0000000001319893
AUTHOR
Manuel Melle-franco
A Wavy Two-Dimensional Covalent Organic Framework from Core- Twisted Polycyclic Aromatic Hydrocarbons
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 …
Twisted hexaazatrianthrylene: synthesis, optoelectronic properties and near-infrared electroluminescent heterojunctions thereof
The synthesis, optoelectronic properties and near-infrared electroluminescent heterojunctions of a twisted and soluble 7,8,15,16,23,24-hexaazatrianthrylene derivative are reported.
Pyrene-fused bisphenazinothiadiazoles with red to NIR electroluminescence
The synthesis and characterisation of two pyrene-fused phenazinothiadiazole derivatives with different substituents is described. Light-emitting diodes incorporating such derivatives display red to near-infrared electroluminescence with emission peaks at wavelengths as long as 721 nm, illustrating that pyrene-fused bisphenazinothiadiazoles can serve as deep red and NIR emitters.
π-Interpenetrated 3D Covalent Organic Frameworks from Distorted Polycyclic Aromatic Hydrocarbons.
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.
Carbon Nano-onions: Potassium Intercalation and Reductive Covalent Functionalization
Herein we report the synthesis of covalently functionalized carbon nano-onions (CNOs) via a reductive approach using unprecedented alkali-metal CNO intercalation compounds. For the first time, an in situ Raman study of the controlled intercalation process with potassium has been carried out revealing a Fano resonance in highly doped CNOs. The intercalation was further confirmed by electron energy loss spectroscopy and X-ray diffraction. Moreover, the experimental results have been rationalized with DFT calculations. Covalently functionalized CNO derivatives were synthesized by using phenyl iodide and n-hexyl iodide as electrophiles in model nucleophilic substitution reactions. The functiona…
A Crystalline 1D Dynamic Covalent Polymer
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…
An Expanded 2D Fused Aromatic Network with 90-Ring Hexagons
[EN]Two-dimensional fused aromatic networks (2D FANs) have emerged as a highly versatile alternative to holey graphene. The synthesis of 2D FANs with increasingly larger lattice dimensions will enable new application perspectives. However, the synthesis of larger analogues is mostly limited by lack of appropriate monomers and methods. Herein, we describe the synthesis, characterisation and properties of an expanded 2D FAN with 90-ring hexagons, which exceed the largest 2D FAN lattices reported to date. This work was carried out with support from the Basque Science Foundation for Science (Ikerbasque),POLYMAT, the University of the Basque Country,Gobierno Vasco (BERC programme) and Gobierno d…
Understanding charge transport in wavy 2D covalent organic frameworks
Understanding charge transport in 2D covalent organic frameworks is crucial to increase their performance. Herein a new wavy 2D covalent organic framework has been designed, synthesized and studied to shine light on the structural factors that dominate charge transport.
CCDC 1885013: Experimental Crystal Structure Determination
Related Article: Marta Martínez-Abadía, Craig T. Stoppiello, Karol Strutynski, Belén Lerma-Berlanga, Carlos Martí-Gastaldo, Akinori Saeki, Manuel Melle-Franco, Andrei N. Khlobystov, Aurelio Mateo-Alonso|2019|J.Am.Chem.Soc.|141|14403|doi:10.1021/jacs.9b07383
CCDC 2177984: Experimental Crystal Structure Determination
Related Article: Elisabet De Bolòs, Marta Martínez-Abadía, Félix Hernández-Culebras, Alison Haymaker, Kyle Swain, Karol Strutyński, Benjamin L. Weare, Javier Castells-Gil□, Natalia M. Padial□, Carlos Martí-Gastaldo□, Andrei N. Khlobystov, Akinori Saeki, Manuel Melle-Franco, Brent L. Nannenga, Aurelio Mateo-Alonso△|2022|J.Am.Chem.Soc.|144|15443|doi:10.1021/jacs.2c06446