TWI455927B - 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置 - Google Patents

咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置 Download PDF

Info

Publication number
TWI455927B
TWI455927B TW102146888A TW102146888A TWI455927B TW I455927 B TWI455927 B TW I455927B TW 102146888 A TW102146888 A TW 102146888A TW 102146888 A TW102146888 A TW 102146888A TW I455927 B TWI455927 B TW I455927B
Authority
TW
Taiwan
Prior art keywords
group
carbazole derivative
carbon atoms
formula
alkyl group
Prior art date
Application number
TW102146888A
Other languages
English (en)
Other versions
TW201412716A (zh
Inventor
Hiroko Nomura
Harue Osaka
Takahiro Ushikubo
Sachiko Kawakami
Satoshi Seo
Satoko Shitagaki
Original Assignee
Semiconductor Energy Lab
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40717765&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=TWI455927(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Semiconductor Energy Lab filed Critical Semiconductor Energy Lab
Publication of TW201412716A publication Critical patent/TW201412716A/zh
Application granted granted Critical
Publication of TWI455927B publication Critical patent/TWI455927B/zh

Links

Classifications

    • 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
    • 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
    • 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
    • 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
    • H10K85/631—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
    • 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
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom

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)
  • Indole Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • General Engineering & Computer Science (AREA)

Claims (7)

  1. 一種通式(1)所示之咔唑衍生物： (式(1)中，α1 表示下述通式(2-1)或(2-4)；α2 、α3 、α4 各表示具有少於或等於13個碳原子的伸芳基；Ar1 表示下述通式(3-4)；Ar2 表示下述通式(3-1)至(3-3)、(3-5)、(3-6)中之任一者；R1 表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者；R2 表示具有1至6個碳原子的烷基、或下述通式(4-7)至(4-9)中之任一者；且，l 為1，m 及n 各自獨立地為0或1) (式(2-1)及(2-4)中，R11 、R12 、R14 、R15 、R21 至R24 、R26 至R29 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者)； (式(3-4)中，R71 、R72 、R74 至R78 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者)； (式(3-1)至(3-3)、(3-5)及(3-6)中，R51 、R52 、R54 至R56 、R61 至R71 、R73 至R78 、R81 至R85 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者；R86 、R87 係分別表示具有1至6個碳原子的烷基、苯基中之任一者；或是R86 與R87 係分別為具有1至6個碳原子的伸烷基、伸苯基中之任一者，且彼此鍵結而形成環；R88 、R89 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者)； (式(4-7)至(4-9)中，R51 、R52 、R54 至R56 、R61 至R70 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者)。
  2. 如申請專利範圍第1項之咔唑衍生物，其中該通式(1)中的α2 至α4 分別為以通式(2-1)至(2-12)表示的任一者， (式中，R11 、R12 、R14 至R16 、R21 至R38 、R41 至R45 、R48 係分別表示氫原子、具有1至6個碳原子的烷基、苯基、聯苯基中之任一者；R46 、R47 係分別表示具有1至6個碳原子的烷基、苯基中之任一者；且，R46 與R47 亦可彼此鍵結而形成環)。
  3. 一種結構式(220)所示之咔唑衍生物：
  4. 一種結構式(343)所示之咔唑衍生物：
  5. 一種結構式(355)所示之咔唑衍生物：
  6. 一種結構式(364)所示之咔唑衍生物：
  7. 一種結構式(366)所示之咔唑衍生物：
TW102146888A 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置 TWI455927B (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007312509 2007-12-03
JP2008129917 2008-05-16

Publications (2)

Publication Number Publication Date
TW201412716A TW201412716A (zh) 2014-04-01
TWI455927B true TWI455927B (zh) 2014-10-11

Family

ID=40717765

Family Applications (4)

Application Number Title Priority Date Filing Date
TW102102873A TWI417284B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置
TW097146672A TWI438191B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置
TW102146888A TWI455927B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置
TW103109037A TWI499586B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置

Family Applications Before (2)

Application Number Title Priority Date Filing Date
TW102102873A TWI417284B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置
TW097146672A TWI438191B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置

Family Applications After (1)

Application Number Title Priority Date Filing Date
TW103109037A TWI499586B (zh) 2007-12-03 2008-12-01 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置

Country Status (7)

Country Link
US (5) US20090160323A1 (zh)
EP (2) EP2225204B1 (zh)
JP (21) JP5268187B2 (zh)
KR (13) KR102252370B1 (zh)
CN (7) CN116375629A (zh)
TW (4) TWI417284B (zh)
WO (1) WO2009072587A1 (zh)

Families Citing this family (82)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2009072587A1 (en) * 2007-12-03 2009-06-11 Semiconductor Energy Laboratory Co., Ltd. Carbazole derivative, and light-emitting element, light-emitting device, and electronic device using carbazole derivative
KR20230067695A (ko) 2008-05-16 2023-05-16 가부시키가이샤 한도오따이 에네루기 켄큐쇼 트리아릴아민 유도체, 발광 물질, 발광 소자, 발광 장치 및 전자 기기
EP2364980B1 (en) 2008-11-25 2017-01-04 Idemitsu Kosan Co., Ltd. Aromatic amine derivative, and organic electroluminescent element
TWI528862B (zh) * 2009-01-21 2016-04-01 半導體能源研究所股份有限公司 發光元件，發光裝置以及電子裝置
JP2010254671A (ja) 2009-03-31 2010-11-11 Semiconductor Energy Lab Co Ltd カルバゾール誘導体、発光素子用材料、発光素子、発光装置、電子機器、及び照明装置
WO2010114021A1 (ja) * 2009-04-01 2010-10-07 出光興産株式会社 有機エレクトロルミネッセンス素子
KR101721711B1 (ko) * 2009-05-29 2017-03-30 가부시키가이샤 한도오따이 에네루기 켄큐쇼 플루오렌 유도체, 발광 소자, 발광 장치, 전자 장치, 및 조명 장치
JP5617202B2 (ja) * 2009-07-24 2014-11-05 三菱化学株式会社 有機化合物、電荷輸送材料、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
KR101732289B1 (ko) 2009-08-19 2017-05-02 이데미쓰 고산 가부시키가이샤 방향족 아민 유도체 및 그것을 이용한 유기 전기발광 소자
KR102055545B1 (ko) * 2009-08-27 2019-12-13 미쯔비시 케미컬 주식회사 모노아민 화합물, 전하 수송 재료, 전하 수송막용 조성물, 유기 전계 발광 소자, 유기 ｅｌ 표시 장치 및 유기 ｅｌ 조명
JP2011088887A (ja) * 2009-09-22 2011-05-06 Semiconductor Energy Lab Co Ltd ハロゲン化ジアリールアミン化合物、およびその合成方法
JP2011139044A (ja) * 2009-12-01 2011-07-14 Semiconductor Energy Lab Co Ltd 発光素子、発光装置、電子機器、および照明装置
KR102132588B1 (ko) 2010-09-10 2020-07-10 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자 및 전자기기
JP5623996B2 (ja) 2010-09-21 2014-11-12 株式会社半導体エネルギー研究所 カルバゾール誘導体
JP5872861B2 (ja) 2010-11-30 2016-03-01 株式会社半導体エネルギー研究所 カルバゾール化合物
JP5969216B2 (ja) * 2011-02-11 2016-08-17 株式会社半導体エネルギー研究所 発光素子、表示装置、照明装置、及びこれらの作製方法
CN116056479A (zh) 2011-02-16 2023-05-02 株式会社半导体能源研究所 发光元件
KR102670436B1 (ko) 2011-02-16 2024-05-28 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자
KR102112967B1 (ko) 2011-03-23 2020-05-19 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자
KR102479832B1 (ko) * 2011-04-07 2022-12-22 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자
WO2013060418A1 (en) 2011-10-27 2013-05-02 Merck Patent Gmbh Materials for electronic devices
CN102516295A (zh) * 2011-11-01 2012-06-27 黑龙江大学 芴基芳香膦氧化合物及其制备方法和应用
KR20130078466A (ko) * 2011-12-30 2013-07-10 삼성디스플레이 주식회사 녹색 유기 발광 소자 및 이를 포함하는 평판 표시 장치
WO2013118846A1 (ja) 2012-02-10 2013-08-15 出光興産株式会社 芳香族アミン誘導体、有機エレクトロルミネッセンス素子及び電子機器
WO2013129836A1 (ko) * 2012-02-27 2013-09-06 주식회사 엘지화학 유기 발광 소자
US9054323B2 (en) * 2012-03-15 2015-06-09 Universal Display Corporation Secondary hole transporting layer with diarylamino-phenyl-carbazole compounds
DE102012102910B4 (de) * 2012-04-03 2016-09-22 Novaled Ag Vertikaler organischer Transistor und Verfahren zum Herstellen
KR102198635B1 (ko) 2012-04-20 2021-01-05 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기 화합물, 발광 소자, 발광 장치, 전자 기기, 및 조명 장치
CN102702075A (zh) * 2012-06-13 2012-10-03 吉林奥来德光电材料股份有限公司 含有三芳胺结构的有机电致发光材料及制备方法和应用
DE112013007830B4 (de) * 2012-08-03 2024-07-04 Semiconductor Energy Laboratory Co., Ltd. Lichtemittierendes Element, lichtemittierende Vorrichtung und Beleuchtungsvorrichtung
JP2014043437A (ja) * 2012-08-03 2014-03-13 Semiconductor Energy Lab Co Ltd 有機化合物、発光素子、発光装置、電子機器、及び照明装置
KR20140038886A (ko) * 2012-09-21 2014-03-31 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자
KR20140071897A (ko) * 2012-11-26 2014-06-12 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자, 발광 장치, 전자 기기, 및 조명 장치
US9172047B2 (en) 2012-11-30 2015-10-27 Samsung Display Co., Ltd. Hole transport material for organic electroluminescence device and organic electroluminescence device using the same
KR101684979B1 (ko) 2012-12-31 2016-12-09 제일모직 주식회사 유기광전자소자 및 이를 포함하는 표시장치
US9496503B2 (en) 2013-03-25 2016-11-15 Semiconductor Energy Laboratory Co., Ltd. Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
KR102399864B1 (ko) 2013-03-26 2022-05-20 가부시키가이샤 한도오따이 에네루기 켄큐쇼 유기 화합물, 발광 소자, 발광 장치, 표시 장치, 전자 기기 및 조명 장치
KR20150022529A (ko) * 2013-08-23 2015-03-04 삼성디스플레이 주식회사 유기 발광 소자
KR102194819B1 (ko) 2013-08-27 2020-12-24 삼성디스플레이 주식회사 유기 발광 소자
KR102082668B1 (ko) * 2013-11-14 2020-02-28 덕산네오룩스 주식회사 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
KR102109484B1 (ko) * 2013-11-21 2020-05-12 덕산네오룩스 주식회사 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치
KR102253438B1 (ko) 2014-03-26 2021-05-20 삼성디스플레이 주식회사 아민계 화합물 및 이를 포함한 유기 발광 소자
KR20150115622A (ko) 2014-04-04 2015-10-14 주식회사 엘지화학 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자
KR101537499B1 (ko) 2014-04-04 2015-07-16 주식회사 엘지화학 유기 발광 소자
KR101542714B1 (ko) 2014-04-04 2015-08-12 주식회사 엘지화학 헤테로고리 화합물 및 이를 포함하는 유기 발광 소자
KR101537500B1 (ko) 2014-04-04 2015-07-20 주식회사 엘지화학 유기 발광 소자
KR102244071B1 (ko) * 2014-05-02 2021-04-26 삼성디스플레이 주식회사 유기 발광 소자
KR101931250B1 (ko) * 2014-05-13 2018-12-20 제일모직 주식회사 화합물, 이를 포함하는 유기 광전자 소자 및 표시장치
JP2017518281A (ja) * 2014-05-14 2017-07-06 プレジデント アンド フェローズ オブ ハーバード カレッジ 有機発光ダイオード材料
US10749118B2 (en) 2014-06-26 2020-08-18 Samsung Display Co., Ltd. Heterocyclic compound and organic light-emitting device including the same
EP3029023A4 (en) * 2014-07-11 2017-01-18 Idemitsu Kosan Co., Ltd Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device
DE102015213426B4 (de) 2014-07-25 2022-05-05 Semiconductor Energy Laboratory Co.,Ltd. Licht emittierendes Element, Licht emittierende Vorrichtung, elekronisches Gerät, Beleuchtungsvorrichtung und organische Verbindung
KR101649564B1 (ko) * 2014-08-12 2016-08-19 (주)아이씨비 정공층용 플루오렌-카바졸 화합물의 제조방법
KR101649566B1 (ko) * 2014-08-12 2016-08-19 (주)아이씨비 정공층용 플루오렌-카바졸 화합물 및 이를 포함하는 유기전계 소자
KR101835501B1 (ko) * 2014-08-13 2018-03-07 삼성에스디아이 주식회사 유기 광전자 소자 및 표시장치
WO2016026122A1 (en) * 2014-08-21 2016-02-25 Dow Global Technologies Llc Benzocyclobutenes derived compositions, and electronic devices containing the same
KR101641781B1 (ko) 2014-09-12 2016-07-21 주식회사 엘지화학 유기 발광 소자
KR101803599B1 (ko) * 2014-09-12 2017-12-01 주식회사 엘지화학 유기 발광 소자
KR102330221B1 (ko) 2014-11-05 2021-11-25 삼성디스플레이 주식회사 유기 발광 소자 및 이를 포함하는 표시 장치
KR102349284B1 (ko) 2014-12-30 2022-01-11 삼성디스플레이 주식회사 아민계 화합물 및 이를 포함한 유기 발광 소자
JP6534853B2 (ja) * 2015-04-21 2019-06-26 三星ディスプレイ株式會社Ｓａｍｓｕｎｇ Ｄｉｓｐｌａｙ Ｃｏ．，Ｌｔｄ． 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およびその製造方法
US11895909B2 (en) * 2015-04-29 2024-02-06 Samsung Display Co., Ltd. Organic light-emitting device
JP6692126B2 (ja) * 2015-06-03 2020-05-13 三星ディスプレイ株式會社Ｓａｍｓｕｎｇ Ｄｉｓｐｌａｙ Ｃｏ．，Ｌｔｄ． 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
KR20240047495A (ko) * 2015-07-21 2024-04-12 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 소자, 표시 장치, 전자 기기, 및 조명 장치
TWI804457B (zh) 2015-07-23 2023-06-11 日商半導體能源研究所股份有限公司 發光元件，顯示裝置，電子裝置，以及照明裝置
KR101984244B1 (ko) * 2015-09-09 2019-05-30 삼성에스디아이 주식회사 유기 화합물, 유기 광전자 소자 및 표시 장치
EP3150604B1 (en) 2015-10-01 2021-07-14 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolylyl groups, carbazolyl groups, benzofurane groups or benzothiophene groups for organic light emitting diodes
US20180269407A1 (en) 2015-10-01 2018-09-20 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying triazine groups for organic light emitting diodes
TWI560171B (en) * 2015-10-16 2016-12-01 Tetrahedron Technology Corp Organic electroluminescent devices and material thereof
KR102595922B1 (ko) * 2015-12-22 2023-10-31 삼성디스플레이 주식회사 카바졸계 화합물 및 이를 포함한 유기 발광 소자
KR102528297B1 (ko) * 2015-12-28 2023-05-04 삼성디스플레이 주식회사 화합물 및 이를 포함하는 유기 발광 소자
KR102044057B1 (ko) * 2016-04-28 2019-11-12 주식회사 엘지화학 유기 발광 소자
KR102220220B1 (ko) * 2017-06-14 2021-02-24 솔루스첨단소재 주식회사 유기 화합물 및 이를 포함하는 유기 전계 발광 소자
KR101869842B1 (ko) * 2017-06-14 2018-06-21 제일모직 주식회사 유기광전자소자용 화합물, 이를 포함하는 유기발광소자 및 상기 유기발광소자를 포함하는 표시장치
KR102129952B1 (ko) * 2017-07-10 2020-07-03 삼성에스디아이 주식회사 유기 광전자 소자용 화합물, 유기 광전자 소자용 조성물, 유기 광전자 소자 및 표시 장치
KR20190140233A (ko) 2018-06-11 2019-12-19 엘지디스플레이 주식회사 유기발광 화합물 및 이를 포함하는 유기발광소자
KR20210056259A (ko) 2019-11-08 2021-05-18 가부시키가이샤 한도오따이 에네루기 켄큐쇼 발광 장치, 전자 기기, 및 조명 장치
CN116583514A (zh) * 2021-02-24 2023-08-11 株式会社Lg化学 化合物及包含其的有机发光器件
KR20220144978A (ko) 2021-04-21 2022-10-28 전귀숙 양면 활용 학습용 보드게임카드 및 이를 포함한 양면 활용 학습용 보드게임카드 세트
US20230146354A1 (en) 2021-08-20 2023-05-11 Semiconductor Energy Laboratory Co., Ltd. Light-emitting device, light-emitting apparatus, organic compound, electronic appliance, and lighting device
US20230124044A1 (en) 2021-08-31 2023-04-20 Semiconductor Energy Laboratory Co., Ltd. Light-emitting device, light-emitting apparatus, electronic appliance, and lighting device
CN117343078A (zh) 2021-11-25 2024-01-05 北京夏禾科技有限公司 有机电致发光材料和器件

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6314156A (ja) * 1986-07-07 1988-01-21 Canon Inc 電子写真感光体
JPH09310066A (ja) * 1996-05-23 1997-12-02 Idemitsu Kosan Co Ltd 有機電界発光素子
US20050225235A1 (en) * 2004-03-19 2005-10-13 Kim Ji E Materials for injecting or transporting holes and organic electroluminescence devices using the same

Family Cites Families (78)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5817470B2 (ja) 1975-11-29 1983-04-07 住友化学工業株式会社 シンキナモルホリンユウドウタイノシンキセイゾウホウ
JPS5825714B2 (ja) 1975-12-03 1983-05-28 三井造船株式会社 ネンリヨウガスセイゾウホウホウ
JPS5268202A (en) 1975-12-05 1977-06-06 Mitsubishi Chem Ind Ltd Coke oven having denitration means
JPS5785290A (en) 1980-11-17 1982-05-27 Fujitsu Ltd Method of producing ceramic printed board
US5061569A (en) * 1990-07-26 1991-10-29 Eastman Kodak Company Electroluminescent device with organic electroluminescent medium
JP3824385B2 (ja) * 1996-08-02 2006-09-20 三井化学株式会社 有機電界発光素子
JP3801330B2 (ja) * 1997-11-28 2006-07-26 三井化学株式会社 有機エレクトロルミネッセンス素子
JP4542646B2 (ja) * 1998-09-09 2010-09-15 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フェニレンジアミン誘導体
KR100837029B1 (ko) 1998-09-09 2008-06-10 이데미쓰 고산 가부시키가이샤 유기 전자발광 소자 및 페닐렌디아민 유도체
JP4799717B2 (ja) * 1999-05-24 2011-10-26 三井化学株式会社 アミン化合物
JP4770033B2 (ja) 2001-02-13 2011-09-07 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
JP2003055320A (ja) * 2001-08-16 2003-02-26 Idemitsu Kosan Co Ltd 芳香族ジアミン誘導体の製造方法
JP2003075955A (ja) 2001-09-03 2003-03-12 Konica Corp 銀色調を改良した光熱写真画像形成材料
JP4477803B2 (ja) * 2001-09-19 2010-06-09 三井化学株式会社 アミン化合物および該化合物を含有する有機電界発光素子
US6760365B2 (en) * 2001-10-11 2004-07-06 Interdigital Technology Corporation Acquisition circuit for low chip rate option for mobile telecommunication system
JP3823312B2 (ja) 2001-10-18 2006-09-20 日本電気株式会社 有機薄膜トランジスタ
JP2003238501A (ja) * 2002-02-18 2003-08-27 Idemitsu Kosan Co Ltd 芳香族オリゴアミン誘導体およびそれを含有する有機エレクトロルミネッセンス素子
US20030230980A1 (en) 2002-06-18 2003-12-18 Forrest Stephen R Very low voltage, high efficiency phosphorescent oled in a p-i-n structure
US7232617B2 (en) * 2003-02-04 2007-06-19 Cityu Research Limited Electroluminescent devices
DE102004001865A1 (de) * 2003-05-08 2004-12-16 Siemens Ag Nicht konjugierte polymere perarylierte Borane, deren Verwendung als organisch halbleitende Emitter und/oder Transportmaterialien, Verfahren zu deren Herstellung und Anwendungen davon
EP1620492B9 (de) 2003-05-08 2009-11-04 OSRAM Opto Semiconductors GmbH Nicht konjugierte polymere perarylierte borane, deren verwendung als organisch halbleitende emitter und/oder transportmaterialien, verfahren zu deren herstellung und anwendungen davon
US7220603B2 (en) * 2003-09-19 2007-05-22 Semiconductor Energy Laboratory Co., Ltd. Method for manufacturing display device and manufacturing apparatus
JP4476594B2 (ja) * 2003-10-17 2010-06-09 淳二 城戸 有機エレクトロルミネッセント素子
JP4251140B2 (ja) * 2004-02-18 2009-04-08 パナソニック株式会社 誘導加熱調理器
KR20050118098A (ko) * 2004-03-19 2005-12-15 주식회사 엘지화학 새로운 정공 주입 또는 수송용 물질 및 이를 이용한 유기발광 소자
JP4396828B2 (ja) * 2004-03-22 2010-01-13 東北パイオニア株式会社 有機ｅｌパネル及びその形成方法
KR100787425B1 (ko) 2004-11-29 2007-12-26 삼성에스디아이 주식회사 페닐카바졸계 화합물 및 이를 이용한 유기 전계 발광 소자
US8188315B2 (en) * 2004-04-02 2012-05-29 Samsung Mobile Display Co., Ltd. Organic light emitting device and flat panel display device comprising the same
KR100573137B1 (ko) * 2004-04-02 2006-04-24 삼성에스디아이 주식회사 플루오렌계 화합물 및 이를 이용한 유기 전계 발광 소자
KR100846586B1 (ko) 2006-05-29 2008-07-16 삼성에스디아이 주식회사 유기 발광 소자 및 이를 구비한 평판 표시 장치
KR100669716B1 (ko) 2004-07-14 2007-01-16 삼성에스디아이 주식회사 페닐카르바졸 화합물 및 이를 이용한 유기 전계 발광 소자
KR20070068419A (ko) 2004-10-29 2007-06-29 이데미쓰 고산 가부시키가이샤 방향족 아민 화합물 및 이를 이용한 유기 전기발광 소자
US8021765B2 (en) 2004-11-29 2011-09-20 Samsung Mobile Display Co., Ltd. Phenylcarbazole-based compound and organic electroluminescent device employing the same
US7075231B1 (en) * 2005-01-03 2006-07-11 Eastman Kodak Company Tandem OLEDs having low drive voltage
JPWO2006120859A1 (ja) * 2005-05-09 2008-12-18 出光興産株式会社 新規有機エレクトロルミネッセンス材料、それを用いた有機エレクトロルミネッセンス素子及び有機エレクトロルミネッセンス用薄膜形成溶液
DE102005023437A1 (de) 2005-05-20 2006-11-30 Merck Patent Gmbh Verbindungen für organische elektronische Vorrichtungen
JP2007015933A (ja) 2005-07-05 2007-01-25 Sony Corp アントラセン誘導体の合成方法、有機電界発光素子、および表示装置
JP2007045816A (ja) * 2005-07-14 2007-02-22 Semiconductor Energy Lab Co Ltd カルバゾール誘導体、及びそれを用いて得られた発光素子用材料、発光素子、電子機器
EP1917243B1 (en) * 2005-07-14 2012-02-15 Semiconductor Energy Laboratory Co., Ltd. Carbazole derivative, and light emitting element material, light emitting element, and electronic appliance obtained using the same
US7972387B2 (en) 2005-08-11 2011-07-05 L'oreal S.A. Composition for dyeing keratin fibers comprising at least one oxidation base and a polyoxyethylenated sorbitan ester
FR2889660B1 (fr) * 2005-08-11 2007-10-19 Oreal Composition de coloration des fibres keratiniques comprenant au moins une base d'oxydation et un ester de sorbitan polyoxyethylene particulier
JP4893173B2 (ja) 2005-09-13 2012-03-07 三菱化学株式会社 有機電界発光素子用組成物及び有機電界発光素子
CN101273008A (zh) * 2005-09-30 2008-09-24 株式会社半导体能源研究所 螺芴衍生物,发光元件用材料,发光元件,发光设备和电子设备
JP5019837B2 (ja) * 2005-09-30 2012-09-05 株式会社半導体エネルギー研究所 スピロフルオレン誘導体、発光素子用材料、発光素子、発光装置及び電子機器
EP1950194A1 (en) 2005-11-16 2008-07-30 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element using the same
US20070145888A1 (en) * 2005-11-16 2007-06-28 Idemitsu Kosan Co., Ltd. Aromatic amine derivatives and organic electroluminescence device using the same
CN101326165B (zh) * 2005-12-12 2013-08-07 保土谷化学工业株式会社 间咔唑基苯基化合物
JP4653061B2 (ja) 2005-12-20 2011-03-16 キヤノン株式会社 アミン化合物および有機発光素子および青色有機発光素子
US7968904B2 (en) 2006-02-06 2011-06-28 Fujifilm Corporation Organic electroluminescence device
JP5063007B2 (ja) 2006-02-06 2012-10-31 富士フイルム株式会社 有機電界発光素子
US20070215889A1 (en) * 2006-03-20 2007-09-20 Semiconductor Energy Laboratory Co., Ltd. Aromatic amine compound, and light-emitting element, light-emitting device, and electronic appliance using the aromatic amine compound
WO2007108403A1 (en) 2006-03-21 2007-09-27 Semiconductor Energy Laboratory Co., Ltd. Quinoxaline derivative, and light-emitting element, light-emitting device, electronic device using the quinoxaline derivative
JP5063155B2 (ja) * 2006-03-21 2012-10-31 株式会社半導体エネルギー研究所 キノキサリン誘導体、およびキノキサリン誘導体を用いた発光素子、発光装置、電子機器
JP2007258526A (ja) 2006-03-24 2007-10-04 Konica Minolta Holdings Inc 有機エレクトロルミネッセンス素子、及び有機エレクトロルミネッセンスディスプレイ
US7638207B2 (en) 2006-03-30 2009-12-29 Eastman Kodak Company OLED device with improved efficiency and lifetime
EP2031670B1 (en) 2006-06-22 2013-11-27 Idemitsu Kosan Co., Ltd. Organic electroluminescent device employing heterocycle-containing arylamine derivative
JP2008062636A (ja) * 2006-09-06 2008-03-21 K Planning:Kk 紙片バインダー用リング及びこの紙片バインダー用リングを用いた卓上カレンダー並びに捲り式卓上帳
WO2008062636A1 (en) * 2006-11-24 2008-05-29 Idemitsu Kosan Co., Ltd. Aromatic amine derivative and organic electroluminescent element using the same
JP5121848B2 (ja) * 2006-12-08 2013-01-16 エージェンシー フォー サイエンス， テクノロジー アンド リサーチ アリールアミン化合物および電子素子
US7723722B2 (en) * 2007-03-23 2010-05-25 Semiconductor Energy Laboratory Co., Ltd. Organic compound, anthracene derivative, and light-emitting element, light-emitting device, and electronic device using anthracene derivative
US7816859B2 (en) * 2007-04-30 2010-10-19 Global Oled Technology Llc White light tandem OLED
DE102007032001B4 (de) * 2007-07-09 2009-02-19 Carl Zeiss Vision Gmbh Vorrichtung und Verfahren zur Bestimmung der erforderlichen Korrektur der Fehlsichtigkeit eines Auges
KR101002733B1 (ko) * 2007-09-14 2010-12-21 제일모직주식회사 유기 화합물, 및 이를 포함하는 유기광전소자
US8106391B2 (en) * 2007-09-28 2012-01-31 Idemitsu Kosan Co., Ltd. Organic EL device
KR100948965B1 (ko) * 2007-10-25 2010-03-23 주식회사 하나화인켐 유기 발광 화합물 및 이를 구비한 유기 발광 소자
JP2009120582A (ja) * 2007-10-26 2009-06-04 Toyo Ink Mfg Co Ltd カルバゾリル基を有する化合物およびその用途
KR20090048299A (ko) * 2007-11-08 2009-05-13 주식회사 엘지화학 새로운 유기 발광 소자 재료 및 이를 이용한 유기 발광소자
WO2009061145A1 (en) * 2007-11-08 2009-05-14 Lg Chem, Ltd. New compound and organic light emitting device using the same
JP2009130142A (ja) * 2007-11-22 2009-06-11 Idemitsu Kosan Co Ltd 有機ｅｌ素子、および、有機ｅｌ材料含有溶液
KR20100106414A (ko) 2007-11-22 2010-10-01 이데미쓰 고산 가부시키가이샤 유기 ｅｌ 소자
WO2009072587A1 (en) * 2007-12-03 2009-06-11 Semiconductor Energy Laboratory Co., Ltd. Carbazole derivative, and light-emitting element, light-emitting device, and electronic device using carbazole derivative
KR20090112137A (ko) * 2008-04-23 2009-10-28 주식회사 이엘엠 유기 전기 발광 조성물 및 이를 포함하는 유기 전기 발광소자
KR20230067695A (ko) * 2008-05-16 2023-05-16 가부시키가이샤 한도오따이 에네루기 켄큐쇼 트리아릴아민 유도체, 발광 물질, 발광 소자, 발광 장치 및 전자 기기
WO2014163228A1 (ko) * 2013-04-04 2014-10-09 (주)피엔에이치테크 새로운 유기전계발광소자용 화합물 및 그를 포함하는 유기전계발광소자
US10151751B2 (en) * 2013-12-18 2018-12-11 Asahi Kasei Kabushiki Kaisha Method for detecting Staphylococcus contained in milk
JP2015153864A (ja) 2014-02-13 2015-08-24 国立大学法人山形大学 有機膜及びこれを用いた有機電子デバイス
JP6990996B2 (ja) 2017-06-01 2022-02-03 日本放送協会 有機エレクトロルミネッセンス素子、表示装置、照明装置
WO2018101492A2 (ja) * 2018-03-19 2018-06-07 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

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6314156A (ja) * 1986-07-07 1988-01-21 Canon Inc 電子写真感光体
JPH09310066A (ja) * 1996-05-23 1997-12-02 Idemitsu Kosan Co Ltd 有機電界発光素子
US20050225235A1 (en) * 2004-03-19 2005-10-13 Kim Ji E Materials for injecting or transporting holes and organic electroluminescence devices using the same

Also Published As

Publication number Publication date
EP2225204A4 (en) 2012-10-31
TW201412716A (zh) 2014-04-01
JP2022023112A (ja) 2022-02-07
EP2225204B1 (en) 2014-04-23
JP6463547B1 (ja) 2019-02-06
JP6625777B2 (ja) 2019-12-25
CN101952250A (zh) 2011-01-19
KR20180132164A (ko) 2018-12-11
CN101952250B (zh) 2014-11-26
US20190040009A1 (en) 2019-02-07
CN104387314B (zh) 2018-09-21
JP2019110315A (ja) 2019-07-04
TW201319043A (zh) 2013-05-16
JP6585268B2 (ja) 2019-10-02
JP5268187B2 (ja) 2013-08-21
CN111187199B (zh) 2023-07-21
JP6522190B2 (ja) 2019-05-29
KR102127998B1 (ko) 2020-06-29
JP2019019138A (ja) 2019-02-07
JP5785290B2 (ja) 2015-09-30
JP2023002593A (ja) 2023-01-10
CN107253929A (zh) 2017-10-17
KR20100099250A (ko) 2010-09-10
US20200148640A1 (en) 2020-05-14
JP2019135257A (ja) 2019-08-15
KR20160027225A (ko) 2016-03-09
KR102340209B1 (ko) 2021-12-17
KR20210016093A (ko) 2021-02-10
KR101930231B1 (ko) 2018-12-18
TWI417284B (zh) 2013-12-01
KR102059908B1 (ko) 2019-12-27
TWI499586B (zh) 2015-09-11
KR101597994B1 (ko) 2016-02-26
JP2014133748A (ja) 2014-07-24
JP7155374B2 (ja) 2022-10-18
JP2013091647A (ja) 2013-05-16
CN103274990B (zh) 2015-03-11
JP2009298767A (ja) 2009-12-24
KR20190141806A (ko) 2019-12-24
CN107253929B (zh) 2020-10-16
KR20140106740A (ko) 2014-09-03
CN116375629A (zh) 2023-07-04
JP6869421B1 (ja) 2021-05-12
KR20180040740A (ko) 2018-04-20
JP2016204384A (ja) 2016-12-08
EP2757094A1 (en) 2014-07-23
JP6316356B2 (ja) 2018-04-25
JP5993503B2 (ja) 2016-09-14
KR102252370B1 (ko) 2021-05-14
US20090160323A1 (en) 2009-06-25
JP2019019137A (ja) 2019-02-07
CN116375628A (zh) 2023-07-04
JP2021107416A (ja) 2021-07-29
JP2024052816A (ja) 2024-04-12
JP2020178126A (ja) 2020-10-29
JP2012097091A (ja) 2012-05-24
EP2225204A1 (en) 2010-09-08
CN111187199A (zh) 2020-05-22
JP2019033290A (ja) 2019-02-28
JP2020158528A (ja) 2020-10-01
JP2013201439A (ja) 2013-10-03
TWI438191B (zh) 2014-05-21
CN104387314A (zh) 2015-03-04
JP6959405B2 (ja) 2021-11-02
KR20170020544A (ko) 2017-02-22
KR20210153765A (ko) 2021-12-17
JP5268208B2 (ja) 2013-08-21
TW201422584A (zh) 2014-06-16
KR102022839B1 (ko) 2019-09-20
JP6783409B2 (ja) 2020-11-11
US20220388958A1 (en) 2022-12-08
WO2009072587A1 (en) 2009-06-11
CN103274990A (zh) 2013-09-04
JP2018115198A (ja) 2018-07-26
KR102563248B1 (ko) 2023-08-04
JP5268202B2 (ja) 2013-08-21
KR20190142435A (ko) 2019-12-26
JP7443452B2 (ja) 2024-03-05
JP2021073640A (ja) 2021-05-13
TW200946501A (en) 2009-11-16
US20180009751A1 (en) 2018-01-11
KR20190019224A (ko) 2019-02-26
JP2019033289A (ja) 2019-02-28
US10556864B2 (en) 2020-02-11
JP2015228507A (ja) 2015-12-17
KR20130058086A (ko) 2013-06-03
JP5512859B2 (ja) 2014-06-04
KR20230119034A (ko) 2023-08-14

Similar Documents

Publication Publication Date Title
TWI455927B (zh) 咔唑衍生物，及使用咔唑衍生物之發光元件，發光裝置，和電子裝置
JP2009526034A5 (zh)
JP2009532878A5 (zh)
JP2007284431A5 (ja) 芳香族アミン化合物
JP2010083862A5 (zh)
AR050364A1 (es) Derivados de sulfonamidas, su preparacion y su aplicacion en terapeutica
JP2008530102A5 (zh)
AR072752A1 (es) Derivados heterociclicos biciclic os y sus metodos de uso
EP3074393A1 (en) Processes for preparing dihydropyrimidine derivatives and intermediates thereof
JP2011154353A5 (zh)
BRPI0909415A2 (pt) derivados poli-substituídos de 2-aril -6-fenil-imidazo [1,2-a] piridinas poli-substituídos, o respectivo preparo e a prespectiva aplicação em terapêutica
JP2009516698A5 (zh)
JP2007016214A5 (zh)
JP2009518365A5 (zh)
AR053713A1 (es) Compuestos heterociclicos y sus usos como agentes terapeuticos
JP2008519084A5 (zh)
JP2011506566A5 (zh)
EA201071012A1 (ru) Производные азетидинов, способ их получения и применение их в терапии
JP2013060411A5 (ja) カルバゾール化合物
JP2010254679A5 (ja) トリアゾール誘導体、発光素子、及び発光装置
JP2010530873A5 (zh)
JP2012121883A5 (ja) オキサジアゾール誘導体
ZA201002139B (en) New compounds as adenosine a1 receptor antagonists
JP2013511511A5 (zh)
MX2010009092A (es) Nuevos derivados de 3-aminoalquil-1,3-dihidro-2h-indol-2-ona, su preparacion y su aplicacion en terapeutica.