Theoretical investigation of the tautomeric equilibrium and absorption spectra of 2-((3-methyl-4-(phenyldiazenyl)-1H-pyrazol-5-yl)diazenyl)-1H-indene-1,3(2H)-dione derivatives


Aktan E.

2nd International Eurasian Conference on Science, Engineering and Technology (EurasianSciEnTech 2020), Gaziantep, Turkey, 7 - 09 October 2020, pp.341

  • Publication Type: Conference Paper / Summary Text
  • City: Gaziantep
  • Country: Turkey
  • Page Numbers: pp.341
  • Gazi University Affiliated: Yes

Abstract

 

Theoretical investigation of the tautomeric equilibrium and absorption spectra of

2-((3-methyl-4-(phenyldiazenyl)-1H-pyrazol-5-yl)diazenyl)-1H-indene-1,3(2H)-dione derivatives

 

Ebru AKTAN

Gazi University, Science Faculty, Department of Chemistry, 06500, Teknikokullar, Ankara

ebruaktan@gazi.edu.tr

 

Azo colorants are the most widely used class of dyes and they are attractive for large-scale commercial applications. Studies exhibit that the activity of azo linkage increases on the incorporation of suitable heterocyclic moiety. Pyrazolones are a class of heterocycles and have found various applications in the fields of pharmaceuticals, non-linear optics, agrochemicals, dyes and pigments, sensors and electroluminescent devices.

In this study, computational calculations of 2-((3-methyl-4-(phenyldiazenyl)-1H-pyrazol-5-yl) diazenyl)-1H-indene-1,3(2H)-dione derivatives have been carried out by using the Becke-3-Lee-Yang-Parr (B3LYP) density functional methods with 6-31+G(d) basis set [2]. The tautomers of the dyes have been studied in detail, since azo-dye applications are largely dependent on the photophysical properties of the azo-hydrazone tautomerism. Additionally, maximum absorption values and oscillator strengths of the dyes were calculated using time-dependent density functional method (TD-DFT). Theoretical results were compared with the experimental ones. The calculations have been performed using the Gaussian 09 package program.

 

 

Keywords : Pyrazolone azo dyes, tautomerism, DFT, TD-DFT.

 

Theoretical investigation of the tautomeric equilibrium and absorption spectra of

2-((3-methyl-4-(phenyldiazenyl)-1H-pyrazol-5-yl)diazenyl)-1H-indene-1,3(2H)-dione derivatives

 

Ebru AKTAN

Gazi University, Science Faculty, Department of Chemistry, 06500, Teknikokullar, Ankara

ebruaktan@gazi.edu.tr

 

Azo colorants are the most widely used class of dyes and they are attractive for large-scale commercial applications. Studies exhibit that the activity of azo linkage increases on the incorporation of suitable heterocyclic moiety. Pyrazolones are a class of heterocycles and have found various applications in the fields of pharmaceuticals, non-linear optics, agrochemicals, dyes and pigments, sensors and electroluminescent devices.

In this study, computational calculations of 2-((3-methyl-4-(phenyldiazenyl)-1H-pyrazol-5-yl) diazenyl)-1H-indene-1,3(2H)-dione derivatives have been carried out by using the Becke-3-Lee-Yang-Parr (B3LYP) density functional methods with 6-31+G(d) basis set [2]. The tautomers of the dyes have been studied in detail, since azo-dye applications are largely dependent on the photophysical properties of the azo-hydrazone tautomerism. Additionally, maximum absorption values and oscillator strengths of the dyes were calculated using time-dependent density functional method (TD-DFT). Theoretical results were compared with the experimental ones. The calculations have been performed using the Gaussian 09 package program.

 

 

Keywords : Pyrazolone azo dyes, tautomerism, DFT, TD-DFT.