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Removal of Trace Benzene from Cyclohexane Using a MOF Molecular Sieve

Rui-Chao Zhao, Lin‐Hua Xie, Xiaomin Liu, Zhe Liu, Xiangyu Li, Jian‐Rong Li

2024Journal of the American Chemical Society31 citationsDOI

Abstract

Cyclohexane (Cy), commonly produced by the catalytic hydrogenation of benzene (Bz), is used in large quantities as a solvent or feedstock for nylon polymers. Removing trace unreacted Bz from the Cy product is technically difficult due to their similar molecular structures and physical properties. Herein, we report that a metal-organic framework (MOF) adsorbent shows a molecular sieving effect for Bz and Cy with record-high Bz/Cy adsorption selectivities (216, 723, and 1027) in their liquid mixtures (v/v = 1:1, 1:10, and 1:20), and traps Bz molecules effectively even at low partial pressure in the vapor phase (e.g., 2.49 mmol/g at 8.2 Pa) or at low content in liquid-phase Cy (e.g., 128 mg/g at 20 ppm). Over 99% removal of trace Bz (1000 ppm) from liquid Cy could be achieved in one simple stripping step at room temperature using this sorbent, producing a Cy with >99.999% purity. Single-crystal structure analyses for guest-free and Bz-loaded phases of the MOF disclosed that a narrow slit-like pore aperture and the strong uniting of multiple weak host-guest and guest-guest interactions are the co-origin of its distinct adsorption property for Bz and Cy.

Topics & Concepts

ChemistryCyclohexaneMolecular sieveBenzeneTRACE (psycholinguistics)Benzene derivativesOrganic chemistryEnvironmental chemistryCatalysisChemical synthesisBiochemistryIn vitroPhilosophyLinguisticsMetal-Organic Frameworks: Synthesis and ApplicationsGas Sensing Nanomaterials and SensorsCovalent Organic Framework Applications
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