Transforming Porous Organic Cages into Porous Ionic Liquids via a Supramolecular Complexation Strategy

Angew Chem Int Ed Engl. 2020 Feb 3;59(6):2268-2272. doi: 10.1002/anie.201912068. Epub 2020 Jan 3.

Abstract

Porous liquids are a type of porous materials that engineer permanent porosity into unique flowing liquids, exhibiting promising functionalities for a variety of applications. Here a Type I porous liquid is synthesized by transforming porous organic cages into porous ionic liquids via a supramolecular complexation strategy. Simple physical mixing of 18-crown-6 with task-specific anionic porous organic cages affords a porous ionic liquid with anionic porous organic cages as the anionic parts and 18-crown-6/potassium ion complexes as the cationic parts. In contrast, mixing of 15-crown-5 and anionic porous organic cages in a 2:1 ratio gives only solids, while the addition of excess 15-crown-5 affords a Type II porous liquid. The permanent porosity in the cage-based porous liquids has been also confirmed by molecular simulation, positron (e+ ) annihilation lifetime spectroscopy, and enhanced gas sorption capacity compared with pure crown ethers.

Keywords: crown ethers; ionic liquids; microporous materials; porous liquids; porous organic cages.

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