The HRP-catalyzed oligomerization of hydrophobic bifunctional phenols in water was realized by the use of 2,6-di-O-methylated β-cyclodextrin. The molecular weights of the resulting oligomers were in the same region as they were reached by conventional HRP-catalyzed oligomerizations in water/dioxane-mixtures. The polymerizable moieties, maleimide and methacrylamide, were not affected during the oligomerization process, as proofed by NMR, MALDI-TOF and FT-IR measurements. It was therefore possible to get soluble functionalized oligomers, which were crosslinked via radical copolymerization with suitable components (styrene, MMA) or heating.
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Reihmann et al. (2000) studied this question.