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Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions...
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Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties

A special issue of Nanomaterials (ISSN 2079-4991). This special issue belongs to the section "Synthesis, Interfaces and Nanostructures".

Deadline for manuscript submissions: closed (30 June 2023) | Viewed by 11404

Special Issue Editor

Dr. Fabien Silly

E-Mail Website
Guest Editor
French Atomic Energy Commission (CEA Saclay), Gif-sur-Yvette, France
Interests: scanning tunneling microscopy and spectroscopy; synchrotron-based spectroscopy; thin films; nanoarchitectures; self-assembly; organic nanostructures; nanocrystals; 2D materials; intermolecular interactions; nano-materials engineering; electronic properties; localised electronic; magnetic properties

Special Issue Information

Dear Colleagues,

Engineering complex and sophisticated organic nanomaterials is the focus of intense research interest for developing new devices in nanotechnology. Self-assembly offers unique possibilities for the bottom–up engineering of organic nanoarchitectures. The internal structure of the resulting organic arrangements can be tailored at the atomic scale by exploiting selective and directional intermolecular interactions. Large self-assembled porous organic nanoarchitectures have thus been successfully generated taking advantage of intermolecular hydrogen bonds, halogen bonds, metal− coordination interactions, surface-triggered covalent bonding, and organic–ionic compound interactions, to cite a few examples. The properties of the resulting self-assembled nanoarchitectures not only depend on the intrinsic properties of the organic building block, but also on their specific arrangements and the resulting intermolecular electronic/magnetic coupling. 

This Special Issue covers the latest advances in self-assembly phenomena in organic nanoarchitectures, not only focusing on synthetizing and engineering novel organic nanostructures but also on the specific electronic/optical/magnetic properties of these systems and their applications in nanotechnology.  

Dr. Fabien Silly
Guest Editor

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Nanomaterials is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2900 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • molecules
  • self-assembly
  • structure
  • nanoarchitectures
  • directional interactions
  • selective interactions
  • hydrogen bonds
  • halogen bonds
  • metal–coordination interactions
  • organic–ionic interactions
  • electronic properties
  • optical properties
  • magnetic properties

Published Papers (7 papers)

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Research

10 pages, 8272 KiB  
Article
Two-Dimensional Hetero- to Homochiral Phase Transition from Dynamic Adsorption of Barbituric Acid Derivatives
by Fabien Silly, Changzhi Dong, François Maurel and Xiaonan Sun
Nanomaterials 2023, 13(16), 2304; https://0-doi-org.brum.beds.ac.uk/10.3390/nano13162304 - 10 Aug 2023
Viewed by 819
Abstract
Barbituric acid derivative (TDPT) is an achiral molecule, and its adsorption on a surface results in two opposite enantiomerically oriented motifs, namely TDPT-Sp and Rp. Two types of building blocks can be formed; block I is enantiomer-pure and is built [...] Read more.
Barbituric acid derivative (TDPT) is an achiral molecule, and its adsorption on a surface results in two opposite enantiomerically oriented motifs, namely TDPT-Sp and Rp. Two types of building blocks can be formed; block I is enantiomer-pure and is built up of the same motifs (format SpSp or RpRp) whereas block II is enantiomer-mixed and composes both motifs (format SpRp), respectively. The organization of the building blocks determines the formation of different nanoarchitectures which are investigated using scanning tunneling microscopy at a liquid/HOPG interface. Sophisticated, highly symmetric “nanowaves” are first formed from both building blocks I and II and are heterochiral. The “nanowaves” are metastable and evolve stepwisely into more close-packed “nanowires” which are formed from enantiomer-pure building block I and are homochiral. A dynamic hetero- to homochiral transformation and simultaneous multi-scale phase transitions are demonstrated at the single-molecule level. Our work provides novel insights into the control and the origin of chiral assemblies and chiral transitions, revealing the various roles of enantiomeric selection and chiral competition, driving forces, stability and molecular coverage. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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8 pages, 1848 KiB  
Article
Hierarchical Self-Assembly and Conformation of Tb Double-Decker Molecular Magnets: Experiment and Molecular Dynamics
by Patrick Lawes, Mauro Boero, Rabei Barhoumi, Svetlana Klyatskaya, Mario Ruben and Jean-Pierre Bucher
Nanomaterials 2023, 13(15), 2232; https://0-doi-org.brum.beds.ac.uk/10.3390/nano13152232 - 01 Aug 2023
Cited by 1 | Viewed by 883
Abstract
Nanostructures, fabricated by locating molecular building blocks in well-defined positions, for example, on a lattice, are ideal platforms for studying atomic-scale quantum effects. In this context, STM data obtained from self-assembled Bis(phthalocyaninato) Terbium (III) (TbPc2) single-molecule magnets on various substrates have [...] Read more.
Nanostructures, fabricated by locating molecular building blocks in well-defined positions, for example, on a lattice, are ideal platforms for studying atomic-scale quantum effects. In this context, STM data obtained from self-assembled Bis(phthalocyaninato) Terbium (III) (TbPc2) single-molecule magnets on various substrates have raised questions about the conformation of the TbPc2 molecules within the lattice. In order to address this issue, molecular dynamics simulations were carried out on a 2D assembly of TbPc2 molecules. The calculations are in excellent agreement with the experiment, and thus improve our understanding of the self-assembly process. In particular, the calculated electron density of the molecular assembly compares well with STM contrast of self-assembled TbPc2 on Au(111), simultaneously providing the conformation of the two Pc ligands of the individual double-decker molecule. This approach proves valuable in the identification of the STM contrast of LnPc2 layers and could be used in similar cases where it is difficult to interpret the STM images of an assembly of molecular complexes. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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12 pages, 3212 KiB  
Article
[2+2] Cyclo-Addition Reactions for Efficient Polymerization on a HOPG Surface at Ambient Conditions
by Lihao Guan, Frank Palmino, Jean-Christophe Lacroix, Frédéric Chérioux and Xiaonan Sun
Nanomaterials 2022, 12(8), 1334; https://0-doi-org.brum.beds.ac.uk/10.3390/nano12081334 - 13 Apr 2022
Cited by 2 | Viewed by 1738
Abstract
Polymers obtained by on-surface chemistry have emerged as a class of promising materials. Here, we propose a new strategy to obtain self-assembled 1D polymers by using photochemical [2+2] cyclo-addition or by using a mild thermal annealing. All nanostructures are fully characterized by using [...] Read more.
Polymers obtained by on-surface chemistry have emerged as a class of promising materials. Here, we propose a new strategy to obtain self-assembled 1D polymers by using photochemical [2+2] cyclo-addition or by using a mild thermal annealing. All nanostructures are fully characterized by using scanning tunneling microscopy at ambient conditions on a graphite surface. We demonstrated that nature of the stimulus strongly alters the overall quality of the resulting polymers in terms of length and number of defects. This new way is an efficient method to elaborate on-surface self-assembled 1D polymers. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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15 pages, 4277 KiB  
Article
Visualization and Comprehension of Electronic and Topographic Contrasts on Cooperatively Switched Diarylethene-Bridged Ditopic Ligand
by Imen Hnid, Lihao Guan, Elarbi Chatir, Saioa Cobo, Frédéric Lafolet, François Maurel, Jean-Christophe Lacroix and Xiaonan Sun
Nanomaterials 2022, 12(8), 1318; https://0-doi-org.brum.beds.ac.uk/10.3390/nano12081318 - 12 Apr 2022
Cited by 3 | Viewed by 1693
Abstract
Diarylethene is a prototypical molecular switch that can be reversibly photoisomerized between its open and closed forms. Ligands bpy-DAE-bpy, consisting of a phenyl-diarylethene-phenyl (DAE) central core and bipyridine (bpy) terminal substituents, are able to self-organize. They are investigated by scanning tunneling microscopy at [...] Read more.
Diarylethene is a prototypical molecular switch that can be reversibly photoisomerized between its open and closed forms. Ligands bpy-DAE-bpy, consisting of a phenyl-diarylethene-phenyl (DAE) central core and bipyridine (bpy) terminal substituents, are able to self-organize. They are investigated by scanning tunneling microscopy at the solid–liquid interface. Upon light irradiation, cooperative photochromic switching of the ligands is recognized down to the submolecular level. The closed isomers show different electron density of states (DOS) contrasts, attributed to the HOMO or LUMO molecular orbitals observed. More importantly, the LUMO images show remarkable differences between the open and closed isomers, attributed to combined topographic and electronic contrasts mainly on the DAE moieties. The electronic contrasts from multiple HOMO or LUMO distributions, combined with topographic distortion of the open or closed DAE, are interpreted by density functional theory (DFT) calculations. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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10 pages, 4019 KiB  
Article
Spheres-in-Grating Assemblies with Altered Photoluminescence and Wetting Properties
by Iuliana M. Handrea-Dragan, Adriana Vulpoi, Cosmin Farcău and Ioan Botiz
Nanomaterials 2022, 12(7), 1084; https://0-doi-org.brum.beds.ac.uk/10.3390/nano12071084 - 25 Mar 2022
Cited by 1 | Viewed by 1592
Abstract
In this work, we report the fabrication of spheres-in-grating assemblies consisting of equally spaced parallel rectangular grooves filled with fluorescent spheres, by employing embossing and convective self-assembly methods. The developed hierarchical assemblies, when compared to spheres spin-cast on glass, exhibited a blueshift in [...] Read more.
In this work, we report the fabrication of spheres-in-grating assemblies consisting of equally spaced parallel rectangular grooves filled with fluorescent spheres, by employing embossing and convective self-assembly methods. The developed hierarchical assemblies, when compared to spheres spin-cast on glass, exhibited a blueshift in the photoluminescence spectra, as well as changes in wetting properties induced not only by the patterning process, but also by the nature and size of the utilized spheres. While the patterning process led to increased hydrophobicity, the utilization of spheres with larger diameter improved the hydrophilicity of the fabricated assemblies. Finally, by aiming at the future integration of the spheres-in-grating assemblies as critical components in different technological and medical applications, we report a successful encapsulation of the incorporated spheres within the grating with a top layer of a functional polymer. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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10 pages, 3476 KiB  
Article
Coronene and Phthalocyanine Trapping Efficiency of a Two-Dimensional Kagomé Host-Nanoarchitecture
by Yi Wang, Xinrui Miao, Wenli Deng, Romain Brisse, Bruno Jousselme and Fabien Silly
Nanomaterials 2022, 12(5), 775; https://0-doi-org.brum.beds.ac.uk/10.3390/nano12050775 - 25 Feb 2022
Cited by 8 | Viewed by 1853
Abstract
The trapping of coronene and zinc phthalocyanine (ZnPc) molecules at low concentration by a two-dimensional self-assembled nanoarchitecture of a push–pull dye is investigated using scanning tunneling microscopy (STM) at the liquid–solid interface. The push–pull molecules adopt an L-shaped conformation and self-assemble on a [...] Read more.
The trapping of coronene and zinc phthalocyanine (ZnPc) molecules at low concentration by a two-dimensional self-assembled nanoarchitecture of a push–pull dye is investigated using scanning tunneling microscopy (STM) at the liquid–solid interface. The push–pull molecules adopt an L-shaped conformation and self-assemble on a graphite surface into a hydrogen-bonded Kagomé network with porous hexagonal cavities. This porous host-structure is used to trap coronene and ZnPc guest molecules. STM images reveal that only 11% of the Kagomé network cavities are filled with coronene molecules. In addition, these guest molecules are not locked in the host-network and are desorbing from the surface. In contrast, STM results reveal that the occupancy of the Kagomé cavities by ZnPc evolves linearly with time until 95% are occupied and that the host structure cavities are all occupied after few hours. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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19 pages, 3352 KiB  
Article
Intrinsic Dynamic and Static Nature of π···π Interactions in Fused Benzene-Type Helicenes and Dimers, Elucidated with QTAIM Dual Functional Analysis
by Taro Nishide and Satoko Hayashi
Nanomaterials 2022, 12(3), 321; https://0-doi-org.brum.beds.ac.uk/10.3390/nano12030321 - 19 Jan 2022
Cited by 6 | Viewed by 2110
Abstract
The intrinsic dynamic and static nature of the π···π interactions between the phenyl groups in proximity of helicenes 3–12 are elucidated with the quantum theory of atoms-in-molecules dual functional analysis (QTAIM-DFA). The π···π interactions appear in C-∗-C, H-∗-H, and C-∗-H, with [...] Read more.
The intrinsic dynamic and static nature of the π···π interactions between the phenyl groups in proximity of helicenes 3–12 are elucidated with the quantum theory of atoms-in-molecules dual functional analysis (QTAIM-DFA). The π···π interactions appear in C-∗-C, H-∗-H, and C-∗-H, with the asterisks indicating the existence of bond critical points (BCPs) on the interactions. The interactions of 3–12 are all predicted to have a p-CS/vdW nature (vdW nature of the pure closed-shell interaction), except for 2Cbay-∗-7Cbay of 10, which has a p-CS/t-HBnc nature (typical-HBs with no covalency). (See the text for definition of the numbers of C and the bay and cape areas). The natures of the interactions are similarly elucidated between the components of helicene dimers 6:6 and 7:7 with QTAIM-DFA, which have a p-CS/vdW nature. The characteristic electronic structures of helicenes are clarified through the natures predicted with QTAIM-DFA. Some bond paths (BPs) in helicenes appeared or disappeared, depending on the calculation methods. The static nature of Ccape-∗-Ccape is very similar to that of Cbay-∗-Cbay in 9–12, whereas the dynamic nature of Ccape-∗-Ccape appears to be very different from that of Cbay-∗-Cbay. The results will be a guide to design the helicene-containing materials of high functionality. Full article
(This article belongs to the Special Issue Novel Self-Assembled Organic Nanoarchitectures Stabilized by Selective and Directional Interactions Engineering and Properties)
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