PREPARATION AND FUNCTIONALIZATION OF REACTIVE MONODISPERSE MACROPOROUS (CHLOROMETHYLSTYRENE-CO-STYRENE-CO-DIVINYLBENZENE) BEADS BY A STAGEDTEMPLATED SUSPENSION POLYMERIZATION

Reactive monodisperse porous (chloromethylstyrene-co-styrene-co-diviny lbenzene) beads have been prepared by a staged templated suspension po lymerization method with different concentrations of linear polystyren e porogen and chloromethylstyrene in the polymerization mixture. The p resence of a small amount of linear polystyrene in the polymerization mixture leads to a dramatic increase in both the pore size and the por e volume of the resulting beads. In contrast, addition of chloromethyl styrene leads to lower surface areas and smoother surfaces due to the reduced compatibility between the polystyrene porogen and the newly fo rmed crosslinked chains. The modification of chloromethylstyrene beads by Gabriel synthesis to obtain aminated beads has also been studied. The final number of primary amino groups is related to the starting co ncentration of functional benzyl chloride moieties rather than to the porous properties. Both pi-basic and pi-acidic type chiral selectors, (R)-1-(1-naphthyl)ethylamine and (R)-N-(3,5-dinitrobenzoyl)phenylglyci ne, respectively, have been attached to the amino functionalized beads , and the resulting chiral beads have been used in the model HPLC sepa rations of enantiomers. (C) 1997 John Wiley & Sons, Inc.