Abstract:

Norbornene imide (NI), which was prepared from carbic anhydride and p-aminophenol, together with 4,4-2 amino diphenyl ether (ODA) and paraformaldehyde, was used to synthesize norbornene-imide-functionalized benzoxazine (NI-BOZ) via Mannich reaction. A novel thermosetting resin was obtained from high temperature curing of NI-BOZ. Structure of NI and NI-BOZ were characterized by FTIR, ¹H NMR and ¹³C NMR. Curing kinetics of NI-BOZ was monitored by DSC and thermal properties of poly(NI-BOZ) were evaluated by DMA and TGA. The results showed that the activation energy of NI-BOZ thermal curing was 86.27 kJ·mol^-1 and the reaction order was 0.91. Poly(NI-BOZ) had glass transition temperature (T_g) of 215℃ in air environment. The polymer had 5% mass loss at 445℃, 10% mass loss at 467℃ and 63% char yield at 800℃ under nitrogen.

Key words: norbornene-imide, benzoxazine, synthesis, NMR, thermal performance, thermosetting resin

摘要：

首先用降冰片烯二酸酐、对氨基苯酚为原料合成降冰片烯酰亚胺（NI），然后用合成的NI、4，4-二氨基二苯醚（ODA）和多聚甲醛为原料进行Mannich反应合成出降冰片烯酰亚胺型双苯并嗪（NI-BOZ），经高温固化后形成热固性树脂。用FTIR、¹H NMR、¹³C NMR分析了NI和NI-BOZ的化学结构，证实了所得的目标产物；用DSC对NI-BOZ的固化动力学进行研究；用DMA和TGA分析了NI-BOZ的固化物的热性能。结果表明：NI-BOZ的固化反应活化能为86.27 kJ·mol^-1，反应级数为0.91；poly（NI-BOZ）树脂空气条件下的玻璃化转变温度为215℃，氮气条件下失重5%的温度为445℃，失重10%的温度为467℃，在800℃的残碳率为63%。

关键词: 降冰片烯酰亚胺, 苯并嗪, 合成, 核磁共振, 热性能, 热固性树脂