Weber Engineering & Technology

April 2017, Vol. 3 (1).

© Author(s) 2017. This work is distributed under the Creative Commons Attribution 3.0 License.

Research Article

A Partially Substituted Lower Rim Calix[4]Arene Derivative and its Interaction With Metal Cations

Walther B. Aparicio Aragón

Facultad de Ingeniería Química,
Universidad Nacional del Altiplano- Puno, Peru.


Accepted 22th April, 2017; Available Online 25thApril, 2017.


The synthesis and characterization (1H and 13C NMR) of a partially substituted lower rim p-tert-butylcalix(4)arene, namely, (5,11, 17, 23 tetra-tert-butyl, 25, 27 bis(diethyl phosphate amino)ethoxy, 26, 28 dihydroxycalix[4]arene, 1 are reported. The solution thermodynamics of the ligand in a variety of solvents at 298.15 K was investigated through solubility (hence standard Gibbs energy) measurements while the calorimetric technique was used to derive the standard solution enthalpy. These data were used to calculate the standard entropy of solution. An enthalpy-entropy compensation effect is shown and as a result, slight variations are observed in the transfer Gibbs energies from the reference to other solvents 1H NMR, conductance and calorimetric measurements were carried out to establish the degree of interaction of the ligand with univalent (Li+, Na+, K+, Rb+, Cs+ and Ag+) and bivalent cations (Pb2+, Cd2+, Hg2+, Cu2+, Zn2+) in acetonitrile. Thus log Ks and derived standard Gibbs energies, enthalpies and entropies of 1 with bivalent cations in this solvent at 298.15 K are reported. From distribution data for lead and cadmium salts in the absence and in the presence of 1, a series of equilibria data were derived. The procedure to derive these data when 2:1 electrolytes are involved is described. It is concluded that the extraction of Pb2+ by 1 in the water-dichloromethane solvent system is favoured by a factor of 2.5 relative to that involving Cd2+. The individual processes involved in the overall extraction of these cations from water are discussed. .

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