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    Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)

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    Publication date
    2020-07
    Author
    Egleston, B.D.
    Brand, M.C.
    Greenwell, F.
    Briggs, M.E.
    James, S.L.
    Cooper, A.I.
    Crawford, Deborah E.
    Greenaway, R.L.
    Keyword
    Twin screw extrusion (TSE)
    Continuous synthesis
    Scalable synthesis
    Porous organic cage (CC3)
    Rights
    © The Royal Society of Chemistry 2020. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence (https://creativecommons.org/licenses/by-nc/3.0/).
    Peer-Reviewed
    Yes
    
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    Abstract
    The continuous and scalable synthesis of a porous organic cage (CC3), obtained through a 10-component imine polycondensation between triformylbenzene and a vicinal diamine, was achieved using twin screw extrusion (TSE). Compared to both batch and flow syntheses, the use of TSE enabled the large scale synthesis of CC3 using minimal solvent and in short reaction times, with liquid-assisted grinding (LAG) also promoting window-to-window crystal packing to form a 3-D diamondoid pore network in the solid state. A new kinetically trapped [3+5] product was also observed alongside the formation of the targeted [4+6] cage species. Post-synthetic purification by Soxhlet extraction of the as-extruded ‘technical grade’ mixture of CC3 and [3+5] species rendered the material porous.
    URI
    http://hdl.handle.net/10454/17844
    Version
    Published version
    Citation
    Egleston BD, Brand MC, Greenwell F et al (2020) Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE). Chemical Science. 11(25): 6582-6589.
    Link to publisher’s version
    https://doi.org/10.1039/D0SC01858A
    Type
    Article
    Collections
    Life Sciences Publications

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