色谱

色谱 ›› 2020, Vol. 38 ›› Issue (5): 516-521.DOI: 10.3724/SP.J.1123.2019.10024

• 研究论文 • 上一篇    下一篇

以氧化锌为锌源的手性金属-有机骨架的合成及其用于联糠醛外消旋体的选择性吸附

王翠杰1, 高煜1, 李星林1, 赵无垛2, 于阿娟1,*(), 张书胜1,2,*()   

  1. 1 郑州大学化学学院, 河南 郑州 450001
    2 现代分析与基因测序中心, 河南 郑州 450001
  • 收稿日期:2019-10-24 出版日期:2020-05-08 发布日期:2020-12-10
  • 通讯作者: 于阿娟,张书胜
  • 作者简介:张书胜.E-mail:zsszz@126.com
    于阿娟.E-mail:yuajuan@zzu.edu.cn;
  • 基金资助:
    国家自然科学基金(21675144);国家自然科学基金(21775140);国家自然科学基金(21705143)

Synthesis of a chiral metal-organic framework using zinc oxide as zinc source for enantioselective adsorption of 2, 2'-furoin racemate

WANG Cuijie1, GAO Yu1, LI Xinglin1, ZHAO Wuduo2, YU Ajuan1,*(), ZHANG Shusheng1,2,*()   

  1. 1 College of Chemistry, Zhengzhou University, Zhengzhou 450001, China
    2 The Center of Advanced Analysis and Gene Sequencing, Zhengzhou 450001, China
  • Received:2019-10-24 Online:2020-05-08 Published:2020-12-10
  • Contact: YU Ajuan,ZHANG Shusheng
  • Supported by:
    National Natural Science Foundation of China(21675144);National Natural Science Foundation of China(21775140);National Natural Science Foundation of China(21705143)

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摘要：

通过使用氧化锌代替传统的金属无机盐为锌源，制备了手性金属-有机骨架（CMOF）[Zn（L-mal）（H2O）2]n并对其手性分离性能进行了考察。将ZnO和L-苹果酸按物质的量之比1：1溶于水中，在室温下静置24 h即可得到[Zn（L-mal）（H2O）2]n。以100 mg[Zn（L-mal）（H2O）2]n为吸附剂，将250 μL 1 g/L的联糠醛外消旋体加入其中，并以4.5 mL异丙醇和1 mL甲醇为萃取剂和洗脱剂进行选择性吸附实验，最终滤液使用高效液相色谱仪（HPLC）进行分析。结果表明，[Zn（L-mal）（H2O）2]n对R-联糠醛具有较好的选择性吸附，其对映体过量（ee）值为20%。该工作为CMOF的绿色制备提供了一定的方法和经验并拓展了其在手性分离领域的应用。

关键词: 手性分离, 手性金属-有机骨架, 氧化锌, 联糠醛外消旋体

Abstract:

Chiral metal-organic frameworks (CMOFs), [Zn(L-mal)(H2O)2]n were prepared by using zinc oxide instead of the traditional metal inorganic salt as the zinc source, and their chiral separation performance was investigated. Equal amounts of ZnO and L-malic acid were dissolved in H2O, and[Zn(L-mal)(H2O)2]n were obtained by allowing the mixture to stand at room temperature for 24 h. Then, 100 mg[Zn(L-mal)(H2O)2]n as the adsorbent was added to 250 μL 1 g/L 2, 2'-furoin racemate, and 4.5 mL isopropanol and 1 mL methanol were selected as the extraction solvent and elution solvent, respectively, for selective adsorption experiments. The final filtrate was analyzed by high performance liquid chromatography (HPLC). The results showed that[Zn(L-mal)(H2O)2]n exhibited better selective adsorption ability for R-2, 2'-furoin with 20% enantiomeric excess (ee). This work provides a new method for the green preparation of CMOF and expands its application in the field of chiral separation.

Key words: chiral separation, chiral metal-organic frameworks (CMOF), zinc oxide, 2, 2'-furoin racemate