Synthesis and Characterization of Thermally Curable Benzoxazine-Functionalized Polystyrene Macromonomers

Macromolecular Rapid Communications


Baris Kiskan, Demet Colak, Ali Ekrem Muftuoglu, Ioan Cianga, Yusuf Yagci


Thermally curable benzoxazine ring-containing polystyrene macromonomers were synthesized and characterized. 1,4-Dibromo-2,5-bis(bromomethyl)benzene and 1,4-dibromo-2-(bromomethyl)benzene were used as initiators in the atom transfer radical polymerization of styrene. The resulting polymers were used in combination with 3-aminophenylboronic acid hemisulfate, for a Suzuki coupling. The obtained polymers, with amino groups in the middle or end of the chains, were reacted with formaldehyde and phenol to yield benzoxazine ring-containing macromonomers. In addition to the glass transition temperature of the
polystyrene segment observed at ca. 105oC, differential scanning calorimetry thermograms exhibit an exotherm at ca. 276oC corresponding to the oxazine thermal polymerization. Both macromonomers undergo thermal curing with the
formation of thermosets having polystyrene segments.

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