Synthesis, characterization and theoretical study of new hetarylazopyrazolone dyes and investigation of their absorption spectra

Aktan, Ebru; Ertan, Nermin; Uyar, Tahsin

doi:10.1016/j.molstruc.2013.12.015

Cited by 18 publications

(16 citation statements)

References 36 publications

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“…As is apparent in Table 1, the introduction of electron-donating methoxy and methyl groups at the phenyl ring (for dyes 2c,e and 3c,e) results in bathochromic shifts in DMSO. The observed bathochromism upon introduction of electron donor methyl and ethoxy groups is in agreement with literature [24]. The densities of electrons that are added to delocalization are increased because of electron donor methoxy and methyl groups that is why bathochromic shift has occurred.…”

Section: Resultssupporting

confidence: 91%

Synthesis, Characterization, and Fluorescence Studies of Novel Heterocyclic Azo Dyes Derived from Benzothiazole

Şener

Erişkin

Şahın

et al. 2017

Journal of Heterocyclic Chem

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Ten novel fluorescent azo disperse dyes 2a–e (open forms) and 3a–e (closed forms) were obtained by the coupling reaction of carbocyclic amine based diazonium chloride with compounds 2 and 3. The synthesized dyes were characterized by elemental analysis, high‐resolution mass spectrometry, Fourier transform infrared, and NMR spectral techniques. Moreover, we investigated the substituent effect and solvatochromic properties of the dyes on absorption and fluorescence spectra. At the same time, the absorption and emission spectral data of the closed form dyes 3a–e were compared with the open form dyes 2a–e due to more planarity of the closed form dyes that lead to the extension of the π–electron conjugation.

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Section: Resultssupporting

confidence: 91%

Synthesis, Characterization, and Fluorescence Studies of Novel Heterocyclic Azo Dyes Derived from Benzothiazole

Şener

Erişkin

Şahın

et al. 2017

Journal of Heterocyclic Chem

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“…We have previously reported the synthesis, characterization, tautomeric behavior, and solvent effects on their absorption spectra of some hetarylazopyrazolone dyes with thiazole moiety together with their theoretical studies [38]. In continuation of this study, we report here the synthesis and characterization of a series of new monoazo dyes based on the benzothiazole and benzimidazole ring systems.…”

Section: Introductionmentioning

confidence: 91%

“…The methods used for the syntheses of 2-hydrazinobenzothiazole (1) and coupling component 1-(2-benzothiazolyl)-3-methylpyrazol-5-one (2) were described in the previous part of our study [38].…”

Section: Synthesismentioning

confidence: 99%

Hetarylazopyrazolone Dyes Based on Benzothiazole and Benzimidazole Ring Systems: Synthesis, Spectroscopic Investigation, and Computational Study

Aktan

Uyar

2017

Journal of Chemistry

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In this study, the synthesized coupling component 1-(2-benzothiazolyl)-3-methylpyrazol-5-one reacted with diazotised heterocyclic amines to afford six novel hetarylazopyrazolone dyes. These azo dyes based on benzothiazole and benzimidazole ring systems were characterized by spectral methods and elemental analyses. The solvatochromic behaviors of these dyes in various solvents were evaluated. The ground state geometries of the dyes were optimized using density functional theory (DFT). Solvent, acid-base, and substituent influences on the wavelength of the maximum absorption were examined in detail. Time-dependent density functional theory (TD-DFT) calculations were performed to obtain the absorption spectra of the dyes in various solvents and the results compared with experimental values. Besides, frontier molecular orbitals (FMO) analysis for the dyes is also described from the computational process.

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“…Synthesis of 4-amino-1Hbenzo [4,5]imidazo [1,2-a]pyrimidin-2-one (I). These dyes give an excellent yield [31]. This is newly synthesized azo dyes using photo induced birefringence experiment [9][10][11][12].…”

Section: Disperse Dyesmentioning

confidence: 99%

Printing technology on textile fibers: Review

El‐Kashouti

El‐Hadad

Abdelzaher

2019

J.Text.color. pol. sci.

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A PPLICATION of the paste containing the dyes to the required areas on the fabrics is designated as direct printing, consequently dyeing and steaming followed by washing to remove any residues. In pigment printing, the pigments and cured binder adhere to fabric surface with the cured binder film. No further treatment is required. Direct printing is considered the most important printing. Fibers have been defined by the textile institute as units of matter which are characterized by fineness flexibility and high ratio of length to thickness. Fibers are the basic unit from which all textile materials are made. Textile goods are manufactured from fibrous material which may be either of natural or man-made origin.

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Synthesis, characterization and theoretical study of new hetarylazopyrazolone dyes and investigation of their absorption spectra

Cited by 18 publications

References 36 publications

Synthesis, Characterization, and Fluorescence Studies of Novel Heterocyclic Azo Dyes Derived from Benzothiazole

Synthesis, Characterization, and Fluorescence Studies of Novel Heterocyclic Azo Dyes Derived from Benzothiazole

Hetarylazopyrazolone Dyes Based on Benzothiazole and Benzimidazole Ring Systems: Synthesis, Spectroscopic Investigation, and Computational Study

Printing technology on textile fibers: Review

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