CN101743650B - 有机发光器件和显示装置 - Google Patents

有机发光器件和显示装置 Download PDF

Info

Publication number
CN101743650B
CN101743650B CN2008800243805A CN200880024380A CN101743650B CN 101743650 B CN101743650 B CN 101743650B CN 2008800243805 A CN2008800243805 A CN 2008800243805A CN 200880024380 A CN200880024380 A CN 200880024380A CN 101743650 B CN101743650 B CN 101743650B
Authority
CN
China
Prior art keywords
luminescent device
organic luminescent
layer
exemplary compounds
organic
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
CN2008800243805A
Other languages
English (en)
Chinese (zh)
Other versions
CN101743650A (zh
Inventor
盐谷俊介
盐原悟
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.)
Canon Inc
Original Assignee
Canon Inc
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 Canon Inc filed Critical Canon Inc
Publication of CN101743650A publication Critical patent/CN101743650A/zh
Application granted granted Critical
Publication of CN101743650B publication Critical patent/CN101743650B/zh
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
    • C07C13/54—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings
    • C07C13/547—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings at least one ring not being six-membered, the other rings being at the most six-membered
    • C07C13/567—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings with three condensed rings at least one ring not being six-membered, the other rings being at the most six-membered with a fluorene or hydrogenated fluorene ring system
    • 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
    • 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
    • H10K85/141—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE
    • H10K85/146—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE poly N-vinylcarbazol; 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
    • H10K85/60—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
    • H10K85/649—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
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/18—Fluorenes; Hydrogenated fluorenes
    • 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
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/22—Molecular weight
    • C08G2261/224—Molecular weight polydisperse
    • 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
    • C08G2261/226—Oligomers, i.e. up to 10 repeat units
    • 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
    • C08G2261/50—Physical properties
    • C08G2261/52—Luminescence
    • C08G2261/524—Luminescence phosphorescent
    • C08G2261/5242—Luminescence phosphorescent electrophosphorescent
    • 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
    • H10K2101/10—Triplet emission
    • 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
    • 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
    • H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
    • H10K85/1135—Polyethylene dioxythiophene [PEDOT]; 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
    • H10K85/30—Coordination compounds
    • H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
CN2008800243805A 2007-09-18 2008-09-12 有机发光器件和显示装置 Expired - Fee Related CN101743650B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP240660/2007 2007-09-18
JP2007240660A JP5196928B2 (ja) 2007-09-18 2007-09-18 有機発光素子及び表示装置
PCT/JP2008/066939 WO2009038156A1 (en) 2007-09-18 2008-09-12 Organic light-emitting device and display apparatus

Publications (2)

Publication Number Publication Date
CN101743650A CN101743650A (zh) 2010-06-16
CN101743650B true CN101743650B (zh) 2013-02-13

Family

ID=40467965

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2008800243805A Expired - Fee Related CN101743650B (zh) 2007-09-18 2008-09-12 有机发光器件和显示装置

Country Status (7)

Country Link
US (1) US8642999B2 (enExample)
EP (1) EP2193560B1 (enExample)
JP (1) JP5196928B2 (enExample)
KR (3) KR20120058621A (enExample)
CN (1) CN101743650B (enExample)
RU (1) RU2427058C1 (enExample)
WO (1) WO2009038156A1 (enExample)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8062298B2 (en) 2005-10-15 2011-11-22 Baxano, Inc. Flexible tissue removal devices and methods
JP4827771B2 (ja) * 2007-03-08 2011-11-30 キヤノン株式会社 オリゴフルオレン化合物を用いた有機発光素子及び表示装置
KR101335155B1 (ko) 2009-06-01 2013-12-02 히타치가세이가부시끼가이샤 유기 전자 재료 및 그것을 포함하는 잉크 조성물, 및 그것들을 이용하여 형성된 유기 박막, 유기 전자 소자, 유기 전계발광 소자, 조명 장치 및 표시 장치
KR20120103571A (ko) * 2009-10-05 2012-09-19 손 라이팅 리미티드 다층구조의 유기 장치
IN2014CN03096A (enExample) * 2011-10-26 2015-07-03 Koninkl Philips Nv
TWI588987B (zh) * 2011-12-08 2017-06-21 群創光電股份有限公司 影像顯示系統
JP5674707B2 (ja) * 2012-05-22 2015-02-25 株式会社東芝 表示装置
RU2528416C2 (ru) * 2012-06-28 2014-09-20 Федеральное государственное бюджетное учреждение науки Институт проблем химической физики РАН (ИПХФ РАН) Органическое фотовольтаическое устройство, способ его изготовления и применение фторсодержащих модификаторов для улучшения характеристик органических солнечных батарей
JP2014011084A (ja) * 2012-06-29 2014-01-20 Canon Inc 有機ｅｌ装置の製造方法
KR101577098B1 (ko) * 2012-11-20 2015-12-14 주식회사 두산 유기 화합물 및 이를 포함하는 유기 전계 발광 소자
KR101571592B1 (ko) 2012-12-13 2015-11-25 주식회사 두산 유기 화합물 및 이를 포함하는 유기 전계 발광 소자
JP6182884B2 (ja) * 2013-02-05 2017-08-23 日産化学工業株式会社 電荷輸送性ワニス
US10777751B2 (en) * 2015-08-21 2020-09-15 Samsung Display Co., Ltd. Truxene derivative and organic electroluminescence device including the same
JP7286625B2 (ja) * 2017-09-08 2023-06-05 メルク パテント ゲーエムベーハー 電子デバイス用材料
KR102827516B1 (ko) * 2019-04-17 2025-07-01 엘지디스플레이 주식회사 유기전계 발광소자
CN112094282B (zh) * 2020-08-03 2023-06-09 浙江工业大学 一种吲哚衍生物-edot类化合物及其制备与应用
CN112079840B (zh) * 2020-08-03 2023-06-27 浙江工业大学 一种吲哚衍生物-噻吩类化合物及其制备与应用
CN112079849B (zh) * 2020-08-14 2023-06-27 浙江工业大学 一种吲哚衍生物-proEDOT类化合物及其制备与应用
CN119318238A (zh) * 2022-06-07 2025-01-14 佳能株式会社 发光组合物、有机发光器件、显示设备、摄像设备、电子器材、照明设备、移动体和有机发光器件的制造方法

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1568303A (zh) * 2002-03-27 2005-01-19 佳能株式会社 低聚芴化合物

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE69834259T2 (de) 1997-03-11 2007-04-26 The Ohio State University Research Foundation, Columbus Bipolare/ac lichtemittierende vorrichtungen mit variabler farbe
JP2002317033A (ja) * 2001-04-19 2002-10-31 Fuji Photo Film Co Ltd 新規重合体、それを利用した発光素子材料および発光素子
RU2202843C2 (ru) * 2001-04-27 2003-04-20 Институт проблем химической физики РАН Полупроводниковый электролюминесцентный источник света с перестраиваемым цветом свечения
AU2002316734A1 (en) * 2001-07-20 2003-03-03 University Of Rochester Light-emitting organic oligomer compositions
JP4100887B2 (ja) 2001-08-14 2008-06-11 キヤノン株式会社 有機発光素子
DE10340711A1 (de) 2003-09-04 2005-04-07 Covion Organic Semiconductors Gmbh Elektronische Vorrichtung enthaltend organische Halbleiter
US20090058269A1 (en) * 2005-06-03 2009-03-05 Go Ono Charge-transporting varnishes containing charge-transporting polymers and organic electroluminescent devices made by using the same
JP4600254B2 (ja) * 2005-11-22 2010-12-15 セイコーエプソン株式会社 発光装置および電子機器
JP5031238B2 (ja) * 2006-02-02 2012-09-19 キヤノン株式会社 フルオレン化合物及びそれを用いた有機発光素子
TW200740955A (en) * 2006-04-20 2007-11-01 Wintek Corp Organic electroluminescent device
JP2007335614A (ja) 2006-06-15 2007-12-27 Canon Inc 有機電界発光素子及び表示装置
JP4827771B2 (ja) * 2007-03-08 2011-11-30 キヤノン株式会社 オリゴフルオレン化合物を用いた有機発光素子及び表示装置

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1568303A (zh) * 2002-03-27 2005-01-19 佳能株式会社 低聚芴化合物

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
Alexander L.Kanibolotsky等人.Synthesis and Properties of Monodisperse.《J.AM.CHEN.SOC》.2004,13695-13702. *
JP特开2002-317033A 2002.10.31
Sean W.Culligan等人.Strongly Polarized and Efficient Blue Organic Light-Emitting Diodes Using Monodisperse Glassy Nematic Oligo(fluorene)s.《ADVANCED MATERIALS》.2003,第15卷(第14期),1176-1180. *
Wen-Yong Lai等人.Monodisperse Six-Armed Triazatruxenes:.《Macromolecules》.2006,第39卷(第11期),3707-3709. *

Also Published As

Publication number Publication date
KR20120058621A (ko) 2012-06-07
EP2193560A4 (en) 2012-02-22
US8642999B2 (en) 2014-02-04
US20100133521A1 (en) 2010-06-03
KR101155944B1 (ko) 2012-06-18
CN101743650A (zh) 2010-06-16
RU2427058C1 (ru) 2011-08-20
EP2193560B1 (en) 2013-11-13
JP2009071222A (ja) 2009-04-02
EP2193560A1 (en) 2010-06-09
KR20110132457A (ko) 2011-12-07
KR101201826B1 (ko) 2012-11-15
JP5196928B2 (ja) 2013-05-15
WO2009038156A1 (en) 2009-03-26
KR20100036328A (ko) 2010-04-07

Similar Documents

Publication Publication Date Title
CN101743650B (zh) 有机发光器件和显示装置
US6506504B1 (en) Light-emitting compound and display device adopting light-emitting compound as color-developing substance
CN105153130B (zh) 三嗪类衍生物电子传输化合物及其有机电致发光器件
US6730419B2 (en) Blue light emitting compound and organic electroluminescent device employing the same as color developing substance
KR20190004382A (ko) 금속 착체 및 유기 발광 소자
WO2004096945A1 (ja) 1,3,6,8−四置換ピレン化合物、有機el素子及び有機elディスプレイ
KR20130113263A (ko) 신규한 유기 전기 발광 소자용 재료 및 이를 포함하는 유기전기발광소자
CN106816544B (zh) 一种可交联双极性有机半导体及其有机发光二极管应用
Wei et al. Synthesis of novel light emitting calix [4] arene derivatives and their luminescent properties
US6337150B1 (en) Light-emitting compound and display device adopting light-emitting compound as color-developing substance
KR100274871B1 (ko) 발광 화합물 및 이를 발색 재료로서 채용하고 있는 표시소자2
CN1820061B (zh) 有机发射半导体和基质的混合物、它们的用途及包括所述材料的电子元件
CN105001229B (zh) 一种具有螺结构的有机电致发光化合物及其器件
KR20070052753A (ko) 백색광 전계 발광 소자
KR100951707B1 (ko) 사이클로헥산을 포함하는 유기광전소자용 재료 및 이를포함하는 유기광전소자
CN108658992A (zh) 一种吲哚并酚嗪化合物及其用途和发光器件
KR100563075B1 (ko) 유기 실리콘 화합물, 이로부터 형성된 발광 화합물 및 이발광 화합물을 발색재료로서 채용하고 있는 표시소자
KR100553734B1 (ko) 유기 실리콘 화합물, 이로부터 형성된 발광 화합물 및 이 발광 화합물을 발색재료로서 채용하고 있는 표시소자
KR100280706B1 (ko) 유기 전자발광소자
CN117642043A (zh) 一种有机电致发光器件及其应用
CN100485012C (zh) 有机电致发光材料与发光组件
Kumchoo Luminescent materials containing pyrene and carbazole for organic light-emitting diode
KR20040005497A (ko) 청색 발광 화합물 및 이를 발광재료로서 채용하고 있는표시소자

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20130213

Termination date: 20180912