Development of extended boron-dipyrromethene derivatives for optoelectronic applications

Abstract

This research describes the synthesis of benzo-BODIPYs compounds bearing mono-and bithienyl unit on their meso position and investigation of their photophysical properties in comparison with those of meso phenyl substituted ones. Mono- and bithienyl were introduced into pi-extended BODIPYs in order to extend the conjugated system, enhance the solubility and improve photophysical properties. All synthesized compounds were confirmed by NMR spectroscopy, mass spectrometry, and absorption and emission spectroscopy. The spectroscopic data revealed that the absorption and emission maxima of the target BODIPs exhibited significant red shifts compared to those of the benchmark BODIPYs when the number of the thienyl rings and pi-extension of BODIPY unit were increased. This observation is s useful guideline for the development of other small-molecule photoactive compounds for optoelectronic applications.