University of Oulu

Ahmed, A. M., Kainulainen, T. P., Sirviö, J. A., & Heiskanen, J. P. (2023). Flexible furfural-based barrier polyester from a self-condensable monomer. Macromolecules, 56(18), 7561–7570.

Flexible furfural-based barrier polyester from a self-condensable monomer

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Author: Ahmed, Asmaa M.1; Kainulainen, Tuomo P.1; Sirviö, Juho Antti2;
Organizations: 1Research Unit of Sustainable Chemistry, University of Oulu, FI-90014 Oulu, Finland
2Fibre and Particle Engineering Research Unit, University of Oulu, FI-90014 Oulu, Finland
Format: article
Version: published version
Access: open
Online Access: PDF Full Text (PDF, 4.5 MB)
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Language: English
Published: American Chemical Society, 2023
Publish Date: 2023-09-27


A novel biobased sulfur-bridged polyester, with high oxygen barrier properties, was synthesized via self-condensation of a new AB-type furfural-based monomer, i.e., methyl 5-[(2-hydroxyethyl)sulfanyl]furan-2-carboxylate (MSF). The novel MSF-based polyester (pMSF) showed a 15× higher barrier improvement factor compared to amorphous poly(ethylene terephthalate) (PET) and good UV light filtering, with a cutoff wavelength of ca. 340 nm, thanks to the introduced sulfur heteroatom. Interestingly, pMSF offers a circular life cycle, with excellent chemical recyclability. Furthermore, the new self-condensable monomer, MSF, was utilized as a comonomer to improve the O2 barrier performance of poly(ethylene furanoate) (PEF) and poly(ethylene bifuranoate) (PEBF). The new copolymers, i.e., PEF₈₀MSF₂₀ and PEBF₈₀MSF₂₀, have been characterized by structural, thermal, mechanical, and barrier measurements. The results clearly show that the novel monomer, MSF, is a promising precursor for sustainable biobased packaging materials with benefits of high O₂ barrier, UV light filtering, flexibility, and chemical recyclability.

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Series: Macromolecules
ISSN: 0024-9297
ISSN-E: 1520-5835
ISSN-L: 0024-9297
Volume: 56
Issue: 18
Pages: 7561 - 7570
DOI: 10.1021/acs.macromol.3c01342
Type of Publication: A1 Journal article – refereed
Field of Science: 116 Chemical sciences
Funding: The Jenny and Antti Wihuri Foundation and The University of Oulu Scholarship Foundation are acknowledged for providing financial funding (A.M.A). Magnus Ehrnrooth Foundation is acknowledged for providing a personal working grant (T.P.K.).
Copyright information: © 2023 The Authors. Published by American Chemical Society. This article is licensed under CC-BY 4.0.