Complementary amide-based donor–acceptor with unique nano-scale aggregation, fluorescence, and band gap-lowering properties: a WORM memory device

Abstract

Organic fluorescent semiconducting nanomaterials have gained widespread research interest owing to their potential applications in the arena of high-tech devices. We designed two pyrazaacene-based compounds, their stacked system, and the role of gluing interactions to fabricate nanomaterials, and determined the prospective band gaps utilizing the density functional theory calculation. The two pyrazaacene derivatives containing complementary amide linkages (–CONH and –NHCO) were efficiently synthesized. The synthesized compounds are highly soluble in common organic solvents as well as highly fluorescent and photostable. The heterocycles and their mixture displayed efficient solvent dependent fluorescence in the visible region of the solar spectrum. Notably, the compounds were associated through complementary NH•••O = C type hydrogen bonding, π–π stacking, and hydrophobic interactions, and thereby afforded nanomaterials with a low band gap. Fascinatingly, the fabricated stacked nanomaterial system exhibited resistive switching behavior, leading to the fabrication of an efficient write-once-read-many-times memory device of crossbar structure.

Probing the Molecular Assembly of a Metabolizer Drug with β-Cyclodextrin and Its Binding with CT-DNA in Augmenting Antibacterial Activity and Photostability by Physicochemical and Computational Methodologies

“…Hybrid functionals like M06-2X offer reliable and precisely noncovalently bonded interaction energies for hydrogen-bonded and π–π stacked systems. 14 In the due course of ground state optimization, solvent effects (water) were introduced by applying the polarizable continuum model (PCM). 15 To inspect whether the optimized geometry exists in the minima on the potential energy surfaces, vibration frequency analysis (no imaginary frequency) was performed at the same level of theory.…”

“…Ground state geometry optimizations of the dyphylline, β-CD, and dyphylline−β-CD IC were carried out at the M06-2X/6-31+G (d) level of theory. Hybrid functionals like M06-2X offer reliable and precisely noncovalently bonded interaction energies for hydrogen-bonded and π–π stacked systems . In the due course of ground state optimization, solvent effects (water) were introduced by applying the polarizable continuum model (PCM) .…”

Exploring inclusion complex of an anti-cancer drug (6-MP) with β-cyclodextrin and its binding with CT-DNA for innovative applications in anti-bacterial activity and photostability optimized by computational study

“…15,23 Previous studies report that compared to other hybrid functionals, the metageneralized gradient approximation M06-2X functional provides reliable and precisely non-covalently bonded interaction energies (hydrogen bonding, p-p stacking) in noncovalently bonded systems. 32 Eventually during optimization solvent effects (water) were incorporated by applying the polarizable continuum model (PCM) 33 using the integral equation formalism variant. To check whether the optimized geometry resides to the minima on the potential energy surfaces, vibration frequency analysis (no imaginary frequency) was done at the same level of theory.…”

Tuning the photocurrent responsive and resistive switching performances of stilbazolium/iodoargentate hybrids by modulating the aggregation mode among chromophores

“…12 The rational design of organic molecules can render the proper electronic configurations or novel inorganic structures in hybrid systems, which will be beneficial for better resistive switching performances. 13,14 For example, the external bias-induced molecular rotation of organic cations can result in lower operating voltages. 15,16 However, the effect of stacking mode on the RS performance is rarely investigated, which is due to the lack of accurate structural information.…”