JP2013535106A5 - - Google Patents
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- JP2013535106A5 JP2013535106A5 JP2013514718A JP2013514718A JP2013535106A5 JP 2013535106 A5 JP2013535106 A5 JP 2013535106A5 JP 2013514718 A JP2013514718 A JP 2013514718A JP 2013514718 A JP2013514718 A JP 2013514718A JP 2013535106 A5 JP2013535106 A5 JP 2013535106A5
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- Prior art keywords
- formula
- electronic device
- organic electronic
- compound
- alkyl
- Prior art date
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- 238000002347 injection Methods 0.000 claims description 4
- 239000007924 injection Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims 14
- 230000027455 binding Effects 0.000 claims 13
- 239000003446 ligand Substances 0.000 claims 13
- 125000000217 alkyl group Chemical group 0.000 claims 6
- -1 1,10-phenanthrolinyl Chemical group 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 5
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims 4
- NROKBHXJSPEDAR-UHFFFAOYSA-M Potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims 4
- 125000005509 dibenzothiophenyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000005561 phenanthryl group Chemical group 0.000 claims 4
- 125000001725 pyrenyl group Chemical group 0.000 claims 4
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 4
- 125000004306 triazinyl group Chemical group 0.000 claims 4
- 125000003960 triphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C3=CC=CC=C3C12)* 0.000 claims 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 3
- 229910015621 MoO Inorganic materials 0.000 claims 3
- 125000004429 atoms Chemical group 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- 230000003647 oxidation Effects 0.000 claims 3
- 238000007254 oxidation reaction Methods 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical group 0.000 claims 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 2
- 150000001342 alkaline earth metals Chemical group 0.000 claims 2
- 230000005525 hole transport Effects 0.000 claims 2
- 229910052750 molybdenum Inorganic materials 0.000 claims 2
- DYIZHKNUQPHNJY-UHFFFAOYSA-N oxorhenium Chemical compound [Re]=O DYIZHKNUQPHNJY-UHFFFAOYSA-N 0.000 claims 2
- 235000003270 potassium fluoride Nutrition 0.000 claims 2
- 239000011698 potassium fluoride Substances 0.000 claims 2
- 229910003449 rhenium oxide Inorganic materials 0.000 claims 2
- DJHGAFSJWGLOIV-UHFFFAOYSA-K Arsenate Chemical class [O-][As]([O-])([O-])=O DJHGAFSJWGLOIV-UHFFFAOYSA-K 0.000 claims 1
- 125000005915 C6-C14 aryl group Chemical group 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-L CHEBI:8154 Chemical class [O-]P([O-])=O ABLZXFCXXLZCGV-UHFFFAOYSA-L 0.000 claims 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N Phosphite Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 230000000903 blocking Effects 0.000 claims 1
- 229910052803 cobalt Inorganic materials 0.000 claims 1
- 150000004696 coordination complex Chemical class 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 150000001993 dienes Chemical class 0.000 claims 1
- 229910052737 gold Inorganic materials 0.000 claims 1
- 125000005549 heteroarylene group Chemical group 0.000 claims 1
- 229910052741 iridium Inorganic materials 0.000 claims 1
- 229910052742 iron Inorganic materials 0.000 claims 1
- 229910052748 manganese Inorganic materials 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims 1
- 239000011733 molybdenum Substances 0.000 claims 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 claims 1
- 229910052758 niobium Inorganic materials 0.000 claims 1
- 150000002825 nitriles Chemical class 0.000 claims 1
- 125000002524 organometallic group Chemical group 0.000 claims 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000003003 phosphines Chemical class 0.000 claims 1
- 229910052697 platinum Inorganic materials 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 150000003222 pyridines Chemical class 0.000 claims 1
- 229910052702 rhenium Inorganic materials 0.000 claims 1
- 229910052703 rhodium Inorganic materials 0.000 claims 1
- 229910052707 ruthenium Inorganic materials 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052713 technetium Inorganic materials 0.000 claims 1
- 229910052721 tungsten Inorganic materials 0.000 claims 1
- XTGVBCDESIIVQA-UHFFFAOYSA-N C(C(C=C1)c2ccc(cc3)c4c2ccc2cccc3c42)c2c1[o]c1c2cccc1-c1ccc(cc2)c3c1ccc1c3c2ccc1 Chemical compound C(C(C=C1)c2ccc(cc3)c4c2ccc2cccc3c42)c2c1[o]c1c2cccc1-c1ccc(cc2)c3c1ccc1c3c2ccc1 XTGVBCDESIIVQA-UHFFFAOYSA-N 0.000 description 1
- XZHXQBUJWCOBIG-UHFFFAOYSA-N C1C=CC=CC1c1cc(-c2ccc3[o]c(ccc(-c4cc(-c5ccccc5)nc(-c5ccccc5)n4)c4)c4c3c2)nc(-c2ccccc2)n1 Chemical compound C1C=CC=CC1c1cc(-c2ccc3[o]c(ccc(-c4cc(-c5ccccc5)nc(-c5ccccc5)n4)c4)c4c3c2)nc(-c2ccccc2)n1 XZHXQBUJWCOBIG-UHFFFAOYSA-N 0.000 description 1
- WTEFPFGMDNLZMJ-UHFFFAOYSA-N CC(C)(C)c(cc1cc2)cc3c1c1c2c(-c2ccc4[o]c(ccc(-c(cc5)cc(c6c7)c5[o]c6ccc7-c5cc(ccc6ccc7)c8c6c7ccc8c5)c5)c5c4c2)ccc1cc3 Chemical compound CC(C)(C)c(cc1cc2)cc3c1c1c2c(-c2ccc4[o]c(ccc(-c(cc5)cc(c6c7)c5[o]c6ccc7-c5cc(ccc6ccc7)c8c6c7ccc8c5)c5)c5c4c2)ccc1cc3 WTEFPFGMDNLZMJ-UHFFFAOYSA-N 0.000 description 1
- YZTULAZKCAEDTH-UHFFFAOYSA-N CC(C)(C)c1cc(cc2)c3c4c2ccc(-c2ccc5[o]c(ccc(-c(cc6c7c8)ccc6[o]c7ccc8-c6c(cc7)c8c9c7cccc9ccc8cc6)c6)c6c5c2)c4ccc3c1 Chemical compound CC(C)(C)c1cc(cc2)c3c4c2ccc(-c2ccc5[o]c(ccc(-c(cc6c7c8)ccc6[o]c7ccc8-c6c(cc7)c8c9c7cccc9ccc8cc6)c6)c6c5c2)c4ccc3c1 YZTULAZKCAEDTH-UHFFFAOYSA-N 0.000 description 1
- KLJWUCKCDJUREB-UHFFFAOYSA-N CC(C1c2cc(cccc3)c3c3c2cccc3)C=Cc2c1[o]c(C=C1)c2CC1(C)c1ccc(cc2)c3c1ccc1cccc2c31 Chemical compound CC(C1c2cc(cccc3)c3c3c2cccc3)C=Cc2c1[o]c(C=C1)c2CC1(C)c1ccc(cc2)c3c1ccc1cccc2c31 KLJWUCKCDJUREB-UHFFFAOYSA-N 0.000 description 1
- JJZVOEHWBQBVMH-UHFFFAOYSA-N CC(CC=C1)C=C1c1cc(-c2ccccc2)nc(-c(cc2c3c4)ccc2[o]c3ccc4-c2nc(-c3ccccc3)cc(-c3ccccc3)n2)n1 Chemical compound CC(CC=C1)C=C1c1cc(-c2ccccc2)nc(-c(cc2c3c4)ccc2[o]c3ccc4-c2nc(-c3ccccc3)cc(-c3ccccc3)n2)n1 JJZVOEHWBQBVMH-UHFFFAOYSA-N 0.000 description 1
- SLJZWUCGGOCUIJ-UHFFFAOYSA-N c(cc1)cc2c1c1ccccc1c(-c(cc1c3ccc4)ccc1[o]c3c4-c1ccc(cc3)c4c1ccc1c4c3ccc1)c2 Chemical compound c(cc1)cc2c1c1ccccc1c(-c(cc1c3ccc4)ccc1[o]c3c4-c1ccc(cc3)c4c1ccc1c4c3ccc1)c2 SLJZWUCGGOCUIJ-UHFFFAOYSA-N 0.000 description 1
- DSQDBTWXOYIPFL-UHFFFAOYSA-N c(cc1-c2cc(ccc3ccc4)c5c3c4ccc5c2)cc2c1[o]c(cc1)c2cc1-c(cc1ccc2ccc3)cc4c1c2c3cc4 Chemical compound c(cc1-c2cc(ccc3ccc4)c5c3c4ccc5c2)cc2c1[o]c(cc1)c2cc1-c(cc1ccc2ccc3)cc4c1c2c3cc4 DSQDBTWXOYIPFL-UHFFFAOYSA-N 0.000 description 1
- CGILAWFFBFWLBF-UHFFFAOYSA-N c(cc1-c2cc(ccc3ccc4)c5c3c4ccc5c2)cc2c1[o]c1c2cccc1-c1c(ccc2cccc(cc3)c22)c2c3cc1 Chemical compound c(cc1-c2cc(ccc3ccc4)c5c3c4ccc5c2)cc2c1[o]c1c2cccc1-c1c(ccc2cccc(cc3)c22)c2c3cc1 CGILAWFFBFWLBF-UHFFFAOYSA-N 0.000 description 1
- GQTGEDRLISDATF-UHFFFAOYSA-N c(cc1-c2ccc(cc3)c4c2ccc2c4c3ccc2)cc(c2c3)c1[o]c2ccc3-c(cc1ccc2ccc3)cc4c1c2c3cc4 Chemical compound c(cc1-c2ccc(cc3)c4c2ccc2c4c3ccc2)cc(c2c3)c1[o]c2ccc3-c(cc1ccc2ccc3)cc4c1c2c3cc4 GQTGEDRLISDATF-UHFFFAOYSA-N 0.000 description 1
- PEXHLCFBLPCSMT-UHFFFAOYSA-N c(cc1-c2ccc(cc3)c4c2ccc2c4c3ccc2)cc(c2ccc3)c1[o]c2c3-c1c(ccc2cccc(cc3)c22)c2c3cc1 Chemical compound c(cc1-c2ccc(cc3)c4c2ccc2c4c3ccc2)cc(c2ccc3)c1[o]c2c3-c1c(ccc2cccc(cc3)c22)c2c3cc1 PEXHLCFBLPCSMT-UHFFFAOYSA-N 0.000 description 1
- PYDCCDLXMDLTPM-UHFFFAOYSA-N c(cc1cc2)cc(ccc3c4)c1c3c2cc4-c1ccc2[o]c(ccc(-c(cc3c4c5)ccc3[o]c4ccc5-c3cc(ccc4ccc5)c6c4c5ccc6c3)c3)c3c2c1 Chemical compound c(cc1cc2)cc(ccc3c4)c1c3c2cc4-c1ccc2[o]c(ccc(-c(cc3c4c5)ccc3[o]c4ccc5-c3cc(ccc4ccc5)c6c4c5ccc6c3)c3)c3c2c1 PYDCCDLXMDLTPM-UHFFFAOYSA-N 0.000 description 1
- UZINBTXKDYBAPO-UHFFFAOYSA-N c1cc(-c(cc2ccc3ccc4)cc5c2c3c4cc5)c2[o]c(ccc(-c(cc3)cc(c4c5)c3[o]c4ccc5-c3c(ccc4cccc(cc5)c44)c4c5cc3)c3)c3c2c1 Chemical compound c1cc(-c(cc2ccc3ccc4)cc5c2c3c4cc5)c2[o]c(ccc(-c(cc3)cc(c4c5)c3[o]c4ccc5-c3c(ccc4cccc(cc5)c44)c4c5cc3)c3)c3c2c1 UZINBTXKDYBAPO-UHFFFAOYSA-N 0.000 description 1
- FGYCICTUHAOGFN-UHFFFAOYSA-N c1ccc2c(cccc3)c3c(-c(cc3)cc4c3[o]c(cc3)c4cc3-c3cc4ccccc4c4ccccc34)cc2c1 Chemical compound c1ccc2c(cccc3)c3c(-c(cc3)cc4c3[o]c(cc3)c4cc3-c3cc4ccccc4c4ccccc34)cc2c1 FGYCICTUHAOGFN-UHFFFAOYSA-N 0.000 description 1
- DDPLWPWHVHFSLO-UHFFFAOYSA-N c1ccc2c3ccccc3c(-c(cc3c4c5)ccc3[o]c4ccc5-c3c(cc4)c5c6c4cccc6ccc5cc3)cc2c1 Chemical compound c1ccc2c3ccccc3c(-c(cc3c4c5)ccc3[o]c4ccc5-c3c(cc4)c5c6c4cccc6ccc5cc3)cc2c1 DDPLWPWHVHFSLO-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10166507 | 2010-06-18 | ||
| EP10166507.3 | 2010-06-18 | ||
| PCT/EP2011/060025 WO2011157790A1 (en) | 2010-06-18 | 2011-06-16 | Organic electronic devices comprising a layer of a dibenzofurane compound and a 8-hydroxyquinolinolato earth alkaline metal, or alkali metal complex |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013535106A JP2013535106A (ja) | 2013-09-09 |
| JP2013535106A5 true JP2013535106A5 (US07714131-20100511-C00001.png) | 2015-09-10 |
| JP5990515B2 JP5990515B2 (ja) | 2016-09-14 |
Family
ID=44503746
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013514718A Active JP5990515B2 (ja) | 2010-06-18 | 2011-06-16 | ジベンゾフラン化合物と８−ヒドロキシキノリノラトアルカリ土類金属錯体または８−ヒドロキシキノリノラトアルカリ金属錯体との層を含む、有機電子デバイス |
Country Status (5)
Families Citing this family (69)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9142792B2 (en) | 2010-06-18 | 2015-09-22 | Basf Se | Organic electronic devices comprising a layer comprising at least one metal organic compound and at least one metal oxide |
| KR101874657B1 (ko) | 2011-02-07 | 2018-07-04 | 이데미쓰 고산 가부시키가이샤 | 비스카바졸 유도체 및 그것을 이용한 유기 전기발광 소자 |
| US8883322B2 (en) | 2011-03-08 | 2014-11-11 | Universal Display Corporation | Pyridyl carbene phosphorescent emitters |
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| CN103380508B (zh) | 2011-11-22 | 2017-09-08 | 出光兴产株式会社 | 芳香族杂环衍生物、有机电致发光元件用材料以及有机电致发光元件 |
| US9412954B2 (en) | 2012-07-13 | 2016-08-09 | Lg Chem, Ltd. | Heterocyclic compound and organic electronic element containing same |
| WO2014012972A1 (en) | 2012-07-19 | 2014-01-23 | Basf Se | Dinuclear metal complexes comprising carbene ligands and the use thereof in oleds |
| CN103531714B (zh) * | 2012-07-30 | 2016-01-27 | 昆山维信诺科技有限公司 | 电子传输层、含该层的有机电致发光器件及其制备 |
| CN102850334A (zh) * | 2012-08-28 | 2013-01-02 | 李崇 | 一种以二苯并呋喃为核心骨架的衍生物化合物及其在oled上的应用 |
| CN110003199B (zh) * | 2012-09-12 | 2022-09-23 | 出光兴产株式会社 | 新型化合物、有机电致发光元件用材料、有机电致发光元件和电子设备 |
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| JP2015044792A (ja) * | 2013-07-30 | 2015-03-12 | 東ソー株式会社 | アザナフチル基及びフェナントリル基を有するトリアジン化合物及びそれを含有する有機電界発光素子 |
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| DE102013013876A1 (de) * | 2013-08-20 | 2015-03-12 | Merck Patent Gmbh | Metallkomplexe |
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| CN106316925A (zh) * | 2015-06-26 | 2017-01-11 | 上海和辉光电有限公司 | 一种有机电致发光化合物及其应用 |
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