Double-Cavity Nor-Seco-Cucurbit[10]uril Enables Efficient and Rapid Separation of Pyridine from Mixtures of Toluene, Benzene, and Pyridine

Angew Chem Int Ed Engl. 2022 Aug 26;61(35):e202207209. doi: 10.1002/anie.202207209. Epub 2022 Jul 21.

Abstract

Benzene, toluene and pyridine are widely used as essential raw materials in industry and laboratory research, with stringent purity requirements. Herein, we show that solid double-cavity host nor-seco-cucurbit[10]uril (ns-Q[10]) functions as an efficient adsorption separator for pyridine; benzene and toluene can be obtained in >99.9 % purity by this method. Thermal removal of pyridine from ns-Q[10]⋅Py2 allows 10 separation cycles without erosion of performance. The geometry of the ns-Q[10]⋅Py2 ternary complex was established by single-crystal X-ray diffraction methods. The ns-Q[10] cage facilitates the removal of pyridine from toluene and benzene, with >99.9 % purity for the separated compounds.

Keywords: Azeotropic Mixtures; Host-Guest Systems; Nor-Seco-Cucurbit[10]Uril; Separation; Supramolecular Chemistry.