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Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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 scal...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7448373/ https://www.ncbi.nlm.nih.gov/pubmed/32874520 http://dx.doi.org/10.1039/d0sc01858a |
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author | Egleston, Benjamin D. Brand, Michael C. Greenwell, Francesca Briggs, Michael E. James, Stuart L. Cooper, Andrew I. Crawford, Deborah E. Greenaway, Rebecca L. |
author_facet | Egleston, Benjamin D. Brand, Michael C. Greenwell, Francesca Briggs, Michael E. James, Stuart L. Cooper, Andrew I. Crawford, Deborah E. Greenaway, Rebecca L. |
author_sort | Egleston, Benjamin D. |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-7448373 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-74483732020-08-31 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. Greenaway, Rebecca L. Chem Sci Chemistry 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. Royal Society of Chemistry 2020-05-11 /pmc/articles/PMC7448373/ /pubmed/32874520 http://dx.doi.org/10.1039/d0sc01858a Text en This journal is © The Royal Society of Chemistry 2020 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
spellingShingle | Chemistry Egleston, Benjamin D. Brand, Michael C. Greenwell, Francesca Briggs, Michael E. James, Stuart L. Cooper, Andrew I. Crawford, Deborah E. Greenaway, Rebecca L. Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE) |
title | Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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title_full | Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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title_fullStr | Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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title_full_unstemmed | Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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title_short | Continuous and scalable synthesis of a porous organic cage by twin screw extrusion (TSE)
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title_sort | continuous and scalable synthesis of a porous organic cage by twin screw extrusion (tse) |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7448373/ https://www.ncbi.nlm.nih.gov/pubmed/32874520 http://dx.doi.org/10.1039/d0sc01858a |
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