G. Barbiero et As. Hay, NOVEL REDOX POLYMERS AND THEIR USE AS POLYMERIC REAGENTS IN ORGANIC-SYNTHESIS, Journal of macromolecular science. Pure and applied chemistry, A35(5), 1998, pp. 793-810
We have synthesized high molecular weight poly(aryl ether)s which cont
ain a stable hindered biphenoxy radical in the backbone of the polymer
chain. These high molecular weight biphenoxy radicals on reaction wit
h methylene groups formed insoluble polymers which could not be charac
terized fully. Lower molecular weight copolymers were prepared which o
n reaction with molecules containing methylene groups gave soluble pol
ymers with attached ether or acetal groups. Acid cleavage regenerated
the original polymer containing hindered biphenol groups along with th
e corresponding alcohol or aldehyde derived from the original methylen
e compound.