Fluorometric detection of nitroaromatics by fluorescent lead complexes: A spectroscopic assessment of detection mechanism

Tanmay Chattopadhyay; Sourav Chatterjee; Ishani Majumder; Soumen Ghosh; Sangee Yoon; Eunji Sim

doi:10.1016/j.saa.2018.01.037

Fluorometric detection of nitroaromatics by fluorescent lead complexes: A spectroscopic assessment of detection mechanism

Tanmay Chattopadhyay, Sourav Chatterjee, Ishani Majumder, Soumen Ghosh, Sangee Yoon, Eunji Sim

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

5 Citations (Scopus)

Abstract

Three Schiff base ligands such as 2‑[(2‑Hydroxy‑3‑methoxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL1), 2‑[(2‑Hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL2), 2‑[(3,5‑Dichloro‑2‑hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL3) have been synthesized by condensation of aldehydes (such as 3,5‑Dichloro‑2‑hydroxy benzaldehyde, 2‑Hydroxy‑benzaldehyde, and 2‑Hydroxy‑3‑methoxy‑benzaldehyde) with Tris‑(hydroxymethyl)amino methane and characterized by IR, UV–vis and ¹H NMR spectroscopy. Then all these three ligands have been used to prepare Pb(II) complexes by reaction with lead(II) acetate tri-hydrate in methanol. In view of analytical and spectral (IR, UV–vis and Mass) studies, it has been concluded that, except HL2, other two ligands form 1:1 metal complexes (1 and 3) with lead. Between two complexes, complex 3 is highly fluorescent and this property has been used to identify the pollutant nitroaromatics. Finally, the quenching mechanism has been established by means of spectroscopic investigation.

Original language	English
Pages (from-to)	222-229
Number of pages	8
Journal	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume	194
DOIs	https://doi.org/10.1016/j.saa.2018.01.037
Publication status	Published - 2018 Apr 5

Bibliographical note

Funding Information:
Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161 , ES) and the Yonsei Future-Leading Research Initiative .

Funding Information:
Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161, ES) and the Yonsei Future-Leading Research Initiative.

Publisher Copyright:
© 2018 Elsevier B.V.

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Atomic and Molecular Physics, and Optics
Instrumentation
Spectroscopy

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10.1016/j.saa.2018.01.037

Cite this

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title = "Fluorometric detection of nitroaromatics by fluorescent lead complexes: A spectroscopic assessment of detection mechanism",

abstract = "Three Schiff base ligands such as 2‑[(2‑Hydroxy‑3‑methoxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL1), 2‑[(2‑Hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL2), 2‑[(3,5‑Dichloro‑2‑hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL3) have been synthesized by condensation of aldehydes (such as 3,5‑Dichloro‑2‑hydroxy benzaldehyde, 2‑Hydroxy‑benzaldehyde, and 2‑Hydroxy‑3‑methoxy‑benzaldehyde) with Tris‑(hydroxymethyl)amino methane and characterized by IR, UV–vis and 1H NMR spectroscopy. Then all these three ligands have been used to prepare Pb(II) complexes by reaction with lead(II) acetate tri-hydrate in methanol. In view of analytical and spectral (IR, UV–vis and Mass) studies, it has been concluded that, except HL2, other two ligands form 1:1 metal complexes (1 and 3) with lead. Between two complexes, complex 3 is highly fluorescent and this property has been used to identify the pollutant nitroaromatics. Finally, the quenching mechanism has been established by means of spectroscopic investigation.",

author = "Tanmay Chattopadhyay and Sourav Chatterjee and Ishani Majumder and Soumen Ghosh and Sangee Yoon and Eunji Sim",

note = "Funding Information: Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161 , ES) and the Yonsei Future-Leading Research Initiative . Funding Information: Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161, ES) and the Yonsei Future-Leading Research Initiative. Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

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doi = "10.1016/j.saa.2018.01.037",

language = "English",

volume = "194",

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Fluorometric detection of nitroaromatics by fluorescent lead complexes : A spectroscopic assessment of detection mechanism. / Chattopadhyay, Tanmay; Chatterjee, Sourav; Majumder, Ishani; Ghosh, Soumen; Yoon, Sangee; Sim, Eunji.

In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 194, 05.04.2018, p. 222-229.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Fluorometric detection of nitroaromatics by fluorescent lead complexes

T2 - A spectroscopic assessment of detection mechanism

AU - Chattopadhyay, Tanmay

AU - Chatterjee, Sourav

AU - Majumder, Ishani

AU - Ghosh, Soumen

AU - Yoon, Sangee

AU - Sim, Eunji

N1 - Funding Information: Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161 , ES) and the Yonsei Future-Leading Research Initiative . Funding Information: Financial support by the Science and Engineering Research Board (a statutory body under DST, New Delhi, India (F. No. SB/FT/CS-185/2013 dt. 30-06-2014)) is gratefully acknowledged by TC. This work was partly supported by a grant from the Ministry of Trade, Industry and Energy (MOTIE, No. 10062161, ES) and the Yonsei Future-Leading Research Initiative. Publisher Copyright: © 2018 Elsevier B.V.

PY - 2018/4/5

Y1 - 2018/4/5

N2 - Three Schiff base ligands such as 2‑[(2‑Hydroxy‑3‑methoxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL1), 2‑[(2‑Hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL2), 2‑[(3,5‑Dichloro‑2‑hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL3) have been synthesized by condensation of aldehydes (such as 3,5‑Dichloro‑2‑hydroxy benzaldehyde, 2‑Hydroxy‑benzaldehyde, and 2‑Hydroxy‑3‑methoxy‑benzaldehyde) with Tris‑(hydroxymethyl)amino methane and characterized by IR, UV–vis and 1H NMR spectroscopy. Then all these three ligands have been used to prepare Pb(II) complexes by reaction with lead(II) acetate tri-hydrate in methanol. In view of analytical and spectral (IR, UV–vis and Mass) studies, it has been concluded that, except HL2, other two ligands form 1:1 metal complexes (1 and 3) with lead. Between two complexes, complex 3 is highly fluorescent and this property has been used to identify the pollutant nitroaromatics. Finally, the quenching mechanism has been established by means of spectroscopic investigation.

AB - Three Schiff base ligands such as 2‑[(2‑Hydroxy‑3‑methoxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL1), 2‑[(2‑Hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL2), 2‑[(3,5‑Dichloro‑2‑hydroxy‑benzylidene)‑amino]‑2‑hydroxymethyl‑propane‑1,3‑diol (HL3) have been synthesized by condensation of aldehydes (such as 3,5‑Dichloro‑2‑hydroxy benzaldehyde, 2‑Hydroxy‑benzaldehyde, and 2‑Hydroxy‑3‑methoxy‑benzaldehyde) with Tris‑(hydroxymethyl)amino methane and characterized by IR, UV–vis and 1H NMR spectroscopy. Then all these three ligands have been used to prepare Pb(II) complexes by reaction with lead(II) acetate tri-hydrate in methanol. In view of analytical and spectral (IR, UV–vis and Mass) studies, it has been concluded that, except HL2, other two ligands form 1:1 metal complexes (1 and 3) with lead. Between two complexes, complex 3 is highly fluorescent and this property has been used to identify the pollutant nitroaromatics. Finally, the quenching mechanism has been established by means of spectroscopic investigation.

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Fluorometric detection of nitroaromatics by fluorescent lead complexes: A spectroscopic assessment of detection mechanism

Abstract

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