Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 39, Pages 13753-13757Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201906976
Keywords
2D materials; aldol reaction; covalent organic frameworks; polymers; pi-conjugation
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Funding
- US Army Office for Scientific Research [W911NF-17-1-0126]
- NSERC
- FQRNT PBEEE international post-doctoral fellowship
- FQRNT post-doctoral fellowships
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Designing structural order in electronically active organic solids remains a great challenge in the field of materials chemistry. Now, 2D poly(arylene vinylene)s prepared as highly crystalline covalent organic frameworks (COFs) by base-catalyzed aldol condensation of trimethyltriazine with aromatic dialdehydes are reported. The synthesized polymers are highly emissive (quantum yield of up to 50 %), as commonly observed in their 1D analogues poly(phenylene vinylene)s. The inherent well-defined porosity (surface area ca. 1000 m(2) g(-1), pore diameter ca. 11 angstrom for the terephthaldehyde derived COF-1) and 2D structure of these COFs also present a new set of properties and are likely responsible for the emission color, which is sensitive to the environment. COF-1 is highly hydrophilic and reveals a dramatic macroscopic structural reorganization that has not been previously observed in framework materials.
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