Synthesis, Structure, Physical Properties, and Displacement Current Measurement of an n-Type Organic Semiconductor: 2:3,5:6-Bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone

An n-type organic semiconductor 2:3,5:6-bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone (BDQ) has been successfully synthesised and characterised. The single crystal structure of BDQ, determined by single-crystal X-ray crystallography, indicated that BDQ is a planar molecule with strong face-to-face π-π stacking (3.40 Å) and S⋯S interactions (3.66Å) between neighbouring molecules, which might be in favour of the effective charge transport. The UV-vis spectrum shows that BDQ has shoulder absorption up to 550nm (2.25eV). The electrochemical property displays that the HOMO-LUMO gap of BDQ obtained from the half-wave redox potential is 1.92eV. The displacement current measurement of BDQ-based devices is demonstrated and discussed. © 2012 CSIRO.