High-performance enantioselective ion-exchange mixed matrix membranes based on PVDF and EVOH polymers with cinchona-derived chiral silica particles

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F25%3A43931790" target="_blank" >RIV/60461373:22310/25:43931790 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/60461373:22340/25:43931790

Výsledek na webu

<a href="https://www.sciencedirect.com/science/article/abs/pii/S0376738825006891?via%3Dihub" target="_blank" >https://www.sciencedirect.com/science/article/abs/pii/S0376738825006891?via%3Dihub</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.memsci.2025.124376" target="_blank" >10.1016/j.memsci.2025.124376</a>

Jazyk výsledku

angličtina

Název v původním jazyce

High-performance enantioselective ion-exchange mixed matrix membranes based on PVDF and EVOH polymers with cinchona-derived chiral silica particles

Popis výsledku v původním jazyce

Separation of racemic mixtures is pivotal and remains a challenging task since enantiomers exhibit identical physicochemical properties in achiral environments. Enantioselective membranes gain attention for their potential to achieve efficient and scalable chiral separation, offering a cost-effective and environmentally friendly alternative to traditional methods. Here, we present an innovative enantioselective ion-exchange mixed matrix membrane for the separation of racemic acids, involving quinidine-modified 5 μm silica particles dispersed in poly(ethylene-co-vinyl alcohol) (EVOH) or poly(vinylidene fluoride) (PVDF) matrices. The separation follows a sorption-driven mechanism based on the retarded transport model, requiring periodic regeneration using methanolic ammonium acetate solution. Optimal separation conditions for N-(3,5-dinitrobenzoyl)-leucine enantiomers were found at low ionic strength with a methanol, acetic acid, and ammonium acetate solvent system. Both PVDF-based membranes, prepared via non-solvent-induced phase separation (NIPS) with a high packing ratio of 1.2:1 (particle to polymer), and EVOH-based membranes with 1:1 ratio, prepared via combined vapour-induced phase separation (VIPS) and solvent-evaporation at 50 % relative humidity, achieved ≥98 % enantiomeric excess (ee) after five separation stages. Fluxes averaged on (1513 ± 255) mg/m2/h (PVDF) and (1190 ± 139) mg/m2/h (EVOH) at 1 mg/mL feed concentration with ∼5 % stage-over-stage recoveries. Pressure-driven enantioseparation using PVDF membranes required ∼20 stages to achieve &gt;90 % ee but provided ∼49 % recovery per stage. Leveraging the proven long-lasting performance of chromatographic enantioselective silica, the developed membranes enable scalable semi-continuous separation of acidic racemates. Attractively, this versatile approach is extendable to membranes selective for other chiral compounds. © 2025 Elsevier B.V.

Název v anglickém jazyce

High-performance enantioselective ion-exchange mixed matrix membranes based on PVDF and EVOH polymers with cinchona-derived chiral silica particles

Popis výsledku anglicky

Separation of racemic mixtures is pivotal and remains a challenging task since enantiomers exhibit identical physicochemical properties in achiral environments. Enantioselective membranes gain attention for their potential to achieve efficient and scalable chiral separation, offering a cost-effective and environmentally friendly alternative to traditional methods. Here, we present an innovative enantioselective ion-exchange mixed matrix membrane for the separation of racemic acids, involving quinidine-modified 5 μm silica particles dispersed in poly(ethylene-co-vinyl alcohol) (EVOH) or poly(vinylidene fluoride) (PVDF) matrices. The separation follows a sorption-driven mechanism based on the retarded transport model, requiring periodic regeneration using methanolic ammonium acetate solution. Optimal separation conditions for N-(3,5-dinitrobenzoyl)-leucine enantiomers were found at low ionic strength with a methanol, acetic acid, and ammonium acetate solvent system. Both PVDF-based membranes, prepared via non-solvent-induced phase separation (NIPS) with a high packing ratio of 1.2:1 (particle to polymer), and EVOH-based membranes with 1:1 ratio, prepared via combined vapour-induced phase separation (VIPS) and solvent-evaporation at 50 % relative humidity, achieved ≥98 % enantiomeric excess (ee) after five separation stages. Fluxes averaged on (1513 ± 255) mg/m2/h (PVDF) and (1190 ± 139) mg/m2/h (EVOH) at 1 mg/mL feed concentration with ∼5 % stage-over-stage recoveries. Pressure-driven enantioseparation using PVDF membranes required ∼20 stages to achieve &gt;90 % ee but provided ∼49 % recovery per stage. Leveraging the proven long-lasting performance of chromatographic enantioselective silica, the developed membranes enable scalable semi-continuous separation of acidic racemates. Attractively, this versatile approach is extendable to membranes selective for other chiral compounds. © 2025 Elsevier B.V.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

20402 - Chemical process engineering

Projekt

<a href="/cs/project/GA23-06152S" target="_blank" >GA23-06152S: Modulární přístup k chirálním membránám pro rozšiřitelnou enantioseparaci racemických léčiv</a><br>

Návaznosti

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

Rok uplatnění

2025

Kód důvěrnosti údajů

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

Název periodika

JOURNAL OF MEMBRANE SCIENCE

ISSN

0376-7388

e-ISSN

1873-3123

Svazek periodika

733

Číslo periodika v rámci svazku

September

Stát vydavatele periodika

BE - Belgické království

Počet stran výsledku

12

Strana od-do

124376

Kód UT WoS článku

001525705700002

EID výsledku v databázi Scopus

2-s2.0-105009340385