scholarly journals Spectroscopic Investigation of Fluorescence Quenching Agents. Part II: Effect of Nitromethane on the Fluorescence Emission Behavior of Thirty-Six Alternant Benzenoid Polycyclic Aromatic Hydrocarbons

1992 ◽  
Vol 46 (8) ◽  
pp. 1260-1265 ◽  
Author(s):  
Sheryl A. Tucker ◽  
Hardjanti Darmodjo ◽  
William E. Acree ◽  
John C. Fetzer ◽  
Maximilian Zander

Nitromethane is examined as a selective quenching agent for discriminating between “alternant” versus “nonalternant” polycyclic aromatic hydrocarbons in unknown mixtures. Of the 36 benzenoid solutes studied, only dibenzo[hi,wx]heptaphene failed to obey the selective quenching rule. Also reported are new experimental fluorescence probe studies for dibenzo[de,st]pentacene, dibenzo[fg,qr]pentacene, naphtho[8,1,2hij)-hexaphene, benzo[vwx]hexaphene, benzo[1,2,3cd;4,5,6c'd‘]diperylene, dibenzo[hi,wx]heptacene, benzo[b]triphenylene, chrysense, and anthracene dissolved in nonelectrolyte solvents of varying polarity. Benzo-[vwx]hexaphene was found to exhibit probe character, as evidenced by a systematic variation in emission intensity ratio with solvent polarity.

1992 ◽  
Vol 46 (7) ◽  
pp. 1156-1161 ◽  
Author(s):  
Vicki L. Amszi ◽  
Yvonne Cordero ◽  
Bradley Smith ◽  
Sheryl A. Tucker ◽  
William E. Acree ◽  
...  

Nitromethane is examined as a selective fluorescence quenching agent for “alternant” alkyl-substituted polycyclic aromatic hydrocarbons (PAHs). Fluorescence emission behavior is reported for 11 H-benz[bc]aceanthrylene, 4 H-cyclopenta[def]phenanthrene, 4 H-cyclopenta[def]chrysene, 13 H-dibenzo[a,g]fluorene, 13 H-dibenzo[a,i]fluorene, 4 H-benzo[b]cyclopenta[mno]chrysene, 4 H-cyclopenta[pqr]picene, 7 H-dibenzo[c,g]fluorene, 9 H-benz(6,7)indeno[1,21]phenanthrene, 4 H-benzo[b]cyclopenta[jkl]triphenylene, 13 H-dibenz[bc,k]aceanthrylene, 13 H-dibenz[bc,l]aceanthrylene, and 4 H-benzo[def]cyclopenta[mno]chrysene dissolved in organic solvents of varying polarity and in acetonitrile or aqueous-acetonitrile solvent mixtures at various nitromethane concentrations. Results of these measurements show that nitromethane quenches fluorescence emission of the thirteen solutes studied, which is in complete agreement with what would be expected on the basis of the fact that all solutes are “alternant” polycyclic aromatic hydrocarbons.


1993 ◽  
Vol 47 (6) ◽  
pp. 715-722 ◽  
Author(s):  
Sheryl A. Tucker ◽  
William E. Acree ◽  
John C. Fetzer ◽  
Ronald G. Harvey ◽  
Mary J. Tanga ◽  
...  

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, 4 H-benzo[c]cyclopenta[mno]chrysene, dibenzo[ghi,mno]fluoranthene (commonly called corannulene), rubicene, diacenaphtho[l,2j:l‘,2'l]fluoranthene, 10-methyl-benzo[b]fluoranthene, 3-methoxybenzo[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.


1991 ◽  
Vol 45 (10) ◽  
pp. 1699-1705 ◽  
Author(s):  
Sheryl A. Tucker ◽  
William E. Acree ◽  
Bongsup P. Cho ◽  
Ronald G. Harvey ◽  
John C. Fetzer

Fluorescence emission behavior is reported for benz[def]indeno-[1,2,3hi]chrysene, fluoreno[2,3,4,9defg]chrysene, benz[def]indeno-[l,2,3qr]chrysene, dibenzo[a,e]fluoranthene, indeno[1,2,3cd]pyrene, naphtho[1,2b]fluoranthene, benzo[b]fluoranthene, fluoranthene, benzo-[ghi]fluoranthene, naphtho[2,1a]fluoranthene, naphtho[2,3b]fiuoranthene, benzo[k]fluoranthene, and benzo[j]fluoranthene dissolved in organic nonelectrolyte solvents of varying polarity. Results of these measurements are used to classify the various solutes as either probe or nonprobe molecules, depending upon whether measured emission intensity ratios vary systematically with solvent polarity. Also discussed are primary and secondary inner-filtering artifacts associated with selective quenching agents used to help identify/analyze polycyclic aromatic hydrocarbons (PAHs) in unknown mixtures. Inner-filtering artifacts are illustrated by examining fluorescence emission intensities of 13 “nonalternant” PAHs at different nitromethane concentrations and solution absorbances.


1993 ◽  
Vol 47 (11) ◽  
pp. 1775-1779 ◽  
Author(s):  
Sheryl A. Tucker ◽  
Heather C. Bates ◽  
William E. Acree ◽  
John C. Fetzer

To further assess the applicability of nitromethane as a selective quenching agent for alternant vs. nonalternant polycyclic aromatic hydrocarbons in HPLC analysis, we measured the effect that it has on the fluorescence emission behavior of 96 different polycyclic aromatic hydrocarbons dissolved in a binary ethyl acetate/acetonitrile solvent mixture. Nitromethane quenching results are compared with previously reported acetonitrile, aqueous/acetonitrile, and toluene/acetonitrile solvent mixtures. Results of these measurements revealed that the “selective quenching” rule is obeyed for the vast majority of PAHs in all solvents considered thus far, with the coronene derivatives being the only major exceptions.


1975 ◽  
Vol 30 (10) ◽  
pp. 1311-1314 ◽  
Author(s):  
H. Dreeskamp ◽  
E. Koch ◽  
M. Zander

Abstract Fluorescence quenching of 22 polycyclic aromatic hydrocarbons by nitromethane in toluene and acetonitrile solutions has been studied. Contrary to Sawicki’s observations that the fluorescence of hydrocarbons with the fluoranthene skeleton is not quenched that of 11.12-and 3.4-benzofluor-anthene and fluoranthene itself is quenched. These compounds have a high energy of the fluorescence transition. The fluorescence quenching of the compounds investigated follows a dynamic quenching mechanism. The bimolecular rate constant of fluorescence quenching increases exponentially with the energy of the fluorescing state of alternant hydrocarbons.


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