Abstract The commercially feasible heterogeneous sulfoethylation of chitosan with sodium vinyl sulfonate (NaVS) in the presence of sodium hydroxide and isopropanol as slurry medium yields an O-selective reaction. The total degree of substitution (DS) in the range from 0.1 to 0.5 could be controlled by the molar ratio of NaVS per repeating unit and the concentration of the aqueous NaOH. It turned out that the conversion with NaVS was more efficient compared to the reaction with sodium 2-bromoethylsulfonate under slightly acidic conditions, however, a N-selective sulfoethylation could be realized. Both types of selectively functionalized sulfoethyl chitosans (SECh) were characterized by means of 13C NMR spectroscopy and they possess different pH depending solubility.

中文翻译：

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多糖的结构设计——壳聚糖的化学选择性磺乙基化

摘要 在氢氧化钠和异丙醇作为浆液介质存在下，用乙烯基磺酸钠 (NaVS) 对壳聚糖进行商业上可行的多相磺乙基化反应，产生 O 选择性反应。总取代度 (DS) 在 0.1 到 0.5 的范围内可以通过每个重复单元的 NaVS 摩尔比和 NaOH 水溶液的浓度来控制。结果表明，与在弱酸性条件下与 2-溴乙基磺酸钠的反应相比，NaVS 的转化效率更高，但是，可以实现 N-选择性磺乙基化。两种类型的选择性官能化磺乙基壳聚糖 (SECh) 均通过 13C NMR 光谱进行表征，它们具有不同的 pH 值，取决于溶解度。