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Dithienothiophene (DTT)-Based Dyes for Dye-Sensitized Solar Cells: Synthesis of 2,6-Dibromo-DTT

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journal contribution
posted on 20.05.2011, 00:00 by Tae-Hyuk Kwon, Vanessa Armel, Andrew Nattestad, Douglas R. MacFarlane, Udo Bach, Samuel J. Lind, Keith C. Gordon, Weihua Tang, David J. Jones, Andrew B. Holmes
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.