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The Effect of N-methylation on Photophysical Properties of 3-Aminoquinoline

DSpace at IIT Bombay

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Title The Effect of N-methylation on Photophysical Properties of 3-Aminoquinoline
 
Creator AGARWAL, S
 
Subject SOLVATION ENERGY RELATIONSHIPS
EXCITED-STATE DYNAMICS
PI-STAR
FLUORESCENCE ENHANCEMENT
SOLVENT POLARITIES
AMINO
COUMARIN-151
DEPENDENCE
MOLECULES
BEHAVIOR
Quinoline
Fluorescent probe
Time resolved fluorescence
Intramolecular charge transfer
Empirical micropolarity
 
Description It has been reported previously that the photo-physics of 3-aminoquinoline (3AQ) is governed by a flip-flop motion of its amino group in apolar solvents and intersystem crossing in polar solvents. The nonradiative rates are governed by more than one solvent parameters, like polarity and hydrogen bonding ability of the solvent. So, 3AQ is not a well-behaved probe of any individual solvent parameter. In the present work, 3AQ has been modified synthetically; replacing an amino hydrogen atom with a methyl group and photophysical properties were studied in 22 different apolar, polar-aprotic and polar-protic solvents. It is found that Stokes' shifts and fluorescence quantum yields exceptionally low in apolar solvents as compared to those in other solvents. Such substitution causes a decrease in the extent of the effect of the hydrogen bonding ability of the solvent and that nonradiative rate become a more regular function of polarity. However, the flip-flop appears to continue to be the major nonradiative pathway, as the nonradiative rates decrease with increase in micropolarity.
 
Publisher SPRINGER/PLENUM PUBLISHERS
 
Date 2012-06-26T05:29:55Z
2012-06-26T05:29:55Z
2011
 
Type Article
 
Identifier JOURNAL OF FLUORESCENCE,21(5)1959-1967
1053-0509
http://dx.doi.org/10.1007/s10895-011-0895-2
http://dspace.library.iitb.ac.in/jspui/handle/100/13972
 
Language English