Effective control of optical purity by chiral HPLC separation for ester-based liquid crystalline materials forming anticlinic smectic phases

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F21%3A43920606" target="_blank" >RIV/60461373:22340/21:43920606 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378271:_____/21:00541667 RIV/00216208:11310/21:10424447

Výsledek na webu

<a href="https://www.tandfonline.com/doi/full/10.1080/02678292.2020.1762937" target="_blank" >https://www.tandfonline.com/doi/full/10.1080/02678292.2020.1762937</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1080/02678292.2020.1762937" target="_blank" >10.1080/02678292.2020.1762937</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Effective control of optical purity by chiral HPLC separation for ester-based liquid crystalline materials forming anticlinic smectic phases

Popis výsledku v původním jazyce

Currently, effective control of optical purity by chiral separation of (S) and (R) enantiomers remains a relevant and highlighted task when designing new chiral organic materials in general, especially for self-assembling materials possessing synclinic and anticlinic smectic phases. An efficient methodology for accomplishing this task was developed and verified with a series of chiral fluorinated liquid-crystalline materials with lateral substitution on the molecular core. The self-assembling behaviour of new racemic materials was established. Upon cooling from the isotropic phase, all materials possessed orthogonal, synclinic and anticlinic smectic mesophases. The materials were available with four fluorine substitution patterns and in racemic and pure (R) and (S) enantiomer forms. Chiral high-performance liquid chromatography was accomplished using polysaccharide-based chiral stationary phases. All separations were performed in normal chromatographic mode, and the baseline separation of all enantiomer pairs was achieved using chiral stationary phases based on derivatised amylose and cellulose. The enantiomer elution order for racemic mixtures was verified by comparing their retention times with those of the respective pure (R) and (S) enantiomers. Interestingly, two materials demonstrated an unexpected switch in enantiomer elution order. This is very important information that is useful, for instance, for potential utilisation in preparative scale chiral chromatography. © 2020, © 2020 Informa UK Limited, trading as Taylor &amp; Francis Group.

Název v anglickém jazyce

Effective control of optical purity by chiral HPLC separation for ester-based liquid crystalline materials forming anticlinic smectic phases

Popis výsledku anglicky

Currently, effective control of optical purity by chiral separation of (S) and (R) enantiomers remains a relevant and highlighted task when designing new chiral organic materials in general, especially for self-assembling materials possessing synclinic and anticlinic smectic phases. An efficient methodology for accomplishing this task was developed and verified with a series of chiral fluorinated liquid-crystalline materials with lateral substitution on the molecular core. The self-assembling behaviour of new racemic materials was established. Upon cooling from the isotropic phase, all materials possessed orthogonal, synclinic and anticlinic smectic mesophases. The materials were available with four fluorine substitution patterns and in racemic and pure (R) and (S) enantiomer forms. Chiral high-performance liquid chromatography was accomplished using polysaccharide-based chiral stationary phases. All separations were performed in normal chromatographic mode, and the baseline separation of all enantiomer pairs was achieved using chiral stationary phases based on derivatised amylose and cellulose. The enantiomer elution order for racemic mixtures was verified by comparing their retention times with those of the respective pure (R) and (S) enantiomers. Interestingly, two materials demonstrated an unexpected switch in enantiomer elution order. This is very important information that is useful, for instance, for potential utilisation in preparative scale chiral chromatography. © 2020, © 2020 Informa UK Limited, trading as Taylor &amp; Francis Group.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

<a href="/cs/project/GA19-03564S" target="_blank" >GA19-03564S: Inteligentní supramolekulární fotochromní nanostruktury</a><br>

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2021

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Liquid Crystals

ISSN

0267-8292

e-ISSN

1366-5855

Svazek periodika

48

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

11

Strana od-do

43-53

Kód UT WoS článku

000551613100001

EID výsledku v databázi Scopus

2-s2.0-85088541457