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Synthesis and fluorescence behavior of 2,5-diphenyl-l,3,4- oxadiazole-containing bismaleimides and bissuccinimides

Synthesis and fluorescence behavior of 2,5-diphenyl-l,3,4- oxadiazole-containing bismaleimides and bissuccinimides
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摘要 Bismaleimides bearing 2,5-diphenyl-l,3,4- oxadiazole chromophores at para, meta, ortho position and corresponding saturated bissuccinimides were synthe- sized. Several synthetic strategies for these bismaleimides were discussed in detail. Almost no or very weak fluorescence was observed for these bismaleimides, however, the bissuccinimides show a strong fluorescence. The effect of molecular geometry on optical behavior and fluorescence quenching mechanism were investigated by UV-vis absorption and fluorescence emission spectro- scopy. The electron coupling of ground state of p- bismaleimide is stronger than those of m- and o- bismaleimides.p-Bissuccinimide displays increasing fluor- escence quantum yields with red shifts of 22-24 nm, compared to m-bissuccinimide. Polymerizable C=C bonds play a key role in the intramolecular fluorescence quenching. Bismaleimides bearing 2,5-diphenyl-l,3,4- oxadiazole chromophores at para, meta, ortho position and corresponding saturated bissuccinimides were synthe- sized. Several synthetic strategies for these bismaleimides were discussed in detail. Almost no or very weak fluorescence was observed for these bismaleimides, however, the bissuccinimides show a strong fluorescence. The effect of molecular geometry on optical behavior and fluorescence quenching mechanism were investigated by UV-vis absorption and fluorescence emission spectro- scopy. The electron coupling of ground state of p- bismaleimide is stronger than those of m- and o- bismaleimides.p-Bissuccinimide displays increasing fluor- escence quantum yields with red shifts of 22-24 nm, compared to m-bissuccinimide. Polymerizable C=C bonds play a key role in the intramolecular fluorescence quenching.
出处 《Frontiers of Chemical Science and Engineering》 SCIE EI CAS CSCD 2013年第4期381-387,共7页 化学科学与工程前沿(英文版)
关键词 fluorescence BISMALEIMIDE OXADIAZOLE suc-cinimide fluorescence, bismaleimide, oxadiazole, suc-cinimide
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