Flexible furfural-based barrier polyester from a self-condensable monomer
Ahmed, Asmaa M.; Kainulainen, Tuomo P.; Sirviö, Juho Antti; Heiskanen, Juha P. (2023-09-05)
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. https://doi.org/10.1021/acs.macromol.3c01342
© 2023 The Authors. Published by American Chemical Society. This article is licensed under CC-BY 4.0.
https://creativecommons.org/licenses/by/4.0/
https://urn.fi/URN:NBN:fi-fe20230927137606
Tiivistelmä
Abstract
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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