CN113260605A - 芳香胺化合物、覆盖层材料及发光元件 - Google Patents
芳香胺化合物、覆盖层材料及发光元件 Download PDFInfo
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- CN113260605A CN113260605A CN202080006228.5A CN202080006228A CN113260605A CN 113260605 A CN113260605 A CN 113260605A CN 202080006228 A CN202080006228 A CN 202080006228A CN 113260605 A CN113260605 A CN 113260605A
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- HVQAJTFOCKOKIN-UHFFFAOYSA-N flavonol Natural products O1C2=CC=CC=C2C(=O)C(O)=C1C1=CC=CC=C1 HVQAJTFOCKOKIN-UHFFFAOYSA-N 0.000 description 1
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- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
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- MWEKPLLMFXIZOC-UHFFFAOYSA-N pyren-1-ylboronic acid Chemical compound C1=C2C(B(O)O)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 MWEKPLLMFXIZOC-UHFFFAOYSA-N 0.000 description 1
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- 230000005855 radiation Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- SBIBMFFZSBJNJF-UHFFFAOYSA-N selenium;zinc Chemical compound [Se]=[Zn] SBIBMFFZSBJNJF-UHFFFAOYSA-N 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
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- 238000001308 synthesis method Methods 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical class C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
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- 125000001544 thienyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 150000003577 thiophenes Chemical class 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- OVTCUIZCVUGJHS-VQHVLOKHSA-N trans-dipyrrin Chemical class C=1C=CNC=1/C=C1\C=CC=N1 OVTCUIZCVUGJHS-VQHVLOKHSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- PWYVVBKROXXHEB-UHFFFAOYSA-M trimethyl-[3-(1-methyl-2,3,4,5-tetraphenylsilol-1-yl)propyl]azanium;iodide Chemical compound [I-].C[N+](C)(C)CCC[Si]1(C)C(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C(C=2C=CC=CC=2)=C1C1=CC=CC=C1 PWYVVBKROXXHEB-UHFFFAOYSA-M 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YGPLLMPPZRUGTJ-UHFFFAOYSA-N truxene Chemical compound C1C2=CC=CC=C2C(C2=C3C4=CC=CC=C4C2)=C1C1=C3CC2=CC=CC=C21 YGPLLMPPZRUGTJ-UHFFFAOYSA-N 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
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- 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
- H10K50/80—Constructional details
- H10K50/85—Arrangements for extracting light from the devices
- H10K50/858—Arrangements for extracting light from the devices comprising refractive means, e.g. lenses
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- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/43—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C211/54—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings
- C07C211/56—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to two or three six-membered aromatic rings the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
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- 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
- C07D213/60—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
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- C07D401/02—Heterocyclic 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
- C07D401/12—Heterocyclic 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 chain containing hetero atoms as chain links
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- C07D401/14—Heterocyclic 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
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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- C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
- C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
- C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明提供一种芳香胺化合物以及有机发光元件,所述有机发光元件包含基板、第一电极、含有一种以上有机层膜的发光层、第二电极,所述发光元件还具有覆盖层;所述覆盖层在第二电极上,所述覆盖层包括第一覆盖层和第二覆盖层;所述覆盖层含有所述芳香胺化合物。由本发明提供的有机发光元件可实现高发光效率及色纯度,本发明的有机发光元件可用于有机EL显示器、液晶显示器的背光源、照明、计器类等的光源、标示板、标识灯等。
Description
PCT国内申请,说明书已公开。
Claims (18)
- PCT国内申请,权利要求书已公开。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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CN2019107961996 | 2019-08-27 | ||
CN201910796199 | 2019-08-27 | ||
PCT/CN2020/106307 WO2021036683A1 (zh) | 2019-08-27 | 2020-07-31 | 芳香胺化合物、覆盖层材料及发光元件 |
Publications (1)
Publication Number | Publication Date |
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CN113260605A true CN113260605A (zh) | 2021-08-13 |
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CN202080006228.5A Pending CN113260605A (zh) | 2019-08-27 | 2020-07-31 | 芳香胺化合物、覆盖层材料及发光元件 |
Country Status (5)
Country | Link |
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JP (1) | JP2022545320A (zh) |
KR (1) | KR20220052920A (zh) |
CN (1) | CN113260605A (zh) |
TW (1) | TW202110787A (zh) |
WO (1) | WO2021036683A1 (zh) |
Cited By (1)
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CN117209422A (zh) * | 2023-11-07 | 2023-12-12 | 烟台丰蓬液晶材料有限公司 | 一种含氟邻位取代三芳胺类化合物及有机电致发光器件 |
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US11877508B2 (en) | 2021-07-05 | 2024-01-16 | Duk San Neolux Co., Ltd. | Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof |
KR102412986B1 (ko) * | 2021-07-05 | 2022-06-27 | 덕산네오룩스 주식회사 | 유기전기 소자용 화합물, 이를 이용한 유기전기소자 및 그 전자 장치 |
CN115141106B (zh) * | 2022-06-30 | 2024-03-22 | 山东钥熠材料科技有限公司 | 化合物、有机材料和有机光电器件 |
CN117586131A (zh) * | 2023-11-30 | 2024-02-23 | 浙江华显光电科技有限公司 | 一种低折射率有机化合物、具有该化合物的oled和有机发光装置 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005044791A (ja) * | 2003-07-08 | 2005-02-17 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、照明装置および表示装置 |
CN101282931A (zh) * | 2005-10-07 | 2008-10-08 | 东洋油墨制造株式会社 | 含咔唑的胺化合物及其用途 |
CN109400560A (zh) * | 2018-10-18 | 2019-03-01 | 长春海谱润斯科技有限公司 | 一种芳香胺化合物及其有机电致发光器件 |
WO2019100999A1 (zh) * | 2017-11-23 | 2019-05-31 | 东丽先端材料研究开发(中国)有限公司 | 有机发光元件 |
CN109988119A (zh) * | 2017-12-29 | 2019-07-09 | 株式会社乐普拓 | 芳基胺衍生物及包含其的有机电致发光器件 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109037483B (zh) * | 2018-08-07 | 2020-09-25 | 长春海谱润斯科技有限公司 | 一种有机电致发光器件 |
CN109232492A (zh) * | 2018-10-18 | 2019-01-18 | 长春海谱润斯科技有限公司 | 一种芳香胺衍生物及其有机电致发光器件 |
-
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- 2020-07-31 KR KR1020227004680A patent/KR20220052920A/ko unknown
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Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2005044791A (ja) * | 2003-07-08 | 2005-02-17 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子、照明装置および表示装置 |
CN101282931A (zh) * | 2005-10-07 | 2008-10-08 | 东洋油墨制造株式会社 | 含咔唑的胺化合物及其用途 |
WO2019100999A1 (zh) * | 2017-11-23 | 2019-05-31 | 东丽先端材料研究开发(中国)有限公司 | 有机发光元件 |
CN109988119A (zh) * | 2017-12-29 | 2019-07-09 | 株式会社乐普拓 | 芳基胺衍生物及包含其的有机电致发光器件 |
CN109400560A (zh) * | 2018-10-18 | 2019-03-01 | 长春海谱润斯科技有限公司 | 一种芳香胺化合物及其有机电致发光器件 |
Non-Patent Citations (1)
Title |
---|
徐炽焕: ""作为光学材料的含氟聚酰亚胺"", 《化工新型材料》 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN117209422A (zh) * | 2023-11-07 | 2023-12-12 | 烟台丰蓬液晶材料有限公司 | 一种含氟邻位取代三芳胺类化合物及有机电致发光器件 |
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KR20220052920A (ko) | 2022-04-28 |
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