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
- Authority
- JP
- Japan
- Prior art keywords
- formula
- electronic device
- organic electronic
- compound
- alkyl
- 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.)
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- 238000002347 injection Methods 0.000 claims description 4
- 239000007924 injection Substances 0.000 claims description 4
- 239000003446 ligand Substances 0.000 claims 13
- 150000001875 compounds Chemical class 0.000 claims 12
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 claims 8
- 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
- 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
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 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
- 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
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- DJHGAFSJWGLOIV-UHFFFAOYSA-K Arsenate3- 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
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
- 125000000732 arylene group Chemical group 0.000 claims 1
- 230000000903 blocking effect Effects 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
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 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
- 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
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 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 |
|---|---|---|---|
| EP10166507.3 | 2010-06-18 | ||
| EP10166507 | 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 (OSRAM) | 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)
| Country | Link |
|---|---|
| EP (1) | EP2582769B1 (OSRAM) |
| JP (1) | JP5990515B2 (OSRAM) |
| KR (1) | KR101877580B1 (OSRAM) |
| CN (1) | CN102947416B (OSRAM) |
| WO (1) | WO2011157790A1 (OSRAM) |
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 |
| JP5870045B2 (ja) | 2011-02-07 | 2016-02-24 | 出光興産株式会社 | ビスカルバゾール誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| US8883322B2 (en) * | 2011-03-08 | 2014-11-11 | Universal Display Corporation | Pyridyl carbene phosphorescent emitters |
| KR102047789B1 (ko) | 2011-05-10 | 2019-11-22 | 바스프 에스이 | 신규 색 변환기 |
| WO2012168395A1 (en) | 2011-06-10 | 2012-12-13 | Basf Se | Novel color converter |
| CN103874742B (zh) | 2011-08-12 | 2016-08-17 | 巴斯夫欧洲公司 | 咔唑并咔唑-二(二碳酰亚胺)和它们作为半导体的用途 |
| WO2013077352A1 (ja) | 2011-11-22 | 2013-05-30 | 出光興産株式会社 | 芳香族複素環誘導体、有機エレクトロルミネッセンス素子用材料および有機エレクトロルミネッセンス素子 |
| CN106977468B (zh) | 2012-07-13 | 2020-05-22 | 株式会社Lg化学 | 杂环化合物及包含其的有机电子器件 |
| 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 |
| CN104603137B (zh) * | 2012-09-12 | 2019-01-04 | 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 |
| KR102127406B1 (ko) | 2012-09-20 | 2020-06-29 | 유디씨 아일랜드 리미티드 | 전자 응용을 위한 아자디벤조푸란 |
| TWI609022B (zh) | 2013-03-20 | 2017-12-21 | Udc愛爾蘭責任有限公司 | 在有機發光二極體中作爲增效劑之氮雜苯并咪唑碳烯錯合物 |
| WO2014147006A1 (en) * | 2013-03-20 | 2014-09-25 | Basf Se | White organic light-emitting device |
| JP6285538B2 (ja) | 2013-04-29 | 2018-02-28 | ユー・ディー・シー アイルランド リミテッド | カルベン配位子を有する遷移金属錯体及びそれらをoledに用いる使用 |
| JP6506272B2 (ja) | 2013-07-02 | 2019-04-24 | ユー・ディー・シー アイルランド リミテッド | 有機発光ダイオードにおいて使用するための一置換されたジアザベンゾイミダゾールカルベン金属錯体 |
| WO2015014434A1 (de) | 2013-07-30 | 2015-02-05 | Merck Patent Gmbh | Materialien für elektronische vorrichtungen |
| 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 |
| WO2015014835A1 (en) | 2013-07-31 | 2015-02-05 | Basf Se | Luminescent diazabenzimidazole carbene metal complexes |
| DE102013013876A1 (de) * | 2013-08-20 | 2015-03-12 | Merck Patent Gmbh | Metallkomplexe |
| WO2015063046A1 (en) | 2013-10-31 | 2015-05-07 | Basf Se | Azadibenzothiophenes for electronic applications |
| EP3084855B1 (en) | 2013-12-20 | 2021-08-18 | UDC Ireland Limited | Highly efficient oled devices with very short decay times |
| CN115160373A (zh) | 2014-03-31 | 2022-10-11 | Udc 爱尔兰有限责任公司 | 金属络合物和其在有机发光二极管中的用途 |
| EP3174885B1 (en) | 2014-07-28 | 2019-10-02 | Idemitsu Kosan Co., Ltd. | 2,9-functionalized benzimidazolo[1,2-a]benzimidazoles as hosts for organic light emitting diodes (oleds) |
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| TWI690534B (zh) | 2014-08-08 | 2020-04-11 | 愛爾蘭商Udc愛爾蘭責任有限公司 | 電致發光咪唑并喹噁啉碳烯金屬錯合物 |
| EP2993215B1 (en) | 2014-09-04 | 2019-06-19 | Idemitsu Kosan Co., Ltd. | Azabenzimidazo[2,1-a]benzimidazoles for electronic applications |
| EP3015469B1 (en) | 2014-10-30 | 2018-12-19 | Idemitsu Kosan Co., Ltd. | 5-(benzimidazol-2-yl)benzimidazo[1,2-a]benzimidazoles for electronic applications |
| WO2016079667A1 (en) | 2014-11-17 | 2016-05-26 | Idemitsu Kosan Co., Ltd. | Indole derivatives for electronic applications |
| KR102512938B1 (ko) | 2014-11-18 | 2023-03-23 | 유디씨 아일랜드 리미티드 | 유기 발광 다이오드에 사용하기 위한 Pt- 또는 Pd-카르벤 착체 |
| EP3034507A1 (en) | 2014-12-15 | 2016-06-22 | Idemitsu Kosan Co., Ltd | 1-functionalized dibenzofurans and dibenzothiophenes for organic light emitting diodes (OLEDs) |
| EP3034506A1 (en) | 2014-12-15 | 2016-06-22 | Idemitsu Kosan Co., Ltd | 4-functionalized carbazole derivatives for electronic applications |
| CN112457844B (zh) * | 2014-12-29 | 2024-06-25 | 东进世美肯株式会社 | 新颖化合物及包含其的有机发光器件 |
| EP3054498B1 (en) | 2015-02-06 | 2017-09-20 | Idemitsu Kosan Co., Ltd. | Bisimidazodiazocines |
| EP3053918B1 (en) | 2015-02-06 | 2018-04-11 | Idemitsu Kosan Co., Ltd. | 2-carbazole substituted benzimidazoles for electronic applications |
| EP3061759B1 (en) | 2015-02-24 | 2019-12-25 | Idemitsu Kosan Co., Ltd | Nitrile substituted dibenzofurans |
| EP3070144B1 (en) | 2015-03-17 | 2018-02-28 | Idemitsu Kosan Co., Ltd. | Seven-membered ring compounds |
| EP3072943B1 (en) | 2015-03-26 | 2018-05-02 | Idemitsu Kosan Co., Ltd. | Dibenzofuran/carbazole-substituted benzonitriles |
| EP3075737B1 (en) | 2015-03-31 | 2019-12-04 | Idemitsu Kosan Co., Ltd | Benzimidazolo[1,2-a]benzimidazole carrying aryl- or heteroarylnitril groups for organic light emitting diodes |
| US10403826B2 (en) * | 2015-05-07 | 2019-09-03 | Universal Display Corporation | Organic electroluminescent materials and devices |
| KR102471707B1 (ko) | 2015-06-03 | 2022-11-29 | 유디씨 아일랜드 리미티드 | 매우 짧은 붕괴 시간을 갖는 고효율 oled 소자 |
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