Truxenone Triimide: Two-Dimensional Molecular Arrangements of Triangular Molecules for Air Stable n-Type Semiconductors

The preparation of a new class of electron deficient organic compounds is of great interest for the development of high-performance n-type organic semiconductors. Herein, the facile synthetic protocol for the isolation of the first examples of truxenone triimide (TTI) is reported. The electrochemical analysis of the resulting TTIs confirms that the multi-imidization helps in lowering the LUMO energy level, tailoring prerequisite optoelectronic and/or semiconducting properties. Their microscopic charge carrier transport properties and dynamics are screened by flash-photolysis time-resolved microwave conductivity measurements. Compound 2D exhibited an electron mobility of 0.27 cm(2) V-1 s(-1) under ambient conditions.

Automated summary

The preparation and characterization of a new class of electron deficient organic compounds, truxenone triimide (TTI), is reported. The electrochemical analysis confirms that multi-imidization helps in lowering the LUMO energy level, resulting in improved optoelectronic and/or semiconducting properties. The charge carrier transport properties and dynamics of the compounds are studied using flash-photolysis time-resolved microwave conductivity measurements. Compound 2D exhibits a high electron mobility of 0.27 cm(2) V-1 s(-1) under ambient conditions.