Charge transfer complexes of 4-isopropyl-2-benzyl-1,2,5-thiadiazolidin-3-one1,1-dioxide with DDQ and TCNE: experimental and DFT studies

Seridi, Saida; Dinar, Karim; Seridi, Achour; Berredjem, Malika; Kadri, Mekki

doi:10.1039/c5nj03017j

Cited by 14 publications

(3 citation statements)

References 55 publications

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“…The corresponding schematic energy band diagrams under different gate voltages are shown in Figure 3b. Before adsorption, the initial conduction band and valence band position of WSe 2 are −3.5 and −4.9 eV, 29 and the lowest unoccupied molecular orbital (LUMO) and highest occupied molecular orbital (HOMO) energy levels of DDQ are −4.3 and −8.3 eV, 30 respectively. The initial Fermi level position of p-doped WSe 2 is close to the valence band.…”

Section: ■ Introductionmentioning

confidence: 99%

Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Liu

Cui

Dang

et al. 2019

ACS Appl. Mater. Interfaces

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Two-dimensional (2D) materials, with atomic thickness and unique electronic structure, hold great potentials in electronic device applications. Charge transfer at the interface of 2D materials further provides a versatile platform for applications in electronics. Here, we report nonvolatile memory devices based on interface charge trapping between 2D WSe 2 and organic electron acceptors. The 2D WSe 2 −organic acceptor hybrid structure exhibits a high storage performance, such as large gate memory windows, high on/off ratios (>10 3 ), and long retention time (>1000 s). Further analysis revealed that organic acceptors with a stronger electron affinity (i.e., higher redox potential) have a larger electron-trapping ability and hence a better memory performance.

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Section: ■ Introductionmentioning

confidence: 99%

Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Liu

Cui

Dang

et al. 2019

ACS Appl. Mater. Interfaces

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“…The N atoms are recognized as the source of donation many times. The electron donation − from the donor to the π e -acceptor occurred either from the nonbonded pair of the −NH 2 group or from the aromatic phenyl group. The FT-IR ATR spectrum of the product has been distinguished with the stretching vibration mode of ν(N + –H) of donor is ca.…”

Section: Evaluation Of the Spectroscopic Physical Parametersmentioning

confidence: 99%

Charge Transfer Complex betweenO-Phenylenediamine and 2, 3-Dichloro-5, 6-Dicyano-1, 4-Benzoquinone: Synthesis, Spectrophotometric, Characterization, Computational Analysis, and its Biological Applications

et al. 2022

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UV–vis electronic absorption spectroscopy was used to investigate the new molecular charge transfer complex (CTC) interaction between electron donor O -phenylenediamine (OPD) and electron acceptor 2,3-dichloro-5,6-dicyano- p -benzoquinone (DDQ). The CTC solution state analysis was carried out by two different polarities. The stoichiometry of the prepared CTC was determined by using Job’s, photometric, and conductometric titration methods and was detemined to be 1:1 in both solvents (at 298 K). The formation constant and molar extinction coefficient were determined by applying the modified (1:1) Benesi–Hildebrand equation. The thermodynamic parameter Δ G ° result indicated that the charge transfer reaction was spontaneous.The stability of the synthesized CTC was evaluated by using different spectroscopic parameters like the energy, ionization potential, oscillator strength, resonance energy, dissociation energy, and transition dipole moment. The synthesized solid CTC was characterized by using different analytical methods, including elemental analysis, Fourier transform infrared, nuclear magnetic resonance, TGA-DTA, and powder X-ray diffraction. The biological evolution of the charge transfer (CT) complex was studied by using DNA binding and antibacterial analysis. The CT complex binding with calf thymus DNA through an intercalative mode was observed from UV–vis spectral study. The CT complex produced a good binding constant value (6.0 × 10 5 L.mol –1 ). The antibacterial activity of the CT complex shows notable activity compared to the standard drug, tetracycline. These results reveal that the CT complex may in future be used as a bioactive drug. The hypothetical DFT estimations of the CT complex supported the experimental studies.

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“…The CT complexation was recently investigated using DFT calculations to describe the donor and acceptor molecules in the CT complex [ 25 , 26 ]. Furthermore, the time-dependent density functional theory (TD-DFT) was applied to compute the electronic absorption spectra of the studied CT complexes [ 14 , 27 ].…”

Section: Introductionmentioning

confidence: 99%

New Charge Transfer Complexes of K+-Channel-Blocker Drug (Amifampridine; AMFP) for Sensitive Detection; Solution Investigations and DFT Studies

et al. 2021

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UV–Vis spectroscopy was used to investigate two new charge transfer (CT) complexes formed between the K+-channel-blocker amifampridine (AMFP) drug and the two π-acceptors 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) and tetracyanoethylene (TCNE) in different solvents. The molecular composition of the new CT complexes was estimated using the continuous variations method and found to be 1:1 for both complexes. The formed CT complexes’ electronic spectra data were further employed for calculating the formation constants (KCT), molar extinction coefficients (εCT), and physical parameters at various temperatures, and the results demonstrated the high stability of both complexes. In addition, sensitive spectrophotometric methods for quantifying AMFP in its pure form were proposed and statistically validated. Furthermore, DFT calculations were used to predict the molecular structures of AMFP–DDQ and AMFP–TCNE complexes in CHCl3. TD-DFT calculations were also used to predict the electronic spectra of both complexes. A CT-based transition band (exp. 399 and 417 nm) for the AMFP–TCNE complex was calculated at 411.5 nm (f = 0.105, HOMO-1 → LUMO). The two absorption bands at 459 nm (calc. 426.9 nm, f = 0.054) and 584 nm (calc. 628.1 nm, f = 0.111) of the AMFP–DDQ complex were theoretically assigned to HOMO-1 → LUMO and HOMO → LUMO excitations, respectively.

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Charge transfer complexes of 4-isopropyl-2-benzyl-1,2,5-thiadiazolidin-3-one1,1-dioxide with DDQ and TCNE: experimental and DFT studies

Abstract: We investigated the interaction between sulfahydantoin and two acceptors (DDQ and TCNE) in the liquid phase and in the solid state.

Cited by 14 publications

References 55 publications

Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Charge Transfer Complex betweenO-Phenylenediamine and 2, 3-Dichloro-5, 6-Dicyano-1, 4-Benzoquinone: Synthesis, Spectrophotometric, Characterization, Computational Analysis, and its Biological Applications

New Charge Transfer Complexes of K+-Channel-Blocker Drug (Amifampridine; AMFP) for Sensitive Detection; Solution Investigations and DFT Studies

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Charge transfer complexes of 4-isopropyl-2-benzyl-1,2,5-thiadiazolidin-3-one1,1-dioxide with DDQ and TCNE: experimental and DFT studies

Abstract: We investigated the interaction between sulfahydantoin and two acceptors (DDQ and TCNE) in the liquid phase and in the solid state.

Cited by 14 publications

References 55 publications

Two-Dimensional WSe2/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Two-Dimensional WSe2/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Charge Transfer Complex betweenO-Phenylenediamine and 2, 3-Dichloro-5, 6-Dicyano-1, 4-Benzoquinone: Synthesis, Spectrophotometric, Characterization, Computational Analysis, and its Biological Applications

New Charge Transfer Complexes of K+-Channel-Blocker Drug (Amifampridine; AMFP) for Sensitive Detection; Solution Investigations and DFT Studies

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Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping

Two-Dimensional WSe₂/Organic Acceptor Hybrid Nonvolatile Memory Devices Based on Interface Charge Trapping