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Spectral Properties of Highly Emissive Derivative of Coumarin with N,N -Diethylamino, Nitrile and Tiophenecarbonyl Moieties in Water-Methanol Mixture

Authors
  • Kolbus, Anna1
  • Danel, Andrzej2
  • Grabka, Danuta1
  • Kucharek, Mateusz2
  • Szary, Karol1
  • 1 The Jan Kochanowski University,
  • 2 University of Agriculture,
Type
Published Article
Journal
Journal of Fluorescence
Publisher
Springer-Verlag
Publication Date
Nov 21, 2019
Volume
29
Issue
6
Pages
1393–1399
Identifiers
DOI: 10.1007/s10895-019-02446-5
PMID: 31755048
PMCID: PMC6904392
Source
PubMed Central
Keywords
License
Unknown

Abstract

The new derivative of coumarin ( E )-3-[7-(diethyloamino)-2-oxo-chromen-3yl]-2-(tiophene-2-carbonyl)prop-2-enenitrile (NOSQ) was easy synthesized with commercial substrates as a result of the search of new Michael type addition sensors based on coumarins. Spectral properties of highly emissive NOSQ were investigated by steady state analysis (absorption and fluorescence measurements) and time-resolved analysis (fluorescence lifetime measurements). The effect of water-methanol mixture on the photophysical properties of the NOSQ molecule was analyzed. With increasing of volumetric fraction of water the intensity of absorbance and fluorescence was strongly reduced. The NOSQ quantum yield in methanol was quite high and the first portions of water caused a significant increase in this value. Water, which is usually a quencher, in this case caused the increase in the quantum yield. The fluorescence lifetimes had second-order decay and the values of fluorescence lifetime increased with increasing alcohol content. Density functional theory (DFT) calculations and experimental data remained in agreement and showed that the interaction between the NOSQ molecule and the solvent affects the appearance of the new conformer.

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