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    Facile Synthesis and Study of Microporous Catalytic Arene-Norbornene Annulation–Tröger’s Base Ladder Polymers for Membrane Air Separation

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    2020 CANAL-TB.pdf
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    Type
    Article
    Authors
    Ma, Xiaohua
    Lai, Holden W. H. cc
    Wang, Yingge
    Alhazmi, Abdulrahman cc
    Xia, Yan cc
    Pinnau, Ingo cc
    KAUST Department
    Advanced Membranes and Porous Materials Research Center
    Biological and Environmental Sciences and Engineering (BESE) Division
    Chemical Engineering Program
    Physical Science and Engineering (PSE) Division
    Date
    2020-04-24
    Online Publication Date
    2020-04-24
    Print Publication Date
    2020-05-19
    Embargo End Date
    2021-04-24
    Submitted Date
    2020-02-18
    Permanent link to this record
    http://hdl.handle.net/10754/662632
    
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    Abstract
    We report the facile synthesis and study of two soluble microporous ladder polymers, CANAL–TBs, by combining catalytic arene-norbornene annulation (CANAL) and Tröger’s base (TB) formation. The polymers were synthesized in two steps from commercially available chemicals in high yields. CANAL–TBs easily formed mechanically robust films, were thermally stable up to 440 °C, and exhibited very high Brunauer–Teller–Emmett surface areas of 900–1000 m2 g–1. The gas separation performance of the CANAL–TBs for the O2/N2 pair is located between the 2008 and 2015 permeability/selectivity upper bounds. After 300 days of aging, CANAL–TBs still exhibited O2 permeability of 200–500 barrer with O2/N2 selectivity of about 5. The polymer with more methyl substituents exhibited higher permeability and slightly larger intersegmental spacing as revealed by WAXS, presumably due to more frustrated chain packing. The facile synthesis, excellent mechanical properties, and promising air separation performance of the CANAL–TB polymers make them attractive membrane materials for various air separation applications, such as aircraft on-board nitrogen generation and oxygen enrichment for combustion.
    Citation
    Ma, X., Lai, H. W. H., Wang, Y., Alhazmi, A., Xia, Y., & Pinnau, I. (2020). Facile Synthesis and Study of Microporous Catalytic Arene-Norbornene Annulation–Tröger’s Base Ladder Polymers for Membrane Air Separation. ACS Macro Letters, 680–685. doi:10.1021/acsmacrolett.0c00135
    Sponsors
    This work was supported by funding (BAS/1/1323-01-01) from King Abdullah University of Science and Technology and the Stanford Natural Gas Initiative. H. W. H. Lai is supported by NSF-GRFP (DGE-156518).
    Publisher
    American Chemical Society (ACS)
    Journal
    ACS Macro Letters
    DOI
    10.1021/acsmacrolett.0c00135
    Additional Links
    https://pubs.acs.org/doi/10.1021/acsmacrolett.0c00135
    ae974a485f413a2113503eed53cd6c53
    10.1021/acsmacrolett.0c00135
    Scopus Count
    Collections
    Articles; Biological and Environmental Science and Engineering (BESE) Division; Advanced Membranes and Porous Materials Research Center; Physical Science and Engineering (PSE) Division; Chemical Engineering Program

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