4.7 Article

Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects

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DYES AND PIGMENTS
卷 175, 期 -, 页码 -

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ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2019.108139

关键词

Azo pyridone dyes; Absorption spectra; Fluorescence spectra; Solvatochromism; DFT

资金

  1. Ministry of Education, Science and Technological Development of the Republic of Serbia [45020, 172015, 172035, 175033, 172013]

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A series of nine 5-(4-substituted phenylazo)-3-amido-6-hydroxy-4-methyl-2-pyridones were synthesized and characterized by FT-IR, H-1 and C-13 NMR, UV-Vis, and PL spectroscopy. Photophysical properties of the dyes were examined in solvents of various polarities and at different pH values. The solvent effects on the absorbance and emission spectral shift were analyzed using Lippert-Mataga, Reichardt-Dimroth and Kamlet-Taft equations. Moreover, UV-Vis absorption and emission frequencies were correlated with Hammett substituent constants applying the linear free energy relationships. DFT calculations of the investigated dyes were accomplished to determine their structural and electronic properties.

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