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

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.

SUBMITTER: Egleston BD

PROVIDER: S-EPMC7448373 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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

Egleston Benjamin D BD Brand Michael C MC Greenwell Francesca F Briggs Michael E ME James Stuart L SL Cooper Andrew I AI Crawford Deborah E DE Greenaway Rebecca L RL

Chemical science 20200511 25

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 ne ...[more]

PMID: 32874520

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