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Spectroscopic Investigation of Fluorescence Quenching Agents. Part III: Effect of Solvent Polarity on the Selectivity of Nitromethane for Discriminating Between Alternant Versus Nonalternant Polycyclic Aromatic Hydrocarbons

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Abstract:

To better assess the applicability of nitromethane as a selective quenching agent for alternant versus nonalternant polycyclic aromatic hydrocarbons in HPLC, TLC, and HPTLC analysis, we measured the effect that it has on the fluorescence emission behavior of 96 different polycyclic aromatic hydrocarbons dissolved in binary toluene/acetonitrile solvent mixtures. Results of these measurements revealed that the "selective quenching" rule is obeyed for the vast majority of PAHs, with the coronene derivatives being the only major exceptions. Fluorescence emission spectra are also reported for benzo[g]chrysene, naphtho[2,3g]chrysene, 4H-benzo[c]cyclopenta[mno]chrysene, dibenzo[ghi,mno]fluoranthene (commonly called corannulene), rubicene, diacenaphtho[1,2j:1' ,2'l]fluoranthene, 10-methylbenzo[b]fluoranthene, 3-metboxybenzo[k]fluoranthene, and 3-hydroxybenzo[k]fluoranthene in organic nonelectrolyte solvents of varying polarity. Calculated emission intensity ratios failed to vary systematically with solvent polarity, and all nine of the aforementioned solutes were thus classified as nonprobe molecules.

Keywords: Fluorescence; Molecular structure; Spectroscopic techniques

Document Type: Research Article

DOI: http://dx.doi.org/10.1366/0003702934066875

Affiliations: 1: Department of Chemistry, University of North Texas, Denton, Texas 76203-5068 2: Chevron Research and Technology Center, Richmond, California 94802-0627 3: Ben May Institute, University of Chicago, Chicago, Illinois 60637 4: SRI International, 333 Ravenswood Avenue, Menlo Park, California 94025 5: Department of Chemistry, University of Nevada, Reno, Nevada 89557-0020

Publication date: June 1, 1993

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