CN103408484A - Tetra-alkyl periflanthene derivatives and applications thereof - Google Patents
Tetra-alkyl periflanthene derivatives and applications thereof Download PDFInfo
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- CN103408484A CN103408484A CN2013103081379A CN201310308137A CN103408484A CN 103408484 A CN103408484 A CN 103408484A CN 2013103081379 A CN2013103081379 A CN 2013103081379A CN 201310308137 A CN201310308137 A CN 201310308137A CN 103408484 A CN103408484 A CN 103408484A
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- 150000001875 compounds Chemical class 0.000 claims abstract description 102
- 230000027756 respiratory electron transport chain Effects 0.000 claims abstract description 23
- 238000005401 electroluminescence Methods 0.000 claims abstract description 22
- 239000000463 material Substances 0.000 claims description 59
- 230000005540 biological transmission Effects 0.000 claims description 38
- 238000002347 injection Methods 0.000 claims description 20
- 239000007924 injection Substances 0.000 claims description 20
- 238000007738 vacuum evaporation Methods 0.000 claims description 12
- 238000007747 plating Methods 0.000 claims description 8
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- SIFHTIHFPPIGBL-UHFFFAOYSA-N ctk2i0750 Chemical class C12=C3C4=CC=CC3=CC=C2C=CC=C1C1=C4CC2=CC=CC=C21 SIFHTIHFPPIGBL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 abstract description 45
- 238000005516 engineering process Methods 0.000 abstract description 10
- 238000013508 migration Methods 0.000 abstract 1
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- 238000006243 chemical reaction Methods 0.000 description 56
- 238000004128 high performance liquid chromatography Methods 0.000 description 44
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- 239000000843 powder Substances 0.000 description 37
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- 239000000047 product Substances 0.000 description 30
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- 230000009286 beneficial effect Effects 0.000 description 6
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- ZEEBGORNQSEQBE-UHFFFAOYSA-N [2-(3-phenylphenoxy)-6-(trifluoromethyl)pyridin-4-yl]methanamine Chemical compound C1(=CC(=CC=C1)OC1=NC(=CC(=C1)CN)C(F)(F)F)C1=CC=CC=C1 ZEEBGORNQSEQBE-UHFFFAOYSA-N 0.000 description 2
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- 238000002156 mixing Methods 0.000 description 1
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- WSGCRAOTEDLMFQ-UHFFFAOYSA-N nonan-5-one Chemical compound CCCCC(=O)CCCC WSGCRAOTEDLMFQ-UHFFFAOYSA-N 0.000 description 1
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- 229910052760 oxygen Inorganic materials 0.000 description 1
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
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- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
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- 238000005215 recombination Methods 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
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- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
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- 230000003068 static effect Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- WRECIMRULFAWHA-UHFFFAOYSA-N trimethyl borate Chemical compound COB(OC)OC WRECIMRULFAWHA-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 238000002061 vacuum sublimation Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
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Images
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- Pyridine Compounds (AREA)
- Electroluminescent Light Sources (AREA)
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CN106008138A (en) * | 2016-05-23 | 2016-10-12 | 中节能万润股份有限公司 | Organic electroluminescent material, application and luminescent device |
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JP2010205986A (en) * | 2009-03-04 | 2010-09-16 | Mitsui Chemicals Inc | Organic transistor |
KR20110041726A (en) * | 2009-10-16 | 2011-04-22 | 에스에프씨 주식회사 | Aromatic compound and organic electroluminescent device using the same |
WO2012141273A1 (en) * | 2011-04-12 | 2012-10-18 | 富士フイルム株式会社 | Organic electroluminescent element, material for organic electroluminescent elements, film, light-emitting layer, and method for manufacturing organic electroluminescent element |
JP2012222255A (en) * | 2011-04-12 | 2012-11-12 | Fujifilm Corp | Organic electroluminescent element, material and film for organic electroluminescent element, and manufacturing method for organic electroluminescent element |
CN102916131A (en) * | 2011-08-05 | 2013-02-06 | 海洋王照明科技股份有限公司 | Organic light-emitting device and preparation method thereof |
WO2013024730A1 (en) * | 2011-08-18 | 2013-02-21 | ユーディーシー アイルランド リミテッド | Organic electroluminescent element, compound for organic electroluminescent element, and light-emitting device, display device, and illumination device using said element |
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Patent Citations (6)
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JP2010205986A (en) * | 2009-03-04 | 2010-09-16 | Mitsui Chemicals Inc | Organic transistor |
KR20110041726A (en) * | 2009-10-16 | 2011-04-22 | 에스에프씨 주식회사 | Aromatic compound and organic electroluminescent device using the same |
WO2012141273A1 (en) * | 2011-04-12 | 2012-10-18 | 富士フイルム株式会社 | Organic electroluminescent element, material for organic electroluminescent elements, film, light-emitting layer, and method for manufacturing organic electroluminescent element |
JP2012222255A (en) * | 2011-04-12 | 2012-11-12 | Fujifilm Corp | Organic electroluminescent element, material and film for organic electroluminescent element, and manufacturing method for organic electroluminescent element |
CN102916131A (en) * | 2011-08-05 | 2013-02-06 | 海洋王照明科技股份有限公司 | Organic light-emitting device and preparation method thereof |
WO2013024730A1 (en) * | 2011-08-18 | 2013-02-21 | ユーディーシー アイルランド リミテッド | Organic electroluminescent element, compound for organic electroluminescent element, and light-emitting device, display device, and illumination device using said element |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
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CN106008138A (en) * | 2016-05-23 | 2016-10-12 | 中节能万润股份有限公司 | Organic electroluminescent material, application and luminescent device |
CN106008138B (en) * | 2016-05-23 | 2019-04-09 | 中节能万润股份有限公司 | A kind of electroluminescent organic material, application and luminescent device |
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