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2013 1

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Improved “cure on demand” of aromatic bismaleimide with thiol triggered by retro-Diels-Alder reaction

Vincent Froidevaux, Mélanie Decostanzi, Abdelatif Manseri, Sylvain Caillol, Bernard Boutevin, Rémi Auvergne

《化学科学与工程前沿（英文）》 2021年第15卷第2期页码 330-339 doi: 10.1007/s11705-020-1929-6

摘要： This study focuses on the synthesis of new liquid aromatic bismaleimide monomers in order to improve self-curing on demand (SCOD) systems previously based on aliphatic bismaleimides. These SCOD systems are based on Diels-Alder (DA)/retro-DA reactions. The syntheses of new different aromatic bismaleimides with ester and amide bonds are presented. These maleimides have been protected using DA reaction and characterized by H NMR analysis to determine protection rate and diastereomer ratios. The retro-DA reactions of both aromatic and aliphatic DA adducts in presence of thiol molecules were studied. Kinetic analysis was monitored by H NMR and compared to model study. Finally, both aromatic and aliphatic bismaleimides-based polymers were synthesized with 2-mercaptoethyl ether and thermal properties of polymers were compared. The glass transition temperature values ranged from –20 °C to 14 °C and very good thermal stabilities were observed (up to 300 °C).

关键词： thiol-ene polymerization self-curing on demand thia-michael addition Diels-Alder maleimide

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Synthesis and fluorescence behavior of 2,5-diphenyl-1,3,4-oxadiazole-containing bismaleimides and bissuccinimides

Xin ZHANG, Zichen LI

《化学科学与工程前沿（英文）》 2013年第7卷第4期页码 381-387 doi: 10.1007/s11705-013-1359-9

摘要： Bismaleimides bearing 2,5-diphenyl-1,3,4-oxadiazole chromophores at , , position and corresponding saturated bissuccinimides were synthesized. 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 spectroscopy. The electron coupling of ground state of -bismaleimide is stronger than those of - and -bismaleimides. -Bissuccinimide displays increasing fluorescence quantum yields with red shifts of 22–24 nm, compared to -bissuccinimide. Polymerizable C=C bonds play a key role in the intramolecular fluorescence quenching.

关键词： fluorescence bismaleimide oxadiazole succinimide