4.7 Article

Metal Cation-Doped ns-Cucurbit[10]uril: Adsorption of Para-Phenylenediamine

Journal

INORGANIC CHEMISTRY
Volume 62, Issue 42, Pages 17228-17235

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.inorgchem.3c02406

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This study presents a strategy for the separation of phenylenediamine (PDA) isomers using four supramolecular framework materials. The findings show that these materials exhibit remarkable selectivity for different PDA mixtures. The study highlights the potential utility of ns-Q[10] in isolating organic molecules.
The separation of phenylenediamine (PDA) isomers is crucial in the field of chemical manufacturing. Herein, we presented a strategy for the separation of PDA isomers (para-phenylenediamine, p-PDA; meta-phenylenediamine, m-PDA; ortho-phenylenediamine, o-PDA) using four supramolecular framework materials of ns-cucurbit[10]uril (ns-Q[10]), (1) ns-Q[10](Cd), (2) ns-Q[10](Mn), (3) ns-Q[10](Cu), (4) ns-Q[10](Pb). Our findings indicated that these supramolecular framework materials of ns-Q[10] showed remarkable selectivity for para-phenylenediamine (p-PDA) in p-PDA, m-PDA, and o-PDA mixtures, respectively. The variations in selectivity observed in these four single-crystal structures arose from variations in the thermodynamic stabilities and binding modes of the host-guest complexes. Importantly, the supramolecular framework based on ns-Q[10] exhibited selective accommodation of p-PDA over its isomers. This study highlighted the practical application of ns-Q[10] in effectively separating PDA isomers and demonstrated the potential utility of ns-Q[10] in isolating other organic molecules.

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