Novel Approaches to Glycopolymer Syntheses from the Viewpoint of Polymerization Chemistry

J. Kadokawa; H. Tagaya; K. Chiba

doi:10.1055/s-1999-3172

Synlett 1999; 1999(12): 1845-1856
DOI: 10.1055/s-1999-3172

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Novel Approaches to Glycopolymer Syntheses from the Viewpoint of Polymerization Chemistry

J. Kadokawa^* , H. Tagaya, K. Chiba

^*Department of Materials Science & Engineering, Faculty of Engineering, Yamagata University, Yonezawa 992-8510, Japan; Fax 8 12 38 26 34 13; E-mail: tj321@dip.yz.yamagata-u.ac.jp

Abstract

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The new approaches to glycopolymer syntheses are introduced from the viewpoint of classification into the general polymerization reactions, i.e., polyaddition, polycondensation, and radical polymerization. The ring-opening polyaddition of sugar oxazoline monomers having the hydroxy group gave stereoregular aminopolysaccharides. Hydroxy-terminated oligodihexanoylchitin was prepared and its block copolyaddition with the other hydroxy terminated polymer or oligomer was carried out using diisocyanate as a coupling reagent. The direct polycondensation of d-glucosamine derivatives using the appropriate condensing agents proceeded at a primary hydroxy group of position 6 regioselectively. Furthermore, spontaneous polycondensation of aminosaccharide monomers gave new aminopolysaccharides having unique structures. Radical alternating copolymerization of 1,2-dideoxysaccharide with maleic anhydride took place using AIBN initiator.

glycopolymer - saccharide monomer - polyaddition - polycondensation - radical polymerization

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