Solvatochromism and turn-off fluorescence sensing property of N,N′-bis(3-pentyl)perylene-3, 4, 9, 10-bis(dicarboximide) towards nitroaromatics and photophysical study of its microstructures

Here, we report solvatochromic effect of N,N′-bis(3-pentyl)perylene-3, 4, 9, 10-bis(dicarboximide) [EP-PDI] in THF-DMF mixture. Fibroid like microstructure of EP-PDI has been synthesized by re-precipitation method using SDS as morphology directing soft template. Morphology of the particles is charac...

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Bibliographic Details
Published in:Journal of molecular liquids 2016-12, Vol.224, p.255-264
Main Authors: Maity, Samir, Shyamal, Milan, Mazumdar, Prativa, Sahoo, Gobinda Prasad, Maity, Rakesh, Salgado-Morán, Guillermo, Misra, Ajay
Format: Article
Language:English
Subjects:
Aggregates
E-excimer
Morphology
N,N′-bis (3-pentyl)perylene-3, 4, 9, 10-bis (dicarboximide) [EP-PDI]
Sensor
Solvatochromic effects
Y-excimer
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Summary:Here, we report solvatochromic effect of N,N′-bis(3-pentyl)perylene-3, 4, 9, 10-bis(dicarboximide) [EP-PDI] in THF-DMF mixture. Fibroid like microstructure of EP-PDI has been synthesized by re-precipitation method using SDS as morphology directing soft template. Morphology of the particles is characterized using optical and scanning electronic microcopy (SEM). Photophysical properties of the aggregated hydrosol and also the solvatochromic effect of EP-PDI are carried out using UV–vis, steady state and time-resolved fluorescence study. The fluorescence spectra of EP-PDI in THF show structured emission band and aggregated hydrosol exhibits E-type and Y-type excimer emission. The intense fluorescence emission property of EP-PDI is used for sensing the presence of nitroaromatics in the medium. Among the different nitroaromatics, picric acid (PA) strongly quenches the fluorescence emission intensity of EP-PDI and this quenching property of PA is being used to detect PA in THF having concentration as low as 3.0μM. The mechanism of this quenching has been explained due to ground state complexation between EP-PDI and PA. [Display omitted] •Solvatochromism of EP-PDI has been studied.•EP-PDI is used as turn-off fluorescent sensor for selective sensing of picric acid.•Fiber like microstructures of EP-PDI are synthesized using re-precipitation method.•EP-PDI microstructures show potential waveguide character.
ISSN:0167-7322
1873-3166
DOI:10.1016/j.molliq.2016.09.073