This study presents the synthesis of silica particles bearing two beta-cyclodextrin (BCD) (beta-cyclodextrin-BCD-OH and diamino butane monosubstituted beta-cyclodextrin-BCD-NH2). The successful synthesis of the BCD-modified silica was confirmed by FT-IR and TGA. Using contact angle measurements, BET analysis and SEM characterization, a possible formation mechanism for the generation of silica particles bearing BCD derivatives on their surface was highlighted. The obtained modified silica displayed the capacity to remove bisphenol A (BPA) from wastewater due to the presence of the BCD moieties on the surface of the silica. The kinetic analysis showed that the adsorption reached equilibrium after 180 min for both materials with qe values of 107 mg BPA/g for SiO2-BCD-OH and 112 mg BPA/g for SiO2-BCD-NH2. The process followed Ho’s pseudo-second-order adsorption model sustaining the presence of adsorption sites with different activities. The fitting of the Freundlich isotherm model on the experimental results was also evaluated, confirming the BCD influence on the materials’ adsorption properties.
This communication reports a novel synthesis route for the preparation of monofunctionalized β-cyclodextrin in a single stage. The approach involves only the in-situ protection of secondary hydroxyl groups as an excellent alternative to the classical procedure involving a series of five steps of protection and deprotection of hydroxyl groups (both primary and secondary ones) belonging to β-cyclodextrin.
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.