Tuning solid-state photoluminescence frequencies and efficiencies of oligomers containing one central thiophene-S,S-dioxide unit

We have synthesized thienylene- and phenylene-based oligomers displaying solid-state photoluminescence efficiencies up to 70% and photoluminescence frequencies which cover the entire visible range. All compounds contain one central nonaromatic thienyl-1,1-dioxide moiety in the main chain. The tuning of the light-emission frequency was achieved by progressively varying the degree of pi-pi electron delocalization between the nonaromatic moiety and the alpha -linked aromatic rings. All compounds displayed greater electron affinities than thienylene or phenylene oligomers of comparable lengths, as deduced from the reduction potentials measured by cyclic voltammetry.