JP5847157B2 - 有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 - Google Patents

有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 Download PDF

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JP5847157B2
JP5847157B2 JP2013501693A JP2013501693A JP5847157B2 JP 5847157 B2 JP5847157 B2 JP 5847157B2 JP 2013501693 A JP2013501693 A JP 2013501693A JP 2013501693 A JP2013501693 A JP 2013501693A JP 5847157 B2 JP5847157 B2 JP 5847157B2
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doped
hole
bis
npb
phenyl
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JP2013527599A (ja
JP2013527599A5 (https=
Inventor
ハートマン ダーフィト
ハートマン ダーフィト
シュシュコヴスキ ザビーネ
シュシュコヴスキ ザビーネ
カーニツ アンドレアス
カーニツ アンドレアス
マルテンベルガー アナ
マルテンベルガー アナ
ザーファート ヴィープケ
ザーファート ヴィープケ
シュミート ギュンター
シュミート ギュンター
ハウケ ヴェムケン ヤン
ハウケ ヴェムケン ヤン
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Osram Oled GmbH
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Osram Oled GmbH
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    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/008—Triarylamine dyes containing no other chromophores
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent 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]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H10K50/125—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light
    • H10K50/13—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers specially adapted for multicolour light emission, e.g. for emitting white light comprising stacked EL layers within one EL unit
    • 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
    • H10K50/155—Hole 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
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/30—Doping active layers, e.g. electron 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
    • 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
    • H10K85/371—Metal complexes comprising a group IB metal element, e.g. comprising copper, gold or silver
    • 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
    • H10K85/381—Metal complexes comprising a group IIB metal element, e.g. comprising cadmium, mercury or zinc
    • 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
    • C09K2211/18—Metal complexes
    • C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y02E10/549—Organic PV cells

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  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
  • Photovoltaic Devices (AREA)
JP2013501693A 2010-03-31 2011-03-31 有機半導体デバイス用の正孔伝導層用のドーパント及びその使用 Expired - Fee Related JP5847157B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE201010013495 DE102010013495A1 (de) 2010-03-31 2010-03-31 Dotierstoff für eine Lochleiterschicht für organische Halbleiterbauelemente und Verwendung dazu
DE102010013495.3 2010-03-31
PCT/EP2011/001645 WO2011120709A1 (de) 2010-03-31 2011-03-31 Dotierstoff für eine lochleiterschicht für organische halbleiterbauelemente und verwendung dazu

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JP2013527599A JP2013527599A (ja) 2013-06-27
JP2013527599A5 JP2013527599A5 (https=) 2014-05-01
JP5847157B2 true JP5847157B2 (ja) 2016-01-20

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US (2) US9006716B2 (https=)
EP (1) EP2553047B1 (https=)
JP (1) JP5847157B2 (https=)
KR (2) KR101705136B1 (https=)
CN (2) CN106410026B (https=)
DE (1) DE102010013495A1 (https=)
WO (1) WO2011120709A1 (https=)

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Publication number Priority date Publication date Assignee Title
DE102010013495A1 (de) * 2010-03-31 2011-10-06 Siemens Aktiengesellschaft Dotierstoff für eine Lochleiterschicht für organische Halbleiterbauelemente und Verwendung dazu
DE102010062877A1 (de) * 2010-12-13 2012-06-21 Osram Opto Semiconductors Gmbh Organisches Lichtemittierendes Bauelement und Verwendung eines Kupferkomplexes in einer Ladungstransportschicht
CN106025099B (zh) 2011-04-12 2018-09-07 精工爱普生株式会社 发光元件、发光装置、认证装置以及电子设备
JP5765034B2 (ja) 2011-04-18 2015-08-19 セイコーエプソン株式会社 チアジアゾール系化合物、発光素子用化合物、発光素子、発光装置、認証装置および電子機器
KR20130018547A (ko) 2011-08-09 2013-02-25 세이코 엡슨 가부시키가이샤 티아디아졸계 화합물, 발광 소자, 발광 장치, 인증 장치, 전자 기기
JP5790279B2 (ja) 2011-08-09 2015-10-07 セイコーエプソン株式会社 発光素子、発光装置および電子機器
US10305040B2 (en) 2011-11-17 2019-05-28 Merck Patent Gmbh Spiro dihydroacridine derivatives and the use thereof as materials for organic electroluminescence devices
JP5970811B2 (ja) * 2011-12-28 2016-08-17 セイコーエプソン株式会社 発光素子、発光装置および電子機器
WO2013120577A1 (en) 2012-02-14 2013-08-22 Merck Patent Gmbh Spirobifluorene compounds for organic electroluminescent devices
US9324952B2 (en) 2012-02-28 2016-04-26 Seiko Epson Corporation Thiadiazole, compound for light-emitting elements, light-emitting element, light-emitting apparatus, authentication apparatus, and electronic device
EP3460864B1 (de) 2012-03-15 2025-06-04 Merck Patent GmbH Elektronische vorrichtungen
DE102012209523A1 (de) 2012-06-06 2013-12-12 Osram Opto Semiconductors Gmbh Hauptgruppenmetallkomplexe als p-Dotanden für organische elektronische Matrixmaterialien
DE102012011335A1 (de) 2012-06-06 2013-12-12 Merck Patent Gmbh Verbindungen für Organische Elekronische Vorrichtungen
DE102012211869A1 (de) 2012-07-06 2014-01-09 Osram Opto Semiconductors Gmbh Organisches Licht emittierendes Bauelement
JP2014053383A (ja) * 2012-09-05 2014-03-20 Konica Minolta Inc タンデム型の有機光電変換素子およびこれを用いた太陽電池
KR102184852B1 (ko) 2012-09-18 2020-12-01 메르크 파텐트 게엠베하 전자 소자용 물질
CN103772416B (zh) 2012-10-18 2018-01-19 精工爱普生株式会社 噻二唑系化合物、发光元件用化合物、发光元件、发光装置、认证装置以及电子设备
EP3806176B1 (de) 2012-10-31 2025-06-25 Merck Patent GmbH Elektronische vorrichtung
EP3378857B1 (de) 2012-11-12 2021-03-24 Merck Patent GmbH Materialien für elektronische vorrichtungen
CN104884572B (zh) 2013-01-03 2017-09-19 默克专利有限公司 用于电子器件的材料
DE102013106949A1 (de) 2013-07-02 2015-01-08 Osram Opto Semiconductors Gmbh Optoelektronisches Bauelement, organische funktionelle Schicht und Verfahren zur Herstellung eines optoelektronischen Bauelements
CN105518103B (zh) 2013-09-11 2018-12-21 默克专利有限公司 有机电致发光器件
CN106104838B (zh) 2014-03-18 2018-07-17 默克专利有限公司 有机电致发光器件
EP2960315A1 (de) 2014-06-27 2015-12-30 cynora GmbH Organische Elektrolumineszenzvorrichtung
EP2985799A1 (en) * 2014-08-11 2016-02-17 Dyenamo AB Solid state hole transport material
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DE102014114224A1 (de) * 2014-09-30 2016-03-31 Osram Oled Gmbh Organisches elektronisches Bauteil, Verwendung eines Zinkkomplexes als p-Dotierungsmittel für organische elektronische Matrixmaterialien
EP3230403B1 (de) 2014-12-12 2019-10-09 Merck Patent GmbH Organische verbindungen mit löslichen gruppen
EP3326218B1 (en) 2015-07-22 2021-02-17 Merck Patent GmbH Materials for organic electroluminescent devices
WO2017016632A1 (en) 2015-07-29 2017-02-02 Merck Patent Gmbh Materials for organic electroluminescent devices
US10696664B2 (en) 2015-08-14 2020-06-30 Merck Patent Gmbh Phenoxazine derivatives for organic electroluminescent devices
WO2017133829A1 (de) 2016-02-05 2017-08-10 Merck Patent Gmbh Materialien für elektronische vorrichtungen
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DE102017008794A1 (de) 2016-10-17 2018-04-19 Merck Patent Gmbh Materialien zur Verwendung in elektronischen Vorrichtungen
US11302870B2 (en) 2016-11-02 2022-04-12 Merck Patent Gmbh Materials for electronic devices
US11440925B2 (en) 2016-11-08 2022-09-13 Merck Patent Gmbh Compounds for electronic devices
WO2018095940A1 (en) 2016-11-25 2018-05-31 Merck Patent Gmbh Bisbenzofuran-fused indeno[1,2-b]fluorene derivatives and related compounds as materials for organic electroluminescent devices (oled)
US11584753B2 (en) 2016-11-25 2023-02-21 Merck Patent Gmbh Bisbenzofuran-fused 2,8-diaminoindeno[1,2-b]fluorene derivatives and related compounds as materials for organic electroluminescent devices (OLED)
JP2018110179A (ja) * 2016-12-31 2018-07-12 株式会社Flosfia 正孔輸送層形成用組成物
US12503424B2 (en) 2017-02-02 2025-12-23 Merck Patent Gmbh Materials for electronic devices
JP7082984B2 (ja) * 2017-02-20 2022-06-09 ノヴァレッド ゲーエムベーハー 電子半導体デバイスおよびその電子半導体デバイスの製造方法および化合物
KR102557516B1 (ko) 2017-03-02 2023-07-20 메르크 파텐트 게엠베하 유기 전자 디바이스용 재료
EP3382770B1 (en) * 2017-03-30 2023-09-20 Novaled GmbH Ink composition for forming an organic layer of a semiconductor
JP2018181658A (ja) * 2017-04-17 2018-11-15 独立行政法人国立高等専門学校機構 有機発光素子の製造方法
CN110753685A (zh) 2017-06-23 2020-02-04 默克专利有限公司 用于有机电致发光器件的材料
JP7317725B2 (ja) 2017-06-28 2023-07-31 メルク パテント ゲーエムベーハー 電子デバイスのための材料
TWI779067B (zh) 2017-07-28 2022-10-01 德商麥克專利有限公司 電子裝置用材料
KR20250007655A (ko) 2017-09-08 2025-01-14 메르크 파텐트 게엠베하 전자 디바이스용 재료
CN108675975A (zh) 2017-10-17 2018-10-19 默克专利有限公司 用于有机电致发光器件的材料
EP3714022B1 (de) 2017-11-23 2023-06-07 Merck Patent GmbH Materialien für elektronische vorrichtungen
TWI838352B (zh) 2017-11-24 2024-04-11 德商麥克專利有限公司 用於有機電致發光裝置的材料
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KR20240109280A (ko) 2017-12-15 2024-07-10 메르크 파텐트 게엠베하 유기 전계 발광 디바이스용 치환된 방향족 아민
EP3728275B1 (en) 2017-12-20 2024-09-04 Merck Patent GmbH Heteroaromatic compounds
TWI802656B (zh) 2018-03-06 2023-05-21 德商麥克專利有限公司 用於有機電致發光裝置之材料
TW201938761A (zh) 2018-03-06 2019-10-01 德商麥克專利有限公司 用於有機電致發光裝置的材料
EP3765444B1 (en) 2018-03-16 2026-01-14 Merck Patent GmbH Materials for organic electroluminescent devices
WO2020043646A1 (en) 2018-08-28 2020-03-05 Merck Patent Gmbh Materials for organic electroluminescent devices
TWI823993B (zh) 2018-08-28 2023-12-01 德商麥克專利有限公司 用於有機電致發光裝置之材料
TWI837167B (zh) 2018-08-28 2024-04-01 德商麥克專利有限公司 用於有機電致發光裝置之材料
EP3850055A1 (en) 2018-09-12 2021-07-21 Merck Patent GmbH Materials for organic electroluminescent devices
CN118063302A (zh) * 2018-10-10 2024-05-24 北京夏禾科技有限公司 一种金属络合物及包含金属络合物的电致发光器件
WO2020089138A1 (en) 2018-10-31 2020-05-07 Merck Patent Gmbh Materials for organic electroluminescent devices
TW202136181A (zh) 2019-12-04 2021-10-01 德商麥克專利有限公司 有機電致發光裝置用的材料
EP4185574A1 (en) 2020-07-22 2023-05-31 Merck Patent GmbH Materials for organic electroluminescent devices
CN116234796A (zh) 2020-07-27 2023-06-06 诺瓦尔德股份有限公司 作为用于电子器件的半导体材料的3-(2,3,5-三氟-6-(三氟甲基)吡啶-4-基)戊烷-2,4-二酮和类似配体的金属络合物
EP4496458A3 (en) 2020-07-27 2025-03-26 Novaled GmbH Metal complexes of 3-(2,3,5-trifluoro-6-(trifluoromethyl)pyridin-4-yl)pentane-2,4-dione and similar ligands as semiconductor materials for use in electronic devices
EP3945125A1 (en) 2020-07-28 2022-02-02 Novaled GmbH Compound of formula (i), a semiconductor material comprising at least one compound of formula (i), an semiconductor layer comprising at least one compound of formula (i) and an electronic device comprising at least one compound of formula (i)
US20230242562A1 (en) 2020-07-28 2023-08-03 Novaled Gmbh Compound of Formula (I), a Semiconductor Material Comprising at Least One Compound of Formula (I), a Semiconductor Layer Comprising at Least One Compound of Formula (I) and an Electronic Device Comprising at Least One Compound of Formula (I)
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US20240381760A1 (en) 2021-09-20 2024-11-14 Novaled Gmbh Compound, Semiconductor Layer Comprising Compound and Organic Electronic Device
EP4151642B1 (en) 2021-09-20 2025-11-19 Novaled GmbH Compound, semiconductor layer comprising compound and organic electronic device
EP4410071A1 (de) 2021-09-28 2024-08-07 Merck Patent GmbH Materialien für elektronische vorrichtungen
KR20240075872A (ko) 2021-09-28 2024-05-29 메르크 파텐트 게엠베하 전자 디바이스용 재료
WO2023052313A1 (de) 2021-09-28 2023-04-06 Merck Patent Gmbh Materialien für elektronische vorrichtungen
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WO2023094412A1 (de) 2021-11-25 2023-06-01 Merck Patent Gmbh Materialien für elektronische vorrichtungen
WO2023117836A1 (en) 2021-12-21 2023-06-29 Merck Patent Gmbh Electronic devices
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EP4453128A1 (en) 2021-12-21 2024-10-30 Merck Patent GmbH Electronic devices
US20250160204A1 (en) 2022-02-14 2025-05-15 Merck Patent Gmbh Materials for electronic devices
WO2023222559A1 (de) 2022-05-18 2023-11-23 Merck Patent Gmbh Verfahren zur herstellung von deuterierten organischen verbindungen
CN119452060A (zh) 2022-07-11 2025-02-14 默克专利有限公司 用于电子器件的材料
EP4321506A1 (en) 2022-08-09 2024-02-14 Novaled GmbH Metal complex, semiconductor layer comprising a metal complex and organic electronic device
EP4665715A1 (en) 2023-02-17 2025-12-24 Merck Patent GmbH Materials for organic electroluminescent devices
WO2024218109A1 (de) 2023-04-20 2024-10-24 Merck Patent Gmbh Materialien für elektronische vorrichtungen
CN121487940A (zh) 2023-07-12 2026-02-06 默克专利有限公司 用于电子器件的材料
KR20260044229A (ko) 2023-07-27 2026-04-01 메르크 파텐트 게엠베하 유기 발광 디바이스 및 유기 센서를 위한 재료

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100918988B1 (ko) * 2001-08-29 2009-09-25 더 트러스티즈 오브 프린스턴 유니버시티 금속착물을 포함하는 호울수송층을 포함한 발광장치 및 이의 제작 방법 및 호울수송 촉진 방법
ATE369408T1 (de) 2003-11-18 2007-08-15 Koninkl Philips Electronics Nv Lichtemittierende vorrichtung mit iridiumkomplex
US7867676B2 (en) * 2007-07-31 2011-01-11 Xerox Corporation Copper containing hole blocking layer photoconductors
DE102008051737B4 (de) * 2007-10-24 2022-10-06 Novaled Gmbh Quadratisch planare Übergangsmetallkomplexe, organische halbleitende Materialien sowie elektronische oder optoelektronische Bauelemente, die diese umfassen und Verwendung derselben
JP2011060998A (ja) 2009-09-10 2011-03-24 Konica Minolta Holdings Inc 有機光電変換素子、その製造方法、有機光電変換素子を用いた太陽電池及び光センサアレイ
KR101768731B1 (ko) 2009-09-18 2017-08-16 오스람 오엘이디 게엠베하 유기 전자 장치 및 유기 반도체 매트릭스 재료를 도핑하기 위한 도판트
JP4798282B2 (ja) * 2009-10-27 2011-10-19 大日本印刷株式会社 正孔注入輸送層を有するデバイス、及びその製造方法、並びに正孔注入輸送層形成用インク
DE102010013495A1 (de) * 2010-03-31 2011-10-06 Siemens Aktiengesellschaft Dotierstoff für eine Lochleiterschicht für organische Halbleiterbauelemente und Verwendung dazu

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KR20130025897A (ko) 2013-03-12
US20130099209A1 (en) 2013-04-25
CN102947414A (zh) 2013-02-27
US20150200374A1 (en) 2015-07-16
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KR101705136B1 (ko) 2017-02-09
CN106410026A (zh) 2017-02-15
EP2553047A1 (de) 2013-02-06
EP2553047B1 (de) 2016-12-21
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