A continuous-flow electrophile scavenger prepared by a simple grafting procedure |
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Authors: | Jennifer A. Tripp Trevor P. Needham Erin M. Ripp Brian G. Konzman Paul J. Homnick |
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Affiliation: | University of Scranton, Department of Chemistry, 800 Linden Street, Scranton, PA 18510, USA |
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Abstract: | A versatile method for grafting reactive polymer onto macroporous polymer monoliths has been developed, and this method used to prepare a monolith containing primary amines. Reactive polymer was grafted onto residual olefins within the crosslinked monoliths using free-radical polymerization, and without requiring any pre-grafting activation. Capacities of the grafted monoliths were easily controlled by altering the composition of the grafting solution. Grafting N-vinylacetamide, followed by amide cleavage using hydrazine, afforded a monolith containing primary amine groups that was used for efficient continuous-flow scavenging of isocyanates, with 92% of phenyl isocyanate removed from solution in a reaction with a residence time of 49 min. High levels of scavenging required only a small excess of polymeric amine. |
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