Electrosynthesis and characterization of a new semi-conducting oligomer deriving from a disubstituted chalcone: 4-dimethylamino-4 '-methoxychalcone

An oligo phenylene vinylene was electrosynthesized by the anodic oxidation of the 4-dimethylamino-4'-methoxychalcone (DMAMC) at a constant potential in nitromethane on a platinum electrode. H-1 and C-13 NMR, FTIR and UV spectroscopy, confirmed the chemical structure of the obtained oligomer. In addition, the latter was thermally stable up to 190 degrees C and exhibited two emission peaks in the yellow-orange zone. The values of the corresponding optical and electrochemical band gaps were found to be 2.04 and 1.68 eV, respectively. Finally, a mechanism for the electro-oligomerization of DMAMC was proposed based on the experimental study and a theoretical modelisation using DFT calculation. (C) 2020 Elsevier B.V. All rights reserved.

Automated summary

An oligo phenylene vinylene was synthesized through anodic oxidation of DMAMC in nitromethane, showing thermal stability up to 190 degrees C and emitance peaks in the yellow-orange zone. The study proposed a mechanism for the electro-oligomerization of DMAMC based on experimental and theoretical calculations using DFT modeling.