Semi-Aromatic Polyesters Based on a Carbohydrate-Derived Rigid Diol for Engineering Plastics

J. Wu, P. Eduard, S. Thiyagarajan, B.A.J. Noordover, D.S. van Es, C.E. Koning

Research output: Contribution to journalArticleAcademicpeer-review

30 Citations (Scopus)

Abstract

New carbohydrate-based polyesters were prepared from isoidide- 2,5-dimethanol (extended isoidide, XII) through melt polymerization with dimethyl esters of terephthalic acid (TA) and furan-2,5-dicarboxylic acid (FDCA), yielding semi-crystalline prepolymers. Subsequent solid-state post-condensation (SSPC) gave high molecular weight (Mn=30 kgmol 1 for FDCA) materials, the first examples of high Mn, semi-aromatic homopolyesters containing isohexide derivatives obtained via industrially relevant procedures. NMR spectroscopy showed that the stereo-configuration of XII was preserved under the applied conditions. The polyesters are thermally stable up to 3808C. The TA- and FDCA-based polyesters have high Tg (105 8C and 948C, resp.) and Tm (284 8C and 250 8C, resp.) values. Its reactivity, stability, and ability to afford high Tg and Tm polyesters make XII a promising diol for the synthesis of engineering polymers.
Original languageEnglish
Pages (from-to)67-72
JournalChemSusChem
Volume8
Issue number1
DOIs
Publication statusPublished - 2015

Keywords

  • acetalized galactaric acid
  • poly(butylene terephthalate)
  • renewable resources
  • aromatic polyesters
  • thermal-properties
  • pet copolyesters
  • bicyclic diol
  • d-mannitol
  • isosorbide
  • isohexide

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