Synthesis and Physicochemical Properties of Two SO₃H-Functionalized Ionic Liquids with Hydrogen Sulfate Anion

Abstract

Two SO 3 H-functionalized ionic liquids (ILs), N-isobutyl-3-sulfopropan-1-aminium hydrogen sulfate [IBAC3S]HSO 4 and N-isobutyl-4-sulfobutan-1-aminium hydrogen sulfate [IBAC4S]HSO 4 , were synthesized and characterized by NMR and HR-MS. The thermal properties and acidities were analyzed. Density, dynamic viscosity, surface tension, conductivity, and refractive index of the IL were studied as a function of temperature. The physicochemical properties, namely molecular volume, isobaric coefficients of thermal expansion, standard entropy, critical temperature, molar free volume, interstice volume, etc. of the IL were estimated according to the reported empirical and thermodynamic equations. On the basis of the Walden rule, the ionicty of the two SO 3 H-functionalized ionic liquids was assessed by the product of molar conductivity and viscosity.

Acidic Ionic Liquids

“…177 In the second reaction ibutylamine is converted to BAILs in two steps using sultones. 179 Meng and co-workers has extended this technique to produce a series of BAILs with multiple H + on −SO 3 H and nitrogens. 179 The third reaction is the synthesis of a caffeine based Bronsted acidic ionic liquid with a −SO 3 H group and an acidic anion.…”

“…179 Meng and co-workers has extended this technique to produce a series of BAILs with multiple H + on −SO 3 H and nitrogens. 179 The third reaction is the synthesis of a caffeine based Bronsted acidic ionic liquid with a −SO 3 H group and an acidic anion. 180 The anion exchange with polybasic acids such as H 2 SO 4 and H 3 PO 4 is also a valuable technique in introducing acidic anions in these BAILs.…”

“…314 Kang and co-workers have studied Bronsted−Lewis acidic ionic liquids [(HSO 3 ) 4 ] have been assessed by the product of molar conductivity and viscosity. 179 In addition to UV−vis spectroscopic methods, NMR can also be used in the determination of acidities of ionic liquids. Welton et al introduced this technique as a quick, simple, robust method to measure acidity in ionic liquid systems by the use of the NMR-probe mesityl oxide.…”

Synthesis, characterization and the effect of temperature on different physicochemical properties of protic ionic liquids

“…All these values are in an acceptable range which is very close to the reported values for ILs. 43 The lower surface tension values are attributed to a weakening of the Coulombic interactions. The experimentally obtained data shows that both the cation and anion have an effect on the surface tension.…”

Ionic liquid-based antimicrobial materials for water treatment, air filtration, food packaging and anticorrosion coatings

“…The conductivity behavior of acidic ionic liquids was analyzed by Vogel-Tammann-Fulcher Eq. [65]. The ionic liquids with tetraalkylammonium, pyridinium, pyrrolidinium, and piperidinium as cations are classified as lower (≤ 5 mScm −1 ) conductivity ionic liquids, while ionic liquids with imidazolium cations are classified as the ionic liquids with higher (≤ 14 mScm −1 ) conductivities [63].…”