Date of Award


Document Type

Campus Access Dissertation


Chemistry and Biochemistry



First Advisor

John J. Lavigne


Functionalized conjugated polymers have been used extensively for chemosensor development. However, synthesis of poly(thiophene)s with useful side-chain functional groups has often been difficult due to functional group incompatibility with synthetic procedures. Recently, we have developed a unique side-chain functional group transformation to create an electrophilic handle that can be substituted with numerous nucleophilic groups to introduce recognition elements. By repeating this substitution process, highly functionalized random-co-poly(thiophene)s, often difficult to synthesize by other methods, were obtained. In addition, we have recently developed an approach to the preparation of resin-immobilized poly(thiophene)s. Further side-chain modification of the conjugated polymers, introduced diverse functionalities useful for generating new solid state chemosensors. These resin-immobilized poly(thiophene)s showed spectroscopic properties similar to those in solutions. Preliminary sensing studies showed colorimetric and fluorometric changes upon exposure to acidic, basic and electron deficient aromatic compounds.