Browse > Article
http://dx.doi.org/10.5012/bkcs.2009.30.7.1452

Solvent Effects on the Solvatochromism of 7-Aminocoumarin Derivatives in Neat and Binary Solvent Mixtures: Correlation of the Electronic Transition Energies with the Solvent Polarity Parameters  

Choi, Jin-Yeong (Department of Chemistry, Daegu University)
Park, Eun-Ju (Department of Chemistry, Daegu University)
Chang, Seung-Hyun (Department of Chemistry, Daegu University)
Kang, Tai-Jong (Department of Chemistry, Daegu University)
Publication Information
Abstract
The change in the electronic absorption and emission energy of 7-aminocoumarin derivatives in binary solvent mixtures has been studied. The electronic transition energy along with the Stokes' shift is correlated with the orientation polarizability of the solvent as well as the empirical solvent polarity parameters $E_T$ (30). It is observed that the emission peak shift traces the change of $E_T$ (30) value very closely in binary solvent mixtures. The emission transition more strongly depends on the solvent polarity than the absorption, which indicates the dipole moment gets larger on excitation. From the dependence of the Stokes’ shift of 7-aminocoumarins with the solvent polarity parameters and the ground state dipole moment obtained by the semi-empirical calculations, the excited state dipole moment was estimated. The fluorescence lifetime change of 7-aminocoumarins in binary solvent mixtures was measured and the results are explained in terms of molecular conformation and solvent polarity. The study indicates the empirical solvent polarity $E_T$ (30) is a good measure of microscopic solvent polarity and it probes in general the non-specific solvent interactions.
Keywords
Solvent effects; Solvatochromism; Stokes’ shift; Solvent polarity parameters; $E_{T}$(30);
Citations & Related Records

Times Cited By Web Of Science : 2  (Related Records In Web of Science)
Times Cited By SCOPUS : 3
연도 인용수 순위
1 Ravi, M; Soujanya, T.; Samanta, A.; Radhakrishnan, T. P. J. Chem. Soc. Faraday Trans. 1995, 91, 2739   DOI   ScienceOn
2 Mannekutla, J. R.; Mulimani, B. G.; Inamdar, S. R. Spectrochim. Acta Part A 2008, 69, 419   DOI   ScienceOn
3 Raikar, U. S.; Renuka, C. G.; Nadaf, Y. F.; Mulimani, B. G.; Karguppikar, A. M.; Soudagar, M. K. Spectrochim. Acta Part A 2006, 65, 673   DOI   ScienceOn
4 Lewis, J. E.; Maroncelli, M. Chem. Phys. Lett. 1998, 282, 197   DOI   ScienceOn
5 Jones II, G.; Jackson, W. R.; Choi, C. Y.; Bergmark, W. R. J. Phys. Chem. 1985, 89, 294   DOI
6 Barik, A.; Kumbhakar, M.; Nath, S.; Pal, H. Chem. Phys. 2005, 315, 277   DOI   ScienceOn
7 Dahiya, P.; Kumbhakar, M.; Mukherjee, T.; Pal, H. Chem. Phys. Lett. 2005, 414, 148   DOI   ScienceOn
8 Chu, G.; Yangbo, F. J. Chem. Soc., Faraday Trans. I 1987, 83, 2533   DOI
9 Berezin, M. Y.; Lee, H.; Akers, W.; Achilefu, S. Biophys. J. 2007, 93, 2892   DOI   ScienceOn
10 Onsager, L. J. Am. Chem. Soc. 1936, 58, 1486   DOI
11 Kirkwood, J. G. J. Chem. Phys. 1934, 2, 351   DOI
12 Kosower, E. M. J. Am. Chem. Soc. 1958, 80, 3253   DOI
13 Plieninger, P.; Baumgartel, H. Ber. Bunsenges. Phys. Chem. 1982, 96, 161
14 Kosower, E. M.; Mohammad, M. J. Phys. Chem. 1970, 74, 1153   DOI
15 Dimroth, K.; Reichardt, C.; Siepmann, T.; Bohlmann, F. Liebigs Ann. Chem. 1963, 661, 1   DOI
16 Reichardt, C. Liebigs Ann. Chem. 1971, 752, 64   DOI
17 Zachariasse, K. A.; Van Phuc, N.; Kozankiewicz, B. J. Phys. Chem. 1981, 85, 2676   DOI
18 Johnson, B. P.; Khaledi, M. G.; Dorsey, J. G. J. Chromatogr. 1987, 384, 221   DOI   ScienceOn
19 Gordon, D. J.; Balbach, J. J.; Tycko, R.; Meredith, S. C. Biophys. J. 2004, 86, 428   DOI   ScienceOn
20 Prusiner, S. B. Proc. Natl. Acad. Sci. USA 1998, 95, 13363   DOI   ScienceOn
21 Von Lippert, E. Z. Electrochem. 1957, 61, 962
22 Mataga, N.; Kaifu, Y.; Koizumi, M. Bull. Chem., Soc. Jpn. 1956, 29, 465   DOI
23 Langhals, H. Angew. Chem. Int. Engl. 1982, 21, 724   DOI
24 Kawski, A. Progress in Photochemistry and Photophysics Vol. V; Rabek, J. F., Ed.; CRC press: 1992
25 Reichardt, C. Solvents and Solvent Effects in Organic Chemistry, 3rd ed.; VCH: 2004