[go: up one dir, main page]

TW200504175A - Metal coordination compound, polymer composition and organic electroluminescence element using the same - Google Patents

Metal coordination compound, polymer composition and organic electroluminescence element using the same

Info

Publication number
TW200504175A
TW200504175A TW093116504A TW93116504A TW200504175A TW 200504175 A TW200504175 A TW 200504175A TW 093116504 A TW093116504 A TW 093116504A TW 93116504 A TW93116504 A TW 93116504A TW 200504175 A TW200504175 A TW 200504175A
Authority
TW
Taiwan
Prior art keywords
halogen
group
substituted
metal coordination
coordination compound
Prior art date
Application number
TW093116504A
Other languages
Chinese (zh)
Inventor
Satoyuki Nomura
Yoshii Morishita
Yoshihiro Tsuda
Original Assignee
Hitachi Chemical 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 Hitachi Chemical Co Ltd filed Critical Hitachi Chemical Co Ltd
Publication of TW200504175A publication Critical patent/TW200504175A/en

Links

Classifications

    • 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
    • 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
    • C07F15/002—Osmium compounds
    • 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
    • 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
    • C07F15/0046—Ruthenium compounds
    • 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
    • C07F15/0073—Rhodium compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0091—Complexes with metal-heteroatom-bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • 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
    • 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
    • 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
    • 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
    • H10K85/344—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising ruthenium
    • 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
    • H10K85/346—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising platinum
    • 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
    • C09K2211/1018—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
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • C09K2211/1033—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with oxygen
    • 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
    • C09K2211/1037—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with sulfur
    • 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
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only 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
    • C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only 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
    • C09K2211/18—Metal complexes
    • C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Electroluminescent Light Sources (AREA)

Abstract

Metal coordination compound, used as a phosphorescence emitting material which emits light in the wide visible light region from blue to red and has excellent reliability and color purity, is provided. The characterustic of the metal coordination compound is expressed by ether of formulas (1)~(6). B:>NR,>O,>S,>C=O,>SO2,>CR2 (In these formulas, M means Ir, Rh, Ru, Os, Pd, or Pt, and n equals 2 or 3. When M is Ir, Rh, Ru or Os, and when n is 2, M will further conbine with other bidentate ligand further. Ring A is a cyclic compound comprising N atom combining with M. Each X1~X6 and R is one of-R1,-OR2,-SR3,-OCOR4, -COOR5,-SiR6 R7 R8 and -NR9 R10, and is independant of one another.(Where R1~R10 are H atom, Halogen atom, cyano group, nitro group, 1~22C linear, cyclic, branched alkyl group or halogen-substituted alkyl group of which H atoms are substituted by halogen atoms partly or totally, 6~21C aryl group,2~20C heteroaryl group, 7~21C aralkyl group, 7~21C halogen-substituted aryl group, 7~21C halogen-substituted hetero aryl group, or 7~21C halogen-substituted aralkyl group. Besides, each R1~R10 may be either identical or different.) Furthemore, each X1~X6 may be either identical or different. And ring A may have substituents identical to X1~X6.
TW093116504A 2003-06-09 2004-06-09 Metal coordination compound, polymer composition and organic electroluminescence element using the same TW200504175A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2003164321 2003-06-09
JP2003164328 2003-06-09
JP2003164340 2003-06-09

Publications (1)

Publication Number Publication Date
TW200504175A true TW200504175A (en) 2005-02-01

Family

ID=33556137

Family Applications (1)

Application Number Title Priority Date Filing Date
TW093116504A TW200504175A (en) 2003-06-09 2004-06-09 Metal coordination compound, polymer composition and organic electroluminescence element using the same

Country Status (3)

Country Link
KR (1) KR20060027323A (en)
TW (1) TW200504175A (en)
WO (1) WO2004111066A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI615058B (en) * 2007-11-09 2018-02-11 The Regents Of The University Of Michigan Stable blue phosphorescent organic light emitting devices

Families Citing this family (196)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006016193A1 (en) * 2004-08-07 2006-02-16 Oled-T Limited Electroluminescent materials and devices
CN100348594C (en) * 2005-01-12 2007-11-14 武汉大学 Bidentate ligand and its iridium complex and electroluminescent device therewith
US7807275B2 (en) 2005-04-21 2010-10-05 Universal Display Corporation Non-blocked phosphorescent OLEDs
KR101600624B1 (en) 2006-02-10 2016-03-21 유니버셜 디스플레이 코포레이션 METAL COMPLEXES OF CYCLOMETALLATED IMIDAZO[1,2-f]PHENANTHRIDINE AND DIIMIDAZO[1,2-A:1',2'-C]QUINAZOLINE LIGANDS AND ISOELECTRONIC AND BENZANNULATED ANALOGS THEREOF
US20090043064A1 (en) * 2006-02-22 2009-02-12 Sumitomo Chemical Company, Limited Metal complex, polymer compound, and device containing it
US8114532B2 (en) * 2007-01-26 2012-02-14 Konica Minolta Holdings, Inc. Organic electroluminescent element, display device and lighting device
JP2009004753A (en) * 2007-05-18 2009-01-08 Fujifilm Corp Organic electroluminescence device
US8476822B2 (en) 2007-11-09 2013-07-02 Universal Display Corporation Saturated color organic light emitting devices
US8722205B2 (en) 2009-03-23 2014-05-13 Universal Display Corporation Heteroleptic iridium complex
US8709615B2 (en) * 2011-07-28 2014-04-29 Universal Display Corporation Heteroleptic iridium complexes as dopants
US11910700B2 (en) 2009-03-23 2024-02-20 Universal Display Corporation Heteroleptic iridium complexes as dopants
EP2417215B1 (en) * 2009-04-06 2014-05-07 Universal Display Corporation Metal complex comprising novel ligand structures
US8288187B2 (en) 2010-01-20 2012-10-16 Universal Display Corporation Electroluminescent devices for lighting applications
TW201221620A (en) * 2010-10-29 2012-06-01 Semiconductor Energy Lab Organometallic complex, and light-emitting element and display device using the organometallic complex
WO2012155099A1 (en) 2011-05-12 2012-11-15 Universal Display Corporation Flexible lighting devices
US8795850B2 (en) * 2011-05-19 2014-08-05 Universal Display Corporation Phosphorescent heteroleptic phenylbenzimidazole dopants and new synthetic methodology
US10211413B2 (en) 2012-01-17 2019-02-19 Universal Display Corporation Organic electroluminescent materials and devices
US8728858B2 (en) 2012-08-27 2014-05-20 Universal Display Corporation Multi-nozzle organic vapor jet printing
US9252363B2 (en) 2012-10-04 2016-02-02 Universal Display Corporation Aryloxyalkylcarboxylate solvent compositions for inkjet printing of organic layers
US8946697B1 (en) * 2012-11-09 2015-02-03 Universal Display Corporation Iridium complexes with aza-benzo fused ligands
KR102265675B1 (en) * 2013-05-20 2021-06-15 가부시키가이샤 한도오따이 에네루기 켄큐쇼 Organometallic complex, light-emitting element, light-emitting device, electronic appliance, and lighting device
US9130195B2 (en) 2013-11-22 2015-09-08 Universal Display Corporation Structure to enhance light extraction and lifetime of OLED devices
US9876173B2 (en) 2013-12-09 2018-01-23 Universal Display Corporation Organic electroluminescent materials and devices
US9905785B2 (en) 2014-04-14 2018-02-27 Universal Display Corporation Organic electroluminescent materials and devices
US10008679B2 (en) 2014-04-14 2018-06-26 Universal Display Corporation Organic electroluminescent materials and devices
US9337441B2 (en) 2014-04-15 2016-05-10 Universal Display Corporation OLED lighting panel and methods for fabricating thereof
US9450198B2 (en) 2014-04-15 2016-09-20 Universal Display Corporation Organic electroluminescent materials and devices
US9380675B2 (en) 2014-04-17 2016-06-28 Universal Display Corporation Energy saving OLED lighting system and method
JP6537877B2 (en) * 2014-05-02 2019-07-03 株式会社半導体エネルギー研究所 Organometallic complex, light emitting element, light emitting device, electronic device and lighting device
US9572232B2 (en) 2014-05-15 2017-02-14 Universal Display Corporation Biosensing electronic devices
US9997716B2 (en) 2014-05-27 2018-06-12 Universal Display Corporation Organic electroluminescent materials and devices
US9825243B2 (en) 2014-08-18 2017-11-21 Udc Ireland Limited Methods for fabricating OLEDs on non-uniform substrates and devices made therefrom
US10950803B2 (en) 2014-10-13 2021-03-16 Universal Display Corporation Compounds and uses in devices
US10868261B2 (en) 2014-11-10 2020-12-15 Universal Display Corporation Organic electroluminescent materials and devices
US10177126B2 (en) 2014-12-16 2019-01-08 Universal Display Corporation Tunable OLED lighting source
US11145837B2 (en) 2014-12-17 2021-10-12 Universal Display Corporation Color stable organic light emitting diode stack
US10510973B2 (en) 2014-12-17 2019-12-17 Universal Display Corporation Color-stable organic light emitting diode stack
US9761842B2 (en) 2014-12-19 2017-09-12 The Regents Of The University Of Michigan Enhancing light extraction of organic light emitting diodes via nanoscale texturing of electrode surfaces
US10038167B2 (en) 2015-01-08 2018-07-31 The Regents Of The University Of Michigan Thick-ETL OLEDs with sub-ITO grids with improved outcoupling
US9711730B2 (en) 2015-01-25 2017-07-18 Universal Display Corporation Organic electroluminescent materials and devices
US10355222B2 (en) 2015-02-06 2019-07-16 Universal Display Corporation Organic electroluminescent materials and devices
US10644247B2 (en) 2015-02-06 2020-05-05 Universal Display Corporation Organic electroluminescent materials and devices
US10418562B2 (en) 2015-02-06 2019-09-17 Universal Display Corporation Organic electroluminescent materials and devices
US10680183B2 (en) 2015-02-15 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US10600966B2 (en) 2015-02-27 2020-03-24 Universal Display Corporation Organic electroluminescent materials and devices
US9911928B2 (en) 2015-03-19 2018-03-06 Universal Display Corporation Organic electroluminescent materials and devices
US10529931B2 (en) 2015-03-24 2020-01-07 Universal Display Corporation Organic Electroluminescent materials and devices
US10147360B2 (en) 2015-03-31 2018-12-04 Universal Display Corporation Rugged display device architecture
US11818949B2 (en) 2015-04-06 2023-11-14 Universal Display Corporation Organic electroluminescent materials and devices
US20160293854A1 (en) 2015-04-06 2016-10-06 Universal Display Corporation Organic Electroluminescent Materials and Devices
US11495749B2 (en) 2015-04-06 2022-11-08 Universal Display Corporation Organic electroluminescent materials and devices
US10403826B2 (en) 2015-05-07 2019-09-03 Universal Display Corporation Organic electroluminescent materials and devices
US10777749B2 (en) 2015-05-07 2020-09-15 Universal Display Corporation Organic electroluminescent materials and devices
US9478758B1 (en) 2015-05-08 2016-10-25 Universal Display Corporation Organic electroluminescent materials and devices
US9978965B2 (en) 2015-06-17 2018-05-22 Universal Display Corporation Rollable OLED display
US9947895B2 (en) 2015-06-17 2018-04-17 Universal Display Corporation Flexible AMOLED display
US10825997B2 (en) 2015-06-25 2020-11-03 Universal Display Corporation Organic electroluminescent materials and devices
US10873036B2 (en) 2015-07-07 2020-12-22 Universal Display Corporation Organic electroluminescent materials and devices
US9899631B2 (en) 2015-07-08 2018-02-20 Universal Display Corporation Flexible multilayer scattering substrate used in OLED
US11018309B2 (en) 2015-08-03 2021-05-25 Universal Display Corporation Organic electroluminescent materials and devices
US10522769B2 (en) 2015-08-18 2019-12-31 Universal Display Corporation Organic electroluminescent materials and devices
US9947728B2 (en) 2015-08-25 2018-04-17 Universal Display Corporation Hybrid MEMS OLED display
US11706972B2 (en) 2015-09-08 2023-07-18 Universal Display Corporation Organic electroluminescent materials and devices
US10770664B2 (en) 2015-09-21 2020-09-08 Universal Display Corporation Organic electroluminescent materials and devices
US10847728B2 (en) 2015-10-01 2020-11-24 Universal Display Corporation Organic electroluminescent materials and devices
US10593892B2 (en) 2015-10-01 2020-03-17 Universal Display Corporation Organic electroluminescent materials and devices
US12382777B2 (en) 2015-10-12 2025-08-05 The Regents Of The University Of Michigan Organic light emitting diode having a mixed blocking layer
US10388893B2 (en) 2015-10-29 2019-08-20 Universal Display Corporation Organic electroluminescent materials and devices
US10177318B2 (en) 2015-10-29 2019-01-08 Universal Display Corporation Organic electroluminescent materials and devices
US10388892B2 (en) 2015-10-29 2019-08-20 Universal Display Corporation Organic electroluminescent materials and devices
US10998507B2 (en) 2015-11-23 2021-05-04 Universal Display Corporation Organic electroluminescent materials and devices
US10476010B2 (en) 2015-11-30 2019-11-12 Universal Display Corporation Organic electroluminescent materials and devices
US11024808B2 (en) 2015-12-29 2021-06-01 Universal Display Corporation Organic electroluminescent materials and devices
US10957861B2 (en) 2015-12-29 2021-03-23 Universal Display Corporation Organic electroluminescent materials and devices
US10707427B2 (en) 2016-02-09 2020-07-07 Universal Display Corporation Organic electroluminescent materials and devices
US10600967B2 (en) 2016-02-18 2020-03-24 Universal Display Corporation Organic electroluminescent materials and devices
US10276809B2 (en) 2016-04-05 2019-04-30 Universal Display Corporation Organic electroluminescent materials and devices
US11081647B2 (en) 2016-04-22 2021-08-03 Universal Display Corporation Organic electroluminescent materials and devices
US20170324049A1 (en) 2016-05-05 2017-11-09 Universal Display Corporation Organic Electroluminescent Materials and Devices
US10460663B2 (en) 2016-05-31 2019-10-29 Universal Display Corporation Architecture for very high resolution AMOLED display backplane
US10686140B2 (en) 2016-06-20 2020-06-16 Universal Display Corporation Organic electroluminescent materials and devices
US10651403B2 (en) 2016-06-20 2020-05-12 Universal Display Corporation Organic electroluminescent materials and devices
US10680184B2 (en) 2016-07-11 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US10720587B2 (en) 2016-07-19 2020-07-21 Universal Display Corporation Organic electroluminescent materials and devices
US10153443B2 (en) 2016-07-19 2018-12-11 Universal Display Corporation Organic electroluminescent materials and devices
US10229960B2 (en) 2016-08-02 2019-03-12 Universal Display Corporation OLED displays with variable display regions
US10205105B2 (en) 2016-08-15 2019-02-12 Universal Display Corporation Organic electroluminescent materials and devices
US10505127B2 (en) 2016-09-19 2019-12-10 Universal Display Corporation Organic electroluminescent materials and devices
US10608185B2 (en) 2016-10-17 2020-03-31 Univeral Display Corporation Organic electroluminescent materials and devices
US10236458B2 (en) 2016-10-24 2019-03-19 Universal Display Corporation Organic electroluminescent materials and devices
US12317745B2 (en) 2016-11-09 2025-05-27 Universal Display Corporation Organic electroluminescent materials and devices
US10340464B2 (en) 2016-11-10 2019-07-02 Universal Display Corporation Organic electroluminescent materials and devices
US10680188B2 (en) 2016-11-11 2020-06-09 Universal Display Corporation Organic electroluminescent materials and devices
US10662196B2 (en) 2016-11-17 2020-05-26 Universal Display Corporation Organic electroluminescent materials and devices
US10964893B2 (en) 2016-11-17 2021-03-30 Universal Display Corporation Organic electroluminescent materials and devices
US10833276B2 (en) 2016-11-21 2020-11-10 Universal Display Corporation Organic electroluminescent materials and devices
US10153445B2 (en) 2016-11-21 2018-12-11 Universal Display Corporation Organic electroluminescent materials and devices
US10490753B2 (en) 2016-12-15 2019-11-26 Universal Display Corporation Organic electroluminescent materials and devices
US10811618B2 (en) 2016-12-19 2020-10-20 Universal Display Corporation Organic electroluminescent materials and devices
US20180190915A1 (en) 2017-01-03 2018-07-05 Universal Display Corporation Organic electroluminescent materials and devices
US10629820B2 (en) 2017-01-18 2020-04-21 Universal Display Corporation Organic electroluminescent materials and devices
US10964904B2 (en) 2017-01-20 2021-03-30 Universal Display Corporation Organic electroluminescent materials and devices
US12089486B2 (en) 2017-02-08 2024-09-10 Universal Display Corporation Organic electroluminescent materials and devices
US10978647B2 (en) 2017-02-15 2021-04-13 Universal Display Corporation Organic electroluminescent materials and devices
US10741780B2 (en) 2017-03-10 2020-08-11 Universal Display Corporation Organic electroluminescent materials and devices
US10873037B2 (en) 2017-03-28 2020-12-22 Universal Display Corporation Organic electroluminescent materials and devices
US10910577B2 (en) 2017-03-28 2021-02-02 Universal Display Corporation Organic electroluminescent materials and devices
US11158820B2 (en) 2017-03-29 2021-10-26 Universal Display Corporation Organic electroluminescent materials and devices
US10862046B2 (en) 2017-03-30 2020-12-08 Universal Display Corporation Organic electroluminescent materials and devices
US11139443B2 (en) 2017-03-31 2021-10-05 Universal Display Corporation Organic electroluminescent materials and devices
US10777754B2 (en) 2017-04-11 2020-09-15 Universal Display Corporation Organic electroluminescent materials and devices
US11038117B2 (en) 2017-04-11 2021-06-15 Universal Display Corporation Organic electroluminescent materials and devices
US11101434B2 (en) 2017-04-21 2021-08-24 Universal Display Corporation Organic electroluminescent materials and devices
US10910570B2 (en) 2017-04-28 2021-02-02 Universal Display Corporation Organic electroluminescent materials and devices
US11038137B2 (en) 2017-04-28 2021-06-15 Universal Display Corporation Organic electroluminescent materials and devices
US10941170B2 (en) 2017-05-03 2021-03-09 Universal Display Corporation Organic electroluminescent materials and devices
US11201299B2 (en) 2017-05-04 2021-12-14 Universal Display Corporation Organic electroluminescent materials and devices
US10930864B2 (en) 2017-05-10 2021-02-23 Universal Display Corporation Organic electroluminescent materials and devices
US10944060B2 (en) 2017-05-11 2021-03-09 Universal Display Corporation Organic electroluminescent materials and devices
US10822362B2 (en) 2017-05-11 2020-11-03 Universal Display Corporation Organic electroluminescent materials and devices
US10790455B2 (en) 2017-05-18 2020-09-29 Universal Display Corporation Organic electroluminescent materials and devices
US10944062B2 (en) 2017-05-18 2021-03-09 Universal Display Corporation Organic electroluminescent materials and devices
US10934293B2 (en) 2017-05-18 2021-03-02 Universal Display Corporation Organic electroluminescent materials and devices
US10930862B2 (en) 2017-06-01 2021-02-23 Universal Display Corporation Organic electroluminescent materials and devices
US10968226B2 (en) 2017-06-23 2021-04-06 Universal Display Corporation Organic electroluminescent materials and devices
US11495757B2 (en) 2017-06-23 2022-11-08 Universal Display Corporation Organic electroluminescent materials and devices
US11608321B2 (en) 2017-06-23 2023-03-21 Universal Display Corporation Organic electroluminescent materials and devices
US11174259B2 (en) 2017-06-23 2021-11-16 Universal Display Corporation Organic electroluminescent materials and devices
US11678565B2 (en) 2017-06-23 2023-06-13 Universal Display Corporation Organic electroluminescent materials and devices
US12098157B2 (en) 2017-06-23 2024-09-24 Universal Display Corporation Organic electroluminescent materials and devices
US11917843B2 (en) 2017-07-26 2024-02-27 Universal Display Corporation Organic electroluminescent materials and devices
US11968883B2 (en) 2017-07-26 2024-04-23 Universal Display Corporation Organic electroluminescent materials and devices
US11322691B2 (en) 2017-07-26 2022-05-03 Universal Display Corporation Organic electroluminescent materials and devices
US11910699B2 (en) 2017-08-10 2024-02-20 Universal Display Corporation Organic electroluminescent materials and devices
US11508913B2 (en) 2017-08-10 2022-11-22 Universal Display Corporation Organic electroluminescent materials and devices
US11349083B2 (en) 2017-08-10 2022-05-31 Universal Display Corporation Organic electroluminescent materials and devices
US11437591B2 (en) 2017-08-24 2022-09-06 Universal Display Corporation Organic electroluminescent materials and devices
US11444249B2 (en) 2017-09-07 2022-09-13 Universal Display Corporation Organic electroluminescent materials and devices
US12389791B2 (en) 2017-09-21 2025-08-12 Universal Display Corporation Organic electroluminescent materials and devices
US11183646B2 (en) 2017-11-07 2021-11-23 Universal Display Corporation Organic electroluminescent materials and devices
US11168103B2 (en) 2017-11-17 2021-11-09 Universal Display Corporation Organic electroluminescent materials and devices
US10770673B2 (en) 2017-11-28 2020-09-08 The Regents Of The University Of Michigan Highly reliable stacked white organic light emitting device
US11233204B2 (en) 2017-12-14 2022-01-25 Universal Display Corporation Organic electroluminescent materials and devices
US12075690B2 (en) 2017-12-14 2024-08-27 Universal Display Corporation Organic electroluminescent materials and devices
US10971687B2 (en) 2017-12-14 2021-04-06 Universal Display Corporation Organic electroluminescent materials and devices
US11233205B2 (en) 2017-12-14 2022-01-25 Universal Display Corporation Organic electroluminescent materials and devices
US11271177B2 (en) 2018-01-11 2022-03-08 Universal Display Corporation Organic electroluminescent materials and devices
US11367840B2 (en) 2018-01-26 2022-06-21 Universal Display Corporation Organic electroluminescent materials and devices
US12029055B2 (en) 2018-01-30 2024-07-02 The University Of Southern California OLED with hybrid emissive layer
US11957050B2 (en) 2018-02-09 2024-04-09 Universal Display Corporation Organic electroluminescent materials and devices
US11557733B2 (en) 2018-03-12 2023-01-17 Universal Display Corporation Organic electroluminescent materials and devices
US11882759B2 (en) 2018-04-13 2024-01-23 Universal Display Corporation Organic electroluminescent materials and devices
US11616203B2 (en) 2018-04-17 2023-03-28 Universal Display Corporation Organic electroluminescent materials and devices
US11339182B2 (en) 2018-06-07 2022-05-24 Universal Display Corporation Organic electroluminescent materials and devices
US11228004B2 (en) 2018-06-22 2022-01-18 Universal Display Corporation Organic electroluminescent materials and devices
US12171137B2 (en) 2018-09-10 2024-12-17 Universal Display Corporation Organic electroluminescent materials and devices
US11469383B2 (en) 2018-10-08 2022-10-11 Universal Display Corporation Organic electroluminescent materials and devices
US11495752B2 (en) 2018-10-08 2022-11-08 Universal Display Corporation Organic electroluminescent materials and devices
US11963441B2 (en) 2018-11-26 2024-04-16 Universal Display Corporation Organic electroluminescent materials and devices
US11515489B2 (en) 2018-11-28 2022-11-29 Universal Display Corporation Host materials for electroluminescent devices
US11834459B2 (en) 2018-12-12 2023-12-05 Universal Display Corporation Host materials for electroluminescent devices
US11895853B2 (en) 2019-01-17 2024-02-06 The Regents Of The University Of Michigan Organic photovoltaic device having a lateral charge transport channel
US11349099B2 (en) 2019-01-25 2022-05-31 The Regents Of The University Of Michigan Method of fabricating a light emitting device having a polymer film with a specified surface rouggness
US11342526B2 (en) 2019-01-29 2022-05-24 The Regents Of The University Of Michigan Hybrid organic light emitting device
US11780829B2 (en) 2019-01-30 2023-10-10 The University Of Southern California Organic electroluminescent materials and devices
US11812624B2 (en) 2019-01-30 2023-11-07 The University Of Southern California Organic electroluminescent materials and devices
US11325932B2 (en) 2019-02-08 2022-05-10 Universal Display Corporation Organic electroluminescent materials and devices
US12137605B2 (en) 2019-02-08 2024-11-05 Universal Display Corporation Organic electroluminescent materials and devices
US11370809B2 (en) 2019-02-08 2022-06-28 Universal Display Corporation Organic electroluminescent materials and devices
US11773320B2 (en) 2019-02-21 2023-10-03 Universal Display Corporation Organic electroluminescent materials and devices
US11557738B2 (en) 2019-02-22 2023-01-17 Universal Display Corporation Organic electroluminescent materials and devices
US11512093B2 (en) 2019-03-04 2022-11-29 Universal Display Corporation Compound used for organic light emitting device (OLED), consumer product and formulation
US12082439B2 (en) 2019-03-12 2024-09-03 Universal Display Corporation Purcell enhancement via Tamm plasmon stack in OLED structures
US11552247B2 (en) 2019-03-20 2023-01-10 The Regents Of The University Of Michigan Organic vapor jet nozzle with shutter
US11963438B2 (en) 2019-03-26 2024-04-16 The University Of Southern California Organic electroluminescent materials and devices
US12122793B2 (en) 2019-03-27 2024-10-22 Universal Display Corporation Organic electroluminescent materials and devices
US12240865B2 (en) 2019-03-27 2025-03-04 Universal Display Corporation Organic electroluminescent materials and devices
US11613550B2 (en) 2019-04-30 2023-03-28 Universal Display Corporation Organic electroluminescent materials and devices comprising benzimidazole-containing metal complexes
US11920070B2 (en) 2019-07-12 2024-03-05 The University Of Southern California Luminescent janus-type, two-coordinated metal complexes
US11825687B2 (en) 2019-07-17 2023-11-21 The Regents Of The University Of Michigan Organic light emitting device
US11985888B2 (en) 2019-08-12 2024-05-14 The Regents Of The University Of Michigan Organic electroluminescent device
US11832504B2 (en) 2019-11-25 2023-11-28 The Regents Of The University Of Michigan System and method for organic electronic device patterning
WO2021137888A1 (en) 2020-01-03 2021-07-08 Trustees Of Boston University Microelectromechanical shutters for organic vapor jet printing
CN113278033B (en) * 2020-02-20 2023-04-28 北京夏禾科技有限公司 Organic electroluminescent material and device
US12052918B2 (en) 2020-06-24 2024-07-30 The Regents Of The University Of Michigan Organic electroluminescent device comprising two-dimensional emissive layer
US12486288B2 (en) 2020-10-12 2025-12-02 University Of Southern California Fast phosphors utilizing HP2H ligands
US12501766B2 (en) 2020-10-26 2025-12-16 The Regents Of The University Of Michigan Optoelectronic device including charge generation layer stack
CN114591371A (en) * 2020-12-04 2022-06-07 广东阿格蕾雅光电材料有限公司 Metal complex and application thereof
US12185557B2 (en) 2020-12-04 2024-12-31 The Regents Of The University Of Michigan Optoelectronic device including ultrathin dopant layers
US12331064B2 (en) 2020-12-09 2025-06-17 University Of Southern California Tandem carbene phosphors
US12342716B2 (en) 2020-12-09 2025-06-24 University Of Southern California Tandem-carbene phosphors
US12150321B2 (en) 2020-12-17 2024-11-19 The Regents Of The University Of Michigan Optoelectronic device including morphological stabilizing layer
US12213331B2 (en) 2021-01-29 2025-01-28 The Regents Of The University Of Michigan Hybrid organic-inorganic light emitting device
US12207535B2 (en) 2021-03-01 2025-01-21 The Regents Of The University Of Michigan Peel-off patterning method for fabrication of organic optoelectronic devices
US12520715B2 (en) 2021-07-16 2026-01-06 University Of Southern California Organic electroluminescent materials and devices
KR102738498B1 (en) 2023-04-29 2024-12-04 구형우 Instant porridge containing anti-aging active ingredients and cooking method

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1285601C (en) * 2000-11-30 2006-11-22 佳能株式会社 Light emitting devices and displays
JP4307000B2 (en) * 2001-03-08 2009-08-05 キヤノン株式会社 Metal coordination compound, electroluminescent element and display device
JP4196639B2 (en) * 2002-06-10 2008-12-17 三菱化学株式会社 Organometallic complex and organic electroluminescent device using the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI615058B (en) * 2007-11-09 2018-02-11 The Regents Of The University Of Michigan Stable blue phosphorescent organic light emitting devices

Also Published As

Publication number Publication date
WO2004111066A1 (en) 2004-12-23
KR20060027323A (en) 2006-03-27

Similar Documents

Publication Publication Date Title
TW200504175A (en) Metal coordination compound, polymer composition and organic electroluminescence element using the same
Power Some highlights from the development and use of bulky monodentate ligands
DE60231117D1 (en) METAL COORDINATION CONNECTION AND ELECTROLUMINESCENCE DEVICE
HK1049679B (en) Organometallic light-emitting material
ATE466917T1 (en) LUMINESCENT IRIDIUM COMPOUNDS CONTAINING PHENYLPYRIDINE GROUPS SUBSTITUTED WITH ORGANOSILANE COMPOUNDS AND ORGANIC LIGHT EMITTING DEVICES USING SAME
TW200420178A (en) Organometal complex, electroluminescence material using the complex and electroluminescence element using the complex
EP1492173A3 (en) Light emitting device containing a rare earth complex as luminescent medium
TW200517470A (en) Iridium complex as light emitting material and organic light emitting diode device
Feng et al. PMMA-copolymerized color tunable and pure white-light emitting Eu 3+–Tb 3+ containing Ln-metallopolymers
DE602005009212D1 (en) LIGHT-EMITTING BODY AND BASED LIGHTING DEVICE AND DISPLAY DEVICE
CN101460515A (en) Heteroleptic transition metal-carbene complexes and their use in organic light-emitting diodes (OLEDs)
EP2103666A3 (en) Novel organic electroluminescent compounds and organic electroluminescent device using the same
WO2008156089A1 (en) Aromatic amine derivative and organic electroluminescent device using the same
TW200706541A (en) Organometallic complex, and light emitting element and electronic appliance using the same
KR20140041508A (en) Phosphorescent material, their preparations and applications
WO2019097361A8 (en) Organic compound, light-emitting element, light-emitting device, electronic device, and illumination device
GB2424894A (en) Polymer complex compound and polymeric luminescent element employing the same
CN103130841A (en) 5- (naphthyridine-4-yl) triazole derivative transition metal complex and luminescence application
KR101335548B1 (en) platinum complex for phosphorescent materials and organic electroluminescent device containing the same
TW201527484A (en) Iridium complexes containing biazolate-based ligand
ATE322257T1 (en) COMPLEX N-HETEROCYCLIC CARBENES AND THEIR USE
TW200734369A (en) Polymer material and light emitting element using the same
Choi et al. Solution processable organic electro-phosphorescent iridium complex based on a benzothiazole derivative
Fu et al. PNBE-supported metallopolymer-type hybrid materials through grafting of Ln3-benzimidazole-arrayed (Ln= Nd, Yb or Er) complex monomers with efficient NIR luminescence
JP2003137824A (en) Anthracene compound and chemiluminescence composition comprising the same