胡德琼, 陈涵, 赵莉, 刘迎梅, 字富庭, 胡显智, 成会玲. 基于手性功能单体的S-萘普生分子印迹聚合物的制备及性能研究[J]. 云南大学学报(自然科学版), 2020, 42(1): 135-141. doi: 10.7540/j.ynu.20190396
引用本文: 胡德琼, 陈涵, 赵莉, 刘迎梅, 字富庭, 胡显智, 成会玲. 基于手性功能单体的S-萘普生分子印迹聚合物的制备及性能研究[J]. 云南大学学报(自然科学版), 2020, 42(1): 135-141. doi: 10.7540/j.ynu.20190396
HU De-qiong, CHEN Han, ZHAO Li, LIU Ying-mei, ZI Fu-ting, HU Xian-zhi, CHENG Hui-ling. Preparation and properties of S-Naproxen molecularly imprinted polymer based on chiral functional monomer[J]. Journal of Yunnan University: Natural Sciences Edition, 2020, 42(1): 135-141. DOI: 10.7540/j.ynu.20190396
Citation: HU De-qiong, CHEN Han, ZHAO Li, LIU Ying-mei, ZI Fu-ting, HU Xian-zhi, CHENG Hui-ling. Preparation and properties of S-Naproxen molecularly imprinted polymer based on chiral functional monomer[J]. Journal of Yunnan University: Natural Sciences Edition, 2020, 42(1): 135-141. DOI: 10.7540/j.ynu.20190396

基于手性功能单体的S-萘普生分子印迹聚合物的制备及性能研究

Preparation and properties of S-Naproxen molecularly imprinted polymer based on chiral functional monomer

  • 摘要:S-2-巯基丙酸为手性功能单体,S-萘普生(S-Npx)为模板分子,优化印迹体系和聚合方法制备了18种印迹聚合物(MIP1~18)和相应的非印迹聚合物(NIP1~18). 结果表明,在以纳米二氧化硅(Nano-SiO2)为载体,采用表面印迹法,固定模板分子、功能单体及交联剂的摩尔比为1∶4∶20,甲醇为致孔溶剂时制备的印迹聚合物(MIP3)具有较好的印迹效果. 采用Langmuir和Freundlich吸附等温模型对其吸附行为进行研究,结果表明该吸附过程是以多分子层吸附为主,Scatchard分析显示,离解常数Kd为0.82 mmol/L,最大表观结合能力Qmax为9.92 mg/g. 动力学研究表明,达到吸附平衡时,最大吸附量可达5.73 mg/g,印迹因子为4.82,吸附过程符合准二级动力学模型. 采用扫描电镜(SEM)表征了最优聚合物MIP3及相应的NIP3的结构,并研究MIP3对外消旋体R,S-萘普生(R,S-Npx)的手性拆分能力. 最后结合HPLC研究了MIP3对混旋萘普生的手性拆分能力,拆分因子达到2.31,证明其拆分能力比较好.

     

    Abstract: In this study, 18 kinds of imprinted polymers (MIP1~18) and corresponding non-imprinted polymers (NIP1~18) were prepared by using S-2-mercaptopropionic acid as chiral functional monomer, S-naproxen (S-Npx) as template molecule. Experimental results show that the optimal imprinted polymers were prepared by nano-silica (Nano-SiO2) as carrier, surface imprinting technique, the molar ratio of template molecule, functional monomer and crosslinker was 1∶4∶20, and methanol was used as porogen solvent. The adsorption behavior was studied by Langmuir and Freundlich adsorption isotherm models. The results show that the adsorption process was mainly based on multimolecular layer adsorption. Scatchard analysis shows that the maximum apparent binding capacity Qmax of the dissociation constant Kd was 0.82 mmol/L, Qmax was 9.92 mg/g. The kinetic study shows that when the adsorption equilibrium is reached, the maximum adsorption capacity can reach 5.73 mg/g, imprinting factor of 4.82, and the adsorption process accords with the quasi-second-order kinetic model. The structure of the optimal polymer MIP3 and the corresponding NIP3 was characterized by the scanning electron microscope (SEM). Also, the chiral resolution of MIP3 racemic R, S-naproxen (R, S-Npx) was studied. Finally, MIP3 was studied with HPLC, which reflected the mixed naproxen was separated successfully. The resolution factor reached 2.31 which proved that the resolution ability was well.

     

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