TWI856036B - 二、三及四苯基二氫茚衍生物及其在有機電子產品中的用途 - Google Patents

二、三及四苯基二氫茚衍生物及其在有機電子產品中的用途 Download PDF

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TWI856036B
TWI856036B TW108140836A TW108140836A TWI856036B TW I856036 B TWI856036 B TW I856036B TW 108140836 A TW108140836 A TW 108140836A TW 108140836 A TW108140836 A TW 108140836A TW I856036 B TWI856036 B TW I856036B
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hydrogen
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alkyl
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TW202043187A (zh
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沙夏 朵拉克
馬克思 佩普梅爾
卡爾斯登 弗雷克
索斯騰 貝克
史蒂凡 克許鮑姆
伊夫斯 埃西
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瑞士商多蒂孔股份有限公司
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TW108140836A 2018-11-09 2019-11-11 二、三及四苯基二氫茚衍生物及其在有機電子產品中的用途 TWI856036B (zh)

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EP18205503.8 2018-11-09
EP18205503.8A EP3650438A1 (en) 2018-11-09 2018-11-09 Di-, tri- and tetraphenylindane derivatives and their use in organic electronics

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TW202043187A TW202043187A (zh) 2020-12-01
TWI856036B true TWI856036B (zh) 2024-09-21

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US (1) US12127473B2 (https=)
EP (2) EP3650438A1 (https=)
JP (1) JP7489977B2 (https=)
KR (1) KR102940000B1 (https=)
CN (1) CN113365976A (https=)
TW (1) TWI856036B (https=)
WO (1) WO2020094847A1 (https=)

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US20240247004A1 (en) 2021-03-10 2024-07-25 Credoxys GmbH New cerium (iv) complexes and their use in organic electronics
EP4426679A1 (en) 2021-11-04 2024-09-11 Dottikon Es Holding Ag Spiro-(indane-fluorene) type compounds and their use in organic electronics
CN114436848B (zh) * 2021-12-30 2024-03-22 山东华夏神舟新材料有限公司 5(6)-氨基-1-(4-氨基苯基)-1,3,3-三甲基茚满的合成方法
CN116096109B (zh) * 2023-01-19 2026-03-10 西安电子科技大学 一种钙钛矿太阳能电池组件及其制备方法
WO2024160820A1 (en) 2023-01-31 2024-08-08 Credoxys GmbH Cerium-diketonate complexes and use thereof in organic electronics
EP4716436A1 (en) 2024-09-19 2026-03-25 CREDOXYS GmbH Oled display comprising cerium-diketonate complexes and method to produce such an oled display

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108218763A (zh) * 2016-12-15 2018-06-29 阜阳欣奕华材料科技有限公司 一种苯基茚类化合物、有机电致发光器件及显示装置
CN108218721A (zh) * 2016-12-15 2018-06-29 阜阳欣奕华材料科技有限公司 一种苯基茚类化合物、有机电致发光器件及显示装置
CN108456142A (zh) * 2018-02-08 2018-08-28 王美妮 苯基茚类化合物、有机电致发光器件及显示装置

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4530264A (en) * 1983-06-30 1985-07-23 Illinois Tool Works Inc. Carrier cutting wheel
EP0138766A3 (de) * 1983-10-07 1986-04-02 Ciba-Geigy Ag Verfahren zur Herstellung von substituierten 1-Phenylindanen
DE10333232A1 (de) 2003-07-21 2007-10-11 Merck Patent Gmbh Organisches Elektrolumineszenzelement
US7592539B2 (en) 2003-11-07 2009-09-22 The Trustees Of Princeton University Solid state photosensitive devices which employ isolated photosynthetic complexes
US20050224905A1 (en) 2004-04-13 2005-10-13 Forrest Stephen R High efficiency organic photovoltaic cells employing hybridized mixed-planar heterojunctions
US8383553B2 (en) 2007-10-26 2013-02-26 Merck Patent Gmbh Dyes
EP2180029B1 (en) 2008-10-23 2011-07-27 Novaled AG Radialene compounds and their use
JP5754116B2 (ja) 2010-06-22 2015-07-29 東ソー株式会社 アミン化合物及びその製造法、並びにその用途
DE102010045405A1 (de) 2010-09-15 2012-03-15 Merck Patent Gmbh Materialien für organische Elektrolumineszenzvorrichtungen
JP5583573B2 (ja) * 2010-12-28 2014-09-03 株式会社Ａｄｅｋａ 新規ポリアミック酸、新規ポリイミド及び新規ジアミン化合物
WO2013026563A1 (en) 2011-08-25 2013-02-28 Merck Patent Gmbh Additives for dye-sensitized solar cells
GB201208793D0 (en) 2012-05-18 2012-07-04 Isis Innovation Optoelectronic device
PL2850627T3 (pl) 2012-05-18 2016-10-31 Urządzenie optoelektroniczne zawierające porowaty materiał rusztowania oraz perowskity
EP2850669B1 (en) 2012-05-18 2016-02-24 Isis Innovation Limited Photovoltaic device comprising perovskites
EP2693503A1 (en) 2012-08-03 2014-02-05 Ecole Polytechnique Fédérale de Lausanne (EPFL) Organo metal halide perovskite heterojunction solar cell and fabrication thereof
AU2013319979B2 (en) 2012-09-18 2016-08-25 Oxford Photovoltaics Limited Optoelectronic device
US20140175383A1 (en) * 2012-12-20 2014-06-26 Luminescence Technology Corporation Indenotriphenylene derivatives and organic light emitting device using the same
EP3052470A1 (en) 2013-10-02 2016-08-10 Merck Patent GmbH Hole transport material
EP3085693A1 (en) * 2015-04-20 2016-10-26 Solvay SA Novel 3,6-disubstituted fluorene derivatives
WO2017036573A1 (en) * 2015-08-28 2017-03-09 Merck Patent Gmbh Compounds for electronic devices
EP3511316B1 (en) 2016-09-09 2022-03-09 Hodogaya Chemical Co., Ltd. N2,n2,n2',n2'-tetrakis([1,1'-biphenyl]-4-yl)-[1,1'-biphenyl]-2,2'-diamine derivatives and related compounds for use in electroluminescent devices
TWI774767B (zh) 2017-05-12 2022-08-21 瑞士商多蒂孔股份有限公司 茚烷衍生物及其在有機電子產品的用途
CN108456159A (zh) 2018-02-08 2018-08-28 王美妮 苯基茚类化合物、有机电致发光器件及显示装置

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108218763A (zh) * 2016-12-15 2018-06-29 阜阳欣奕华材料科技有限公司 一种苯基茚类化合物、有机电致发光器件及显示装置
CN108218721A (zh) * 2016-12-15 2018-06-29 阜阳欣奕华材料科技有限公司 一种苯基茚类化合物、有机电致发光器件及显示装置
CN108456142A (zh) * 2018-02-08 2018-08-28 王美妮 苯基茚类化合物、有机电致发光器件及显示装置

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