Abstract
Polymeric macrocycles are important as complexation agents in chemistry. The multivalent binding of heteroatoms inside the macrocycle to metals and organic pollutants has gained much interest. A protecting group strategy was applied to synthesise functionalized crown ether based on glucose. The 4,6-position was protected by benzylidene, and arms were introduced on the remaining hydroxyls in 2- and 3-positions. Cyclization was achieved through sodium sulfide in ethanol. The selective cleavage of the benzylidene protecting group left the free hydroxyl group on C-6 position. The propargyl group was introduced and attached the macrocycles to polyvinyl azide by click reaction. The compounds were identified by nuclear magnetic resonance, infrared spectroscopy and mass spectrometry, and the morphology and thermal stability of the polymer were characterized via field-emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, X-ray powder diffraction and differential scanning calorimetry. The removal of metal ions Co, Cd and Pb was performed by atomic absorption spectrometry in different experimental conditions. The results indicated that synthesised crown ether can effectively removal such metals and has highly sufficient recyclability.
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