Polycyclic Aromatic Nitrogen Heterocycles. Part II: Effect of Solvent Polarity on the Fluorescence Emission Fine Structure of Three Azapyrene Compounds

1991 ◽  
Vol 45 (1) ◽  
pp. 57-60 ◽  
Author(s):  
Sheryl A. Tucker ◽  
William E. Acree ◽  
Mary J. Tanga
1988 ◽  
Vol 42 (8) ◽  
pp. 1525-1531 ◽  
Author(s):  
Riaz Waris ◽  
Michael A. Rembert ◽  
David M. Sellers ◽  
William E. Acree ◽  
Kenneth W. Street ◽  
...  

Fluorescence properties of benzo[ghi]perylene (BPe) and ovalene (Ov) dissolved in 25 solvents of varying polarity are reported. Measurements indicate that emission intensities depend on solvent polarity. The BPe and Ov solvent polarity scales are defined as the ratio of the fluorescence emission intensities of bands I and III of the vibronic spectra. Benzo[ghi]perylene and ovalene solute probes enable fluorescence measurements to be made in spectral regions less prone to solvent inner filtering and other artifacts which have hampered the use of pyrene (Py) as a polarity probe molecule.


1992 ◽  
Vol 46 (11) ◽  
pp. 1630-1635 ◽  
Author(s):  
Sheryl A. Tucker ◽  
Hardjanti Darmodjo ◽  
William E. Acree ◽  
Maximilian Zander ◽  
Erich C. Meister ◽  
...  

Fluorescence emission spectra are reported for naphth[2′l′8′7′: 4,10,5]anthra[l,9,8cdef]cinnoline, benzo[lmn][3,8]phenanthroline (also called 2,7-diazapyrene), benz[4,10]anthra[l,9,8cdef]cinnoline, naphtho[8,1,2hij]pyreno[9,10,ldef]phthalazine, acenaphtho[l,2b]pyridine, benzo[a]phenazine, indeno[l,2,3ij][2,7]naphthyridine, and indeno-[l,2,3ij]isoquinoline dissolved in organic nonelectrolyte solvents of varying polarity and acidity. Results of these measurements indicate that naphth[2′,1′,8′,7′:4,10,5]anthra[l,9,8cdef]cinnoline exhibits some signs of probe character as evidenced by changing emission intensity ratios; however, numerical values did not vary systematically with solvent polarity. The effect of nitromethane and 1,2,4-trimethoxybenzene as selective quenching agents on both the unprotonated and protonated PANHs was also examined. Nitromethane was found to quench fluorescence emission of roughly two-thirds of the alternant unprotonated PANHs studied to date. Emission intensities of the protonated PANHs remained essentially constant and were not affected by nitromethane. 1,2,4-Trimethoxybenzene, on the other hand, quenched the fluorescence emission of several unprotonated and all protonated PANHs examined.


1989 ◽  
Vol 43 (5) ◽  
pp. 845-850 ◽  
Author(s):  
Riaz Waris ◽  
Kenneth W. Street ◽  
William E. Acree ◽  
John C. Fetzer

Fluorescence properties of benzo[e]pyrene, benzo[a)pyrene, dibenzo[a,ejpyrene (naphtho[1,2,3,4def]chrysene), 1-chloropyrene, tribenzo[de, kl,rst]pentaphene, dinaphtho[2,1,8,7defg,2′,1,8′,7'ijkl]pentaphene, benz [rst]anthra[9,1,2cde]pentaphene, and dibenzo[fg,ij]phenanthro[2,1,10,9,8,7pqrstuv]pentaphene dissolved in solvents of varying polarity are reported. Measurements indicate that emission intensities of benzo[e)pyrene (BePy) and dibenzophenanthropentaphene (DBPP) depend on solvent polarity. Two new polarity scales are defined, BePy = I/IV and DBPP = I/II, on the basis of the ratio of the fluorescence intensities of select vibronic bands. For fluorescence spectra for the remaining six compounds studied, either the spectra were not clearly resolvable or the calculated intensity ratios remained nearly constant, irrespective of solvent polarity.


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.


The Analyst ◽  
1989 ◽  
Vol 114 (2) ◽  
pp. 195 ◽  
Author(s):  
Riaz Waris ◽  
Michael A. Rembert ◽  
David M. Sellers ◽  
William E. Acree ◽  
Kenneth W. Street ◽  
...  

1993 ◽  
Vol 47 (2) ◽  
pp. 201-206 ◽  
Author(s):  
Sheryl A. Tucker ◽  
William E. Acree ◽  
Christopher Upton

Fluorescence emission spectra are reported for tricycloquinazoline, dibenzo[c,f][2,7]naphthyridine, dibenzo[a,c]phenazine, dibenz[b,h]-indeno[1,2,3de][1,6]naphthyridine, and dibenz[c,f]indeno[l,2,3ij]-[2,7]naphthyridine dissolved in organic nonelectrolyte solvents of varying polarity and acidity. Results of these experiments were used to screen PANHs for potential probe character. The effect of nitromethane as a selective quenching agent on both the unprotonated and protonated PANHs was also examined. Nitromethane was found to quench fluorescence emission of dibenzo[c,f][2,7]naphthyridine. Emission intensities of the remaining four PANHs, and of the three protonated PANHs for which emission spectra could be obtained, remained essentially constant and were not affected by nitromethane.


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