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<p>The solvatochromic properties of 2-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-quinazolin-4(3<i>H</i>)-one and its (9<i>H</i>-carbazol-9-yl)phenyl analogue were studied. The difference between the dipole moments of the ground and excited states was calculated both theoretically (using density functional theory (DFT)) and experimentally (using the Lippert—Mataga, Bilot—Kawski polarity functions and the empirical solvent polarity parameter). The high values of these parameters indicate a considerable redistribution of electron density in the molecule upon photoexcitation and the formation of a more polar excited state. The effect of medium viscosity on photophysical properties was analyzed. A linear dependence of fluorescence quantum yield on medium viscosity was revealed for 2-[5-(4-diphenylaminophenyl)thiophen-2-yl]quinazolin-4(3<i>H</i>)-one, which is of interest for analytical studies.</p>

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Effect of solvent nature on the photophysical properties of 5-[4-(diphenylamino)phenyl]- and 5-(9H-carbazol-9-yl)phenyl-substituted 2-thienylquinazolin-4(3H)-ones

  • 期刊论文

  • 发表日期：

    2025年11月1日

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  • T. N. Moshkina,
  • D. A. Gazizov,
  • E. F. Zhilina,
  • E. V. Nosova

摘要

The solvatochromic properties of 2-{5-[4-(diphenylamino)phenyl]thiophen-2-yl}-quinazolin-4(3H)-one and its (9H-carbazol-9-yl)phenyl analogue were studied. The difference between the dipole moments of the ground and excited states was calculated both theoretically (using density functional theory (DFT)) and experimentally (using the Lippert—Mataga, Bilot—Kawski polarity functions and the empirical solvent polarity parameter). The high values of these parameters indicate a considerable redistribution of electron density in the molecule upon photoexcitation and the formation of a more polar excited state. The effect of medium viscosity on photophysical properties was analyzed. A linear dependence of fluorescence quantum yield on medium viscosity was revealed for 2-[5-(4-diphenylaminophenyl)thiophen-2-yl]quinazolin-4(3H)-one, which is of interest for analytical studies.