Liang Dadong, Wang Yan, Li Songyang, Li Yuqing, Zhang Miliang, Li Yang, Tian Weishuai, Liu Junbo, Tang Shanshan, Li Bo, Jin Ruifa
College of Resources and Environment, Jilin Agricultural University, Changchun 130118, China.
Department of resources engineering, Guangxi Modern Polytechnic College, Guangxi 547000, China.
Int J Mol Sci. 2016 Oct 26;17(11):1750. doi: 10.3390/ijms17111750.
With the aid of theoretical calculations, a series of molecularly imprinted polymers (MIPs) were designed and prepared for the recognition of dicyandiamide (DCD) via precipitation polymerization using acetonitrile as the solvent at 333 K. On the basis of the long-range correction method of M062X/6-31G(d,p), we simulated the bonding sites, bonding situations, binding energies, imprinted molar ratios, and the mechanisms of interaction between DCD and the functional monomers. Among acrylamide (AM), ,'-methylenebisacrylamide (MBA), itaconic acid (IA), and methacrylic acid (MAA), MAA was confirmed as the best functional monomer, because the strongest interaction (the maximum number of hydrogen bonds and the lowest binding energy) occurs between DCD and MAA, when the optimal molar ratios for DCD to the functional monomers were used, respectively. Additionally, pentaerythritol triacrylate (PETA) was confirmed to be the best cross-linker among divinylbenzene (DVB), ethylene glycol dimethacrylate (EGDMA), trimethylolpropane trimethylacrylate (TRIM), and PETA. This is due to the facts that the weakest interaction (the highest binding energy) occurs between PETA and DCD, and the strongest interaction (the lowest binding energy) occurs between PETA and MAA. Depending on the results of theoretical calculations, a series of MIPs were prepared. Among them, the ones prepared using DCD, MAA, and PETA as the template, the functional monomer, and the cross-linker, respectively, exhibited the highest adsorption capacity for DCD. The apparent maximum absorption quantity of DCD on the MIP was 17.45 mg/g.
借助理论计算，设计并制备了一系列分子印迹聚合物（MIPs），用于在333 K下以乙腈为溶剂通过沉淀聚合法识别双氰胺（DCD）。基于M062X/6 - 31G(d,p)的远程校正方法，我们模拟了DCD与功能单体之间的结合位点、结合情况、结合能、印迹摩尔比以及相互作用机制。在丙烯酰胺（AM）、N,N'-亚甲基双丙烯酰胺（MBA）、衣康酸（IA）和甲基丙烯酸（MAA）中，MAA被确认为最佳功能单体，因为当分别使用DCD与功能单体的最佳摩尔比时，DCD与MAA之间发生最强相互作用（氢键数量最多且结合能最低）。此外，季戊四醇三丙烯酸酯（PETA）被确认为在二乙烯基苯（DVB）、乙二醇二甲基丙烯酸酯（EGDMA）、三羟甲基丙烷三甲基丙烯酸酯（TRIM）和PETA中最佳的交联剂。这是由于PETA与DCD之间发生最弱相互作用（结合能最高），而PETA与MAA之间发生最强相互作用（结合能最低）。根据理论计算结果，制备了一系列MIPs。其中，分别以DCD、MAA和PETA作为模板、功能单体和交联剂制备的MIPs对DCD表现出最高吸附容量。MIP上DCD的表观最大吸附量为17.45 mg/g。
