The Synthesis of Bisphenol A Molecularly Imprinted Polymers and Investigation of Its Binding Characteristics

Yang Ben-Xiao1,2, Xian Qi-Ming1, Lin Han-Hua2, Liu-Jun1, Yu Hong-Xia1(1. State Key Laboratory of Pollution Control and Resource Reuse, School of the Environment, Nanjing University, Nanjing, 210093, China;2. Center for Coastal Pollution and Conservation,Department of Biology and Chemistry, City University of Hong Kong, Kowloon, Hong Kong SAR, China)  

Bisphenol A (BPA) has been receiving more and more attention in recent years because it has serious effects on the endocrine systems for ecosystem and human health. In this paper, the molecularly imprinted technology (MIT) was employed to synthesize a molecularly imprinted polymer (MIP) for BPA recognition. A series of molecularly imprinted nano-polymers for bisphenol A has been successfully fabricated by using different functional monomers, cross-linkers, initiators and porogens. The result showed that MIP with high selectivity for bisphenol A was obtained by selecting bisphenol A as the template molecule, 2-vinylpyridine as the functional monomer, azobisisobutyronitrile (AIBN) as the initiator, toluene as the porogen and trimethylolpropane trimethacrylate (TRIM) as the cross-linker. The synthesis conditions of the imprinting polymers were optimized and their selective binding characteristics were evaluated by Scatchard analysis. The multiple-site binding model was used to calculate the maximum number of binding sites and the favorable association constant. The results indicated that bisphenol A imprinted polymers had higher affinity character, compared with non-imprinted polymers. Scatchard analysis demonstrated that two different classes of the binding sites were formed in imprinted polymers which had different affinity to bisphenol A. The favorable association constant for bisphenol A binding to be KB=1.78×105 M-1. Density of the bisphenol A-specific receptor sites in the MIPs material was 7.23 μmol/g. The selective binding experiment for similar structure substrates revealed that the bisphenol A imprinted polymers gave much higher affinity and selectivity for bisphenol A than that for Phenol and Tetrabromobisphenol A. This study suggests that MIT may be a potential technique in the future for the selective separation, enrichment and determination of trace bisphenol A in complex environmental matrix.

【Key Words】： bisphenol A molecularly imprinted polymer scatchard plot affinity characteristic
【Fund】： 国家自然科学基金(20375015)
【CateGory Index】： X132

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