Gao Bao-jiao
2010
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Journal
Chinese Journal of Synthetic Chemistry
Abstract
Dibenzo-18-crown-6(1) was chloromethylated to chloromethylated crown ether(2) using 1,4-bis(chloromethoxy)butane as the chloromethylation reagent in the presence of Lewis acid catalyst.The structure of 2 was characterized by 1H NMR,13C NMR,IR and MS. The immobilization of 2 on crosslinked polyvinyl alcohol(CPVA) microspheres was realized by nucleophilic substitution between the chloromethyl groups of 2 and the hydroxyl groups of CPVA microspheres,resulting in functional microspheres 3.The experimental results showed that the chloromethylation reaction of 1 was easy to be conducted,and the product of symmetrical disubstitution on each benzene ring was obtained,namely,2 was a symmetrical tetra-substituted chloromethylation product.Via the nucleophilic substitution reaction of the chloromethyl groups of 2 with the hydroxyl groups of CPVA microspheres,1 can be easily immobilized on the surface of CPVA microspheres.