Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects
Authorized Users Only
2020
Authors
Porobić, Slavica
Božić, Bojan

Dramićanin, Miroslav

Vitnik, Vesna

Vitnik, Željko

Marinović-Cincović, Milena

Mijin, Dušan

Article (Published version)

Elsevier
Metadata
Show full item recordAbstract
A series of nine 5-(4-substituted phenylazo)-3-amido-6-hydroxy-4-methyl-2-pyridones were synthesized and characterized by FT–IR, 1H and 13C 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.
Keywords:
Azo pyridone dyes / Absorption spectra / Fluorescence spectra / Solvatochromism / DFTSource:
Dyes and Pigments, 2020, 175, 108139-Publisher:
- Elsevier BV
Projects:
- Materials of Reduced Dimensions for Efficient Light Harvesting and Energy conversion (RS-45020)
- Dynamics of nonlinear physicochemical and biochemical systems with modeling and predicting of their behavior under nonequilibrium conditions (RS-172015)
- Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology (RS-172035)
- Neuroendocrine control of growth hormone secretion in humans - new challenges. Control of energy homeostasis in humans in various pathological conditions. Genetics in familial pituitary tumorigenesis. Clinical-pathological correlations in atypical pituit (RS-175033)
- Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds (RS-172013)
Note:
- The peer-reviewed version: http://cer.ihtm.bg.ac.rs/handle/123456789/3418
DOI: 10.1016/j.dyepig.2019.108139
ISSN: 01437208