Synthesis of copolymer beads with various phenolic derivatives attached via different linkages and their antioxidation activity

Macroporous copolymer beads with various phenolic derivatives introduced via three types of linkages—amide, methylene, and ether—were prepared from chloromethyl styrene/tetra(ethylene glycol) dimethacrylate copolymer beads. The antioxidation activity of these phenolic copolymer beads was investigated by the measurement of the inhibition activity against the hydroperoxidation of 1,4-dioxane. The phenolic copolymer beads with the dihydroxybenzene moiety exhibited the highest antioxidation activity, and the antioxidation activity of methylene- or ether-linked phenolic copolymer beads was higher than that of amide-linked copolymer beads. Thus, the antioxidation activity of the phenolic copolymer beads was affected by not only the kinds of phenolic moieties attached but also the type of linkage group. In addition, the swelling of the copolymer beads in an organic solvent was greatly affected by the linkage type of the phenolic copolymer beads. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008