CN107210364B - 氨基磷腈碱作为有机电子产品中的n型掺杂剂 - Google Patents

氨基磷腈碱作为有机电子产品中的n型掺杂剂 Download PDF

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Publication number
CN107210364B
CN107210364B CN201580073924.7A CN201580073924A CN107210364B CN 107210364 B CN107210364 B CN 107210364B CN 201580073924 A CN201580073924 A CN 201580073924A CN 107210364 B CN107210364 B CN 107210364B
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type dopant
phenyl
bis
layer
aminophosphazene
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Chinese (zh)
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CN107210364A (zh
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F.凯斯勒
S.雷根斯布格尔
G.施密德
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Siemens Corp
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Siemens Corp
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    • 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
    • H10K85/60—Organic compounds having low molecular weight
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/062—Organo-phosphoranes without P-C bonds
    • C07F9/065—Phosphoranes containing the structure P=N-
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered rings
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6503—Five-membered rings
    • C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6524—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having four or more nitrogen atoms as the only ring hetero atoms
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/65812—Cyclic phosphazenes [P=N-]n, n>=3
    • C07F9/65815—Cyclic phosphazenes [P=N-]n, n>=3 n = 3
    • 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
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/6584—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
    • C07F9/65848—Cyclic amide derivatives of acids of phosphorus, in which two nitrogen atoms belong to the ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/24—Electrically-conducting paints
    • 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]
    • H10K50/14—Carrier transporting layers
    • H10K50/16—Electron transporting layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/30—Doping active layers, e.g. electron transporting layers
    • 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
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
    • 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
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • 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
    • H10K85/60—Organic compounds having low molecular weight
    • H10K85/649—Aromatic compounds comprising a hetero atom
    • H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
    • H10K85/6572—Polycyclic condensed heteroaromatic hydrocarbons comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
    • 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]
    • H10K50/14—Carrier transporting layers
    • H10K50/16—Electron transporting layers
    • H10K50/165—Electron transporting layers comprising dopants

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  • Chemical & Material Sciences (AREA)
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  • Life Sciences & Earth Sciences (AREA)
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  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Manufacturing & Machinery (AREA)
  • Wood Science & Technology (AREA)
  • Optics & Photonics (AREA)
  • Electroluminescent Light Sources (AREA)
  • Thin Film Transistor (AREA)
  • Photovoltaic Devices (AREA)
CN201580073924.7A 2015-01-19 2015-12-07 氨基磷腈碱作为有机电子产品中的n型掺杂剂 Expired - Fee Related CN107210364B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102015200699.9 2015-01-19
DE102015200699.9A DE102015200699A1 (de) 2015-01-19 2015-01-19 Aminophosphazen-Basen als n-Dotierstoffe in der organischen Elektronik
PCT/EP2015/078749 WO2016116202A1 (de) 2015-01-19 2015-12-07 Aminophosphazen-basen als n-dotierstoffe in der organischen elektronik

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CN107210364A CN107210364A (zh) 2017-09-26
CN107210364B true CN107210364B (zh) 2021-05-04

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US (1) US10230050B2 (enExample)
EP (1) EP3230295B1 (enExample)
JP (1) JP6526211B2 (enExample)
KR (1) KR102073261B1 (enExample)
CN (1) CN107210364B (enExample)
DE (1) DE102015200699A1 (enExample)
WO (1) WO2016116202A1 (enExample)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102015200699A1 (de) 2015-01-19 2016-07-21 Siemens Aktiengesellschaft Aminophosphazen-Basen als n-Dotierstoffe in der organischen Elektronik
CN108239117B (zh) * 2016-12-26 2020-08-14 青岛博远高分子材料研究院有限公司 环状寡聚磷腈化合物及其制备方法和用途
JP7092381B2 (ja) * 2016-12-26 2022-06-28 青島科技大学 オリゴホスファゼン化合物及びその調製方法と使用
JP7232016B2 (ja) * 2018-11-15 2023-03-02 日本放送協会 有機薄膜および有機薄膜の製造方法、有機エレクトロルミネッセンス素子、表示装置、照明装置、有機薄膜太陽電池、薄膜トランジスタ、塗料組成物
CN110172275A (zh) * 2019-05-22 2019-08-27 深圳市华星光电半导体显示技术有限公司 电子传输层墨水及其制备方法、电致发光器件
WO2022186196A1 (ja) * 2021-03-02 2022-09-09 株式会社日本触媒 ホスファゼン結合含有ポリマー
WO2026053088A1 (ja) * 2024-09-06 2026-03-12 株式会社半導体エネルギー研究所 有機化合物、及び発光デバイス

Citations (3)

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JPH0512990A (ja) * 1991-06-27 1993-01-22 Canon Inc Ｍｉｍ型電子放出素子の製造方法
CN101134744A (zh) * 2006-03-21 2008-03-05 诺瓦莱德公开股份有限公司 杂环的化合物,其用途、有机半导体材料和电子或光电元件
WO2014136758A1 (ja) * 2013-03-05 2014-09-12 国立大学法人九州大学 電荷輸送材料、ホスト材料、薄膜および有機発光素子

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US9034482B2 (en) * 2003-09-19 2015-05-19 Merck Patent Gmbh Organic electroluminescent element
JP2006278549A (ja) * 2005-03-28 2006-10-12 Fuji Photo Film Co Ltd 有機ｅｌ素子及び有機ｅｌディスプレイ
US7683536B2 (en) * 2005-03-31 2010-03-23 The Trustees Of Princeton University OLEDs utilizing direct injection to the triplet state
DE102007014048B4 (de) 2006-03-21 2013-02-21 Novaled Ag Mischung aus Matrixmaterial und Dotierungsmaterial, sowie Verfahren zum Herstellen einer Schicht aus dotiertem organischen Material
EP1837927A1 (de) 2006-03-22 2007-09-26 Novaled AG Verwendung von heterocyclischen Radikalen zur Dotierung von organischen Halbleitern
JP5393945B2 (ja) * 2006-07-31 2014-01-22 ポリプラスチックス株式会社 安定化ポリアセタール樹脂の製造方法、安定化ポリアセタール樹脂、組成物及び成形体
CN102099942B (zh) 2008-06-20 2013-05-15 巴斯夫欧洲公司 环状磷腈化合物及其在有机发光二极管中的用途
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JP6059662B2 (ja) 2010-11-09 2017-01-11 コーニンクレッカ フィリップス エヌ ヴェＫｏｎｉｎｋｌｉｊｋｅ Ｐｈｉｌｉｐｓ Ｎ．Ｖ． 有機エレクトロルミネッセンス装置
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JPH0512990A (ja) * 1991-06-27 1993-01-22 Canon Inc Ｍｉｍ型電子放出素子の製造方法
CN101134744A (zh) * 2006-03-21 2008-03-05 诺瓦莱德公开股份有限公司 杂环的化合物,其用途、有机半导体材料和电子或光电元件
WO2014136758A1 (ja) * 2013-03-05 2014-09-12 国立大学法人九州大学 電荷輸送材料、ホスト材料、薄膜および有機発光素子

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US20180019396A1 (en) 2018-01-18
JP6526211B2 (ja) 2019-06-05
KR102073261B1 (ko) 2020-02-04
EP3230295A1 (de) 2017-10-18
JP2018505162A (ja) 2018-02-22
EP3230295B1 (de) 2019-07-31
DE102015200699A1 (de) 2016-07-21
US10230050B2 (en) 2019-03-12
WO2016116202A1 (de) 2016-07-28
CN107210364A (zh) 2017-09-26
KR20170102024A (ko) 2017-09-06

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