Influence of Substituents in Nitrogen Atoms in Macrocyclic Polyamine Incorporated into Poly(vinyl chloride) Matrix Liquid Membrane on Its Potentiometric Response to Neutral Phenols

Abstract

Here we present the results of a study on the generation of the negative potentiometric response of solvent polymeric membranes based on macrocyclic ditopic hexaamines in the presence of neutral dihydroxybenzene isomers. The pH‐SEM profiles of the membranes investigated demonstrate a high affinity for proton uptake from the aqueous solution by host polyamine molecules. The substituents of the amine nitrogen atoms in host molecules strongly influence on the potentiometric anionic signal generation of membranes with hexaamine towards neutral dihydroxybenzenes. The possible mechanism of signal generation is discussed.

Potentiometric Discrimination of Fluoro- And Chlorophenol Isomers Based on the Host Functionality of Calix[4]pyrrole at Liquid Membrane Surfaces

“…A similar phenomenon was observed in the case of ortho-nitrophenol. Similar tendencies concerning respectively polyamine and calix [4]pyrrole membranes in the presence of the phenolic guests was observed by Umezawa et al [1,2] and Radecki et al [3,4] Generally, the sensitivity sequence of the signal generated by membranes modified with calix [4]pyrrole was as follows (both, at pH 4.0 and 6.0): Similar tendencies concerning respectively polyamine and calix [4]pyrrole membranes in the presence of the phenolic guests was observed by Umezawa et al [1,2] and Radecki et al [3,4] Generally, the sensitivity sequence of the signal generated by membranes modified with calix [4]pyrrole was as follows (both, at pH 4.0 and 6.0):…”

“…With decreasing pH value the membrane potential increased with a slope of ca. [1][2][3][4] The process observed was reversible and the changes of the potential value were 180 mV in the 9.0-3.5 pH range.…”

“…[4] The conclusion of this study was that the mechanism of potential signal generation generally consists of the reversible interaction of the protonated calix [4]pyrrole membrane surface with neutral phenol derivatives and subsequent proton transfer from the interface to the aqueous solution. [1][2][3][4] Therefore we have decided to use calix [4]pyrrole as an ionophore in liquid membrane electrodes for distinguishing between neutral derivatives of fluoro-and chlorophenols. [1][2][3][4] Therefore we have decided to use calix [4]pyrrole as an ionophore in liquid membrane electrodes for distinguishing between neutral derivatives of fluoro-and chlorophenols.…”

Determination of interaction strength between corrole and phenol derivatives in aqueous media using atomic force microscopy

“…It has been already discovered by the potentiometric method that liquid membrane electrodes incorporating macrocyclic polyamines [26][27][28][29], calix [4]pyrroles [30][31][32][33] or corroles [34][35] upon stimulation with undissociated phenol derivatives generated potentiometric responses.…”