降冰片烯酰亚胺型双苯并嗪的合成及性能

doi:10.11949/j.issn.0438-1157.20160086

化工学报 ›› 2016, Vol. 67 ›› Issue (11): 4899-4905.DOI: 10.11949/j.issn.0438-1157.20160086

• 材料化学工程与纳米技术 • 上一篇下一篇

降冰片烯酰亚胺型双苯并嗪的合成及性能

袁伟, 史铁钧, 钱莹, 陈杨

合肥工业大学化学与化工学院, 安徽合肥 230009

收稿日期:2016-01-19 修回日期:2016-06-14 出版日期:2016-11-05 发布日期:2016-11-05
通讯作者: 史铁钧,stjhfut@163.com
基金资助:
国家自然科学基金项目（51273054）。

Preparation and properties of norbornene-imide-functionalized bis-benzoxazine

YUAN Wei, SHI Tiejun, QIAN Ying, CHEN Yang

School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, Anhui, China

Received:2016-01-19 Revised:2016-06-14 Online:2016-11-05 Published:2016-11-05
Supported by:
supported by the National Natural Science Foundation of China (51273054).

摘要/Abstract

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

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

中图分类号:

O631

袁伟, 史铁钧, 钱莹, 陈杨. 降冰片烯酰亚胺型双苯并嗪的合成及性能[J]. 化工学报, 2016, 67(11): 4899-4905.

YUAN Wei, SHI Tiejun, QIAN Ying, CHEN Yang. Preparation and properties of norbornene-imide-functionalized bis-benzoxazine[J]. CIESC Journal, 2016, 67(11): 4899-4905.

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降冰片烯酰亚胺型双苯并嗪的合成及性能

Preparation and properties of norbornene-imide-functionalized bis-benzoxazine

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