Aggregation induced emission enhancement (AIEE) of fluorenyl appended Schiff base : A turn on fluorescent probe for Al3+, and its photovoltaic effect

Panda, Uttam; Roy, Suman; Mallick, Debashis; Layek, Animesh; Ray, Partha Pratim; Sinha, Chittaranjan

doi:10.1016/j.jlumin.2016.07.008

Cited by 23 publications

(2 citation statements)

References 41 publications

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“…Due to the flexibility and variability of Schiff bases in terms of structure and physical and chemical properties, it has become an attractive research object. [ 1,2 ] Schiff bases form metal complexes with various structures under certain conditions, [ 3–5 ] and these complexes have distinguished roles in photovoltaic materials, [ 6 ] magnetism, [ 7 ] nanomaterial catalysts, [ 8,9 ] capture performance, [ 10 ] nonlinear optical properties, [ 11 ] chemical sensors, [ 12,13 ] fluorescent materials, [ 14 ] and antiviral activity and other fields. [ 15,16 ] Quinazoline has the skeleton of a variety of alkaloids, its derivatives have multiple biological activities and show unusual high affinity for metal ions, also form all kinds of coordination compounds with many transition metals.…”

Section: Introductionmentioning

confidence: 99%

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Chai

et al. 2021

Applied Organom Chemis

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The quinazoline-type ligand 2-(3-ethoxy-2-hydroxyphenyl)-4-methyl-1,-2-dihydroquinazolin 3-oxide (HL 1 , H is the deprotonatable hydrogen) was synthesized. Two mono-and dinuclear Cu (II) complexes, [Cu(L 2 ) 2 ]Á2CH 3 OH (1),amino}phenyl)ethanone oxime), were obtained via complexation of HL 1 with Cu (II) acetate monohydrate or Cu (II) nitrate trihydrate in methanol. HL 1 and both complexes were characterized by elemental analyses and spectroscopic methods. The structures of complexes were confirmed by single-crystal X-ray crystallography and the ratio of ligand to metal in 1 was 2:1 whereas 2 was 1:1. In the crystal structures, hexa-coordinated Cu (II) complex 1 was assembled into an infinite 1-D, 2-D network and 3-D supramolecular framework. Complex 2 included four deprotonated (L 2 ) À units, four coordinated Cu (II) and two coordinated nitrate anions, forming an infinite 2-D layer and interesting butterfly-shaped 3-D supramolecular skeleton. Specifically, the Cu1 and Cu4 centers were four-coordinated, while the Cu2 and Cu3 centers were penta-coordinated in 2. Furthermore, electrochemical properties and antibacterial activities of both complexes were also investigated. In addition, the electron paramagnetic resonance (EPR) spectra of 1 and 2 were also studied. The optimal geometries, HOMO-LUMO energies and molecular electrostatic potential diagrams of two complexes were calculated using density functional theory (DFT)/B3LYP, and specific electronic transitions in the UVvis spectra of 1 and 2 were recorded by time-dependent DFT (TD-DFT) calculations. Additionally, the noncovalent interactions between both complexes were also confirmed by Hirshfeld surfaces.

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Section: Introductionmentioning

confidence: 99%

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Chai

et al. 2021

Applied Organom Chemis

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“…Polycyclic aromatic hydrocarbons are interesting systems and have been actively researched for use in organic electronics due to their tunable opto‐electronic and charge transport properties . In particular, the research area of designing and synthesizing pyrene derivatives that exhibit both an electron withdrawing and an electron donating role has seen a great deal of progress.…”

Section: Introductionmentioning

confidence: 99%

Functionalized pyrene‐based AIEgens: synthesis, photophysical characterization and density functional theory studies

et al. 2019

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Three new pyrene-based derivatives P1, P2 and P3 with a substituted pyrazole were designed, synthesized and characterized using standard spectroscopic techniques.Ultraviolet-visible (UV-vis) spectroscopic studies for P1-P3 uncovered a finite bathochromic shift of the molecules in solvents of varying polarity.Photoluminescence (PL) studies revealed the significant fluorescence emission of all molecules in higher polar solvents such as MeOH and dimethylformamide (DMF).Fluorescence quantum yield studies demonstrated the importance of P3 possessing cyanofunctionality for imparting higher emission with a quantum yield of 0.36%.Ratiometric studies performed in a tetrahydrofuran (THF)/H 2 O mixture indicated fluorescence enhancement with increasing overall percentage of water, confirming the aggregation-induced emission effect. Cyclic voltammetry study of molecules P1-P3 revealed an irreversible oxidation peak and the band gaps were calculated to be 2.26 eV for P1 and 2.31 eV for P2 and P3 respectively. Density functional theory (DFT) studies performed on molecules P1-P3 validate the structure correlation of the molecules. Theoretically estimated highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) and bandgap correlated well with the experimental values. Furthermore, time-dependent (TD)DFT showed that the major contribution for the electronic transitions occurring in the system was governed by HOMO-1 and LUMO+1 orbitals.

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A Highly Selective Fluorescent “Turn on” Probe for Al³⁺ Based on Pyrazolone

Zhang,

Lu,

Kong

et al. 2024

ChemistrySelect

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A highly selective fluorescent “turn on” probe for Al3+ based on the conjugate of aminourea and pyrazolone was devised and synthesized. The fluorescence intensity of the probe solution was significantly enhanced by the addition of Al3+ to the probe solution. Other cations such as Cu2+, Ni2+, Fe3+, Co2+, Ag+, Mn2+, Sn2+, Sn4+, Mg2+, Li+, Zn2+, Zr4+, Ce3+, Ca2+, and Na+ did not interfere the detection of Al3+. The 1 : 1 complexation between Al3+ and the probe was confirmed by Job's plot curve. In addition, the solution of the complex formed by Al3+ and the probe can be used for the specific detection of Hg2+, appearing as fluorescence quenching.

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Aggregation induced emission enhancement (AIEE) of fluorenyl appended Schiff base : A turn on fluorescent probe for Al3+, and its photovoltaic effect

Cited by 23 publications

References 41 publications

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Functionalized pyrene‐based AIEgens: synthesis, photophysical characterization and density functional theory studies

A Highly Selective Fluorescent “Turn on” Probe for Al³⁺ Based on Pyrazolone

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Aggregation induced emission enhancement (AIEE) of fluorenyl appended Schiff base : A turn on fluorescent probe for Al3+, and its photovoltaic effect

Cited by 23 publications

References 41 publications

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Two mono‐ and dinuclear Cu (II) complexes derived from 3‐ethoxy salicylaldehyde: X‐ray structures, spectroscopic, electrochemical, antibacterial activities, Hirshfeld surfaces analyses, and time‐dependent density functional theory studies

Functionalized pyrene‐based AIEgens: synthesis, photophysical characterization and density functional theory studies

A Highly Selective Fluorescent “Turn on” Probe for Al3+ Based on Pyrazolone

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A Highly Selective Fluorescent “Turn on” Probe for Al³⁺ Based on Pyrazolone