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Charge transfer aided selective sensing and capture of picric acid by triphenylbenzenes

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Title Charge transfer aided selective sensing and capture of picric acid by triphenylbenzenes
 
Creator VISHNOI, P
SEN, S
PATWARI, GN
MURUGAVEL, R
 
Subject AGGREGATION-INDUCED EMISSION
CRYSTAL-STRUCTURES
HYDROGEN-BONDS
SOLID-STATE
EXPLOSIVES
2,4,6-TRINITROPHENOL
ENHANCEMENT
SENSITIVITY
POLYMERS
 
Description A fluorescent chemo-sensor, 1,3,5-tris(4'-(N,N-dimethylamino)phenyl)benzene was synthesized by substituting the N-H protons of 1,3,5-tris(4'-aminophenyl)benzene with methyl groups. The chemo-sensor shows highly selective and remarkable fluorescence quenching in the presence of picric acid with a detection limit of 1.5 ppm. The origin of the selectivity was investigated using absorption, fluorescence emission and H-1 NMR spectroscopic techniques. The solid state structure of 1,3,5-tris(4'-(N,N-dimethylamino)phenyl)benzene and its picric acid complex reveals multiple hydrogen bonds (N-H center dot center dot center dot O and C-H center dot center dot center dot O), pi-pi interactions and electrostatic interactions between 1,3,5-tris(4'-(N,N-dimethylamino) phenyl) benzene and picric acid. The proton transfer process from picric acid to 1,3,5-tris(4'-(N,N-dimethylamino)phenyl)benzene results in the formation of picrate anions and the triply protonated 1,3,5-tris(4'-(N,N-dimethylamino)phenyl)benzene species containing dimethylammonium (-NHMe2+) groups.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2016-01-15T06:53:39Z
2016-01-15T06:53:39Z
2015
 
Type Article
 
Identifier NEW JOURNAL OF CHEMISTRY, 39(2)886-892
1144-0546
1369-9261
http://dx.doi.org/10.1039/c4nj01093k
http://dspace.library.iitb.ac.in/jspui/handle/100/17982
 
Language en