Novel monomers with N-methyl-D-glucamine segments and their application in structured porous materials for arsenic capture

Abstract

The N-methyl-D-glucamine moieties exhibit high ability and selectivity toward arsenate ions in water by a complexation mechanism that involves their hydroxyl groups. In this work, the syntheses of two monomers containing N-methyl-D-glucamine, namely 4-vinylbenzyl-N-methyl-D-glucamine (VbNMDG), and N-methyl-D-glucamine methacrylamide (MNMDG) were studied. Different synthetic routes were considered in order to obtain liquid monomers able to polymerize and selectively capture arsenic. Furthermore, the incorporation of protective groups like trimethylsilyl moieties in the molecular structure was assessed to prevent transfer reactions during further polymerization. After polymerization, hydroxyl groups were deprotected using hydrofluoric acid. Following this methodology, structured microporous polymeric films based on colloidal crystal templates were prepared. NMR and FTIR techniques were used to follow the reactions and to determine the chemical structure of the obtained products. The morphology of materials was characterized by SEM. The performances of the developed polymeric films to selectively capture arsenic were determined. Films showed an improved and reproducible sensitivity to arsenic detection exhibiting high values of arsenic capturing capability (around 90%).