Preparation of PSEBS membranes bearing (S)-(−)-methylbenzylamine as chiral selector

Otmar, Miroslav; Gaálová, Jana; Žitka, Jan; Brožová, Libuše; Cuřínová, Petra; Kohout, M.; Hovorka, Š.; Bara, J. E.; Van der Bruggen, B.; Jirsák, J.; Izák, Pavel

doi:https://dx.doi.org/10.1016/j.eurpolymj.2019.109381

Number of the records: 1

Preparation of PSEBS membranes bearing (S)-(−)-methylbenzylamine as chiral selector

1.

SYSNO ASEP	0518380
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Preparation of PSEBS membranes bearing (S)-(−)-methylbenzylamine as chiral selector
Author(s)	Otmar, Miroslav (UMCH-V)_{RID, ORCID} Gaálová, Jana (UCHP-M)_{RID, SAI, ORCID} Žitka, Jan (UMCH-V)_RID Brožová, Libuše (UMCH-V)_{RID, ORCID} Cuřínová, Petra (UCHP-M)_{RID, SAI, ORCID} Kohout, M. (CZ) Hovorka, Š. (CZ) Bara, J. E. (US) Van der Bruggen, B. (BE) Jirsák, J. (CZ) Izák, Pavel (UCHP-M)_{RID, ORCID, SAI}
Article number	109381
Source Title	European Polymer Journal. - : Elsevier - ISSN 0014-3057 Roč. 122, 5 January (2020), s. 1-6
Number of pages	6 s.
Language	eng - English
Country	GB - United Kingdom
Keywords	optical resolution ; racemic mixture ; membrane technology
Subject RIV	CI - Industrial Chemistry, Chemical Engineering
OECD category	Chemical process engineering
Subject RIV - cooperation	Institute of Chemical Process Fundamentals - Industrial Chemistry, Chemical Engineering
R&D Projects	GA17-00089S GA ČR - Czech Science Foundation (CSF)
Method of publishing	Limited access
Institutional support	UMCH-V - RVO:61389013 ; UCHP-M - RVO:67985858
UT WOS	000509784900049
EID SCOPUS	85076056630
DOI	10.1016/j.eurpolymj.2019.109381
Annotation	Nowadays, there is a strong need for replacement of racemates by enantiomerically pure drugs. Enantioseparation on polymer membranes seems to be one of the promising and economically feasible technologies for this purpose. As a material for membrane construction, linear polymer molecules bearing covalently bonded chiral selectors are very promising according to recent reports. A membrane formed from chloromethylated polystyrene-block-poly(ethylene-ran-butylene)-block-polystyrene (PSEBS) was cast and subsequently functionalized with a chiral selector (S)-(−)-α-methylbenzylamine. In preferential sorption experiments with racemic tryptophan and ibuprofen, the prepared membrane exhibited a higher affinity to l-tryptophan and (R)-(−)-ibuprofen than to corresponding enantiomers. The significant change in peak ratio from 48:52 to 60:40 (d-tryptophan:l-tryptophan) was observed. This indicates the high potential of the covalently bonded (S)-(−)-α-methylbenzylamine selector for the fabrication of membranes selective towards chiral acids and ampholytes.
Workplace	Institute of Macromolecular Chemistry
Contact	Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358
Year of Publishing	2021
Electronic address	https://www.sciencedirect.com/science/article/pii/S0014305719311930?via%3Dihub

Number of the records: 1