Journal of the American Chemical Society, Vol.139, No.3, 1336-1343, 2017
Fused Nonacyclic Electron Acceptors for Efficient Polymer Solar Cells
We design and synthesize four fused-ring electron acceptors based on-6,6,12,12-tetrakis(4-hexylphenyl)-indacenobis(dithieno[3,2-b-2',3'-d]thiophene) as the electron-rich unit and 1,1-dicyanomethylene-3-indanones with 0-2 fluorine substituents as the electron-deficient units. These four molecules exhibit broad (550-850 nm) and strong absorption with high extinction coefficients of (2.1-2.5) x 10(5) M-1 cm(-1). Fluorine substitution downshifts the LUMO energy level, red-shifts the absorption spectrum, and enhances electron mobility. The polymer solar cells based on the fluorinated electron acceptors exhibit power conversion efficiencies as high as 11.5%, much higher than that of their nonfluorinated counterpart (7.7%). We investigate the effects of the fluorine atom number and position on electronic properties, charge transport, film morphology, and photovoltaic properties.