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Abstract

The bio-based materials potato starch (St) and Kraft lignin (KL) were chemically modified to create a thermally responsive network through a reversible Diels–Alder (DA) reaction between maleimide and furan groups present in St and KL, respectively. To achieve this, St was esterified in a one-pot synthesis at room temperature with 6-maleimidohexanoic acid (6-MHA) to produce St 6MHA aligning with the 12 principles of green chemistry, which was confirmed by FTIR, 1 H, 13C, and 2D NMR spectroscopy. Furan (Fu) groups were introduced to KL by reacting furfuryl glycidyl ether with the phenol entities of KL, forming KL-Fu. The structures of the KL-Fu derivatives were characterized using FTIR, 1 H, 13C, and 31P spectroscopy, as well as TGA. St 6-MHA and KL-Fu were then subjected to thermal cycloaddition through the DA reaction. Furthermore, controlled retro-DA reactions were induced thermally and confirmed by FTIR and 1 H NMR spectroscopy. DSC analysis of the final products revealed the thermally responsive nature of the system. This study highlights the significant potential of such a thermally responsive system, demonstrating that effective chemical modification of abundant renewable feedstock can enable the development of high-value materials thereof.

Published in

RSC Advances
2025, volume: 34, number: 2025, pages: 28255-28268

SLU Authors

UKÄ Subject classification

Biochemistry
Polymer Chemistry

Publication identifier

  • DOI: https://doi.org/10.1039/D5RA02344K

Permanent link to this page (URI)

https://res.slu.se/id/publ/143224