Amino-functionalized monolithic polymer for continuous flow organic synthesis

CHED 347

Jennifer A Tripp, trippj2@scranton.edu and Trevor P Needham. Department of Chemistry, University of Scranton, 223 Monroe Avenue, Scranton, PA 18510
Rigid macroporous polymer monoliths, introduced in the early 1990s as an alternative to beads for chromatographic applications, have in the past few years have found uses ranging from organic synthesis to microfluidics. The fast mass transfer that is a result of the unique pore structure of these materials makes them ideal for high-throughput continuous flow organic synthesis. Here we report the preparation and use of an amino-functionalized monolith. A poly(styrene-co-divinylbenzene) monolith was prepared using an excess of the crosslinking monomer, thus providing a surface of polymerizable alkenes for grafting N-vinylacetamide. The amide on the grafted polymer was then cleaved to form an amine group. This new monolith has demonstrated excellent potential for scavenging electophiles, with applications in combinatorial and continuous flow organic synthesis.