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Although massive progress in power conversion efficiencies (PCEs) has been made on organic solar cells (OSCs), the challenge remains to scale up high-performance OSCs that are compatible with industrial production conditions, such as post-treatment-insensitive, non-halogenated solvent, large-area printing, processing under atmospheric environment. In this study, two A–D–A–D–A type oligomers, named 5BDDBDT-F and 5BDDBDT-Cl, were designed and synthesized to be incorporated into binary OSCs. Ex situ and in situ characterizations were performed to reveal the underlying working mechanisms. The two-phase transitions: liquid-to-liquid and liquid-to-solid can be synergistically tailored to promote the molecular arrangement of the binary blend. Benefiting from the enhanced crystallinity, the oligomer can act as a bridging linker to rehabilitate the interfacial defects to reduce the trap-assisted …