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Abstract: Photoresponsive molecularly imprinted nanocavities were prepared using a newly designed functional monomer bearing a photoresponsive spiropyran moiety with a carboxy group that can interact with atrazine (the template molecule), in which the spiropyran moiety was incorporated into the binding cavities. Spectrophotometric analysis confirmed that the spiropyran moiety was photoresponsive even after polymerization. The selectivity of the EDMA-based molecularly imprinted polymer (MIPEDMA) was tested to examine the binding behavior of atrazine and other agrochemicals, revealing that the atrazine-imprinted polymer can bind selectively to triazine herbicides. Photo-triggered switching of the binding activity in MIPEDMA was investigated, and the binding activity was found to decrease dramatically after UV light irradiation, suggesting that the spiropyran moiety in the binding cavities was transformed to the merocyanine form, resulting in unfavorable translocation of the carboxy group for atrazine binding. Consequently, the spiropyran-based MIPEDMA demonstrated in this study could open a way to realizing reliable photoresponsive smart materials. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2016, 54, 1637-1644
Template and target information: atrazine
Author keywords: host-guest systems, isomer, isomerization, molecular imprinting, molecular recognition, stimuli-sensitive polymers