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In this communication, we report a novel acceptor structural unit, TVDPP, that can be distinguished from classical materials based on TDPP structures. By designing a synthetic route via retrosynthetic analysis, we successfully prepared this monomer and further prepared polymer P2TVDPP with high yield using a Stille-coupling polymerization reaction. The polymer showed several expected properties, such as high molecular weight, thermal stability, full planarity, small π−π stacking distance, smooth interface, and so on. The absorption spectra and energy levels of the polymer were characterized via photochemical and electrochemical analysis. The organic field-effect transistor (OFET), which is based on P2TVDPP, exhibited excellent carrier mobility and an on/off current ratio of 0.41 cm² V⁻¹ s⁻¹ and ~10⁷, respectively, which is an important step in expanding the significance of DPP-based materials in the field of optoelectronic devices and organic electronics.