Photochromic properties of the molecule Azure A chloride in polyvinyl alcohol matrix

Shahab, Siyamak; Filippovich, Liudmila; Kumar, Rakesh; Darroudi, Majid; Borzehandani, Mostafa Yousefzadeh; Gomar, Maryam; Hajikolaee, Fatemeh Haji

doi:10.1016/j.molstruc.2015.08.007

Cited by 27 publications

(13 citation statements)

References 17 publications

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“…S 2 transition with the experimental spectrum. Our calculations do not confirm the hypothesis from Shahab et al [42] about a separate electronic transition with λ max ≈ 619 nm: the remaining electronic transitions of the AA + molecule in the visible range have very low oscillator strength f (Table 1). The molecular orbital (MO) #67 of AA + is the highest occupied (HOMO) and MO #68 is the lowest unoccupied (LUMO).…”

Section: Resultscontrasting

confidence: 99%

“…This indicates the importance of considering the vibronic coupling when calculating the absorption spectra. Although direct comparison of λ vert and λ exp is widespread in the literature (see References [36,42,43] in the case of AA + ), it is more correct to compare λ vibron and λ exp [50]. Table S1 and Figure 3 show that all functionals with IEFPCM solvent model give an underestimated λ vibron values in comparison with the experimental value λ max = 632 nm = 1.96 eV ("cyanine failure").…”

Section: Resultsmentioning

confidence: 97%

“…Therefore, to calculate the vibronic absorption spectrum of AA + in an aqueous solution, we used all the hybrid functionals supported by Gaussian16. Note what in the three above-mentioned (see Section 1) theoretical papers [36,42,43], the most popular hybrid functional B3LYP [59] was used. Singlet transitions HOMO!LUMO in the visible region of the spectrum were analyzed.…”

Section: Resultsmentioning

confidence: 99%

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TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

Kostjukova

Leontieva

Kostjukov

2021

Int J of Quantum Chemistry

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The vibronic absorption spectrum of Azure A cation (AA + ) in an aqueous solution was calculated using the time-dependent density functional theory (TD-DFT). The calculations were performed using all hybrid functionals supported by Gaussian16 software, 6-31++G(d,p) basis set and polarizable continuum model with external integration formalism (IEFPCM) and solvation model based on solute electron density (SMD) solvent models. The IEFPCM gave significantly underestimated values of λ max in comparison with the experiment, what is a manifestation of the well-known TD-DFT "cyanine failure." However, the SMD made it possible to obtain good agreement between the calculation results and experimental data. The best fit was achieved using the X3LYP functional. The dipole moments and atomic charges of the ground and excited states of the AA + molecule were calculated. Photoexcitation leads to an increase in the dipole moment of the dye molecule. An insignificant photoinduced electron transfer was found in the central ring of the chromophore of the dye molecule.

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Section: Resultscontrasting

confidence: 99%

Section: Resultsmentioning

confidence: 97%

Section: Resultsmentioning

confidence: 99%

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TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

Kostjukova

Leontieva

Kostjukov

2021

Int J of Quantum Chemistry

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“…Theoretical quantum chemistry methods based on HF and DFT are used for the calculation of optimized geometry, absorption spectrum, FT-IR and 1 H NMR spectra of the organic molecules. [5][6][7][8][9][10][11][12][13][14][15][16][17] In this work on the basis of PVA and new synthesized dichroic azo benzene dye A thermostable polarizing film absorbing in visible spectral range of spectrum (λ max = 550 nm) for application in Display Technologies and Optoelectronic applications was developed.…”

Section: Introduction *mentioning

confidence: 99%

Spectroscopic and thermophysical investigation of new synthesized azo dye and its application in polarizing film

Shahab¹,

Filippovich²,

Sheikhi³

et al. 2019

Rev.Roum.Chim.

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Quantum-chemical calculations using the Density Functional Theory (DFT) approach for structural analysis of a new azo benzene derivative: Sodium 6-amino-5-hydroxy-3-((E)-(2methoxy-4-((E)-(4-sulfonatophenyl)diazenyl)phenyl)diazenyl)naphthalene-2-sulfonate (A) (trans isomer) were designed using B3LYP method with 6-311++G** basis set. The electronic absorption spectrum of the A in water solution was calculated using TDB3LYP/6-311++G** method. The excitation energies, electronic transitions and oscillator strengths for studied structure have also been calculated. On the basis of calculations a new dichroic azo benzene dye A was synthesized. The experimental UV-Vis, FT-IR and 1 H NMR spectra of the title molecule were presented. On the basis of polyvinyl alcohol (PVA) and the dichroic synthesized azo benzene dye A thermostable polarizing film absorbing in the seen region of the spectrum (λ max = 550 nm) with Polarization Efficiency (PE) in the absorption maximum (λ max = 92 %) and Stretching Degree (R s) = 3.0 was developed. The experimental spectral-polarization parameters of stretched colored PVA-films were measured. During the work it was established that oriented PVA-films is phenomenon of anisotropy of thermal conductivity (λ || / λ ⊥). Thermal conductivity in a direction of orientation (λ ||) is higher than in a direction perpendicular orientations (λ ⊥).

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“…The majority of films with dichroic dyes finding practical application polarize light in a visible area (400-700 nm) electromagnetic spectrum where the basic strips of absorption of molecules with stretched chains of the interfaced double bond conjugation are located. Theoretical quantum chemistry methods based on HF and DFT are used for the calculation of optimized geometry, absorption spectrum, FT-IR and 1 H NMR spectra of the organic molecules [5][6][7][8][9][10][11][12][13][14][15][16][17]. In this work on the basis of PVA and new synthesized dichroic azobenzene dye A thermostable polarizing film absorbing invisible spectral range of spectrum (λ max = 550 nm) for application in Display Technologies and Optoelectronic applications was developed.…”

Section: Introductionmentioning

confidence: 99%

Spectroscopic (Polarization, ExcitedState, FT-IR, UV/Vis and <sup>1</sup>H NMR) and Thermophysical Investigations of New Synthesized Azo Dye and Its Application in Polarizing Film

Shahab¹

2017

AJMSP

Self Cite

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Quantum-chemical diazenyl)phenyl)diazenyl)naphthalene-2-sulfonate (A) (trans isomer) was designed using B3LYP method with 6-311++G** basis set. The electronic absorption spectrum of the A in water solution was calculated using TDB3LYP/6-311++G** method. The excitation energies, electronic transitions and oscillator strengths for studied structure have also been calculated. On the basis of calculations a new dichroic azobenzene dye A was synthesized. The experimental UV-Vis, FT-IR and 1 H NMR spectra of the title molecule were presented. On the basis of polyvinyl alcohol (PVA) and the dichroic synthesized azobenzene dye A thermostable polarizing film absorbing in the seen region of the spectrum (λ max = 550nm) with Polarization Efficiency (PE) in the absorption maximum (λ max = 92 %) and Stretching Degree (R s ) = 3.0 was developed. The experimental spectral-polarization parameters of stretched colored PVA-films were measured. During the work it was established that oriented PVA-films is phenomenon of anisotropy of thermal conductivity (λ ǁ /λ ⊥ ). Thermal conductivity in a direction of orientation (λ ǁ ) is higher than in a direction perpendicular orientations (λ ⊥ ).

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Photochromic properties of the molecule Azure A chloride in polyvinyl alcohol matrix

Cited by 27 publications

References 17 publications

TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

Spectroscopic and thermophysical investigation of new synthesized azo dye and its application in polarizing film

Spectroscopic (Polarization, ExcitedState, FT-IR, UV/Vis and <sup>1</sup>H NMR) and Thermophysical Investigations of New Synthesized Azo Dye and Its Application in Polarizing Film

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Photochromic properties of the molecule Azure A chloride in polyvinyl alcohol matrix

Cited by 27 publications

References 17 publications

TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

TD‐DFT absorption spectrum of Azure A in aqueous solution: Vibronic transitions and electronic properties

Spectroscopic and thermophysical investigation of new synthesized azo dye and its application in polarizing film

Spectroscopic (Polarization, ExcitedState, FT-IR, UV/Vis and &lt;sup&gt;1&lt;/sup&gt;H NMR) and Thermophysical Investigations of New Synthesized Azo Dye and Its Application in Polarizing Film

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Spectroscopic (Polarization, ExcitedState, FT-IR, UV/Vis and <sup>1</sup>H NMR) and Thermophysical Investigations of New Synthesized Azo Dye and Its Application in Polarizing Film