Donor-Acceptor Polymer Based on Planar Structure of Alkylidene-Fluorene Derivative: Correlation of Power Conversion Efficiency among Polymer and Various Acceptor Units

This study synthesized a novel polymer, poly(alkylidene fluorene-alt-diphenylquinoxaline) (PAFDQ), based on a planar alkylidene-fluorene and a highly soluble quinoxaline derivative through the Suzuki coupling reaction. We designed a novel molecular structure based on alkylidene fluorene and quinoxaline derivatives due to compact packing property by the planar structure of alkyidene fluorene and efficient intra-molecular charge transfer by quinoxaline derivatives. The polymer was largely dissolved in organic solvents, with a number average molecular weight and polydispersity index of 13.2 kg/mol and 2.74, respectively. PAFDQ showed higher thermal stability compared with the general fluorene structure owing to its rigid alkylidene-fluorene structure. The highest occupied and lowest unoccupied molecular orbital levels of PAFDQ were −5.37 eV and −3.42 eV, respectively. According to X-ray diffraction measurements, PAFDQ exhibited the formation of an ordered lamellar structure and conventional edge-on π-stacking. The device based on PAFDQ/Y6-BO-4Cl showed the best performance in terms of short circuit current (9.86 mA/cm2), open-circuit voltage (0.76 V), fill factor (44.23%), and power conversion efficiency (3.32%). Moreover, in the PAFDQ/Y6-BO-4Cl-based film, the phase separation of donor-rich and acceptor-rich phases, and the connected dark domains, was observed.