Functionalization of poly(organophospahzenes). Part III. Synthesis of phosphazene materials containing carbon-carbon double bond and epoxide groups

The chemical modification of hydroxylic group-containing cyclo- and poly-phosphazenes to introduce ethylenic and epoxide functionalities is reported. Thus, hexakis(4-hydroxyphenoxy)cyclophosphazene and poly[bis(4-hydroxyphenoxy)phosphazene] were reacted with carboxylic acids, acyl chlorides and α-bromo-methylene derivatives containing carbon-carbon double bonds, in the presence of bases or suitable condensing agents, to give unsaturated phosphazenes. These substrates were epoxidized successively under mild experimental conditions by reaction with m-chloroperbenzoic acid to produce epoxide-containing phosphazene materials. Possible practical exploitation of these new derivatives is discussed. © 1993.