Fluorinated dithienyl-diketopyrrolopyrrole: a new building block for organic optoelectronic materials

Diketopyrrolopyrrole (DPP) derivatives have been widely used as the electron-withdrawing unit to construct donor-acceptor (D-A) conjugated systems in organic electronics. The 3,6-position flanking aromatic rings of DPP could strongly influence the optoelectronic properties of DPP-based materials. In this study, a stepwise synthesis strategy was used to prepare monofluorinated and difluorinated dithienyl-DPP. The single crystal of the difluorinated model compound was also obtained. Three polymers based on bithiophene donor and dithienyl-DPP acceptor with different fluorinated positions were synthesized. And preliminary investigations of the influence of fluorination on the optoelectronic properties were performed. The synthesis of monofluorinated and difluorinated dithienyl-DPP was reported using a stepwise synthesis method starting from the preparation of pyrrolinone followed by condensation with methyl thiophene-2-carbimidate derivatives.