Using the Supermolecule Approach To Predict the Nonlinear Optics Potential of a Novel Asymmetric Azine

Abstract

Organic molecules with electron acceptors or withdrawal substituents terminal at π-conjugated system are promising candidates to be explored as materials with high linear and nonlinear optical properties. On the basis of these features, a novel asymmetric azine (7E, 8E)-2-(3-methoxy-4-hydroxy-benzylidene)-1-(4nitrobenzylidene)hydrazineC 15 H 13 N 3 O 4 (NMZ) was synthesized. The molecular structure of NMZ was elucidated by X-ray crystallography and the supramolecular arrangement was analyzed from Hirshfeld surface methodology. An iterative electrostatic scheme using a super molecule approach, where neighboring molecules are represented by charge points, was employed to investigate optical dipole moment (μ), the linear polarization (α) and the first (β) and second (γ) hyperpolarizabilities. The NMZ crystallized in the centrosymetric space group P2 1 /n and packs viaand N•••π interactions. The macroscopic property of third order χ (3) found for the NMZ is 298.62 times greater than values reported for chalcone derivative (2E)-1-(3-bromophenyl)-3-[4 (methylsulfanyl)phenyl]prop-2en-1-one. The results for NMZ indicate a good nonlinear optical effect.

Synthesis and structural studies on (E)-3-(2,6-difluorophenyl)-1-(4-fluorophenyl)prop-2-en-1-one: a promising nonlinear optical material

“…The SM method has been successfully employed in several recent works to simulate the crystalline environment polarization effects on the electrical properties of organic molecules. [44][45][46][47][48] Fig. 1 shows the convergence of the dipole moment as a function of the iterative steps, and it can be seen that the crystalline environment polarization effect is signicant, increasing the m-value from 4.5 D for isolated molecules (step 0) for 5.9 D for embedded molecules, a perceptual increase of $31%.…”

A Comprehensive Topological Analysis on a New Bromine-Chalcone with Potential Nonlinear Optical Properties

“…The BC crystal presents a third-order nonlinear susceptibility 3.09 times greater than the crystal (2 E )-3-(3-methylphenyl)-1-(4-nitrophenyl)­prop-2-en-1-one and 361.64 times greater than crystal (2 E )-3­[4 (methylsulfanyl) phenyl]-1-(4-nitrophenyl)­prop-2-en-1-one . In addition we can highlight that the compound BC shows third-order nonlinear susceptibility greater than two recent works; see refs and .…”

“…The supermolecule (SM) method was used to simulate the crystalline environment polarization effect on the BC molecule, in a bulk formed with 2 197 unit cells, each with two asymmetric units, totaling 193 336 atoms. The SM method is an interactive process calculated via DFT/CAM-B3LYP/6-311++G­(d,p) level which is finalized with the convergence of the total dipole moment. − ,− Several theoretical works show that the SM method is efficient to simulate the third-order nonlinear susceptibility (χ (3) ), and the calculated values are close to the experimental results. , In order to obtain the NLO properties of the BC crystal, the linear refractive index ( n ) and the third-order nonlinear susceptibility as a function of the applied electric field frequency were calculated. The refractive index is obtained through the Clausius–Mossotti relation, defined by where V is the unit cell volume and ⟨α­(−ω; ω)⟩ is the average linear polarizability, given by the relationship …”

A new isostructural halogenated chalcone with optical properties

“…The SM approach consists of considering the atoms around the colored molecule, in the present case green, as punctual charges, and thus, the dominant intermolecular interactions present are calculated. The SM method is an iterative DFT computed process with functional CAM-B3LYP/6-311++ G(d,p) which ends with the convergence of the total dipole [40][41][42]; see Fig. 3.…”