Direct Measurements of the Interaction between Pyrene and Graphite in Aqueous Media by Single Molecule Force Spectroscopy:  Understanding the π−π Interactions

Zhang, Yiheng; Liu, Chuanjun; Shi, Weiqing; Wang, Zhiqiang; Dai, Liming; Zhang, Xi

doi:10.1021/la700876d

Cited by 127 publications

(104 citation statements)

References 39 publications

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“…However, at low loading rates the dependence of the rupture force on the loading rate seems to be null. This behavior has also been reported for fast rebinding π-π complexes probed at near-equilibrium, such as the interaction between pyrene and graphite [38]. A similar transition has been observed by increasing the temperature in DFS experiments using quadruple hydrogen-bonded dimmers [39].…”

Section: Comparing Nph-mv and Pyr-mv Complexessupporting

confidence: 74%

Charge-Transfer Complexes Studied by Dynamic Force Spectroscopy

et al. 2013

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Section: Comparing Nph-mv and Pyr-mv Complexessupporting

confidence: 74%

Charge-Transfer Complexes Studied by Dynamic Force Spectroscopy

et al. 2013

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“…By contrast, supramolecular (non-covalent) functionalization via π -π stacking has only a minimal effect on their electronic properties. [4][5][6][7] In this context, a range of polycyclic aromatics have been studied experimentally, including anthracene, [8][9][10][11] phenanthrene, 12, 13 pyrene, 4, 5, 14-20 tetracene, 13 pentacene, 13 and diazapentacene. 21 Recent ab initio calculations 22,23 have focussed on the adsorption of planar unsaturated aromatic molecules onto a range of small-diameter CNTs.…”

Section: Introductionmentioning

confidence: 99%

A study of planar anchor groups for graphene-based single-molecule electronics

Bailey¹,

Visontai²,

Lambert³

et al. 2014

The Journal of Chemical Physics

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Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. To identify families of stable planar anchor groups for use in single molecule electronics, we report detailed results for the binding energies of two families of anthracene and pyrene derivatives adsorbed onto graphene. We find that all the selected derivatives functionalized with either electron donating or electron accepting substituents bind more strongly to graphene than the parent non-functionalized anthracene or pyrene. The binding energy is sensitive to the detailed atomic alignment of substituent groups over the graphene substrate leading to larger than expected binding energies for -OH and -CN derivatives. Furthermore, the ordering of the binding energies within the anthracene and pyrene series does not simply follow the electron affinities of the substituents. Energy barriers to rotation or displacement on the graphene surface are much lower than binding energies for adsorption and therefore at room temperature, although the molecules are bound to the graphene, they are almost free to move along the graphene surface. Binding energies can be increased by incorporating electrically inert side chains and are sensitive to the conformation of such chains. © 2014 AIP Publishing LLC.

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“…1-pyrenebutyric acid or 1-pyrenebutanol). Pyrene derivatives offer both high binding affinity to CNTs 7,23,33,34,35 and synthetic versatility. Selected commercial surfactants⃰ ⃰ (structures in Figure 2) and "linker-free" surfactants (1 and 2 in Figure 1) with a head group bound directly to an anchor group were also investigated for comparison.…”

Section: Surfactant Design and Synthesismentioning

confidence: 99%

Key role of the linker in pyrene-linker-carboxylate surfactants for the efficient aqueous dispersion of multiwalled carbon nanotubes

et al. 2015

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. (2015) 'Key role of the linker in pyrene-linker-carboxylate surfactants for the ecient aqueous dispersion of multiwalled carbon nanotubes.', RSC advances., 5 (115). pp. 95360-95368.Further information on publisher's website:http://dx.doi.org/10.1039/C5RA20250GPublisher's copyright statement:Additional information: Use policyThe full-text may be used and/or reproduced, and given to third parties in any format or medium, without prior permission or charge, for personal research or study, educational, or not-for-prot purposes provided that:• a full bibliographic reference is made to the original source • a link is made to the metadata record in DRO • the full-text is not changed in any way The full-text must not be sold in any format or medium without the formal permission of the copyright holders.Please consult the full DRO policy for further details. This study establishes that the structure of the linker group between the hydrophobic and hydrophilic units in the new surfactants 1-13 plays an important role in the dispersibility of multiwalled carbon nanotubes (MWNTs) in water. Systematic variation of the linker group in amphiphilic surfactants for carbon nanotubes has not been previously investigated. In the present series, the hydrophobic unit is derived from pyrene, the hydrophilic unit comprises 1-9 carboxylate groups and the linker is based on amide or ether moieties. The resulting MWNTsurfactant dispersions, up to concentrations and efficiencies of ca. 160 mg L -1 and almost 50%, respectively, have been characterised by UV-Vis absorption spectroscopy studies which provide detailed structure-property relationships, while transmission electron microscopy (TEM) was used to confirm that the MWNTs were well dispersed. For many of the new surfactants enhanced dispersion efficiency is observed compared to commercial surfactants. The efficiency of dispersion is affected by the presence, functionality and particularly the length of the linker, and also the number of terminal carboxylate units. The marked effect of sodium, potassium and calcium cations on the dispersion behaviour is explained by interactions between the metal ions and the surfactant and an ionic screening mechanism. We also demonstrate that the dispersibility of the MWNT-surfactant dispersions can be reversibly switched "off" and "on" by addition of acid and base, respectively. The experimental results are supported by theoretical calculations of solvation energy ΔE S . This study represents a significant advance in the design of multi-functional surfactants for efficient aqueous dispersion of carbon-based materials.

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Direct Measurements of the Interaction between Pyrene and Graphite in Aqueous Media by Single Molecule Force Spectroscopy: Understanding the π−π Interactions

Cited by 127 publications

References 39 publications

Charge-Transfer Complexes Studied by Dynamic Force Spectroscopy

Charge-Transfer Complexes Studied by Dynamic Force Spectroscopy

A study of planar anchor groups for graphene-based single-molecule electronics

Key role of the linker in pyrene-linker-carboxylate surfactants for the efficient aqueous dispersion of multiwalled carbon nanotubes

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