RESUMO
A visible-light-responsive azobenzene derivative, 3,5-dichloro-4-((2,6-dichloro-4-(methacryloyloxy)phenyl)diazenyl)benzoic acid, was synthesized and used as the functional monomer to fabricate a visible-light-responsive core-shell structured surface molecularly imprinted polymer (PS-co-PMAA@VSMIP). After removal of the sacrificial PS-co-PMAA core, a hollow structured surface molecularly imprinted polymer (HVSMIP) was obtained. Both the PS-co-PMAA@VSMIP and HVSMIP were used for the detection of chlorpyrifos, a moderately toxic organophosphate pesticide. They exhibited good visible-light-responsive properties (550 nm for transâcis and 440 nm for cisâtrans isomerization for an azobenzene chromophore) in ethanol/water (9:1, v/v). Compared with the PS-co-PMAA@VSMIP, the HVSMIP had a larger surface area, pore volume, binding capacity, imprinting effect, maximum chemical binding capacity, dissociation constant, and photo-isomerization rate. The HVSMIP was applied to detect trace chlorpyrifos in fruit and vegetable samples. This was achieved by measuring the transâcis rate constant of the HVSMIP in the sample solution, with good recoveries, low relative standard deviations, and a low detection limit.