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WO2008096609A1 - Transition metal complex compound and organic electroluminescent device using the same - Google Patents

Transition metal complex compound and organic electroluminescent device using the same Download PDF

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Publication number
WO2008096609A1
WO2008096609A1 PCT/JP2008/050979 JP2008050979W WO2008096609A1 WO 2008096609 A1 WO2008096609 A1 WO 2008096609A1 JP 2008050979 W JP2008050979 W JP 2008050979W WO 2008096609 A1 WO2008096609 A1 WO 2008096609A1
Authority
WO
WIPO (PCT)
Prior art keywords
electroluminescent device
organic electroluminescent
complex compound
transition metal
metal complex
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/JP2008/050979
Other languages
French (fr)
Japanese (ja)
Inventor
Masami Watanabe
Fumio Okuda
Hideaki Nagashima
Toshinari Ogiwara
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.)
Idemitsu Kosan Co Ltd
Original Assignee
Idemitsu Kosan 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 Idemitsu Kosan Co Ltd filed Critical Idemitsu Kosan Co Ltd
Publication of WO2008096609A1 publication Critical patent/WO2008096609A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • 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
    • 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
    • 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
    • C09K2211/10—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
    • C09K2211/1044—Heterocyclic compounds characterised by ligands containing two 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
    • 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
    • C09K2211/186—Metal complexes of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2101/00—Properties of the organic materials covered by group H10K85/00
    • H10K2101/10—Triplet emission
    • 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

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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)

Abstract

Disclosed is a transition metal complex compound having a carbene bond and represented by the general formula (1) below. Also disclosed is an organic electroluminescent device wherein an organic thin film composed of one or more layers including at least a light-emitting layer is interposed between a pair of electrodes. In this organic electroluminescent device, at least one layer of the organic thin film contains the transition metal complex compound, and the organic electroluminescent device emits blue light with high luminous efficiency. The transition metal complex compound enables to obtain such an organic electroluminescent device. (In the general formula (1), C→M represents a metal carbene bond; M represents a metal atom of Ir or Pt; k represents an integer of 1-3, m represents an integer of 0-2, and k + m represents the atomic valence of the metal M; R3 represents an alkyl group or the like; and R4-R17 independently represent a hydrogen atom, a halogen atom or the like, and adjacent members of R4-R17 may be crosslinked with each other.)
PCT/JP2008/050979 2007-02-05 2008-01-24 Transition metal complex compound and organic electroluminescent device using the same Ceased WO2008096609A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007025498 2007-02-05
JP2007-025498 2007-02-05

Publications (1)

Publication Number Publication Date
WO2008096609A1 true WO2008096609A1 (en) 2008-08-14

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/050979 Ceased WO2008096609A1 (en) 2007-02-05 2008-01-24 Transition metal complex compound and organic electroluminescent device using the same

Country Status (2)

Country Link
TW (1) TW200850043A (en)
WO (1) WO2008096609A1 (en)

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JP2010171155A (en) * 2009-01-22 2010-08-05 Ube Ind Ltd Organic electroluminescent device
JP2012531473A (en) * 2009-07-03 2012-12-10 オスラム アクチエンゲゼルシャフト Phosphorescent metal complex compound, method for producing the same, and radiation emitting device
WO2013088959A1 (en) * 2011-12-14 2013-06-20 コニカミノルタ株式会社 Organic electroluminescent element, display device and lighting device
WO2014019711A1 (en) * 2012-08-02 2014-02-06 Roche Diagnostics Gmbh New iridium-based complexes for ecl
WO2014024668A1 (en) * 2012-08-07 2014-02-13 コニカミノルタ株式会社 Organic electroluminescent element, lighting device and display device
WO2014033044A1 (en) 2012-08-31 2014-03-06 Solvay Sa Transition metal complexes comprising symmetric tetradentate ligandas
US9399654B2 (en) 2012-08-02 2016-07-26 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
US9403859B2 (en) 2012-08-02 2016-08-02 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
US9416150B2 (en) 2012-08-02 2016-08-16 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
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US10227366B2 (en) 2012-08-02 2019-03-12 Roche Diagnostics Operations, Inc. Bis-iridium-complexes for manufacturing of ECL-labels
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Cited By (132)

* Cited by examiner, † Cited by third party
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JP2010171155A (en) * 2009-01-22 2010-08-05 Ube Ind Ltd Organic electroluminescent device
JP2012531473A (en) * 2009-07-03 2012-12-10 オスラム アクチエンゲゼルシャフト Phosphorescent metal complex compound, method for producing the same, and radiation emitting device
JPWO2013088959A1 (en) * 2011-12-14 2015-04-27 コニカミノルタ株式会社 Organic electroluminescence element, display device and lighting device
WO2013088959A1 (en) * 2011-12-14 2013-06-20 コニカミノルタ株式会社 Organic electroluminescent element, display device and lighting device
US9499573B2 (en) 2012-08-02 2016-11-22 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
US10227366B2 (en) 2012-08-02 2019-03-12 Roche Diagnostics Operations, Inc. Bis-iridium-complexes for manufacturing of ECL-labels
US9399654B2 (en) 2012-08-02 2016-07-26 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
US9403859B2 (en) 2012-08-02 2016-08-02 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
US9416150B2 (en) 2012-08-02 2016-08-16 Roche Diagnostics Operations, Inc. Iridium-based complexes for ECL
WO2014019711A1 (en) * 2012-08-02 2014-02-06 Roche Diagnostics Gmbh New iridium-based complexes for ecl
WO2014024668A1 (en) * 2012-08-07 2014-02-13 コニカミノルタ株式会社 Organic electroluminescent element, lighting device and display device
US20150179958A1 (en) * 2012-08-07 2015-06-25 Konica Minolta Inc. Organic electroluminescent element, lighting device and display device
EP2884552A4 (en) * 2012-08-07 2016-04-06 Konica Minolta Inc ORGANIC ELECTROLUMINESCENT ELEMENT, LIGHTING DEVICE, AND DISPLAY DEVICE
JPWO2014024668A1 (en) * 2012-08-07 2016-07-25 コニカミノルタ株式会社 Organic electroluminescence element, lighting device and display device
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