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Fluorescence Investigations on Interactions between 7,8-benzo-4-azidomethyl Coumarin and Ortho- and Para-phenylenediamines in Binary Solvent Mixtures of THF and Water

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Abstract

Fluorescence investigations on interactions between 7,8-benzo-4-azidomethyl coumarin (7BAMC) and quenchers ortho-phenylenediamine (OPD) and para-phenylenediamines (PPD) in binary solvent mixtures (THF + water) have been reported. UV-absorption study indicated a weak hydrophobic interaction between 7BAMC and the para isomer. NMR spectral studies indicated the presence of an interaction between 7BAMC and PPD. Magnitudes of the parameters associated with FRET, showed the presence of interactions between 7BAMC and PPD quencher is more predominant than OPD. Fluorescence quenching studies reveal the role of static and dynamic quenching pathways, depending upon Stern–Volmer constant, dielectric constant and dominant non-radiative processes. Binding equilibria analysis indicates a strong interaction between 7BAMC and PPD than OPD and formation of H-bonding. Based on the magnitudes of free energy, enthalpy change and entropy, bimolecular interaction process may be considered as spontaneous and hydrophobic.

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Authors and Affiliations

  1. Department of Physics, Karnatak Science College, Dharwad, 580001, Karnataka, India

    Nirupama J.M.

  2. Department of Physics, Karnatak University, Dharwad, 580003, Karnataka, India

    L. S. Chougala & J. S. Kadadevarmath

  3. Department of Chemistry, Karnatak University, Dharwad, 580003, Karnataka, India

    N. I. Khanapurmath, L. A. Shastri & M. V. Kulkarni

  4. Indian Institute of Science, Bengaluru, 560012, Karnataka, India

    A. Ashish

Authors
  1. Nirupama J.M.
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  2. L. S. Chougala
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  3. N. I. Khanapurmath
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  4. A. Ashish
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  5. L. A. Shastri
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  6. M. V. Kulkarni
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  7. J. S. Kadadevarmath
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Correspondence to J. S. Kadadevarmath.

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Nirupama J.M., Chougala, L.S., Khanapurmath, N.I. et al. Fluorescence Investigations on Interactions between 7,8-benzo-4-azidomethyl Coumarin and Ortho- and Para-phenylenediamines in Binary Solvent Mixtures of THF and Water. J Fluoresc 28, 359–372 (2018). https://doi.org/10.1007/s10895-017-2198-8

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  • DOI: https://doi.org/10.1007/s10895-017-2198-8

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