Study On The Metalloporphyrin-Based Molecularly Imprinted Polymer

Molecular recognition is very important in biological activity in nature. Molecular imprinting (MI) is an attractive approach for mimicking molecular recognition that is capable of recognizing and binding the desired molecule targets without elaborate designs and multistep synthesis. MI widely used in chromatography, solid phase extraction, catalysis, sensor technology. Porphyrins are a very important kind of compound, possessing special structure and properties, widely used in superamolecular chemistry as receptors. We synthesized a serial of molecularly imprinted polymers (MIPs) using metalloporphyrins as functional monomer or template molecule. The MIPs were characterized by selective rebinding, Scatchard analysis, fluorescence spectra, solid extraction etc. The main results of this work are listed as follows:Porphyrin zinc complex 5-(4-methacryloyloxyphenyl)-10,15,20-triphenylporphyrin Zinc(II) (ZnMOTPP) was synthesized with good polymeric ability. The interaction between ZnMOTPP and the triazole compounds as well as sulfonurea compounds were quantitatively investigated with UV-visible titration spectroscopy. Binding constants were obtained in this way.MIPs using ZnMOTPP as functional monomer and triazole compound as template molecule were synthesized and characterized by selective rebinding, Scatchard analysis, fluorescence spectra, solid extraction. The triazole imprinted MIPs demonstated high selective affinity for template. The studies on the imprinting factor such as the crosslinker, crosslink level and polarity of solvent also conducted.The MIPs using ZnMOTPP as functional monomer and sulfonurea compound as template were synthesized and showed weak affinity for sulfonurea compounds. However, ZnMOTPP used as co-functional monomer with MAA will strengthen the imprinting ability of MAA for sulfonurea compounds.The interaction between 4-vinylpyridine (4-VP) and porphyrins with different substituted at meso-phenyl were quantitatively investigated with UV-visible titration spectroscopy. MIP using 4-VP as functional monomer and 5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin Zinc(â…¡) (ZnHTPP) as template molecule was synthesized. The MIP showed high selective affinity and strong fluorescence quenching property for ZnHTPP solution.