Structural deformation phenomenon of synthesized poly(isosorbide-1,4-cyclohexanedicarboxylate) in hot water

Abstract

Previously syntheses of poly(isosorbide 1,4-cyclohexanedicarboxylate) (PICD) have overcome synthetic problems associated with the low-reactivity of isosorbide, using acetic anhydride to achieve in situ acetylation. However, this amorphous polymer exhibits unusual behavior when submerged in water at 100 °C. Severe deformation occurs, with cylindrical pellets changing into a disc-like morphology, similar to solvent-induced crystallization. The influence of water on the thermal behavior of PICD was analyzed, resulting in a mechanism analogous to solvent-induced crystallization, where the solvent functions as a plasticizer. Furthermore, the effects of acetic anhydride and open-ring isosorbide on structural deformation were investigated, revealing the occurrence of ester hydrolysis. Finally, solid state CP-MAS 13C-NMR was used to elicit the rearrangement or packing of carbons within the PICD structure.