The aromatic pyrimidine building block has electron withdrawing character, can participate in dipolar interactions and displays pH sensitivity. Moreover, the nitrogen atoms in pyrimidine can participate in hydrogen bonding and also can chelate various metal ions. These desirable properties makes pyrimidine an attractive building block for the synthesis of conjugated polymers for which one can envision the formation of various supramolecular assemblies that can be used in sensing applications. Various cross-coupling reactions with halogenated pyrimidine have been reported. For example, Suzuki, Stille, Negishi, Sonogashira and Kumadacross-coupling reactions have been employed for the synthesis of conjugated systems. The synthesis of various vinyl pyrimidines through aldol reactions of methyl-substituted pyrimidines have also been reported and the compounds have been employed as liquid crystals and non-linear optical materials. We are reporting here the synthesis and characterization of novel pyrimidine conjugated polymers by the aldol condensation reaction of 2-decyloxy-4,6-dimethylpyrimidine and various aromatic dialdehydes. Soluble polymers containing pyrimidine can thus be obtained. The performance of these polymers in various devices will be detailed. In addition, the thermal annealing of suitable pyrimidine polymers will be shown to demonstrate the graphitization of the polymer into layered graphene-like sheets that are nitrogen doped due to the amount of pyrimidine in the preannealed polymer.

Synthesis and characterization of novel semiconducting polymers containing pyrimidine

247th National Meeting (2014)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.