Room temperature synthesis of a chiral covalent organic framework core-shell composite for high-performance liquid chromatography enantioseparation

IF 2.8 3区 工程技术 Q2 CHEMISTRY, ANALYTICAL
Yue Zhang, Yan-Rui Lu, Cheng Liu, An-Xu Ma, Zong-Hong Luo, Hong-Mei Zhou, Jun-Hui Zhang, Bang-Jin Wang, Sheng-Ming Xie, Li-Ming Yuan
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引用次数: 0

Abstract

In this article, chiral covalent organic framework core-shell composite CCOF-TpPa-Py@SiO2 was facilely synthesized by induction at room temperature. The CCOF-TpPa-Py@SiO2 core-shell composite was used as a chiral stationary phase for the separation of the racemates by high-performance liquid chromatography, which exhibits good separation performance for chiral compounds including ketones, alcohols, esters, epoxides, carboxylic acids, amides, and amines. The effects of analyte injection mass on the enantioseparation were studied. The reproducibility and stability of the CCOF-TpPa-Py@SiO2 chiral column were explored. The intra-day (n = 5), inter-day (n = 5), and inter-column (n = 3) relative standard deviations for the migration times and resolution of benzoin were 0.32%–0.54%, 0.45%–0.61%, and 1.21%–1.53%, respectively. In addition, the chiral separation ability of the CCOF-TpPa-Py@SiO2 chiral column (column A) was compared with that of the MDI-β-CD-Modified COF@SiO2 (column B) as well as a commercial chiral column (Chiralpak AD-H). The chiral recognition ability of column A is complementary to that of column B and AD-H column. The resolution mechanism of CCOF-TpPa-Py@SiO2 stationary phase towards chiral analyte was explored. Hence, the synthesis of CCOF-TpPa-Py@SiO2 core-shell composite by induction at room temperature as chiral stationary phases for chromatographic separation has important research potential and application prospects.

用于高效液相色谱对映体分离的手性共价有机框架核壳复合材料的室温合成。
本文在室温下通过诱导方法简便地合成了手性共价有机框架核壳复合材料CCOF-TpPa-Py@SiO2。将CCOF-TpPa-Py@SiO2核壳复合材料作为手性固定相,采用高效液相色谱法分离外消旋体,对酮类、醇类、酯类、环氧化物、羧酸、酰胺和胺等手性化合物具有良好的分离性能。研究了分析物进样质量对对映体分离的影响。探讨了 CCOF-TpPa-Py@SiO2 手性色谱柱的重现性和稳定性。安息香的迁移时间和分辨率的日内(n = 5)、日间(n = 5)和柱间(n = 3)相对标准偏差分别为 0.32%-0.54%、0.45%-0.61%和 1.21%-1.53%。此外,还比较了 CCOF-TpPa-Py@SiO2 手性柱(柱 A)与 MDI-β-CD 改性 COF@SiO2(柱 B)以及商用手性柱(Chiralpak AD-H)的手性分离能力。色谱柱 A 的手性识别能力与色谱柱 B 和 AD-H 的手性识别能力互补。探讨了 CCOF-TpPa-Py@SiO2 固定相对手性分析物的解析机制。因此,室温诱导合成CCOF-TpPa-Py@SiO2核壳复合材料作为色谱分离手性固定相具有重要的研究潜力和应用前景。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Journal of separation science
Journal of separation science 化学-分析化学
CiteScore
6.30
自引率
16.10%
发文量
408
审稿时长
1.8 months
期刊介绍: The Journal of Separation Science (JSS) is the most comprehensive source in separation science, since it covers all areas of chromatographic and electrophoretic separation methods in theory and practice, both in the analytical and in the preparative mode, solid phase extraction, sample preparation, and related techniques. Manuscripts on methodological or instrumental developments, including detection aspects, in particular mass spectrometry, as well as on innovative applications will also be published. Manuscripts on hyphenation, automation, and miniaturization are particularly welcome. Pre- and post-separation facets of a total analysis may be covered as well as the underlying logic of the development or application of a method.
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