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...
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| Format: | Article |
| Language: | English |
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Engineering Society for Corrosion, Belgrade, Serbia
2023-12-01
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| Series: | Zaštita Materijala |
| Online Access: | https://www.zastita-materijala.org/index.php/home/article/view/76 |
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| author | Đenđi Vaštag Dušan Mijin |
| author_facet | Đenđi Vaštag Dušan Mijin |
| author_sort | Đenđi Vaštag |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-a30d6b2743e34cde89b32982e8d1fdba |
| institution | Kabale University |
| issn | 0351-9465 2466-2585 |
| language | English |
| publishDate | 2023-12-01 |
| publisher | Engineering Society for Corrosion, Belgrade, Serbia |
| record_format | Article |
| series | Zaštita Materijala |
| spelling | doaj-art-a30d6b2743e34cde89b32982e8d1fdba2024-12-09T17:01:08ZengEngineering Society for Corrosion, Belgrade, SerbiaZaštita Materijala0351-94652466-25852023-12-0164444445110.5937/zasmat2304444M75Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyesĐenđi Vaštag0Dušan Mijin1University of Novi Sad, Faculty of Science, Department of Chemistry, Biochemistry and Environmental Protection, SerbiaUniversity of Belgrade, Faculty of Technology and Metallurgy, SerbiaAryl 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.https://www.zastita-materijala.org/index.php/home/article/view/76 |
| spellingShingle | Đenđi Vaštag Dušan Mijin Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes Zaštita Materijala |
| title | Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| title_full | Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| title_fullStr | Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| title_full_unstemmed | Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| title_short | Synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| title_sort | synthesis and solvatochromism of some hydroxy substituted phenyl azo pyridone dyes |
| url | https://www.zastita-materijala.org/index.php/home/article/view/76 |
| work_keys_str_mv | AT đenđivastag synthesisandsolvatochromismofsomehydroxysubstitutedphenylazopyridonedyes AT dusanmijin synthesisandsolvatochromismofsomehydroxysubstitutedphenylazopyridonedyes |