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Controlling the Physical Properties of Organic Semiconductors through Siloxane Chemistry and other Organic Electronic Materials

Triarylamine type materials with vastly altered physical properties are synthesized by hybridizing organic semiconducting structures with silicone and siloxane groups. By altering the silicon content of these materials, we can tune their physical composition from free flowing liquids, to amorphous glasses, to cross-linked films. Much of this modification is enabled by the unique use of a metal-free Si-H activation chemistry; the Piers-Rubinsztajn reaction. This chemistry is demonstrated to be a general and rapid way to build up hybrid semiconducting structures. Key to the utility of these materials in electronic devices, it is shown that hybridization with silicon groups has a negligible effect on the useful electrochemical properties of the base materials. Building on this, it is shown that charge carrier mobility through a prototypical liquid organic semiconductor is similar to the base materials and transport is described by existing dispersive transport theories. Finally, two side projects in the area of organic electronics are discussed. New phthalonitrile based fluorophores are characterized and their utility as deep-blue emitting dopants in organic light emitting diodes is demonstrated. These same π-extended phthalonitriles can also be used as precursors to new red-shifted BsubPcs which display exceptional electrochemical stability and tuning.

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:OTU.1807/43611
Date10 January 2014
CreatorsKamino, Brett Akira
ContributorsBender, Timothy
Source SetsLibrary and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada
Languageen_ca
Detected LanguageEnglish
TypeThesis

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