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1 2008

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Excited-state Solvation of Rhodamines: Dielectric and Specific Contributions

Ferreira J. A. B., Costa S. M. B.

Polish Journal of Chemistry

2008

Vol. 82, nr 4

893-899

Primary to tertiary amine based compounds of the form 9'-(2-ester-carbonyl)-phenyl- 3',6'-bis-(amino)-xanthylium) are studied as models for this class of compounds as regards the S1S0 shifts in solution. The magnitude of the solvatochromic shift decreases from primary amine to tertiary amine rhodamine chromophore. Primary aminoxanthylium spectral energy at maximum absorption decreases with the solvent electronic polarization whilst it increases with the orientational polarization function, suggesting extensive reorientation in the dipolar moment upon S1S0 excitation. By contrast, upon electronic excitation smaller dipolar moment variations are found in N-alkyl rhodamines, respectively with secondary and tertiary amine groups. Primary and secondary amine rhodamines' NH groups establish strong interactions with electron rich atomic centers of solvent molecules increasing the electronic stabilization energy.