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Isolation of Renewable Phenolics by Adsorption on Ultrastable Hydrophobic MIL‐140 Metal–Organic Frameworks
Author(s) -
Van de Voorde Ben,
Damasceno Borges Daiane,
Vermoortele Frederik,
Wouters Robin,
Bozbiyik Belgin,
Denayer Joeri,
Taulelle Francis,
Martineau Charlotte,
Serre Christian,
Maurin Guillaume,
De Vos Dirk
Publication year - 2015
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201500281
Subject(s) - hydroquinone , adsorption , catechol , stacking , metal organic framework , chemical engineering , chemistry , porosity , organic chemistry , desorption , aqueous solution , engineering
Abstract The isolation and separation of phenolic compounds from aqueous backgrounds is challenging and will gain in importance as we become more dependent on phenolics from lignocellulose‐derived bio‐oil to meet our needs for aromatic compounds. Herein, we show that highly stable and hydrophobic Zr metal–organic frameworks of the MIL‐140 type are effective adsorbent materials for the separation of different phenolics and far outperform other classes of porous solids (silica, zeolites, carbons). The mechanism of the hydroquinone–catechol separation on MIL‐140C was studied in detail by combining experimental results with computational techniques. Although the differences in adsorption enthalpy between catechol and hydroquinone are negligible, the selective uptake of catechol in MIL‐140C is explained by its dense π–π stacking in the pores. The interplay of enthalpic and entropic effects allowed separation of a complex, five‐compound phenol mixture through breakthrough over a MIL‐140C column. Unlike many other metal–organic frameworks, MIL‐140C is remarkably stable and maintained structure, porosity and performance after five adsorption–desorption cycles.

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