Coadsorption of 2-mercaptopyrimidine and 1,10′-phenanthroline on Au(111) as seen by STM

Pinheiro, Lidriana de Souza; Temperini, Márcia L. A.

doi:10.1016/s0039-6028(99)00786-4

Cited by 22 publications

(21 citation statements)

References 21 publications

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“…22,23,24,25,26,27,28,29 The transfer of molecules to the surfaces only requires sufficient solubility in a solvent such as phenyloctane, octanoic acid, an alkane, 1,2,4-trichlorobenzene, or a dilute acid, among others. Additionally, molecule dosing is also conveniently performed by controlling the solute concentration, and all experiments can be carried out in air at approximately room temperature (RT) using relatively inexpensive tools.…”

Section: Vacuum-solid Versus Liquid-solid Interfacesmentioning

confidence: 99%

“…Apart from the pioneering work of Ohtani et al in 1988 and certain recent studies, the vast majority of bicomponent molecular systems at surfaces have been studied at the liquid–solid interface, mainly for the following reason: as scanning tunneling microscopy (STM) is currently the tool of choice for characterizing supramolecular architectures, it is much cheaper, much faster, and more convenient to perform experiments in liquids on easily prepared surfaces such as highly oriented pyrolytic graphite (HOPG), MoS 2 , or gold. − The transfer of molecules to the surfaces requires sufficient solubility in a solvent such as phenyloctane, octanoic acid, an alkane, 1,2,4-trichlorobenzene, or a dilute acid, and that molecule–surface interaction is high enough to prevent redissolution of the monolayer. Additionally, molecule dosing is also conveniently ajusted by controlling the solute concentration, and all experiments can be carried out in air at approximately room temperature (RT) using relatively inexpensive tools.…”

Section: Introductionmentioning

confidence: 99%

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Bicomponent Supramolecular Architectures at the Vacuum–Solid Interface

et al. 2017

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This review aims at giving the readers the basic concepts needed to understand two-dimensional bimolecular organizations at the vacuum–solid interface. The first part describes and analyzes molecules–molecules and molecules–substrates interactions. The current limitations and needs in the understanding of these forces are also detailed. Then, a critical analysis of the past and recent advances in the field is presented by discussing most of the key papers describing bicomponents self-assembly on solid surface in an ultrahigh vacuum environment. These sections are organized by considering decreasing molecule–molecule interaction strengths (i.e. starting from strong directional multiple H bonds up to weaker nondirectional bonds taking into account the increasing fundamental role played by the surface). Finally, we conclude with some research directions (predicting self-assembly, multi-components systems, and nonmetallic surfaces) and potential applications (porous networks and organic surfaces).

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Section: Vacuum-solid Versus Liquid-solid Interfacesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Bicomponent Supramolecular Architectures at the Vacuum–Solid Interface

et al. 2017

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“…Multicomponent systems also provide greatly improved flexibility in the design strategies of their crystalline and electronic properties. The very first studies on vacuum deposited blended monolayers date back to the 1980s, however it wasn't until about a decade ago that this area of study truly began to expand, revealing the incredible variety of structures offered by multi‐component layers . Indeed, most studies focus on the structure and epitaxy of the molecular blends.…”

Section: Binary Layers On Metal Surfacesmentioning

confidence: 99%

Multi‐Component Organic Layers on Metal Substrates

et al. 2015

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Increasingly high hopes are being placed on organic semiconductors for a variety of applications. Progress along these lines, however, requires the design and growth of increasingly complex systems with well-defined structural and electronic properties. These issues have been studied and reviewed extensively in single-component layers, but the focus is gradually shifting towards more complex and functional multi-component assemblies such as donor-acceptor networks. These blends show different properties from those of the corresponding single-component layers, and the understanding on how these properties depend on the different supramolecular environment of multi-component assemblies is crucial for the advancement of organic devices. Here, our understanding of two-dimensional multi-component layers on solid substrates is reviewed. Regarding the structure, the driving forces behind the self-assembly of these systems are described. Regarding the electronic properties, recent insights into how these are affected as the molecule's supramolecular environment changes are explained. Key information for the design and controlled growth of complex, functional multicomponent structures by self-assembly is summarized.

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“…Apart from biological molecules such as, for example, nucleobases, , synthetic molecules are utilized for self-assembly on surfaces investigated by STM. Among these compounds are urea derivatives, alcohols, aromatic thiols, , ureido-functionalized molecules, 2-pyrrolidone, imines, imides, , carbamates, , and carboxylic acids. ,,− The adsorption of terephthalic acid on Au(111) under UHV conditions leads to hydrogen-bonded linear chains, whereas on Cu(100) temperature-dependent changes of the morphology take place parallel to deprotonation . If a third carboxylic group is introduced to the aromatic core (trimesic acid, TMA), a two-dimensional extended flower and chickenwire-like structures are formed on graphite which can be controlled by the solvent and act additionally as hosts for further TMA molecules. , Even five different morphologies are built if the same compound is self-assembled on Au(111) under potential control .…”

Section: Introductionmentioning

confidence: 99%

Homo- and Heteroassemblies of Lactim/Lactam Recognition Patterns on Highly Ordered Pyrolytic Graphite: An STM Investigation

et al. 2006

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The 2D assembly of phthalhydrazide 1 and aminopyrimidine 2 derivatives equipped with C16 and C8 alkyl chains, respectively, on highly ordered pyrolytic graphite (HOPG) was studied by scanning tunneling microscopy. Well-defined, rather complex surface layer patterns emerge resulting from a delicate balance of (self-) complementary (strong) hydrogen bonds and van der Waals force-driven ordering of the alkyl substituents on the HOPG surface. The four different compounds and their 1:1 mixtures yield seven different 2D structures. Phthalhydrazide offers in principle three tautomeric forms, with the lactim/lactam being the most stable. Depending on the solvent, different morphologies can be obtained. In one case, the special self-assembly of achiral 1a leads to a 2D chiral packing with the left- and right-hand motifs present in different domains. We assume that pure 1a is expressed in its lactim/lactam form, whereas in a 1:1 mixture with 2a it switches to the bislactam form. These features display a process of dynamic diversity generation through tautomerism resulting in different nanostructures in response to environmental parameters.

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Coadsorption of 2-mercaptopyrimidine and 1,10′-phenanthroline on Au(111) as seen by STM

Cited by 22 publications

References 21 publications

Bicomponent Supramolecular Architectures at the Vacuum–Solid Interface

Bicomponent Supramolecular Architectures at the Vacuum–Solid Interface

Multi‐Component Organic Layers on Metal Substrates

Homo- and Heteroassemblies of Lactim/Lactam Recognition Patterns on Highly Ordered Pyrolytic Graphite: An STM Investigation

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