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Solvent dependence of pyranine fluorescence and UV‐visible absorption spectra
Author(s) -
BarrashShiftan Noga,
Brauer Brina Beth,
Pines Ehud
Publication year - 1998
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/(sici)1099-1395(1998100)11:10<743::aid-poc39>3.0.co;2-h
Subject(s) - pyranine , chemistry , fluorescence , absorption (acoustics) , aqueous solution , analytical chemistry (journal) , absorption spectroscopy , solvent , photochemistry , chromatography , organic chemistry , biochemistry , physics , quantum mechanics , membrane , acoustics
Fluorescence and UV–visible absorption spectra of HPTS (8‐hydroxy‐1,3,6‐pyrenetrisulphonic acid trisodium salt, pyranine) were measured in a variety of solvents. Fluorescence maxima (in kcal mol ‐1 ) can be correlated with the Kosower Z parameter ( r = 0.901), the Dimroth–Reichardt E T (30) parameter ( r = 0.900) and the Winstein Y parameter ( r = 0.916) using one‐parameter fits. Good correlations ( r = 0.98) were obtained for HPTS fluorescence in ethanol–water mixtures using the Y, Y OTs and Z parameters. Fluorescence maxima of HPTS in aqueous sulphuric acid solutions gave an excellent correlation with Y OTs ( r = 0.991). Multi‐parameter correlations, indicating the significance of specific solvent interactions, were also studied. In addition, fluorescence maxima correlate well with maximum/minimum ratios obtained from UV–visible absorption experiments. Results can be applied in the use of HPTS as a molecular probe of solvent environments and for extension of the Y OTs scale in acidic solutions. HPTS is a unique molecular probe, not only because of its photoacidic properties and its widespread use as a pH‐sensitive biosensor, but also because of its relative stability in acidic environments. © 1998 John Wiley & Sons, Ltd.