Abstract
A silica-bound C-butylpyrogallol[4]arene chromatographic stationary phase was prepared and characterised by thermogravimetric analysis, scanning electron microscopy, NMR and mass spectrometry. The chromatographic performance was investigated by using C60 and C70 fullerenes in reverse phase mode via flash column and high-pressure liquid chromatography (HPLC). The resulting new stationary phase was observed to demonstrate size-selective molecular recognition as postulated from our in-silico studies. The silica-bound C-butylpyrogallol[4]arene flash and HPLC stationary phases were able to separate a C60- and C70-fullerene mixture more effectively than an RP-C18 stationary phase. The presence of toluene in the mobile phase plays a significant role in achieving symmetrical peaks in flash column chromatography.
Highlights
We describe the synthesis of the supramolecular cavitand C-bromobutylpyrogallol[4]arene 2 from C-hydroxybutylpyrogallol[4]arene 1, which itself is synthesised via previously reported microwave irradiation in high yields [33]
Second is the alkyl groups that radiate from the spheroidal assembly, which range in length from ethyl to undecyl [34,35]
[4]arene stationary phase 3b, we have studied the separation of mixtures of C60 and C70-fullerenes using the same chromatographic conditions
Summary
Publisher’s Note: MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. Since the discovery of fullerenes in 1985 [1,2], there has been an ever increasing scientific and industrial interest in fullerenes due to their remarkable electronic and optoelectronic properties, charge transfer ability, efficient singlet oxygen sensitising ability, strong electron acceptor character, and superconductivity upon doping with alkali metals
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