Spectral, electrochemical and thermal characteristics of glass forming hydrazine derivatives (original) (raw)
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Electrical, spectral and thermochromic properties of some hydrazone derivatives
Journal of Materials Science: Materials in Electronics, 1994
The electrical and spectral properties of some ethyl cyanoacetate phenylhydrazone derivatives have been investigated. Results obtained show anomalous metallic-like and semiconducting behaviours corresponding to the low and higher temperature ranges. At high temperatures a positive temperature coefficient of electrical conductivity (d~/d T) provides evidence for the semiconducting character, and the linear correlation indicates metallic-like behaviour at a low temperature range. Values of activation energy (AE) were calculated in each case. In addition, the current-voltage dependence of the hydrazone derivatives was investigated. This showed that the compounds under study have ohmic conduction. The correlation between Xma x and Hammett constant was also investigated. The hydrazone derivatives are thermolabile and undergo thermochromic behaviour during heating.
Tetrahedron, 2012
3-(10-Alkyl-10H-phenothiazin-3-yl)-2-propenals and their corresponding 3,3 0-bispropenals that represent a previously unexplored class of functionalised phenothiazine derivatives were prepared upon reacting N-alkylated 3-bromo-and 3,7-dibromo-10H-phenothiazines with acrolein diethyl acetal under Pd catalysis. The obtained heterocyclic 2,3-unsaturated aldehydes were condensed with N-methyl-N-phenylhydrazine and N,N-diphenylhydrazine resulting in mono-and dihydrazones that act as effective hole transporting materials. Thermal, optical, electrochemical and photophysical properties of the synthesised new organic electroactive derivatives have been investigated.
ACS Omega
Herein, halo-functionalized hydrazone derivatives "2-[(6′-chloroazin-2′-yl)oxy]-N′-(2-fluorobenzylidene) acetohydrazone (CPFH), 2-[(6′-chloroazin-2′-yl)oxy]-N′-(2-chlorobenzylidene) aceto-hydrazones (CCPH), 2-[(6′-chloroazin-2′yl)oxy]-N′-(2-bromobenzylidene) aceto-hydrazones (BCPH)" were synthesized and structurally characterized using FTIR, 1 H-NMR, 13 C-NMR, and UV−vis spectroscopic techniques. Computational studies using density functional theory (DFT) and time dependent DFT at CAM-B3LYP/6-311G (d,p) level of theory were performed for comparison with spectroscopic data (FT-IR, UV−vis) and for elucidation of the structural parameters, natural bond orbitals (NBOs), natural population analysis, frontier molecular orbital (FMO) analysis and nonlinear optical (NLO) properties of hydrazones derivatives (CPFH, CCPH, and BCPH). Consequently, an excellent complement between the experimental data and the DFT-based results was achieved. The NBO analysis confirmed that the presence of hyper conjugative interactions was pivotal cause for stability of the investigated compounds. The energy gaps in CPFH, CCPH, and BCPH were found as 7.278, 7.241, and 7.229 eV, respectively. Furthermore, global reactivity descriptors were calculated using the FMO energies in which global hardness revealed that CPFH was more stable and less reactive as compared to BCPH and CCPH. NLO findings disclosed that CPFH, CCPH, and BCPH have superior properties as compared to the prototype standard compound, which unveiled their potential applications for optoelectronic technology.
Molecules (Basel, Switzerland), 2015
We report here a comparative theoretical and experimental study of four triazine-based hydrazone derivatives. The hydrazones are synthesized by a three step process from commercially available benzil and thiosemicarbazide. The structures of all compounds were determined by using the UV-Vis., FT-IR, NMR (1H and 13C) spectroscopic techniques and finally confirmed unequivocally by single crystal X-ray diffraction analysis. Experimental geometric parameters and spectroscopic properties of the triazine based hydrazones are compared with those obtained from density functional theory (DFT) studies. The model developed here comprises of geometry optimization at B3LYP/6-31G (d, p) level of DFT. Optimized geometric parameters of all four compounds showed excellent correlations with the results obtained from X-ray diffraction studies. The vibrational spectra show nice correlations with the experimental IR spectra. Moreover, the simulated absorption spectra also agree well with experimental res...
A three series of p-substituted aromatic hydrazones have been synthesized by condensation of benzhydrazide/p-substituted benzhydrazides (CH 3 , OCH 3 , Cl and OH) with benzaldehyde/p-substituted benzaldehydes ( OCH 3 and NO 2). Initially, p-substituted esters were prepared from benzoic acid, p-substituted benzoic acid and methanol. In the second step, p-substituted hydrazides were prepared from the previously synthesized esters and hydrazine hydrate. Finally, p-substituted aromatic hydrazones were obtained from hydrazides and benzaldehyde or p-substituted benzaldehyde. The identity of the synthesized hydrazones was confirmed by the following techniques: 1 H NMR, 13 C NMR, IR and UV spectroscopy and element analysis (CNH). The proposed method of synthesis resulted in excellent yield and purity of the prepared hydrazones. Using three conventional LFER models based on mono and the dual substituent parameters, quantitative assessment of the substituent effects on the substituent chemical shifts (SCS) was made. In order to obtain the correlation models for investigated series the IR (
The pharmaceutical important 4-(4-hydrazinylbenzyl)-1,3-oxazolidin-2-one hydrochloride (1) is condensed with salicylaldehyde (2) in methanol in presence of sodium methoxide forming schiff base 4-{4-[(2Z)-2-(2-hydroxybenzylidene)hydrazinyl]benzyl}-1,3-oxazolidin-2-one (3). It is characterized by TLC, FT-IR, and NMR spectroscopy. The IR peak at 1781, 3318 and 3230 cm-1 is due to O-CO-NH,-CO-NH-and =N-NH-stretching vibrations. The new peak at 1616 cm-1 is due to – C=N-(imino) group. The compound (3) is further subjected to fluorescence study. The Schiff base (3) shows excitation at 276 nm (ε 9.203) and 400 nm (ε 3.129) and émission at 413 nm (ε 580) for excitation at 276 nm & 403 nm (ε 234.58) and 403 nm (ε 432.70) for the excitation at 400 nm.
Theoretical Studies of Structure, Spectroscopy, and Properties of a New Hydrazine Derivative
Journal of Chemistry, 2013
We will report a combined experimental and theoretical study on molecular structure, vibrational spectra, and energies of (E)-1-(2,4-dinitrophenyl)-2-[(4-methylphenyl)methylidene]hydrazine (1). The molecular geometry and vibrational frequencies and energies in the ground state are calculated by using HF and DFT levels of theory with 6-311G basis sets. The calculated HOMO and LUMO energies also confirm that charge transfer occurs within the molecule. The harmonic vibrational frequencies were calculated, and the scaled values have been compared with experimental FTIR and FT-Raman spectra. The observed and the calculated frequencies are found to be in good agreement. The experimental spectra also coincide satisfactorily with those of theoretically constructed bar-type spectrograms.
Synthesis and characterization of new p-substituted aromatic hydrazones
Organic Chemistry: An Indian Journal, 2012
A three series of p-substituted aromatic hydrazones have been synthesized by condensation of benzhydrazide/p-substituted benzhydrazides (CH3, OCH3, Cl and OH) with benzaldehyde/p-substituted benzaldehydes (OCH3 and NO2). Initially, p-substituted esters were prepared from benzoic acid, p-substituted benzoic acid and ethanol. In the second step, p-substituted hydrazides were prepared from the previously synthesized esters and hydrazine hydrate. Finally, p-substituted aromatic hydrazones were obtained from hydrazides and benzaldehyde or p-substituted benzaldehyde. The identity of the synthesized hydrazones was confirmed by the following techniques: 1H NMR, 13C NMR, IR and UV spectroscopy and element analysis (CNH). The proposed method of synthesis resulted in excellent yield and purity of the prepared hydrazones. Using three conventional LFER models based on mono and the dual substituent parameters, quantitative assessment of the substituent effects on the substituent chemical shifts (SCS) was made. In order to obtain the correlation models for investigated series the IR (C=O, C=N and NHC=O), 1HNH, 1H=CH, 13C=CH- and 13C C=O peaks were used.