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落叶松阿拉伯半乳聚糖十六烷基醚的合成

SYNTHESIS OF HEXADECYL ETHER OF ARABINOGALACTAN FROM LARIX GMEINI RUPR.

  • 摘要: 以氯代十六烷和兴安落叶松提取的阿拉伯半乳聚糖(AG)为反应物,二甲亚砜为溶剂,氢氧化钠为催化剂,通过威廉森合成法制得阿拉伯半乳聚糖十六烷基醚(HEAG),探讨了时间、温度和氯代十六烷与AG的反应物配比对合成反应的影响.实验结果表明,合成时间30 min、温度25℃和反应物配比为0.3:1(mL:g)时,HEAG平均取代度为0.212 mmol/g,产率为65.56%.经表面张力和脂溶性的测试,表明HEAG的脂溶性比AG高,在非极性溶剂正己烷和石油醚中的溶解度分别增加了30.66%和21.95%;在极性较大的溶剂氯仿和水中溶解度分别降低了60.90%和44.24%.在水中HEAG溶解度为6.70 g.

     

    Abstract: Hexadecyl ether of arabinogalactan (HEAG) was synthesized by Williamson reaction, using chlorohexadecane and arabinogalactan (AG) extracted from Larix gmeini Rupr. wood as reagents, dimethylsulfoxide as solvent, and sodium hydroxide as catalyst. The influences of time, temperature and the ratio of chlorohexadecane to AG were discussed. The results obtained showed that average substitution degree of HEAG was 0.212 mmol/g and the yield was 65.56%, under the conditions of reaction time 30 min, temperature 25℃, and reagent ratio 0.3:1(mL:g). Determinations of surface tension and lipophilicity indicated that the lipophilicity of HEAG was better than that of AG, with an increase of solubility at 30.66% and 21.95% in hexane and petroleum ether respectively, while a decrease of 60.90% and 44.24% in chloroform and water respectively. The solubility of HEAG is 6.70 grams in 100 g water.

     

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