WO2012138172A3 - 신규 유기금속 화합물 및 이를 이용한 유기 발광 소자 - Google Patents

신규 유기금속 화합물 및 이를 이용한 유기 발광 소자 Download PDF

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Publication number
WO2012138172A3
WO2012138172A3 PCT/KR2012/002624 KR2012002624W WO2012138172A3 WO 2012138172 A3 WO2012138172 A3 WO 2012138172A3 KR 2012002624 W KR2012002624 W KR 2012002624W WO 2012138172 A3 WO2012138172 A3 WO 2012138172A3
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WO
WIPO (PCT)
Prior art keywords
compound
emitting diode
present
light
organic light
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PCT/KR2012/002624
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English (en)
French (fr)
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WO2012138172A2 (ko
Inventor
이재민
박찬혁
윤성철
임종선
강영훈
이창진
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한국화학연구원
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Application filed by 한국화학연구원 filed Critical 한국화학연구원
Priority to JP2013556560A priority Critical patent/JP5655165B2/ja
Priority to US14/002,598 priority patent/US9478756B2/en
Publication of WO2012138172A2 publication Critical patent/WO2012138172A2/ko
Publication of WO2012138172A3 publication Critical patent/WO2012138172A3/ko

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    • 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
    • C07F17/00—Metallocenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • 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 System
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System compounds of the platinum group
    • C07F15/0033—Iridium 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
    • 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
    • C09K2211/1014—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
    • C09K2211/18—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

Abstract

본 발명은 신규 유기금속 화합물에 관한 것으로서, 보다 자세하게는, 게르마늄 치환체의 도입에 의해 분자간 상호 작용이 억제되어 발광 특성이 개선된 발광성 유기금속 화합물 및 이를 이용한 유기 전자 소자, 그 중에서도 유기 발광 소자에 관한 것이다. 본 발명에 따르면, 상기 이리듐 유기금속 화합물 모체에 게르마늄 치환체를 도입함으로써 고체 상태에서의 분자간 상호 작용이 억제되어 용액 공정에서도 유용하게 사용될 수 있고, 유기 발광 소자의 발광층의 일부로 사용되는 경우에 그 발광 효율이 현저히 개선되므로 유기 발광 소자용 재료로 유용하게 사용될 수 있다.
PCT/KR2012/002624 2011-04-06 2012-04-06 신규 유기금속 화합물 및 이를 이용한 유기 발광 소자 WO2012138172A2 (ko)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP2013556560A JP5655165B2 (ja) 2011-04-06 2012-04-06 新規な有機金属化合物及びそれを用いた有機発光素子
US14/002,598 US9478756B2 (en) 2011-04-06 2012-04-06 Organometallic compound, and organic light-emitting diode using same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020110031767A KR101298735B1 (ko) 2011-04-06 2011-04-06 신규 유기금속 화합물 및 이를 이용한 유기 발광 소자
KR10-2011-0031767 2011-04-06

Publications (2)

Publication Number Publication Date
WO2012138172A2 WO2012138172A2 (ko) 2012-10-11
WO2012138172A3 true WO2012138172A3 (ko) 2013-01-10

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PCT/KR2012/002624 WO2012138172A2 (ko) 2011-04-06 2012-04-06 신규 유기금속 화합물 및 이를 이용한 유기 발광 소자

Country Status (4)

Country Link
US (1) US9478756B2 (ko)
JP (1) JP5655165B2 (ko)
KR (1) KR101298735B1 (ko)
WO (1) WO2012138172A2 (ko)

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Publication number Publication date
WO2012138172A2 (ko) 2012-10-11
KR101298735B1 (ko) 2013-08-21
US20130334521A1 (en) 2013-12-19
KR20120114030A (ko) 2012-10-16
JP5655165B2 (ja) 2015-01-14
US9478756B2 (en) 2016-10-25
JP2014509587A (ja) 2014-04-21

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