Assessment of the performance of four dispersion-corrected DFT methods using optoelectronic properties and binding energies of organic monomer/fullerene pairs

Ayoub, Sarah; Lagowski, Jolanta B.

doi:10.1016/j.comptc.2018.06.011

Cited by 12 publications

(7 citation statements)

References 24 publications

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“…D-DFTs are therefore the appropriate choice for computational studies on relatively large supramolecular complexes. In our previous works, − the B3LYP-D3 method was found to give results consistent with experimental observations and/or trends. This method was hence adopted to perform all computations in this study.…”

Section: Introductionsupporting

confidence: 73%

Conformational Analysis of the Supramolecular Complexation of Diaryl-Substituted Tetrathiafulvalene Vinylogues with Fullerenes

2019

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Tetrathiafulvalene vinylogues (TTFVs) functionalized with diaryl substituents (aryl = 1-napthyl, 9-anthryl, and 1-pyrenyl) via click chemistry have been previously synthesized and studied as tweezer-type receptors for binding with C 60 and C 70 fullerenes. In particular, dianthryl-TTFV exhibits unique selectivity for C 70 fullerene, giving rise to effective fluorescence turn-on sensing of C 70 in the presence of a large excess of C 60 fullerene. This observation indicated that dianthryl-TTFV has a preferential binding affinity for C 70 over C 60 fullerene, but the reason for such selectivity is unclear. Aiming at addressing this issue, we herein investigated the relative conformational stability of diaryl-substituted TTFVs in complexation with C 70 and C 60 fullerenes. The dispersion-corrected density functional theory approximation (B3LYP-D3) was employed in our computational analysis to determine binding energies and electronic properties of these supramolecular complexes. It was found that the highest binding energies (and the lowest relative conformational energies) are in pairings when fullerenes are placed around the central TTFV moieties (such as the triazole rings). The results of electronic properties show that the dianthryl-TTFV and dipyrenyl-TTFV conformers have lower highest occupied molecular orbital–lowest unoccupied molecular orbital gaps relative to the ones obtained for dinaphthyl-TTFV, indicating that dianthryl-TTFV, and to some extend dipyrenyl-TTFV, could be good candidates for chemical sensing of fullerenes with fluorescence spectroscopy. We also investigated the effect of the solvent on the interactions of the diaryl-TTFVs with fullerenes using the polarizable continuum model. In general, the presence of a solvent decreases the diaryl-TTFV/fullerene binding energies, presumably because of the interactions of the solvent with individual fullerenes and diaryl-TTFVs.

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Section: Introductionsupporting

confidence: 73%

Conformational Analysis of the Supramolecular Complexation of Diaryl-Substituted Tetrathiafulvalene Vinylogues with Fullerenes

2019

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“…Although this work concentrates on studying the effect of solvation and nanotube's size on the interactions between the oligomers and SWCNTs, the effect of D-DFT method and basis set is also briey investigated. It is clear from our previous works, 23,24,[30][31][32] that B97D and B3LYP-D3 methods are the most recommended for investigating properties of organic combinations at the interfacial region since they gave results that were consistent with experimental observations and/or trends. In this work, we have primarily employed the B97D method since it is less computationally intensive than the B3LYP-D3 (or wB97xD).…”

Section: Introductionmentioning

confidence: 84%

The role of the solvent and the size of the nanotube in the non-covalent dispersion of carbon nanotubes with short organic oligomers – a DFT study

Alrawashdeh

Lagowski

2018

RSC Adv.

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“…This dispersion parameter with the B3LYP functional is known to give the most accurate absorption and electronic results relative to the experimental data. 38 The absorption spectra of all of the molecules in both the analyzed mediums are presented in Figure 6 .…”

Section: Resultsmentioning

confidence: 99%

Designing of Thiophene [3, 2-b] Pyrrole Ring-Based NFAs for High-Performance Electron Transport Materials: A DFT Study

et al. 2023

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Among the blended components of a photoactive layer in organic photovoltaic (OPV) cells, the acceptor is of high importance. This importance is attributed to its increased ability to withdraw electrons toward itself for their effective transport toward the respective electrode. In this research work, seven new nonfullerene acceptors were designed for their possible utilization in the OPVs. These molecules were designed through side-chain engineering of the PTBTP-4F molecule, with its fused pyrrole ringbased donor core and different strongly electron-withdrawing acceptors. To elucidate their effectiveness, the band gaps, absorption characteristics, chemical reactivity indices, and photovoltaic parameters of all of the architecture molecules were compared with the reference. Through various computational software, transition density matrices, graphs of absorption, and density of states were also plotted for these molecules. From some chemical reactivity indices and electron mobility values, it was proposed that our newly designed molecules could be better electrontransporting materials than the reference. Among all, TP1, due to its most stabilized frontier molecular orbitals, lowest band gap and excitation energies, highest absorption maxima in both the solvent and gas medium, least hardness, highest ionization potential, superior electron affinity, lowest electron reorganization energy, as well as highest rate constant of charge hopping, seemed to be the best molecule in terms of its electron-withdrawing abilities in the photoactive layer blend. In addition, in terms of all of the photovoltaic parameters, TP4−TP7 was perceived to be better suited in comparison to TPR. Thus, all our suggested molecules could act as superior acceptors to TPR.

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Assessment of the performance of four dispersion-corrected DFT methods using optoelectronic properties and binding energies of organic monomer/fullerene pairs

Cited by 12 publications

References 24 publications

Conformational Analysis of the Supramolecular Complexation of Diaryl-Substituted Tetrathiafulvalene Vinylogues with Fullerenes

Conformational Analysis of the Supramolecular Complexation of Diaryl-Substituted Tetrathiafulvalene Vinylogues with Fullerenes

The role of the solvent and the size of the nanotube in the non-covalent dispersion of carbon nanotubes with short organic oligomers – a DFT study

Designing of Thiophene [3, 2-b] Pyrrole Ring-Based NFAs for High-Performance Electron Transport Materials: A DFT Study

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