TWI564274B - 電洞傳遞組合物及相關裝置與方法 - Google Patents

電洞傳遞組合物及相關裝置與方法 Download PDF

Info

Publication number
TWI564274B
TWI564274B TW100123462A TW100123462A TWI564274B TW I564274 B TWI564274 B TW I564274B TW 100123462 A TW100123462 A TW 100123462A TW 100123462 A TW100123462 A TW 100123462A TW I564274 B TWI564274 B TW I564274B
Authority
TW
Taiwan
Prior art keywords
group
compound
composition
arylamine
refractory
Prior art date
Application number
TW100123462A
Other languages
English (en)
Chinese (zh)
Other versions
TW201223927A (en
Inventor
克里斯多福T 布朗恩
妮度 夏普拉
克理斯多福R 肯尼托
馬修 瑪泰
梵卡塔瑞曼南 賽沙卓
王菁
布萊恩 伍德華茲
Original Assignee
索爾維美國有限公司
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 索爾維美國有限公司 filed Critical 索爾維美國有限公司
Publication of TW201223927A publication Critical patent/TW201223927A/zh
Application granted granted Critical
Publication of TWI564274B publication Critical patent/TWI564274B/zh

Links

Classifications

    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/633—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
    • 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
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10—Deposition of organic active material
    • H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
    • H10K71/15—Deposition of organic active material using liquid deposition, e.g. spin coating characterised by the solvent used
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
    • C08F226/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
    • 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
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C08G73/0206—Polyalkylene(poly)amines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/008—Triarylamine dyes containing no other chromophores
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B69/00—Dyes not provided for by a single group of this subclass
    • C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
    • C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/52—Electrically conductive inks
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/17—Carrier injection layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/80—Constructional details
    • H10K50/87—Arrangements for heating or cooling
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10—Deposition of organic active material
    • H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/115—Polyfluorene; Derivatives thereof
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10—Organic polymers or oligomers
    • H10K85/151—Copolymers
    • 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
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/636—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
    • 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
    • H10K85/655—Aromatic compounds comprising a hetero atom comprising only sulfur as heteroatom
    • 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
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/22—Molecular weight
    • C08G2261/222—Molecular weight monodisperse
    • 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
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/312—Non-condensed aromatic systems, e.g. benzene
    • 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
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/314—Condensed aromatic systems, e.g. perylene, anthracene or pyrene
    • C08G2261/3142—Condensed aromatic systems, e.g. perylene, anthracene or pyrene fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene
    • 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
    • C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
    • C08G2261/316—Monomer 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
    • C08G2261/3162—Arylamines
    • 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
    • C08G2261/36—Oligomers, i.e. comprising up to 10 repeat units
    • C08G2261/364—Oligomers, i.e. comprising up to 10 repeat units containing hetero atoms
    • 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
    • C08G2261/50—Physical properties
    • C08G2261/51—Charge transport
    • C08G2261/512—Hole transport
    • 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
    • C08G2261/70—Post-treatment
    • C08G2261/76—Post-treatment crosslinking
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00—Properties of the organic materials covered by group H10K85/00
    • H10K2101/30—Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00—Properties of the organic materials covered by group H10K85/00
    • H10K2101/40—Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Optics & Photonics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
TW100123462A 2010-07-02 2011-07-01 電洞傳遞組合物及相關裝置與方法 TWI564274B (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US36114710P 2010-07-02 2010-07-02
US201161448579P 2011-03-02 2011-03-02

Publications (2)

Publication Number Publication Date
TW201223927A TW201223927A (en) 2012-06-16
TWI564274B true TWI564274B (zh) 2017-01-01

Family

ID=45399001

Family Applications (1)

Application Number Title Priority Date Filing Date
TW100123462A TWI564274B (zh) 2010-07-02 2011-07-01 電洞傳遞組合物及相關裝置與方法

Country Status (7)

Country Link
US (4) US9577194B2 (enExample)
EP (2) EP2588527B1 (enExample)
JP (4) JP6069708B2 (enExample)
KR (2) KR101925157B1 (enExample)
CN (3) CN102959008B (enExample)
TW (1) TWI564274B (enExample)
WO (2) WO2012003482A2 (enExample)

Families Citing this family (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9577194B2 (en) 2010-07-02 2017-02-21 Nissan Chemical Industries, Ltd. Hole transport compositions and related devices and methods (I)
US9397294B2 (en) 2011-07-05 2016-07-19 Solvay Usa, Inc. Vertically phase-separating semiconducting organic material layers
EP2732479B1 (de) * 2011-07-11 2019-09-11 Merck Patent GmbH Verbindungen für organische elektrolumineszenzvorrichtungen
TW201329196A (zh) 2011-10-04 2013-07-16 普雷克科技公司 用於電洞注射及傳送層之改良摻雜之方法
JP5307954B1 (ja) * 2011-11-07 2013-10-02 昭和電工株式会社 有機発光素子、その製造方法およびその用途
EP2610240A1 (en) * 2011-12-28 2013-07-03 Solvay Sa Crosslinkable arylamine compounds
EP2809706A4 (en) * 2012-02-03 2016-01-13 Univ Chicago SEMICONDUCTOR POLYMERS
TWI635111B (zh) 2012-03-16 2018-09-11 Merck Patent Gmbh 共軛聚合物
US9112157B2 (en) * 2012-05-15 2015-08-18 Solvay Usa, Inc. Hole transport materials including OLED applications
GB2509718A (en) * 2013-01-09 2014-07-16 Cambridge Display Tech Ltd Method for forming a layer of an electronic device and appropriate precursor compounds
CN105980518B (zh) * 2013-12-06 2019-07-12 默克专利有限公司 化合物和有机电子器件
JP6452063B2 (ja) * 2014-02-25 2019-01-16 日本放送協会 正孔輸送材料
GB201412824D0 (en) * 2014-07-18 2014-09-03 Univ Manchester Nanoparticles
KR101631063B1 (ko) * 2014-08-08 2016-06-16 경상대학교산학협력단 플루오렌 유도체를 포함하는 유기 반도체 화합물 및 이를 이용한 유기태양전지
KR20170045241A (ko) 2014-08-21 2017-04-26 롬 앤드 하스 일렉트로닉 머트어리얼즈 엘엘씨 전자 장치용 산소 치환된 벤조클로부텐 유도 조성물
EP3183761A4 (en) * 2014-08-21 2018-04-25 Dow Global Technologies LLC Polymeric charge transfer layer and organic electronic device containing the same
WO2016026122A1 (en) * 2014-08-21 2016-02-25 Dow Global Technologies Llc Benzocyclobutenes derived compositions, and electronic devices containing the same
WO2016026123A1 (en) 2014-08-21 2016-02-25 Dow Global Technologies Llc Compositions comprising oxygen substituted benzocyclobutenes and dienophiles, and electronic devices containing same
JP6638730B2 (ja) * 2015-04-22 2020-01-29 日産化学株式会社 有機エレクトロニクスにおける使用に適した非水系組成物
US20180201800A1 (en) * 2015-07-17 2018-07-19 Nissan Chemical Industries, Ltd. Non-aqueous ink compositions containing metalloid nanoparticles suitable for use in organic electronics
CN106412680B (zh) * 2015-07-31 2021-01-22 中兴通讯股份有限公司 多屏控制方法及装置
US20180212180A1 (en) * 2015-08-21 2018-07-26 Dow Global Technologies Llc Polymeric charge transfer layer and organic electronic device containing same
EP3138858B1 (en) * 2015-09-01 2019-10-30 Samsung Electronics Co., Ltd. Amino fluorene polymer and organic light-emitting device including the same
GB2545626A (en) * 2015-10-16 2017-06-28 Lomox Ltd Cross-linkable charge transport materials
KR102126602B1 (ko) 2016-04-22 2020-06-24 주식회사 엘지화학 카바졸 유도체 및 이를 이용한 유기 발광 소자
KR102254298B1 (ko) * 2016-08-23 2021-05-20 주식회사 엘지화학 카바졸 유도체 및 이를 이용한 유기 발광 소자
EP3490019B1 (en) * 2016-09-29 2021-01-27 Sumitomo Chemical Company Limited Light-emitting element
US11629126B2 (en) 2016-10-06 2023-04-18 Merck Patent Gmbh Materials for organic electroluminescent devices
KR102673970B1 (ko) 2016-10-13 2024-06-11 삼성디스플레이 주식회사 유기발광 표시장치 그 제조방법
US11165037B2 (en) 2016-11-25 2021-11-02 Lg Chem, Ltd. Organic light-emitting diode
CN107275362B (zh) 2016-12-28 2020-10-09 上海天马有机发光显示技术有限公司 一种oled显示面板及包含其的电子设备
CN108794380B (zh) * 2017-05-03 2021-07-23 中国科学院苏州纳米技术与纳米仿生研究所 用于电致发光器件的空穴传输材料
JP6975959B2 (ja) * 2017-07-25 2021-12-01 国立大学法人山形大学 アリールアミン誘導体、それを用いたホール輸送材料及び有機el素子
CN109851625B (zh) * 2017-11-30 2021-05-25 湖北尚赛光电材料有限公司 一种苯并二噻吩的衍生物及其制备方法、应用和器件
KR102430143B1 (ko) 2018-05-30 2022-08-08 주식회사 엘지화학 코팅 조성물, 이를 이용한 유기 발광 소자 및 이의 제조방법
EP3877443A1 (de) 2018-11-07 2021-09-15 Merck Patent GmbH Polymere mit amingruppenhaltigen wiederholungseinheiten
JP7330018B2 (ja) * 2018-12-06 2023-08-21 住友化学株式会社 高分子化合物の製造方法
CN109768178B (zh) * 2019-01-22 2021-03-30 京东方科技集团股份有限公司 有机电致发光器件、显示基板、显示装置
CN109912782B (zh) * 2019-02-18 2020-06-02 中国科学院化学研究所 苯硼酸修饰的共轭聚合物及其制备方法与应用
CN110256358B (zh) * 2019-07-12 2020-03-17 长春海谱润斯科技有限公司 一种胺类衍生物及其有机电致发光器件
KR102832104B1 (ko) * 2019-09-27 2025-07-10 주식회사 엘지화학 경화성 화합물, 이를 포함하는 코팅 조성물 및 이로부터 유래된 용매 내성이 우수한 유기박막층을 포함하는 유기발광소자
KR102853329B1 (ko) * 2019-12-11 2025-09-01 삼성디스플레이 주식회사 유기 발광 소자 및 이를 포함하는 장치
CN111416050B (zh) * 2020-04-16 2022-08-05 苏州欧谱科显示科技有限公司 一种空穴传输材料及其应用
JP7663487B2 (ja) * 2021-02-26 2025-04-16 住友化学株式会社 高分子化合物、組成物及び発光素子
US20240349587A1 (en) * 2023-04-14 2024-10-17 Kaunas University Of Technology In-Situ crosslinking of 9,9' -spirobifluorene-based compounds for use in optoelectronic and/or in photoelectrochemical devices and manufacture thereof
KR102911971B1 (ko) * 2024-01-08 2026-01-12 한남대학교 산학협력단 용액공정용 정공수송층 열경화 단분자

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070063191A1 (en) * 2003-11-17 2007-03-22 Michael Inbasekaran Crosslinkable substituted fluorene compounds
US20080286566A1 (en) * 2007-05-18 2008-11-20 Shiva Prakash Process for forming an organic light-emitting diode and devices made by the process
WO2009133753A1 (ja) * 2008-04-30 2009-11-05 コニカミノルタホールディングス株式会社 有機エレクトロルミネッセンス素子、照明装置及び表示装置

Family Cites Families (72)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5034296A (en) 1989-04-03 1991-07-23 Xerox Corporation Photoconductive imaging members with fluorene polyester hole transporting layers
US5055366A (en) 1989-12-27 1991-10-08 Xerox Corporation Polymeric protective overcoatings contain hole transport material for electrophotographic imaging members
US5149609A (en) 1990-12-14 1992-09-22 Xerox Corporation Polymers for photoreceptor overcoating for use as protective layer against liquid xerographic ink interaction
US5589320A (en) 1993-07-21 1996-12-31 Sumitomo Chemical Company, Limited Polymeric fluorescent substance and organic electroluminescence devices using the same
JP3463362B2 (ja) 1993-12-28 2003-11-05 カシオ計算機株式会社 電界発光素子の製造方法および電界発光素子
US5759709A (en) 1994-03-10 1998-06-02 Sumitomo Chemical Company, Limited Polymeric fluorescent substance and organic electroluminescence device
AU2277697A (en) 1996-02-23 1997-09-22 Dow Chemical Company, The Cross-linkable or chain extendable polyarylpolyamines and films thereof
US5929194A (en) * 1996-02-23 1999-07-27 The Dow Chemical Company Crosslinkable or chain extendable polyarylpolyamines and films thereof
JP4442114B2 (ja) * 2002-05-14 2010-03-31 コニカミノルタホールディングス株式会社 有機エレクトロルミネッセンス素子及び表示装置
US6830833B2 (en) 2002-12-03 2004-12-14 Canon Kabushiki Kaisha Organic light-emitting device based on fused conjugated compounds
US7125633B2 (en) 2002-12-16 2006-10-24 Xerox Corporation Imaging member having a dual charge transport layer
WO2004093154A2 (en) 2003-04-09 2004-10-28 Zlx Techno, Ltd. Crosslinkable materials for organic light emitting devices and methods
JP4679136B2 (ja) 2003-12-22 2011-04-27 昭和電工株式会社 新規な重合性化合物、該重合性化合物の製造方法、該重合性化合物を含む重合性組成物及びその硬化物
KR100738219B1 (ko) * 2003-12-23 2007-07-12 삼성에스디아이 주식회사 유기 전계 발광 소자용 중간층 형성 물질 및 이를 이용한유기 전계 발광 소자
US7365230B2 (en) 2004-02-20 2008-04-29 E.I. Du Pont De Nemours And Company Cross-linkable polymers and electronic devices made with such polymers
US7300731B2 (en) 2004-08-10 2007-11-27 E.I. Du Pont De Nemours And Company Spatially-doped charge transport layers
KR101473220B1 (ko) 2004-09-24 2014-12-22 솔베이 유에스에이 인크. 헤테로 원자를 갖는 위치 규칙적 폴리(3-치환 티오펜)를 포함하는 전기발광 소자
KR101314877B1 (ko) 2005-02-10 2013-10-04 플렉스트로닉스, 인크 정공 주입/수송 층 조성물 및 장치
JP2006294319A (ja) 2005-04-07 2006-10-26 Seiko Epson Corp 有機発光素子の製造方法、有機発光素子、電子デバイスおよび電子機器
WO2007060854A1 (ja) 2005-11-28 2007-05-31 Seiko Epson Corporation 有機発光装置の製造方法、有機発光装置および電子機器
US8440324B2 (en) 2005-12-27 2013-05-14 E I Du Pont De Nemours And Company Compositions comprising novel copolymers and electronic devices made with such compositions
EP2412699A1 (en) 2005-12-28 2012-02-01 E.I. Du Pont De Nemours And Company Compositions comprising novel compounds and electronic devices made with such compositions
JP2007302886A (ja) * 2006-04-14 2007-11-22 Hitachi Chem Co Ltd 有機エレクトロニクス用材料及びこれを用いた有機エレクトロニクス素子、有機エレクトロルミネセンス素子
EP2008500A4 (en) 2006-04-18 2010-01-13 Du Pont HIGH ENERGY POTENTIAL BILOID COMPOSITIONS
JP2009540574A (ja) 2006-06-05 2009-11-19 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー Oled印刷の分野における有機活性材料を堆積するための液体組成物
KR101559590B1 (ko) 2006-07-21 2015-10-12 솔베이 유에스에이 인크. 전도성 중합체의 술폰화 및 oled 소자, 광기전력 소자 및 esd 소자
EP2069419A2 (en) 2006-08-24 2009-06-17 E.I. Du Pont De Nemours And Company Hole transport polymers
EP2057701A2 (en) 2006-08-24 2009-05-13 E.I. Du Pont De Nemours And Company Organic electronic devices
WO2008024379A2 (en) 2006-08-24 2008-02-28 E. I. Du Pont De Nemours And Company Crosslinkable hole transport polymers
KR100846590B1 (ko) * 2006-11-08 2008-07-16 삼성에스디아이 주식회사 실란일아민계 화합물, 이의 제조 방법 및 이를 포함한유기막을 구비한 유기 발광 소자
KR100860411B1 (ko) 2006-12-08 2008-09-26 한국전자통신연구원 멀티캐스트를 이용한 양방향 지역 광고 시스템 및 방법
US20080213624A1 (en) 2007-02-28 2008-09-04 E. I. Du Pont De Nemours And Company Organic electronic device
KR101578937B1 (ko) * 2007-03-07 2015-12-18 미쓰비시 가가꾸 가부시키가이샤 유기 디바이스용 조성물, 고분자막 및 유기 전계 발광 소자
JP2010529037A (ja) 2007-06-01 2010-08-26 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー 正孔輸送材料
EP2150524B1 (en) 2007-06-01 2016-02-10 E. I. du Pont de Nemours and Company Chrysenes for deep blue luminescent applications
CN101688052A (zh) 2007-07-27 2010-03-31 E.I.内穆尔杜邦公司 包含无机纳米颗粒的导电聚合物的含水分散体
CN101809749A (zh) * 2007-09-26 2010-08-18 出光兴产株式会社 有机薄膜晶体管
CN201178102Y (zh) * 2007-10-11 2009-01-07 黄文成 一种有机电致发光器件
KR20100106309A (ko) 2007-10-15 2010-10-01 이 아이 듀폰 디 네모아 앤드 캄파니 용액 처리된 전자 소자
US20100224866A1 (en) 2007-10-23 2010-09-09 E.I.Du Pont De Nemours And Company Ternary emissive layers for luminescent applications
US8063399B2 (en) 2007-11-19 2011-11-22 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
KR100864140B1 (ko) * 2008-01-11 2008-10-16 김종환 할로겐화 풀러렌 유도체를 이용한 유기 전계 발광 소자
US8192848B2 (en) 2008-01-11 2012-06-05 E I Du Pont De Nemours And Company Substituted pyrenes and associated production methods for luminescent applications
JP5410679B2 (ja) 2008-01-24 2014-02-05 昭和電工株式会社 有機エレクトロルミネッセンス素子およびその製造方法
US20100295036A1 (en) 2008-02-01 2010-11-25 E.I. Du Pont De Nemours And Company Structure for making solution processed electronic devices
KR101605213B1 (ko) 2008-02-29 2016-03-21 솔베이 유에스에이 인크. 평탄화제 및 소자
KR101710213B1 (ko) 2008-03-06 2017-02-24 닛산 가가쿠 고교 가부시키 가이샤 변형된 평탄화제 및 장치
US8692234B2 (en) * 2008-04-02 2014-04-08 Mitsubishi Chemical Corporation Polymer compound, net-like polymer compound produced by crosslinking the polymer compound, composition for organic electroluminescence element, organic electroluminescence element, organic EL display, and organic EL lighting
CN102056959A (zh) 2008-04-11 2011-05-11 普莱克斯托尼克斯公司 掺杂共轭聚合物、器件及器件的制造方法
JP5644063B2 (ja) * 2008-05-07 2014-12-24 三菱化学株式会社 有機電界発光素子用組成物、高分子膜、有機電界発光素子、有機elディスプレイ及び有機el照明
TW201005813A (en) 2008-05-15 2010-02-01 Du Pont Process for forming an electroactive layer
WO2009152165A2 (en) 2008-06-09 2009-12-17 Plextronics, Inc. Sulfonated polythiophenes comprising fused ring repeat units
US8225942B2 (en) 2008-07-22 2012-07-24 Trans Terra Corporation Self-cleaning influent feed system for a wastewater treatment plant
JP5417763B2 (ja) 2008-08-08 2014-02-19 コニカミノルタ株式会社 有機エレクトロルミネッセンス素子用化合物
JP5491796B2 (ja) * 2008-08-11 2014-05-14 三菱化学株式会社 電荷輸送性ポリマー、有機電界発光素子用組成物、有機電界発光素子、有機elディスプレイ及び有機el照明
JP5672681B2 (ja) * 2008-09-18 2015-02-18 三菱化学株式会社 電荷輸送膜用組成物、有機電界発光素子、有機elディスプレイ及び有機el照明
WO2010062558A1 (en) 2008-10-27 2010-06-03 Plextronics Inc. Charge injection and transport layers
EP2350166B1 (en) 2008-10-27 2016-01-06 Solvay USA Inc. Polyarylamine ketones
JP2010111750A (ja) * 2008-11-05 2010-05-20 Fujifilm Corp 光吸収性組成物
JP5774996B2 (ja) 2008-11-18 2015-09-09 ソルベイ ユーエスエイ インコーポレイテッド アミノベンゼン組成物ならびに関連する素子および方法
WO2010059240A1 (en) 2008-11-21 2010-05-27 Plextronics, Inc. Doped interfacial modification layers for stability enhancement for bulk heterojunction organic solar cells
US8278651B2 (en) 2008-12-22 2012-10-02 E I Du Pont De Nemours And Company Electronic device including 1,7-phenanthroline derivative
US20100187500A1 (en) 2008-12-23 2010-07-29 E.I.Du Pont De Nemours And Company Carbon structures bonded to layers within an electronic device
US8785913B2 (en) 2008-12-27 2014-07-22 E I Du Pont De Nemours And Company Buffer bilayers for electronic devices
US8766239B2 (en) 2008-12-27 2014-07-01 E I Du Pont De Nemours And Company Buffer bilayers for electronic devices
US8174000B2 (en) 2009-02-11 2012-05-08 Universal Display Corporation Liquid compositions for inkjet printing of organic layers or other uses
US20100273007A1 (en) 2009-04-10 2010-10-28 Plextronics, Inc. Dehalogenation
EP2449561A2 (en) 2009-06-30 2012-05-09 Plextronics, Inc. Polymers comprising at least one bithiophene repeat unit, methods synthetising said polymers and compositions comprising the same
EP2520576A1 (en) * 2009-12-28 2012-11-07 Sumitomo Chemical Company, Limited Compound and organic electroluminescent element using said compound
JP5476234B2 (ja) * 2010-06-30 2014-04-23 ユー・ディー・シー アイルランド リミテッド 有機電界発光素子用材料、有機電界発光素子、及び有機電界発光素子の製造方法
US9577194B2 (en) 2010-07-02 2017-02-21 Nissan Chemical Industries, Ltd. Hole transport compositions and related devices and methods (I)

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070063191A1 (en) * 2003-11-17 2007-03-22 Michael Inbasekaran Crosslinkable substituted fluorene compounds
US20080286566A1 (en) * 2007-05-18 2008-11-20 Shiva Prakash Process for forming an organic light-emitting diode and devices made by the process
WO2009133753A1 (ja) * 2008-04-30 2009-11-05 コニカミノルタホールディングス株式会社 有機エレクトロルミネッセンス素子、照明装置及び表示装置

Also Published As

Publication number Publication date
JP2017112122A (ja) 2017-06-22
JP6515938B2 (ja) 2019-05-22
WO2012003482A3 (en) 2012-04-26
WO2012003482A2 (en) 2012-01-05
EP2588527A2 (en) 2013-05-08
US20130344648A1 (en) 2013-12-26
CN107068914B (zh) 2020-05-08
KR20130043169A (ko) 2013-04-29
JP6069708B2 (ja) 2017-02-01
JP6097976B2 (ja) 2017-03-22
US8815639B2 (en) 2014-08-26
JP2013536570A (ja) 2013-09-19
CN107068914A (zh) 2017-08-18
WO2012003485A3 (en) 2012-05-10
CN102959009B (zh) 2017-04-26
CN102959008B (zh) 2016-03-16
US9577194B2 (en) 2017-02-21
TW201223927A (en) 2012-06-16
JP2013537682A (ja) 2013-10-03
US20120003790A1 (en) 2012-01-05
KR101925157B1 (ko) 2018-12-04
US20120001127A1 (en) 2012-01-05
JP2017076811A (ja) 2017-04-20
CN102959008A (zh) 2013-03-06
KR20130040229A (ko) 2013-04-23
KR101966998B1 (ko) 2019-04-08
JP6460086B2 (ja) 2019-01-30
HK1181413A1 (zh) 2013-11-08
EP2588527B1 (en) 2017-10-25
EP2588526A2 (en) 2013-05-08
WO2012003485A2 (en) 2012-01-05
US20170186953A1 (en) 2017-06-29
US10217938B2 (en) 2019-02-26
CN102959009A (zh) 2013-03-06
US8535974B2 (en) 2013-09-17

Similar Documents

Publication Publication Date Title
JP6460086B2 (ja) 正孔輸送組成物
EP2850668B1 (en) Hole transport materials including oled applications
CN108003365B (zh) 有机复合薄膜及其在有机电子器件中的应用
CN102105507B (zh) 聚合物、发光层材料、有机电致发光元件材料、有机电致发光元件用组合物、利用它们的有机电致发光元件、太阳能电池元件、有机el显示装置和有机el照明
US10323180B2 (en) Deuterated organic compound, mixture and composition containing said compound, and organic electronic device
EP3229288B1 (en) Polymer, and mixture, formulation and organic electronic device containing the same, and monomer thereof
EP2495229A1 (en) Low-molecular compound, polymer, material for electronic devices, composition for electronic devices, organic electroluminescent element, organic solar cell element, display and lighting equipment
WO2018103746A1 (zh) 咔唑苯类稠环衍生物、聚合物、混合物、组合物、有机电子器件及其制备方法
CN109791982B (zh) 有机混合物、有机组合物、有机电子器件及其制备方法
HK1240394A1 (en) Hole transport compositions and related devices and methods (i)
HK1181414A (en) Hole transport compositions and related devices and methods (i)
HK1181414B (en) Hole transport compositions and related devices and methods (i)
HK1181413B (en) Hole transport compositions and related devices and methods (ii)
KR20200036611A (ko) 신규한 고분자 및 이를 포함하는 유기 발광 소자