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Solvent Effects on the Electronic Absorption and Fluorescence Spectra of HNP: Estimation of Ground and Excited State Dipole Moments

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Abstract

We report the effect of solvents on absorption and fluorescence spectra of biologically active 3(2H)-pyridazinone namely 5-(2-hydroxy-naphthalen-1-yl)-2-phenyl-2H-pyridazin-3-one (HNP) in different solvents at room temperature. The ground and the excited state dipole moments of HNP molecule was estimated from Lippert’s, Bakshiev’s and Kawski-Chamma-Viallet’s equations using the solvatochromic shift method. The ground state dipole moment (μ g ) was also estimated by Guggenheim and Higasi method using the dielectric constant and refractive index of solute at different concentrations, the μ g value obtained from these two methods are comparable to the μ g value obtained by the solvatochromic shift method. The excited state dipole moment (μ e ) is greater than the ground state dipole moment (μ g ), which indicates that the excited state is more polar than the ground state. Further, we have evaluated the change in dipole moment (Δμ) from the solvatochromic shift method and on the basis of molecular-microscopic solvent polarity parameter\( \left({E}_T^N\right) \), later on the values were compared.

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Acknowledgments

The authors (VRD and SMH) acknowledge the financial support under the UGC-UPE fellowship from Karnatak University Dharwad. Authors are grateful to Prof. M.Y. Kariduraganavar for permitting to measure the refractive index and also thankful to Dr. R.H. Fattepur for permitting to measure the dielectric constants. Thanks to the technical staff of the USIC Karnatak University Dharwad for recording the absorption and fluorescence spectra.

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Authors and Affiliations

  1. Department of Studies in Physics, Karnatak University, Dharwad, Karnataka, 580003, India

    Vani R. Desai, Shirajahammad M. Hunagund, Jagadish S. Kadadevarmath & Ashok H. Sidarai

  2. P. G. Department of Studies in Chemistry, K. L. E. Society’s P. C. Jabin Science College, Hubli, Karnataka, 580031, India

    Mahantesha Basanagouda

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  1. Vani R. Desai
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  2. Shirajahammad M. Hunagund
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Correspondence to Ashok H. Sidarai.

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Desai, V.R., Hunagund, S.M., Basanagouda, M. et al. Solvent Effects on the Electronic Absorption and Fluorescence Spectra of HNP: Estimation of Ground and Excited State Dipole Moments. J Fluoresc 26, 1391–1400 (2016). https://doi.org/10.1007/s10895-016-1830-3

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