Immobilization of β-CD on a Hyper-Crosslinked Polymer for the Enhanced Removal of Amines from Aqueous Solutions

Abstract

In this paper, we adopted a simple and efficient strategy to prepare a β-cyclodextrin (β-CD)-modified hyper-crosslinked polymer (CDM-HCP). The structures and physicochemical properties of the as-synthesized polymer were also evaluated. It was applied to the removal of anilines from aqueous solutions. The introduction of β-CD into the hyper-crosslinked polymer significantly enhanced adsorption properties for the removal of various amines. The adsorption kinetics agreed with the pseudo-second-order mode very well. The adsorption isotherm data of p-methylaniline (p-MA) and p-aminobenzoic acid (p-ABC) were in agreement with the Langmuir isotherm, whereas aniline and p-chloroaniline (p-CA) were fitted best with the Freundlich model. The maximum adsorption capacities (qmax) determined by adsorption isotherms were 148.97 mg/g for aniline, 198.45 mg/g for p-MA, 293.71 mg/g for p-CA, and 622.91 mg/g for p-ABC, respectively. It had higher adsorption capacities than those of some commercial polymeric resins, such as XAD-4, PA66, and AB-8. The interaction mechanism was investigated by FTIR, XPS, and the ONIOM2 method. A CDM-HCP can be regenerated efficiently and used repeatedly, indicating its potential technological applications in removing organic pollutants from actual industrial effluents.