Exploring the electronic, optical and charge transfer properties of acene-based organic semiconductor materials

Abstract

In order to tune the optoelectronic and charge transfer properties of 4,6-di(thiophen-2-yl)pyrimidine (1), some new compounds were designed, i.e., 4,6-bis(benzo[b]thiophen-2-yl)pyrimidine (2), 4,6-bis(naphtho[2,3-b]thiophen-2yl)pyrimidine (3), 4,6-bis(anthra[2,3-b]thiophen-2-yl)pyrimidine (4), 4,6-bis(tetraceno[2,3-b]thiophen-2-yl)pyrimidine (5) and 4,6-bis(pentaceno[2,3-b]thiophen-2-yl)pyrimidine (6). Compounds 2-6 were designed by assimilation of benzene, naphthalene, anthracene, tetracene and pentacene, respectively at both ends of compound 1. Integration of oligocene end cores reduces the energy gap resulting in a red shift in the absorption and fluorescence emission spectra. The legible intra-molecular charge transfer is significant from electron-rich moieties to the electron-deficient core (pyrimidine). The elongation of πconjugation led to escalate the electron affinity, lower the ionization potential and hole reorganization energy. The hole reorganization energies of compounds 3-6 exposed that these materials would be effective hole transport contenders to be used in diverse semiconductor devices.

UHPLC-QTOF-MS/MS metabolites profiling and antioxidant/antidiabetic attributes of Cuscuta reflexa grown on Casearia tomentosa: exploring phytochemicals role via molecular docking

“…Several studies revealed that Density-Functional-Theory (DFT) is an excellent method to investigate electronic nature of materials that effectively reproduced the experimental data. [26] Moreover, DFT has been used successfully for the optimization of ground state (S 0 ) geometries of the diverse bioactive constituents. [27] The B3LYP has been found rational among various DFT functionals.…”

Cassia fistula Leaves; UHPLC-QTOF-MS/MS Based Metabolite Profiling and Molecular Docking Insights to Explore Bioactives Role towards Inhibition of Pancreatic Lipase

“…Presently, first-principles calculations are of great significance to explain the different characteristics of materials. Numerous investigations have revealed the efficacy and utility of density functional theory (DFT) as a useful analytical tool to determine the electronic environment to correlate with the actual data [ 73 , 74 , 75 ]. DFT is known for optimization of ground-state geometries of molecules belonging to various classes [ 76 ].…”

Exploration of electronic properties, radical scavenging activity and QSAR of oxadiazole derivatives by molecular docking and first-principles approaches

“…We investigated the effect of keto incorporation on the electronic properties, ionization potential and physiochemical properties. The DFT methods ( Kohn et al, 1996 , Becke, 1993 , Miehlich et al, 1989 , Abbas et al, 2018 , Kooh et al, 2014 , Irfan et al, 2020 , Irfan et al, 2019 , Irfan et al, 2020 ) is good approach for calculating the ionization potentials (IPs), antioxidant behavior and ability of the oxadiazole derivatives. Moreover, we have studied SAR, QSAR ( Ghasemi and Nemati-Rashtehroodi, 2015 ), molecular electrostatic potentials (MEPs), different molecular descriptors, e.g., electrophilicity indices(ωi), hardness(η), softness(S), electronegativity(χ), electrophilicity(ω) and chemical potential(μ) by DFT and molecular docking to understand the active sites which have been explored and discussed in the current study.…”