以吡虫啉和啶虫脒的结构类似物烟酰胺作为虚拟模板分子、α-甲基丙烯酸(α-methyl acrylic acid, MAA)作为功能单体、乙二醇二甲基丙烯酸酯(ethyleneglycol dimethacrylate, EDGMA)作为交联剂,采用表面分子印迹技术(MIT)制备了虚拟模板表面分子印迹聚合物(dummy template surface molelecularly imprinted polymers, DMIP)。在单因素实验的基础上采用响应面优化法对DMIP的制备方法进行优化,利用扫描电子显微镜对优化后的DMIP形态结构进行表征,考察了DMIP对于吡虫啉和啶虫脒的吸附性能。结果表明,DMIP对吡虫啉和啶虫脒具有较高的吸附容量和选择性,对吡虫啉和啶虫脒的最大吸附量分别为41.73和21.95 mg/g。将DMIP作为柱填充材料从茶多酚中脱除吡虫啉和啶虫脒,去除率分别达到96.2%和95.6%。所得DMIP对茶多酚等天然植物提取物生产过程中吡虫啉和啶虫脒的去除具有良好的应用前景。
Dummy template surface molecularly imprinted polymers (DMIP) were prepared by using nicotinamide, nonpoisonous imidacloprid and acetamiprid structural analogue as dummy template molecule, α-methyl acrylic acid (MAA) as functional monomer, and ethylene glycol dimethacrylate (EGDMA) as the cross-linking agent. On the basis of single-factor experiment, response surface method was used to optimize the preparation of DMIP. The morphology of the optimized DMIP was characterized by scanning electron microscopy (SEM), and the adsorption properties of DMIP for imidacloprid and acetamiprid were studied. The results showed that the optimized DMIP exhibited high adsorption capacity and selectivity for imidacloprid and acetamiprid. The maximum adsorption capacity of DMIP for imidacloprid and acetamiprid was 41.73 mg/g and 21.95 mg/g, respectively. The removal efficiency of imidacloprid and acetamiprid from tea polyphenols was 96.2% and 95.6%, respectively. The obtained DMIP exhibit a good application prospect for the removal of imidacloprid and acetamiprid in the production process of tea polyphenols and other extracts.
[1] 陈淑珍,甄永苏.茶多酚的分子作用靶点及其在抗肿瘤药物实验治疗中的作用[J].药学学报,2013,48(1):1-7.
[2] AHMAD N,MUKHTAR H.Green tea polyphenols and cancer: biologic mechanisms and practical implications[J].Nutrition Reviews,1999,57(3):78-83.
[3] 陈贞纯,刘晓慧,吴媛媛,等.茶多酚提取分离技术研究进展[J].中国茶叶,2013,35(1):9-12.
[4] 徐广伟.我国食品安全体系的发展——以农药残留标准为例[J].食品安全导刊, 2016, 27:86-88.
[5] LOZOWICKA B,KACZYNSKI P,PARITOVA А Е,et al.Pesticide residues in grain from Kazakhstan and potential health risks associated with exposure to detected pesticides[J]. Food & Chemical Toxicology,2014,64(2):238-248.
[6] GUPTA M,SHANKER A.Evaluation of imidacloprid and acetamiprid against Toxoptera aurantii Boyer in tea[J].Pesticide Research Journal,2009,21(2):162-165.
[7] KUSVURAN E,YILDIRIM D,MAVRUK F,et al.Removal of chloropyrifos ethyl, tetradifon and chlorothalonil pesticide residues from citrus by using ozone[J].Journal of Hazardous Materials,2012,241(4):287-300.
[8] AFFAM A C,CHAUDHURI M. Degradation of pesticides chlorpyrifos, cypermethrin and chlorothalonil in aqueous solution by TiO2 photocatalysis[J].J Environ Mange, 2013,130(1):160-165.
[9] FERRARIO C,PITTINO F,TAGLIAFERRI I,et al.Bacteria contribute to pesticide degradation in cryoconite holes in an Alpine glacier[J].Environmental Pollution,2017,230:919-926.
[10] 郭佳婧,李高阳,刘咏红.化学氧化剂降解果蔬农残研究进展[J].食品与机械,2014,30(3):249-251;256.
[11] 万阳芳,李慧颖,刘俊果,等.农产品中农药残留化学降解方法研究进展[J]. 河北工业科技,2014,31(2):48-51.
[12] NEZAMADDIN D,SOHEIL A,ALI K,et al. Investigation of adsorption kinetics and isotherms of imidacloprid as a pollutant from aqueous solution by adsorption onto industrial granular activated carbon[J]. Journal of Food Agriculture and Environment,2015,5(3-4):425-429.
[13] ZHAO R,MA X,XU J. Removal of the pesticide imidacloprid from aqueous solution by biochar derived from peanut shell[J]. Bioresources,2018,13(3):5 656-5 669.
[14] 王颖,李楠.分子印迹技术及其应用[J].化工进展,2010,29(12):2 315-2 323.
[15] 史瑞雪,郭成海,邹小红,等.分子印迹技术研究进展[J].化学进展,2002,14(3):182-191.
[16] SÁNCHEZ-POLO M,VELO-GALA I,LÓPEZ-PEÑALVER J J,et al. Molecular imprinted polymer to remove tetracycline from aqueous solutions[J].Microporous and Mesoporous Materials,2015,203(203):32-40.
[17] JI X Z,LIU H J,WANG L L,et al.Study on adsorption of Th(IV) using surface modified dibenzoylmethane molecular imprinted polymer[J].Journal of Radioanalytical & Nuclear Chemistry,2013,295(1):265-270.
[18] FAROOQ S,NIE J,CHENG Y,et al. Synthesis of core-shell magnetic molecularly imprinted polymer for the selective determination of imidacloprid in apple samples[J].Journal of Seperation Science,2019,42(14):2 455-2 465.
[19] KUMAR N,NARAYANAN N,GUPTA S. Application of magnetic molecularly imprinted polymers for extraction of imidacloprid from eggplant and honey[J].Food Chemistry,2019,255:81-88.
[20] 郭明,谭贤,梁东军,等.吡虫啉分子印迹电化学传感器的制备及电学传感机理分析[J].农药学学报,2014, 16(5):559-569.
[21] TANG P,HUO J,ZHANG H,et al.Surface plasmon resonance-based inhibitive immunoassay coupled with dummy template molecularly imprinted polymer solid phase extraction for on-line analysis of trace clenbuterol[J].Journal of the Chinese Chemical Society,2014,61(12):1 357-1 364.
[22] SONG Y P,LI N, ZHANG H,et al.Dummy template molecularly imprinted polymer for solid phase extraction of phenothiazines in meat based on computational simulation[J].Food Chemistry,2017,233:422-428.
[23] ATTIA E A, HASSAN A A.Uremic pruritus pathogenesis, revisited[J].Arab J Nephrol Transplant,2014,7(2):91-96.
[24] 冀峰,赵利霞,冯钦忠,等.硅胶表面扑灭津分子印迹材料的制备及性能表征[J].分析化学,2008,36(7):920-924.
