Tuning thermal properties and biodegradability of poly(isosorbide azelate) by compositional control through copolymerization with 2,5-furandicarboxylic acid

A new fully biobased poly(isosorbide furanoate-co-azelate) (PISFAz) copolyester series was synthesized through melt polycondensation. Incorporation of 2,5-furandicarboxylic acid (FDCA), a rigid comonomer, at different molar ratios in poly(isosorbide-azelate) homopolymer led to tuning of the thermal properties and biodegradability of the resulting copolyesters. The PISFAz copolyesters with various FDCA molar content spanning from 10 to 70% were prepared and characterized by FTIR, GPC, 1D/2D NMR and viscosity measurements. It was found that PISFAz were totally amorphous materials with high thermal stability. NMR results indicated that random microstructures were obtained for the prepared copolymers with high azelaic acid content (>= 60 mol%). Most notably, the inclusion of FDCA units into the copolymer molecular chains induced a significant increase in the glass transition temperatures (T-g) that varied from 9.2 to 91.1 degrees C depending on FDCA content, leading to copolyesters with tunable T-g over a wide temperature window. The enzymatic hydrolysis behavior of PISFAz was assessed using lipases from Pseudomonas cepacia and Rhizopus oryzae revealing different susceptibility to enzymatic attack depending on the comonomer ratio, with a maximum degradation rate up to 61% after 30 days. These novel furanoate-based copolyesters show great potential to serve as promising green thermoplastic materials for applications requiring high T-g values. (C) 2021 Elsevier Ltd. All rights reserved.

Automated summary

A new fully biobased copolyester with tunable thermal properties and biodegradability has been synthesized, showing great potential as green thermoplastic materials with high Tg values.