Influences of the electron donor groups on the properties of thiophene-(N-aryl)pyrrole-thiophene-based organic sensitizers

In this study, 1-(2,6-diisopropylphenyl)-2,5-di(2-thienyl)pyrrole-based metal-free organic dyes containing three different non planar electron donor groups such as methoxy or hexyloxy substituted triphenylamine and difluorenephenylamine were prepared in order to see the effect of electron donor groups on the opto-electrical properties and applied in dye-sensitized solar cells (DSSC). All three dyes showed broad absorption band in visible part of the solar spectrum (∼300 nm–600 nm). The dye (TPTDYE-3) containing sterically less hindered methoxy substituted triphenylamine was found to show relatively red shifted absorption compared to that of the dye (TPTDYE-4) containing hexyloxy substituted triphenylamine or the dye (TPTDYE-5) containing difluorenephenylamine. The optical band gaps of the three dyes were calculated to be 2.19 eV, 2.22 eV and 2.24 eV, respectively, and the highest occupied molecular orbital (HOMO) energy levels of the three dyes were found to be located at 0.65 V, 0.68 V and 0.75 V, respectively. The DSSC performance of each dye was investigated with and without coadsorbent. The maximum solar to electrical energy conversion efficiencies (η) of the DSSCs made from only sensitizer were 4.18%, 5.28% and 5.42% while those of the DSSCs made from sensitizer with coadsorbent were 5.47%, 5.58% and 5.63%, respectively.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Three new metal-free organic dyes were prepared. ► The absorption bands of the dyes were quite broad in the range of 300–600 nm. ► The three dyes were applied to dye-sensitized solar cells (DSSCs). ► Energy conversion efficiencies of the three DSSCs with coadsorbent were 5.47%, 5.58% and 5.63%.