Performance of TDDFT Vertical Excitation Energies of Core‐Substituted Naphthalene Diimides

Narsaria, Ayush K.; Ruijter, Julian D.; Hamlin, Trevor A.; Ehlers, Andreas W.; Guerra, Célia Fonseca; Lammertsma, Koop; Bickelhaupt, F. Matthias

doi:10.1002/jcc.26188

Cited by 24 publications

(17 citation statements)

References 82 publications

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“… 38 − 43 A more accurate approach is to calculate the excited states explicitly through TDDFT or higher-level wavefunction-based calculations, which can also provide greater insights into the sensing mechanisms of the fluorescent probes. 44 − 53 Examples of studies of QDs include hydrogenated silicon quantum dots of varying sizes, 32 boronizated and oxidated graphene QDs, 33 and graphene QDs functionalized with various oxygen-containing functional groups. 33 Calculation of emission spectra has been reported for functionalized graphene quantum dots, 35 acetate-functionalized CdSe, 36 or halogen atom-passivated silicon nanocrystals.…”

Section: Introductionmentioning

confidence: 99%

Quantum Chemical Characterization and Design of Quantum Dots for Sensing Applications

Foerster

Besley

2022

J. Phys. Chem. A

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The ability to tune the optoelectronic properties of quantum dots (QDs) makes them ideally suited for the use as fluorescence sensing probes. The vast structural diversity in terms of the composition and size of QDs can make designing a QD for a specific sensing application a challenging process. Quantum chemical calculations have the potential to aid this process through the characterization of the properties of QDs, leading to their in silico design. This is explored in the context of QDs for the fluorescence sensing of dopamine based upon density functional theory and time-dependent density functional theory (TDDFT) calculations. The excited states of hydrogenated carbon, silicon, and germanium QDs are characterized through TDDFT calculations. Analysis of the molecular orbital diagrams for the isolated molecules and calculations of the excited states of the dopamine-functionalized quantum dots establish the possibility of a photoinduced electron-transfer process by determining the relative energies of the electronic states formed from a local excitation on the QD and the lowest QD → dopamine electron-transfer state. The results suggest that the Si 165 H 100 and Ge 84 H 64 QDs have the potential to act as fluorescent markers that could distinguish between the oxidized and reduced forms of dopamine, where the fluorescence would be quenched for the oxidized form. The work contributes to a better understanding of the optical and electronic behavior of QD-based sensors and illustrates how quantum chemical calculations can be used to inform the design of QDs for specific fluorescent sensing applications.

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Section: Introductionmentioning

confidence: 99%

Quantum Chemical Characterization and Design of Quantum Dots for Sensing Applications

Foerster

Besley

2022

J. Phys. Chem. A

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“…As Figure 4 demonstrates, this absorption maximum is clearly outside the C n (DAPANO) 2 and C n PDA absorption range, and thus it can be used to evaluate radical scavenging properties of the N-oxide surfactants. The energy of the electronic transition responsible for this absorption band was underestimated by the time-dependent B3LYP computations by less than 0.1 eV (expt: 2.40 eV; cald: 2.31 eV), which is a highly satisfactory agreement [ 30 , 31 ]. The analysis of NTOs reveals that two individual pairs of molecular orbitals contribute strongly to this excitation.…”

Section: Resultsmentioning

confidence: 89%

Antiradical Properties of N-Oxide Surfactants—Two in One

Lewińska

Kulbacka

Domżał-Kędzia

et al. 2021

IJMS

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Surfactants are molecules that lower surface or interfacial tension, and thus they are broadly used as detergents, wetting agents, emulsifiers, foaming agents, or dispersants. However, for modern applications, substances that can perform more than one function are desired. In this study we evaluated antioxidant properties of two homological series of N-oxide surfactants: monocephalic 3-(alkanoylamino)propyldimethylamine-N-oxides and dicephalic N,N-bis[3 ,3′-(dimethylamino)propyl]alkylamide di-N-oxides. Their antiradical properties were tested against stable radicals using electron paramagnetic resonance (EPR) and UV-vis spectroscopy. The experimental investigation was supported by theoretical density functional theory (DFT) and ab initio modeling of the X–H bonds dissociation enthalpies, ionization potentials, and Gibbs free energies for radical scavenging reactions. The evaluation was supplemented with a study of biological activity. We found that the mono- and di-N-oxides are capable of scavenging reactive radicals; however, the dicephalic surfactants are more efficient than their linear analogues.

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“…CAM-B3LYP was reported to be reliable in predicting the low-lying excited states for the π-conjugated systems in general 46 − 48 and was recently favorably evaluated for NDIs in particular. 49 …”

Section: Methodsmentioning

confidence: 99%

Systematic Computational Design and Optimization of Light Absorbing Dyes

et al. 2020

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We present a workflow to aid the discovery of new dyes for the role of a photosensitive unit in the dye-sensitized photo-electrochemical cells (DS-PECs). New structures are generated in a fully automated way using the Compound Attachment Tool (CAT) introduced in this work. These structures are characterized with efficient approximate density functional theory (DFT) methods, and molecules with favorable optical properties are suggested for possible further use in DS-PECs. As around 2500 structures are generated in this work, and as we aim for still larger volumes of compounds to screen in subsequent applications, we have assessed the reliability of low-cost screening methods and show that simplified time-dependent density functional theory (sTDDFT) provides a satisfying accuracy/cost ratio. From the dyes considered, we propose a set that can be suitable for panchromatic sensitization of the photoelectrode in DS-PECs to further increase DS-PEC efficiency.

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Performance of TDDFT Vertical Excitation Energies of Core‐Substituted Naphthalene Diimides

Cited by 24 publications

References 82 publications

Quantum Chemical Characterization and Design of Quantum Dots for Sensing Applications

Quantum Chemical Characterization and Design of Quantum Dots for Sensing Applications

Antiradical Properties of N-Oxide Surfactants—Two in One

Systematic Computational Design and Optimization of Light Absorbing Dyes

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