Synthesis, solvatochromic properties and theoretical calculation of some novel disazo indole dyes

Karabacak Ç., DİLEK Ö.

Journal of Molecular Liquids, vol.199, pp.227-236, 2014 (SCI-Expanded, Scopus) identifier

  • Publication Type: Article / Article
  • Volume: 199
  • Publication Date: 2014
  • Doi Number: 10.1016/j.molliq.2014.09.019
  • Journal Name: Journal of Molecular Liquids
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.227-236
  • Keywords: Diazo coupling reaction, Heterocyclic dye, Indole, Spectroscopic property, Theoretical calculation
  • Isparta University of Applied Sciences Affiliated: Yes

Abstract

Synthesis of new disazo indole dyes (3a-3m) was carried out by diazotization of 5-amino-4-arylazo-3-methyl-1H-pyrazoles (2a-2m) and coupling with 2-phenyl indole. The newly synthesized 12 disperse disazo dyes were characterized by UV-vis, FT-IR, 1H NMR and elemental analysis. Their solvatochromic properties in different solvents were investigated. In addition, theoretical calculations are performed for the disazo dyes. The molecular structures of all synthesized dyes 3a-3m have been optimized to the global minima at the levels of using HF and DFT methods with 6-31G(d), 6-311G(d), 6-311++G(d,p), and 6-31++G(d,p) basis sets.