CN102916134B - 电子传输层、含该层的有机电致发光器件及其制造方法 - Google Patents
电子传输层、含该层的有机电致发光器件及其制造方法 Download PDFInfo
- Publication number
- CN102916134B CN102916134B CN201210428298.7A CN201210428298A CN102916134B CN 102916134 B CN102916134 B CN 102916134B CN 201210428298 A CN201210428298 A CN 201210428298A CN 102916134 B CN102916134 B CN 102916134B
- Authority
- CN
- China
- Prior art keywords
- layer
- electron transfer
- transfer layer
- electron
- organic
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
- 230000027756 respiratory electron transport chain Effects 0.000 title claims abstract description 59
- 238000005401 electroluminescence Methods 0.000 title claims abstract description 19
- 238000000034 method Methods 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 7
- 239000000463 material Substances 0.000 claims abstract description 36
- 125000002524 organometallic group Chemical group 0.000 claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 8
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims abstract description 4
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 4
- 238000001704 evaporation Methods 0.000 claims description 25
- 230000008020 evaporation Effects 0.000 claims description 24
- 239000000758 substrate Substances 0.000 claims description 16
- 230000005540 biological transmission Effects 0.000 claims description 12
- 238000002347 injection Methods 0.000 claims description 12
- 239000007924 injection Substances 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 claims description 11
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 10
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 10
- 229910052783 alkali metal Inorganic materials 0.000 claims description 8
- 150000001340 alkali metals Chemical class 0.000 claims description 8
- -1 10-hydroxy benzo quinolines metal complex Chemical class 0.000 claims description 6
- YEDUAINPPJYDJZ-UHFFFAOYSA-N 2-hydroxybenzothiazole Chemical compound C1=CC=C2SC(O)=NC2=C1 YEDUAINPPJYDJZ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052733 gallium Inorganic materials 0.000 claims description 6
- 229910052738 indium Inorganic materials 0.000 claims description 6
- 229910052725 zinc Inorganic materials 0.000 claims description 6
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- 125000004957 naphthylene group Chemical group 0.000 claims description 4
- 238000007747 plating Methods 0.000 claims description 4
- UOCMXZLNHQBBOS-UHFFFAOYSA-N 2-(1,3-benzoxazol-2-yl)phenol zinc Chemical compound [Zn].Oc1ccccc1-c1nc2ccccc2o1.Oc1ccccc1-c1nc2ccccc2o1 UOCMXZLNHQBBOS-UHFFFAOYSA-N 0.000 claims description 3
- ASSKVPFEZFQQNQ-UHFFFAOYSA-N 2-benzoxazolinone Chemical compound C1=CC=C2OC(O)=NC2=C1 ASSKVPFEZFQQNQ-UHFFFAOYSA-N 0.000 claims description 3
- HRQXKKFGTIWTCA-UHFFFAOYSA-L beryllium;2-pyridin-2-ylphenolate Chemical compound [Be+2].[O-]C1=CC=CC=C1C1=CC=CC=N1.[O-]C1=CC=CC=C1C1=CC=CC=N1 HRQXKKFGTIWTCA-UHFFFAOYSA-L 0.000 claims description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
- 238000004544 sputter deposition Methods 0.000 claims description 3
- MEYZYGMYMLNUHJ-UHFFFAOYSA-N tunicamycin Natural products CC(C)CCCCCCCCCC=CC(=O)NC1C(O)C(O)C(CC(O)C2OC(C(O)C2O)N3C=CC(=O)NC3=O)OC1OC4OC(CO)C(O)C(O)C4NC(=O)C MEYZYGMYMLNUHJ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004653 anthracenylene group Chemical group 0.000 claims description 2
- 230000005525 hole transport Effects 0.000 claims description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical group C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 abstract description 7
- 238000010549 co-Evaporation Methods 0.000 abstract description 3
- 239000011701 zinc Substances 0.000 description 9
- 239000011521 glass Substances 0.000 description 5
- MRNHPUHPBOKKQT-UHFFFAOYSA-N indium;tin;hydrate Chemical compound O.[In].[Sn] MRNHPUHPBOKKQT-UHFFFAOYSA-N 0.000 description 4
- 229910052790 beryllium Inorganic materials 0.000 description 3
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011368 organic material Substances 0.000 description 3
- IXHWGNYCZPISET-UHFFFAOYSA-N 2-[4-(dicyanomethylidene)-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile Chemical compound FC1=C(F)C(=C(C#N)C#N)C(F)=C(F)C1=C(C#N)C#N IXHWGNYCZPISET-UHFFFAOYSA-N 0.000 description 2
- HNWFFTUWRIGBNM-UHFFFAOYSA-N 2-methyl-9,10-dinaphthalen-2-ylanthracene Chemical compound C1=CC=CC2=CC(C3=C4C=CC=CC4=C(C=4C=C5C=CC=CC5=CC=4)C4=CC=C(C=C43)C)=CC=C21 HNWFFTUWRIGBNM-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 2
- 239000010408 film Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- 238000004017 vitrification Methods 0.000 description 2
- ZVFJWYZMQAEBMO-UHFFFAOYSA-N 1h-benzo[h]quinolin-10-one Chemical compound C1=CNC2=C3C(=O)C=CC=C3C=CC2=C1 ZVFJWYZMQAEBMO-UHFFFAOYSA-N 0.000 description 1
- HONWGFNQCPRRFM-UHFFFAOYSA-N 2-n-(3-methylphenyl)-1-n,1-n,2-n-triphenylbenzene-1,2-diamine Chemical compound CC1=CC=CC(N(C=2C=CC=CC=2)C=2C(=CC=CC=2)N(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 HONWGFNQCPRRFM-UHFFFAOYSA-N 0.000 description 1
- FZTBAQBBLSYHJZ-UHFFFAOYSA-N 2-phenyl-1,3-oxazol-4-ol Chemical compound OC1=COC(C=2C=CC=CC=2)=N1 FZTBAQBBLSYHJZ-UHFFFAOYSA-N 0.000 description 1
- HPDNGBIRSIWOST-UHFFFAOYSA-N 2-pyridin-2-ylphenol Chemical compound OC1=CC=CC=C1C1=CC=CC=N1 HPDNGBIRSIWOST-UHFFFAOYSA-N 0.000 description 1
- KESRRRLHHXXBRW-UHFFFAOYSA-N C1=CC=NC2=C3C(O)=CC=CC3=CC=C21 Chemical compound C1=CC=NC2=C3C(O)=CC=CC3=CC=C21 KESRRRLHHXXBRW-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229960000956 coumarin Drugs 0.000 description 1
- 235000001671 coumarin Nutrition 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- JVZRCNQLWOELDU-UHFFFAOYSA-N gamma-Phenylpyridine Natural products C1=CC=CC=C1C1=CC=NC=C1 JVZRCNQLWOELDU-UHFFFAOYSA-N 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- SKEDXQSRJSUMRP-UHFFFAOYSA-N lithium;quinolin-8-ol Chemical compound [Li].C1=CN=C2C(O)=CC=CC2=C1 SKEDXQSRJSUMRP-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- ZVJDFJRDKIADMB-UHFFFAOYSA-N quinolin-8-ol;sodium Chemical compound [Na].C1=CN=C2C(O)=CC=CC2=C1 ZVJDFJRDKIADMB-UHFFFAOYSA-N 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Electroluminescent Light Sources (AREA)
Abstract
Description
Claims (14)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201210428298.7A CN102916134B (zh) | 2012-10-31 | 2012-10-31 | 电子传输层、含该层的有机电致发光器件及其制造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201210428298.7A CN102916134B (zh) | 2012-10-31 | 2012-10-31 | 电子传输层、含该层的有机电致发光器件及其制造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN102916134A CN102916134A (zh) | 2013-02-06 |
CN102916134B true CN102916134B (zh) | 2016-06-29 |
Family
ID=47614434
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201210428298.7A Active CN102916134B (zh) | 2012-10-31 | 2012-10-31 | 电子传输层、含该层的有机电致发光器件及其制造方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN102916134B (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111139527A (zh) * | 2020-04-07 | 2020-05-12 | 季华实验室 | 有机晶体材料的制备方法、有机晶体材料和发光元件 |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103700775B (zh) | 2013-12-31 | 2017-08-25 | 北京维信诺科技有限公司 | 一种有机电致发光器件及其制备方法 |
CN103779498A (zh) * | 2014-01-23 | 2014-05-07 | 上海交通大学 | 一种导电高分子材料的电子注入方法 |
KR102285383B1 (ko) * | 2014-09-12 | 2021-08-04 | 삼성디스플레이 주식회사 | 유기 발광 소자용 화합물 및 이를 포함하는 유기 발광 소자 |
CN111312912B (zh) * | 2015-03-16 | 2023-01-06 | 株式会社Lg化学 | 有机发光器件 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101146814A (zh) * | 2005-03-01 | 2008-03-19 | 新加坡科技研究局 | 经溶液加工的有机金属配合物及其在电致发光器件中的用途 |
CN101891673A (zh) * | 2009-11-13 | 2010-11-24 | 昆山维信诺显示技术有限公司 | 一种有机材料及其在有机电致发光器件中的应用 |
WO2011157779A1 (en) * | 2010-06-18 | 2011-12-22 | Basf Se | Organic electronic devices comprising a layer of a pyridine compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20090082778A (ko) * | 2008-01-28 | 2009-07-31 | 삼성모바일디스플레이주식회사 | 유기전계발광소자 및 그 제조방법 |
-
2012
- 2012-10-31 CN CN201210428298.7A patent/CN102916134B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101146814A (zh) * | 2005-03-01 | 2008-03-19 | 新加坡科技研究局 | 经溶液加工的有机金属配合物及其在电致发光器件中的用途 |
CN101891673A (zh) * | 2009-11-13 | 2010-11-24 | 昆山维信诺显示技术有限公司 | 一种有机材料及其在有机电致发光器件中的应用 |
WO2011157779A1 (en) * | 2010-06-18 | 2011-12-22 | Basf Se | Organic electronic devices comprising a layer of a pyridine compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111139527A (zh) * | 2020-04-07 | 2020-05-12 | 季华实验室 | 有机晶体材料的制备方法、有机晶体材料和发光元件 |
Also Published As
Publication number | Publication date |
---|---|
CN102916134A (zh) | 2013-02-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN103531714B (zh) | 电子传输层、含该层的有机电致发光器件及其制备 | |
CN102916134B (zh) | 电子传输层、含该层的有机电致发光器件及其制造方法 | |
JP6825137B2 (ja) | 青色有機エレクトロルミネッセンスデバイスおよびその製造方法 | |
CN103594659A (zh) | 一种有机电致发光器件及其制备方法 | |
CN108832008B (zh) | 激基复合物在有机发光二极管中的应用 | |
CN107123749B (zh) | 一种高显色指数白光有机电致发光器件及其制备方法 | |
CN103730589A (zh) | 顶发射有机电致发光器件及其制备方法 | |
CN102082231A (zh) | 一种绿光有机电致发光器件 | |
CN104004026A (zh) | 一种电负性磷光材料 | |
CN106356464A (zh) | 一种白光有机电致发光器件及其制备方法 | |
CN110492007A (zh) | 一种吖啶化合物及其在机电致发光器件中的应用 | |
CN102779948A (zh) | 白色有机电致发光器件及其制造方法 | |
CN103579528B (zh) | 电子传输层、含该电子传输层的有机电致发光器件及制备 | |
Li et al. | Green organic light-emitting devices with external quantum efficiency up to nearly 30% based on an iridium complex with a tetraphenylimidodiphosphinate ligand | |
CN106531897B (zh) | 一种基于激基复合物的有机电致发光器件及其制备方法 | |
CN100546067C (zh) | 一种有机电致发光器件及其制备方法 | |
CN102931357B (zh) | 双发射层半球壳状有机电致发光器件及其制备方法 | |
JP6896867B2 (ja) | 白色有機エレクトロルミネッセンスデバイス及びその製造方法 | |
CN104086524A (zh) | 一种耐热性有机半导体 | |
Li et al. | High performance pure blue organic fluorescent electroluminescent devices by utilizing a traditional electron transport material as the emitter | |
CN105374949A (zh) | 一种有机电致发光器件及其制备方法 | |
CN103633249A (zh) | 有机电致发光器件及其制备方法 | |
CN103066215B (zh) | 一种oled器件 | |
CN104638115A (zh) | 一种有机电致发光器件及其制备方法 | |
Li et al. | High performance red organic electroluminescent devices based on a trivalent iridium complex with stepwise energy levels |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
ASS | Succession or assignment of patent right |
Owner name: TSINGHUA UNIVERSITY Free format text: FORMER OWNER: TSINGHUA UNIVERSITY WEIXINNUO SCIENCE AND TECHNOLOGY CO., LTD., BEIJING Effective date: 20140410 Owner name: KUNSHAN VISIONOX TECHNOLOGY CO., LTD. Free format text: FORMER OWNER: WEIXINNUO DISPLAY TECH CO., LTD. Effective date: 20140410 |
|
C41 | Transfer of patent application or patent right or utility model | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20140410 Address after: 215300 Kunshan high tech Zone, Jiangsu Province, Feng Feng Road, No. 188, No. Applicant after: KUNSHAN VISIONOX TECHNOLOGY CO., LTD. Applicant after: Tsinghua University Address before: 215300 Suzhou Province, Kunshan City, Kunshan hi tech Zone, Feng Feng Road, No. 188, No. Applicant before: Weixinnuo Display Tech Co., Ltd. Applicant before: Tsinghua University Applicant before: Weixinnuo Science and Technology Co., Ltd., Beijing |
|
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CP01 | Change in the name or title of a patent holder |
Address after: 215300 No. 188 Feng Feng Road, Kunshan hi tech Zone, Jiangsu, Kunshan Patentee after: Suzhou Qingyue Photoelectric Technology Co., Ltd Patentee after: TSINGHUA University Address before: 215300 No. 188 Feng Feng Road, Kunshan hi tech Zone, Jiangsu, Kunshan Patentee before: Kunshan Visionox Technology Co.,Ltd. Patentee before: TSINGHUA University |
|
CP01 | Change in the name or title of a patent holder |