Synthesis and characterisation of some new arylazopyridone dyes

Abstract

Purpose

The purpose of this paper is to synthesise, characterise and find out properties of some new arylazopyridone disperse dyes, bearing different substituents on coupling component of the dyes.

Design/methodology/approach

The dyes are synthesised by diazotisation, coupling and cyclization reactions, starting from various aryldiazonium salts and different β‐diketoesters followed by condensation with cyanoacetamide. The structures of these dyes are characterised and confirmed by melting point, elemental analysis, infrared, ultraviolet‐visible spectroscopy (UV/VIS) and nuclear magnetic resonance (¹H‐NMR) data. Their absorption properties in different solvents are also investigated.

Findings

The wavelength of maximum absorptions, molar extinction coefficients are strongly dependent on the electron donating ability of the substituents on the coupling moiety. The absorption bands of these dyes move towards longer wavelength as the polarity of the solvents and electron density of substituents on the coupling moiety increase. These dyes are chromophorically strong as evidenced by molar extinction coefficient in solvents.

Originality/value

In this paper, four series of arylazopyridone dyes (21 dyes) are synthesised and characterised. They have not been registered in the literature previously.

Citation

Bahreini, Z. (2009), "Synthesis and characterisation of some new arylazopyridone dyes", Pigment & Resin Technology, Vol. 38 No. 5, pp. 298-304. https://doi.org/10.1108/03699420910988778