Synthesis and applications of epoxy-functionalized bi-functional magnetic molecularly imprinted polymers for polysaccharide adsorption

doi:10.3724/SP.J.1123.2019.01018

Abstract

Abstract: A polysaccharide-imprinted nanoparticle composite material with bi-functional monomers molecularly imprinted polymers (Bi-MMIPs) was successfully synthesized in aqueous solution by using starch as the template, 3-aminobenzeneboronic acid (APBA) as the functional monomer, 2-acrylamide-2-methylpropanesulfonic acid (AMPS) as the co-functional monomer, and ammonium persulfate (APS) as the initiator. Transmission electron microscopy (TEM), scanning electron microscopy (SEM), and Fourier-transform infrared (FT-IR) spectroscopy were used to characterized Bi-MMIPs. The adsorption and recognition characteristics of Bi-MMIPs for starch were investigated in detail by using the static method, dynamic method, and competitive adsorption experiments. The TEM, SEM and FT-IR results showed that the two functional monomers were loaded on the surface of Bi-MMIPs. Bi-MMIPs possessed very strong adsorption affinity and specific recognition for starch. The saturated adsorption capacity reached 13.88 mg/g, and the selectivity coefficients relative to glucosans M_r 5000 Da and 70000 Da were 2.67 and 3.77, respectively. Despite the imprinting factor of Bi-MMIPs (α=3.04), Bi-MMIPs were regenerated easily and exhibited excellent recognition, selectivity, and reusability for adsorbing starch. To elucidate the mechanism, APBA and AMPS showed synergy effect in synthesizing bi-functional monomers by providing reversible covalent bonds and hydrogen bonds, respectively, which could effectively enhance the spatial arrangement of combining sites for template molecular.

Key words: adsorption kinetics, bi-functional molecularly imprinted polymers, epoxy-functionalized, polysaccharide

CLC Number:

O658

HUANG Weiwei, ZHAO Qianyu, YANG Xin, YAO Lei, ZHAO Haitian. Synthesis and applications of epoxy-functionalized bi-functional magnetic molecularly imprinted polymers for polysaccharide adsorption[J]. Chinese Journal of Chromatography, 2019, 37(7): 673-682.

References

[1] Xiao R X, Chen H G, Zhou X. Chinese Journal of Information on TCM, 2018, 25(5):136 肖瑞希, 陈华国, 周欣. 中国中医药信息杂志, 2018, 25(5):136
[2] Guo Y H, Zhang L J, Cao L L, et al. Food Science, 2018, 39(1):326 郭元亨, 张利军, 曹丽丽, 等. 食品科学, 2018, 39(1):326
[3] Zhang Y Y, Gao B J, An F Q, et al. J Chromatogr A, 2014, 1359:26

[4] Huang Z Z, Lee H K. J Chromatogr A, 2015, 1414:41

[5] Tan L, Yu Z R, Zhou X M, et al. J Chromatogr A, 2015, 1411:69

[6] Tong Y K, Hu Y, Xia Q F, et al. Chinese Journal of Chromatography, 2017, 35(3):291 佟育奎, 胡月, 夏琴飞, 等. 色谱, 2017, 35(3):291

[7] Li H, Hu X, Zhang Y, et al. J Chromatogr A, 2015, 1404:21

[8] Zheng Y L, Gu L L, Shi J L, et al. Chinese Journal of Chromatography, 2018, 36(7):659 郑亚丽, 顾丽莉, 师君丽, 等. 色谱, 2018, 36(7):659

[9] Saylan Y, Yilmaz F, Ozgür E, et al. Sensors, 2017, 17(4):898

[10] Chen W, Lei W, Xue M, et al. J Mater Chem A, 2014, 2(20):7165

[11] Huang W, Yang X, Zhao S, et al. Analyst, 2013, 138(21):6653

[12] Li D, Tu T, Yang M, et al. Talanta, 2018, 184:316

[13] Zhang C J, Si S H, Yang Z P. Sep Purif Technol, 2015, 143:88

[14] Sun Z A, Qi Y X, Wang X, et al. Chinese Journal of Chromatography, 2018, 36(8):716 孙治安, 祁玉霞, 王霞, 等. 色谱, 2018, 36(8):716

[15] Li G Z, Row K H. J Sep Sci, 2017, 40(24):4765

[16] Gao R, Kong X, Wang X, et al. J Mater Chem, 2011, 21(44):17863

[17] Xu X, Deng C, Gao M, et al. Adv Mater, 2010, 18(24):3289
[18] Wang X, Huang P, Ma X, et al. J Chromatogr A, 2018, 1537:35

[19] Cuong A M, Le Na N T, Thang P N, et al. Environ Health Prev Med, 2018, 23(1):9

[20] Pan J M, Yao H, Xu L C, et al. J Phys Chem C, 2011, 115(13):5440