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

Tae-Hyuk Kwon, Vanessa Armel, Andrew Nattestad, Douglas Macfarlane, Udo Bach, Samuel Lind, Keith Gordon, Weihua Tang, David Jones, Andrew Holmes

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A one-pot synthesis of 2,6-dibromodithieno [3,2-b;2 , 3 -d]thiophene (dibromo-DTT, 4) was developed. A key step was bromo-decarboxylation 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 V(oc) of 697 mV, J(sc) or 14.4 mA/cm(2), and ff of 0.73 at 1 sun.
Original languageEnglish
Pages (from-to)4088 - 4093
Number of pages6
JournalThe Journal of Organic Chemistry
Issue number10
Publication statusPublished - 2011

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