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

作　　者：Xin ZHANG Zichen LI 

机构地区：[1]University of Wuerzburg, Institute of Organic Chemistry, Am Hubland, 97074 Wuerzburg, Germany [2]Key Laboratory of Polymer Chemistry & Physics of Ministry of Education, College of Chemistry & Molecular Engineering, Peking University, Beijing 100871, China

出　　处：《Frontiers of Chemical Science and Engineering》2013年第4期381-387,共7页化学科学与工程前沿（英文版）

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.

关 键 词：fluorescence BISMALEIMIDE OXADIAZOLE suc-cinimide 

分 类 号：TQ323.7[化学工程—合成树脂塑料工业] O614.821[理学—无机化学]