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We report a study of the effect of modulating the donor system fused with a central phenazine core to understand the tuning of the optoelectrochemical properties in the designed phenazine–amine derivatives.

Herein, we have synthesized four indolo [2,3-b]quinoxalin-2-yl)(phenyl)methanone derivatives 1−4 by cyclocondensation. The photophysical studies of dyes in various solvents and neat solid lm exhibit typical electronic spectra with inbuilt intramolecular charge transfer (ICT) (λ max : 397-490 nm) con rming donoracceptor architecture. Herein, dyes uoresce in the blue-orange region (λ Emax : 435-614) on excitation at their ICT maxima in toluene, ethyl acetate, chloroform, DMSO, and neat solid lm. 1 and 2 which exhibit good emission intensity in all mediums, were studied for aggregation-induced emission (AIE) effect.Electrochemical studies indicate 1−4 possess relatively low lying LUMO (-3.65 to -3.98 eV) comparable to reported n-type/electron-transporting materials. The HOMO and LUMO energy levels in 1−4 were evaluated by DFT and TD-DFT calculations. TGA analysis shows 1−4 exhibit good thermal stability. The characteristic optoelectronic properties and thermal stability signify these dyes are potential candidate for their application in optoelectronics.

A series of five novel donor–acceptor molecules based on tetraazatetracene skeleton containing electron deficient pyrazino[2, 3‐b]phenazine core as acceptor and electron rich triarylamines as donor moiety have been synthesized by Buchwald−Hartwig coupling amination reaction and fully characterized. The synthesized molecules were studied for their optoelectronic properties. Absorption spectra of all the compounds showed intramolecular charge transfer (ICT) transitions in the range of 430−502 nm. All compounds emit in green−red region with emission maxima in the range of 491−639 nm on excitation at their respective ICT absorption maxima. The HOMO and LUMO energy level were found in the range of –5.40 to –5.66 eV and –3.69 to –3.84 eV respectively as calculated by cyclic voltammetry (CV). Theoretical studies were also carried out by using TD−DFT calculations. On the basis of HOMO and LUMO energy level, synthesized compounds could act as ambipolar materials in organic electronics.

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