Dithienothiophene (DTT)-based dyes for dye-sensitized solar cells: synthesis of 2,6-Dibromo-DTT

Authors

Tae-Hyuk Kwon, University of Melbourne
Vanessa Armel, Monash University
Andrew Nattestad, University of WollongongFollow
Douglas R. MacFarlane, Monash UniversityFollow
Udo Bach, Monash University
Samuel J. Lind, University of Otago
Keith C. Gordon, University of Otago
Weihua Tang, The University Of Melbourne
David J. Jones, University of Melbourne
Andrew Holmes, University of Melbourne

RIS ID

92574

Publication Details

Kwon, T., Armel, V., MacFarlane, D. R., Bach, U., Lind, S. L., Gordon, K., Tang, W., Jones, D. J. & Holmes, A. B. (2011). Dithienothiophene (DTT)-based dyes for dye-sensitized solar cells: synthesis of 2,6-Dibromo-DTT. Journal of Organic Chemistry, 76 (10), 4088-4093.

Abstract

A one-pot synthesis of 2,6-dibromodithieno[3,2-b;2′,3′-d]thiophene (dibromo-DTT, 4) was developed. A key step was bromodecarboxylation of DTT-2,6-dicarboxylic acid, obtained by saponification of the diester 1. The donor-acceptor dye DAHTDTT (13), based on a central 2,6-bis[2′-(3′-hexylthienyl)]dithieno[3,2-b;2′,3′-d]thiophene core (9), was prepared and incorporated in a dye-sensitized solar cell (DSC), which exhibited an energy conversion efficiency of 7.3% with Voc of 697 mV, Jsc of 14.4 mA/cm2, and ff of 0.73 at 1 sun.