Azatriangulene-Based Conductive C═C Linked Covalent Organic Frameworks with Near-Infrared Emission

Azatriangulene-Based Conductive C═C Linked Covalent Organic Frameworks with Near-Infrared Emission

© 2024 The Author(s). Advanced Materials published by Wiley‐VCH GmbH.

Bibliographische Detailangaben
Veröffentlicht in:Advanced materials (Deerfield Beach, Fla.). - 1998. - 36(2024), 50 vom: 15. Dez., Seite e2413629
1. Verfasser: Hamzehpoor, Ehsan (VerfasserIn)
Weitere Verfasser: Ghamari, Pegah, Tao, Yuze, Rafique, Muhammad Ghufran, Zhang, Zhenzhe, Salehi, Mahdi, Stein, Robin S, Ramos-Sanchez, Jorge, Laramée, Arnaud W, Cosa, Gonzalo, Pellerin, Christian, Seifitokaldani, Ali, Khaliullin, Rustam Z, Perepichka, Dmytro F
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2024
Zugriff auf das übergeordnete Werk:Advanced materials (Deerfield Beach, Fla.)
Schlagworte:Journal Article covalent organic frameworks (COF) near‐infrared luminescence semiconducting COF trioxaazatriangulene
Beschreibung
Zusammenfassung:© 2024 The Author(s). Advanced Materials published by Wiley‐VCH GmbH.
Two near-infrared (NIR) emissive π-conjugated covalent organic frameworks (COFs) pTANG1 and pTANG2 are synthesized using Knoevenagel condensation of trioxaazatriangulenetricarbaldehyde (TATANG) with benzene- and biphenyldiacetonitriles, respectively. The morphology of the COFs is affected by the size of TATANG precursor crystals. Donor-acceptor interactions in these COFs result in small bandgaps (≈1.6 eV) and NIR emission (λmax = 789 nm for pTANG1). pTANG1 can absorb up to 9 molecules of water per unit cell, which is accompanied by a marked quenching of the NIR emission, suggesting applications as humidity sensors. p-Doping with magic blue significantly increases the electrical conductivities of the COFs by up to 8 orders of magnitude, with the room temperature conductivity of pTANG1 reaching 0.65 S cm-1, the highest among reported C═C linked COFs. 1H NMR relaxometry, temperature-dependent fluorescence spectroscopy, and DFT calculations reveal that the higher rigidity of the shorter phenylene linker is responsible for the more extended conjugation (red-shifted emission, higher electrical conductivity) of pTANG1 compared to pTANG2
Beschreibung:Date Revised 14.12.2024
published: Print-Electronic
Citation Status PubMed-not-MEDLINE
ISSN:1521-4095
DOI:10.1002/adma.202413629