Substrate-mediated ordering and defect analysis of a surface covalent organic framework

Ourdjini, Oualid; Pawlak, Rémy; Abel, Markus; Clair, Sylvain; Chen, Liang; Bergeon, N.; Sassi, Michel; Oison, Vincent; Debierre, Jean–Marc; Coratger, R.; Porte, L.

doi:10.1103/physrevb.84.125421

Cited by 85 publications

(132 citation statements)

References 52 publications

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“…The inset shows a magnified image of the associated honeycomb unit, and a corresponding HYPERCHEM model that nicely fits the STM data. By contrast, the additional five-and seven-fold cyclic structures imply distortions of the molecular modules 27,28,35 . In addition, some features are visible where three molecular terminations join together, which can be of different origin including covalent connexions differing from the intended butadiyne bridges as further discussed in the Supplementary Information (Supplementary Fig.…”

Section: Resultsmentioning

confidence: 99%

Homo-coupling of terminal alkynes on a noble metal surface

et al. 2012

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The covalent linking of acetylenes presents an important route for the fabrication of novel carbon-based scaffolds and two-dimensional materials distinct from graphene. To date few attempts have been reported to implement this strategy at well-defined interfaces or monolayer templates. Here we demonstrate through real space direct visualization and manipulation in combination with X-ray photoelectron spectroscopy and density functional theory calculations the Ag surface-mediated terminal alkyne C sp À H bond activation and concomitant homo-coupling in a process formally reminiscent of the classical Glaser-Hay type reaction. The alkyne homo-coupling takes place on the Ag(111) noble metal surface in ultrahigh vacuum under soft conditions in the absence of conventionally used transition metal catalysts and with volatile H 2 as the only by-product. With the employed multitopic ethynyl species, we demonstrate a hierarchic reaction pathway that affords discrete compounds or polymeric networks featuring a conjugated backbone. This presents a new approach towards on-surface covalent chemistry and the realization of two-dimensional carbon-rich or allcarbon polymers.

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Section: Resultsmentioning

confidence: 99%

Homo-coupling of terminal alkynes on a noble metal surface

et al. 2012

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“…First-principles computations indicate that the pore width is ~2.48 Å [22]. Although similar 2D polymer networks can also be found elsewhere [23][24][25], this is the one most closely related to graphene.…”

Section: Structural Properties Of Porous Graphenementioning

confidence: 97%

Porous graphene: Properties, preparation, and potential applications

et al. 2012

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Graphene has recently emerged as an important and exciting material. Inspired by its outstanding properties, many researchers have extensively studied graphene-related materials both experimentally and theoretically. Porous graphene is a collection of graphene-related materials with nanopores in the plane. Porous graphene exhibits properties distinct from those of graphene, and it has widespread potential applications in various fields such as gas separation, hydrogen storage, DNA sequencing, and supercapacitors. In this review, we summarize recent progress in studies of the properties, preparation, and potential applications of porous graphene, and show that porous graphene is a promising material with great potential for future development.graphene, porous graphene, electronic structure, gas separation, DNA sequencing Citation:Xu P T, Yang J X, Wang K S, et al. [9] have made the preparation of large-area graphene feasible. The most intriguing aspect of graphene is its extraordinary properties. Graphene, which is constructed by strong sp 2 covalent bonds, is believed to be the strongest material ever measured [10]. Experiments have revealed that graphene exhibits a high ambipolar electric-field effect at room temperature, better conductivity than any other known material [3], and many other novel properties, including room-temperature quantum Hall effects, mass-less Dirac electrons near the K point, and high mobility of carriers (10 6 m s −1 , close to the speed of light) [11][12][13]. All these properties distinguish graphene from ordinary materials, and make graphene an ideal candidate for the manufacture of electronic devices. To develop a full understanding of its nature and realize the full potential of graphene, extensive investigations have proceeded in various directions. For instance, the electronic and magnetic properties of graphene can be modified by hydrogenation [14] and doping [15]. Another research area, porous graphene, has also attracted increasing attention recently. Porous graphene is a collection of graphene-related materials with nanopores in the plane. Depending on the production techniques used, the pore size ranges from atomic precision to nanoscale. As a result of the nanopores in the graphene plane, porous graphene exhibits properties distinct from those of pristine graphene, leading to its potential applications in numerous

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“…Apart from the condensation of boronic acids on the liquid/solid interface in an open system, the basic experimental conditions between UHV and the liquid/solid interface are extremely different and the interaction between monomers and metals is typically stronger; preceding supramolecular phases may play a general role in polymerization reactions of monomers that can also form relatively stable hydrogenbonded structures [60]. This type of condensation can be activated under the UHV atmosphere at normal temperature without the requirement of thermal activation.…”

Section: Self-condensation Of Boronic Acidsmentioning

confidence: 99%

“…In conclusion, the methodology of condensation of boronic acids has been extremely developed [12,58,[60][61][62] dating back to the job that both mechanisms and thermodynamics of the on-surface condensation of 1,4-benzenediboronic acid were already studied by density functional theory complemented by entropy considerations [60]. The reversibility of boronic acid polycondensation depending on water atmosphere decides that ambient conditions are the favorable environment to realize reversible reaction conditions and that the condition of reaction at the liquid/solid interface in the opened systems is relatively milder than UHV systems.…”

Section: Self-condensation Of Boronic Acidsmentioning

confidence: 99%

“…Unlike the way of depositing monomers on the liquid/solid interface, evaporating is often used under the UHV atmosphere, and once the polycondensation has taken place, the formed surface network shows extremely high stability, because the extra-low amount of water causes the reversibility of the condensation of boronic acids to disappear. The growth parameters (evaporation flux, substrate nature, and temperature) tightly associate with the quality of the obtained SCOF, and it has been explored to determine the experimental conditions that help to reduce all kinds of defects and produce optimum growth conditions for an ideal honeycomb network [60].…”

Section: Self-condensation Of Boronic Acidsmentioning

confidence: 99%

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Recent Progress in the Fabrication of Low Dimensional Nanostructures via Surface-Assisted Transforming and Coupling

Liang

Shen

et al. 2017

Journal of Nanomaterials

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Polymerization of functional organics into covalently cross-linked nanostructures via bottom-up approach on solid surfaces has attracted tremendous interest recently, due to its appealing potentials in fabricating novel and artificial low dimensional nanomaterials. While there are various synthetic approaches being proposed and explored, this paper reviews the recent progress of on-surface coupling strategies towards the synthesis of low dimensional nanostructures ranging from 1D nanowire to 2D network and describes their advantages and drawbacks during on-surface process and phase transformations, for example, from molecular self-assembly to on-surface polymerization. Specifically, Ullmann reaction is discussed in detail and the mechanism governing nanostructures' transforming effect by surface treatment is exploited. In the end, it is summarized that the hierarchical polymerization combined with Ullmann coupling makes it possible to realize the selection of different synthetic pathways and phase transformations and obtain novel organometallic nanowire with metalorganic bonding.

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Substrate-mediated ordering and defect analysis of a surface covalent organic framework

Cited by 85 publications

References 52 publications

Homo-coupling of terminal alkynes on a noble metal surface

Homo-coupling of terminal alkynes on a noble metal surface

Porous graphene: Properties, preparation, and potential applications

Recent Progress in the Fabrication of Low Dimensional Nanostructures via Surface-Assisted Transforming and Coupling

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