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Self-healing high-performance thermosets utilizing the furan/maleimide Diels-Alder and amine/maleimide Michael reactions
Journal of Polymer Research ( IF 2.6 ) Pub Date : 2019-12-14 , DOI: 10.1007/s10965-019-1986-z
Kanami Yasuda , Kaito Sugane , Mitsuhiro Shibata

The reaction of furfurylamine (FA) and 4,4′-bismaleimidodiphenylmethane (BMI) at a molar ratio of 2/1 generated a product (FABMI) mainly composed of 4,4′-bis(2-furfurylaminosuccinimido)diphenylmethane. Mixtures of FABMI, BMI and p-xylylenediamine (XDA) at FABMI/BMI/XDA molar ratios of 1/3/1, 2/4/1, 1/4/1 and 2/6/1 were prepolymerized at 120 °C, hot-pressed at 130–140 °C, and then annealed at 60 °C to produce cured products. The FT-IR analysis revealed that the Michael addition and Diels-Alder (DA) reactions occurred for all the cured products. FABMI-BMI-XDAs with relatively low feed FABMI mass fractions displayed excellent 5% mass loss temperatures higher than 400 °C. The cured product with the highest feed XDA mass fraction exhibited the highest flexural strength, modulus and strain at break among all the cured products. Onset temperatures of the endothermal retro DA reaction for the cured products were in the ranges of 140–150 °C. All the cured products were at least twice healed by the thermal treatment at 150 °C for 20 min and then 60 °C for 48 h.



中文翻译:

利用呋喃/马来酰亚胺Diels-Alder和胺/马来酰亚胺Michael反应的自修复高性能热固性塑料

糠胺(FA)和4,4'-双马来酰亚胺基二苯甲烷(BMI)的摩尔比为2/1的反应生成了主要由4,4'-双(2-糠基氨基琥珀酰亚胺基)二苯基甲烷组成的产物(FABMI)。FABMI,BMI和p的混合物在120°C下预聚合FABMI / BMI / XDA摩尔比为1/3 / 1、2 / 4 / 1、1 / 4/1和2/6/1的-二甲苯二胺(XDA),在130- 140°C,然后在60°C退火以生产固化产品。FT-IR分析表明,所有固化产物均发生了迈克尔加成反应和Diels-Alder(DA)反应。进料FABMI质量分数相对较低的FABMI-BMI-XDAs表现出高于400°C的出色的5%质量损失温度。在所有固化产物中,具有最高进料XDA质量分数的固化产物表现出最高的挠曲强度,模量和断裂应变。固化产物的吸热逆DA反应的起始温度在140-150°C的范围内。通过在150°C下进行20分钟的热处理,然后在60°C下进行48小时的热处理,将所有固化产品至少治愈了两次。

更新日期:2019-12-14
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