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Keywords:

  • 4,6-di(2-thienyl)thieno[3,4-c][1,2;
  • 5]thiadiazole;
  • oligothiophenes;
  • thiophene-fluorene copolymer

Abstract

Summary: Novel non-alkylated and alkylated quinquethiophenes were prepared by the Stille coupling reaction of bis(5-bromo-2-thienyl)thieno[3,4-c][1,2, 5]thiadiazole (TBr) with 2-(tributylstannyl)thiophene. These compounds possess long wavelength absorption maxima around 700 nm in solution and 750 nm in thin films. Dibromo compound TBr is further employed as a building block in the syntheses of low-bandgap copolymers with fluorene units. A soluble alternating copolymer was prepared by the Suzuki coupling of TBr with bis(propane-1,3-diyl) 9,9-bis(2-ethylhexyl)fluorene-2,7-diylbisboro-nate. It shows the long-wavelength absorption maximum at 747 nm in solution and at 764 nm in thin film, which indicates extensively conjugated system.