环糊精双功能单体分子印迹聚合物的制备与性能评价

Preparation and performance evaluation of cyclodextrin bifunctional monomer molecularly imprinted polymers

为制备环糊精双功能单体分子印迹聚合物,单独以烯丙基-β-环糊精(allyl-β-cyclodextrin, allyl-β-CD)为功能单体,或基于allyl-β-CD,以甲基丙烯酸(methacrylic acid, MAA)、甲基丙烯酸甲酯(methyl methacrylate, MMA)、丙烯腈(acrylonitrile, AN)、丙烯酰胺(acrylamide, AA)为第二功能单体,制备出一系列邻苯二甲酸二异辛酯[di (2-ethylhexyl)phthalate, DEHP]印迹聚合物,并对其性能进行评价。特异性吸附试验的结果表明:M-MAA、M-MMA和M-AN等双功能单体分子印迹聚合物(molecularly imprinted polymers, MIPs))优于单功能单体MIPs(M-β-CD);双功能单体MIPs结合底物的平均值为110μmol/g,单功能单体MIPs则为90μmol/g。选择M-MMA、M-MAA和M-AN作为分子印迹固相萃取(molecularly imprinted solid-phase extraction, MISPE)的固定相,用于分析婴儿配方奶粉中的DEHP含量,结果表明,DEHP回收率为89.06%～97.98%,相对标准偏差≤6.47%。此外,计算机模拟结果表明,MAA和AN与模板分子结合能力最强。表明双功能单体MIPs较烯丙基-β-环糊精单功能单体MIPs具有更好的选择性吸附性能。

The preparation and performance evaluation of the cyclodextrin bifunctional monomer molecularly imprinted polymer were studied. A series of di(2-ethylhexyl) phthalate(DEHP) imprinted polymers were prepared using allyl-β-cyclodextrin(allyl-β-CD) either alone or in conjunction with methacrylic acid(MAA), methyl methacrylate(MMA), acrylonitrile(AN), and acrylamide(AA) as the binary functional monomers. According to values of the binding specificity experiment, the binary functional monomers(M-MAA, M-MMA, and M-AN) were superior to a single functional monomer(M-β-CD); the average value of bound substrates from binary functional monomers was 110 μmol/g, whereas a single was 90 μmol/g. When M-MAA, M-MMA and M-AN were chosen as the stationary phase for molecularly imprinted solid-phase extraction(MISPE) and used to analyze the spiked infant formula, the recovery rate of DEHP ranged from 89.06% to 97.98% with relative standard deviations(RSD)≤6.47%. In addition,computational simulation results showed that MAA and AN had the strongest binding capacity with template molecules.All in all, the productions of binary functional monomer-synthesized molecularly imprinted polymer(MIPs) have yielded higher binding ability than that of single ones and are efficient separation of hydrophobic molecules.