Novel Chemical Architectures Based on Beta-Cyclodextrin Derivatives Covalently Attached on Polymer Spheres.

Abstract

This study presents the synthesis and characterization of polymer derivatives of beta-cyclodextrin (BCD), obtained by chemical grafting onto spherical polymer particles (200 nm) presenting oxirane functional groups at their surface. The polymer spheres were synthesized by emulsion polymerization of styrene (ST) and hydroxyethyl methacrylate (HEMA), followed by the grafting on the surface of glycidyl methacrylate (GMA) by seeded emulsion polymerization. The BCD-polymer derivatives were obtained using two BCD derivatives with hydroxylic (BCD-OH) and amino groups (BCD-NH2). The degree of polymer covalent functionalization using the BCD-OH and BCD-NH2 derivatives were determined to be 4.27 and 19.19 weight %, respectively. The adsorption properties of the materials were evaluated using bisphenol A as a target molecule. The best fit for the adsorption kinetics was Lagergren’s model (both for Qe value and for R2) together with Weber’s intraparticle diffusion model in the case of ST-HEMA-GMA-BCD-NH2. The isothermal adsorption evaluation indicated that both systems follow a Langmuir type behavior and afforded a Qmax value of 148.37 mg g−1 and 37.09 mg g−1 for ST-HEMA-GMA-BCD-NH2 and ST-HEMA-GMA-BCD-OH, respectively. The BCD-modified polymers display a degradation temperature of over 400 °C which can be attributed to the existence of hydrogen bonds and BCD thermal degradation pathway in the presence of the polymers.