Issue 42, 2015

Calix[4]arene amine modified silica: from fundamentals to new recyclable materials for the removal of chlorophenoxy acids from water

Abstract

Two molecular receptors based on calix[4]arenes and their interaction with chlorophenoxy acid herbicides in solution and in the solid state have been investigated. From 1H NMR studies it is shown that the conformational changes of the receptor are directly related to the acid strength of the herbicide. Conductance data show that the interaction takes place through a proton transfer reaction from the herbicide to the receptor. This is also reflected in the solid state (X-ray crystallography). Based on these fundamental studies, these receptors were immobilised by grafting them into a silica based solid support. The extracting properties of calix[4]arene modified silica for these pollutants were investigated as a function of the pH of the aqueous solution and the capacities of these materials to remove these pollutants are reported. Titration calorimetry is for the first time explored to determine the factors (kinetics, mass/solution ratio and temperature) contributing to the optimal removal of herbicides from water. These materials can be easily recycled via a pH switching mechanism. After several recycling processes the extraction capacity of these materials remains at the level of 80–90% of the original value.

Graphical abstract: Calix[4]arene amine modified silica: from fundamentals to new recyclable materials for the removal of chlorophenoxy acids from water

Supplementary files

Article information

Article type
Paper
Submitted
12 Feb 2015
Accepted
18 Mar 2015
First published
18 Mar 2015

RSC Adv., 2015,5, 33524-33535

Author version available

Calix[4]arene amine modified silica: from fundamentals to new recyclable materials for the removal of chlorophenoxy acids from water

A. F. Danil de Namor, J. A. Zvietcovich-Guerra, J. A. Villanueva Salas, O. E. Piro, O. A. Webb, A. El Gamouz, W. A. Hamdan and E. E. Castellano, RSC Adv., 2015, 5, 33524 DOI: 10.1039/C5RA02551F

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