Synthesis of a Novel Mono-(6-N-allylamino-6-deoxy)-β-cyclodextrin Functional Monomer

摘要

β-cyclodextrin (β-CD) is a kind of cyclic oligosaccharide with a unit of D-glucopyranose. It shows good molecular recognition ability for its unique physical and chemical properties and suitable cavity structure. It also is an important supermolecule. It is easy to be derived to get a variety of functional monomers which could be used for chromatographic solid phases and molecularly imprinted polymers. A novel mono-(6-N-allylamino-6-deoxy)-β-CD was synthesized by using mono-(6-p-toluenesulfonyl)-β-cyclodextrin (6-OTs-β-CD) and allylamine as reactants in the solvent of allylamine. The reaction conditions, such as reaction temperature, molar ratio of reactants and reaction time, were optimized. And the yield of 83.9% could be obtained based on the optimized conditions. The product was characterized by FT-IR, MS and 1HNMR. The characterization results further confirmed that the target product of mono-(6-N-allylamino-6-deoxy)- β-CD was successfully synthesized. The product was a novel functional monomer. It could be used for the preparation of polymers for further adsorption study.