Porous shape-persistent rylene imine cages with tunable optoelectronic properties and delayed fluorescence

Article Article scientifique Article Porous shape-persistent rylene imine cages with tunable optoelectronic properties and delayed fluorescence eng 2021 author Huang Hsin-Hua author Song Kyung Seob author Prescimone Alessandro author Aster Alexander 863383 author Cohen Gabriel 817508 author Mannancherry Rajesh author Vauthey Eric 0000-0002-9580-9683 133895 author Coskun Ali author Šolomek Tomáš 5275-5285 10.1039/D1SC00347J 2041-6520 http://xlink.rsc.org/?DOI=D1SC00347J A simultaneous combination of porosity and tunable optoelectronic properties, common in covalent organic frameworks, is rare in shape-persistent organic cages. Yet, organic cages offer important molecular advantages such as solubility and modularity. Herein, we report the synthesis of a series of chiral imine organic cages with three built-in rylene units by means of dynamic imine chemistry and we investigate their textural and optoelectronic properties. Thereby we demonstrate that the synthesized rylene cages can be reversibly reduced at accessible potentials, absorb from UV up to green light, are porous, and preferentially adsorb CO2 over N2 and CH4 with a good selectivity. In addition, we discovered that the cage incorporating three perylene-3,4:9,10-bis(dicarboximide) units displays an efficient delayed fluorescence. Time-correlated single photon counting and transient absorption spectroscopy measurements suggest that the delayed fluorescence is likely a consequence of a reversible intracage charge-separation event. Rylene cages thus offer a promising platform that allows combining the porosity of processable materials and photochemical phenomena useful in diverse applications such as photocatalysis or energy storage. Dewey 540 Swiss National Science Foundation Applications de la spectroscopie ultrarapide à l'étude de processus photoinduits en phase condensée 184607 CH Project funding 38 Département de chimie physique 142 false 686 Groupe Vauthey Chemical Science 12 cff368f8-a84c-459b-af3b-cb44a7577607 Article (Published version) Public Huang_CS21.pdf 1674205 application/pdf OA OTHER openAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie physique

Title	Published in	Access level	OA Policy	Year	Views	Downloads

Porous shape-persistent rylene imine cages with tunable optoelectronic properties and delayed fluorescence	Chemical Science			2021	330	182

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Cohen, Gabriel