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



Egleston, Benjamin D, Brand, Michael C, Greenwell, Francesca, Briggs, Michael E, James, Stuart L, Cooper, Andrew I, Crawford, Deborah E and Greenaway, Rebecca L
(2020) Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE). CHEMICAL SCIENCE, 11 (25). pp. 6582-6589.

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Abstract

The continuous and scalable synthesis of a porous organic cage (<b>CC3</b>), 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 <b>CC3</b> 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 <b>CC3</b> and [3+5] species rendered the material porous.

Item Type: Article
Uncontrolled Keywords: 3403 Macromolecular and Materials Chemistry, 34 Chemical Sciences
Depositing User: Symplectic Admin
Date Deposited: 22 Jul 2020 08:52
Last Modified: 20 Jun 2024 18:11
DOI: 10.1039/d0sc01858a
Related URLs:
URI: https://livrepository.liverpool.ac.uk/id/eprint/3094871