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浙江大学学报（农业与生命科学版）
Journal of Zhejiang University (Agriculture and Life Sciences)  2018, Vol. 44 Issue (6): 695-703    DOI: 10.3785/j.issn.1008-9209.2017.09.062
    
Preparation and performance evaluation of cyclodextrin bifunctional monomer molecularly imprinted polymers
YU Haining1, HUANG Haiyong1, HE Chengzijing2, LAY Sovichea2, SHEN Shengrong2*
(1. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310032, China; 2. College of Biosystems Engineering and Food Science, Zhejiang University, Hangzhou 310058, China)
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Abstract  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-MMAand 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 MAAand 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. 

Key words： molecularly imprinted polymers      solid-phase extraction      phthalates      cyclodextrin      computational simulation     
Published: 25 November 2018
CLC:  O 629.12  
  O 631  
  O 641.3  
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YU Haining
HUANG Haiyong
HE Chengzijing
LAY Sovichea
SHEN Shengrong
Cite this article:

YU Haining, HUANG Haiyong, HE Chengzijing, LAY Sovichea, SHEN Shengrong. Preparation and performance evaluation of cyclodextrin bifunctional monomer molecularly imprinted polymers. Journal of Zhejiang University (Agriculture and Life Sciences), 2018, 44(6): 695-703.

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http://www.zjujournals.com/agr/10.3785/j.issn.1008-9209.2017.09.062     OR     http://www.zjujournals.com/agr/Y2018/V44/I6/695


环糊精双功能单体分子印迹聚合物的制备与性能评价

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-D，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110 μmol/g，单功能单体MIPs 则为90 μmol/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。

关键词： 分子印迹聚合物,  固相萃取,  邻苯二甲酸酯,  环糊精,  计算机模拟 
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