色谱 ›› 2012, Vol. 30 ›› Issue (04): 423-427.DOI: 10.3724/SP.J.1123.2011.12055

• 特别策划 • 上一篇    

分子印迹聚吡咯/Fe3O4复合材料的制备及其在识别色氨酸光学异构体中的应用

陈智栋1, 单学凌1, 孔泳1,2*   

  1. 1. 常州大学石油化工学院, 江苏 常州 213164; 2. 南京大学化学化工学院, 江苏 南京 210093
  • 收稿日期:2011-12-19 修回日期:2012-01-17 出版日期:2012-04-28 发布日期:2012-04-28
  • 通讯作者: 孔泳,博士,副教授,主要研究方向为色谱固定相和电化学.
  • 基金资助:

    国家自然科学基金项目(No. 20805021)和中国博士后科学基金面上项目(No. 2011M500891).

Preparation of molecularly imprinted polypyrrole/Fe3O4 composite material and its application in recognition of tryptophan enantiomers

CHEN Zhidong1, SHAN Xueling1, KONG Yong1,2*   

  1. 1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China; 2. School of Chemistry & Chemical Engineering, Nanjing University, Nanjing 210093, China
  • Received:2011-12-19 Revised:2012-01-17 Online:2012-04-28 Published:2012-04-28

摘要: 首先利用共沉淀法合成了磁性材料Fe3O4,再以吡咯为单体,L-色氨酸为模板分子,采用化学聚合法使吡咯在Fe3O4表面发生原位聚合,同时通过分子间的作用力以及氢键作用将模板分子掺杂到Fe3O4表面的聚吡咯中,从而制备了分子印迹聚吡咯/Fe3O4复合材料,并且利用该材料的磁性质实现固液分离。在1 mol/L的NaOH溶液中,通过施加1 V的电位使聚吡咯发生过氧化从而使L-色氨酸模板分子脱掺杂。根据分子印迹的原理,该分子印迹的复合材料可用于识别L-色氨酸光学异构体。将扫描电镜、X射线衍射及电化学法用于该分子印迹复合材料的表征。将该材料填入到多孔陶瓷管,将L-和D-色氨酸溶液分别流过该多孔陶瓷管,流出液用高效液相色谱检测,发现该复合材料对于L-色氨酸的富集能力接近D-色氨酸的两倍,说明该复合材料具有作为手性识别色谱固定相的潜力。

关键词: 光学异构体, 聚吡咯/Fe3O4复合材料, 色氨酸, 色谱固定相, 识别

Abstract: Ferrosoferric oxide (Fe3O4) magnetic material was first synthesized, and then the in-situ chemical polymerization of pyrrole was carried out on the surface of Fe3O4 by using pyrrole and L-tryptophan (L-Trp) as the functional monomer and templates, respectively. As a result, molecularly imprinted polypyrrole/Fe3O4 composite material was obtained. This composite material was separated from the solution because of its magnetic property. Polypyrrole in the composite was overoxidized in 1 mol/L NaOH solution by applying a potential of 1.0 V, and thus L-Trp templates were de-doped from the composite. Scanning electron microscopy (SEM), X-ray diffraction (XRD) and electrochemical methods were employed to characterize the composite. The solution containing L- or D-Trp was pumped through a porous ceramic tube packed with the composite, separately. High performance liquid chromatography (HPLC) was adopted for the detection of L- or D-Trp in the eluate, and the results indicated that the enrichment ability of the composite for L-Trp was almost 2 times of that of D-Trp. Therefore, the electro-magnetic composite material has potential applications as chromatographic stationary phase for chiral recognition.

Key words: chromatographic stationary phase, enantiomers, recognition, tryptophan, polypyrrole/Fe3O4 composite material