New benzo[1,2-b:4,5-b']dithiophene-based small molecules containing alkoxyphenyl side chains for high efficiency solution-processed organic solar cells

ChemSusChem. 2014 Dec;7(12):3319-27. doi: 10.1002/cssc.201402865. Epub 2014 Oct 24.

Abstract

A new acceptor-donor-acceptor (A-D-A) small molecule, namely, BDT-PO-DPP, based on the alkoxyphenyl (PO)-substituted benzo[1,2-b:4,5-b']dithiophene (BDT) derivative and the diketopyrrolopyrrole (DPP) unit was synthesized as an electron donor for solution-processed small-molecule organic solar cells (SMOSCs). BDT-PO-DPP exhibited good thermal stability, with a 5 % weight-lost temperature at 401 °C under a nitrogen atmosphere. BDT-PO-DPP exhibited a lower HOMO energy level of -5.25 eV and a weaker aggregation ability than alkoxy-substituted BDT-O-DPP. A bulk heterojunction SMOSC device based on BDT-PO-DPP and [6,6]-phenyl-C61 -butyric acid methyl ester was prepared, and it showed a power conversion efficiency up to 5.63% with a high open-circuit voltage of 0.83 V, a short circuit current density of 11.23 mA cm(-2) , and a fill factor of 60.37% by using 1,2-dichlorobenzene as the co-solvent after thermal annealing at 110 °C. The results indicate that the alkoxyphenyl-substituted BDT derivative is a promising electron-donor building block for constructing highly efficient solution-processed SMOSCs.

Keywords: donor-acceptor systems; energy conversion; organic solar cells; small molecules; thin films.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Electric Power Supplies*
  • Hot Temperature
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Microscopy, Atomic Force
  • Sunlight*
  • Thermogravimetry
  • Thiophenes / chemistry*
  • X-Ray Diffraction

Substances

  • Thiophenes