Abstract
A DBTS-imprinted chitosan hydrogel (IHDBTS) was synthesized by cross-linking of chitosan with glutaraldehyde in the presence of dibenzothiophene sulfone (DBTS) as the template. An increase in cross-linker induced a major adsorption of DBTS until a plateau was reached at a ratio of 2.0 mol of glutaraldehyde per mole of glucosamine. The IHDBTS was found to be stimuli-responsive with temperature and showed a LCST between the swollen and the collapsed phases at 50 °C. The major specific adsorption of DBTS by the hydrogel occurred at such transition and was due to the stronger ligand−gel interactions as demonstrated by the fluorometric studies where DBTS served as ligand and fluorescent probe. The fluorescence results showed that the DBTS presented a hydrophobic environment with predominance of intermolecular DBTS complexes (dimers) in the presence of the IHDBTS. In contrast, the soluble chitosan promoted a higher hydrophobicity around DBTS and also favored the presence of monomeric DBTS as temperature increas...
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