Synthesis, Photophysical, Electrochemical and Thermal Studies of Triarylamines based on benzo[g]quinoxalines

Abstract

A series of novel dipolar and nonplanar compounds featuring electron acceptor benzo[g]quinoxaline and various electron donor triarylamine units have been synthesized in good yields and fully characterized. The photophysical, electrochemical and thermal properties of the synthesized compounds are described. The photoluminescence properties of the synthesized molecules are influenced by peripheral amines. The derivatives have high Stokes shifts, low band gap and the Commission Internationale de l’Eclairage (CIE) coordinates are positioned in the green–yellow region of the chromaticity diagram. The ionization potentials and electron affinity were found to be in the range of 5.11–5.60 eV and 2.77–2.93 eV and are comparable to the commonly used hole transporters. Thermal studies also reveal that these synthesized molecules have good thermal stability with 5% and 10% weight loss temperature ranging from 200 to 355°C and 268 to 442°C, respectively. The absorption, emission, electrochemical and thermal properties of the synthesized materials is significantly influenced by the nature of peripheral amine segments attached to the benzo[g]quinoxaline segment. Ionization potential and electron affinity of the synthesized molecules are comparable to most commonly used hole transporting materials with good thermal stability.