Synthesis and optical properties of mono- and di-substituted 1,3,5-triazines functionalized with thiophene and furan

Abstract

Four organic molecules (F1, F2, T1 and T2) with D-σ-n-A type architecture are synthesized and the studies of their optical and charge transport properties assisted by density functional theory methods are reported in the present work. A core triazine moiety acts as an electron acceptor (A) in all of the compounds. The furan ring functions as an electron donor (D) in molecules F1 and F2, whereas the thiophene ring acts as an electron donor (D) in molecules T1 and T2. In each molecule the A is connected to a heteroatomic bridge (n) i.e., -NH bridge, which in turn is joined to D via a σ bond (σ) i.e., –CH2 group. The molecules F1 and T1 are monosubstituted while F2 and T2 are disubstituted. The electron affinity, ionization energies, stabilization energies associated with electron delocalizations (NBO analysis) and nonlinear optical (NLO) properties of the molecules under investigation are carried out with the help of DFT methods.