A supramolecular strategy based on molecular dipole moments for high-quality covalent organic frameworks

abstract

A supramolecular strategy based on strongmolecular dipole moments is presented to gain access to covalent organic framework structures with high crystallinity and porosity. Antiparallel alignment of the molecules within the pore walls is proposed to lead to reinforced columnar stacking, thus affording a high-quality material. As a proof of principle, a novel pyrene dione building block was prepared and reacted with hexahydroxytriphenylene to form a boronic ester-linked covalent organic framework. We anticipate the strategy presented herein to be valuable for producing highly defined COF structures.

keywords

BIOLOGICAL RECOGNITION; PI INTERACTIONS; AROMATIC RINGS; HYDROGEN-BONDS; CARBON-DIOXIDE; CRYSTALLINE; STABILITY; STACKING; PYRENE; CONSTRUCTION

subject category

Chemistry

authors

Salonen, LM; Medina, DD; Carbo-Argibay, E; Goesten, MG; Mafra, L; Guldris, N; Rotter, JM; Stroppa, DG; Rodriguez-Abreu, C

our authors

acknowledgements

We thank Dr Yu. V. Kolen'ko (INL) and Dr J. L. Alonso-Gomez (University of Vigo) for helpful discussions. This project has received funding from the European Union's Seventh Framework Programme for research, technological development and demonstration under grant agreement no. 600375. The authors acknowledge the projects POCI-01-0145-FEDER-007679 vertical bar UID/CTM/50011/2013 (University of Aveiro and CICECO - Aveiro Institute of Materials) and PTDC/QEQ-QAN/6373/2014 financed by national funds through the FCT/MEC and co-financed by FEDER under the PT2020 Partnership Agreement. LM is also grateful to the FCT Investigator Program (IF/01401/2013/CP1162/CT0012) and to the Portuguese NMR Network (RNRMN). C. R-A. acknowledges the European Regional Development Fund (ON.2 - O Novo Norte Program).

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