Intrinsic chiral microporous polymer membranes by interfacial polymerization for precise enantioseparation

Enantiomers of chiral drugs frequently exhibit distinct pharmacological activities, metabolic pathways, rates of metabolism, and toxicological profiles. Consequently, the large-scale production of single enantiomers holds significant scientific and economic value. Membrane-based chiral separation presents considerable potential advantages, including low operational costs and high productivity, which have driven substantial research interest. In this study, we employed the chiral spirocyclic compound 1,1'-spirobiindane-7,7'-diol (SPINOL) as the aqueous-phase monomer to fabricate chiral polymers of intrinsic microporosity (CPIMs) membranes via interfacial polymerization (IP). The S-CPIMs/PAN composite membrane, synthesized on a polyacrylonitrile (PAN) substrate, demonstrated high enantioselectivity towards ibuprofen (PRF), achieving an enantiomeric excess ( ee ) of 95.4%. Mechanistically, this selectivity originates from transition-state energy differentials within transmembrane free-energy landscapes. Importantly, large-area, defect-free chiral membranes were successfully fabricated and engineered into functional membrane modules, which demonstrated exceptional homogeneity and stable performance.

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Publication Details

Journal
Advanced Membranes
Published
2025-10-29
DOI
https://doi.org/10.1016/j.advmem.2025.100185
Primary Topic
Plant Diversity and Evolution
Type
article
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article

Intrinsic chiral microporous polymer membranes by interfacial polymerization for precise enantioseparation

Advanced Membranes
Plant Diversity and Evolution
article

Intrinsic chiral microporous polymer membranes by interfacial polymerization for precise enantioseparation

article en

Abstract

Enantiomers of chiral drugs frequently exhibit distinct pharmacological activities, metabolic pathways, rates of metabolism, and toxicological profiles. Consequently, the large-scale production of single enantiomers holds significant scientific and economic value. Membrane-based chiral separation presents considerable potential advantages, including low operational costs and high productivity, which have driven substantial research interest. In this study, we employed the chiral spirocyclic compound 1,1'-spirobiindane-7,7'-diol (SPINOL) as the aqueous-phase monomer to fabricate chiral polymers of intrinsic microporosity (CPIMs) membranes via interfacial polymerization (IP). The S-CPIMs/PAN composite membrane, synthesized on a polyacrylonitrile (PAN) substrate, demonstrated high enantioselectivity towards ibuprofen (PRF), achieving an enantiomeric excess ( ee ) of 95.4%. Mechanistically, this selectivity originates from transition-state energy differentials within transmembrane free-energy landscapes. Importantly, large-area, defect-free chiral membranes were successfully fabricated and engineered into functional membrane modules, which demonstrated exceptional homogeneity and stable performance.

Advanced MembranesVol. 6
Minzu University of China (CN), South Central Minzu University (CN), Tiangong University (CN)
Affordable and clean energy
Openalex Percentile: Top 34%
Plant Diversity and Evolution
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Intrinsic chiral microporous polymer membranes by interfacial polymerization for precise enantioseparation · Advanced Membranes (2025) | TGRS Research Map | TGRS