JP5615178B2 - 架橋カルベンリガンドを有する遷移金属錯体およびｏｌｅｄにおけるその使用 - Google Patents

架橋カルベンリガンドを有する遷移金属錯体およびｏｌｅｄにおけるその使用 Download PDF

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JP5615178B2
JP5615178B2 JP2010529402A JP2010529402A JP5615178B2 JP 5615178 B2 JP5615178 B2 JP 5615178B2 JP 2010529402 A JP2010529402 A JP 2010529402A JP 2010529402 A JP2010529402 A JP 2010529402A JP 5615178 B2 JP5615178 B2 JP 5615178B2
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group
carbene
formula
alkyl
substituted
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JP2011500644A5 (enExample
JP2011500644A (ja
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モルト オリヴァー
モルト オリヴァー
レナルツ クリスティアン
レナルツ クリスティアン
フックス エヴェリン
フックス エヴェリン
カーレ クラウス
カーレ クラウス
ランガー ニコル
ランガー ニコル
シルトクネヒト クリスティアン
シルトクネヒト クリスティアン
ルドルフ イェンス
ルドルフ イェンス
ヴァーゲンブラスト ゲーアハルト
ヴァーゲンブラスト ゲーアハルト
惣一 渡部
惣一 渡部
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BASF SE
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BASF SE
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    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0033—Iridium compounds
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/12—Light sources with substantially two-dimensional radiating surfaces
    • H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
    • 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
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • 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
    • 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
    • C09K2211/18—Metal complexes
    • C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Electroluminescent Light Sources (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
JP2010529402A 2007-10-17 2008-10-17 架橋カルベンリガンドを有する遷移金属錯体およびｏｌｅｄにおけるその使用 Active JP5615178B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
EP07118675 2007-10-17
EP07118675.3 2007-10-17
EP08153303 2008-03-26
EP08153303.6 2008-03-26
PCT/EP2008/064064 WO2009050281A1 (de) 2007-10-17 2008-10-17 Übergangsmetallkomplexe mit verbrückten carbenliganden und deren verwendung in oleds

Publications (3)

Publication Number Publication Date
JP2011500644A JP2011500644A (ja) 2011-01-06
JP2011500644A5 JP2011500644A5 (enExample) 2011-12-01
JP5615178B2 true JP5615178B2 (ja) 2014-10-29

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JP2010529402A Active JP5615178B2 (ja) 2007-10-17 2008-10-17 架橋カルベンリガンドを有する遷移金属錯体およびｏｌｅｄにおけるその使用

Country Status (7)

Country Link
US (1) US8258297B2 (enExample)
EP (1) EP2205615B1 (enExample)
JP (1) JP5615178B2 (enExample)
KR (1) KR101612135B1 (enExample)
CN (1) CN101896493B (enExample)
AT (1) ATE554095T1 (enExample)
WO (1) WO2009050281A1 (enExample)

Families Citing this family (138)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1981898B2 (en) * 2006-02-10 2019-04-10 Universal Display Corporation Metal complexes of imidazo[1,2-f]phenanthridine ligands for use in OLED devices
KR101741778B1 (ko) * 2007-10-17 2017-05-31 유디씨 아일랜드 리미티드 가교된 카르벤 리간드를 포함하는 전이 금속 착물 및 이의 용도
EP2493906B1 (de) 2009-10-28 2015-10-21 Basf Se Heteroleptische carben-komplexe und deren verwendung in der organischen elektronik
JP2013201153A (ja) 2010-06-08 2013-10-03 Idemitsu Kosan Co Ltd 有機エレクトロルミネッセンス素子
JP2013200939A (ja) 2010-06-08 2013-10-03 Idemitsu Kosan Co Ltd 有機エレクトロルミネッセンス素子
US9067919B2 (en) 2010-07-08 2015-06-30 Basf Se Use of dibenzofurans and dibenzothiophenes substituted by nitrogen-bonded five-membered heterocyclic rings in organic electronics
WO2012017842A1 (en) * 2010-08-02 2012-02-09 Semiconductor Energy Laboratory Co., Ltd. Triazole derivative, heterocyclic compound, light-emitting element, light-emitting device, electronic device and lighting device
US9806270B2 (en) 2011-03-25 2017-10-31 Udc Ireland Limited 4H-imidazo[1,2-a]imidazoles for electronic applications
EP3034508B1 (en) 2011-03-25 2019-12-04 UDC Ireland Limited 4h-imidazo[1,2-a]imidazoles for electronic applications
EP2776443B1 (en) 2011-11-10 2016-02-03 Basf Se 4h-imidazo[1,2-a]imidazoles for electronic applications
JP6231561B2 (ja) 2012-07-10 2017-11-15 ユー・ディー・シー アイルランド リミテッド 電子用途のためのベンズイミダゾ［１，２−ａ］ベンズイミダゾール誘導体
JP6560120B2 (ja) 2012-08-02 2019-08-14 エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ Ｅｃｌ製造用の新規ビス−イリジウム錯体
CA2879089C (en) 2012-08-02 2019-11-12 F. Hoffmann-La Roche Ag Iridium-based complexes for ecl
JP2015526427A (ja) 2012-08-02 2015-09-10 エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ Ｅｃｌ用の新規イリジウムベース錯体
JP2015530978A (ja) 2012-08-02 2015-10-29 エフ．ホフマン−ラ ロシュ アーゲーＦ． Ｈｏｆｆｍａｎｎ−Ｌａ Ｒｏｃｈｅ Ａｋｔｉｅｎｇｅｓｅｌｌｓｃｈａｆｔ Ｅｃｌ用の新規イリジウムベース錯体
CA2879221C (en) 2012-08-02 2021-05-04 F. Hoffmann-La Roche Ag Iridium-based complexes for ecl
EP2897959B1 (en) 2012-09-20 2017-12-20 UDC Ireland Limited Azadibenzofurans for electronic applications
US10374172B2 (en) 2013-03-20 2019-08-06 Udc Ireland Limited Azabenzimidazole carbene complexes as efficiency booster in OLEDs
JP6206485B2 (ja) * 2013-03-29 2017-10-04 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用金属錯体組成物、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
TWI736512B (zh) 2013-07-02 2021-08-21 愛爾蘭商Ｕｄｃ愛爾蘭責任有限公司 用於有機發光二極體之單取代二氮雜苯并咪唑碳烯金屬錯合物
WO2015014835A1 (en) 2013-07-31 2015-02-05 Basf Se Luminescent diazabenzimidazole carbene metal complexes
EP3063153B1 (en) 2013-10-31 2018-03-07 Idemitsu Kosan Co., Ltd. Azadibenzothiophenes for electronic applications
US10347851B2 (en) 2013-12-20 2019-07-09 Udc Ireland Limited Highly efficient OLED devices with very short decay times
KR102330660B1 (ko) 2014-03-31 2021-11-24 유디씨 아일랜드 리미티드 o-치환된 비-사이클로메탈화 아릴 그룹을 갖는 카르벤 리간드를 포함하는 금속 착체 및 유기 발광 다이오드에서의 이의 용도
US9768397B2 (en) * 2014-03-31 2017-09-19 Commonwealth Scientific And Industrial Research Organisation Phenylenediamine compounds for phosphorescent diazaborole metal complexes
EP3174885B1 (en) 2014-07-28 2019-10-02 Idemitsu Kosan Co., Ltd. 2,9-functionalized benzimidazolo[1,2-a]benzimidazoles as hosts for organic light emitting diodes (oleds)
EP2982676B1 (en) 2014-08-07 2018-04-11 Idemitsu Kosan Co., Ltd. Benzimidazo[2,1-B]benzoxazoles for electronic applications
EP2993215B1 (en) 2014-09-04 2019-06-19 Idemitsu Kosan Co., Ltd. Azabenzimidazo[2,1-a]benzimidazoles for electronic applications
EP3015469B1 (en) 2014-10-30 2018-12-19 Idemitsu Kosan Co., Ltd. 5-(benzimidazol-2-yl)benzimidazo[1,2-a]benzimidazoles for electronic applications
WO2016079667A1 (en) 2014-11-17 2016-05-26 Idemitsu Kosan Co., Ltd. Indole derivatives for electronic applications
EP3034506A1 (en) 2014-12-15 2016-06-22 Idemitsu Kosan Co., Ltd 4-functionalized carbazole derivatives for electronic applications
EP3034507A1 (en) 2014-12-15 2016-06-22 Idemitsu Kosan Co., Ltd 1-functionalized dibenzofurans and dibenzothiophenes for organic light emitting diodes (OLEDs)
EP3053918B1 (en) 2015-02-06 2018-04-11 Idemitsu Kosan Co., Ltd. 2-carbazole substituted benzimidazoles for electronic applications
EP3054498B1 (en) 2015-02-06 2017-09-20 Idemitsu Kosan Co., Ltd. Bisimidazodiazocines
US9929361B2 (en) 2015-02-16 2018-03-27 Universal Display Corporation Organic electroluminescent materials and devices
EP3061759B1 (en) 2015-02-24 2019-12-25 Idemitsu Kosan Co., Ltd Nitrile substituted dibenzofurans
US11056657B2 (en) 2015-02-27 2021-07-06 University Display Corporation Organic electroluminescent materials and devices
EP3070144B1 (en) 2015-03-17 2018-02-28 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
EP3072943B1 (en) 2015-03-26 2018-05-02 Idemitsu Kosan Co., Ltd. Dibenzofuran/carbazole-substituted benzonitriles
EP3075737B1 (en) 2015-03-31 2019-12-04 Idemitsu Kosan Co., Ltd Benzimidazolo[1,2-a]benzimidazole carrying aryl- or heteroarylnitril groups for organic light emitting diodes
US9859510B2 (en) 2015-05-15 2018-01-02 Universal Display Corporation Organic electroluminescent materials and devices
US10418568B2 (en) 2015-06-01 2019-09-17 Universal Display Corporation Organic electroluminescent materials and devices
KR102471707B1 (ko) * 2015-06-03 2022-11-29 유디씨 아일랜드 리미티드 매우 짧은 붕괴 시간을 갖는 고효율 oled 소자
US11127905B2 (en) 2015-07-29 2021-09-21 Universal Display Corporation Organic electroluminescent materials and devices
US10361381B2 (en) 2015-09-03 2019-07-23 Universal Display Corporation Organic electroluminescent materials and devices
EP3150606B1 (en) 2015-10-01 2019-08-14 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazoles carrying benzofurane or benzothiophene groups for organic light emitting diodes
WO2017056053A1 (en) 2015-10-01 2017-04-06 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole carrying benzimidazolo[1,2-a]benzimidazolyl 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
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
US20180319813A1 (en) 2015-11-04 2018-11-08 Idemitsu Kosan Co., Ltd Benzimidazole fused heteroaryls
WO2017093958A1 (en) 2015-12-04 2017-06-08 Idemitsu Kosan Co., Ltd. Benzimidazolo[1,2-a]benzimidazole derivatives for organic light emitting diodes
US20170229663A1 (en) 2016-02-09 2017-08-10 Universal Display Corporation Organic electroluminescent materials and devices
US10236456B2 (en) 2016-04-11 2019-03-19 Universal Display Corporation Organic electroluminescent materials and devices
US10968229B2 (en) 2016-04-12 2021-04-06 Idemitsu Kosan Co., Ltd. Seven-membered ring compounds
US10862054B2 (en) 2016-06-20 2020-12-08 Universal Display Corporation Organic electroluminescent materials and devices
US10672997B2 (en) 2016-06-20 2020-06-02 Universal Display Corporation Organic electroluminescent materials and devices
US11482683B2 (en) 2016-06-20 2022-10-25 Universal Display Corporation Organic electroluminescent materials and devices
US10608186B2 (en) 2016-09-14 2020-03-31 Universal Display Corporation Organic electroluminescent materials and devices
US10680187B2 (en) 2016-09-23 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US11196010B2 (en) 2016-10-03 2021-12-07 Universal Display Corporation Organic electroluminescent materials and devices
US11011709B2 (en) 2016-10-07 2021-05-18 Universal Display Corporation Organic electroluminescent materials and devices
US12317745B2 (en) 2016-11-09 2025-05-27 Universal Display Corporation Organic electroluminescent materials and devices
US10680188B2 (en) 2016-11-11 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US11780865B2 (en) 2017-01-09 2023-10-10 Universal Display Corporation Organic electroluminescent materials and devices
US10844085B2 (en) 2017-03-29 2020-11-24 Universal Display Corporation Organic electroluminescent materials and devices
US10944060B2 (en) 2017-05-11 2021-03-09 Universal Display Corporation Organic electroluminescent materials and devices
US12098157B2 (en) 2017-06-23 2024-09-24 Universal Display Corporation Organic electroluminescent materials and devices
US11228010B2 (en) 2017-07-26 2022-01-18 Universal Display Corporation Organic electroluminescent materials and devices
US11744142B2 (en) 2017-08-10 2023-08-29 Universal Display Corporation Organic electroluminescent materials and devices
EP3673589A1 (en) * 2017-08-24 2020-07-01 Basf Se Transmitter for transmitting data and for emitting electromagnetic radiation in the visible spectral range and data transmission system
US12180230B2 (en) 2017-11-28 2024-12-31 University Of Southern California Carbene compounds and organic electroluminescent devices
EP3492480B1 (en) 2017-11-29 2021-10-20 Universal Display Corporation Organic electroluminescent materials and devices
US11937503B2 (en) 2017-11-30 2024-03-19 Universal Display Corporation Organic electroluminescent materials and devices
WO2019128848A1 (zh) * 2017-12-28 2019-07-04 广州华睿光电材料有限公司 一种有机金属配合物，包含其的聚合物、混合物和组合物，及其在电子器件中的应用
US11542289B2 (en) 2018-01-26 2023-01-03 Universal Display Corporation Organic electroluminescent materials and devices
US11165028B2 (en) 2018-03-12 2021-11-02 Universal Display Corporation Organic electroluminescent materials and devices
US12453279B2 (en) 2018-08-22 2025-10-21 Universal Display Corporation Organic electroluminescent materials and devices
TW202030902A (zh) 2018-09-12 2020-08-16 德商麥克專利有限公司 電致發光裝置
EP3850055A1 (en) 2018-09-12 2021-07-21 Merck Patent GmbH Materials for organic electroluminescent devices
TWI826522B (zh) 2018-09-12 2023-12-21 德商麥克專利有限公司 電致發光裝置
CN112533930B (zh) * 2018-11-02 2024-02-13 广州华睿光电材料有限公司 有机金属配合物、包含其的高聚物、混合物、组合物及有机电子器件
WO2020088186A1 (zh) * 2018-11-02 2020-05-07 广州华睿光电材料有限公司 有机金属配合物、包含其的高聚物、混合物、组合物及有机电子器件
US11737349B2 (en) 2018-12-12 2023-08-22 Universal Display Corporation Organic electroluminescent materials and devices
US11780829B2 (en) 2019-01-30 2023-10-10 The University Of Southern California Organic electroluminescent materials and devices
US12477890B2 (en) 2019-02-01 2025-11-18 Universal Display Corporation Organic electroluminescent materials and devices
CN109762019B (zh) * 2019-02-22 2021-03-16 成都欣科医药有限公司 一种具有抗肿瘤活性的炔基膦酸双苄基锡配合物
US20220127286A1 (en) 2019-03-04 2022-04-28 Merck Patent Gmbh Ligands for nano-sized materials
JP2020158491A (ja) 2019-03-26 2020-10-01 ユニバーサル ディスプレイ コーポレイション 有機エレクトロルミネセンス材料及びデバイス
US12351594B2 (en) 2019-04-11 2025-07-08 Merck Patent Gmbh Materials for organic electroluminescent devices
US12281128B2 (en) 2019-07-30 2025-04-22 Universal Display Corporation Organic electroluminescent materials and devices
US12139501B2 (en) 2019-08-16 2024-11-12 Universal Display Corporation Organic electroluminescent materials and devices
CN114641482A (zh) 2019-11-04 2022-06-17 默克专利有限公司 用于有机电致发光器件的材料
US20210135130A1 (en) 2019-11-04 2021-05-06 Universal Display Corporation Organic electroluminescent materials and devices
TW202134252A (zh) 2019-11-12 2021-09-16 德商麥克專利有限公司 有機電致發光裝置用材料
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WO2021151922A1 (de) 2020-01-29 2021-08-05 Merck Patent Gmbh Benzimidazol-derivate
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US20230337516A1 (en) 2022-04-18 2023-10-19 Universal Display Corporation Organic electroluminescent materials and devices
US20230389421A1 (en) 2022-05-24 2023-11-30 Universal Display Corporation Organic electroluminescent materials and devices
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US20240016051A1 (en) 2022-06-28 2024-01-11 Universal Display Corporation Organic electroluminescent materials and devices
KR102822074B1 (ko) * 2022-07-22 2025-06-17 고려대학교 세종산학협력단 트리아졸로페난트리딘 킬레이트 리간드가 배위된 이리듐 착물을 포함하는 청색 인광 화합물 및 이를 이용한 유기발광소자
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US20240188316A1 (en) 2022-10-27 2024-06-06 Universal Display Corporation Organic electroluminescent materials and devices
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US20240180025A1 (en) 2022-10-27 2024-05-30 Universal Display Corporation Organic electroluminescent materials and devices
WO2024105066A1 (en) 2022-11-17 2024-05-23 Merck Patent Gmbh Materials for organic electroluminescent devices
US20240247017A1 (en) 2022-12-14 2024-07-25 Universal Display Corporation Organic electroluminescent materials and devices
US20250204238A1 (en) 2023-12-15 2025-06-19 Universal Display Corporation Organic electroluminscent materials and devices
US20250204239A1 (en) 2023-12-15 2025-06-19 Universal Display Corporation Organic electroluminescent materials and devices

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5241053B2 (ja) 2000-08-11 2013-07-17 ザ、トラスティーズ オブ プリンストン ユニバーシティ 有機金属化合物及び放射移行有機電気燐光体
DE10338550A1 (de) 2003-08-19 2005-03-31 Basf Ag Übergangsmetallkomplexe mit Carbenliganden als Emitter für organische Licht-emittierende Dioden (OLEDs)
US7601436B2 (en) * 2004-05-18 2009-10-13 The University Of Southern California Carbene metal complexes as OLED materials
WO2005113704A2 (en) 2004-05-18 2005-12-01 The University Of Southern California Luminescent compounds with carbene ligands
DE102004057072A1 (de) 2004-11-25 2006-06-01 Basf Ag Verwendung von Übergangsmetall-Carbenkomplexen in organischen Licht-emittierenden Dioden (OLEDs)
WO2007088093A1 (de) * 2006-01-31 2007-08-09 Basf Se Verfahren zur herstellung von übergangsmetall-carbenkomplexen
EP1981898B2 (en) * 2006-02-10 2019-04-10 Universal Display Corporation Metal complexes of imidazo[1,2-f]phenanthridine ligands for use in OLED devices
US8383828B2 (en) 2006-04-04 2013-02-26 Basf Aktiengesellschaft Transition metal complexes comprising one noncarbene ligand and one or two carbene ligands and their use in OLEDs
CN101542770B (zh) 2006-09-21 2012-05-30 巴斯夫欧洲公司 具有延长寿命的oled显示器
JP5675349B2 (ja) * 2007-07-05 2015-02-25 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ カルベン遷移金属錯体発光体、ならびにジシリルカルバゾール、ジシリルジベンゾフラン、ジシリルジベンゾチオフェン、ジシリルジベンゾホスホール、ジシリルジベンゾチオフェンｓ−オキシドおよびジシリルジベンゾチオフェンｓ，ｓ−ジオキシドから選択される少なくとも１つの化合物を含む有機発光ダイオード
EP3345983B1 (de) 2007-07-05 2020-08-26 UDC Ireland Limited Verbindungen enthaltend mindestens eine disilylverbindung ausgewählt aus disilylcarbazolen, disilyldibenzofuranen, disilyldibenzothiophenen, disilyldibenzophospholen, disilyldibenzothiophen-s-oxiden und disilyldibenzothiophen-s, s-dioxiden
KR101741778B1 (ko) 2007-10-17 2017-05-31 유디씨 아일랜드 리미티드 가교된 카르벤 리간드를 포함하는 전이 금속 착물 및 이의 용도

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