Benzobisazoles are electron deficient moieties whose polymers are known to possess high thermal and mechanical strength. To date, howeverm they have not been well developed for semiconducting applications due to their poor solubility in organic solvents and an inability to functionalize these materials. This thesis describes the synthesis and properties of a variety of new benzobisazole-containing conjugated polymers and reports their performance in organic light-emitting diodes. The new polymers are soluble in common organic solvents and have been synthetically tuned to possess a wide variety of properties by copolymerizing benzobisazole with an assortment of different comonomers. Furthermore, the first examples of benzobisoxazole-containing polymers with backbone connectivity at the 4 and 8-position are reported. This change in connectivity is shown to decrease the optical bandgap of these materials as well as improve their performance in guest-host light-emitting diodes.