Novel Water-Soluble Calix[4,6]arene Appended Magnetic Nanoparticles for the Removal of the Carcinogenic Aromatic Amines

This article describes the synthesis of p-sulfonated calix[4,6]arene derivatives and firstly their immobilization onto magnetic nanoparticles for removal of some carcinogenic aromatic amines. The prepared new water-soluble calix[4,6]arene appended magnetic nanoparticles (p-C[4]-MN and p-C[6]-MN) were characterized by a combination of Fourier transform infrared spectroscopy, scanning electron microscopy, and thermogravimetric analyses. The separation and quantification of aromatic amines were performed by high performance liquid chromatography. In batch sorption experiments, the compounds 7 and 8 were found to be effective sorbent for aromatic amines. It was observed that the percentage of aromatic amine removal was 44-97 % for compound 7 and 63-97 % for 8 when the pH of the aromatic amine solution was in the range of 3.0-8.5. The sorption of aromatic amines by p-sulfonated calix[n]arenes-based magnetic nanoparticles shows that sulfonic acid groups play a major role for the formation of hydrogen bonds and electrostatic interactions.