Non-symmetric Half-Fused B←N Coordinated Diketopyrrolopyrrole Building Block for n-type Semiconducting Polymers

Angew Chem Int Ed Engl. 2023 Jun 5;62(23):e202301863. doi: 10.1002/anie.202301863. Epub 2023 Apr 26.

Abstract

The development of conjugated polymers with high semiconducting performance and high reliability is of great significance for flexible electronics. Herein, we developed a new type of electron-accepting building block; i.e., non-symmetric half-fused B←N coordinated diketopyrrolopyrrole (DPP) (HBNDPP), for amorphous conjugated polymers toward flexible electronics. The rigid B←N fusion part of HBNDPP endows the resulting polymers with decent electron transport, while its non-symmetric structure causes the polymer to exhibit multiple conformation isomers with flat torsional potential energies. Thus, it gets packed in an amorphous manner in solid state, ensuring good resistance to bending strain. Combined with hardness and softness, the flexible organic field-effect transistor devices exhibit n-type charge properties with decent mobility, good bending resistance, and good ambient stability. The preliminary study makes this building block a potential candidate for future design of conjugated materials for flexible electronic devices.

Keywords: B←N Coordination; Conjugated Polymer; Diketopyrrolopyrrole; Non-Symmetric Chemical Structure; n-Type Semiconductor.