Synthesis, Optoelectronic and Theoretical Investigation of Anthraquinone Amine−Based Donor−Acceptor Derivatives

In this work, we have synthesized a series of donor-acceptor type molecules involving electron donor diarylamines/heterocyclic amines and electron acceptor 9,10-anthraquinone by employing palladium catalyzed C−N bond forming amination reaction in good yield and fully characterized. Absorption spectra of all the synthesized molecules showed an intramolecular charge transfer (ICT) transitions in the range of 417−554 nm. Electrochemical properties of the compounds were studied by cyclic voltammetry (CV). The HOMO and LUMO energy levels of synthesized compounds were found in the range of −5.18 to −5.79 eV and −3.22 to −3.53 eV respectively as calculated by CV. Theoretical studies were also carried out by using DFT and TD-DFT calculation. On the basis of HOMO and LUMO energy levels, synthesized compounds could be used as ambipolar materials in organic electronics.