Solubility and solvation of monosaccharides in ionic liquids
authors Teles, ARR; Dinis, TBV; Capela, EV; Santos, LMNBF; Pinho, SP; Freire, MG; Coutinho, JAP
nationality International
journal PHYSICAL CHEMISTRY CHEMICAL PHYSICS
keywords D-GLUCOSE; LIGNOCELLULOSIC MATERIALS; SUGAR ALCOHOLS; SOLID-LIQUID; D-FRUCTOSE; WATER; MIXTURES; DISSOLUTION; ENTHALPIES; ETHANOL
abstract Herein, solubility experimental data for six monosaccharides, viz. D-(+)-glucose, D-(+)-mannose, D-(-)-fructose, D-(+)-galactose, D-(+)-xylose and L-(+)-arabinose, in four ionic liquids (ILs), at temperatures ranging from 288.2 to 348.2 K, were obtained aimed at gathering a better understanding of their solvation ability and molecular-level mechanisms which rule the dissolution process. To ascertain the chemical features that enhance the solubility of monosaccharides, ILs composed of dialkylimidazolium or tetra-alkylphosphonium cations combined with the dicyanamide, dimethylphosphate or chloride anions were investigated. It was found that the ranking of the solubility of monosaccharides depends on the IL; yet, D-(+)-xylose is always the most soluble while D-(-)-fructose is the least soluble monosaccharide. The results obtained show that both the IL cation and the anion play a major role in the solubility of monosaccharides. Finally, from the determination of the respective thermodynamic properties of solution, it was found that enthalpic contributions are dominant in the solubilization process. However, the observed differences in the solubilities of monosaccharides in 1-butyl-3-methylimidazolium dicyanamide are ruled by a change in the entropy of solution.
publisher ROYAL SOC CHEMISTRY
issn 1463-9076
year published 2016
volume 18
issue 29
beginning page 19722
ending page 19730
digital object identifier (doi) 10.1039/c6cp03495k
web of science category Chemistry, Physical; Physics, Atomic, Molecular & Chemical
subject category Chemistry; Physics
unique article identifier WOS:000380343100024

Apoio

1suponsers_list_ciceco.jpg