4.6 Article

Optically Active, Magnetic Microparticles: Constructed by Chiral Helical Substituted Polyacetylene/Fe3O4 Nanoparticles and Recycled for Uses in Enantioselective Crystallization

Journal

INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
Volume 53, Issue 44, Pages 17394-17402

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ie503114z

Keywords

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Funding

  1. National Natural Science Foundation of China [21274008, 21174010, 20974007]
  2. Funds for Creative Research Groups of China [51221002]
  3. Specialized Research Fund for the Doctoral Program of Higher Education [SRFDP 20120010130002]

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This paper reports a novel category of optically active magnetic microparticles (OAMMPs), which are exclusively constructed by helical polymer chains and Fe(3)O4 nanoparticles. The resulting microparticles exhibit remarkable optical activity and magnetic property, according to circular dichroism (CD) and UVvis spectroscopy and vibrating sample magnetometry characterizations. Alkynyl-modified Fe3O4 nanoparticles are employed as a comonomer to fabricate the microparticles. The OAMMPs are further used as a chiral additive to induce enantioselective crystallization of racemic alanine. l-Alanine is preferentially induced to crystallize, forming rod-like crystals, according to CD and scanning electron microscopy characterizations. Also remarkably, the particles possess rapid magnetic responsivity, making it possible to be recycled and reused. The initially induced crystals are further enantioselectively crystallized twice and thrice, and the enantiomeric excess can be increased to 90%. Recyclability of the particles is also clearly verified. The present study not only provides a novel type of advanced functional materials but also creates a green strategy for chiral resolution and purification.

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