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The removal of soluble cyclic ether contaminants, such as dioxane and THF, produced in industrial chemical processes from water is of great importance for environmental protection and human health. Here we report that nonporous adaptive crystals of perethylated pillar[5]arene ( EtP5 ) and pillar[6]arene ( EtP6 ) work as adsorbents for cyclic ether contaminant removal via host-guest complexation at the solid-solution interface. Nonporous  EtP6  crystals have the ability to adsorb dioxane from water with the formation of 1:2 host-guest complex crystals, while  EtP5  crystals cannot. However, both guest-free  EtP5  and  EtP6  crystals remove THF from water with  EtP5  having a better capacity. This is because  EtP5  forms a 1:2 host-guest complex with THF via host-guest complexation at the solid-solution interface while  EtP6  forms a 1:1 host-guest complex with THF.  EtP6  also shows the ability to selectively remove dioxane from water even in the presence of THF. Moreover, the reversible transitions between nonporous guest-free  EtP5  and  EtP6  structures and guest-loaded structures make them highly recyclable.

Cyclic Ether Contaminant Removal from Water Using Nonporous Adaptive Pillararene Crystals via Host-Guest Complexation at the Solid-Solution Interface