Quattrosoldi_2022_Chemosphere_291_132996

In the present work, the effect of ether oxygen atom introduction in a furan ring-containing polymer has been evaluated. Solvent-free polycondensation process permitted the preparation of high molecular weight poly(diethylene 2,5-furandicarboxylate) (PDEF), by reacting the dimethyl ester of 2,5-furandicarboxylic acid with diethylene glycol. After molecular and thermal characterization, PDEF mechanical response and gas barrier properties to O(2) and CO(2), measured at different temperatures and humidity, were studied and compared with those of poly(butylene 2,5-furandicarboxylate) (PBF) and poly(pentamethylene 2,5-furanoate) (PPeF) previously determined. Both PDEF and PPeF films were amorphous, differently from PBF one. Glass transition temperature of PDEF (24 degreesC) is between those of PBF (39 degreesC) and PPeF (13 degreesC). As concerns mechanical response, PDEF is more flexible (elastic modulus [E] = 673 MPa) than PBF (E = 1290 MPa) but stiffer than PPeF (E = 9 MPa). Moreover, PDEF is the most thermally stable (temperature of maximum degradation rate being 418 for PDEF, 407 for PBF and 414 degreesC for PPeF) and hydrophilic (water contact angle being 74 degrees for PDEF, 90 degrees for PBF and 93 degrees for PPeF), with gas barrier performances very similar to those of PPeF (O(2) and CO(2) transmission rate being 0.0022 and 0.0018 for PDEF and, 0.0016 and 0.0014 cm(3) cm/m(2) d atm for PPeF). Lab scale composting experiments indicated that PDEF and PPeF were compostable, the former degrading faster, in just one day. The results obtained are explained on the basis of the high electronegativity of ether oxygen atom with respect to the carbon one, and the consequent increase of dipoles along the macromolecule.