Production of 2,5‐furandicarboxylic acid methyl esters from pectin‐based aldaric acid: From laboratory to bench scale

Nicolaas Van strien, Jukka Niskanen, Anneloes Berghuis, Holger Pöhler, Sari Rautiainen (Corresponding Author)

Research output: Contribution to journalArticleScientificpeer-review

2 Citations (Scopus)
33 Downloads (Pure)

Abstract

2,5-furandicarboxylic acid (FDCA) is one of the most attractive emerging renewable monomers, which has gained interest especially in polyester applications, such as the production of polyethylene furanoate (PEF). Recently, the attention has shifted towards FDCA esters due to their better solubility as well as the easier purification and polymerisation compared to FDCA. In our previous work, we reported the synthesis of FDCA butyl esters by dehydration of aldaric acids as stable intermediates. Here, we present the synthesis of FDCA methyl esters in high yields from pectin-based galactaric acid using a solid acid catalyst. The process enables high substrate concentrations (up to 20 wt%) giving up to 50 mol% FDCA methyl esters with total furancarboxylates yields of up to 90 mol%. The synthesis was successfully scaled up from gram-scale to kilogram-scale in batch reactors showing the feasibility of the process. The stability of the catalyst was tested in re-use experiments. Purification of the crude product by vacuum distillation and precipitation gave furan-2,5-dimethylcarboxylate with a 98% purity.
Original languageEnglish
Article numbere202300732
JournalChemSusChem
Volume17
Issue number1
DOIs
Publication statusPublished - 8 Jan 2024
MoE publication typeA1 Journal article-refereed

Funding

This publication is supported by COST Action FUR4Sustain – European network of FURan based chemicals and materials FOR a Sustainable development, CA18220, supported by COST (European Cooperation in Science and Technology) The authors would like to gratefully acknowledge the funding from VTT Technical Research Centre Ltd. We thank Dr. David Thomas for the fruitful discussions. We thank Jessica Ekholm and Katja Heiskanen for their work on the synthesis and analysis. We thank Dr. Klaus Niemelä for assistance with the GC‐MS analysis. We thank Dr. Muhammad Mujtaba for his help with designing the graphical abstract

Keywords

  • renewable resources
  • heterogeneous catalysis
  • furanoics
  • scale-up
  • green chemistry

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