Fully bio‐based polyesters derived from 2,5‐furandicarboxylic acid (2,5‐FDCA) and dodecanedioic acid (DDCA): From semicrystalline thermoplastic to amorphous elastomer

Abstract

ABSTRACTA serials of fully bio‐based poly(ethylene dodecanedioate‐2,5‐furandicarboxylate) (PEDF) were synthesized from Dodecanedioic acid (DDCA), 2,5‐Furandicarboxylic acid (2,5‐FDCA), and ethylene glycol through a two‐step procedure consisted of transesterification and polycondensation. After their chemical structures were confirmed by Nuclear Magnetic Resonance and Fourier Transform Infrared Spectroscopy, their thermal, mechanical, and biodegradation properties were investigated in detail. Results showed that the chemical composition of PEDFs could be easily controlled by the feeding mole ratio of DDCA to FDCA and they possessed the characteristic of random copolyester with the intrinsic viscosity ranged from 0.82 to 1.2 dL/g. With the varied mole ratio of DDCA to FDCA, PEDFs could be changed from semicrystalline thermoplastic to the completely amorphous elastomer, indicated by the elongation at break ranged from 4 for poly(ethylene 2,5‐furandicarboxylate) to 1500% for amorphous PEDF‐40. The amorphous PEDF‐30 and PEDF‐40 showed satisfactory shape recovery after cyclic tensile test, which was the typical behavior for elastomer. Enzymatic degradation test indicated that all the PEDFs were biodegradable and the degradation rate was heavily affected by their chemical compositions. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2018, 135, 46076.