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Issue 25, 2020
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Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)

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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.

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

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Article information


Submitted
31 Mar 2020
Accepted
10 May 2020
First published
11 May 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 6582-6589
Article type
Edge Article

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

B. D. Egleston, M. C. Brand, F. Greenwell, M. E. Briggs, S. L. James, A. I. Cooper, D. E. Crawford and R. L. Greenaway, Chem. Sci., 2020, 11, 6582
DOI: 10.1039/D0SC01858A

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