Synthesis, growth, and characterization of a new NLO material 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one

Ganapayya, B.; Jayarama, A.; Sankolli, Ravish; Hathwar, Venkatesha R.; Dharmaprakash, S. M.

doi:10.1016/j.molstruc.2011.10.042

Cited by 27 publications

(16 citation statements)

References 11 publications

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“…Thus, the two doublets observed at 8.022 and 7.212 with a coupling constant of 15.2 correspond to protons of-CH=CH-group. Other characteristic peaks observed in the spectrum are : 7.543 (d, 1H, H of thiophene ring), 7.008 (d, 1H, H of thiophene ring), 6.914 (t, 1H, H of aromatic ring), 6.444 (d, 2H, H of aromatic ring), and 3.849 (3 closely packed singlet, 9H, 3×OCH 3 ).…”

Section: Ft-ir and Nmr Spectral Studiesmentioning

confidence: 97%

“…Recently, much focus has been given to organic NLO materials for applications in field of photonics [4] due to their large nonlinear response, good optical limiting behavior, fast switching time, and convenient optimization routes through molecular design compared to the currently used inorganic materials [5]. Chalcone derivatives are one of the interesting groups of materials as they are exhibiting high NLO coefficients and good crystallizability [6]. The intramolecular charge-transfer feature available in the chalcone allows us to design new molecules substituted for donor or acceptor groups, which gives an understanding of structure-property relationship [7].…”

Section: Introductionmentioning

confidence: 99%

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Physicochemical Studies on Thienyl Chalcone Derivative for Nonlinear Optical Application

Prabhu

Jayarama

Bhat

et al. 2013

Indian Journal of Materials Science

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Single crystals of 1-(5-chlorothiophen-2-yl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one (CTTMP) having nonlinear optical property have been grown by slow evaporation technique. The functional groups were identified by FT-IR and NMR techniques. The mechanical property of the crystals was studied using Vicker's microhardness tester and the load dependence hardness was observed. The material is dimensionally stable up to 112 ∘ C. The dielectric properties of the crystals were determined using semiconductor characterization system. The optical limiting behavior of the crystal was studied using Z-scan technique.

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Section: Ft-ir and Nmr Spectral Studiesmentioning

confidence: 97%

Section: Introductionmentioning

confidence: 99%

Physicochemical Studies on Thienyl Chalcone Derivative for Nonlinear Optical Application

Prabhu

Jayarama

Bhat

et al. 2013

Indian Journal of Materials Science

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“…Ganapayya et al [12] have synthesized DMPP crystal, and its structure determination was carried out by single-crystal X-ray diffraction method. DMPP crystallizes in orthorhombic system with cell parameters a = 20.3106(8) Å , b = 4.9574 (2) Å , c = 13.4863(5) Å , a = b = c = 90°, V = 1047.67 (6) Å 3 and space group Pca2 1 [12].…”

Section: Geometric Optimization and Conformational Analysismentioning

confidence: 99%

“…Ganapayya et al [12] have synthesized DMPP molecule, and its structural, vibrational, electronic and thermal analyses have been performed experimentally. However, the theoretical studies on above-mentioned analyses for the DMPP are neglected.…”

Section: Introductionmentioning

confidence: 99%

Density functional theory calculations on conformational, spectroscopic and electrical properties of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one: a potential nonlinear optical material

et al. 2015

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Quantum chemical calculations of the ground state energy, the highest and lowest energy conformers and vibrational wavenumbers of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one have been performed by using Gaussian 09 program. B3LYP and HSEH1PBE levels of density functional theory with the 6-311??G(d,p) basis set have been used to perform above-mentioned calculations. The vibrational wavenumbers have been assigned on the basis of potential energy distribution analysis. Stability of the molecule arising from hyper-conjugative interactions and charge delocalization has been analyzed using natural bond orbital analysis. The frontier molecular orbitals have been simulated, and obtained small energy gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital energies has confirmed that charge transfer occurs within title compound. Nonlinear optical behavior of the title compound has been investigated by determining electric dipole moment, polarizability and hyperpolarizability. Finally, the molecular electrostatic potential surface and density of state have been simulated to find more reactive sites for electrophilic and nucleophilic attack.

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“…Pyridine derivatives of this class show very good nonlinearity because of their donor-acceptor arrangement with p-conjugated bond and has been synthesized extensively in recent years [21,22]. Newly synthesized 3-(3,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one (DPP) is donor-p-acceptor-p-acceptor (D-p-A-p-A) type nonlinear optical material that crystallizes in the orthorhombic system with the Pna21 space group.…”

Section: Introductionmentioning

confidence: 99%

Vibrational spectra analysis, NBO, HOMO–LUMO, and nonlinear optical behavior studies on 3-(3,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one

2015

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A combined experimental and theoretical study on molecular structure, vibrational spectra, HOMO-LUMO analysis, and hyperpolarizability of organic nonlinear optical crystal 3-(3,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one is reported. Vibrational wavenumbers with Raman intensities and infrared absorption intensities have been calculated in the ground state by the density functional theory method using 6-31G(d,p) basis set and Becke's three-parameter hybrid functional (B3LYP). Finally, the calculation results were applied to simulate infrared and Raman spectra of the title compound which showed good agreement with the observed spectra. The assignments of the vibrational spectra have been carried out with the aid of normal coordinate analysis. The natural bond orbital analysis was performed to study the intramolecular bonding, interactions among bonds, and delocalization of unpaired electrons. Electrostatic potential surface and HOMO-LUMO are reported along with global reactivity descriptors. First, hyperpolarizability of the molecule was also calculated and nonlinear behavior of the molecule analyzed using computed data. Graphical abstractKeywords Nonlinear optical crystal Á Hyperpolarizability Á DFT Á Natural bond orbital analysis Á HOMO-LUMO

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Synthesis, growth, and characterization of a new NLO material 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one

Cited by 27 publications

References 11 publications

Physicochemical Studies on Thienyl Chalcone Derivative for Nonlinear Optical Application

Physicochemical Studies on Thienyl Chalcone Derivative for Nonlinear Optical Application

Density functional theory calculations on conformational, spectroscopic and electrical properties of 3-(2,3-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one: a potential nonlinear optical material

Vibrational spectra analysis, NBO, HOMO–LUMO, and nonlinear optical behavior studies on 3-(3,4-dimethoxyphenyl)-1-(pyridin-2-yl)prop-2-en-1-one

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