Contrasting Electrogenerated Chemiluminescence for a Dissolved and Surface-Attached Carbazole Thiophene Cyanoacrylate Dye

By Nepomnyashchii, Alexander B. & Parkinson, B. A.
Published in ACS Applied Materials & Interfaces NULL 2014

Abstract

The electrogenerated chemiluminescence (ECL) of a carbazole thiophene cyanoacrylate dye ((2-cyano-3-[5‴-(9-ethyl-9H-carbazol-3-yl)-3',3″,3‴,4-tetra-n-hexyl-[2,2',5',2″,5″,2‴]-quarter-thiophenyl-5yl]acrylate) = MK-2) has been investigated in solution, where the maximum ECL wavelength occurs at 640 nm, and in a thin film on an ITO surface, where the ECL is substantially red-shifted to 730 nm. The ECL intensity for the solution annihilation reaction is relatively weak, whereas a much higher ECL intensity is measured with oxalate as a co-reactant. This result is attributed to the two Nernstian reversible oxidation waves of the thiophene moiety of MK-2, whereas the reduction is stabilized by the unblocked carbazole and cyanoacrylate groups.

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