Molecular structure, linear optical, second and third-order nonlinear optical properties of two non-centrosymmetric thiophene‐chalcone derivatives

Naik, Vasant S.; Patil, P. S.; Wong, Qin Ai; Quah, Ching Kheng; Gummagol, Neelamma B.; Jayanna, H. S.

doi:10.1016/j.molstruc.2020.128901

Cited by 35 publications

(8 citation statements)

References 40 publications

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“…To assess the possibility of INH and its derivatives as potential NLO materials, the static dipole moment (μ), static isotropic (〈α〉) and anisotropic (∆α) polarizability, static isotropic frst hyperpolarizability (β), and static isotropic second hyperpolarizability (c) were calculated. Values were computed at x, y, and z components using the following equations [45,46]:…”

Section: Computational Detailsmentioning

confidence: 99%

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Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

Tedjeuguim

Tasheh

Ghogomu

2023

Advances in Materials Science and Engineering

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Here, we report the findings from a study on the charge transport and nonlinear optical (NLO) properties of N-(4-methoxybenzylidene) isonicotinohydrazone (INH) and some of its derivatives named INH1-INH15. The density functional theory (DFT) approach was used for ground state computations at the B3LYP-D/6-311G (d,p) level of theory, while the time-dependent density functional theory (TD-DFT) was carried out at the CAM-B3LYP/6-311G (d,p) level. The results show that the energy gaps of all the studied compounds range from 3.933 to 4.645 eV. INH3 and INH4 have the lowest electron and hole reorganization energies (i.e., 0.409 and 0.634 eV, respectively) and can thus be classified as moderate electron and hole-carrying materials for organic light-emitting diode (OLED) applications. TD-DFT computations demonstrate that an extension of the conjugation (in INH2 and INH3) increases the oscillator strength, improving the NLO response. According to the NLO data, INH2 and INH3 have higher static isotropic polarizabilities (38.509 and 37.986 × 10−24 esu, respectively) and second hyperpolarizabilities (54.440 and 57.598 × 10−36 esu, respectively), while INH4 and INH13 have higher first hyperpolarizability values (11.944 and 10.939 × 10−30 esu, respectively). The results reveal that INH derivatives with different groups are viable alternatives for OLED and NLO applications.

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Section: Computational Detailsmentioning

confidence: 99%

“…where c xxxx , c yyyy , c zzzz , c xxyy , c xxzz , and c yyzz are the fourth-order tensor components of the second hyperpolarizability. A compound with a large dipole moment and hyperpolarizability value is predicted to be a potential candidate for NLO response [46].…”

Section: Computational Detailsmentioning

confidence: 99%

Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

Tedjeuguim

Tasheh

Ghogomu

2023

Advances in Materials Science and Engineering

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“…The carbonyl group existed at the enone bridge of the compounds, contributing to the C = O stretching vibration. The C = O stretching vibration absorbed IR strongly in the region of 1715-1600 cm −1 [34]. Hence, the wavenumbers of 1684 cm −1 (CH-ClF) and 1683.5 cm −1 (CH-FF) indicated the presence of C = O vibration in the spectral region.…”

Section: = O Vibrationsmentioning

confidence: 93%

The Photovoltaic Performance of Sensitizers for Organic Solar Cells Containing Fluorinated Chalcones with Different Halogen Substituents

et al. 2021

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Two newly halogenated chalcones, derivatives of C15H10ClFO (CH-ClF) and C15H10F2O (CH-FF), were synthesized using the Claisen–Schmidt condensation method. Both compounds were crystallized using a slow evaporation method, forming a monoclinic crystal system with a space group of P21 and P21/c, respectively. The compounds were further analyzed using spectroscopic techniques such as Fourier Transform Infrared (FTIR), Nuclear Magnetic Resonance (NMR), and Ultraviolet–Visible (UV–vis) analyses. The single crystal X-ray diffraction method revealed the existence of C−H⋯O and C−H⋯F intermolecular interactions in CH-FF. Hirshfeld surface analysis was performed to confirm the existence of intermolecular interactions in the compounds. The molecular geometries obtained from the X-ray structure determination were further used to optimize the structures using density functional theory (DFT), with the B3LYP/6-311G++(d,p) basis set in the ground state. The TD-DFT/B3LYP method was used to obtain the electronic properties and the HOMO–LUMO energy gap. Both compounds exhibited A-π-A architecture with different halogen substituents in which the CH-FF, containing -fluoro substituents, possessed good electron injection ability due to its electronegative properties. This increased the flow of the charge transfer for the dye regeneration process and enhanced the efficiency of the dye-sensitized solar cell (DSSC).

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“… ⟨ a ⟩ = 1 / 3 ( a xx + a yy + a zz ) The magnitude of the first hyperpolarizability was measured by utilizing eq β tot = false[ false( β italicxxx + β italicxyy + β italicxzz false) 2 + false( β italicyyy + β italicyzz + β italicyxx false) 2 + false( β italiczzz + β italiczxx + β italicxyz false) 2 false] 1 / 2 Moreover, the values of second hyperpolarizability ⟨γ⟩ were estimated by using eq γ tot = γ x 0.25em 2 + γ y 2 + γ z 2 …”

Section: Computational Proceduresmentioning

confidence: 99%

Quantum Chemical Exploration of A−π₁–D₁–π₂–D₂-Type Compounds for the Exploration of Chemical Reactivity, Optoelectronic, and Third-order Nonlinear Optical Properties

Mustafa,

Shafiq,

Shaikh

et al. 2023

ACS Omega

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Organic compounds exhibit significant nonlinear optical (NLO) properties and can be utilized in various areas like optical parameters, fiber optics, and optical communication. Herein, a series of chromophores (DBTD1–DBTD6) with an A−π1–D1–π2–D2 framework was derived from a prepared compound (DBTR) by varying the structure of π-spacer and terminal acceptor. The DBTR and its investigated compounds were optimized at the M06/6-311G(d,p) level of theory. Frontier molecular orbitals (FMOs), nonlinear optical (NLO) properties, global reactivity parameters (GRPs), natural bonding orbital (NBO), transition density matrix (TDM), molecular electrostatic potential (MEP), and natural population analysis (NPA) were accomplished at the abovementioned level to describe the NLO findings. DBTD6 has the lowermost band gap (2.131 eV) among all of the derived compounds. The decreasing order of highest occupied molecular orbital–lowest unoccupied molecular orbital (HOMO–LUMO) energy gap values was DBTR > DBTD1 > DBTD2 > DBTD3 > DBTD4 > DBTD5 > DBTD6. The NBO analysis was carried out to describe noncovalent interactions such as conjugative interactions and electron delocalization. From all of the examined substances, DBTD5 showed the highest λmax value at 593.425 nm (in the gaseous phase) and 630.578 nm (in chloroform solvent). Moreover, the βtot and ⟨γ⟩ amplitudes of DBTD5 were noticed to be relatively greater at 1.140 × 10–27 and 1.331 × 10–32 esu, respectively. So, these outcomes disclosed that DBTD5 depicted the highest linear and nonlinear properties in comparison to the other designed compounds, which underlines that it could make a significant contribution to hi-tech NLO devices.

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Molecular structure, linear optical, second and third-order nonlinear optical properties of two non-centrosymmetric thiophene‐chalcone derivatives

Cited by 35 publications

References 40 publications

Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

The Photovoltaic Performance of Sensitizers for Organic Solar Cells Containing Fluorinated Chalcones with Different Halogen Substituents

Quantum Chemical Exploration of A−π₁–D₁–π₂–D₂-Type Compounds for the Exploration of Chemical Reactivity, Optoelectronic, and Third-order Nonlinear Optical Properties

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Molecular structure, linear optical, second and third-order nonlinear optical properties of two non-centrosymmetric thiophene‐chalcone derivatives

Cited by 35 publications

References 40 publications

Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

Theoretical Investigation of the Nonlinear Optical and Charge Transport Properties of N-(4-Methoxybenzylidene) Isonicotinohydrazone and Some of Its Derivatives: A DFT and TD-DFT Study

The Photovoltaic Performance of Sensitizers for Organic Solar Cells Containing Fluorinated Chalcones with Different Halogen Substituents

Quantum Chemical Exploration of A−π1–D1–π2–D2-Type Compounds for the Exploration of Chemical Reactivity, Optoelectronic, and Third-order Nonlinear Optical Properties

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Product

Resources

About

Quantum Chemical Exploration of A−π₁–D₁–π₂–D₂-Type Compounds for the Exploration of Chemical Reactivity, Optoelectronic, and Third-order Nonlinear Optical Properties