CN106831817A - 一种有机电致发光材料以及有机光电装置 - Google Patents
一种有机电致发光材料以及有机光电装置 Download PDFInfo
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- CN106831817A CN106831817A CN201611262838.3A CN201611262838A CN106831817A CN 106831817 A CN106831817 A CN 106831817A CN 201611262838 A CN201611262838 A CN 201611262838A CN 106831817 A CN106831817 A CN 106831817A
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- photoelectric device
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- 239000000463 material Substances 0.000 claims abstract description 68
- 150000001875 compounds Chemical class 0.000 claims abstract description 53
- 238000006467 substitution reaction Methods 0.000 claims description 23
- 125000005842 heteroatom Chemical group 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 14
- 229910052805 deuterium Inorganic materials 0.000 claims description 14
- 150000002431 hydrogen Chemical class 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
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- 230000027756 respiratory electron transport chain Effects 0.000 claims description 11
- 239000002019 doping agent Substances 0.000 claims description 10
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- 239000007924 injection Substances 0.000 claims description 10
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- 230000000903 blocking effect Effects 0.000 claims description 8
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 8
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 2
- 230000005525 hole transport Effects 0.000 claims 1
- CBZNDCXNWNCBHK-UHFFFAOYSA-N methylidenesilane Chemical class [SiH2]=C CBZNDCXNWNCBHK-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 230000007246 mechanism Effects 0.000 abstract description 3
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- 238000012360 testing method Methods 0.000 description 28
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
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- BBEAQIROQSPTKN-UHFFFAOYSA-N pyrene Chemical compound C1=CC=C2C=CC3=CC=CC4=CC=C1C2=C43 BBEAQIROQSPTKN-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 2
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- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 description 2
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- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
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- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D498/04—Ortho-condensed systems
-
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
- C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
- C07F7/0816—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring said ring comprising Si as a ring atom
-
- 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
- C07F9/6568—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 atoms as the only ring hetero atoms
- C07F9/65685—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 atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine oxide or thioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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Abstract
Description
编号 | 化合物 | S1(eV) | T1(eV) | |
1 | 1 | 2.5556 | 2.3966 | 0.1590 |
2 | 3 | 2.7841 | 2.7713 | 0.0128 |
3 | 13 | 2.8781 | 2.7944 | 0.0837 |
4 | 18 | 2.7635 | 2.7327 | 0.0308 |
5 | 21 | 2.5873 | 2.4145 | 0.1728 |
6 | 38 | 2.8691 | 2.8162 | 0.0529 |
电压(V) | 电流效率(Cd/A) | EQE(%) | 颜色 | |
测试例2 | 4.8 | 44.2 | 16.8 | 绿色 |
测试例3 | 4.7 | 43.8 | 16.7 | 绿色 |
测试例4 | 4.8 | 42.0 | 16.1 | 绿色 |
测试例5 | 4.8 | 41.6 | 16.0 | 绿色 |
对比例1 | 5.1 | 40.3 | 15.6 | 绿色 |
电压(V) | 电流效率(Cd/A) | EQE(%) | 颜色 | |
测试例6 | 7.0 | 8.7 | 6.8 | 蓝色 |
测试例7 | 7.7 | 7.6 | 6.1 | 蓝色 |
对比例2 | 8.8 | 5.5 | 4.9 | 蓝色 |
Claims (11)
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Cited By (7)
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CN107200740A (zh) * | 2017-06-26 | 2017-09-26 | 武汉天马微电子有限公司 | 化合物、有机电致发光器件及显示装置 |
KR101835210B1 (ko) | 2015-08-31 | 2018-03-06 | 주식회사 엘지화학 | 화합물 및 이를 포함하는 유기 전자 소자 |
CN108484596A (zh) * | 2018-03-09 | 2018-09-04 | 安徽科技学院 | 一种基于喹吖啶的有机发光材料的制备方法及其发光器件 |
CN109251745A (zh) * | 2018-10-17 | 2019-01-22 | 武汉华星光电半导体显示技术有限公司 | 电致发光材料、电致发光材料的制备方法及发光器件 |
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US11056662B2 (en) * | 2017-06-13 | 2021-07-06 | Shanghai Tianma AM-OLED Co., Ltd. | Organic light-emitting device and display device |
CN115996959A (zh) * | 2020-09-30 | 2023-04-21 | 积水化学工业株式会社 | 噻吨酮化合物、光聚合引发剂、固化性树脂组合物、显示元件用组合物、液晶显示元件用密封剂、上下导通材料及液晶显示元件 |
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TW201529565A (zh) * | 2013-11-28 | 2015-08-01 | Univ Kyushu Nat Univ Corp | 發光材料、有機發光元件及化合物 |
JP2016110860A (ja) * | 2014-12-08 | 2016-06-20 | 東洋インキScホールディングス株式会社 | 蓄電材料、蓄電デバイス用電極、及び蓄電デバイス |
CN105481845A (zh) * | 2015-12-25 | 2016-04-13 | 上海天马有机发光显示技术有限公司 | 有机电致发光化合物及其有机光电装置 |
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US11056662B2 (en) * | 2017-06-13 | 2021-07-06 | Shanghai Tianma AM-OLED Co., Ltd. | Organic light-emitting device and display device |
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CN107200740B (zh) * | 2017-06-26 | 2019-08-02 | 武汉天马微电子有限公司 | 化合物、有机电致发光器件及显示装置 |
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CN108484596B (zh) * | 2018-03-09 | 2020-05-19 | 安徽科技学院 | 一种基于喹吖啶的有机发光材料的制备方法及其发光器件 |
CN109251745A (zh) * | 2018-10-17 | 2019-01-22 | 武汉华星光电半导体显示技术有限公司 | 电致发光材料、电致发光材料的制备方法及发光器件 |
WO2020077831A1 (zh) * | 2018-10-17 | 2020-04-23 | 武汉华星光电半导体显示技术有限公司 | 电致发光材料、电致发光材料的制备方法及发光器件 |
CN110172340A (zh) * | 2019-06-26 | 2019-08-27 | 武汉华星光电半导体显示技术有限公司 | 热活化延迟荧光材料及其制备方法、有机电致发光器件 |
CN115996959A (zh) * | 2020-09-30 | 2023-04-21 | 积水化学工业株式会社 | 噻吨酮化合物、光聚合引发剂、固化性树脂组合物、显示元件用组合物、液晶显示元件用密封剂、上下导通材料及液晶显示元件 |
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