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用于制备环丙沙星印迹聚合物的双功能单体与聚苯乙烯 - 二乙烯基苯的共沉淀聚合反应

Co-precipitation polymerization of dual functional monomers and polystyrene--divinylbenzene for ciprofloxacin imprinted polymer preparation.

作者信息

Nguyen Huy Truong, Vuong Bui Nhat Thao, Kanhounnon Wilfried G, Vu Huynh Kim Long, Nguyen Tran-Van-Anh, Nguyen Hien Minh, Do Minh Huy, Badawi Michael, Thach Ut Dong

机构信息

Faculty of Pharmacy, Ton Duc Thang University Ho Chi Minh City Vietnam

Laboratoire de Chimie Théorique et de Spectroscopie Moléculaire (LACTHESMO), Université d'Abomey-Calavi Benin

出版信息

RSC Adv. 2021 Oct 22;11(54):34281-34290. doi: 10.1039/d1ra05505d. eCollection 2021 Oct 18.

Abstract

Novel ciprofloxacin composite imprinted materials are synthesized by using co-precipitation polymerization of dual functional monomers (methacrylic acid and 2-vinylpyridine) and polystyrene--divinylbenzene. The intermolecular interactions between monomers and template are evaluated by molecular modeling analysis. The physicochemical properties of the obtained polymers are characterized using FT-IR, TGA, and SEM. Batch adsorption experiments are used to investigate adsorption properties (kinetic, pH, and isotherm). These polymers are employed to prepare the solid phase extraction cartridges, and their extraction performances are analyzed by the HPLC-UV method. DFT calculations indicate that hydrogen bonding and π-π stacking are the driving forces for the formation of selective rebinding sites. The obtained polymers exhibit excellent adsorption properties, including fast kinetics and high adsorption capacity (up to 10.28 mg g) with an imprinted factor of 2.55. The Scatchard analysis indicates the presence of specific high-affinity adsorption sites on the imprinted polymer. These absorbents are employed to extract CIP in river water with recoveries in the range of 65.97-119.26% and the relative standard deviation of 3.59-14.01%. Furthermore, the used cartridges could be reused at least eight times without decreasing their initial adsorption capacity.

摘要

通过双功能单体(甲基丙烯酸和2-乙烯基吡啶)与聚苯乙烯-二乙烯基苯的共沉淀聚合反应合成了新型环丙沙星复合印迹材料。通过分子模拟分析评估单体与模板之间的分子间相互作用。使用傅里叶变换红外光谱(FT-IR)、热重分析(TGA)和扫描电子显微镜(SEM)对所得聚合物的物理化学性质进行表征。采用批量吸附实验研究吸附性能(动力学、pH值和等温线)。这些聚合物用于制备固相萃取柱,并通过高效液相色谱-紫外检测法(HPLC-UV)分析其萃取性能。密度泛函理论(DFT)计算表明,氢键和π-π堆积是形成选择性重结合位点的驱动力。所得聚合物表现出优异的吸附性能,包括快速动力学和高吸附容量(高达10.28 mg/g),印迹因子为2.55。Scatchard分析表明印迹聚合物上存在特定的高亲和力吸附位点。这些吸附剂用于萃取河水中的环丙沙星,回收率在65.97%-119.26%之间,相对标准偏差为3.59%-14.01%。此外,用过的萃取柱可重复使用至少八次而不降低其初始吸附容量。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/88a6/9042346/d8d91b14febd/d1ra05505d-f1.jpg

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