Selective inclusion and separation of cinnamaldehyde and benzaldehyde by insoluble β-cyclodextrin polymer

Abstract

A novel selective separation method for cinnamaldehyde and benzaldehyde has been developed using insoluble β-cyclodextrin polymer as a host and cinnamaldehyde and benzaldehyde as model guests. The insoluble β-cyclodextrin polymer could form inclusion complex with cinnamaldehyde and benzaldehyde in solid state, so as to selectively separate benzaldehyde and cinnamaldehyde. The inclusion equilibrium constants for cinnamaldehyde and benzaldehyde over the β-cyclodextrin polymer have been calculated through their solid UV–vis spectra, and the binding energies between β-cyclodextrin polymer and the two substrates complexes have been calculated with ONIOM2(B3LYP/6-31G(d):PM3) and semi-continuum solvation model. The driving force of the separation between cinnamaldehyde and benzaldehyde is through the different weak interaction with β-cyclodextrin polymer, i.e., hydrogen bond interaction, which is evidenced by the different binding energies and different inclusion equilibrium constants.