Anion–π interaction at the solid/water interfaces

Akamatsu, Masaaki; Kimura, Akihiko; Yamanaga, Koji; Sakai, Kenichi; Sakai, Hideki

doi:10.1039/d1cc01186c

Cited by 9 publications

(9 citation statements)

References 28 publications

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“…Figure b shows the plots of E s against the hydration energy (Δ G hyd ) of a series of anions. The anions with lower hydration energies (e.g., F – , SO 4 2– ) afford a more stabilized complex, which corresponds to the trend of anion transport or adsorption because Δ G hyd is related to the electron density of the anions. , In contrast, E s for SO 4 2– , assuming 1:1 stoichiometry, deviated from this trend (black plot in Figure b). The energy trend was reproduced, however, when assuming that SO 4 2– forms a complex with NDI at a 2:1 ratio (red plot in Figure b).…”

Section: Resultsmentioning

confidence: 94%

“…Matile et al developed artificial anion transporters through lipid bilayers based on anion−π interactions using NDI derivatives and systematically investigated the selectivity and cooperative channeling behaviors of the anions . Our group characterized anion−π interactions at the solid/water interfaces using films based on NDI derivatives and revealed the single-molecule force of the anion−π interaction between a negative charge and an NDI unit . Wang reported that anion−π interactions controlled the self-assembly of tetraoxacalix[2]arene[2]triazine derivatives with anionic surfactants and the release of incorporated model drugs .…”

Section: Introductionmentioning

confidence: 99%

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Anion−π Interactions in Monolayers Formed by Amphiphilic Electron-Deficient Aromatic Compounds at Air/Water Interfaces

et al. 2023

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Biological systems precisely and selectively control ion binding through various chemical reactions, molecular recognition, and transport by virtue of effective molecular interactions with biological membranes and proteins. Because ion binding is inhibited in highly polar media, recognition systems for anions in aqueous media, which are relevant to biological and environmental systems, are still limited. In this study, we explored the anion binding of Langmuir monolayers formed by amphiphilic naphthalenediimide (NDI) derivatives with a series of substituents at air/water interfaces via anion−π interactions. Density functional theory (DFT) simulations revealed that the binding of anions originating from anion−π interactions is related to the electron density of the anions. At the air/water interfaces, amphiphilic NDI derivatives formed Langmuir monolayers, and the addition of anions caused expansion of the Langmuir monolayers. The anions with larger hydration energies related to electron density showed larger binding constants (K a) for 1:1 stoichiometry with the NDI derivatives. The loosely packed monolayer formed by the amphiphilic NDI derivatives with bromine groups showed a better anion response. In contrast, the binding of NO3 – was significantly enhanced in the highly packed monolayer. These results indicate that the packing of NDI derivatives with rigid aromatic rings influenced the binding of the anions. These results provide insight into ion binding using the air/water interface as a promising recognition site for mimicking biological membranes. In future, sensing devices can be developed using Langmuir–Blodgett films on electrodes. Furthermore, the capture of anions on electron-deficient aromatic compounds can lead to doping or composition technologies for n-type semiconductors.

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Section: Resultsmentioning

confidence: 94%

Section: Introductionmentioning

confidence: 99%

Anion−π Interactions in Monolayers Formed by Amphiphilic Electron-Deficient Aromatic Compounds at Air/Water Interfaces

et al. 2023

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“…Akamatzu et al prepared a surface modified with an electron-deficient aromatic molecule naphthalenediimide (NDI) and examined its interactions with a negatively charged AFM probe. 202 As illustrated in Figure 10d, in pure water, only repulsive forces were detected on the substrate modified with hydrophilic triethylene glycol (TEG) groups, while the surface functionalized with NDI molecules exhibited an attraction of ∼0.1 nN at a separation of 3−4 nm, owning to anion−π interactions. The introduction of halide anions could suppress the attraction to some extent because of the competing effect, with an inhibition trend of Cl − > Br − > I − .…”

Section: Anion−π Interactionsmentioning

confidence: 99%

“…Compared to poly(pyrocatechol) coatings that only allowed the formation of cation−π pairs, the bridging effect of anion−π interactions in poly(PO 4 -DHB) coating resulted in its strong adhesion with cation concentration insensitivity (Figure c), postulated to contribute to wet adhesion of marine organisms. Akamatzu et al prepared a surface modified with an electron-deficient aromatic molecule naphthalenediimide (NDI) and examined its interactions with a negatively charged AFM probe . As illustrated in Figure d, in pure water, only repulsive forces were detected on the substrate modified with hydrophilic triethylene glycol (TEG) groups, while the surface functionalized with NDI molecules exhibited an attraction of ∼0.1 nN at a separation of 3–4 nm, owning to anion−π interactions.…”

Section: Nanomechanics Of Noncovalent Interactions In Polymeric Systemsmentioning

confidence: 99%

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Probing and Manipulating Noncovalent Interactions in Functional Polymeric Systems

et al. 2022

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Noncovalent interactions, which usually feature tunable strength, reversibility, and environmental adaptability, have been recognized as driving forces in a variety of biological and chemical processes, contributing to the recognition between molecules, the formation of molecule clusters, and the establishment of complex structures of macromolecules. The marriage of noncovalent interactions and conventional covalent polymers offers the systems novel mechanical, physicochemical, and biological properties, which are highly dependent on the binding mechanisms of the noncovalent interactions that can be illuminated via quantification. This review systematically discusses the nanomechanical characterization of typical noncovalent interactions in polymeric systems, mainly through direct force measurements at microscopic, nanoscopic, and molecular levels, which provide quantitative information (e.g., ranges, strengths, and dynamics) on the binding behaviors. The fundamental understandings of intermolecular and interfacial interactions are then correlated to the macroscopic performances of a series of noncovalently bonded polymers, whose functions (e.g., stimuli-responsiveness, self-healing capacity, universal adhesiveness) can be customized through the manipulation of the noncovalent interactions, providing insights into the rational design of advanced materials with applications in biomedical, energy, environmental, and other engineering fields.

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Understanding Microstructural Development of Perovskite Crystallization for High Performance Solar Cells

Ma,

Du,

Chen

et al. 2023

Advanced Materials

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Solution crystallization in film devices has attracted broad interest from various fields such as perovskite solar cells. However, the detailed perovskite crystallization kinetics remain unclear due to the difficulty of in situ observation of grain cluster growth during annealing. This article presents the development of an in situ laser scanning confocal polarized microscopy with a temperature‐controlled stage to observe nucleation and growth of perovskite crystal clusters. It is found that enhanced interactions by a liquid crystal with perovskite form a new intermediate complex that induces diffusion‐controlled growth according to Avrami equation. The retarded cluster growth (63 nm s−1) originates from enlarged diffusion activation energy 40 kJ mol−1 compared with 152 nm s−1 and 37 kJ mol−1 for the Control film during annealing. Finally, the optimized perovskite films with enhanced crystallographic and optical characteristics are applied in solar cells to achieve a champion efficiency of 24.53% with open circuit voltage of 1.172 V and fill factor of 82.78%. The bare device without any protection maintains 89% of its initial efficiency after 6600 h of aging in ambient environment. This work implies that the in situ observation using fluorescence microscopy is a critical for understanding of crystallization kinetics in film devices.

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Anion–π interaction at the solid/water interfaces

Abstract: Anion–π interaction has been found to play a kye role in interfacial phenomena. In this study, we evaluated the anion–π interactions at the solid/water interface. Anion adsorption originating from anion–π...

Cited by 9 publications

References 28 publications

Anion−π Interactions in Monolayers Formed by Amphiphilic Electron-Deficient Aromatic Compounds at Air/Water Interfaces

Anion−π Interactions in Monolayers Formed by Amphiphilic Electron-Deficient Aromatic Compounds at Air/Water Interfaces

Probing and Manipulating Noncovalent Interactions in Functional Polymeric Systems

Understanding Microstructural Development of Perovskite Crystallization for High Performance Solar Cells

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