Resemblances of experiment and theory on aryl substituted luminogenic polypyrazolines

Vandana, T.; Karuppusamy, A.; Arulkumar, R.; Venuvanalingam, Ponnambalam; Kannan, P.

doi:10.1039/c9nj01221d

New J. Chem.

2019

DOI: 10.1039/c9nj01221d

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Resemblances of experiment and theory on aryl substituted luminogenic polypyrazolines

T. Vandana

A. Karuppusamy

R. Arulkumar

et al.

Abstract: Polyarylpyrazolines (PPB, PPA, PPT, PPBt) containing various aryl substituents emit light in a broad color range from orange to blue, making them suitable for optoelectronics.

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Cited by 3 publications

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“…The crude product, therefore obtained, was filtered and dried in a vacuum for 8 h, the resultant pyrazoline materials were purified using column chromatography (chloroform:hexane 1:4). [30][31][32][33][34][35] The prepared PPT, PPF, and PPP were systematically characterized and reported and their molecular structures (Scheme 1) were confirmed using 1 H-NMR (Figures S1-S3) and mass spectrometry (Figures S4-S6).…”

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Twisted intramolecular motion arrested in aggregated state emission and the nonlinear optical properties of pyrene pyrazoline derivatives

et al. 2021

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Heterocyclic pyrene pyrazoline moieties containing similar structures but with differences in thiophene (PPT), furan (PPF) and pyridine (PPP) substitutions at the terminal molecules were synthesized. Their aggregation behaviour in THF-water mixtures was investigated and results demonstrated that PPT and PPP exhibited aggregationinduced emission (AIE), whereas PPF exhibited aggregation-induced blue-shifted emission (AIBSE). PPT and PPP provided red-shifted emission, while PPF had observed blue-shifted emission at high water fractions of 70-90%, confirming that aggregation effects played a major role in the molecular structure. Two emission peaks from locally excited and twisted intramolecular charge transfer confirmed the twisted nature from the dihedral angle values of the free reorganized molecules that were completely restricted in high water fractions due to molecular aggregation. This was further confirmed from colour Commission Internationale de l'Eclairage values as well as dynamic light scattering analysis. Third-order nonlinear optical properties were studied using a Nd:Yag laser beam Z-scan technique at 532 nm. The open aperture Z-scan revealed that PPT and PPF towards the peak point endured strong saturable absorption, whereas PPP indicated a strong reverse saturable absorption process. The AIE and AIBSE mechanisms from undergoing restricted twisting intramolecular motion in the aggregated luminogens provide great insight into new developments in AIEgen materials for these optoelectronic materials. K E Y W O R D Saggregation-induced blue-shifted emission, aggregation-induced emission, arylpyrazolines, nonlinear optical materials, organic optoelectronics | INTRODUCTIONFluorescent organic small molecules have received significant attention in modern technology for their vital application in various research areas such as organic light-emitting diodes, [1] organic lasers, [2] organic field effect transistors, [3] organic dye solar cells, [4] organic ligands for detection of hazardous metal ions, [5,6] fluorescent probes [7] and bio-imaging. [8,9] Conventional organic luminophores have drawbacks of molecular aggregation and strong intermolecular or intramolecular interactions; emission losses in solution or in the solid state along with low intensity of emission are known as aggregation-caused quenching (ACQ). [10] These types of molecules are not effectively used and have difficulties for practical application.Modern architecture molecules have brought solutions for all the drawbacks of conventional molecules. The cutting edge technology introduced by Tang and colleagues in 2001 is called aggregationinduced emission (AIE), which is not similar to the ACQ of organic luminophores. [11] AIE is a fascinated technology, purely utilized in

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Twisted intramolecular motion arrested in aggregated state emission and the nonlinear optical properties of pyrene pyrazoline derivatives

et al. 2021

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Effect of substitution on pyrazoline based donor-acceptor molecules as luminescent and their electrochemical properties

Karuppusamy

Kannan

2020

Chemical Physics Letters

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Experimental and theoretical investigations on chalcones containing pyrene

Karuppusamy

Sharma

Thomas

et al. 2022

Journal of Molecular Structure

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Resemblances of experiment and theory on aryl substituted luminogenic polypyrazolines

Abstract: Polyarylpyrazolines (PPB, PPA, PPT, PPBt) containing various aryl substituents emit light in a broad color range from orange to blue, making them suitable for optoelectronics.

Cited by 3 publications

References 51 publications

Twisted intramolecular motion arrested in aggregated state emission and the nonlinear optical properties of pyrene pyrazoline derivatives

Twisted intramolecular motion arrested in aggregated state emission and the nonlinear optical properties of pyrene pyrazoline derivatives

Effect of substitution on pyrazoline based donor-acceptor molecules as luminescent and their electrochemical properties

Experimental and theoretical investigations on chalcones containing pyrene

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