Benzodipyrrole-2,6-dione-3,7-diylidenedimalononitrile Derivatives for Air-Stable n-Type Organic Field-Effect Transistors: Critical Role of N-Alkyl Substituent on Device Performance

J Org Chem. 2019 Nov 1;84(21):14061-14068. doi: 10.1021/acs.joc.9b02207. Epub 2019 Oct 16.

Abstract

Benzodipyrrole-2,6-dione-3,7-diylidenedimalononitriles (BDPMs) were synthesized as active materials for the use in air-stable n-type organic field-effect transistors (OFETs), whose optical and electrochemical properties were examined. BDPM-based small molecules exhibit deep lowest unoccupied molecular orbital levels, which are required in air-stable n-type OFETs. An OFET device that was based on BDPM-But and fabricated by vapor deposition provided a maximum electron mobility of 0.131 cm2 V-1 s-1 under ambient conditions.