链延长型芳杂环双马来酰亚胺树脂的合成及性能

陈平; 熊需海; 夏连连; 张丽影; 于祺; 刘思扬

doi:10.11777/j.issn1000-3304.2017.16168

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链延长型芳杂环双马来酰亚胺树脂的合成及性能

专论 | 更新时间：2021-03-19

- 链延长型芳杂环双马来酰亚胺树脂的合成及性能
- Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure
- 高分子学报 2017年第3期页码：399-410
- 作者机构：
  
  1.大连理工大学化工学院精细化工国家重点实验室大连 116024
  2.沈阳航空航天大学航空航天工程学院先进聚合物基复合材料辽宁省重点实验室沈阳 110136
  3.大连民族大学生命科学学院生物技术与资源利用国家民委-教育部重点实验室大连 116605
- 作者简介：
  
  陈平,男,1964年1月生.大连理工大学高分子材料学科教授/博士生导师.1982~1989年在哈尔滨电工学院获得学士、硕士学位;2002年在大连理工大学获得博士学位.1989~1996年哈尔滨玻璃钢研究院工程师、高级工程师.1996~2001年哈尔滨理工大学材料学院副教授、教授.2001年至今,大连理工大学化工学院教授.现兼任先进聚合物基复合材料辽宁省重点实验室主任;全国橡塑技术专家委员会第一届委员.先后获得1999年国务院政府特殊津贴,2003年第四届辽宁省青年科技奖,2005年第三届侯德榜化工科学技术奖青年奖,2008年中国石油与化学工业联合会青年科技突出贡献奖,2014年辽宁省第九届优秀科技工作者等荣誉称号.长期从事高性能高分子材料及其先进聚合物基复合材料等方面的研究.E-mail:pchen@dlut.edu.cnPing Chen,E-mail: pchen@dlut.edu.cn
- 基金信息：
  
  辽宁省重点科技攻关项目(2007403009);辽宁省优秀人才基金(LR2013002);国防基础科研重点项目(A3520110001);国家自然科学基金(51303107);辽宁省教育厅基础研究项目(LZ2015057，LZ2015058)
- DOI：10.11777/j.issn1000-3304.2017.16168
  中图分类号：
- 纸质出版日期：2017-3，
  
  收稿日期：2016-5-11，
  
  修回日期：2016-6-23，
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陈平, 熊需海, 夏连连, 张丽影, 于祺, 刘思扬. 链延长型芳杂环双马来酰亚胺树脂的合成及性能[J]. 高分子学报, 2017,(3):399-410.

Chen Ping, Xiong Xu-hai, Xia Lian-lian, Zhang Li-ying, Yu Qi, Liu Si-yang. Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure[J]. Acta Polymerica Sinica, 2017,(3):399-410.
陈平, 熊需海, 夏连连, 张丽影, 于祺, 刘思扬. 链延长型芳杂环双马来酰亚胺树脂的合成及性能[J]. 高分子学报, 2017,(3):399-410. DOI： 10.11777/j.issn1000-3304.2017.16168.

Chen Ping, Xiong Xu-hai, Xia Lian-lian, Zhang Li-ying, Yu Qi, Liu Si-yang. Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure[J]. Acta Polymerica Sinica, 2017,(3):399-410. DOI： 10.11777/j.issn1000-3304.2017.16168.

摘要

从分子结构出发，设计合成了含酞/芴Cardo环结构、1，3，4-噁二唑不对称结构共计3类10种新型链延长型双马来酰亚胺（BMI），采用核磁共振（NMR）、红外光谱（IR）、示差扫描量热仪（DSC）、热失重分析仪（TGA）、动态力学分析仪（DMA）等技术表征了BMI树脂的化学结构、固化行为以及固化物的热稳定性和动态力学性能，探讨了分子结构与性能关系.研究结果表明含酞（芴）Cardo结构BMI在普通低沸点有机溶剂中具有良好的溶解性能；含1，3，4-噁二唑结构BMI由于具有不对称分子结构导致两端官能团反应活性存在明显差异；3类BMI的固化物均具有优异耐热性和热稳定性.

Abstract

Three types of chain-extended bismaleimides with aromatic hetero-cycle structure (PBMI

FBMI

ZBMI) were synthesized

and their chemical structure and thermal properties were characterized by nuclear magnetic resonance (NMR) spectroscopy

infrared (IR) spectroscopy

differential scanning calorimeter (DSC)

thermo-gravimetric analyzer (TGA) and dynamic mechanical analyzer (DMA)

respectively. PBMI

a phthalide-containing bismaleimide

was prepared with phenolphthalein

o-cresolphthaleine and thymolphthalein as initial raw materials. With increasing number and volume of substituent groups

the solubility of PBMIs in common organic solvents was enhanced while their reactivity reduced. Three cured PBMI resins showed excellent thermal stability and heat resistance. Their glass transition temperatures (

) and the temperatures of 10% weight loss

both decreased with the number of alkyl chain substituents to aromatic rings

were in the range of 324-364℃ and 454-495℃

respectively. The cured PBMI with only methyl groups demonstrated an optimal moisture resistance. FBMI

a fluorene-containing bismaleimide

was subdivided into ether-type FBMI and ester-type FBMI. The melting point of the ether-type FBMI was lower than that of the ester-type FBMI

and the reactivity of the two resins were comparable with each other. The heat resistance and moisture resistance of the cured products of the former were superior to those of the latter. In addition

the incorporation of methyl groups into the molecular skeleton of the two types of FBMI resulted in a decrease of above-mentioned properties. The

values of the four FBMI cured products were all above 350℃ and the maximal

value reached above 400℃. ZBMI

a 1

4-oxadiazole-containing bismaleimide with asymmetric molecular structure

was designed and synthesized based on the characteristics of synthetic process of 1

4-oxadiazole moiety. Three ZBMI monomers exhibited good solubility and different reactivity of two end-capped unsaturated double bonds. Their cured products with fully aromatic heterocyclic structure were characterized by higher thermal stability and the initial decomposition temperature of 500℃.

关键词

双马来酰亚胺含酞/芴Cardo环结构134-噁二唑结构固化行为结构与性能

Keywords

BismaleimidePhthalide/fluorene cardo1 3 4-OxadiazoleHeat resistanceMoisture resistance

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