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

Dramićanin, Miroslav

Vitnik, Vesna

Vitnik, Željko

Marinović-Cincović, Milena

Mijin, Dušan

Članak u časopisu (Recenzirana verzija)

Elsevier
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
Azo pyridone dyes / Absorption spectra / Fluorescence spectra / Solvatochromism / DFTIzvor:
Dyes and Pigments, 2020, 175, 108139-Izdavač:
- Elsevier
Finansiranje / projekti:
- Materijali redukovane dimenzionalnosti za efikasnu apsorpciju svetlosti i konverziju energije (RS-45020)
- Dinamika nelinearnih fizičkohemijskih i biohemijskih sistema sa modeliranjem i predviđanjem njihovih ponašanja pod neravnotežnim uslovima (RS-172015)
- Racionalni dizajn i sinteza biološki aktivnih i koordinacionih jedinjenja i funkcionalnih materijala, relevantnih u (bio)nanotehnologiji (RS-172035)
- Neuroendokrina kontrola sekrecije hormona rasta kod čoveka - novi izazovi. Kontrola energetske homeostaze kod čoveka u različitim patološkim stanjima. Kliničko-patološka korelacija i genetska osnova tumora hipofize i neuroendokrinih tumora (RS-175033)
- Proučavanje sinteze, strukture i aktivnosti organskih jedinjenja prirodnog i sintetskog porekla (RS-172013)
Napomena:
- This is the pper-reviewed version of the article: Dyes and Pigments, 2020, 175, 108139, doi: https://doi.org/10.1016/j.dyepig.2019.108139
- The published version: http://cer.ihtm.bg.ac.rs/handle/123456789/3417
DOI: 10.1016/j.dyepig.2019.108139
ISSN: 0143-7208
WoS: 000514214600008
Scopus: 2-s2.0-85078008027
Institucija/grupa
IHTMTY - JOUR AU - Porobić, Slavica AU - Božić, Bojan AU - Dramićanin, Miroslav AU - Vitnik, Vesna AU - Vitnik, Željko AU - Marinović-Cincović, Milena AU - Mijin, Dušan PY - 2020 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/3418 AB - 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. PB - Elsevier T2 - Dyes and Pigments T1 - Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects VL - 175 SP - 108139 DO - 10.1016/j.dyepig.2019.108139 ER -
@article{ author = "Porobić, Slavica and Božić, Bojan and Dramićanin, Miroslav and Vitnik, Vesna and Vitnik, Željko and Marinović-Cincović, Milena and Mijin, Dušan", year = "2020", abstract = "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.", publisher = "Elsevier", journal = "Dyes and Pigments", title = "Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects", volume = "175", pages = "108139", doi = "10.1016/j.dyepig.2019.108139" }
Porobić, S., Božić, B., Dramićanin, M., Vitnik, V., Vitnik, Ž., Marinović-Cincović, M.,& Mijin, D.. (2020). Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects. in Dyes and Pigments Elsevier., 175, 108139. https://doi.org/10.1016/j.dyepig.2019.108139
Porobić S, Božić B, Dramićanin M, Vitnik V, Vitnik Ž, Marinović-Cincović M, Mijin D. Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects. in Dyes and Pigments. 2020;175:108139. doi:10.1016/j.dyepig.2019.108139 .
Porobić, Slavica, Božić, Bojan, Dramićanin, Miroslav, Vitnik, Vesna, Vitnik, Željko, Marinović-Cincović, Milena, Mijin, Dušan, "Absorption and fluorescence spectral properties of azo dyes based on 3-amido-6-hydroxy-4-methyl-2-pyridone: Solvent and substituent effects" in Dyes and Pigments, 175 (2020):108139, https://doi.org/10.1016/j.dyepig.2019.108139 . .