This study investigates the influence of electrolytes on the performance of extracting 5-hydroxymethylfurfural (HMF) from aqueous media using methyl isobutyl ketone (MIBK). For that purpose, liquid-liquid phase equilibria (LLE) of quaternary systems containing HMF, water, MIBK and salts were measured at atmospheric pressure and 298.15 K. The salts under investigation were composed of one of the anions NO(3-), SO4(2-), Cl(-), or CH3COO(-) and of one of the alkali cations Li(+), Na(+), or K(+). On the basis of these LLE data, the partition coefficient of HMF between the aqueous and the MIBK phase KHMF was determined. It could be shown that KHMF significantly depends on the kind and concentration of the added salt. Weak electrolytes (e.g., sulfates, acetates) caused salting-out, whereas nitrates caused salting-in of HMF to the aqueous phase. Unexpectedly, LiCl caused salting-out at low LiCl concentrations and salting-in at LiCl concentrations higher than 3 mol/kgH2O. The model electrolyte perturbed-chain SAFT (ePC-SAFT) was used to predict the salt influence on the LLE in the quaternary systems water/MIBK/HMF/salt in good agreement with the experimental data. On the basis of ePC-SAFT, it could be concluded that the different salting-out/salting-in behavior of the various salts is mainly caused by their different tendency to form ion pairs in aqueous solutions.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.jpcb.5b11588 | DOI Listing |
ChemSusChem
November 2024
Department of Chemical, Pharmaceutical and Agricultural Sciences, University of Ferrara, 44121, Ferrara, Italy.
We explored the electrochemical behavior of antimony-doped tin oxide (ATO) and perylene diimide (PDI)-sensitized ATO (ATO-PDI) for the (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) mediated conversion of 5-hydroxymethyl furfural (HMF) to 2,5-furandicarboxylic acid (FDCA), a value-added substrate for alternative polymer synthesis. We first showed that ATO displayed good electrocatalytic properties towards TEMPO, affording a quasi-reversible response with a heterogeneous rate constant on the order of 2×10 cm s. We then evaluated the performance of ATO under exhaustive electrolysis of HMF in basic aqueous electrolyte, reaching 80 % Faradaic Efficiency (FE) for FDCA production.
View Article and Find Full Text PDFPhys Chem Chem Phys
November 2024
Department of Chemistry, Indian Institute of Technology Madras, Chennai, 600036, India.
5-Hydroxymethylfurfural (HMF) is known for its potential in biofuel production and as a platform chemical for many commercially important molecules. The cost-effective large-scale production of HMF from glucose is hampered by its poor yield in aqueous media due to the formation of polymeric side products known as humins. Thus, reducing humins formation is a strategy for the efficient conversion of glucose to HMF.
View Article and Find Full Text PDFRSC Adv
October 2024
Department of Coatings and Polymeric Materials, North Dakota State University Fargo ND 58108 USA +1-701-231-6283.
Biobased, DNA delivery vectors have been synthesized with a core motif composed of 2,5-bishydroxymethylfuran (BHMF) readily available from an important biomass feedstock 5-hydroxymethyl furfural (HMF). To generate the product, BHMF was first converted to 2,5-furan bishydroxymethyl diacrylate (2,5-FDA), which was later conjugated with different types of secondary amines. Rich in tertiary nitrogen, these oligomeric FDA-amino esters demonstrated stable electrostatic interactions with negatively charged plasmid DNA in an aqueous environment.
View Article and Find Full Text PDFACS Omega
October 2024
Department of Chemical Engineering (ENTEG), University of Groningen, Nijenborgh 4, Groningen, AG 9747, The Netherlands.
5-Hydroxymethylfurfural (HMF) is an attractive building block for biobased chemicals. Typically, ketoses like d-fructose (FRC) are suitable starting materials and give good yields of HMF in a simple aqueous phase process with a Bro̷nsted acid catalyst. With aldoses, such as d-glucose (GLU), much lower yields were reported in the literature.
View Article and Find Full Text PDFChemSusChem
September 2024
Mannheim University of Applied Sciences, Institute of Chemical Process Engineering, Paul-Wittsack-Str. 10, D-68163, Mannheim, Germany.
The transformation from fossil resources, crude oil and natural gas to biomass-derived feedstocks is an urgent and major challenge for the chemical industry. The valorization of lignocellulose as renewable resource is a promising pathway offering access to a wide range of platform chemicals, such as vanillin, furfural and 5-HMF. The subsequent conversion of such platform chemicals is one crucial step in the value-added chain.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!