Intermediates and monomers for vapor phase deposition and polybenzoxazoles

Abstract

Abstract-New multifunctionalized aliphatic and aromatic benzoxazoles have been synthesized as potential intermediates for benzoxazole cyclic dimers and soluble polymeric precursors to fully conjugated vinylene phenylene polymer structures. Aliphatic benzoxazoles were found to undergo hydrolysis under the normal basic conditions required for carbon-carbon coupling reactions to form cyclic dimers. In attempts to form aromatic benzoxazole cyclic dimers, polymerization occurred, demonstrating facile reaction. Although benzoxazole cyclic dimers were never isolated for vapor phase deposition-polymerization, the new functionalized benzoxazoles synthesized here, namely the dihalomethyl and monohalomethyl derivatives, are being investigated as potential vapor phase deposition-polymerization monomers.