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Supercritical Nitrogen Processing for the Purification of Reactive Porous Materials

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Published on: May 15, 2015

Molecular Baskets in Supercritical CO(2).

J D Glennon¹, S Hutchinson, S J Harris

¹Department of Chemistry, University College Cork, Cork, Ireland, and School of Chemistry, Queen's University, Belfast, N. Ireland.

Analytical Chemistry

|June 7, 2011

Summary

Fluorinated calixarenes demonstrate enhanced solubility in supercritical CO(2), enabling efficient extraction of Fe(III) ions. This study explores their complexation behavior, similar to natural siderophores.

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Area of Science:

Supramolecular Chemistry
Analytical Chemistry
Separation Science

Background:

Calixarenes are macrocyclic compounds with high ionophoric selectivity, forming inclusion complexes.
Supercritical fluid chromatography (SFC) is explored for separating calixarenes.
Fluorination enhances calixarene solubility in supercritical CO(2).

Purpose of the Study:

To investigate the separation of calixarenes using SFC.
To enhance calixarene solubility in supercritical CO(2) via fluorination.
To study the supercritical fluid extraction of Fe(III) using functionalized calixarenes.

Main Methods:

Supercritical fluid chromatography (SFC) with CO(2) and methanol/chloroform mobile phase.
Thiol-ene addition reaction for fluorination of calixarenes.
Supercritical fluid extraction (SFE) monitored by UV/Vis and atomic absorption spectrometry.

Main Results:

Separation of tert-butylcalixarenes achieved via SFC.
Fluorinated calix[4]arene derivative shows high solubility (>0.12 mol L(-1)) in supercritical CO(2).
Fe(III) extraction by fluorinated calix[4]arene tetrahydroxamate studied under varying conditions, with complexation confirmed spectroscopically.

Conclusions:

SFC is effective for calixarene separation.
Fluorination significantly improves calixarene solubility in supercritical CO(2).
Functionalized calixarenes are promising ligands for Fe(III) extraction, mimicking siderophore behavior.