5,6-Difluorobenzothiazole-Based Conjugated Polymers with Large Band Gaps and Deep Highest Occupied Molecular Orbital Levels.

A 5,6-difluorobenzothiazole-based dibromo monomer was successfully synthesized, from which new fluorinated conjugated polymers PF-ffBTz and PFN-ffBTz were prepared via copolymerizations with two fluorene-based diboronic ester monomers. Twisted fluorene-ffBTz backbones enable PF-ffBTz and PFN-ffBTz with large band gaps up to 3.10 eV and deep-lying highest occupied molecular orbital levels down to -6.2 eV. The chemical structures of PF-ffBTz and PFN-ffBTz impart some new functionalities of fluorinated conjugated polymers. PF-ffBTz can show deep blue electroluminescent emission, with high external quantum efficiency of 3.71%. PFN-ffBTz, with amino-functionalized side chains on the fluorene unit, can serve as an efficient cathode interlayer in inverted polymer solar cells (PSCs), showing better photovoltaic performances if compared with a ZnO interlayer. In addition, it is found that using an optical filter to cut off the short wavelength section (≤380 nm) of incident light can significantly elevate photostability of PSCs under continuous illumination.