Solvatochromic, acid–base features and time effect of some azo dyes derived from 1,3-benzothiazol-2-ylacetonitrile: Experimental and semiempirical investigations

Ebead, Youssif; Selim, M. A.; Ibrahim, S. A.

doi:10.1016/j.saa.2009.11.051

Cited by 31 publications

(7 citation statements)

References 35 publications

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“…We emphasize that our purpose is not to interpret the nature of the optical absorption bands or to assess the performance of semiempirical MO theory for other properties, such as geometries and ground-state energies. The nature of the absorptions − and the general performance of the Hamiltonians − used have been discussed in detail in the original work.…”

Section: Introductionmentioning

confidence: 99%

Semiempirical UNO–CAS and UNO–CI: Method and Applications in Nanoelectronics

Dral

Clark

2011

J. Phys. Chem. A

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Unrestricted Natural Orbital-Complete Active Space Configuration Interaction, abbreviated as UNO-CAS, has been implemented for NDDO-based semiempirical molecular-orbital (MO) theory. A computationally more economic technique, UNO-CIS, in which we use a configuration interaction (CI) calculation with only single excitations (CIS) to calculate excited states, has also been implemented and tested. The class of techniques in which unrestricted natural orbitals (UNOs) are used as the reference for CI calculations is denoted UNO-CI. Semiempirical UNO-CI gives good results for the optical band gaps of organic semiconductors such as polyynes and polyacenes, which are promising materials for nanoelectronics. The results of these semiempirical UNO-CI techniques are generally in better agreement with experiment than those obtained with the corresponding conventional semiempirical CI methods and comparable to or better than those obtained with far more computationally expensive methods such as time-dependent density-functional theory. We also show that symmetry breaking in semiempirical UHF calculations is very useful for predicting the diradical character of organic compounds in the singlet spin state.

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Section: Introductionmentioning

confidence: 99%

Semiempirical UNO–CAS and UNO–CI: Method and Applications in Nanoelectronics

Dral

Clark

2011

J. Phys. Chem. A

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“…Kamlet and Taft method is the most widely applied method for generating values for intermolecular solute/solvent interactions [45,46]. The overall solvent effect has been successfully applied to separate the influence of specific and nonspecific chemical interactions.…”

Section: Solvent Interactionsmentioning

confidence: 99%

Spectroscopic study of solvent effects on the electronic absorption spectra of morpholine and its complexes

et al. 2023

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The electronic absorption spectra of morpholine and its five morpholine complexes have been studied in different solvents of various polarities. The regression and correlation coefficients have been calculated with the SPSS program. Solvation energy relationships were deduced from spectral shifts and correlated with solvent parameters α (solvent hydrogen bond donor acidity), β (solvent hydrogen bond acceptor basicity), and π* (dipolarity/polarizability). The percentage contributions of the calculated solvatochromic parameters show that classic solvation effects play a major role in explaining the spectral shifts in all investigated complexes. The blue shift of [Fe(MOR)3Cl3]·4H2O, [Ni(MOR)4Cl2]·4H2O, and [Cu(MOR)4Cl2]·6H2O complexes is due to the formation of hydrogen bonds, which suggests the stabilization of the ground electronic state compared with the excited state. [CuNi(MOR)2Cl4]·4H2O and [CuZn(MOR)3Cl4]·2H2O are mixed metal complexes that suffer a red shift due to the solute-solvent interactions, which causes stabilization of the excited solute state with increasing solvent polarity. The bands are affected by specific solute-solvent interactions including hydrogen bond donor ability (acidity) and hydrogen bond acceptor ability (basicity) and nonspecific solute-solvent interactions including electromagnetic interaction between the dipole moments of solute and polar solvents.

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“…Second-order NLO organic dyes have a dipolar D-A structure. D and A are the electron donor and acceptor moiety, respectively, and are conjugated systems 9,10 . Azo dyes are essential in developing NLO organic dyes 9,10,12 .…”

Section: -Introductionmentioning

confidence: 99%

“…D and A are the electron donor and acceptor moiety, respectively, and are conjugated systems 9,10 . Azo dyes are essential in developing NLO organic dyes 9,10,12 . Thiazole azo dyes have been recently used as a building block in a variety of applications, including liquid crystal displays (LCDs) 11,13 , NLO devices 9,[14][15] dye-sensitized solar cells (DSSCs) 9,[11][12][13][14][15][16], optoelectronics 9,11 and biological and therapeutic requirements 17 .…”

Section: -Introductionmentioning

confidence: 99%

“…Recently, some researchers have been looking for OSCs with nonlinear optical applications in photonics and optoelectronics, such as optical limiting, optical switching, and optical computing. Many researchers have fabricated novel designs for nonlinear optical (NLO) organic dyes as a result of the optoelectronics industry's relentless pursuit 9,10 . Second-order NLO organic dyes have a dipolar D-A structure.…”

Section: -Introductionmentioning

confidence: 99%

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A Novel Organic Semiconductor 4-phenylthiazol-2-yl-(phenylhydrazono) acetonitrile (PTPA) Thin Films: Synthesis, Optical and Electrical properties

Abuelwafa

Elnobi

Santos

et al. 2023

Preprint

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In this study, 4-phenylthiazol-2-yl-(phenylhydrazono) acetonitrile (PTPA) azo dye was synthesized and studied from optical and electrical point of view. The tautomerization phenomenon of the PTPA dye was clarified using one- dimensional (1D) and two- dimensional (2D) nuclear magnetic resonance (1HNMR and 13C NMR), absorbance (UV-Vis), emission, and infrared spectroscopy (FT-IR). X-ray diffraction (XRD) evaluations indicated that PTPA in powder and thin films crystallizes in a monoclinic system structure with nonostructural characteristics. Spectrophotometric measurements of absorbance A (λ), transmittance T (λ), and reflectance R (λ) at normal incidence light in the wavelength range 200–2500 nm were used to determine optical band gap, extinction coefficient, k, and refractive index, n. Also, non-linear optical parameters such as the third order non-linear susceptibility, χ(3) and nonlinear refractive index, n(2), of PTPA were revealed an awe-inspiring switching behavior, implying the possibility of using PTPA in optical switching systems. Finally, the electrical conductivity of the PTPA was raised with rising temperature, indicating that it is a typical organic semiconductor. Mott’s parameters were determined and discussed at low temperature. Thus, PTPA is a promising organic semiconductor with broad utility potential in organic electronics such as organic light-emitting diodes (OLEDs).

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Solvatochromic, acid–base features and time effect of some azo dyes derived from 1,3-benzothiazol-2-ylacetonitrile: Experimental and semiempirical investigations

Cited by 31 publications

References 35 publications

Semiempirical UNO–CAS and UNO–CI: Method and Applications in Nanoelectronics

Semiempirical UNO–CAS and UNO–CI: Method and Applications in Nanoelectronics

Spectroscopic study of solvent effects on the electronic absorption spectra of morpholine and its complexes

A Novel Organic Semiconductor 4-phenylthiazol-2-yl-(phenylhydrazono) acetonitrile (PTPA) Thin Films: Synthesis, Optical and Electrical properties

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