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Enzymatic Synthesis of Copolyesters with the Heteroaromatic Diol 3,4-Bis(hydroxymethyl)furan and Isomeric Dimethyl Furandicarboxylate Substitutions.

Fitrilia SilviantiDina ManiarBeatriz AgostinhoTijn C de LeeuwAlbert Jan Jacob WoortmanJur van DijkenShanmugam ThiyagarajanAndreia F SousaKatja Loos
Published in: Biomacromolecules (2024)
Polyesters from furandicarboxylic acid derivatives, i.e., dimethyl 2,5-furandicarboxylate (2,5-DMFDCA) and 2,4-DMFDCA, show interesting properties among bio-based polymers. Another potential heteroaromatic monomer, 3,4-bis(hydroxymethyl)furan (3,4-BHMF), is often overlooked but holds promise for biopolymer synthesis. Cleaning and greening synthetic procedures, i.e., enzymatic polymerization, offer sustainable pathways. This study explores the Candida antarctica lipase B (CALB)-catalyzed copolymerization of 3,4-BHMF with furan dicarboxylate isomers and aliphatic diols. The furanic copolyesters (co-FPEs) with higher polymerization degrees are obtained using 2,4-isomer, indicating CALB's preference. Material analysis revealed semicrystalline properties in all synthesized 2,5-FDCA-based co-FPEs, with multiple melting temperatures ( T m ) from 53 to 124 °C and a glass-transition temperature ( T g ) of 9-10 °C. 2,4-FDCA-based co-FPEs showed multiple T m from 43 to 61 °C and T g of -14 to 12 °C; one of them was amorphous. In addition, all co-FPEs showed a two-step decomposition profile, indicating aliphatic and semiaromatic segments in the polymer chains.
Keyphrases
  • ionic liquid
  • room temperature
  • hydrogen peroxide
  • high resolution
  • candida albicans
  • single cell
  • machine learning
  • big data
  • biofilm formation
  • molecularly imprinted
  • cystic fibrosis
  • deep learning
  • liquid chromatography