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Org Lett. 2016 Apr 01;18(7):1582-5. doi: 10.1021/acs.orglett.6b00438. Epub 2016 Mar 22.

Thieno[2,3-b]indole-Based Small Push-Pull Chromophores: Synthesis, Structure, and Electronic Properties.

Organic letters

François Baert, Clément Cabanetos, Magali Allain, Virginie Silvestre, Philippe Leriche, Philippe Blanchard

Affiliations

  1. MOLTECH-Anjou, CNRS UMR 6200, University of Angers , Linear Conjugated Systems Group, 2 Bd Lavoisier, 49045 Angers, France.

PMID: 27003243 DOI: 10.1021/acs.orglett.6b00438

Abstract

Small push-pull molecules were synthesized in high yields by connecting a N-methyl or N-phenyl substituted thieno[2,3-b]indole electron-donating block directly to a 2,2-dicyanovinyl or (1-(dicyanomethylene)-3-oxo-1-inden-2-ylidene)methyl electron-withdrawing group. The effects of the N-substitution on thieno[2,3-b]indole and the nature of the electron-accepting group on the electrochemical, optical, and charge-transport properties were investigated by cyclic voltammetry, UV-vis spectroscopy, and the space-charge-limited current method, respectively. These results, together with the 1% power conversion efficiency of a bilayer solar cell prepared with the smallest compound of the series, show the potential of thieno[2,3-b]indole for organic electronics.

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