Designing symmetrically folded scaffolds of pyridazinone and triazinone derivatives linked via N,N-diethyl-4-nitro-benzenesulfonamide to explore luminescent materials

Abstract

The study investigates π⋯π interaction in an aromatic-heteroaromatic folded scaffold as well as (NO)π⋯π(arene) and O⋯π(arene) of pyridazinone and 1,2,4-triazinone and their implication for the design of luminescent materials. The research is focused on elucidating the materials' emission spectra and specifically emphasizing the donor–accepter stacking phenomena in the synthesized compounds by altering heteroaromatic units. The studies enlightened the effect of the methoxy group on emission spectra obtained by flipping the DPM molecule in the liquid and solid phases. Results highlight the importance of intramolecular and intermolecular interactions in determining the optical and electrical properties of organic materials. The full spectral profile and quantum yield (φ) of all compounds were examined in the liquid state. Crystallographic data for compounds DP, DT, DPM, and DTM are presented, highlighting the distinct conformers and stacking strength and affirming the stability of crystal geometry. Furthermore, theoretical studies established the correlation between molecular structure and the absorption spectra of molecules.