Conjugated Polymers Based on Thiazole Flanked Naphthalene Diimide for Unipolar n-Type Organic Field-Effect Transistors

Abstract

This paper reports the rational design and synthesis of a novel electron-withdrawing building block, thiazole flanked naphthalene diimide (TzNDI), which offers a coplanar conformation and deep-lying highest-occupied molecular orbitals energy level in resulting conjugated polymers. A series of conjugated polymers (PTzNDI-2FT, PTzNDI-T, PTzNDI-Se, and PTzNDI-2T) consisting of TzNDI and different donor units were synthesized and characterized. The polymers all possess a high molecular weight and excellent thermal property. Their intense light absorption in low energy bands suggests an enhanced intramolecular charge transfer. The organic field-effect transistors (OFETs) based on these polymers exhibit unipolar n-type transport characteristics with low off current and high on–off current ratio. More importantly, all the devices exhibit near ideal transfer curves with kink-free transfer characteristics. Among these polymers, PTzNDI-2FT exhibits the highest electron mobility (μe) of 0.57 cm2 V–1 s–1, outperforming the commercial n-type polymer N2200 (0.41 cm2 V–1 s–1) under the same conditions. These results demonstrate that TzNDI is a promising building block for high performance unipolar n-type conjugated polymers in OFETs.