Flexible Self-healing Cross-linked Polyamides Synthesized Through Bulk Michael Addition,Polycondensation, and Diels-Alder Reaction |
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| Authors: | YANG Shengqing ZHAO Jinnan CHEN Shuo ZHAO Jingbo |
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| Affiliation: | Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, P. R. China |
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| Abstract: | Three new thermally responsive self-healing cross-linked polyamides(cPA-FU-DAs) with good tensile strength and toughness were synthesized through bulk Michael addition, polycondensation, and Diels-Alder reaction. Unlike common stable polymers, cPA-FU-DAs can seal cracks by mere heating. First, the Michael addition of methyl acrylate and furfurylamine was conducted, and a furfurylamine-diester(FU-DE) was prepared. FU-DE was transformed into polyamide prepolymers that contained furfuryl pendant groups(PA-FUs) through bulk polycondensation with a poly(propylene glycol)(PPG) diamine and a PPG triamine. PA-FUs were crosslinked by bismaleimide, and cPA-FU-DAs were prepared. The Michael addition was monitored by Fourier transform infrared spectroscopy and electrospray ionization mass spectroscopy. The reverse DA reaction of the cPA-FU-DAs was demonstrated by differential scanning calorimetry and dissolution property. Their thermally self-healing properties were verified by polarizing optical microscopy and tensile test. The cPA-FU-DAs exhibited good mechanical properties and high self-healing efficiency. They self-healed at 130℃. The tensile strength after repairing was up to 19 MPa with self-healing efficiency reaching 92%. |
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| Keywords: | Self-healing Cross-linked polyamide Michael addition Diels-Alder reaction Polycondensation |
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