Fluorination of fullerene C60 and electrochemical properties of C60F

Okino, Fujio; Yajima, S.; Suganuma, Shigeaki; Mitsumoto, R.; Seki, Kazuhiko; Touhara, Hidekazu

doi:10.1016/0379-6779(94)02911-h

Cited by 26 publications

(18 citation statements)

References 11 publications

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“…It is well known that, depending on the fluorine content in fluorine-intercalated graphite C x F, the nature of the C7F bond changes from ionic to partially ionic (or partially covalent). 5 The F 1s photoelectron spectra of C x F compounds with low fluorine content display one peak at 684.5 eV; this corroborates the existence of only one type of fluorine atoms in the compound, which are in the same electronic state as those in metal fluorides (for instance, the peak at 685.6 eV represents LiF 22 ). It is believed 5 that intercalated fluorine atoms distributed between carbon layers undergo ionisation and interact with the C d x polycation.…”

Section: Electronic Structure and Electrochemical Propertiesmentioning

confidence: 73%

“…In certain cases, surface charging and a shift of the absolute energy scale were observed, which complicated considerably the interpretation of the spectra and made it difficult to obtain reliable data on the composition of the fluorofullerene samples and on the chemical shifts. According to some data of multicomponent photoelectron C 1s spectra, 22,25,41,42 destruction processes take place on a sample surface exposed to hard X-radiation, which is accompanied by a flow of high-energy electrons. In addition, it was found 26 that the relative intensity of peaks in the photoelectron spectra depended on the duration of the exposure of samples to X-radiation.…”

Section: Electronic Structure and Electrochemical Propertiesmentioning

confidence: 99%

See 1 more Smart Citation

Direct fluorination of fullerenes

Boltalina¹,

Galeva²

2000

Russ. Chem. Rev.

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Section: Electronic Structure and Electrochemical Propertiesmentioning

confidence: 73%

Section: Electronic Structure and Electrochemical Propertiesmentioning

confidence: 99%

Direct fluorination of fullerenes

Boltalina¹,

Galeva²

2000

Russ. Chem. Rev.

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“…1a) using low-temperature (LT) scanning tunneling microscopy (STM) supported by first-principles calculations. C60F48 is selected as a model molecule because it is a molecular acceptor [32] with applications in lithium batteries [33,34], electronic devices [35][36][37] and so on [38,39]. WSe2 represents as a prototypical 2D-TMD semiconductor with a high photon quantum yield [30,31,40,41].…”

Section: Introductionmentioning

confidence: 99%

Liquid-solid surface phase transformation of fluorinated fullerene on monolayer tungsten diselenide

Song

Wang

et al. 2018

Phys. Rev. B

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Hybrid van der Waals (vdW) heterostructures constructed by the integration of organic molecules and two-dimensional (2D) transition metal dichalcogenide (TMD) materials have useful tunable properties for flexible electronic devices. Due to the chemically inert and atomically smooth nature of the TMD surface, well-defined crystalline organic films form atomically sharp interfaces facilitating optimal device performance. Here, the surface phase transformation of the supramolecular packing structure of fluorinated fullerene (C60F48) on single-layer (SL) tungsten diselenide (WSe2) is revealed by low-temperature (LT) scanning tunnelling microscopy (STM), from thermally stable liquid to solid phases as the coverage increases. Statistical analysis of the intermolecular interaction potential reveals that the repulsive dipole-dipole interaction induced by interfacial charge transfer and substrate-mediated interactions play important roles in stabilizing the liquid C60F48 phases. Theoretical calculations further suggest that the dipole moment per C60F48 molecule varies with the surface molecule density, and the liquid-solid transformation could be understood from the perspective of the thermodynamic free energy for open systems. This study offers new insights into the growth behaviour at 2D organic/TMD hybrid heterointerfaces.

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“…Halogenated exohedral fullerenes, for instance, allow for nucleophilic substitution or addition of chemical species at specific fullerene sites − with a selectivity that is difficult to achieve in pristine fullerenes. Fluorofullerenes are known to have variable optical gaps and, therefore, are ideal to produce selective light absorbers. ,,, They have also been used as dopants to improve the surface conductivity of diamond and as components of cathode materials for lithium batteries. , The simplest of all prototype exohedral fullerenes, hydrogenated fullerenes or fulleranes, are considered as potential carriers of diffuse interstellar bands and other interstellar and circumstellar features , and have been detected in meteorites …”

Section: Introductionmentioning

confidence: 99%

“…19,25,33,34 They have also been used as dopants to improve the surface conductivity of diamond 35 and as components of cathode materials for lithium batteries. 36,37 The simplest of all prototype exohedral fullerenes, hydrogenated fullerenes or fulleranes, are considered as potential carriers of diffuse interstellar bands and other interstellar and circumstellar features 38,39 and have been detected in meteorites. 40 In the lab, prototype exohedral fullerenes are produced by arc-discharges, 41 combustion, 42,43 or radio frequencies.…”

Section: ■ Introductionmentioning

confidence: 99%

Relative Stability of Empty Exohedral Fullerenes: π Delocalization versus Strain and Steric Hindrance

et al. 2017

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Predicting and understanding the relative stability of exohedral fullerenes is an important aspect of fullerene chemistry, since the experimentally formed structures do not generally follow the rules that govern addition reactions or the making of pristine fullerenes. First-principles theoretical calculations are of limited applicability due to the large number of possible isomeric forms, for example, more than 50 billion for CX. Here we propose a simple model, exclusively based on topological arguments, that allows one to predict the relative stability of exohedral fullerenes without the need for electronic structure calculations or geometry optimizations. The model incorporates the effects of π delocalization, cage strain, and steric hindrance. We show that the subtle interplay between these three factors is responsible for (i) the formation of non-IPR (isolated pentagon rule) exohedral fullerenes in contrast with their pristine fullerene counterparts, (ii) the appearance of more pentagon-pentagon adjacencies than predicted by the PAPR (pentagon-adjacency penalty rule), (iii) the changes in regioisomer stability due to the chemical nature of the addends, and (iv) the variations in fullerene cage stability with the progressive addition of chemical species.

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Fluorination of fullerene C60 and electrochemical properties of C60F

Cited by 26 publications

References 11 publications

Direct fluorination of fullerenes

Direct fluorination of fullerenes

Liquid-solid surface phase transformation of fluorinated fullerene on monolayer tungsten diselenide

Relative Stability of Empty Exohedral Fullerenes: π Delocalization versus Strain and Steric Hindrance

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