An effective approach for chitosan conversion to 5-hydroxymethylfurfural catalyzed by bio-based organic acid with ionic liquids additive

Yu Chai, Xin-Yu Tian, Xiao-Ping Zheng, Ya-Peng Du, Yu-Cang Zhang and Yan-Zhen Zheng

Renewable Energy, 2024, vol. 221, issue C

Abstract: The primary challenges associated with converting chitin biomass into 5-hydroxymethylfurfural (5-HMF) primarily revolve around achieving high 5-HMF yields while overcoming various limitations from traditional acid-based catalysts, including complex post-treatment procedures, by-product generation, and equipment corrosion. In this view, a novel approach was developed to synthesize 5-HMF from chitosan under hydrothermal process using a mixture of DMSO and water as reaction medium. Biomass-derived organic carboxylic acids were used as catalysts due to their weaker corrosiveness compared to mineral acids. The acidity of the bio-based acid was adjusted using inexpensive ionic liquids. By combining 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) with oxalic acid (OA), an excellent 29.1 % yield of 5-HMF conversion was achieved on the optimized condition. The improved dissociation ability of OA by [BMIM]Cl played a crucial role in this outcome. Using FTIR and density functional theory (DFT) techniques allowed for the proposal of a dissociation mechanism for OA induced by [BMIM]Cl, involving hydrogen bond interactions and the weakening of the O–H bond, facilitating the easy dissociation of hydrogen in the O–H group with H+ formation. Furthermore, the untreated chitosan and the solid residues obtained during the conversion process were characterized revealing the gradual conversion and the quaternization in the NH2 group of chitosan.

Keywords: Chitosan; Biomass-based acid; Ionic liquid; Acidity regulation; 5-hydroxymethylfurfural; Catalytic mechanism (search for similar items in EconPapers)
Date: 2024
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Citations: View citations in EconPapers (1)

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Persistent link: https://EconPapers.repec.org/RePEc:eee:renene:v:221:y:2024:i:c:s0960148123016749

DOI: 10.1016/j.renene.2023.119759

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