Skip to main content
Log in

Solvatochromic Effect on the Photophysical Properties of Two Coumarins

  • Original Paper
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

The absorption and emission spectra of two coumarins namely 7, 8 benzo-4-azidomethyl coumarin (C1) and 6-methoxy-4-azidomethyl coumarin (C2) have been recorded at room temperature in solvents of different polarities. The ground state dipole moments (μ g ) of two coumarins were determined experimentally by Guggenheim method. The exited state (μ e ) dipole moments were estimated from Lippert’s, Bakhshievs and Chamma-Viallet’s equations by using the variation of Stoke’s shift with the solvent dielectric constant and refractive index. The ground and excited state dipole moments were calculated by means of solvatochromic shift method and also the excited state dipole moments are determined in combination with ground state dipole moments. It was observed that dipole moments of excited state were higher than those of the ground state, indicating a substantial redistribution of the π-electron densities in a more polar excited state for two coumarins.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. Reichardt C (1991) Solvents and solvent effects in organic chemistry. VCH, New York

    Google Scholar 

  2. Patil NR, Melavanki RM, Kapatkar SB, Ayachit NH, Saravanan J (2011) J Fluoresc 21:1213–1222

    Article  PubMed  CAS  Google Scholar 

  3. Melavanki RM, Patil NR, Kapatkar SB, Ayachit NH, Umapathy S, Thipperudrappa J, Nataraju AR (2011) J Mol Liq 158(2):105–110

    Article  CAS  Google Scholar 

  4. Koutek B (1978) Collect Czech Chem Comm 43:2368

    CAS  Google Scholar 

  5. Giri R, Bajaj MM (1992) Curr Sci 62:522

    CAS  Google Scholar 

  6. Sharma N, Sapan K, Rastogi RC (2007) Spectrochim Acta Part A 66:171

    Article  Google Scholar 

  7. Aaron JJ, Gaye MD, Parkanyi C, Cho NS, Von Szentpaly L (1987) J Mol Struct 156:119

    Article  CAS  Google Scholar 

  8. Inamdar SR, Nadaf YF, Mulimani BG (2003) J Mol Struct (Theochem) 47:624

    Google Scholar 

  9. Srividya NP, Ramasamy P, Radhakrishanan VT (1997) Spectrochim Acta Part A 53:1743

    Article  Google Scholar 

  10. Acemioglu B, Arık M, Efeoglu H, Onganer Y (2001) J Mol Struct (Theochem) 548:165

    Article  CAS  Google Scholar 

  11. Kabatc J, Osmialowski B, Paczkowski (2006) Spectrochim Acta, Part A 63:524

    Article  Google Scholar 

  12. Kawski A, Kuklinski B, Bojarski P, Naturforsch Z (2002) 57A:716

  13. Aaron JJ, Maafi M, Parkanyi C, Boniface C (1995) Spectrochim Acta 51A:603

    CAS  Google Scholar 

  14. Thipperudrappa J, Biradar DS, Manohara SR, Hanagodimath SM, Inamadar SR, Manekutla JR (2008) Spectrochim Acta, Part A 69:991

    Article  CAS  Google Scholar 

  15. Gayathri BR, Mannekutla JR, Inamadar SR (2008) J Mol Struct 889:383–393

    Article  CAS  Google Scholar 

  16. Biradar DS, Siddlingeshwar B, Hanagodimath. SM (2008) J Mol Struct 875:108–112

    Article  CAS  Google Scholar 

  17. Kawaski A (1992) In: Rabeck JF (ed) Programmes in photochemistry and photophysics, vol. 5. CRC Press, Boca Raton, pp 1–47

  18. Kawaski A (1966) Acta Phys Pol 29:507

    Google Scholar 

  19. Melavanki RM, Kusanur RA, Kulakarni MV, Kadadevaramath JS (2009) J Lumin 129:1298–1303

    Article  CAS  Google Scholar 

  20. Melavanki RM, Kusanur RA, Kulakarni MV, Kadadevaramath JS (2007) J Lumin 128:573–577

    Article  Google Scholar 

  21. Kusanur RA, Kulakarni MV (2003) 00–29 Indian council of chemists. 22nd Conference. Roorkee (Uttaranchal)

  22. Dey BB, Shankaranaraayan Y (1934) J Ind Chem Soc 11:687

    CAS  Google Scholar 

  23. Rangaswamy S, Sheshadri TR, Venkateshwaralu V (1941) Proc Ind Acad Sci 13A:316

    Google Scholar 

  24. Frisch MJ, Trucks GW, Schlegel HB et al (2003) Gaussian, revision B. Gaussian, Inc., Pittsburg

    Google Scholar 

  25. Guggenheim Trans EA (1951) Far Soc 47:573

    Article  Google Scholar 

  26. Lippert E, Naturforsch, Z (1955) 10 A:541

  27. Bakshiev NG (1964) Optic Spectros 16:821

    Google Scholar 

  28. Chamma A, Viallet P (1970) C R Acad Sci Paris, Ser C 270:1901

    CAS  Google Scholar 

  29. Edward (JT) (1956) Molecular volumes and parachor. Chem. Ind, London 774

Download references

Acknowledgements

The author (RMM) is grateful to Dr. K. Rajanikanth, Principal, M.S.R.I.T, Dr. K. Venkatesh, H O D, Department of Physics, M.S.R.I.T and The Management of M.S.R.I.T, Bangalore.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Raveendra M. Melavanki.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Melavanki, R.M., Patil, H.D., Umapathy, S. et al. Solvatochromic Effect on the Photophysical Properties of Two Coumarins. J Fluoresc 22, 137–144 (2012). https://doi.org/10.1007/s10895-011-0939-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-011-0939-7

Keywords

Navigation