Octanoic acid (Acros Organics, Pittsburgh, PA, USA) and
trihexylamine (Sigma Aldrich, St. Louis, MO, USA) were used as received for the preparation of the T6A OA organic mixture.
Hydrochloric acid (37%, Merck, Kenilworth, NJ, USA),
nitric acid (65%, Merck), bromic acid (47%, Merck), hydroioidic acid (55%, BDH Chemicals, Radnor, PA, USA), and
perchloric acid (70%, Acros Organics) were diluted with
Milli-Q water (deionized with Simplicity Millipore deionizer, Millipore, Burlington, MA, USA) to the pH values at which they were used.
Sodium hydroxide (>99%, Merck) and potassium hydroxide solution (87.5%, J. T. Baker, Radnor, PA, USA) were similarly diluted.
trihexylamine and
Octanoic acid were mixed in 1:1 mole ratio, based on weighings with an analytical balance. After initial mixing, samples were stirred 20+ hours, using a magnetic stirrer.
For the extraction experiments, 4.00 mL of the organic phase were mixed with an equal volume of the aqueous phase and shaken, overnight on a Beun De-Ronde wrist-shaker. Phases were then isolated using a Medilite centrifuge, and the resulting phases were separated by a syringe.
pH measurements of the aqueous phase were conducted with a Mettler-Toledo
Seven2Go apparatus (Columbus, OH, USA) and a a Mettler-Toledo InLab Expert electrode. The pH meter was calibrated, prior to each round of measurements, using Certipur buffer standards (Merck).
Patsos N., Lewis K., Picchioni F, & Kobrak M.N. (2019). Extraction of Acids and Bases from Aqueous Phase to a Pseudoprotic Ionic Liquid. Molecules, 24(5), 894.