Design and synthesis of new ultra-low band gap thiadiazoloquinoxaline-based polymers for near-infrared organic photovoltaic application

Abstract

Two D–A copolymers, F1 and F2, with fluorene and thiazole units were substituted, respectively, on a thiadiazoloquinoxaline (TDQ) unit to enhance the electron-accepting strength of TDQ. The copolymers were synthesized by a cross-coupling Stille reaction and their optical and electrochemical properties were examined, which revealed that they have ultra-low band gaps and absorption in the near-infrared. These copolymers were employed as donors along with PC₇₁BM as an electron acceptor for the fabrication of solution-processed bulk heterojunction (BHJ) polymer solar cells. After the optimization of the donor-to-acceptor weight ratio and the solvent additive (4 v% DIO as solvent additive), devices with F1:PC₇₁BM and F2:PC₇₁BM displayed power conversion efficiencies (PCEs) of 5.80% and 3.32%, respectively. Although F2 possesses a broader absorption profile compared with F1, the lower value of PCE for the F2-based device was attributed to the low LUMO offset between F2 and PC₇₁BM, which limited the exciton dissociation. The abovementioned results indicate that these copolymers can be utilized for ternary BHJ and tandem solar cells to achieve a high PCE.