Abstract
Recently, we have developed an eco-friendly method for the preparation of a renewable dicarboxylic acid 2,5-furandicarboxylic acid (FDCA) from biomass-based 5-hydroxymethylfrufural (HMF). In the present work, we optimized our reported method, which used phosphate buffer and Fe(OH)3 as the stabilizer to improve the stability of potassium ferrate, then got a purified FDCA (up to 99%) in high yield (91.7 wt %) under mild conditions (25 °C, 15 min, air atmosphere). Subsequently, the obtained FDCA, along with 1,6-hexanediol (HDO), which was also made from HMF, were used as monomers for the synthesis of poly(hexylene 2,5-furandicarboxylate) (PHF) via direct esterification, and triphenyl phosphite was used as the antioxidant to alleviate the discoloration problem during the esterification. The intrinsic viscosity, mechanical properties, molecular structure, thermal properties, and degradability of the PHFs were measured or characterized by Koehler viscometer, universal tensile tester, Nuclear Magnetic Resonance (NMR), Fourier-transform Infrared (FTIR), X-ray diffraction (XRD), Differential Scanning Calorimeter (DSC), Derivative Thermogravimetry (DTG), Scanning Electron Microscope (SEM), and weight loss method. The experimental evidence clearly showed that the furan-aromatic polyesters prepared from biomass-based HMF are viable alternatives to the petrochemical benzene-aromatic polyesters, they can serve as low-melting heat bondable fiber, high gas-barrier packaging material, as well as specialty material for engineering applications.
Highlights
Polyesters are popular synthetic polymers that are closely related to the development of human society
Fe2O3 and Fe(OH)3 could improve the furandicarboxylic acid (FDCA) yield to some extent, as seen when the FDCA yield increased from 82.5 wt % to 85.7 and 86.1 wt %, respectively, when 0.5 mmol/L of
3 could improve the FDCA yield to some extent, as seen when the FDCA yield of PHFs increased from 82.5 wt % to 85.7 and 86.1 wt %, respectively, when 0.5 mmol/L of
Summary
Polyesters are popular synthetic polymers that are closely related to the development of human society. Were similar to petroleum derived polytransesterification and revealed that the mechanical properties, thermal properties, and poly(butylene terephthalate) Based on these works, Gomes and Ma [15] synthesized a crystal structures of the obtained were[14]. Similar to petroleum derived series of FDCA-based polyesters with variety diols, and provided ample favor of the (PBT). Renewable tosynthesized petroleum-based aromatic exploitation ofSousa furan[5], monomers as renewable alternatives poly((ether)ester)s from and revealed that the obtained polyesters showed better thermal. [19] highlighted the progress and they associated with the coloration and successful syntheses of polyesters with high molecular fundamental aspects for the synthesis of bio-based 2,5-FDCA polyesters and their thermal properties, weights are thoroughly. We hope that totally biomass-based polyesters with high performance could be developed in the future
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