Extraction of 5-Hydroxymethylfurfural and Furfural in Aqueous Biphasic Systems: A COSMO-RS Guided Approach to Greener Solvent Selection.

Autor: Soukup-Carne D; Department of Chemical Engineering, The University of Manchester, Oxford Road, Manchester M13 9PL, United Kingdom., López-Porfiri P; Department of Chemical Engineering, The University of Manchester, Oxford Road, Manchester M13 9PL, United Kingdom., Bragagnolo FS; Multidisciplinary Laboratory of Food and Health (LabMAS), School of Applied Sciences (FCA), University of Campinas (UNICAMP), Rua Pedro Zaccaria 1300, 13484-350 Limeira, SP, Brazil., Funari CS; Green Biotech Network, School of Agricultural Sciences, São Paulo State University, Av. Universitária 3780, Botucatu, 18610-034 São Paulo, Brazil., Fan X; Department of Chemical Engineering, The University of Manchester, Oxford Road, Manchester M13 9PL, United Kingdom., González-Miquel M; Department of Chemical and Environmental Engineering, ETSI Industriales, Universidad Politécnica de Madrid, José Gutiérrez Abascal 2, 28006 Madrid, Spain., Esteban J; Department of Chemical Engineering, The University of Manchester, Oxford Road, Manchester M13 9PL, United Kingdom.
Jazyk: angličtina
Zdroj: ACS sustainable chemistry & engineering [ACS Sustain Chem Eng] 2024 Feb 20; Vol. 12 (9), pp. 3766-3779. Date of Electronic Publication: 2024 Feb 20 (Print Publication: 2024).
DOI: 10.1021/acssuschemeng.3c07894
Abstrakt: 5-Hydroxymethylfurfural (HMF) and furfural (Fur) are promising biobased platform chemicals, derived from the dehydration of carbohydrate feedstocks, normally conducted in an aqueous phase. Plagued by side-reactions in such phase, such as the rehydration to levulinic acid (LA) and formic acid (FA) or self-condensation to humins, HMF and Fur necessitates diversification from monophasic aqueous reaction systems toward biphasic systems to mitigate undesired side-reactions. Here, a methodology based on the COnductor-like Screening MOdel for Real Solvents (COSMO-RS) method was used to screen solvent candidates based on the predicted partition coefficients ( K i ). Hansen solubility parameters in conjunction with excess thermodynamic quantities determined by COSMO-RS were employed to assess solvent compatibility. Experimental validation of the COSMO-RS values highlighted only minor deviations from the predictions with root-mean-square-error (RMSE) values of HMF and Fur at 0.76 and 5.32, respectively, at 298 K. The combined effort suggested cyclohexanone, isophorone, and methyl isobutyl ketone (MIBK) as the best candidates. Finally, extraction solvent reuse demonstrated cyclohexanone suitability for HMF extraction with K HMF of 3.66 and MIBK for Fur with K Fur 7.80 with consistent partitioning across four total runs. Both solvents are classified as recommended by the CHEM21 solvent selection guide, hence adding to the sustainability of the process.
Competing Interests: The authors declare no competing financial interest.
(© 2024 The Authors. Published by American Chemical Society.)
Databáze: MEDLINE
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