Molecular assembly is a crucial factor for charge transports in organic semiconductors (OSCs), and molecularly flexible alkyl chain substitution is a key design feature for achieving desired molecular assemblies. However, the high degree of freedom of alkyl chains leads to molecular fluctuations that are detrimental to OSC performances. Stabilization of alkyl chains via intermolecular interactions in packing structures exists in biological and materials systems, and such a strategy can be harnessed in OSCs to suppress molecular fluctuations. Here, we present a robust synthetic strategy for a series of asymmetric n-type benzo[de]isoquinolino[1,8-gh]quinolinetetracarboxylic diimide (BQQDI) OSCs with various alkyl chain lengths, and certain alkyl chains exhibit an unusual molecular mimicry with energetically favorable gauche conformer that shows isomorphic structures and small molecular fluctuations. Asymmetric n-type OSC with the optimum chain length exhibits satisfactory solubility, excellent electron mobility, and large-area single-crystalline thin films are fabricated for practical organic electronics.
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