CN114364653B - 铈(iv)络合物及其在有机电子组件中的用途 - Google Patents

铈(iv)络合物及其在有机电子组件中的用途

Info

Publication number
CN114364653B
CN114364653B CN202080064076.4A CN202080064076A CN114364653B CN 114364653 B CN114364653 B CN 114364653B CN 202080064076 A CN202080064076 A CN 202080064076A CN 114364653 B CN114364653 B CN 114364653B
Authority
CN
China
Prior art keywords
phenyl
bis
fluoren
dimethyl
biphenyl
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
CN202080064076.4A
Other languages
English (en)
Chinese (zh)
Other versions
CN114364653A (zh
Inventor
S·多洛克
M·帕梅耶
L·艾曼
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.)
Credossis Co ltd
Original Assignee
Credossis 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 Credossis Co ltd filed Critical Credossis Co ltd
Publication of CN114364653A publication Critical patent/CN114364653A/zh
Application granted granted Critical
Publication of CN114364653B publication Critical patent/CN114364653B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/92Ketonic chelates
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F5/00Compounds containing elements of Groups 3 or 13 of the Periodic Table
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/20Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising organic-organic junctions, e.g. donor-acceptor junctions
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/50Photovoltaic [PV] devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14Carrier transporting layers
    • H10K50/15Hole transporting layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/17Carrier injection layers
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30Coordination compounds
    • H10K85/351Metal complexes comprising lanthanides or actinides, e.g. comprising europium
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00Energy generation through renewable energy sources
    • Y02E10/50Photovoltaic [PV] energy
    • Y02E10/549Organic PV cells

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Optics & Photonics (AREA)
  • Electromagnetism (AREA)
  • Electroluminescent Light Sources (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Thin Film Transistor (AREA)
  • Photovoltaic Devices (AREA)
CN202080064076.4A 2019-09-11 2020-09-07 铈(iv)络合物及其在有机电子组件中的用途 Active CN114364653B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102019213844 2019-09-11
DE102019213844.6 2019-09-11
PCT/EP2020/074918 WO2021048044A1 (en) 2019-09-11 2020-09-07 Cerium (iv) complexes and their use in organic electronics

Publications (2)

Publication Number Publication Date
CN114364653A CN114364653A (zh) 2022-04-15
CN114364653B true CN114364653B (zh) 2026-02-17

Family

ID=72432888

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202080064076.4A Active CN114364653B (zh) 2019-09-11 2020-09-07 铈(iv)络合物及其在有机电子组件中的用途

Country Status (7)

Country Link
US (1) US12590107B2 (https=)
EP (2) EP4029069B1 (https=)
JP (1) JP7667992B2 (https=)
KR (1) KR102849214B1 (https=)
CN (1) CN114364653B (https=)
TW (1) TWI886146B (https=)
WO (1) WO2021048044A1 (https=)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3859811B1 (en) 2020-01-28 2025-03-19 Novaled GmbH An organic electronic device comprising an anode layer, a cathode layer, at least one emission layer (eml) and at least one hole injection layer (hil)
CN111302926B (zh) * 2020-04-14 2024-04-02 湖北固润科技股份有限公司 β-二酮铈(IV)类化合物及其制备和应用
WO2022023260A1 (en) 2020-07-27 2022-02-03 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
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
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)
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)
WO2022101343A1 (de) 2020-11-16 2022-05-19 Credoxys GmbH Cer-ethylendiaminketonartige - und cer-salenartige-komplexe und deren verwendung in der organischen elektronik
US20240247004A1 (en) 2021-03-10 2024-07-25 Credoxys GmbH New cerium (iv) complexes and their use in organic electronics
EP4106031A1 (en) * 2021-06-18 2022-12-21 Novaled GmbH Sheet resistance component
EP4199131A1 (en) * 2021-12-15 2023-06-21 Novaled GmbH A ce(iv) metal complex, an organic electronic device comprising an anode layer, a cathode layer and a charge generation layer, wherein the charge generation layer comprises a p-type charge generation layer that comprises the ce(iv) metal complex and a n-type charge generation layer
KR20240067095A (ko) 2021-09-20 2024-05-16 노발레드 게엠베하 기판, 애노드층, 캐소드층, 적어도 하나의 제1 방출층, 및 금속 착화합물을 포함하는 정공 주입층을 포함하는 유기 전자 장치, 및 금속 착화합물
KR20240067934A (ko) * 2021-09-20 2024-05-17 노발레드 게엠베하 화합물, 화합물을 포함하는 반도체층 및 유기 전자 장치
EP4152426A1 (en) * 2021-09-20 2023-03-22 Novaled GmbH An organic electronic device comprising a substrate, an anode layer, a cathode layer, at least one first emission layer, and a hole injection layer that comprises a metal complex as well as a metal complex
WO2023247416A1 (en) 2022-06-21 2023-12-28 Dottikon Es Holding Ag Tetraarylbenzidine type compounds and their use in organic electronics
EP4340581A1 (en) * 2022-09-19 2024-03-20 Novaled GmbH An electroluminescent device comprising an anode layer, a cathode layer, a first emission layer, a hole injection layer and a first hole transport layer that comprises a compound containing a metal
KR20250073113A (ko) * 2022-09-19 2025-05-27 노발레드 게엠베하 전하 발생층을 포함하는 유기 전자 소자
WO2024133366A1 (en) 2022-12-23 2024-06-27 Merck Patent Gmbh Electronic device
WO2024160820A1 (en) 2023-01-31 2024-08-08 Credoxys GmbH Cerium-diketonate complexes and use thereof in organic electronics
EP4478861A1 (en) 2023-06-15 2024-12-18 Novaled GmbH Organic electroluminescent device comprising a first metal compound and a second metal compound, and a display device comprising the organic electroluminescent device
EP4478862A1 (en) 2023-06-15 2024-12-18 Novaled GmbH Organic electroluminescent device comprising a first metal compound and a second metal compound, and a display device comprising the organic electroluminescent device
WO2025195961A1 (de) 2024-03-19 2025-09-25 Merck Patent Gmbh Organische lichtemittierende vorrichtungen
EP4646076A1 (en) * 2024-04-30 2025-11-05 CREDOXYS GmbH Light harvesting component
EP4646085A1 (en) 2024-04-30 2025-11-05 CREDOXYS GmbH Indacene compounds and the use thereof
EP4683484A1 (en) 2024-07-19 2026-01-21 CREDOXYS GmbH Binuclear metal complexes and the use thereof in organic electronics
EP4716436A1 (en) 2024-09-19 2026-03-25 CREDOXYS GmbH Oled display comprising cerium-diketonate complexes and method to produce such an oled display

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5232984A (en) * 1975-09-10 1977-03-12 Mitsubishi Rayon Co Ltd Process for the polymerization of water-soluble vinyl compound
CN1325431A (zh) * 1998-11-02 2001-12-05 南岸大学企业有限公司 场致发光材料
CN1335880A (zh) * 1998-12-02 2002-02-13 南岸大学企业有限公司 形成薄膜或层的方法
CN102137952A (zh) * 2008-05-23 2011-07-27 西格玛-奥吉奇公司 高K电介质膜及用铈基β-二酮合物前体制备的方法
WO2012161205A1 (ja) * 2011-05-25 2012-11-29 住友化学株式会社 セリウム錯体及び該セリウム錯体を含む有機電子素子
CN111302926A (zh) * 2020-04-14 2020-06-19 湖北固润科技股份有限公司 β-二酮铈(IV)类化合物及其制备和应用

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4036605A (en) 1971-09-01 1977-07-19 Gulf Research & Development Company Chelates of cerium (IV), their preparation and gasoline containing said chelates
US4511515A (en) * 1983-06-28 1985-04-16 Corning Glass Works Method for making a volatile cerium diketonate compound
JP2505244B2 (ja) * 1988-04-07 1996-06-05 出光興産株式会社 薄膜el素子
JPH11302288A (ja) * 1998-04-23 1999-11-02 Nippon Steel Corp 新規なセリウム錯体
WO2002018394A1 (en) 2000-08-28 2002-03-07 Advanced Technology Materials, Inc. Source reagent compositions and method for forming metal films on a substrate by chemical vapor deposition
US7811676B2 (en) * 2002-12-24 2010-10-12 Merck Patent Gmbh Electroluminescent materials and devices
US20040214362A1 (en) * 2003-01-22 2004-10-28 Hill Steven E. Doped semiconductor nanocrystal layers and preparation thereof
GB2440367A (en) 2006-07-26 2008-01-30 Oled T Ltd Electroluminescent device
EP2180029B1 (en) 2008-10-23 2011-07-27 Novaled AG Radialene compounds and their use
JP5735791B2 (ja) * 2010-12-07 2015-06-17 住友化学株式会社 金属錯体を含む素子
CN102617616A (zh) * 2012-02-23 2012-08-01 沈阳化工大学 微波固相法制备一种金属铈有机发光材料
DE102012007795B3 (de) 2012-04-20 2013-02-21 Novaled Ag Aromatische Amin-Terphenyl-Verbindungen und Verwendung derselben in organischen halbleitenden Bauelementen
CN104673292A (zh) * 2013-11-27 2015-06-03 海洋王照明科技股份有限公司 铟锆酸盐发光薄膜、电致发光器件及二者的制备方法
US10297770B2 (en) * 2015-03-27 2019-05-21 Universal Display Corporation Organic electroluminescent materials and devices
JP2017069280A (ja) 2015-09-28 2017-04-06 シャープ株式会社 発光装置および発光システム
US20170117503A1 (en) * 2015-10-22 2017-04-27 Universal Display Corporation Buffer layer for organic light emitting devices and method of making the same
JP2017141192A (ja) * 2016-02-10 2017-08-17 国立研究開発法人産業技術総合研究所 セリウムペルオキソ錯体
JP6903374B2 (ja) * 2017-03-27 2021-07-14 東ソー株式会社 セリウム錯体組成物、製造方法及びその用途
TWI774767B (zh) 2017-05-12 2022-08-21 瑞士商多蒂孔股份有限公司 茚烷衍生物及其在有機電子產品的用途
DE102020103268B8 (de) 2020-02-10 2023-04-20 Sichuan Knowledge Express Institute For Innovative Technologies Co., Ltd. Ce(III)-Komplexe, Zusammensetzung aufweisend Ce(III)-Komplexe, optoelektronische Vorrichtung, Verfahren zu deren Herstellung, Verfahren zum Dublett-Harvesting und Verfahren für Hyperfluoreszenz mit sehr kurzer Abklingzeit

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5232984A (en) * 1975-09-10 1977-03-12 Mitsubishi Rayon Co Ltd Process for the polymerization of water-soluble vinyl compound
CN1325431A (zh) * 1998-11-02 2001-12-05 南岸大学企业有限公司 场致发光材料
CN1335880A (zh) * 1998-12-02 2002-02-13 南岸大学企业有限公司 形成薄膜或层的方法
CN102137952A (zh) * 2008-05-23 2011-07-27 西格玛-奥吉奇公司 高K电介质膜及用铈基β-二酮合物前体制备的方法
WO2012161205A1 (ja) * 2011-05-25 2012-11-29 住友化学株式会社 セリウム錯体及び該セリウム錯体を含む有機電子素子
CN111302926A (zh) * 2020-04-14 2020-06-19 湖北固润科技股份有限公司 β-二酮铈(IV)类化合物及其制备和应用

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
stn检索记录;stn;stn;1-5 *

Also Published As

Publication number Publication date
JP2022548551A (ja) 2022-11-21
KR20220062026A (ko) 2022-05-13
KR102849214B1 (ko) 2025-08-21
US20230092935A1 (en) 2023-03-23
WO2021048044A1 (en) 2021-03-18
TWI886146B (zh) 2025-06-11
EP4029069A1 (en) 2022-07-20
TW202116784A (zh) 2021-05-01
EP4557929A3 (en) 2025-07-30
EP4557929A2 (en) 2025-05-21
US12590107B2 (en) 2026-03-31
JP7667992B2 (ja) 2025-04-24
EP4029069B1 (en) 2025-04-09
CN114364653A (zh) 2022-04-15

Similar Documents

Publication Publication Date Title
CN114364653B (zh) 铈(iv)络合物及其在有机电子组件中的用途
JP2024508788A (ja) 新規なセリウム(iv)複合体及びそれらの有機電子工学における使用
EP2463927B1 (en) Material for organic electronic device and organic electronic device
EP3621946B1 (en) Indane derivatives and their use in organic electronics
Koskin et al. Selectively Fluorinated Furan‐Phenylene Co‐Oligomers Pave the Way to Bright Ambipolar Light‐Emitting Electronic Devices
KR101859123B1 (ko) 유기소자의 정공차단층 및/또는 전자수송층에 사용될 수 있는 신규한 화합물 및 이를 포함하는 유기박막의 제조방법 및 유기발광소자
Sathiyan et al. Dicyanovinylene and thiazolo [5, 4-d] thiazole core containing d–A–D type hole-transporting materials for Spiro-OMeTAD-Free perovskite solar cell applications with superior atmospheric stability
KR20120052891A (ko) 유기 전자 장치를 위한 화합물 및 유기 전자 장치
WO2016143819A1 (ja) ヘテロ環化合物又はその塩、及びこれらを含む電子デバイス
CN107210364B (zh) 氨基磷腈碱作为有机电子产品中的n型掺杂剂
Singh et al. Bis (diphenylamine)-tethered carbazolyl anthracene derivatives as hole-transporting materials for stable and high-performance perovskite solar cells
EP3442022B1 (en) Compound and organic photoelectric device, image sensor and electronic device including the same
KR20230119633A (ko) 세륨-에틸렌디아민 케톤형 및 세륨-살렌형 착물 및 유기 전자장치에서의 그의 용도
EP1829132B8 (en) Material for doped and undoped hole and electron transport layer
WO2024094566A1 (en) Indacene and azaindacene compounds and higher homologues and the use thereof
US20240292740A1 (en) Organic electronic device comprising a compound of formula (i), display device comprising the organic electronic device as well as compounds of formula (i)
HK40126473A (en) Cerium (iv) complexes and their use in organic electronics
WO2024160820A1 (en) Cerium-diketonate complexes and use thereof in organic electronics
EP4683484A1 (en) Binuclear metal complexes and the use thereof in organic electronics
CN117730639A (zh) 包含式(i)化合物的有机电子器件、包含所述有机电子器件的显示器件以及式(i)化合物

Legal Events

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