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

Authors

  • Reinhard Storbeck,

    1. Polymer-Institut, Universität (T.H.) Karlsruhe, Kaiserstraße 12, W-7500 Karlsruhe-1, Germany
    Search for more papers by this author
  • Matthias Rehahn,

    1. Polymer-Institut, Universität (T.H.) Karlsruhe, Kaiserstraße 12, W-7500 Karlsruhe-1, Germany
    Search for more papers by this author
  • Matthias Ballauff

    Corresponding author
    1. Polymer-Institut, Universität (T.H.) Karlsruhe, Kaiserstraße 12, W-7500 Karlsruhe-1, Germany
    • Polymer-Institut, Universität (T.H.) Karlsruhe, Kaiserstraße 12, W-7500 Karlsruhe-1, Germany
    Search for more papers by this author

Abstract

The synthesis of high-molecular-weight polyesters based on 1,4:3,6-dianhydro-D-sorbitol (DAS), 1,4:3,6-dianhydro-D-mannitol (DAM) and 1,4:3,6-dianhydro-L-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.

Ancillary