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Heteroatom Role in Polymeric Dioxyselenophene/Dioxythiophene Systems for Color and Redox Control
James F Ponder1, Sandra L Pittelli1, John R Reynolds1
1School of Chemistry and Biochemistry, School of Materials Science and Engineering, Center for Organic Photonics and Electronics, Georgia Tech Polymer Network, Georgia Institute of Technology, Atlanta, Georgia 30332-0400, United States.
Abstract:
The first example of a solution processable dioxythiophene-alt-dioxyselenophene polymer, ProDOT-EDOS, prepared via direct (hetero)arylation polymerization is reported and its optical and electrochemical properties are compared to the all thiophene analog, ProDOT-EDOT, and other relevant dioxythiophene polymers. By substituting the sulfur atom for a selenium atom on one of the monomers in the repeat unit a significant red-shift of both the neutral (41 nm, 132 meV) and polaronic (106 nm, 126 meV) absorbances results, as well as a 160 mV reduction in the onset of oxidation compared to ProDOT-EDOT. Spray-cast films of the polymer electrochemically switch from a vibrant blue charge neutral state to a color neutral and highly transmissive oxidized state.
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