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

Anna Kolbus , Andrzej Danel , Danuta Grabka , Mateusz Kucharek , Karol Szary

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.
Author Anna Kolbus
Anna Kolbus,,
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, Andrzej Danel (FoFT / IoCh)
Andrzej Danel,,
- Institute of chemistry
, Danuta Grabka
Danuta Grabka,,
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, Mateusz Kucharek (FoFT / IoCh)
Mateusz Kucharek,,
- Institute of chemistry
, Karol Szary
Karol Szary,,
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Journal seriesJournal of Fluorescence, ISSN 1053-0509, e-ISSN 1573-4994, (N/A 40 pkt)
Issue year2019
Vol29
No6
Pages1393-1399
Publication size in sheets0.5
Keywords in EnglishDerivative of coumarin, Binary solvent mixture, Quantum yield, Fluorescence study
ASJC Classification1303 Biochemistry; 1308 Clinical Biochemistry; 3203 Clinical Psychology; 3301 Social Sciences (miscellaneous); 3308 Law; 3312 Sociology and Political Science; 1607 Spectroscopy
DOIDOI:10.1007/s10895-019-02446-5
URL https://link.springer.com/content/pdf/10.1007%2Fs10895-019-02446-5.pdf
Languageen angielski
LicenseJournal (articles only); author's original; Uznanie Autorstwa (CC-BY); after publication
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Spectral Properties of Highly Emissive Derivative of Coumarin with N,N-Diethylamino, Nitrile and Tiophenecarbonyl Moieties in Water-Methanol Mixture of 06-02-2020
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Score (nominal)40
Score sourcejournalList
Publication indicators WoS Citations = 0; Scopus SNIP (Source Normalised Impact per Paper): 2018 = 0.551; WoS Impact Factor: 2018 = 1.913 (2) - 2018=1.717 (5)
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FinansowanieThe synthetic part of this work was financed by the basic funding of the Agricultural University (DS 3711/ICh/2018).
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* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.
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