Please use this identifier to cite or link to this item: https://hdl.handle.net/10356/162117
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dc.contributor.authorOng, Chi Siangen_US
dc.contributor.authorOor, Jia Zhengen_US
dc.contributor.authorTan, Jonathan Shiliangen_US
dc.contributor.authorChew, Jia Weien_US
dc.date.accessioned2022-10-04T07:35:59Z-
dc.date.available2022-10-04T07:35:59Z-
dc.date.issued2022-
dc.identifier.citationOng, C. S., Oor, J. Z., Tan, J. S. & Chew, J. W. (2022). Enantiomeric separation of racemic mixtures using chiral-selective and organic-solvent-resistant thin-film composite membranes. ACS Applied Materials & Interfaces, 14(8), 10875-10885. https://dx.doi.org/10.1021/acsami.1c25175en_US
dc.identifier.issn1944-8244en_US
dc.identifier.urihttps://hdl.handle.net/10356/162117-
dc.description.abstractMembrane-based chiral separation has emerged as a promising method for the efficient separation of chiral molecules. Ideally, the membranes should be able to achieve good enantioselectivity, while maintaining high stability in harsh solvents. However, engineering membranes for chiral molecular separation in harsh organic solvent environments is still a big challenge. In this study, we fabricated a novel thin-film composite nanofiltration membrane composed of (2-hydroxypropyl)-beta-cyclodextrin (HP-β-CD) as the chiral selector for the enantiomeric separation of racemic 1-phenylethanol chiral compounds in organic solvents. The fabricated membrane achieved 60-80% enantioselectivity of R-phenylethanol over S-phenylethanol in nonpolar n-hexane. It was found that HP-β-CD played a critical role in the enantioselective performance, as the membrane without HP-β-CD showed no chiral selectivity. Molecular docking calculations substantiate the experiments by showing that the average free binding energy of S-phenylethanol with HP-β-CD is stronger than that of R-phenylethanol, indicating that the complex of S-phenylethanol with HP-β-CD has a higher thermodynamic stability and greater interaction. Furthermore, the crosslinked network between HP-β-CD and the polyamide layer conferred the membrane with solvent stability in nonpolar solvents. Moreover, this new membrane exhibited good solvent permeance and a molecular weight cutoff of around 650 g mol-1.en_US
dc.description.sponsorshipAgency for Science, Technology and Research (A*STAR)en_US
dc.description.sponsorshipEconomic Development Board (EDB)en_US
dc.description.sponsorshipMinistry of Education (MOE)en_US
dc.language.isoenen_US
dc.relationA20B3a0070en_US
dc.relationA2083c0049en_US
dc.relation2019-T1-002-065en_US
dc.relationRG100/19en_US
dc.relationMOE-MOET2EP10120-0001en_US
dc.relation.ispartofACS Applied Materials & Interfacesen_US
dc.rights© 2022 American Chemical Society. All rights reserved.en_US
dc.subjectEngineering::Chemical engineeringen_US
dc.titleEnantiomeric separation of racemic mixtures using chiral-selective and organic-solvent-resistant thin-film composite membranesen_US
dc.typeJournal Articleen
dc.contributor.schoolSchool of Chemical and Biomedical Engineeringen_US
dc.contributor.researchSingapore Membrane Technology Centreen_US
dc.contributor.researchNanyang Environment and Water Research Instituteen_US
dc.identifier.doi10.1021/acsami.1c25175-
dc.identifier.pmid35175724-
dc.identifier.scopus2-s2.0-85125393152-
dc.identifier.issue8en_US
dc.identifier.volume14en_US
dc.identifier.spage10875en_US
dc.identifier.epage10885en_US
dc.subject.keywordsChiral Separationen_US
dc.subject.keywordsHydroxypropyl-β-Cyclodextrinen_US
dc.description.acknowledgementWe acknowledge funding from the Singapore GSK (GlaxoSmithKline)-EDB (Economic Development Board) Trust Fund, A*STAR (Singapore) Advanced Manufacturing and Engineering (AME) under its Pharma Innovation Programme Singapore (PIPS) program (A20B3a0070), A*STAR (Singapore) Advanced Manufacturing and Engineering (AME) under its Individual Research Grant (IRG) program (A2083c0049), the Singapore Ministry of Education Academic Research Fund Tier 1 Grant (2019-T1-002-065; RG100/19), and the Singapore Ministry of Education Academic Research Fund Tier 2 Grant (MOE-MOET2EP10120-0001).en_US
item.grantfulltextnone-
item.fulltextNo Fulltext-
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