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Abstract: A novel kind of metalloporphyrin-based molecularly imprinted polymers was prepared to epoxiconzole, a triazole fungicide template, using 5-(4-methacryloxyphenyl)-10, 15, 20-triphenylporphinatozinc (II) as the functional monomer and ethylene glycol dimethacrylate as the cross-linker. The interaction between the functional monomer and the triazole fungicide template as well as four other triazole analogs was quantitatively investigated with UV-visible titration spectroscopy, which reveals the formation of I : I complex in the system. The interaction was attributed to the coordination between the central zinc ion of the porphyrin and triazole ring in the fungicide. Selective rebinding and solid phase extraction measurements were used to characterize the recognition properties of the obtained polymer. It was found that the metalloporphyrin-based molecularly imprinted polymer exhibited specific affinity to the template molecule in comparison with other triazole fungicide analogs. The effect of polymer cross-linking degree on the molecular recognition properties was investigated, showing the specific affinity was enhanced with a certain extent of cross-linking. It was noted that the rebinding properties of the molecularly imprinted polymer was greatly influenced by the polarity of the binding solvent. The rebinding amount of the triazole fungicide in dichloromethane was determined to be about ten times of that in methanol
Template and target information: epoxiconzole, triazole fungicide
Author keywords: molecularly imprinted polymer, metalloporphyrin, Triazole fungicides, molecular recognition, Selective binding