Perfluoroaryl derivatized siloles and thiophenes for use as advanced electronic materials

ORGN 293

Katharine Geramita, geramita@berkeley.edu and Don Tilley. Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720
A series of novel perfluoroaryl derivatives of siloles and thiophenes were synthesized via nucleophilic aromatic substitution. The silole and thiophene moieties were symmetrically substituted at the 2 and 5 positions, while the bithiophene units were modified at the 5 and 5' positions. The perfluoroaryl substrates that were investigated include hexafluorobenzene, octafluoronapthalene and decafluorobiphenyl. The solution state absorption/emission properties and the electrochemical behavior were determined as a preliminary gauge of the suitability of these materials for use in electron transporting and light emitting applications. Initial performance in thin film devices will also be described.