On the spectral properties of methyl and methoxy derivatives of 1,3-diphenyl-1H-pyrazolo[3,4-b]quinoxalines: Experiment and DFT/TDDFT calculations
Authors:
- P. Gasiorski,
- M. Matusiewicz,
- E. Gondek,
- T. Uchacz,
- K. Wojtasik,
- A. Danel,
- Ya. Shchur,
- A. V. Kityk
Abstract
Paper reports the synthesis and spectroscopic studies of two novel 1,3-diphenyl pyrazoloquinoxaline (PQX) derivatives with 6-substituted methyl (MePQX) or methoxy (MeOPQX) side groups. The optical absorption and fluorescence emission spectra are recorded in solvents of different polarity. Other photophysical constants, such as the fluorescence lifetime and quantum yield, radiationless and radiative rate constants, electronic transition dipole moments, give complete characterization of MePQX and MeOPQX dyes as materials for potential luminescence or electroluminescence applications. Measured optical absorption and fluorescence emission spectra are compared with the results of quantum-chemical analysis using density functional theory (DFT/TDDFT) methods based on hybrid and long range corrected (LRC) exchange-correlation (xc) functionals in combination with solvation self consistent reaction field model. Comparing to conventional hybrid xc-functionals, the DFT/TDDFT calculations using LRC xc-functionals yield considerably more accurate description of optical absorption and fluorescence emission spectra. The best description of the absorption-emission circle provides the model assuming that optical absorption takes place from preferably flat or weakly twisted molecular conformations in the ground state, as particularly is suggested by the geometrical DFT optimization, whereas the fluorescence emission would be expected from more twisted molecular conformations in the excited state.
- Record ID
- CUT2dc3337fabaa4b8b99fa761c967cb143
- Publication categories
- ;
- Author
- Journal series
- Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, ISSN 1386-1425
- Issue year
- 2017
- Vol
- 186
- Pages
- 89-98
- Other elements of collation
- rys.; tab.; wykr.; Bibliografia (na s.) - 97-98; Bibliografia (liczba pozycji) - 52; Oznaczenie streszczenia - Abstr.; Numeracja w czasopiśmie - Vol. 186
- Keywords in English
- DFT/TDDFT calculations, fluorescence spectra, optical absorption spectra, pyrazoloquinoxaline derivatives
- DOI
- DOI:10.1016/j.saa.2017.05.060 Opening in a new tab
- URL
- http://www.sciencedirect.com/science/article/pii/S1386142517304420?via%3Dihub Opening in a new tab
- Language
- eng (en) English
- Score (nominal)
- 30
- Additional fields
- Indeksowana w: Web of Science, Scopus
- Uniform Resource Identifier
- https://cris.pk.edu.pl/info/article/CUT2dc3337fabaa4b8b99fa761c967cb143/
- URN
urn:pkr-prod:CUT2dc3337fabaa4b8b99fa761c967cb143
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