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Electrochemical Determination of pK(a) of N-Bases in Ionic Liquid Media

Abstract : Two electrochemical techniques have been used to measure the pK(a) of N-bases in several ionic liquids (ILs). The first method corresponds to a potentiometric titration of a strong acid with the N-base using a platinized Pt indicator electrode immersed in the IL solution and maintained under dihydrogen atmosphere via gas bubbling. The second approach involves performing cyclic voltammetry at a platinized Pt electrode in a solution containing both strong acid and the conjugate weak acid of the N-base. Values of pK(a) obtained by one or the other approach are in good agreement with each other. The experimental data clearly demonstrated that acid/base chemistry in Its is similar to that observed in molecular nonaqueous solvents; i.e., the relative strengths of the bases were in the right order and spaced (Delta pK(a)). It was also observed that the strength of N-bases is highly dependent on the anion of the ionic liquid; this observation indicates that pH-dependent reactions could be controlled by the appropriate choice of anion for bulk ILs or as an added co-ion to bulk IL
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https://hal.archives-ouvertes.fr/hal-01271703
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Submitted on : Tuesday, February 9, 2016 - 3:21:17 PM
Last modification on : Wednesday, December 4, 2019 - 4:38:59 PM

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Rachid Barhdadi, Michel Troupel, Clément Comminges, Michel Laurent, Andrew Doherty. Electrochemical Determination of pK(a) of N-Bases in Ionic Liquid Media. Journal of Physical Chemistry B, American Chemical Society, 2014, 116 (1), pp.277-282 ⟨10.1021/jp204949a⟩. ⟨hal-01271703⟩

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