Molecular structure, spectroscopic, and density functional theory studies of <i>o</i>-Dianisidine

Evecen, Meryem; Tanak, Hasan; Dege, Necmi; Kara, Mehmet; Doğan, Onur Erman; Ağar, Erbil

doi:10.1080/15421406.2016.1275300

Cited by 8 publications

(4 citation statements)

References 57 publications

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“…A slight shift of this band in relation to the spectrum of neat QUE confirms the existence of weak intermolecular hydrogen bonds in the QUE : O‐DIA co‐crystals, which justifies the location of the vibration band at 3502 cm −1 , rather typical of free amino groups. The positions of these bands are consistent with the literature data [50,54–62] . Compared to the pure O‐DIA, the band corresponding to the −NH 2 stretching vibrations occurs in QUE : O‐DIA as sharp doublets (Figure S10).…”

Section: Resultssupporting

confidence: 89%

“…The positions of these bands are consistent with the literature data. [50,[54][55][56][57][58][59][60][61][62] Compared to the pure O-DIA, the band corresponding to the À NH 2 stretching vibrations occurs in QUE : O-DIA as sharp doublets (Figure S10). Moreover, the first doublet, originally located at 3432 and 3345 cm À 1 , was red shifted to 3398 and 3369 cm À 1 , indicating also the formation of hydrogen bonds with the QUE hydroxyl groups.…”

Section: Spectra For Que : Fen and Que : O-diamentioning

confidence: 99%

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Binary Co‐Crystals of Quercetin: Synthesis, Structure, and Spectroscopic Characterization

et al. 2023

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A mechanochemical method was used to obtain four new quercetin (QUE) co‐crystals. Three co‐formers have the systems of the heterocyclic rings with the oxygen and nitrogen atoms and they form co‐crystals at the stoichiometric ratio of 1 : 2. In contrast, the QUE : o‐dianisidine co‐crystal represents the 1 : 1 stoichiometry and the former molecule is the aniline derivative. The X‐ray crystallography and FT‐IR and FT‐Raman spectra revealed formation of the intermolecular O−H…N or N−H…O hydrogen bonds. The dynamics of the hydrogen bonds was investigated using the XPS method. The N 1s XPS spectra showed no proton transfer in the QUE : FEN and QUE : O‐DIA co‐crystal systems. The QUE : BZFP and QUE : EBZFP show the two‐site static disorder across the proton transfer pathway to the pyridine ring, with the occupancies (C=N : C=NH+) of 72 : 28 and 77 : 23, respectively.

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Section: Resultssupporting

confidence: 89%

Section: Spectra For Que : Fen and Que : O-diamentioning

confidence: 99%

Binary Co‐Crystals of Quercetin: Synthesis, Structure, and Spectroscopic Characterization

et al. 2023

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“…21 Also, the bands observed at 1633, 1533, 1319, and 1033 cm −1 in FTIR spectra are assigned to N H bending deformation from DAN moieties structure. 47 These specific bands increase in intensity with the increase of the DAN content (DAN1 vs. DAN2; Figure 2(a)).…”

Section: Ftir Spectroscopymentioning

confidence: 98%

Physical properties and dielectric behavior of the poly(urethane‐urea) based on o‐dianisidine and renewable cross‐linkers

Oprea

Potolinca

Oprea

2021

J of Applied Polymer Sci

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The novelty of the poly(urethane-urea) series consists in inclusion of odianisidine units in the main chain and cross-linking with renewable biomaterials, unused compounds so far in the synthesis of the poly(urethane-urea) (Tween 20, Span 20, Phloroglucinol). The effects of these components on the structure, surface, thermo-mechanical properties and dielectric behavior of the obtained poly(urethane-urea) were investigated by Fourier transform infrared (FTIR) spectroscopy, thermo-gravimetric analysis, static contact angles, broadband dielectric spectroscopy, and mechanical testing. The FTIR spectra showed that the urethane hydrogen bonds decreased with the increase of odianisidine content. Such that, at the increase of the o-dianisidine content, decreased the thermo-mechanical properties, and increased strongly the water contact angle from 83 to 108. By dielectric relaxation spectroscopy was studied the molecular dynamics within the polymeric matrices with identical soft segments but different structure of the hard domains. These poly(urethane-urea) materials exhibit two secondary relaxations (β and γ) and a relaxation process α, corresponding to the segmental movements in the soft phase, which occurs around the temperature of −50 C independent of the measurement frequency. o-Dianisidine prevents the formation of all the urethane hydrogen bonds and so increases the chains mobility and dipoles polarization of polymer matrix, thus increasing the dielectric constants.

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“…We noted that the experimental results belong to the solid phase and theoretical calculations belong to the gas phase. In the solid state, the existence of the crystal field along with the intermolecular interactions has connected the molecules together, which results in differences in bond parameters between the calculated and experimental values [32,33]. The biggest differences of bond lengths between the experimental and the calculated values are obtained at S1-C5 bond, with the different values being 0.038 Å for B3LYP, O1-C9 bond with a value 0.029 Å for HF, and 0.025 Å for B3PW91 method.…”

Section: Molecular Structurementioning

confidence: 99%

Molecular and Electronic Analysis of (7-Chloro-2-oxo-2H-chromen-4-yl)-methyl diethylcarbamodithioate by DFT and HF Calculations

Evecen

Tanak

2019

Acta Phys. Pol. A

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The molecular geometry and vibrational frequencies of (7-chloro-2-oxo-2H-chromen-4-yl)-methyl diethylcarbamodithioate in the ground state have been calculated by using the Hartree-Fock and density functional theory methods (B3LYP and B3PW91) with 6-311++G(d,p) basis set. The results of the optimized molecular structure are presented and compared with the experimental X-ray data. The calculated vibrational frequencies are used to determine the types of molecular motions associated with each of the experimental bands observed. To investigate the nonlinear optics properties of the title compound, the polarizability and the first hyperpolarizability are calculated using the density functional B3LYP method. The predicted nonlinear optical properties of the title compound are greater than ones of urea. To determine conformational flexibility, molecular energy profile of the title compound is obtained by B3LYP calculations with respect to selected degree of torsional freedom, which is varied from −180 • to +180 • in steps of 10 •. Besides, molecular electrostatic potential, natural bond orbitals, natural atomic charges, frontier molecular orbitals, and several thermodynamic properties are performed by the density functional theory methods.

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Molecular structure, spectroscopic, and density functional theory studies of o-Dianisidine

Cited by 8 publications

References 57 publications

Binary Co‐Crystals of Quercetin: Synthesis, Structure, and Spectroscopic Characterization

Binary Co‐Crystals of Quercetin: Synthesis, Structure, and Spectroscopic Characterization

Physical properties and dielectric behavior of the poly(urethane‐urea) based on o‐dianisidine and renewable cross‐linkers

Molecular and Electronic Analysis of (7-Chloro-2-oxo-2H-chromen-4-yl)-methyl diethylcarbamodithioate by DFT and HF Calculations

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