Synthesis and acid-catalyzed polymerization of 1,6-anhydro-beta-D-glucopyranose derivatives.

[摘要] The protic acid-catalyzed polymerization of 1,6-anhydro-6-D-glucopyranose (I)was first reported one-half century ago; however, the mechanism of this reactionhas not been resolved and is the topic under investigation in this thesis. In anattempt to resolve this mechanism, a number of 1,6-anhydrides structurally relatedto 1,6-anhydro-B-D-glucopyranose (I) were prepared and polymerized. The C-2, C-3,or C-4 hydroxyl group was either specifically blocked, replaced by a hydrogen atomor positioned different sterically. The relative rates of disappearance of monomerin the polymerization reaction were measured and this information used to proposea reaction mechanism.

[发布机构] University:Georgia Institute of Technology;Department:Institute of Paper Science and Technology

[效力级别] Polysaccharides

[关键词] Polymerization;Polysaccharides;Synthesis;Paper chromatography;Thin-layer chromatography;Gas-liquid chromatography;Hydroxyl groups;Methoxyl groups