Pyrene Scaffold as Real-Time Fluorescent Turn-on Chemosensor for Selective Detection of Trace-Level Al(III) and Its Aggregation-Induced Emission Enhancement

Milan Shyamal, Prativa Mazumdar, Samir Maity, Gobinda P. Sahoo, Guillermo Salgado-Morán, Ajay Misra

Resultado de la investigación: Article

79 Citas (Scopus)

Resumen

A pyrene based fluorescent probe, 3-methoxy-2-((pyren-2yl-imino)methyl)phenol (HL), was synthesized via simple one-pot reaction from inexpensive reagents. It exhibited high sensitivity and selectivity toward Al3+ over other relevant metal ions and also displayed novel aggregation-induced emission enhancement (AIEE) characteristics in its aggregate/solid state. When bound with Al3+ in 1:1 mode, a significant fluorescence enhancement with a turn-on ratio of over ∼200-fold was triggered via chelation-enhanced fluorescence through sensor complex (Al-L) formation, and amusingly excess addition of Al3+, dramatic enhancement of fluorescence intensity over manifold through aggregate formation was observed. The 1:1 stoichiometry of the sensor complex (Al-L) was calculated from Jobs plot based on UV-vis absorption titration. In addition, the binding site of sensor complex (Al-L) was well-established from the 1H NMR titrations and also supported by the fluorescence reversibility by adding Al3+ and EDTA sequentially. Intriguingly, the AIEE properties of HL may improve its impact and studied in CH3CN-H2O mixtures at high water content. To gain insight into the AIEE mechanism of the HL, the size and growth process of particles in different volume percentage of water and acetonitrile mixture were studied using time-resolved photoluminescence, dynamic light scattering, optical microscope, and scanning electron microscope. The molecules of HL are aggregated into ordered one-dimensional rod-shaped microcrystals that show obvious optical waveguide effect.

Idioma originalEnglish
Páginas (desde-hasta)210-220
Número de páginas11
PublicaciónJournal of Physical Chemistry A
Volumen120
N.º2
DOI
EstadoPublished - 21 ene 2016

Huella dactilar

pyrenes
Scaffolds
Agglomeration
Fluorescence
augmentation
fluorescence
Titration
Sensors
titration
sensors
Microcrystals
Optical waveguides
Dynamic light scattering
Chelation
Phenol
Fluorescent Dyes
chelation
Edetic Acid
Stoichiometry
Water content

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Citar esto

Shyamal, Milan ; Mazumdar, Prativa ; Maity, Samir ; Sahoo, Gobinda P. ; Salgado-Morán, Guillermo ; Misra, Ajay. / Pyrene Scaffold as Real-Time Fluorescent Turn-on Chemosensor for Selective Detection of Trace-Level Al(III) and Its Aggregation-Induced Emission Enhancement. En: Journal of Physical Chemistry A. 2016 ; Vol. 120, N.º 2. pp. 210-220.
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abstract = "A pyrene based fluorescent probe, 3-methoxy-2-((pyren-2yl-imino)methyl)phenol (HL), was synthesized via simple one-pot reaction from inexpensive reagents. It exhibited high sensitivity and selectivity toward Al3+ over other relevant metal ions and also displayed novel aggregation-induced emission enhancement (AIEE) characteristics in its aggregate/solid state. When bound with Al3+ in 1:1 mode, a significant fluorescence enhancement with a turn-on ratio of over ∼200-fold was triggered via chelation-enhanced fluorescence through sensor complex (Al-L) formation, and amusingly excess addition of Al3+, dramatic enhancement of fluorescence intensity over manifold through aggregate formation was observed. The 1:1 stoichiometry of the sensor complex (Al-L) was calculated from Jobs plot based on UV-vis absorption titration. In addition, the binding site of sensor complex (Al-L) was well-established from the 1H NMR titrations and also supported by the fluorescence reversibility by adding Al3+ and EDTA sequentially. Intriguingly, the AIEE properties of HL may improve its impact and studied in CH3CN-H2O mixtures at high water content. To gain insight into the AIEE mechanism of the HL, the size and growth process of particles in different volume percentage of water and acetonitrile mixture were studied using time-resolved photoluminescence, dynamic light scattering, optical microscope, and scanning electron microscope. The molecules of HL are aggregated into ordered one-dimensional rod-shaped microcrystals that show obvious optical waveguide effect.",
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Pyrene Scaffold as Real-Time Fluorescent Turn-on Chemosensor for Selective Detection of Trace-Level Al(III) and Its Aggregation-Induced Emission Enhancement. / Shyamal, Milan; Mazumdar, Prativa; Maity, Samir; Sahoo, Gobinda P.; Salgado-Morán, Guillermo; Misra, Ajay.

En: Journal of Physical Chemistry A, Vol. 120, N.º 2, 21.01.2016, p. 210-220.

Resultado de la investigación: Article

TY - JOUR

T1 - Pyrene Scaffold as Real-Time Fluorescent Turn-on Chemosensor for Selective Detection of Trace-Level Al(III) and Its Aggregation-Induced Emission Enhancement

AU - Shyamal, Milan

AU - Mazumdar, Prativa

AU - Maity, Samir

AU - Sahoo, Gobinda P.

AU - Salgado-Morán, Guillermo

AU - Misra, Ajay

PY - 2016/1/21

Y1 - 2016/1/21

N2 - A pyrene based fluorescent probe, 3-methoxy-2-((pyren-2yl-imino)methyl)phenol (HL), was synthesized via simple one-pot reaction from inexpensive reagents. It exhibited high sensitivity and selectivity toward Al3+ over other relevant metal ions and also displayed novel aggregation-induced emission enhancement (AIEE) characteristics in its aggregate/solid state. When bound with Al3+ in 1:1 mode, a significant fluorescence enhancement with a turn-on ratio of over ∼200-fold was triggered via chelation-enhanced fluorescence through sensor complex (Al-L) formation, and amusingly excess addition of Al3+, dramatic enhancement of fluorescence intensity over manifold through aggregate formation was observed. The 1:1 stoichiometry of the sensor complex (Al-L) was calculated from Jobs plot based on UV-vis absorption titration. In addition, the binding site of sensor complex (Al-L) was well-established from the 1H NMR titrations and also supported by the fluorescence reversibility by adding Al3+ and EDTA sequentially. Intriguingly, the AIEE properties of HL may improve its impact and studied in CH3CN-H2O mixtures at high water content. To gain insight into the AIEE mechanism of the HL, the size and growth process of particles in different volume percentage of water and acetonitrile mixture were studied using time-resolved photoluminescence, dynamic light scattering, optical microscope, and scanning electron microscope. The molecules of HL are aggregated into ordered one-dimensional rod-shaped microcrystals that show obvious optical waveguide effect.

AB - A pyrene based fluorescent probe, 3-methoxy-2-((pyren-2yl-imino)methyl)phenol (HL), was synthesized via simple one-pot reaction from inexpensive reagents. It exhibited high sensitivity and selectivity toward Al3+ over other relevant metal ions and also displayed novel aggregation-induced emission enhancement (AIEE) characteristics in its aggregate/solid state. When bound with Al3+ in 1:1 mode, a significant fluorescence enhancement with a turn-on ratio of over ∼200-fold was triggered via chelation-enhanced fluorescence through sensor complex (Al-L) formation, and amusingly excess addition of Al3+, dramatic enhancement of fluorescence intensity over manifold through aggregate formation was observed. The 1:1 stoichiometry of the sensor complex (Al-L) was calculated from Jobs plot based on UV-vis absorption titration. In addition, the binding site of sensor complex (Al-L) was well-established from the 1H NMR titrations and also supported by the fluorescence reversibility by adding Al3+ and EDTA sequentially. Intriguingly, the AIEE properties of HL may improve its impact and studied in CH3CN-H2O mixtures at high water content. To gain insight into the AIEE mechanism of the HL, the size and growth process of particles in different volume percentage of water and acetonitrile mixture were studied using time-resolved photoluminescence, dynamic light scattering, optical microscope, and scanning electron microscope. The molecules of HL are aggregated into ordered one-dimensional rod-shaped microcrystals that show obvious optical waveguide effect.

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JO - Journal of Physical Chemistry A

JF - Journal of Physical Chemistry A

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