KR102182119B1 - 금속 착체 및 그것을 사용한 전자 수송 재료 - Google Patents

금속 착체 및 그것을 사용한 전자 수송 재료 Download PDF

Info

Publication number
KR102182119B1
KR102182119B1 KR1020197002967A KR20197002967A KR102182119B1 KR 102182119 B1 KR102182119 B1 KR 102182119B1 KR 1020197002967 A KR1020197002967 A KR 1020197002967A KR 20197002967 A KR20197002967 A KR 20197002967A KR 102182119 B1 KR102182119 B1 KR 102182119B1
Authority
KR
South Korea
Prior art keywords
synthesis
mmol
complex
pyridin
group
Prior art date
Application number
KR1020197002967A
Other languages
English (en)
Korean (ko)
Other versions
KR20190024992A (ko
Inventor
마사타카 와타나베
마사노부 코츠보
유미 사카이
켄타로 야마토
츠요시 하야시다
미츠하루 노토
Original Assignee
다이덴 가부시키가이샤
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 다이덴 가부시키가이샤 filed Critical 다이덴 가부시키가이샤
Priority to KR1020207026855A priority Critical patent/KR102305222B1/ko
Publication of KR20190024992A publication Critical patent/KR20190024992A/ko
Application granted granted Critical
Publication of KR102182119B1 publication Critical patent/KR102182119B1/ko

Links

Images

Classifications

    • 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
    • H10K50/16Electron transporting layers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/10Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • C07F1/02Lithium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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
    • C07D213/28Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/10Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • C07F1/005Compounds containing elements of Groups 1 or 11 of the Periodic Table without C-Metal linkages
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • C07F1/04Sodium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F1/00Compounds containing elements of Groups 1 or 11 of the Periodic Table
    • C07F1/06Potassium compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/003Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
    • 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
    • H01L51/0077
    • H01L51/5072
    • H01L51/56
    • 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
    • H05B33/10Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
    • 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
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Inorganic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Electroluminescent Light Sources (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
KR1020197002967A 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료 KR102182119B1 (ko)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020207026855A KR102305222B1 (ko) 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JPJP-P-2016-150267 2016-07-29
JP2016150267 2016-07-29
PCT/JP2017/027043 WO2018021406A1 (ja) 2016-07-29 2017-07-26 金属錯体およびそれを用いた電子輸送材料

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020207026855A Division KR102305222B1 (ko) 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료

Publications (2)

Publication Number Publication Date
KR20190024992A KR20190024992A (ko) 2019-03-08
KR102182119B1 true KR102182119B1 (ko) 2020-11-23

Family

ID=61016850

Family Applications (2)

Application Number Title Priority Date Filing Date
KR1020197002967A KR102182119B1 (ko) 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료
KR1020207026855A KR102305222B1 (ko) 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료

Family Applications After (1)

Application Number Title Priority Date Filing Date
KR1020207026855A KR102305222B1 (ko) 2016-07-29 2017-07-26 금속 착체 및 그것을 사용한 전자 수송 재료

Country Status (4)

Country Link
JP (2) JP6786603B2 (zh)
KR (2) KR102182119B1 (zh)
CN (2) CN109689665B (zh)
WO (1) WO2018021406A1 (zh)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7267445B2 (ja) * 2019-10-02 2023-05-01 大電株式会社 金属錯体およびそれを用いた電子輸送材料
CN114989086A (zh) * 2021-03-01 2022-09-02 中国科学院上海有机化学研究所 一种制备含氟苯并喹啉杂环化合物的方法
CN113072560B (zh) * 2021-04-09 2023-11-24 北京八亿时空液晶科技股份有限公司 一种咔唑衍生物及其应用
CN114835732B (zh) * 2022-05-20 2024-03-29 闽都创新实验室 一种高效蓝光oled材料及其制备方法和应用

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008195623A (ja) * 2007-02-08 2008-08-28 Chemiprokasei Kaisha Ltd 新規な複素環含有ヒドロキシフェニル金属誘導体およびそれを用いた電子注入材料、電子輸送材料および有機エレクトロルミネッセンス素子
JP2011176063A (ja) * 2010-02-24 2011-09-08 Daiden Co Ltd 白色有機電界発光素子及びその製造方法
JP2014138100A (ja) * 2013-01-17 2014-07-28 Canon Inc 有機発光素子

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3475620B2 (ja) * 1995-12-25 2003-12-08 東洋インキ製造株式会社 有機エレクトロルミネッセンス素子材料およびそれを使用した有機エレクトロルミネッセンス素子
JP4876333B2 (ja) 2000-06-08 2012-02-15 東レ株式会社 発光素子
JP2002352961A (ja) 2001-05-25 2002-12-06 Toray Ind Inc 有機電界発光装置
JP2005063910A (ja) 2003-08-20 2005-03-10 Canon Inc 有機発光素子及びその製造方法
CN1544574A (zh) * 2003-11-26 2004-11-10 吉林大学 酚基-吡啶金属配合物和它们作为电致发光材料的应用
TW200611899A (en) * 2004-10-13 2006-04-16 Hirose Engineering Co Ltd Metal-containing coordination compound, high molecular compound containing coordination compound residue, organic electroluminescence material, white organic electroluminescence material, white light emitting device and light emitting device
JP2006156981A (ja) * 2004-10-29 2006-06-15 Semiconductor Energy Lab Co Ltd 複合材料、発光素子、発光装置及びそれらの作製方法
JP2007157899A (ja) * 2005-12-02 2007-06-21 Toyo Ink Mfg Co Ltd 有機エレクトロルミネッセンス素子
JP2008106015A (ja) * 2006-10-27 2008-05-08 Chemiprokasei Kaisha Ltd 新規なフェナントロリン誘導体、そのリチウム錯体、それを用いた電子輸送材料、電子注入材料および有機el素子
US8900722B2 (en) * 2007-11-29 2014-12-02 Global Oled Technology Llc OLED device employing alkali metal cluster compounds
GB0814954D0 (en) * 2008-08-18 2008-09-24 Oled T Ltd Compounds having electron transport properties and their preparation and use
JP5722220B2 (ja) 2009-08-18 2015-05-20 大電株式会社 有機電界発光素子
DE102010006121B4 (de) * 2010-01-29 2022-08-11 Merck Patent Gmbh Materialien für organische Elektrolumineszenzvorrichtungen
JP5505254B2 (ja) * 2010-10-21 2014-05-28 コニカミノルタ株式会社 有機エレクトロルミネッセンス素子の製造方法及び該製造方法により製造された有機エレクトロルミネッセンス素子
CN103548171B (zh) * 2011-05-20 2016-08-24 国立大学法人山形大学 有机电子器件及其制造方法
JP5900847B2 (ja) * 2011-11-25 2016-04-06 国立大学法人山形大学 有機エレクトロルミネッセンス素子
JP2013028600A (ja) * 2012-07-20 2013-02-07 Chemiprokasei Kaisha Ltd 新規な複素環含有ヒドロキシフェニル金属誘導体およびそれを用いた電子注入材料、電子輸送材料および有機エレクトロルミネッセンス素子
EP3031805B1 (en) * 2013-08-09 2021-08-25 Kyushu University, National University Corporation Organic metal complex, luminescent material, delayed phosphor and organic light emitting element
CN103923035A (zh) * 2014-05-02 2014-07-16 吉林大学 一类电子传输或主体薄膜材料及其在电致发光器件中的应用
CN105601570A (zh) * 2016-03-02 2016-05-25 吉林奥来德光电材料股份有限公司 一种含杂环配体的化合物及其制备方法、应用

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008195623A (ja) * 2007-02-08 2008-08-28 Chemiprokasei Kaisha Ltd 新規な複素環含有ヒドロキシフェニル金属誘導体およびそれを用いた電子注入材料、電子輸送材料および有機エレクトロルミネッセンス素子
JP2011176063A (ja) * 2010-02-24 2011-09-08 Daiden Co Ltd 白色有機電界発光素子及びその製造方法
JP2014138100A (ja) * 2013-01-17 2014-07-28 Canon Inc 有機発光素子

Also Published As

Publication number Publication date
WO2018021406A1 (ja) 2018-02-01
KR20200110819A (ko) 2020-09-25
KR20190024992A (ko) 2019-03-08
JP2020121976A (ja) 2020-08-13
CN112961102A (zh) 2021-06-15
KR102305222B1 (ko) 2021-09-27
CN109689665B (zh) 2021-10-01
JP6786603B2 (ja) 2020-11-18
CN109689665A (zh) 2019-04-26
CN112961102B (zh) 2024-03-12
JPWO2018021406A1 (ja) 2019-06-20
JP6932808B2 (ja) 2021-09-08

Similar Documents

Publication Publication Date Title
KR102657297B1 (ko) 유기 전계발광 물질 및 디바이스
US10000517B2 (en) Organic electroluminescent materials and devices
KR102438884B1 (ko) 유기 전계발광 물질 및 소자
EP2966706B1 (en) Organic electroluminescent materials and devices
US10128450B2 (en) Organic electroluminescent materials and devices
JP5809246B2 (ja) Pholedのためのホスト材料およびドーパントとしてのアザボリン化合物
EP2070936B1 (en) Platinum complex compound and organic electroluminescence device using the same
JP6932808B2 (ja) 金属錯体およびそれを用いた電子輸送材料
KR102168144B1 (ko) 인광 oled 및 이의 디바이스를 위한 호스트 화합물
US20120012829A1 (en) Dibenzothiophene-containing materials in phosphorescent light emitting diodes
CN103732603A (zh) 包含氮杂苯并咪唑碳烯配体的金属配合物及其在oled中的用途
JP4628435B2 (ja) 有機エレクトロルミネッセンス素子
CN108475734B (zh) 有机电子传输材料以及使用了该有机电子传输材料的有机电致发光元件
KR101573125B1 (ko) 전기활성 조성물
KR100846607B1 (ko) 유기 발광 소자
KR20210036097A (ko) 화합물 및 이를 포함하는 유기 발광 소자
US20140361252A1 (en) Aluminum chelates as materials for oleds
JP2011168544A (ja) ピロール系化合物、それを用いた有機エレクトロルミネッセンス素子
KR20210036253A (ko) 화합물 및 이를 포함하는 유기 발광 소자
KR20150119870A (ko) 다이아자크리센 유도체를 포함하는 전자 소자
JP7267445B2 (ja) 金属錯体およびそれを用いた電子輸送材料

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E90F Notification of reason for final refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant