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

Polymerization;Polysaccharides;Synthesis;Paper chromatography;Thin-layer chromatography;Gas-liquid chromatography;Hydroxyl groups;Methoxyl groups

Wollwage, Paul C. ; Institute of Paper Science and Technology

University:Georgia Institute of Technology

Department:Institute of Paper Science and Technology

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

Others  :  https://smartech.gatech.edu/bitstream/1853/5729/1/wollwage_pc.pdf

美国|英语

来源: SMARTech Repository

【 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.