Design and synthesis of disubstituted and trisubstituted thiazoles as multifunctional fluorophores with large Stokes shifts

Polina O. Suntsova, Alexander K. Eltyshev, Tatiana A. Pospelova, Pavel A. Slepukhin, Enrico Benassi, Nataliya P. Belskaya

Результат исследований: Материалы для журналаСтатья

1 цитирование (Scopus)

Выдержка

A series of fluorophores based on a thiazole core have been synthesized and shown to be very sensitive to both structural changes and the microenvironment. Simple modifications of the substituents’ electronic nature, spatial effects and location in the molecule allow the tuning of the photophysical properties of the investigated compounds and their susceptibility to the environment via the exhibition of long-wavelength emission, large Stokes shifts and good quantum yields. Additionally, the thiazole-2-acrylonitrile fluorophores demonstrate a multifunctional character with significant fluorescence properties (i.e., quantum yields and a large Stokes shift in both the liquid and solid states). The influences of different factors, including the solvent polarity, on the fluorescence properties of the synthesized compounds are discussed in detail. Quantum mechanical methods are employed to understand the underlying transitions and explain the experimental results. This work provides further information for the design of new sensors that have large Stokes shifts.

Язык оригиналаАнглийский
Страницы (с-по)60-71
Число страниц12
ЖурналDyes and Pigments
Том166
DOI
СостояниеОпубликовано - 1 июл 2019

Отпечаток

Thiazoles
Fluorophores
Quantum yield
Fluorescence
Acrylonitrile
Tuning
Wavelength
Molecules
Sensors
Liquids

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Process Chemistry and Technology

Цитировать

Design and synthesis of disubstituted and trisubstituted thiazoles as multifunctional fluorophores with large Stokes shifts. / Suntsova, Polina O.; Eltyshev, Alexander K.; Pospelova, Tatiana A.; Slepukhin, Pavel A.; Benassi, Enrico; Belskaya, Nataliya P.

В: Dyes and Pigments, Том 166, 01.07.2019, стр. 60-71.

Результат исследований: Материалы для журналаСтатья

Suntsova, Polina O. ; Eltyshev, Alexander K. ; Pospelova, Tatiana A. ; Slepukhin, Pavel A. ; Benassi, Enrico ; Belskaya, Nataliya P. / Design and synthesis of disubstituted and trisubstituted thiazoles as multifunctional fluorophores with large Stokes shifts. В: Dyes and Pigments. 2019 ; Том 166. стр. 60-71.
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AU - Suntsova, Polina O.

AU - Eltyshev, Alexander K.

AU - Pospelova, Tatiana A.

AU - Slepukhin, Pavel A.

AU - Benassi, Enrico

AU - Belskaya, Nataliya P.

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AB - A series of fluorophores based on a thiazole core have been synthesized and shown to be very sensitive to both structural changes and the microenvironment. Simple modifications of the substituents’ electronic nature, spatial effects and location in the molecule allow the tuning of the photophysical properties of the investigated compounds and their susceptibility to the environment via the exhibition of long-wavelength emission, large Stokes shifts and good quantum yields. Additionally, the thiazole-2-acrylonitrile fluorophores demonstrate a multifunctional character with significant fluorescence properties (i.e., quantum yields and a large Stokes shift in both the liquid and solid states). The influences of different factors, including the solvent polarity, on the fluorescence properties of the synthesized compounds are discussed in detail. Quantum mechanical methods are employed to understand the underlying transitions and explain the experimental results. This work provides further information for the design of new sensors that have large Stokes shifts.

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KW - Biosensor

KW - Fluorescence

KW - Solvatochromism

KW - Stokes shift

KW - Thiazole

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