Effects of the incorporation of an additional pyrrolo[3,4-c]pyrrole-1,3-dione unit on the repeating unit of highly efficient large band gap polymers containing benzodithiophene and pyrrolo[3,4-c]pyrrole-1,3-dione derivatives

Abstract

Property modulation of 2,5-dioctylpyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione (DPPD)-based high energy converting wide band gap polymers, P(BDT-TDPPDT) and P(BDTT-TDPPDT), was studied via the incorporation of an additional DPPD unit on their repeating units. A new electron acceptor (BDPPD) unit containing two DPPD units was prepared and copolymerized with the distannyl derivatives of benzodithiophene (BDT) or 2D-conjugated benzodithiophene (BDTT) to provide two new polymers, P(BDT-BDPPD) and P(BDTT-BDPPD). The optical band gaps and highest occupied molecular orbital (HOMO)/lowest unoccupied molecular orbital (LUMO) energy levels of P(BDT-BDPPD) and P(BDTT-BDPPD) were 2.16 eV, 2.08 eV and −5.37 eV/‒3.21 eV, −5.44 eV/‒3.36 eV, respectively. The hole mobilities of P(BDT-BDPPD) and P(BDTT-BDPPD) were in the order of 10−4 cm2V−1 s−1. The polymer solar cells (PSCs) prepared with the configuration of ITO/PEDOT:PSS/P(BDT-BDPPD) or P(BDTT-BDPPD):PC70BM/Al gave maximum power conversion efficiencies (PCEs) of 2.74% and 3.63%, respectively. The insertion of a BDPPD unit instead of a TDPPDT unit on the DPPD-based polymer backbone did not affect the optical and electrochemical properties considerably. On the other hand, the new polymers, P(BDT-BDPPD) and P(BDTT-BDPPD), resulted in improved photovoltaic performances compared to the reported polymers, P(BDT-TDPPDT) and P(BDTT-TDPPDT), for the devices prepared without additives.