Functionalizable thermoresponsive polymers synthesized from renewable 5-hydroxymethylfurfural derivative via the thiol-Michael addition reaction

摘要

Thermoresponsive copoly((beta-thioether ester)s were efficiently synthesized from 2,5-furan diacrylate (2,5-FDA) via the thiol-Michael addition reaction under mild reaction conditions. The structures, compositions and thermal properties of copoly((beta-thioether ester)s were analyzed by FTIR, NMR, DSC and TGA. The resulting copoly((beta-thioether ester)s exhibited a reversible thermal-induced phase transition in aqueous medium. The adjustment of cloud point temperatures (T-cp) were performed by varying the ratio of 2,5-FDA in the copolymers, and their values are in the range of similar to 20-53 degrees C. Furthermore, the polymer concentration and the addition of sodium chloride influenced the T-cp. H-1 NMR analysis confirmed the occurrence of Diels-Alder reaction. The Tcp decreased due to the enhanced hydrophobicity after the modification. These results indicated that the thiol-Michael addition reaction could be used to synthesize potentially biodegradable and functionahzable thermoresponsive polymers. (C) 2018 Elsevier Ltd. All rights reserved.