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

J Org Chem. 2011 May 20;76(10):4088-93. doi: 10.1021/jo2001484. Epub 2011 Apr 26.

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 V(oc) of 697 mV, J(sc) of 14.4 mA/cm(2), and ff of 0.73 at 1 sun.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Coloring Agents / chemical synthesis*
  • Coloring Agents / chemistry*
  • Electric Conductivity
  • Electric Power Supplies*
  • Solar Energy*
  • Thiophenes / chemical synthesis*
  • Thiophenes / chemistry*

Substances

  • 2,6-dibromo-dithienothiophene
  • Coloring Agents
  • Thiophenes