The Application of Polysaccharide Chiral Columns for the Separation of Fluorinated and Protonated Liquid Crystalline Racemic Esters

IF 2.5 4区工程技术 Q3 CHEMISTRY, ANALYTICAL Separations Pub Date : 2024-07-12 DOI:10.3390/separations11070214

Edyta Wojda, M. Urbańska

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Abstract

The subject of this study was to compare the enantioseparation of fourteen racemic esters that are liquid crystals. This study aimed to determine the difference in the enantioseparation of mixtures with protonated and fluorinated aliphatic chains and those with different orders of occurrence of benzene rings (benzoates and biphenylates). This research was carried out on two chiral polysaccharide columns: amylose tris(3-chloro-5-methylphenylcarbamate) (ReproSil Chiral MIG) and cellulose tris(3,5-dichlorophenylcarbamate) (ReproSil Chiral MIC). The columns were evaluated in HPLC separation. The analyses were performed in the normal- and reversed-phase systems. The mobile phase consisted of different solvent systems (acetonitrile/water and n-hexane/2-propanol) in different volume ratios to select optimal separation conditions. The main parameter evaluated in separating racemic mixtures was the resolution—Rs. All measurements were performed at 25 °C. The elution order was also determined. The highest value of resolution (over 11) and selectivity (over 3) was obtained for the ReproSil Chiral MIG column and the volume ratio of ACN:H2O (95:5 v/v).

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多糖手性色谱柱在分离氟化和质子化液晶外消旋酯中的应用

本研究的主题是比较十四种外消旋酯类液晶的对映体分离情况。该研究旨在确定质子化和氟化脂肪族链混合物以及苯环出现顺序不同的混合物（苯甲酸酯和联苯酸酯）的对映体分离差异。这项研究是在两种手性多糖柱上进行的：直链淀粉三（3-氯-5-甲基苯基氨基甲酸酯）（ReproSil Chiral MIG）和纤维素三（3,5-二氯苯基氨基甲酸酯）（ReproSil Chiral MIC）。对这些色谱柱进行了高效液相色谱分离评估。分析在正相和反相系统中进行。流动相由不同体积比的溶剂系统（乙腈/水和正己烷/2-丙醇）组成，以选择最佳分离条件。分离外消旋混合物的主要评估参数是分辨率-Rs。所有测量均在 25 °C 下进行。同时还确定了洗脱顺序。使用 ReproSil Chiral MIG 色谱柱和 ACN:H2O 体积比（95:5 v/v）时，分辨率（超过 11）和选择性（超过 3）均达到最高值。

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来源期刊

Separations Chemistry-Analytical Chemistry

CiteScore

3.00

自引率

15.40%

发文量

342

审稿时长

12 weeks

期刊介绍： Separations (formerly Chromatography, ISSN 2227-9075, CODEN: CHROBV) provides an advanced forum for separation and purification science and technology in all areas of chemical, biological and physical science. It publishes reviews, regular research papers and communications. Our aim is to encourage scientists to publish their experimental and theoretical results in as much detail as possible. There is no restriction on the length of the papers. The full experimental details must be provided so that the results can be reproduced. There are, in addition, unique features of this journal: Manuscripts regarding research proposals and research ideas will be particularly welcomed. Electronic files and software regarding the full details of the calculation and experimental procedure, if unable to be published in a normal way, can be deposited as supplementary material. Manuscripts concerning summaries and surveys on research cooperation and projects (that are funded by national governments) to give information for a broad field of users. The scope of the journal includes but is not limited to: Theory and methodology (theory of separation methods, sample preparation, instrumental and column developments, new separation methodologies, etc.) Equipment and techniques, novel hyphenated analytical solutions (significantly extended by their combination with spectroscopic methods and in particular, mass spectrometry) Novel analysis approaches and applications to solve analytical challenges which utilize chromatographic separations as a key step in the overall solution Computational modelling of separations for the purpose of fundamental understanding and/or chromatographic optimization