Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes

Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dye...

Full description

Saved in:
Bibliographic Details
Main Authors: Đenđi Vaštag, Dušan Mijin
Format: Article
Language:English
Published: Engineering Society for Corrosion, Belgrade, Serbia 2023-12-01
Series:Zaštita Materijala
Online Access:https://www.zastita-materijala.org/index.php/home/article/view/76
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Aryl azo dyes are widely used due to their excellent physicochemical properties (primarily high value of the molar extinction coefficient and great resistance to light and wet processing) and the fact that can be obtained in a simple method of diazotization and coupling. In this paper, three new dyes of 5-(hydroxy substituted phenylazo)-3-cyano-6-hydroxy-4-methyl-2-pyridone were synthesized by a diazo coupling reaction. The obtained dyes were characterized by melting point, IR, NMR, and UV-Vis spectroscopy. Given the fact that the structure of the molecule and interactions obtained with the surrounding medium can affect its activity, the possibility of azo hydrazo tautomerism has been studied, as the influence of the position of the substituent present (orto-, meta- and para position). In addition, the effect of the solvent used was determined by applying a solvatochromic model using the LSER method (linear solvation energy relationship). Obtaining information about the inter and intramolecular relationships that newly synthesized compounds can achieve may be of great importance for all further investigations and their potential application as biologically active compounds.
ISSN:0351-9465
2466-2585