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100% Bio-Based Polyamide with Temperature/Ultrasound Dually Triggered Reversible Cross-Linking

Bio-based polyamides (100%) with responsive functionality were designed and synthesized by using biorenewable diamine and dicarboxylate. 1,5-Pentanediamine and dimethyl furan-2,5-dicarboxylate were chosen not only because of the biomass feedstock but also because of the reactivity of the furan rings...

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Bibliographic Details
Published in:Industrial & engineering chemistry research 2020-07, Vol.59 (30), p.13588-13594
Main Authors: Huang, Weijun, Zhai, Jinglin, Zhang, Changqi, Hu, Xin, Zhu, Ning, Chen, Kequan, Guo, Kai
Format: Article
Language:English
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Summary:Bio-based polyamides (100%) with responsive functionality were designed and synthesized by using biorenewable diamine and dicarboxylate. 1,5-Pentanediamine and dimethyl furan-2,5-dicarboxylate were chosen not only because of the biomass feedstock but also because of the reactivity of the furan rings. Enzymatic process enhanced the sustainability of these 100% bio-based furan-containing polyamides (PA5F). By regulating the temperature, PA5F was cross-linked at a low temperature via the Diels–Alder (DA) reaction and then was de-cross-linked at a high temperature. Alternatively, ultrasound exhibited a better performance in triggering the transformation of cross-linked polymers back to the original ones. The DA linkage could also be solidified by aromatization. The thermal properties were well controlled by reversible cross-linking. These 100% bio-based polyamides would open the window for the development of smart sustainable polymers with broad applications.
ISSN:0888-5885
1520-5045
DOI:10.1021/acs.iecr.0c02028