绿原酸分子印迹共价有机框架的制备及其识别性能研究

doi:10.3976/j.issn.1002-4026.20240002

山东科学 ›› 2024, Vol. 37 ›› Issue (6): 22-30.doi: 10.3976/j.issn.1002-4026.20240002

绿原酸分子印迹共价有机框架的制备及其识别性能研究

王尤胆¹^,²(), 纪文华², 王晓¹^,²^,^*()

1.云南中医药大学中药学院,云南昆明 650500
2.齐鲁工业大学(山东省科学院) 山东省分析测试中心山东省大型精密分析仪器应用技术重点实验室, 山东济南 250014

收稿日期:2024-01-04 出版日期:2024-12-20 发布日期:2024-12-05
通信作者: *王晓(1971—),男,博士,研究员,研究方向为中药学。E-mail:wangx@sdas.org, Tel:13031748019
作者简介:王尤胆(1999—),男,硕士研究生,研究方向为中药化学。E-mail:1759619312@qq.com
基金资助:
国家重点研发计划项目(2023YFC3503805);济南市“高校20条”项目(202228020);山东省泰山学者项目(tstp20221138)

Preparation and recognition property of molecularly imprinted covalent organic framework of chlorogenic acids

WANG Youdan¹^,²(), JI Wenhua², WANG Xiao¹^,²^,^*()

1. College of Traditional Chinese Medicine, Yunnan University of Traditional Chinese Medicine,Kunming 650500, China
2. Key Laboratory for Applied Technology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250014, China

Received:2024-01-04 Online:2024-12-20 Published:2024-12-05

摘要/Abstract

摘要：

采用分子印迹技术,以绿原酸为模板分子,筛选醛/胺缩合反应单体制备了对绿原酸同骨架分子有较好选择识别性的分子印迹共价有机框架材料。等温吸附实验证明,与空白印迹共价有机框架材料相比,印迹共价有机框架对绿原酸的吸附效果更佳,具有更高的吸附容量。吸附动力学实验中,印迹共价有机框架能快速吸附绿原酸,15 min即能达到平衡吸附量的97.1%。选择性实验中,印迹共价有机框架对绿原酸同骨架分子均具有较好的吸附性能,对不同结构的化合物具有较差的选择识别性,而空白印迹共价有机框架则无此特性。研究结果表明,该分子印迹共价有机框架有作为高选择性材料在高极性环境中选择性分离富集绿原酸同骨架分子的潜能。

关键词: 分子印迹, 共价有机框架, 绿原酸, 识别性能

Abstract:

In this study, an imine-linked molecularly imprinted covalent organic framework (MCOF) was successfully prepared using chlorogenic acids as the template. Adsorption isotherm, adsorption kinetics, and selective recognition capacity were utilized to assess the performance of the MCOF and its non-imprinted counterpart, the covalent organic framework (NCOF). MCOF exhibited good site accessibility, taking 15 min to attain 97.1% of the maximum adsorbing capacity. Compared with the selective adsorption capacity of the NCOF to the analogs of chlorogenic acids, the MCOF showed higher selectivity to a family of related molecules with a structure similar to that of chlorogenic acids. This study shows that the MCOF provides an innovative opportunity to develop a highly selective material for the extraction and separation of a family of molecules from a high polarity medium.

Key words: molecularly imprinting, covalent organic framework, chlorogenic acids, recognition property

中图分类号:

R284

王尤胆, 纪文华, 王晓. 绿原酸分子印迹共价有机框架的制备及其识别性能研究[J]. 山东科学, 2024, 37(6): 22-30.

WANG Youdan, JI Wenhua, WANG Xiao. Preparation and recognition property of molecularly imprinted covalent organic framework of chlorogenic acids[J]. Shandong Science, 2024, 37(6): 22-30.

图/表 8

图1

表1

MCOF和NCOF的吸附容量、印迹因子、孔性质比较"

材料	$Q e *$ /(mg·g^-1)		印记因子	比表面积/(m²·g^-1)		总孔容/(m³·g^-1)
材料	MCOF	NCOF	印记因子	MCOF	NCOF	MCOF	NCOF
PDA-TAM	41.7	17.2	2.4	178	134	0.55	0.34
PDA-ATB	18.5	14.3	1.3	124	102	0.31	0.23
PDA-APB	17.6	13.3	1.3	116	87	0.23	0.17
PDA-BHA	15.6	12.9	1.2	106	98	0.19	0.14
PDA-ABE	18.2	13.8	1.3	130	117	0.25	0.19

表1

图2

图3

图4

图5

表2

图6

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材料	Q_e /(mg·g^-1)	准一级动力学方程			准二级动力学方程
材料	Q_e /(mg·g^-1)	k₁/(min^-1)	Q_m₁/(mg·g^-1)	R²	k₂/(g·mg^-1·min^-1)	Q_m₂/ (mg·g^-1)	R²
MCOF	41.7	0.105 3	16.9	0.649 9	0.006	46.3	0.992 9
NCOF	17.2	0.127 9	25.5	0.964 1	0.004	22.6	0.948 6

绿原酸分子印迹共价有机框架的制备及其识别性能研究

Preparation and recognition property of molecularly imprinted covalent organic framework of chlorogenic acids

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