Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block

Martyna Sokołowska; Jagoda Nowak-Grzebyta; Ewa Stachowska; Piotr Miądlicki; Magdalena Zdanowicz; Beata Michalkiewicz; Miroslawa El Fray

doi:10.1039/D3RA03885H

Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block†

Martyna Sokołowska,^a Jagoda Nowak-Grzebyta,^b Ewa Stachowska,^b Piotr Miądlicki,^c Magdalena Zdanowicz,^d Beata Michalkiewicz

^c and Miroslawa El Fray

*^a

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* Corresponding authors

^a West Pomeranian University of Technology, Szczecin, Faculty of Chemical Technology and Engineering, Department of Polymer and Biomaterials Science, Al. Piastow 45, 71-311 Szczecin, Poland
E-mail: mirfray@zut.edu.pl

^b Poznan University of Technology, Faculty of Mechanical Engineering, Ul. Piotrowo 3, 60-965 Poznan, Poland

^c West Pomeranian University of Technology, Szczecin, Faculty of Chemical Technology and Engineering, Engineering of Catalytic and Sorbent Materials Department, Al. Piastow 45, 71-311 Szczecin, Poland

^d West Pomeranian University of Technology in Szczecin, Faculty of Food Sciences, Center of Bioimmobilisation and Innovative Packaging Materials, Ul. Janickiego 35, Szczecin, Poland

Abstract

A more environmentally friendly method for creating sustainable alternatives to traditional aromatic–aliphatic polyesters is a valuable step towards resource-efficiency optimization. A library of furan-based block copolymers was synthesized via temperature-varied two-step polycondensation reaction in diphenyl ether using Candida antarctica lipase B (CAL-B) as a biocatalyst where dimethyl 2,5-furandicarboxylate (DMFDCA), α,ω-aliphatic linear diols (α,ω-ALD), and bio-based dilinoleic diol (DLD) were used as the starting materials. Nuclear magnetic spectroscopy (¹H and ¹³C NMR), Fourier transform spectroscopy (FTIR) and size exclusion chromatography (SEC) were used to analyze the resulting copolymers. Additionally, crystallization behavior and thermal properties were studied using X-ray diffraction (XRD), digital holographic microscopy (DHM), and differential scanning microscopy (DSC). Finally, oxygen transmission rates (OTR) and dynamic mechanical analysis (DMTA) of furan-based copolyesters indicated their potential for medical packaging.

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Enzymatically catalyzed furan-based copolyesters containing dilinoleic diol as a building block†

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