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UBC Theses and Dissertations

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UBC Theses and Dissertations

Development of organic pi-conjugated materials : bonding and structural morphology Thompson, Kyle


Organic semiconductors, which commonly contain π-conjugated systems, have many advantages over inorganic semiconductors. These advantages have generated significant research interest and have allowed for their successful use in a variety of electronic and optoelectronic devices, such as organic light emitting diodes. Herein, we demonstrate a novel method for the synthesis of nitrogen-containing π-conjugated luminescent materials. The typical synthetic methods suffer from disadvantages such as harsh reaction conditions, expensive metal catalysts, and stoichiometric reagents. By using hydroamination, an atom-economic catalytic route to amine-containing compounds, we demonstrate an alternative synthetic method which circumvents these limitations. We also demonstrate a novel synthetic route to polymeric organic semiconducting materials with a fiber-like morphology. Many of the existing methods suffer from the limitation of requiring very specific conditions and monomers. Employing the grafting-from method of bottlebrush synthesis, RAFT and SET-LRP polymerization techniques are used to produce long fiber-like nanowires from arbitrary semiconducting monomers. These cylindrical nanofibers can be applied to a diverse range of organic semiconductors, with potential applications in macroscale optoelectronic devices or as functional nanoscale objects.

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