CN106716665B - 有机电致发光器件 - Google Patents

有机电致发光器件 Download PDF

Info

Publication number
CN106716665B
CN106716665B CN201580051461.4A CN201580051461A CN106716665B CN 106716665 B CN106716665 B CN 106716665B CN 201580051461 A CN201580051461 A CN 201580051461A CN 106716665 B CN106716665 B CN 106716665B
Authority
CN
China
Prior art keywords
electron transport
transport material
electroluminescence device
organic
organic electroluminescence
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.)
Active
Application number
CN201580051461.4A
Other languages
English (en)
Other versions
CN106716665A (zh
CN106716665B9 (zh
Inventor
张焚在
张俊起
金性昭
李东勋
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LG Corp
Original Assignee
LG Chemical Co Ltd
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 LG Chemical Co Ltd filed Critical LG Chemical Co Ltd
Publication of CN106716665A publication Critical patent/CN106716665A/zh
Publication of CN106716665B publication Critical patent/CN106716665B/zh
Application granted granted Critical
Publication of CN106716665B9 publication Critical patent/CN106716665B9/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/654—Aromatic compounds comprising a hetero atom comprising only nitrogen 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/86—Carbazoles; Hydrogenated carbazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/08—Radicals containing only hydrogen and carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
    • C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
    • C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
    • C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D263/57—Aryl or substituted aryl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • 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
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/10—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing aromatic rings
    • 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
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
    • C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • 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
    • 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]
    • 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
    • H10K50/16—Electron transporting layers
    • H10K50/165—Electron transporting layers comprising dopants
    • 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
    • H10K50/171—Electron injection layers
    • 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
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • H10K85/624—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing six or more rings
    • 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
    • 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
    • H10K85/631—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
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • 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
    • H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1007—Non-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1014—Carbocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
    • 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
    • H10K50/16—Electron 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
    • H10K50/80—Constructional details
    • H10K50/805—Electrodes
    • H10K50/81—Anodes
    • 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
    • H10K50/805—Electrodes
    • H10K50/82—Cathodes
    • 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
    • H10K85/622—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing four rings, e.g. pyrene
    • 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
    • H10K85/652—Cyanine dyes
    • 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
    • H10K85/656—Aromatic compounds comprising a hetero atom comprising two or more different heteroatoms per ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

本说明书的一个示例性实施方案提供了一种有机电致发光器件，其包括：阳极、阴极、设置在所述阳极和所述阴极之间的发光层，以及设置在所述阴极和所述发光层之间的电子传输层，其中所述电子传输层包含第一电子传输材料和第二电子传输材料，所述第一电子传输材料为包含单环或多环的有机材料，所述单环或多环包含含N六元环，所述第二电子传输材料为包含五元杂环或氰基的有机材料，所述五元杂环包含N、O和S中的至少一个杂原子，并且所述第二电子传输材料的偶极矩大于所述第一电子传输材料的偶极矩。

Description

有机电致发光器件
技术领域
本说明书要求于2014年10月27日在韩国知识产权局提交的韩国专利申请No.10-2014-0146402的优先权和权益，其全部内容通过引用并入本文。
本说明书涉及有机电致发光元件。
背景技术
有机电致发光器件是通过施加的电压经由电流发光的电子元件。Tang等在论文[Applied Physics Letters 51,p.913,1987]中报道了一种具有良好特性的有机电致发光器件。此外，还开发了使用聚合物材料，同时使用在该论文中公开的有机电致发光器件的结构的有机电致发光器件。
如上所述的相关技术的关键点是使不同的有机材料层分担用于进行有机电致发光器件发光的过程，即电荷注入、电荷传输、光激子形成和光产生的作用。因此，近年来，已经使用了具有细分为更多层的结构的有机电致发光器件。
同时，多种元件制造结构用于电子注入和传输层中，以便使电子从第二电极平稳地移动到发光层。
例如，属于碱金属族的金属化合物如LiF、NaF和LiQ经常用作用于电子注入层的材料，并且当电子移动时基本上具有稳定结构的有机材料经常用于电子传输层。为了实现更好的元件效率，作为用于电子传输层的材料，具有比发光层的激子能量更大的带隙和深HOMO能级以阻挡空穴从发光层溢出的材料经常用作用于电子传输层的材料。
为了改善电子传输层的电子注入特点，属于碱金属族的金属和金属化合物如Li、Ca、LiF和LiQ也可与用于电子传输层的材料一起使用以形成层。
吡啶、嘧啶或三嗪的有机材料。
根据本说明书的又一示例性实施方案，所述第二电子传输材料为包含五元杂环或氰基的有机材料，所述五元杂环包含N、O和S中的至少一个杂原子。所述第二电子传输材料不包含六元杂环。
根据本说明书的另一示例性实施方案，所述第二电子传输材料为包含咪唑、唑或噻唑的有机材料。
根据本说明书的又一示例性实施方案，所述第二电子传输材料为包含苯并咪唑、苯并唑或苯并噻唑的有机材料。
根据本说明书的另一示例性实施方案，所述第一电子传输材料和所述第二电子传输材料不包含金属单质。
根据本说明书的又一示例性实施方案，所述第一电子传输材料和所述第二电子传输材料为有机材料。所述第一电子传输材料和所述第二电子传输材料不包含金属络合物。
根据本说明书的另一示例性实施方案，所述第一电子传输材料和所述第二电子传输材料的分子量各自为400Da至900Da。
根据本说明书的又一示例性实施方案，所述电子传输层与所述阴极之间还包括电子传输层。
有益效果
根据本说明书中描述的示例性实施例，可提供具有高效率和/或长使用寿命特性的有机电致发光器件以及简单制造方法。
具体实施方式
下文中，将详细描述本说明书。
本说明书提供了一种有机电致发光器件，其包括：阳极、阴极、设置在所述阳极和所述阴极之间的发光层，以及设置在所述阴极和所述发光层之间的电子传输层，其中所述电子传输层包含第一电子传输材料和第二电子传输材料，所述第一电子传输材料为包含单环或多环的有机材料，所述单环或多环包含含N六元环，所述第二电子传输材料为包含五元杂环或氰基的有机材料，所述五元杂环包含N、O和S中的至少一个杂原子，并且所述第二电子传输材料的偶极矩大于所述第一电子传输材料的偶极矩。
在本说明书中当一个部件“包括”一个构成元件时，除非另有具体描述，否则这并不意味着排除另一个构成元件，而是指还可以包括另一个构成元件。
在根据本说明书的一个示例性实施方案的有机电致发光器件中，通过在阴极与发光层之间形成包含两种电子传输材料(其由第一电子传输材料和第二电子传输材料构成)的电子传输层的简单制造方法，可以提供具有长使用寿命与改善的使用寿命特性的元件。
根据本说明书的一个示例性实施方案，第一电子传输材料和第二电子传输材料是有机材料。具体地，所述第一电子传输材料为包含单环或多环的有机材料，所述单环或多环包含含N六元环，并且所述第二电子传输材料为包含五元杂环或氰基的有机材料，所述五元杂环包含N、O和S中的至少一个杂原子。
在本说明书的一个示例性实施方案中，第一电子传输材料和第二电子传输材料基本上不包含金属单质或金属络合物。因此，可以防止金属单质或金属络合物缩短元件的使用寿命的问题。
根据一个示例性实施方案，在电子传输层中可以以1:99至99:1的体积比使用第一电子传输材料和第二电子传输材料。
根据一个示例性实施方案，在电子传输层中可以以1:9至9:1的体积比使用第一电子传输材料和第二电子传输材料。例如，在电子传输层中可以以1:9、2:8、3:7、4:6、5:5、6:4、7:3、8:2或9:1的体积比使用第一电子传输材料和第二电子传输材料。
根据一个示例性实施方案，在电子传输层中可以以1:9至5:5的体积比使用第一电子传输材料和第二电子传输材料。
根据本说明书的一个示例性实施方案的第二电子传输材料在电子注入和/或电子传输特性方面比第一电子输送材料相对更好。然而，即使电子注入和电子传输特性是优异的，但是当达到空穴与电子之间的平衡，即电子和空穴之比接近1时，可以增加激子的产生，从而最大化元件的效率特性。
因此，为了使激子的产生最大化，需要调节传输到发光层的电子的量，并且所述电子的量可以通过调节上述第一电子传输材料与第二电子传输材料之比来调节。因此，当获得根据本说明书的一个示例性实施方案的第一电子传输材料与第二电子传输材料的体积比时，可以通过适当地调节从电子传输层转移到发光层的电子的量来期望元件的高发光效率。
根据本说明书的另一示例性实施方案，有机电致发光器件还包括设置在电子传输层和阴极之间的电子注入层。
本说明书的有机电致发光器件还可以在阳极和发光层之间包括一个或更多个有机材料层。
本说明书的有机电致发光器件还可以在发光层和电子传输层和/或电子传输层和阴极之间包括一个或更多个有机材料层。
例如，本说明书的有机电致发光器件可以具有包括作为有机材料层的空穴注入层、空穴传输层、发光层、电子传输层、电子注入层等的结构。然而，有机电致发光器件的结构不限于此，并且可以包括更少数量的有机层。
在另一个示例性实施方案中，有机电致发光器件可以是具有常规型结构的有机电致发光器件，其中阳极、有机材料层和阴极按顺序堆叠在基底。

Claims (10)

1.一种有机电致发光器件，包括：
阳极；
阴极；
设置在所述阳极和所述阴极之间的发光层；以及
设置在所述阴极和所述发光层之间的电子传输层，
其中所述电子传输层包含第一电子传输材料和第二电子传输材料，
所述第一电子传输材料为包含单环或多环的有机材料，所述单环或多环包含含N六元环，
所述第二电子传输材料为包含五元杂环或氰基的有机材料，所述五元杂环包含N、O和S中的至少一个杂原子，并且
所述第二电子传输材料的偶极矩大于所述第一电子传输材料的偶极矩，
其中所述第一电子传输材料和所述第二电子传输材料不包含金属单质或金属络合物，
其中所述第一电子传输材料的偶极矩为0德拜至3德拜，并且所述第二电子传输材料的偶极矩为1德拜至7德拜。
2.根据权利要求1所述的有机电致发光器件，其中所述第一电子传输材料包含由下式1表示的结构：
[式1]
在所述式1中，
X1至X6中的一个至三个为N，
其他为CR1，且R1为一价有机基团，并且
相邻的一价有机基团任选地彼此结合形成经取代或未经取代的脂肪族环或者经取代或未经取代的芳香族环。
3.根据权利要求1所述的有机电致发光器件，其中所述第一电子传输材料为包含吡啶、嘧啶或三嗪的有机材料。
4.根据权利要求1所述的有机电致发光器件，其中所述第二电子传输材料包含由下式5表示的结构：
[式5]
在所述式5中，
Y1为NR21、O或S，
Y2至Y5彼此相同或不同，且各自为N或CR22，
R21和R22彼此相同或不同，且各自为一价有机基团，并且
相邻的一价有机基团任选地彼此结合形成经取代或未经取代的脂肪族环或者经取代或未经取代的芳香族环。
5.根据权利要求1所述的有机电致发光器件，其中所述第二电子传输材料为包含咪唑、唑或噻唑的有机材料。
6.根据权利要求1所述的有机电致发光器件，其中所述第二电子传输材料为包含苯并咪唑、苯并唑或苯并噻唑的有机材料。
7.根据权利要求1所述的有机电致发光器件，其中所述第二电子传输材料包含由下式14表示的结构：
[式14]
CN-(L31)t-R31
在式14中，
L31为二价有机基团，且t为0至4的整数，且当t为2或更大时，L31彼此相同或不同，并且
R31为一价有机基团。
8.根据权利要求1所述的有机电致发光器件，其中所述第一电子传输材料和所述第二电子传输材料的分子量各自为400Da至900Da。
9.根据权利要求1所述的有机电致发光器件，其中包含所述第一电子传输材料和所述第二电子传输材料的所述电子传输层包含体积比为1:99至99:1的所述第一电子传输材料和所述第二电子传输材料。
10.根据权利要求1所述的有机电致发光器件，还包括：
设置在所述电子传输层和所述阴极之间的电子注入层。
CN201580051461.4A 2014-10-27 2015-10-27 有机电致发光器件 Active CN106716665B9 (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR10-2014-0146402 2014-10-27
KR20140146402 2014-10-27
PCT/KR2015/011393 WO2016068585A1 (ko) 2014-10-27 2015-10-27 유기 전계 발광 소자

Publications (3)

Publication Number Publication Date
CN106716665A CN106716665A (zh) 2017-05-24
CN106716665B true CN106716665B (zh) 2018-10-23
CN106716665B9 CN106716665B9 (zh) 2018-12-07

Family

ID=55857827

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201580051461.4A Active CN106716665B9 (zh) 2014-10-27 2015-10-27 有机电致发光器件

Country Status (7)

Country Link
US (1) US10074809B2 (zh)
EP (1) EP3214151B1 (zh)
JP (2) JP6457069B2 (zh)
KR (2) KR20160049500A (zh)
CN (1) CN106716665B9 (zh)
TW (1) TWI577070B (zh)
WO (1) WO2016068585A1 (zh)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2525425B1 (en) 2010-01-15 2014-10-15 Idemitsu Kosan Co., Ltd. Organic electroluminescent element
EP2545964A1 (en) 2011-07-13 2013-01-16 Phenex Pharmaceuticals AG Novel FXR (NR1H4) binding and activity modulating compounds
KR101560102B1 (ko) * 2014-11-20 2015-10-13 주식회사 엘지화학 유기 발광 소자
CN107635966B (zh) 2015-12-23 2021-04-09 株式会社Lg化学 化合物及包含其的有机电子器件
CN105399696B (zh) * 2015-12-25 2019-12-24 上海天马有机发光显示技术有限公司 有机电致发光化合物及其有机光电装置
JP6659067B2 (ja) * 2016-02-18 2020-03-04 出光興産株式会社 有機エレクトロルミネッセンス素子及び電子機器
PL3730487T3 (pl) 2016-06-13 2022-08-16 Gilead Sciences, Inc. Pochodne azetydyny jako modulatory fxr (nr1h4)
CA2968836A1 (en) 2016-06-13 2017-12-13 Gilead Sciences, Inc. Fxr (nr1h4) modulating compounds
KR20180041603A (ko) 2016-10-14 2018-04-24 주식회사 엘지화학 유기전계 발광 소자
KR102044427B1 (ko) * 2016-12-14 2019-11-14 주식회사 엘지화학 유기 발광 소자
CN108218802B (zh) * 2016-12-14 2021-08-10 株式会社Lg化学 有机发光元件
KR102145024B1 (ko) * 2016-12-20 2020-08-14 주식회사 엘지화학 유기 발광 소자
EP3343203B1 (en) 2016-12-28 2019-11-13 Vito NV Optical methods for phase change materials
KR102454951B1 (ko) * 2017-01-16 2022-10-17 삼성전자주식회사 유기 발광 소자
JPWO2018139662A1 (ja) * 2017-01-30 2019-12-26 出光興産株式会社 有機エレクトロルミネッセンス素子及び電子機器
JP6906626B2 (ja) 2017-03-28 2021-07-21 ギリアード サイエンシーズ， インコーポレイテッド 肝疾患を処置するための治療的組み合わせ
JP6794607B2 (ja) 2017-03-30 2020-12-02 エルジー・ケム・リミテッド 有機発光素子
CN107805248A (zh) * 2017-11-01 2018-03-16 长春海谱润斯科技有限公司 一种含有苯并咪唑结构的衍生物及其制备方法和有机电致发光器件
KR102478677B1 (ko) * 2017-12-29 2022-12-16 엘지디스플레이 주식회사 유기 발광 소자 및 이를 이용한 유기 발광 표시 장치
CN111247650B (zh) * 2018-02-02 2023-11-07 株式会社Lg化学 有机发光二极管
KR20200122313A (ko) * 2018-02-20 2020-10-27 이데미쓰 고산 가부시키가이샤 유기 일렉트로루미네센스 소자 및 전자 기기
KR101966306B1 (ko) 2018-06-18 2019-04-05 주식회사 엘지화학 유기 발광 소자
CN108963098B (zh) * 2018-08-03 2020-04-28 京东方科技集团股份有限公司 一种qled显示面板及其制备方法、显示装置
WO2020050585A1 (ko) 2018-09-03 2020-03-12 주식회사 엘지화학 유기 발광 소자
KR102216771B1 (ko) * 2018-09-03 2021-02-17 주식회사 엘지화학 유기 발광 소자
JP2022017601A (ja) * 2018-09-07 2022-01-26 出光興産株式会社 有機エレクトロルミネッセンス素子及び電子機器
KR102225970B1 (ko) * 2018-09-17 2021-03-10 주식회사 엘지화학 유기 발광 소자
AU2020209564B2 (en) 2019-01-15 2022-12-01 Gilead Sciences, Inc. FXR (NR1H4) modulating compounds
KR20200093442A (ko) * 2019-01-28 2020-08-05 주식회사 엘지화학 유기 발광 소자
JP2022519906A (ja) 2019-02-19 2022-03-25 ギリアード サイエンシーズ， インコーポレイテッド Ｆｘｒアゴニストの固体形態
KR102349278B1 (ko) 2019-09-03 2022-01-11 삼성디스플레이 주식회사 유기 발광 소자
CN112225706B (zh) * 2019-12-31 2022-05-03 陕西莱特光电材料股份有限公司 有机化合物、使用其的电子器件及电子装置
EP3923363A1 (en) * 2020-06-12 2021-12-15 Novaled GmbH Organic light emitting diode and device comprising the same
KR20220134125A (ko) * 2021-03-26 2022-10-05 주식회사 엘지화학 화합물 및 이를 포함하는 유기 발광 소자

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101101975A (zh) * 2006-07-04 2008-01-09 株式会社半导体能源研究所 发光元件、发光装置和电子装置

Family Cites Families (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2590482B1 (en) * 2002-12-19 2021-07-21 Semiconductor Energy Laboratory Co., Ltd. Organic electroluminescent device, light-emitting apparatus using organic electroluminescent device, and electrical appliance using such light-emitting apparatus
KR100998838B1 (ko) * 2003-03-13 2010-12-06 이데미쓰 고산 가부시키가이샤 신규한 질소 함유 헤테로환 유도체 및 이를 이용한 유기전기발광 소자
US7517595B2 (en) * 2005-03-10 2009-04-14 Eastman Kodak Company Electroluminescent devices with mixed electron transport materials
US20060246315A1 (en) * 2005-04-27 2006-11-02 Begley William J Phosphorescent oled with mixed electron transport materials
US9126887B2 (en) * 2009-01-05 2015-09-08 Idemitsu Kosan Co., Ltd. Organic electroluminescent element material and organic electroluminescent element comprising same
JP5438757B2 (ja) * 2009-04-01 2014-03-12 出光興産株式会社 有機エレクトロルミネッセンス素子
JP5109054B2 (ja) * 2009-04-17 2012-12-26 株式会社デンソー 有機電界発光素子
JP5586254B2 (ja) * 2009-09-01 2014-09-10 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、有機電界発光素子の製造方法、表示装置及び照明装置
JP5261611B2 (ja) * 2010-03-31 2013-08-14 出光興産株式会社 有機エレクトロルミネッセンス素子用材料及びそれを用いた有機エレクトロルミネッセンス素子
US8710493B2 (en) * 2010-05-24 2014-04-29 Idemitsu Kosan Co., Ltd. Organic electroluminescent element
US9512137B2 (en) * 2010-08-05 2016-12-06 Idemitsu Kosan Co., Ltd. Organic electroluminescence device
KR101482362B1 (ko) * 2010-11-22 2015-01-13 이데미쓰 고산 가부시키가이샤 유기 일렉트로루미네선스 소자
JP5938175B2 (ja) * 2011-07-15 2016-06-22 出光興産株式会社 含窒素芳香族複素環誘導体およびそれを用いた有機エレクトロルミネッセンス素子
US9735385B2 (en) * 2011-08-22 2017-08-15 Merck Patent Gmbh Organic electroluminescence device
WO2013039073A1 (ja) * 2011-09-15 2013-03-21 出光興産株式会社 芳香族アミン誘導体およびそれを用いた有機エレクトロルミネッセンス素子
KR101290015B1 (ko) * 2011-11-30 2013-07-30 주식회사 두산 안트라센 유도체 및 이를 이용한 유기 전계 발광 소자
WO2014009716A1 (en) * 2012-07-10 2014-01-16 Cambridge Display Technology Limited Light-emitting compound
KR102017745B1 (ko) * 2012-10-12 2019-09-04 삼성디스플레이 주식회사 유기 발광 소자, 이의 제조 방법 및 이를 포함하는 유기 발광 표시 장치
JP6335428B2 (ja) * 2012-12-21 2018-05-30 出光興産株式会社 有機エレクトロルミネッセンス素子および電子機器
KR102149450B1 (ko) 2013-02-15 2020-09-01 에스에프씨주식회사 중수소화된 유기발광 화합물 및 이를 포함하는 유기 발광 소자
KR20140125576A (ko) * 2013-04-19 2014-10-29 롬엔드하스전자재료코리아유한회사 신규한 유기 전계 발광 화합물 및 이를 포함하는 유기 전계 발광 소자
CN104538554B (zh) * 2015-01-13 2017-01-25 北京科技大学 具有双组分混合电子传输/空穴阻挡层有机发光二极管
EP3208861A1 (en) * 2016-02-19 2017-08-23 Novaled GmbH Electron transport layer comprising a matrix compound mixture for an organic light-emitting diode (oled)
EP3312899B1 (en) * 2016-10-24 2021-04-07 Novaled GmbH Electron transport layer stack for an organic light-emitting diode

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101101975A (zh) * 2006-07-04 2008-01-09 株式会社半导体能源研究所 发光元件、发光装置和电子装置

Also Published As

Publication number Publication date
US20170279055A1 (en) 2017-09-28
WO2016068585A1 (ko) 2016-05-06
JP2019075575A (ja) 2019-05-16
CN106716665A (zh) 2017-05-24
KR102055479B1 (ko) 2019-12-12
KR20160049500A (ko) 2016-05-09
EP3214151B1 (en) 2020-10-14
JP6457069B2 (ja) 2019-01-23
JP6711530B2 (ja) 2020-06-17
CN106716665B9 (zh) 2018-12-07
KR20170073567A (ko) 2017-06-28
EP3214151A1 (en) 2017-09-06
TW201624794A (zh) 2016-07-01
TWI577070B (zh) 2017-04-01
JP2017530552A (ja) 2017-10-12
EP3214151A4 (en) 2018-07-25
US10074809B2 (en) 2018-09-11

Similar Documents

Publication Publication Date Title
CN106716665B (zh) 有机电致发光器件
Tao et al. A solution‐processed resonance host for highly efficient electrophosphorescent devices with extremely low efficiency roll‐off
CN106068267B (zh) 电子缓冲材料和包含其的有机电致发光装置
CN104241537B (zh) 包括辅助电极的有机发光装置
CN102201432A (zh) 有机发光装置及其制造方法
JPWO2014128945A1 (ja) 有機発光材料及び有機発光素子
CN104241540A (zh) 一种有机电致发光显示器件、其制作方法及显示装置
CN104335379B (zh) 有机电致发光器件、包含该有机电致发光器件的显示器和照明设备
Yang et al. High‐performance red quantum‐dot light‐emitting diodes based on organic electron transporting layer
CN105679948A (zh) 有机发光显示装置
Fan et al. High-efficiency phosphorescent hybrid organic–inorganic light-emitting diodes using a solution-processed small-molecule emissive layer
CN103887435A (zh) 一种有机发光二极管
WO2020143438A1 (zh) Oled显示器件、显示面板、oled显示器件的制备方法
CN104508855B (zh) 有机发光二极管
CN106848084A (zh) 一种oled显示面板、制作方法及含有其的电子设备
JP2011146598A (ja) 有機電界発光素子
WO2017216557A1 (en) Methods for the production of organic electronic devices
US20140231786A1 (en) Blue Phosphorescent Organic Light Emitting Device Having a Minimal Lamination Structure
CN105070844A (zh) 一种改变有机电致发光二极管中激子分布的方法
JP2015153864A (ja) 有機膜及びこれを用いた有機電子デバイス
Han et al. 3D-Encapsulated iridium-complexed nanophosphors for highly efficient host-free organic light-emitting diodes
CN103827255B (zh) 有机发光二极管及其制造方法
Zhang et al. Triplet-induced degradation: An important consideration in the design of solution-processed hole injection materials for organic light-emitting devices
CN103755711B (zh) 一种多氮杂环化合物及其制备方法和应用
KR20170079905A (ko) 유기 전계 발광 소자용 화합물, 이를 이용한 유기 전계 발광 소자 및 그 제조 방법

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant
CI03 Correction of invention patent

Correction item: Description

Correct: Zheng Que

False: Cuo Wu

Number: 43-01

Page: Quan Wen

Volume: 34

CI03 Correction of invention patent