Abstract
In this research, bio-based polyamide (bio-PA) was synthesized from dimethyl furan-2,5-dicarboxylate and 1,3-cyclohexanedimethanamine by melt polymerization. The properties of bio-PA were analyzed by Fourier transform infrared spectrometer (FTIR), nuclear magnetic resonance (NMR), differential scanning calorimetry (DSC), X-ray diffraction (XRD), and thermal gravimetric analysis (TGA), respectively. The results show that this bio-PA presents high glass transition temperature (Tg) from 150 °C to 180 °C and poor crystallization due to the asymmetric rigid structure of cyclohexane and furan. Its molecular weight is low, ascribing to the large steric hindrance from cyclohexane and furan, and the side reaction of N-methylation and decarboxylation. Besides, the results of solubility reveal that this bio-PA can be dissolved in DMSO, DMF and DMAC.
Highlights
Polyamide (PA) has good comprehensive properties, including mechanical properties, heat resistance, wear resistance, chemical resistance and easy processing, is widely used as one of engineering plastics
The results show that polyesters based on Furandicarboxylic acid (FDCA) exhibits lower Tm and higher Tg than that of polyesters from terephthalic acid (TPA), which makes it a potential substitute for petroleum-based polyethylene terephthalate (PET) and polybutylene terephthalate (PBT) [14]
The peak at 1720cm-1 was observed for the 120-230-60min sample, which corresponds to the free C=O from COOCH3 and demonstrates the DMFDCA was not fully reacted at 230°C
Summary
Polyamide (PA) has good comprehensive properties, including mechanical properties, heat resistance, wear resistance, chemical resistance and easy processing, is widely used as one of engineering plastics. FDCA has been regarded as one of the 12 most valuable bio-based platform compounds by US Department of Energy, can be used to synthesize the furanyl polyester and polyamide. It is observed that the polyamides synthesized from dicarboxylic acid or its derivatives present low crystallinity or amorphous structure, the copolyamides exhibit low melting point and crystallinity with the increase of FDCA content [19,20,21,22].
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