Synthesis, Characterization, Tautomeric Structure and Solvatochromic Behavior of Novel 4-(5-Arylazo-2-Hydroxystyryl)-1-Methylpyridinium Iodide as Potential Molecular Photoprobe
| Autor: | Farag M. A. Altalbawy, Hagar M. Saleh, M. Medhat, Elham S. Darwish, S.Y. El-Zaiat |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
arylazomerocyanine
acidity constants azo-hydrazonetautomerism solvatochromism Absorption spectroscopy Iodide Substituent 010402 general chemistry Photochemistry 01 natural sciences lcsh:Technology Article chemistry.chemical_compound Hammett equation Computational chemistry General Materials Science lcsh:Microscopy lcsh:QC120-168.85 chemistry.chemical_classification lcsh:QH201-278.5 010405 organic chemistry lcsh:T Solvatochromism Tautomer 0104 chemical sciences chemistry lcsh:TA1-2040 Proton NMR lcsh:Descriptive and experimental mechanics lcsh:Electrical engineering. Electronics. Nuclear engineering Solvent effects lcsh:Engineering (General). Civil engineering (General) lcsh:TK1-9971 |
| Zdroj: | Materials, Vol 9, Iss 12, p 1022 (2016) Materials Materials; Volume 9; Issue 12; Pages: 1022 |
| ISSN: | 1996-1944 |
| Popis: | A novel series of the title compound 4-(5-arylazo-2-hydroxystyryl)-1-methylpyridinium iodide 6 has been synthesized via condensation reactions of the arylazosalicylaldehyde derivatives 4a–i with 1-methyl-picolinium iodide 5. The structures of the new arylazo compounds were characterized by 1H NMR, IR, mass spectroscopy, as well as spectral and elemental analyses. The electronic absorption spectra of arylazomerocyanine compounds 6 were measured in different buffer solutions and solvents. The pK′s and pK*′s in both the ground and excited states, respectively, were determined for the series and their correlations with the Hammett equation were examined. The results indicated that the title arylazomerocyanine dyes 6 exist in the azo form 6A in both ground and excited states. The substituent and solvent effects (solvatochromism) of the title compound arylazomerocyanine dyes were determined using the Kamlet-Taft equation and subsequently discussed. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|