Journal
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
Volume 25, Issue 14, Pages 9785-9795Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cp04292d
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Neutron scattering was used to study the structure of concentrated sulfuric acid and two types of protic ionic liquids (PILs): a Bronsted acidic PIL synthesized using pyridine and excess of sulfuric acid, [Hpy][HSO4]center dot H2SO4, and a hydrated PIL doped with water. The study aimed to understand the relationship between the performance of PILs in esterification and biomass fractionation processes and their liquid structure. The results showed that both types of PILs retained a sulfate/sulfuric acid/water network structure, and hydrogen sulfate PILs formed a new water-in-salt solvent system with distinct structure and properties.
Neutron scattering with isotopic substitution was used to study the structure of concentrated sulfuric acid, and two protic ionic liquids (PILs): a Bronsted-acidic PIL, synthesised using pyridine and excess of sulfuric acid, [Hpy][HSO4]center dot H2SO4, and a hydrated PIL, in which an equimolar mixture of sulfuric acid and pyridine has been doped with water, [Hpy][HSO4]center dot 2H(2)O. Bronsted acidic PILs are excellent solvents/catalysts for esterifications, driving reaction to completion by phase-separating water and ester products. Water-doped PILs are efficient solvents/antisolvents in biomass fractionation. This study was carried out to provide an insight into the relationship between the performance of PILs in the two respective processes and their liquid structure. It was found that a persistent sulfate/sulfuric acid/water network structure was retained through the transition from sulfuric acid to PILs, even in the presence of 2 moles (similar to 17 wt%) of water. Hydrogen sulfate PILs have the propensity to incorporate water into hydrogen-bonded anionic chains, with strong and directional hydrogen bonds, which essentially form a new water-in-salt solvent system, with its own distinct structure and physico-chemical properties. It is the properties of this hydrated PIL that can be credited both for the good performance in esterification and beneficial solvent/antisolvent behaviour in biomass fractionation.
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