Molecular structure, spectroscopic (FT-IR, FT Raman, UV, NMR and THz) investigation and hyperpolarizability studies of 3-(2-Chloro-6-fluorophenyl)-1-(2-thienyl) prop-2-en-1-one

Kumar, Rajesh; Kumar, Amit; Deval, Vipin; Gupta, Archana; Tandon, Poonam; Patil, P. S.; Deshmukh, Prathmesh; Chaturvedi, Deepika; Watve, J.G.

doi:10.1016/j.molstruc.2016.09.087

Cited by 42 publications

(9 citation statements)

References 59 publications

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“…In CH-ClF, the C-F stretching mode was interpreted at 1154.5 cm −1 , meanwhile in CH-FF, it was observed at 1155 cm −1 ; both peaks were found to fall in an assumed range between 1155 to 1330 cm −1 in previous research [36]. The vibration wavenumber achieved in C-F stretching mode was higher than C-Cl due to the presence of the inductive effect between the C-F bond and fluorine, which triggered an increase in the force constant and higher wavenumber absorption [39].…”

Section: C-x Vibrationsmentioning

confidence: 67%

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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Section: C-x Vibrationsmentioning

confidence: 67%

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

et al. 2021

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“…However, the hyperconjugation energies caused by the electron transfer from σ(C39‐C40), σ(C40‐H44), and σ(C40‐H45) orbitals to π * (C1‐C2) orbital have been estimated to be 20.11, 18.62, and 215.73 kcalmol −1 , for Conf3. As reported in the literature, the strong π‐ electron conjugation or intramolecular charge transfer that causes the movement of the electron density over the molecular surface has a key role contributing to the polarizability and hyperpolarizability of the related system. Thus, the investigating of the donor‐acceptor interactions of the title compound will be important to the evaluation of the non‐linear optical properties and the tendency to have chemical reactivity.…”

Section: Resultsmentioning

confidence: 99%

A DFT Investigation on the Structure, Spectroscopy (FT‐IR and NMR), Donor‐Acceptor Interactions and Non‐Linear Optic Properties of (±)‐1,2‐Dehydroaspidospermidine

Uludag

Serdaroğlu

2019

ChemistrySelect

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In this study, (±)‐1,2‐Dehydroaspidospermidine was analyzed by elemental analysis, 1H and 13C NMR, and FT‐IR spectra. Also, because the starting geometry is essential to evaluate the structural, electronic, and spectral properties of this compound, we used the potential energy surface (PES) scan by the B3LYP/6‐31G(d,p) hybrid functional to determine the stable structures of the (±)‐1,2‐Dehydroaspidospermidine. Thus, three stable conformations of the compound were used in all of the electronic and spectroscopic simulations performed by the M06‐2X, G96LYP, and B3LYP functionals at the 6–311++G(d,p) basis set in a vacuum and chloroform. After the observed and simulated FT‐IR and NMR data were compared, the second order perturbative theory in the NBO (Natural Bond Orbital) basis was used to interpret the critical donor‐acceptor interactions; the dominant contribution to the lowering of the second order energy for all conformers was the π→ π* and σ→ π* interactions. Also, we used both NLO (Non Linear Optic) and FMO (Frontier Molecular Orbital) analyses to investigate the non‐linear optical property and the biochemical reactivity of the compound. The results of this work demonstrated that the compound has an available non‐linear optical property (β=6.62 x 10−30 esu) that can be used in optoelectronic technology, and, besides, it has biological activity because of its strong intramolecular interactions.

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“…The different Global Chemical Reactivity Descriptors (GCRD) was calculated by evaluation of energy band gap which is HOMO-LUMO energy level where HOMO as Ionization Potential (IP) while LUMO as Electron A nity (EA) in determining their chemical properties in terms of chemical hardness (η), chemical softness (S), electronegativity (χ), chemical potential (µ), and electrophilic index (ω) where these parameters measure the stabilities of energy. The equations of these parameters were reported by previous researchers in calculation of quantum mechanical stabilities [23][24][25].…”

Section: Optical Studiesmentioning

confidence: 99%

Theoretical Assessments, Optical and Electrochemical Properties of the Alkoxylated Bischalcone as Emissive Material in Single Layer OLED

Saidin

Khairul

Rahamathullah

et al. 2022

Preprint

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A new bischalcone consisting hexyloxy (-C6H2n + 1) chain based on ‘Donor (D)-π-Donor (D)’ scheme was successfully designed and synthesized to demonstrate as emitting material for single layer OLEDs. Density functional theory assessment (DFT) at B3LYP/6–31G(d,p) were computed to obtain frontier molecular orbitals (FMO), chemical reactivity and molecular electrostatic potential (MEP). The utilization of alkoxy towards the chalcone moiety has increased the solubility and contributed to HOMO-LUMO gap energy level 3.473 eV by UV–vis spectroscopy and were found to have good agreement with theoretical calculations. The investigation on their optical, electrochemical and thermal behaviour also were conducted via UV-Vis, cyclic voltammetry (CV), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). The entitled alkoxylated bischalcone (CSAB) revealed good thermal stability up to 300˚C and showed high glass transition temperatures. At positive potential, a quasi-reversible oxidation (Eox 1/2) peak at 2.40 V and negative potentials exhibited reduction peak at 0.78 V, respectively. The application of CSAB was tested in the form thin film in respect of their conductivity of electrical current and electroluminescence behaviour. It gave an intense yellow emission has provided the fundamental understanding on its potentiality featuring alkoxylated bischalcone moiety as solution-processed OLEDs material in optoelectronic interest.

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Molecular structure, spectroscopic (FT-IR, FT Raman, UV, NMR and THz) investigation and hyperpolarizability studies of 3-(2-Chloro-6-fluorophenyl)-1-(2-thienyl) prop-2-en-1-one

Cited by 42 publications

References 59 publications

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

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

A DFT Investigation on the Structure, Spectroscopy (FT‐IR and NMR), Donor‐Acceptor Interactions and Non‐Linear Optic Properties of (±)‐1,2‐Dehydroaspidospermidine

Theoretical Assessments, Optical and Electrochemical Properties of the Alkoxylated Bischalcone as Emissive Material in Single Layer OLED

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