008-04-11 2014-10-21 Solvay Usa, Inc. Doped conjugated polymers, devices, and methods of making devices
US8598304B2 (en) * 2008-07-02 2013-12-03 Basf Se 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
US20100018581A1 (en) 2008-07-24 2010-01-28 Solarmer Energy, Inc. Large area solar cell
JP2012500500A (ja) 2008-08-20 2012-01-05 プレックストロニクス インコーポレーティッド 有機太陽電池の製造のための改善された溶媒システム
RU2011142634A (ru) * 2009-03-23 2013-04-27 Басф Се Дикетопирролопиррольные полимеры для применения в органических полупроводниковых устройствах
EP2503835A1 (en) 2011-03-23 2012-09-26 Panasonic Corporation Resouce assignment for single and multiple cluster transmission
US10055491B2 (en) 2012-12-04 2018-08-21 Sonos, Inc. Media content search based on metadata
EP3800643A1 (en) 2019-10-02 2021-04-07 Imec VZW Magnetic device with a hybrid free layer stack
US11305807B2 (en) 2020-08-25 2022-04-19 Thyssenkrupp Presta Ag Vehicle steering column

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11283033B2 (en) 2018-03-09 2022-03-22 Lg Chem, Ltd. Composition for organic layer of organic solar cell and organic solar cell

Also Published As

Publication number Publication date
US20110028644A1 (en) 2011-02-03
JP2012532229A (ja) 2012-12-13
KR20120061806A (ko) 2012-06-13
WO2011002927A2 (en) 2011-01-06
WO2011002927A3 (en) 2011-05-26
US8440785B2 (en) 2013-05-14
EP2449561A2 (en) 2012-05-09

Similar Documents

Publication Publication Date Title
US8440785B2 (en) Compositions, methods and polymers
JP5685778B2 (ja) 光電池およびジケトンベースのポリマーを含む、有機電子素子およびポリマー
CN105324460B (zh) 共轭聚合物
EP3119776B1 (en) Organic semiconducting compounds
Sharma et al. Improved all-polymer solar cell performance of n-type naphthalene diimide–bithiophene P (NDI2OD-T2) copolymer by incorporation of perylene diimide as coacceptor
US9376529B2 (en) Fluoro monomers, oligomers, and polymers for inks and organic electronic devices
CN104169347A (zh) 共轭聚合物
WO2018036914A1 (en) Organic semiconducting compounds
CN106715519B (zh) 共轭聚合物
JP2017518262A (ja) 縮合ビスアリールフラーレン誘導体
WO2016078744A1 (en) Semiconducting mixtures
US11005043B2 (en) Organic semiconducting polymer
CN112368316A (zh) 有机半导体聚合物
JP7518087B2 (ja) 有機半導体
Ye et al. Conjugated polymers for organic solar cells
Forti Sustainable Donor and Acceptor Components for Organic Photovoltaic Cells

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20130605

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20130605

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20131118

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20140108

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20140408

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20140415

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20140704

A711 Notification of change in applicant

Free format text: JAPANESE INTERMEDIATE CODE: A711

Effective date: 20141208

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20150122

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20150413

RD04 Notification of resignation of power of attorney

Free format text: JAPANESE INTERMEDIATE CODE: A7424

Effective date: 20150514

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20150601

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20150611

R150 Certificate of patent or registration of utility model

Ref document number: 5763632

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

LAPS Cancellation because of no payment of annual fees