POLYCYCLIC AROMATIC NITROGEN-HETEROCYCLES .1. EFFECT OF SOLVENT POLARITY AND SOLVENT ACIDITY ON THE FLUORESCENCE EMISSION BEHAVIOR OF SELECT AZAPYRENES AND PHENANTHROISOQUINOLINES

被引:20
作者
TUCKER, SA
ACREE, WE
TANGA, MJ
机构
[1] N TEXAS STATE UNIV,DEPT CHEM,DENTON,TX 76203
[2] SRI INT,MENLO PK,CA 94025
关键词
FLUORESCENCE; MOLECULAR STRUCTURE;
D O I
10.1366/0003702914336598
中图分类号
TH7 [仪器、仪表];
学科分类号
0804 ; 080401 ; 081102 ;
摘要
Fluorescence emission spectra are reported for 12-azapyrene,2-azapyrene, 4-azapyrene, 12-azabenzo[a]pyrene, phenanthro[9,10g]isoquinoline, phenanthro[2,3h]isoquinoline, and phenanthro[3,2h]isoquinoline dissolved in organic nonelectrolyte solvents of varying polarity and acidity. Results of these measurements indicate that 12-azabenzo[a]pyrene, phenanthro[2,3h]isoquinoline, and phenanthro[3,2h]isoquinoline exhibit modest probe character as evidenced by decreased I/II or I/III band emission intensity ratios with increasing solvent polarity. Alcoholic solvents such as trifluoroethanol protonate the nitrogen hetero-atom, resulting in loss of emission fine structure accompanied by a sizeable red-shift in emission wavelength(s). For 1-azapyrene and 2-azapyrene the observed fluorescence emission spectra showed both neutral and protonated forms of the solute in trifluoroethanol.
引用
收藏
页码:911 / 915
页数:5
相关论文
共 25 条
[1]   POLYCYCLIC AROMATIC HYDROCARBON SOLUTE PROBES .7. EVALUATION OF ADDITIONAL CORONENE DERIVATIVES AS POSSIBLE SOLVENT POLARITY PROBE MOLECULES [J].
ACREE, WE ;
TUCKER, SA ;
ZVAIGZNE, AI ;
STREET, KW ;
FETZER, JC ;
GRUTZMACHER, HF .
APPLIED SPECTROSCOPY, 1990, 44 (03) :477-482
[2]   POLYCYCLIC AROMATIC-HYDROCARBONS AND POLYCYCLIC AROMATIC SULFUR HETEROCYCLES - EXAMINATION OF MOLECULAR-STRUCTURE FLUORESCENCE PROBE CHARACTER CORRELATIONS [J].
ACREE, WE ;
TUCKER, SA ;
CRETELLA, LE ;
ZVAIGZNE, AI ;
STREET, KW ;
FETZER, JC ;
NAKASUJI, K ;
MURATA, I .
APPLIED SPECTROSCOPY, 1990, 44 (06) :951-957
[3]   TRIFLUOROETHANOL AS A SOLVENT FOR DISCRIMINATING THE FLUORESCENCE OF POLYNUCLEAR AZA-AROMATIC COMPOUNDS FROM THAT OF THE PARENT HYDROCARBON [J].
BORTOLUS, P ;
GALIAZZO, G ;
GENNARI, G .
ANALYTICA CHIMICA ACTA, 1990, 234 (02) :353-358
[4]  
Bowen E. J., 1953, DISCUSS FARADAY SOC, V14, P146
[5]   FLUORESCENCE INVESTIGATION OF THE CHROMATOGRAPHIC INTERACTIONS OF NITROGEN-HETEROCYCLES WITH DEACTIVATED SILICA [J].
BURRELL, GJ ;
HURTUBISE, RJ .
ANALYTICAL CHEMISTRY, 1988, 60 (20) :2178-2182
[6]   SOLID-SURFACE LUMINESCENCE INTERACTIONS OF NITROGEN-HETEROCYCLES ADSORBED ON SILICA-GEL CHROMATOPLATES SUBMERGED IN CHLOROFORM NORMAL-HEXANE SOLVENTS [J].
BURRELL, GJ ;
HURTUBISE, RJ .
ANALYTICAL CHEMISTRY, 1988, 60 (06) :564-568
[7]   MULTIPLICITY OF REACTING STATE IN PHOTOADDITION OF CARBON-TETRACHLORIDE TO ANTHRACENE [J].
CARROLL, FA ;
WHITTEN, DG .
JOURNAL OF PHYSICAL CHEMISTRY, 1976, 80 (18) :2046-2047
[8]   POLYCYCLIC AROMATIC HYDROCARBONS .31. SOME NITROGENOUS ANALOGUES OF CHRYSENE, PYRENE AND 3-4-BENZPHENANTHRENE [J].
COOK, JW ;
THOMSON, WHS .
JOURNAL OF THE CHEMICAL SOCIETY, 1945, (MAY) :395-399
[9]   THE PY SCALE OF SOLVENT POLARITIES [J].
DONG, DC ;
WINNIK, MA .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (11) :2560-2565
[10]   QUENCHING AND PHOTOBLEACHING OF EXCITED POLYCYCLIC AROMATIC-HYDROCARBONS BY CARBON-TETRACHLORIDE AND CHLOROFORM IN MICELLAR SYSTEMS [J].
ENCINAS, MV ;
RUBIO, MA ;
LISSI, E .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1983, 37 (02) :125-130