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

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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 kg¿mol-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 380¿°C. The TA- and FDCA-based polyesters have high Tg (105¿°C and 94¿°C, resp.) and Tm (284¿°C and 250¿°C, 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
Number of pages6
JournalChemSusChem
Volume8
Issue number1
DOIs
Publication statusPublished - 2015

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