Rational design of near-infrared dyes based on boron dipyrromethene derivatives for application in organic solar cells

With the aim to further improve the light-absorption efficiency of organic solar cells (OSCs), we have designed a series of novel pyrrolopyrrole boron dipyrromethene (BODIPY) derivatives by replacing the sulfur atom and introducing different fused aromatic heterocycle end-caps. The optical, electronic, and charge transporting properties of the designed molecules have been systematically investigated by applying density functional theory (DFT) and time-dependent DFT (TD-DFT) methodologies. The calculated the frontier molecular orbital (FMO) energies and spectral properties showed that the designed molecules exhibit narrower band gaps and strong absorption in the red/near-infrared (NIR) region, which led to the higher light-absorbing efficiency. Furthermore, the calculated reorganization energies show that the designed molecules are expected to be promising candidates for hole and/or electron transport materials. The results reveal that the designed molecules can serve as high-efficiency red/NIR-active donor materials as well as hole and/or electron transport materials in OSC applications.