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<p>This study presents the development of sulfobutyl ether-β-cyclodextrin (SBE-β-CD) functionalized polyvinylidene fluoride (PVDF) hollow fiber composite membranes for chiral separation applications. Through surface grafting and comprehensive characterization using scanning electron microscopy, contact angle measurements, and Fourier-transform infrared spectroscopy, we demonstrated the successful immobilization of SBE-β-CD on PVDF membranes. The research systematically investigated and optimized key separation parameters including β-CD derivative selection, SBE-β-CD concentration (45 mM), solution pH (6.0), cross-flow duration, and amlodipine concentration (0.1 mM). The optimized composite membranes exhibited excellent enantioselective performance, achieving 36.5% enantiomeric excess for S-amlodipine with a separation factor of 2.15, attributed to the synergistic effects of electrostatic interactions between sulfobutyl groups and amlodipine enantiomers combined with selective permeation through the hydrophobic cavity structure. This membrane-based separation technology represents a significant advancement in chiral separation methodologies by eliminating the requirement for exogenous chiral selectors while offering operational simplicity, energy efficiency, and scalability. The findings provide both fundamental insights into cyclodextrin-mediated chiral recognition mechanisms and practical solutions for industrial-scale production of enantiomerically pure pharmaceuticals, with potential applications extending beyond amlodipine to other chiral drug separation systems. The work establishes a novel platform technology that bridges the gap between laboratory-scale chiral separation and industrial pharmaceutical manufacturing requirements.</p> Graphical Abstract <p></p>

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Engineered β-CD hollow fiber composite membranes enable high-performance chiral separation of amlodipine

  • 期刊论文

  • 发表日期：

    2025年12月19日

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  • Hang Gong,
  • Xiaoli Ouyang,
  • Feng Chen,
  • Chunyan Chen,
  • Changqun Cai

摘要

This study presents the development of sulfobutyl ether-β-cyclodextrin (SBE-β-CD) functionalized polyvinylidene fluoride (PVDF) hollow fiber composite membranes for chiral separation applications. Through surface grafting and comprehensive characterization using scanning electron microscopy, contact angle measurements, and Fourier-transform infrared spectroscopy, we demonstrated the successful immobilization of SBE-β-CD on PVDF membranes. The research systematically investigated and optimized key separation parameters including β-CD derivative selection, SBE-β-CD concentration (45 mM), solution pH (6.0), cross-flow duration, and amlodipine concentration (0.1 mM). The optimized composite membranes exhibited excellent enantioselective performance, achieving 36.5% enantiomeric excess for S-amlodipine with a separation factor of 2.15, attributed to the synergistic effects of electrostatic interactions between sulfobutyl groups and amlodipine enantiomers combined with selective permeation through the hydrophobic cavity structure. This membrane-based separation technology represents a significant advancement in chiral separation methodologies by eliminating the requirement for exogenous chiral selectors while offering operational simplicity, energy efficiency, and scalability. The findings provide both fundamental insights into cyclodextrin-mediated chiral recognition mechanisms and practical solutions for industrial-scale production of enantiomerically pure pharmaceuticals, with potential applications extending beyond amlodipine to other chiral drug separation systems. The work establishes a novel platform technology that bridges the gap between laboratory-scale chiral separation and industrial pharmaceutical manufacturing requirements.

Graphical Abstract