Synthesis, characterisation and supercritical fluid chromatography enantioseparation of new liquid crystalline materials

0536056 - FZÚ 2021 RIV GB eng J - Journal Article
Urbańska, M. - Vaňkátová, Petra - Kubíčková, A. - Kalíková, K.
Synthesis, characterisation and supercritical fluid chromatography enantioseparation of new liquid crystalline materials.
Liquid Crystals. Roč. 47, č. 12 (2020), s. 1832-1843. ISSN 0267-8292. E-ISSN 1366-5855
Institutional support: RVO:68378271
Keywords : liquid crystal * synthesis * racemic mixtures * enantioseparation * supercritical fluid chromatography
OECD category: Analytical chemistry
Impact factor: 2.908, year: 2019
Method of publishing: Limited access
https://doi.org/10.1080/02678292.2020.1733684

Enantiomeric excess (EE) highly affects the mesomorphic properties of mesogens containing centre of chirality. Thus, there is need of methods for evaluation of the EE of newly synthesised compounds as it should be considered when discussing the mesomorphic properties. We report synthesis and characterisation of ten new racemic mixtures based on (R,S)-3-octanol, which were used to develop an enantioseparation method that can be used for the assessment of the EE of chiral liquid crystals and their mixtures. The mesomorphic properties of novel materials were measured. Supercritical fluid chromatography with polysaccharide-based chiral stationary phases was used to develop reliable method for enantioseparation of the materials. A complete separation of (S) and (R) enantiomers with resolution values higher than 2.0 was obtained for all materials using simple mobile phase. The enantiomer elution order was assessed using pure (S) enantiomers of all materials. For all materials (R) enantiomer elutes first which is advantageous for use as optical purity control of newly synthesised (S) enantiomers.
Permanent Link: http://hdl.handle.net/11104/0313907