Polycyclic Aromatic Hydrocarbon Solute Probes. Part VII: Evaluation of Additional Coronene Derivatives as Possible Solvent Polarity Probe Molecules

Author:

Acree William E.1,Tucker Sheryl A.1,Zvaigzne Anita I.1,Street Kenneth W.1,Fetzer John C.1,Grutzmacher Hans-Fr.1

Affiliation:

1. Department of Chemistry, University of North Texas, Denton, Texas 76203-5068 (W.E.A., A.I.Z.); Department of Chemistry, Kent State University, Kent, Ohio 44242 (K.W.S., S.A.T.); Chevron Research Company, Richmond, California 94802-0627 (J.C.F.); and Department of Chemistry, University of Bielefeld, D-4800 Bielefeld 1, Federal Republic of Germany (H.F.G.)

Abstract

Fluorescence emission spectra are reported for dinaphtho[8,1,2abc; 2′,1′,8′klm]coronene, naphtho[8,1,2abc]coronene, naphth[2′,1′,8′,7′: 4,10,5]anthra[1,9,8abcd]coronene, dibenzo[bc,ef]coronene, benzo[1,2,3bc;4,5,6b′c′]dicoronene, anthra[2,3a]coronene, dinaphtho-[8,1,2abc;2′,1′,8′jkl]Coronene, and tetrabenzo[de,hi,mn,qr]naphthacene dissolved in n-hexadecane, butyl acetate, dichloromethane, and acetonitrile. Results of these measurements are used to screen PAHs for potential solvent polarity probe behavior. Of the eight PAHs studied, only naphtho[8,1,2abc]coronene, dinaphtho[8,1,2abc;2′,1′,8′klm]-coronene, and anthra[2,3a]coronene were classified as probe molecules. The fluorescence spectra of the first two PAHs show selective enhancement of the I band emission intensity in polar solvents. For anthra-[2,3a]coronene, the measured ratio of emission intensities of bands I and II decreased systematically with increasing solvent polarity.

Publisher

SAGE Publications

Subject

Spectroscopy,Instrumentation

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