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首页> 外文期刊>Journal of the Chemical Society, Perkin Transactions 1 >Influence of preparation procedure on polymer composition: synthesis and characterisation of polymethacrylates bearing β-D-glucopyranoside and β-D-galactopyranoside residues
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Influence of preparation procedure on polymer composition: synthesis and characterisation of polymethacrylates bearing β-D-glucopyranoside and β-D-galactopyranoside residues

机译：制备方法对聚合物组成的影响：带有β-D-吡喃葡萄糖苷和β-D-吡喃半乳糖苷残基的聚甲基丙烯酸酯的合成与表征

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摘要

Methacrylate derivatives bearing β--glucopyranoside and β--galactopyranoside residues are synthesised bynglycosylation of 2-hydroxyethyl methacrylate (HEMA) with 2,3,4,6-tetra-O-acetyl-α--glucopyranosyl bromidenand 2,3,4,6-tetra-O-acetyl-α--galactopyranosyl bromide, respectively. β-Selectivity in the glycosylation reactionsnis ensured by neighbouring-group participation of acetyl groups at O-2 in the glycosyl donors. 2-(2u0001,3u0001,4u0001,6u0001-tetra-nO-acetyl-β--glucosyloxy)ethyl methacrylate (AcGlcEMA, 1a) was obtained as a crystalline solid and its crystalnstructure was determined by single-crystal X-ray diffraction. Deprotected polymers are synthesised in two parallelnways; either polymerisation of the protected monomers and subsequent deacetylation of the resulting polymers, ornpolymerisation of the previously deprotected monomers. The number- and weight-average relative molecular massesnof both the protected and deprotected polymers are determined by size exclusion chromatography (SEC). Absolutenmolecular masses are obtained using the previously estimated refractive-index increments, dn/dc. It is found thatnpolymerisation of deprotected monomers leads to polymers of well-defined composition, in contrast to thendeacetylation of protected polymers.
机译：带有β-2--吡喃葡萄糖苷和β--吡喃半乳糖苷残基的甲基丙烯酸酯衍生物是通过甲基丙烯酸2-羟乙酯（HEMA）与2,3,4,6-四-O-乙酰基-α--吡喃葡糖基溴化亚胺和2,3的糖基化反应合成的分别是，4，6-四-O-乙酰基-α--吡喃半乳糖基溴化物。通过糖基供体中O-2上乙酰基的相邻基团参与，可以确保糖基化反应中的β-选择性。获得作为结晶固体的2-（2u0001，3u0001，4u0001，6u0001-四-nO-乙酰基-β-β-葡糖氧基）乙基甲基丙烯酸酯（AcGlcEMA，1a），并通过单晶X射线衍射确定其晶体结构。脱保护的聚合物是通过两个平行途径合成的。被保护的单体的聚合和所得聚合物的后续脱乙酰基，或先前被脱保护的单体的正聚合。通过尺寸排阻色谱法（SEC）确定受保护和脱保护的聚合物的数均和重均相对分子质量。使用先前估计的折射率增量dn / dc获得绝对分子质量。发现与被保护的聚合物的脱乙酰作用相反，脱保护的单体的聚合作用导致组成明确的聚合物。

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