Biobased furandicarboxylic acids (FDCAs): effects of isomeric substitution on polyester synthesis and properties

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Abstract

In this study we present the application of different isomers of furandicarboxylic acid, or FDCA, obtained from agro-residues, in polyester synthesis. New polyesters based on 2,4-FDCA and 3,4-FDCA isomers with (linear) diols were thoroughly characterised and compared with their as-synthesised 2,5-FDCA analogues. All polymers were obtained by melt polycondensation of linear diols with FDCA dimethyl esters and exhibit molecular weights in the range Mw = 34000–65000 and polydispersities close to 2.0. Thermogravimetric analysis (TGA) of the new polyesters shows that they have comparable or even higher thermal stability compared to the 2,5-FDCA polyesters. Interestingly, the glass-transition temperatures (Tg) of 2,4-FDCA derived polyesters are similar to those of the 2,5-FDCA isomers. Both differential scanning calorimetry (DSC) and wide-angle X-ray diffraction (WAXD) analyses showed that 2,4-PEF is amorphous, while 2,5-PEF and 3,4-PEF are semi-crystalline materials.
Original languageEnglish
Pages (from-to)1957-1966
JournalGreen Chemistry
Volume16
Issue number4
DOIs
Publication statusPublished - 2014

Keywords

  • diethylene glycol formation
  • crystal-structure
  • polyethylene terephthalate
  • renewable resources
  • bishydroxyethyl terephthalate
  • poly(ethylene terephthalate)
  • 2,5-furandicarboxylic acid
  • 3,4-furandicarboxylic acid
  • poly(ethylene-terephthalate)
  • kinetics

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