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WO2005113704A3 - Luminescent compounds with carbene ligands - Google Patents

Luminescent compounds with carbene ligands Download PDF

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Publication number
WO2005113704A3
WO2005113704A3 PCT/US2005/017336 US2005017336W WO2005113704A3 WO 2005113704 A3 WO2005113704 A3 WO 2005113704A3 US 2005017336 W US2005017336 W US 2005017336W WO 2005113704 A3 WO2005113704 A3 WO 2005113704A3
Authority
WO
WIPO (PCT)
Prior art keywords
carbene ligands
luminescent compounds
anode
cathode
organic layer
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.)
Ceased
Application number
PCT/US2005/017336
Other languages
French (fr)
Other versions
WO2005113704A2 (en
Inventor
Mark E Thompson
Arnold Tamayo
Peter Djurovich
Tissa Sajoto
Stephen R Forrest
Peter B Mackenzie
Robert Walters
Jason Brooks
Xiao-Chang Li
Bert Alleyne
Jui-Yi Tsai
Chun Lin
Bin Ma
Michael S Barone
Raymond Kwong
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.)
Universal Display Corp
Princeton University
University of Southern California USC
Original Assignee
Universal Display Corp
Princeton University
University of Southern California USC
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
Priority claimed from US10/849,301 external-priority patent/US7491823B2/en
Priority claimed from US10/880,384 external-priority patent/US7393599B2/en
Priority claimed from US11/032,836 external-priority patent/US7154114B2/en
Priority claimed from US11/032,941 external-priority patent/US7582365B2/en
Priority claimed from US11/031,078 external-priority patent/US7655323B2/en
Priority claimed from US11/032,885 external-priority patent/US7534505B2/en
Priority claimed from US11/032,739 external-priority patent/US7598388B2/en
Priority claimed from US11/032,950 external-priority patent/US7279704B2/en
Priority claimed from US11/032,721 external-priority patent/US7445855B2/en
Priority claimed from US11/032,887 external-priority patent/US7601436B2/en
Application filed by Universal Display Corp, Princeton University, University of Southern California USC filed Critical Universal Display Corp
Publication of WO2005113704A2 publication Critical patent/WO2005113704A2/en
Publication of WO2005113704A3 publication Critical patent/WO2005113704A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0033Iridium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0086Platinum compounds
    • HELECTRICITY
    • H05ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05BELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00Electroluminescent light sources
    • H05B33/12Light sources with substantially two-dimensional radiating surfaces
    • H05B33/14Light 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
    • 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
    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/342Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising iridium
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1044Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1088Heterocyclic compounds characterised by ligands containing oxygen as the only heteroatom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10Non-macromolecular compounds
    • C09K2211/1018Heterocyclic compounds
    • C09K2211/1025Heterocyclic compounds characterised by ligands
    • C09K2211/1092Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/18Metal complexes
    • C09K2211/185Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00Properties of the organic materials covered by group H10K85/00
    • H10K2101/10Triplet emission
    • 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]
    • H10K50/11OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] 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
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene

Landscapes

  • 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)

Abstract

An organic light emitting device is provided. The device has an anode, a cathode and an organic layer disposed between the anode and the cathode. The organic layer comprises a compound further comprising one or more carbene ligands coordinated to a metal center.
PCT/US2005/017336 2004-05-18 2005-05-17 Luminescent compounds with carbene ligands Ceased WO2005113704A2 (en)

Applications Claiming Priority (22)

Application Number Priority Date Filing Date Title
US10/849,301 2004-05-18
US10/849,301 US7491823B2 (en) 2004-05-18 2004-05-18 Luminescent compounds with carbene ligands
US10/880,384 2004-06-28
US10/880,384 US7393599B2 (en) 2004-05-18 2004-06-28 Luminescent compounds with carbene ligands
US11/032,941 2005-01-10
US11/031,078 2005-01-10
US11/032,941 US7582365B2 (en) 2005-01-10 2005-01-10 Reversibly reducible metal complexes as electron transporting materials for OLEDs
US11/032,836 US7154114B2 (en) 2004-05-18 2005-01-10 Cyclometallated iridium carbene complexes for use as hosts
US11/031,078 US7655323B2 (en) 2004-05-18 2005-01-10 OLEDs utilizing macrocyclic ligand systems
US11/032,885 US7534505B2 (en) 2004-05-18 2005-01-10 Organometallic compounds for use in electroluminescent devices
US11/030,901 2005-01-10
US11/030,901 US7655322B2 (en) 2004-05-18 2005-01-10 OLEDs utilizing macrocyclic ligand systems
US11/032,739 2005-01-10
US11/032,950 2005-01-10
US11/032,739 US7598388B2 (en) 2004-05-18 2005-01-10 Carbene containing metal complexes as OLEDs
US11/032,721 2005-01-10
US11/032,950 US7279704B2 (en) 2004-05-18 2005-01-10 Complexes with tridentate ligands
US11/032,885 2005-01-10
US11/032,721 US7445855B2 (en) 2004-05-18 2005-01-10 Cationic metal-carbene complexes
US11/032,836 2005-01-10
US11/032,887 US7601436B2 (en) 2004-05-18 2005-01-10 Carbene metal complexes as OLED materials
US11/032,887 2005-01-10

Publications (2)

Publication Number Publication Date
WO2005113704A2 WO2005113704A2 (en) 2005-12-01
WO2005113704A3 true WO2005113704A3 (en) 2006-08-17

Family

ID=34981269

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2005/017336 Ceased WO2005113704A2 (en) 2004-05-18 2005-05-17 Luminescent compounds with carbene ligands

Country Status (1)

Country Link
WO (1) WO2005113704A2 (en)

Cited By (7)

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US8884034B2 (en) 2009-07-08 2014-11-11 Dermira (Canada), Inc. TOFA analogs useful in treating dermatological disorders or conditions
US9221857B2 (en) 2011-04-14 2015-12-29 Arizona Board Of Regents Acting For And On Behalf Of Arizona State University Pyridine-oxyphenyl coordinated iridium (III) complexes and methods of making and using
US9472762B2 (en) 2012-01-12 2016-10-18 Udc Ireland Limited Iridium organometallic complex containing a substituted dibenzo[f,h]quinoxaline and an electronic device having an emitting layer containing the iridium complex
US11594688B2 (en) 2017-10-17 2023-02-28 Arizona Board Of Regents On Behalf Of Arizona State University Display and lighting devices comprising phosphorescent excimers with preferred molecular orientation as monochromatic emitters
US11594691B2 (en) 2019-01-25 2023-02-28 Arizona Board Of Regents On Behalf Of Arizona State University Light outcoupling efficiency of phosphorescent OLEDs by mixing horizontally aligned fluorescent emitters
US11856840B2 (en) 2014-11-10 2023-12-26 Arizona Board Of Regents On Behalf Of Arizona State University Emitters based on octahedral metal complexes
US12247039B2 (en) 2019-11-27 2025-03-11 Samsung Electronics Co., Ltd. Organometallic compound, organic light-emitting device including organometallic compound and electronic apparatus including the organic light-emitting device

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