Volume 57, Issue 39 pp. 12845-12849
Communication

Separation of Aromatics/Cyclic Aliphatics by Nonporous Adaptive Pillararene Crystals

Kecheng Jie

Kecheng Jie

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou, 310027 P. R. China

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Yujuan Zhou

Yujuan Zhou

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou, 310027 P. R. China

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Errui Li

Errui Li

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou, 310027 P. R. China

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Run Zhao

Run Zhao

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou, 310027 P. R. China

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Prof. Dr. Feihe Huang

Corresponding Author

Prof. Dr. Feihe Huang

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou, 310027 P. R. China

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First published: 08 August 2018
Citations: 145

Graphical Abstract

Energy-efficient separation of aromatics and cyclic aliphatics is a major industrial sustainability challenge. A flexible molecular material, namely nonporous adaptive crystals of pillararenes, can be used to separate them. Pillar[5]arene is shown to separate vapors of toluene from methylcyclohexane, while pillar[6]arene separates methylcyclohexane from toluene with over 98 % specificity in the solid state.

Abstract

The separation of cyclic aliphatics of high purity, which are produced from hydrogenation of the corresponding aromatics, is highly desired in the chemical industry. An energy-efficient and environmentally friendly adsorptive separation method using nonporous adaptive crystals of perethylated pillar[5]arene (EtP5) and pillar[6]arene (EtP6) is described. Adaptive EtP5 crystals separate toluene from methylcyclohexane with 98.8 % purity, while adaptive EtP6 crystals separate methylcyclohexane from toluene with 99.2 % purity. The selectivities come from the stability of new EtP5 and EtP6 crystal structures upon capture of toluene and methylcyclohexane, respectively. The reversible transformations between nonporous guest-free EtP5 or EtP6 structures and guest-loaded structures make them highly recyclable.

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