Polycyclic Aromatic Hydrocarbon Solute Probes. Part X: Evaluation of Select Hydrogenated Pyrene, Benzo[ghi]perylene, and Naphthacene Derivatives as Possible Solvent Polarity Probes

Author:

Tucker Sheryl A.1,Acree William E.1,Fetzer John C.1,Mitchell Reginald H.1

Affiliation:

1. Department of Chemistry, University of North Texas, Denton, Texas 76203-5068, U.S.A. (S.A.T., W.E.A.); Chevron Research and Technology Center, Richmond, California 94802-0627, U.S.A. (J.C.F.); and Department of Chemistry, University of Victoria, P.O. Box 3055, Victoria, BC, V8W 3P6 Canada (R.H.M.)

Abstract

Fluorescence emission spectra are reported for 3,4,5-trihydrobenzo[cd]pyrene, 3,4-dihydrobenzo[ghi]perylene, 5,6,7,8,9,10-hexahydrobenzo[ghi]perylene, trans-10b,10c-dihydro-10b,10c-dimethylpyrene, trans-12b,12c-dihydro-12b,12c-dimethylbenzo[a]pyrene, and trans-14b,14c-dihydro-14b,14c-dimethylnaphtho[2,1,8-qra]naphthacene dissolved in organic nonelectrolyte solvents of varying polarity. Dihydrobenzo|ghi]perylene was found to exhibit probe character, as evidenced by a systematic variation in emission intensity ratio with solvent polarity. It has a dynamic range of 0.98 and a high fluorescence quantum yield and is thought to be noncarcinogenic. Also reported are mathematical expressions which correlate measured intensity ratios and solvent polarity probe behavior of dihydrobenzo[ghi]perylene, pyrene, benzo[ghi]perylene, coronene, and ovalene in 48 solvents of varying polarity.

Publisher

SAGE Publications

Subject

Spectroscopy,Instrumentation

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