Polymerization of diazoacetates is a useful method for preparing C-C main chain polymers bearing an ester substituent on each main chain carbon atom [poly(substituted methylene)s]. However, the substituents introduced into the side chain were limited to hydrophobic groups, and controlled and stereospecific polymerization has not been achieved so far. Recently, we have successfully synthesized poly(substituted methylene)s with hydrophilic groups including hydroxy group and oligo(ethylene glycol) units; the resulting polymers were found to show higher hydrophilicity compared to the corresponding vinyl polymer counterparts. In addition, we have succeeded in controlling the polymerization of diazoacetates for the first time by employing cyclophosphazene-containing diazoacetates as monomers. Furthermore, we have found that the polymerization using a new initiating system, amidinate/Pd, proceeds with significantly higher stereoregularity compared to those with previously reported Pd-based initiating systems.

Advances in Pd-initiated polymerization of diazoacetates: From variety of functional groups, living polymerization system, to high stereoregularity

253rd National Meeting (2017)

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