Synthesis and properties of high‐molecular‐weight polyesters based on 1,4:3,6‐dianhydrohexitols and terephthalic acid

Abstract

The synthesis of high-molecular-weight polyesters based on 1,43,6-dianhydro-~-sorbitol (DAS), 1,4:3,6-dianhydro-~-mannitol (DAM) and 1,4:3,6-dianhydro-~-iditol (DAI) is reported. The polymers were obtained by polycondensation in solution of the dianhydrohexitols with terephthaloyl dichloride and 2,5-diethoxyterephthaloyl dichloride. The side groups of the latter monomer lead to a marked improvement of the solubility of the resulting polyesters which can be characterized by NMR techniques and osmometry. It is shown that all polyesters exhibit an excellent stability against thermal decomposition. Materials deriving from the polycondensation with terephthalic acid have glass transitions above 200 "C if the molecular weight is high enough. The wide-angle X-ray analysis shows that polyesters deriving from terephthalic acid and DAM as well as DAI are semicrystalline. All results demonstrate that these polyesters partly deriving from renewable carbon sources present promising high Tg materials with excellent thermal stability. 0 1993, Hiithig & Wepf Verlag, Base1 CCC 0025-1 16X/93/$05.00

(Co‐)Polyesters Derived from Isosorbide and 1,4‐Cyclohexane Dicarboxylic Acid and Succinic Acid

“…On the other hand a T g around 190 8C was reported for poly(isosorbide terephthalate). [15] This value demonstrates that the T g s of polyester derived from isosorbide may vary over a broad range. For a variety of potential applications T g s, and thus, heat distortion temperatures above 100 8C are desirable.…”

5‐Hydroxymethylfurfural Based Polymers

“…relatively high compared to the furanic polyesters prepared from diols with long carbon chains. A similar range of Tg values are known in the case of polyesters prepared with these hexitols and terephthalic acid as well [91], and this may be due to the intrinsic stiffness of the bicyclic hexitol units in these polyesters. Ή NMR Spectrum of typical polyester, 29 is shown in Figure 9.19.…”

Synthesis and characterization of cholesteric thermotropic liquid crystalline polyesters

“…employed. 19 The interfacial polymerization method was not applicable to isosorbide-based system, in which a strong inorganic base such as sodium hydroxide is used. This would degrade isosorbide during polymerization and cause an imbalance in the stoichiometry results in polyesters with low inherent viscosity.…”