In the specific context of condensed media, the significant and increasing recent interest in the α‐cyanostilbene (CS) motif ArCHC(CN)Ar is relevant. These compounds have shown remarkable ...optical features in addition to interesting electrical properties, and hence they are recognized as very suitable and versatile options for the development of functional materials. This progress report is focused on current and future use of CS structures and molecular assemblies with the aim of exploring and developing for the next generations of functional materials. A critical selection of illustrative materials that contain the CS motif, including relevant subfamilies such as the dicyanodistyrylbenzene and 2,3,3‐triphenylacrylonitrile shows how, driven by the self‐assembly of CS blocks, a variety of properties, effects, and possibilities for practical applications can be offered to the scientific community, through different rational routes for the elaboration of advanced materials. A survey is provided on the research efforts directed toward promoting the self‐assembly of the solid state (polycrystalline solids, thin films, and single crystals), liquid crystals, nanostructures, and gels with multistimuli responsiveness, and applications for sensors, organic light‐emitting diodes, organic field effect transistors, organic lasers, solar cells, or bioimaging purposes.
Driven by self‐assembly of α‐cyanostilbenes, a variety of materials show superb photoluminescent and semiconductor properties and broad processability for advanced applications in material sciences and biosciences.
The ability to design and synthesize monomers can affect fundamental aspects in 2D covalent organic frameworks, such as dimensionality, topology, and pore size. Besides this, the structure of the ...monomers can also affect interlayer interactions, which provide an additional means to influence crystallinity, layer arrangement, interlayer distances, and exfoliability. Herein, some of the effects that the structure of monomers can have on the interlayer interactions in 2D covalent organic frameworks and related materials are illustrated.
Some of the effects that the structure of monomers can have on the interlayer interactions in 2D covalent organic frameworks and related materials are presented.
The in situ on-surface conversion process from boroxine-linked covalent organic frameworks (COFs) to boronate ester-linked COFs is triggered and catalyzed at room temperature by an electric field and ...monitored with scanning tunneling microscopy (STM). The adaptive behavior within the generated dynamic covalent libraries (DCLs) was revealed, providing in-depth understanding of the dynamic network switching process.
A high degree of crystallinity is an essential aspect in two-dimensional covalent organic frameworks, as many properties depend strongly on the structural arrangement of the different layers and ...their constituents. We introduce herein a new design strategy based on core-twisted polycyclic aromatic hydrocarbon as rigid nodes that give rise to a two-dimensional covalent organic framework with a wavy honeycomb (chairlike) lattice. The concave–convex self-complementarity of the wavy two-dimensional lattice guides the stacking of framework layers into a highly stable and ordered covalent organic framework that allows a full 3D analysis by transmission electron microscopy revealing its chairlike honeycomb facets and aligned mesoporous channels. Remarkably, the waviness of the framework does not disrupt the interlayer π–π stacking that shows charge transporting properties similar to those of planar covalent organic frameworks. The implementation of core-twisted aromatics as building blocks for covalent organic frameworks brings new possibilities in the design of highly ordered organic materials.
Three‐dimensional covalent organic frameworks (3D COFs) with a pcu topology have been obtained from distorted polycyclic aromatic hydrocarbons acting as triangular antiprismatic (D3d) nodes. Such 3D ...COFs are six‐fold interpenetrated as the result of interframework π‐stacking, which enable charge transport properties that are not expected for 3D COFs.
Three‐dimensional covalent organic frameworks (3D COFs) have been obtained from distorted polycyclic aromatic hydrocarbon nodes. Interframework π‐stacking enables charge transport properties that are not expected for 3D COFs.
The development of organic electronics requires scalable solution‐processing methods that enable the fabrication of electronic devices over large areas at low cost. The preparation of peropyrene gels ...constituted of 3D networks of entangled 1D ribbon‐like fibrils that extend over the μm scale are now reported. OFETs were easily fabricated by depositing the gels in the sol state over bottom‐gate bottom‐contact transistors and by allowing its gelation thereafter. Electrical characterisation of such field‐effect transistors shows a good balance between processability and performance with hole mobilities that are two orders of magnitude higher than those observed in thin films obtained from non‐gelating solvents under the same conditions.
A jelly peropyrene: The preparation of peropyrene gels consisting of 3D networks of entangled 1D ribbon‐like fibrils that extend over the micrometre scale is reported. OFETs were easily fabricated by depositing the peropyrene gels in the sol state over bottom‐gate bottom‐contact transistors and by allowing its gelation thereafter.
A Crystalline 1D Dynamic Covalent Polymer De Bolòs, Elisabet; Martínez-Abadía, Marta; Hernández-Culebras, Félix ...
Journal of the American Chemical Society,
08/2022, Volume:
144, Issue:
34
Journal Article
Peer reviewed
Open access
The synthesis of crystalline one-dimensional polymers provides a fundamental understanding about the structure–property relationship in polymeric materials and allows the preparation of materials ...with enhanced thermal, mechanical, and conducting properties. However, the synthesis of crystalline one-dimensional polymers remains a challenge because polymers tend to adopt amorphous or semicrystalline phases. Herein, we report the synthesis of a crystalline one-dimensional polymer in solution by dynamic covalent chemistry. The structure of the polymer has been unambiguously confirmed by microcrystal electron diffraction that together with charge transport studies and theoretical calculations show how the π-stacked chains of the polymer generate optimal channels for charge transport.
An approach for the synthesis of pyrene-fused acenes that allows the introduction of electron-withdrawing cyano groups in key positions that simultaneously (i) induce twists in the aromatic framework ...and (ii) stabilize the LUMO level is reported. This combination of steric and electronic features provide a twisted, stable, and n-type tetrabenzoheptacene as confirmed by a combination of theoretical calculations and optical, electrochemical, thermal, and electrical characterization.
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