Mono azo dyes derived from 5-nitroanthranilic acid: Synthesis, absorption properties and DFT calculations
| Autor: | Tahir Tilki, Sevgi Özdemir Kart, Merve Gökalp, Çiğdem Karabacak Atay |
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| Rok vydání: | 2017 |
| Předmět: |
Computation theory
Computational chemistry Azo dyes Substituted groups Spectroscopic method Pyrazole Spectroscopic analysis 010402 general chemistry Photochemistry 01 natural sciences Analytical Chemistry Inorganic Chemistry Acetic acid chemistry.chemical_compound Heterocyclic dye Polymer chemistry Anthranilic acid Spectroscopic property Sulfur compounds Spectroscopy Solvatochromic properties Carboxylic acids 010405 organic chemistry Nitrobenzoic acids Organic Chemistry Solvatochromism Absorption property Carbon-13 NMR 0104 chemical sciences Organic solvents chemistry Density functional theory Proton NMR Dimethylformamide Hybrid functional |
| Zdroj: | Journal of Molecular Structure. 1141:237-244 |
| ISSN: | 0022-2860 |
| Popis: | Four new azo dyes: 2-[(3,5-diamino-1H-pyrazol-4-yl)diazenyl]-5-nitrobenzoic acid (A), 2-[(3-hydroxy-5-methyl-1H-pyrazol-4-yl)diazenyl]-5-nitrobenzoic acid (B), 2-[(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-5-nitrobenzoic acid (C) and 2-[(5-amino-3-methyl-1H-pyrazol-4-yl)diazenyl]-5-nitrobenzoic acid (D) which have the same 4-nitrobenzene/azo/pyrazole skeleton and different substituted groups are synthesized in this work. The structures and spectroscopic properties of these new azo dyes are characterized by using spectroscopic methods such as FT-IR, 1H NMR, 13C NMR and UV–vis. Their solvatochromic properties in chloroform, acetic acid, methanol, dimethylformamide (DMF) and dimethylsulphoxide (DMSO) are studied. Moreover, molecular structures and some spectroscopic properties of azo dyes are investigated by utilizing the quantum computational chemistry method based on Density Functional Theory (DFT) employing B3LYP hybrid functional level with 6-31G(d) basis set. It is seen that experimental and theoretical results are compatible with each other. © 2017 Elsevier B.V. |
| Databáze: | OpenAIRE |
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