Work

Chemical Recyclable Bio-Based Semiaromatic Polyamides: Synthesis and Properties

Year: 2025

Type: article

Abstract: Bio-based semi-aromatic polyamides from furan derivatives have proved to be a promising alternative to petroleum-based counterparts. However, weak and little intermolecular hydrogen bonds led to limited thermal stability and amorphous property of polymers, which could not meet the requirements of various applications. Herein, a series of furan-based semi-aromatic polyamides (FPAs) were synthesized from dimethyl furan-2,5-dicarboxylate and long-chain aliphatic diamines containing oxalamide with double hydrogen bonds (LADOs). A two-step melting polycondensation in one pot was systematically investigated. Wide-angle X-ray diffraction and differential scanning calorimetry indicated that the resultant polyamides were semicrystalline. Temperature-variable FTIR experiments suggested the existence of hydrogen bonds in polymer chains. With the decrease in carbon chain length of LADOS (except 1,5-diaminopentane based-monomer), Tm (179~257 oC) and Tg (57~103 oC) gradually increased. Thermogravimetric analysis showed Td,5% and Td,max in a range of 338 to 412 oC and 446 to 473 oC, respectively. Besides, polymers exhibited excellent fluorescence characteristics and chemical resistance. Finally, FPAs could be depolymerized into initial monomers, indicating a circular polymer economy. Overall, these FPAs present a potential as bio-based materials alternative to polymers derived from fossil fuels and this work provides a strategy for high-performance materials.

Source: ACS Applied Polymer Materials

DOI: 10.1021/acsapm.4c04053