Biocatalytic Synthesis of Furan-Based Oligomer Diols with Enhanced End-Group Fidelity

Pia Skoczinski, Monica K. Espinoza Cangahuala, Dina Maniar, Rolf W. Albach, Natalie Bittner, Katja Loos*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

13 Citations (Scopus)
62 Downloads (Pure)

Abstract

The lipase-catalyzed synthesis of furan-comprising polyester oligomer diols (α,ω-telechelic diols) is reported. Oligofuranoate diols with excellent end-group fidelity and a yield of 95% were synthesized using a solvent-free two-stage polycondensation of dimethyl furan-2,5-dicarboxylate (DMFDCA) and 1,4-cyclohexanedimethanol (1,4-CHDM) using immobilized Candida antarctica Lipase B (CalB). Recycling of immobilized CalB to further decrease the production cost is successfully demonstrated. However, it showed limitation in the product yield that decreases ±20% with each additional reuse. The synthetic procedure has been scaled up, easily opening the possibility to use the developed diols in industrial polycondensations utilizing the excellent flame retardancy property and high thermal stability typical for furan-based polymers.

Original languageEnglish
Pages (from-to)1068-1086
Number of pages37
JournalACS Sustainable Chemistry & Engineering
Volume8
Issue number2
DOIs
Publication statusPublished - 20-Jan-2020

Keywords

  • Furan-based polymers
  • Polyester
  • Oligomer diols
  • Enzymatic polymerization
  • End-group fidelity
  • ENZYME-CATALYZED SYNTHESIS
  • ORGANOPHOSPHORUS FLAME RETARDANTS
  • RENEWABLE RESOURCES
  • CHEMOENZYMATIC SYNTHESIS
  • POLYMERIZATION
  • LIPASE
  • POLYESTERS
  • CHEMISTRY
  • CONTAMINANTS
  • POLYAMIDES

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