Ultra-performance supercritical fluid chromatography: A powerful tool for the enantioseparation of thermotropic fluorinated liquid crystals
A fast and simple supercritical fluid chromatography method for the enantioseparation of twenty newly synthesized orthoconic antiferroelectric liquid crystals is reported for the first time. The effects of alkoxy spacer length and fluorine atom presence and position in the phenyl ring on chromatogra...
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| Published in: | Analytica chimica acta Vol. 1038; pp. 191 - 197 |
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| Language: | English |
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| Abstract | A fast and simple supercritical fluid chromatography method for the enantioseparation of twenty newly synthesized orthoconic antiferroelectric liquid crystals is reported for the first time. The effects of alkoxy spacer length and fluorine atom presence and position in the phenyl ring on chromatographic behavior were investigated. Baseline enantioseparation of all compounds was achieved using simple mobile phases consisting of carbon dioxide and alcohol as cosolvent on (3,5-dimethylphenylcarbamate) derivative of amylose as chiral stationary phase. The analysis times ranged from 2 to 4 and from 4 to 7 min for most samples when using methanol and propane-2-ol, respectively. The significant effect of cosolvent type on the enantioseparation of these compounds was assessed and partial complementarity of methanol and propane-2-ol was observed.
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•SFC enantioseparation of liquid crystals is reported for the first time.•Complementarity of methanol and propane-2-ol as cosolvents was shown.•The effect of alkoxy spacer length and fluorine atom presence and position on enantioseparation was substantial. |
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| AbstractList | A fast and simple supercritical fluid chromatography method for the enantioseparation of twenty newly synthesized orthoconic antiferroelectric liquid crystals is reported for the first time. The effects of alkoxy spacer length and fluorine atom presence and position in the phenyl ring on chromatographic behavior were investigated. Baseline enantioseparation of all compounds was achieved using simple mobile phases consisting of carbon dioxide and alcohol as cosolvent on (3,5-dimethylphenylcarbamate) derivative of amylose as chiral stationary phase. The analysis times ranged from 2 to 4 and from 4 to 7 min for most samples when using methanol and propane-2-ol, respectively. The significant effect of cosolvent type on the enantioseparation of these compounds was assessed and partial complementarity of methanol and propane-2-ol was observed. A fast and simple supercritical fluid chromatography method for the enantioseparation of twenty newly synthesized orthoconic antiferroelectric liquid crystals is reported for the first time. The effects of alkoxy spacer length and fluorine atom presence and position in the phenyl ring on chromatographic behavior were investigated. Baseline enantioseparation of all compounds was achieved using simple mobile phases consisting of carbon dioxide and alcohol as cosolvent on (3,5-dimethylphenylcarbamate) derivative of amylose as chiral stationary phase. The analysis times ranged from 2 to 4 and from 4 to 7 min for most samples when using methanol and propane-2-ol, respectively. The significant effect of cosolvent type on the enantioseparation of these compounds was assessed and partial complementarity of methanol and propane-2-ol was observed. [Display omitted] •SFC enantioseparation of liquid crystals is reported for the first time.•Complementarity of methanol and propane-2-ol as cosolvents was shown.•The effect of alkoxy spacer length and fluorine atom presence and position on enantioseparation was substantial. |
| Author | Vaňkátová, Petra Kubíčková, Anna Kalíková, Květa |
| Author_xml | – sequence: 1 givenname: Petra surname: Vaňkátová fullname: Vaňkátová, Petra organization: Department of Analytical Chemistry, Faculty of Science, Charles University, Albertov 6, 128 43, Prague 2, Czech Republic – sequence: 2 givenname: Květa orcidid: 0000-0003-4988-8322 surname: Kalíková fullname: Kalíková, Květa email: kalikova@natur.cuni.cz organization: Department of Physical and Macromolecular Chemistry, Faculty of Science, Charles University, Albertov 6, 128 43, Prague 2, Czech Republic – sequence: 3 givenname: Anna orcidid: 0000-0002-2808-9524 surname: Kubíčková fullname: Kubíčková, Anna organization: Department of Analytical Chemistry, Faculty of Science, Charles University, Albertov 6, 128 43, Prague 2, Czech Republic |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30278902$$D View this record in MEDLINE/PubMed |
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| CitedBy_id | crossref_primary_10_1080_02678292_2023_2221669 crossref_primary_10_1016_j_chroma_2022_463074 crossref_primary_10_1016_j_chroma_2023_464383 crossref_primary_10_1016_j_chroma_2019_03_028 crossref_primary_10_1007_s00706_020_02622_5 crossref_primary_10_1002_elps_202000350 crossref_primary_10_1016_j_chroma_2020_461138 crossref_primary_10_1016_j_chroma_2020_461611 crossref_primary_10_1016_j_supflu_2019_02_002 crossref_primary_10_1002_elps_202200053 crossref_primary_10_3390_molecules24061099 crossref_primary_10_1080_02678292_2020_1733684 crossref_primary_10_3390_cryst12121710 |
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| Keywords | CSP Amylose Enantioseparation Liquid crystalline materials Chiral fluorinated liquid crystals OAFLCs LCs BP EEO Supercritical fluid chromatography |
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| SubjectTerms | Alcohols Amylose Antiferroelectricity Carbon dioxide Chiral fluorinated liquid crystals Chromatography Complementarity Crystals Enantioseparation Fluorination Fluorine Liquid crystalline materials Liquid crystals Methanol Propane Stationary phase Supercritical fluid chromatography Supercritical fluids |
| Title | Ultra-performance supercritical fluid chromatography: A powerful tool for the enantioseparation of thermotropic fluorinated liquid crystals |
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