Synthesis, characterization and photophysical properties of a new class of pyrene substituted 1,3,4-oxadiazole derivatives

Najare, Mahesh S.; Patil, Mallikarjun K.; Nadaf, AfraQuasar A.; Mantur, Shivaraj; Inamdar, Sanjeev R.; Khazi, Imtiyaz Ahmed M.

doi:10.1016/j.optmat.2018.11.039

Cited by 16 publications

(7 citation statements)

References 37 publications

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“…Because 1,3,4-oxadiazole is a well-known chromophore which has the ability to emit blue light , and the structural features of P1–P3 are expected to mediate an intramolecular charge transfer (ICT), the developed polymers were investigated in detail with respect to their photo-optical properties. They were assessed on the basis of UV–vis absorption and PL spectroscopy measurements recorded for both the solutions and coatings.…”

Section: Results and Discussionmentioning

confidence: 99%

n-Type Polyimides with 1,3,4-Oxadiazole-Substituted Triphenylamine Units—An Innovative Structural Approach

Bejan¹,

Constantin²,

Damaceanu³

2019

J. Phys. Chem. C

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A novel aromatic diamine containing 1,3,4-oxadiazole-substituted triphenylamine (TPA) was successfully synthesized and structurally characterized. Based on this, a series of three aromatic polyimides with high thermal stability were prepared and processed in thin coatings with a grain-like morphology. Their ability to form a dual intramolecular charge transfer complex between TPA and 1,3,4-oxadiazole in the side chain and TPA and phthalimide in the main chain was proven. Both the optical effects and electronic properties were found to be modulated by the competing electron-withdrawing character of 1,3,4-oxadiazole/imide units. The electrochemical investigation suggested their n-type redox capability and electron transporting characteristics, a statement supported by current–voltage measurements of some indium tin oxide/poly(3,4-ethylenedioxythiophene):polystyrene sulfonate/polyimide/eGaIn prototype devices. Thereby, the present polyimides enable the pathway toward alternative n-type materials currently used in optoelectronics devices.

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Section: Results and Discussionmentioning

confidence: 99%

n-Type Polyimides with 1,3,4-Oxadiazole-Substituted Triphenylamine Units—An Innovative Structural Approach

Bejan¹,

Constantin²,

Damaceanu³

2019

J. Phys. Chem. C

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“…ELUMO + 1 -1,3935 eV -EHOMO-1 -6,6647 eV for B3LYP method and ELUMO + 1 -0.01959 eV -EHOMO-1 -8.0250 eV for CAM-B3LYP method were calculated. The calculated highest filled molecular orbital (HOMO) and lowest empty molecular orbital (LUMO) energies also confirm that charge transfer occurs within the molecule (Najare et al, 2019). The energy difference between the HOMO and LUMO energies, called the energy gap, helps the chemical reactivity and the kinetic stability of the molecule.…”

Section: Homo and Lumo Analysismentioning

confidence: 65%

Spectroscopic Comparison of 4-Isopropyl-N, N-Bis (4-Azidophenyl) Aniline molecule (IPAPA): DFT and MEP Analysis

Çiftci

Ata

Yıldıko

et al. 2020

Iğdır Üniversitesi Fen Bilimleri Enstitüsü Dergisi

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Nuclear magnetic resonance, vibrational, structural and electronic properties for 4isopropyl-N, N-Bis (4-azidophenyl) aniline (IPAPA) were determined by quantum chemical calculations of the DFT method. The results were compared with experimental 1 H-NMR spectral data. Theoretical chemical calculations and experimental values were in harmony. The band gap of HOMO-LUMO indicates that the IPAPA molecule is chemically active and has charge transfer in the monomer. In addition, molecular electrostatic potential (MEPS) maps were drawn to identify the reactive regions of the IPAPA molecule. Hybrid functional B3LYP and hybrid exchange-correlation functional named CAM-B3LYP methods of density functional theory (DFT) were selected as the study method. In both methods, molecular optimization and electronic properties were obtained by using 6-311 ++ G (d, p) base set. In addition, HOMO and LUMO energies have been used to identify spherical reactivity and to determine chemical stability.

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“…8 Similarly, the widely employed electron acceptors exhibit negative mesomeric or inductive effect (-M/-I) that comprise of -NO 2 , -CN, -CHO, -COOH groups as well as heterocycles such as pyridine, imidazoles, benzothiazoles, benzooxazoles and many others. 8 Pushpull chromophores containing the heterocyclic coresoxazoles, [15][16][17][18][19] oxadiazoles [20][21][22][23] and triazoles 24,25 have received much attention in recent years, however, studies on the photophysical and NLO properties of the related tetrazole-based molecular systems are scarce in the literature. For instance, photophysical properties of compounds containing a tetrazole scaffold have been reported.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, photophysical and nonlinear optical properties of push–pull tetrazoles

et al. 2022

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Synthesis, characterization and photophysical properties of a new class of pyrene substituted 1,3,4-oxadiazole derivatives

Cited by 16 publications

References 37 publications

n-Type Polyimides with 1,3,4-Oxadiazole-Substituted Triphenylamine Units—An Innovative Structural Approach

n-Type Polyimides with 1,3,4-Oxadiazole-Substituted Triphenylamine Units—An Innovative Structural Approach

Spectroscopic Comparison of 4-Isopropyl-N, N-Bis (4-Azidophenyl) Aniline molecule (IPAPA): DFT and MEP Analysis

Synthesis, photophysical and nonlinear optical properties of push–pull tetrazoles

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