Macroporous polyamines containing cyclodextrin: Synthesis, characterization, and sorption properties

Abstract

Macroporous beads containing N-vinyl-tertio-butyl carbamate (NVTBC) have been prepared by suspension copolymerization using divinylbenzene as crosslinking agent. After solvolysis, parent copolymers containing vinylamine (VA) were functionalized by β-cyclodextrin (β-CD) using the mono-tosyl derivative of β-CD as the intermediate (β-CDOTs). Several copolymers with various degrees of substitution were synthesized. Several factors (reaction time, amounts of the reactants, composition of solvent, and temperature) were studied. Characterization was achieved by crosspolarization magic angle spinning nuclear magnetic resonance spectroscopy (CPMAS NMR). The textural features (specific area and porous volume) of the beads were also determined. These insoluble macroporous copolymers containing β-CD were then used for the recovery of various organic pollutants from aqueous solutions. Some preliminary studies (time, concentration, kinetics, and β-CD content) are presented here. The results of sorption experiments show that they exhibit high sorption capacities toward substituted benzene derivatives. The mechanism of sorption is an acid-base interaction due to the amino groups of the polymer network and/or the formation of an inclusion complex due to the β-CD molecules. © 1998 John Wiley & Sons, Inc. J Appl Polym Sci 69: 1419–1427, 1998