Synthesis of functionalized linear poly(divinylbenzene). II. Synthesis of poly(divinylbenzene) with hydroxyl pendants and/or endgroups

Poly(divinylbenzene) poly(DVB)] derivatives having hydroxyl terminals and/or pendants were synthesized by chemical modifications (hydration and hydroxylation) of unsaturated linear poly(DVB) ( I ), which was prepared by the polymerization of DVB catalyzed by acetyl perchlorate. Hydroboration of both terminal and in-chain carbon–carbon double bonds in I with BH₃.THF complex yielded a fully hydrated poly(DVB) II , in which hydrophilic and hydrophobic groups are placed alternately. Selective hydroboration of the vinyl endgroups in I with 9-borabicyclo3.3.1]nonane led to an α,ω-dihydroxy-poly(DVB) ( III ). Reaction of I with m-chloroperbenzoic acid gave fully epoxidated poly(DVB) IV , which was subsequently hydrated to yield polymer V consisting of glycol repeat units and terminals. The physical properties and reactions (chain extension and crosslinking) of these polymers were also studied.