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Macroporous monolithic poly(4-vinylbenzyl chloride) columns for organic synthesis facilitation by in situ polymerization of high internal phase emulsions
Kovačič, Sebastijan ; Krajnc, Peter, 1970-
PolyHIPE materials are produced by polymerizing the continuous phase of emulsions where the internal phase volume fraction is higher than 74%. Columns of flow-through supports for immobilized ...scavengers and reagents were prepared by polymerizing the continuous phase of high internal phase emulsions containing 4-vinylbenzyl chloride and divinylbenzene. Emulsions were placed in containers and polymerized in situ. Highly porous (80% pore volume) monolithic columns with chloromethyl functionalities and crosslinked with divinylbenzene (6% or 40%) were obtained and functionalized by a flow-through method, immobilizing tris(2-aminoethyl)amine, diethanolamine, and 4-bromophenylboronic acid. Columns with immobilized tris(2-aminoethyl)amine were applied for the effective removal of acid chlorides from the solution pumped through the column. Flow properties (back pressure versus flow rate) were characterized for dichloromethane, N,N-dimethylformamide and acetonitrile. High effectiveness of columns were demonstrated by an over 90% of acid chloride removal from the solution after a single pass-flow of the solution through the column. The morphology of the column material was characterized by scanning electron microscopy and showed no damage of the material after the flow-through utilization. Good permeative properties of the interconnected porous structure make polyHIPE columns good candidates for supports for reagents and catalysts.
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