scholarly journals Spectroscopic Properties of Polycyclic Aromatic Compounds: Examination of Nitromethane as a Selective Fluorescence Quenching Agent for Alternant Polycyclic Aromatic Nitrogen Hetero-Atom Derivatives

1992 ◽  
Vol 46 (2) ◽  
pp. 229-235 ◽  
Author(s):  
Sheryl A. Tucker ◽  
William E. Acree ◽  
Mary J. Tanga ◽  
Sumio Tokita ◽  
Kimihiro Hiruta ◽  
...  

Nitromethane is examined as a selective fluorescence quenching agent for alternant polycyclic aromatic nitrogen hetero-atoms (PANHs). Fluorescence emission behavior is reported for 1-azapyrene, 2-azapyrene, 4-azapyrene, 4-azachrysene, 12-azabenzo[a]pyrene, phenanthro[9, 10g]isoquinoline, phenanthro[2,3h]isoquinoline, phenanthro[3,2h]-isoquinoline, 2-azabenz[a]anthracene, 1-azabenz[a]anthracene, 9-azabenz[a]anthracene, dibenzo[c,i]phenanthro[1,10,9,8anmlk]phenanthridine, diphenanthro[9,10,1def;1',10',9'hij]phthalazine, and benz[de]isoquino[1,8gh]quinoline dissolved in acetonitrile or aqueous-acetonitrile solvent mixtures at various nitromethane concentrations. Results of these measurements show that nitromethane does quench fluorescence emission of ten of the solutes studied; however, phenanthro-[2,3h]isoquinoline, 9-azabenz[a]anthracene, benz[de]isoquino[1,8gh]-quinoline, and dibenzo[c,i]phenanthro[1,10,9,8anmlk]phenanthridine are notable exceptions.

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.


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.


1994 ◽  
Vol 48 (4) ◽  
pp. 458-464 ◽  
Author(s):  
Sheryl A. Tucker ◽  
Jason M. Griffin ◽  
William E. Acree ◽  
Maximilian Zander ◽  
Reginald H. Mitchell

Fluorescence emission behavior is reported for 1,1′-binaphthalene, 2,2′-binaphthalene, 9,9′-bianthracene, 9,9′-biphenanthrene, 1,1′-methylene-bisnaphthalene, and 1,1′,2,2′-tetrahydro-5,5′-biacenaphthylene dissolved in organic nonelectrolyte solvents of varying polarity, refractive index, and dielectric constant. Fluorescence measurements are used to classify the six bipolycyclic aromatic hydrocarbon (bi-PAH) solutes as either solvatochromic probe or nonprobe molecules, depending upon whether measured fluorescence properties vary with solvent nature. Of the bi-PAHs studied, only 9,9′-bianthracene exhibited probe character. Possible correlations between 9,9′-bianthracene's maximum intensity emission wavelength and select functions of solvent refractive index and dielectric constant were examined. Also reported is the effect that nitromethane has on bi-PAH fluorescence emission intensities.


The Analyst ◽  
1994 ◽  
Vol 119 (5) ◽  
pp. 997-1001 ◽  
Author(s):  
M. U. Kumke ◽  
H.-G. Löhmannsröben ◽  
Th. Roch

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.


1993 ◽  
Vol 278 (2) ◽  
pp. 269-274 ◽  
Author(s):  
Sheryl A. Tucker ◽  
Heather C. Bates ◽  
Vicki L. Amszi ◽  
William E. Acree ◽  
Hongmee Lee ◽  
...  

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