松香烯丙醇酯的合成研究
Synthesis of Rosin Allyl Alcohol Ester
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摘要: 探索了一种两步合成松香烯丙醇酯的新方法,即先以烯丙醇和对甲苯磺酰氯为原料,以NaOH为催化剂,通过O-酰化反应合成中间体对甲苯磺酸烯丙醇酯,再与松香纳皂发生亲核取代反应合成目标产物松香烯丙醇酯.通过单因素试验,得出合成中间体对甲苯磺酸烯丙醇酯的最佳工艺条件为:n(烯丙醇):n(对甲苯磺酰氯)为3:1,反应温度0℃,反应时间3 h,产率达89.5%;合成目标产物松香烯丙醇酯的最佳工艺条件为:n(松香钠):n(对甲苯磺酸烯丙醇酯)为1.3:1,反应温度40℃,反应时间2 h,产率达75.4%.利用TLC、IR和GC-MS对目标产物进行了分析和表征.试验表明,该法具有反应时间短、反应温度低的优点,能很好地避免原料因高温而发生的副反应.Abstract: A new method for synthesizing rosin allyl alcohol ester was studied. p-Toluenesulfonic acid allyl alcohol ester was first synthesized by O-acylation of allyl alcohol with p-toluene sulfonyl chloride,using NaOH as catalyst. Then rosin allyl alcohol ester was synthesized from sodium resinate and p-toluenesulfonic acid allyl alcohol ester. By single factor experimentation, the optimal conditions for the synthesis of p-toluenesulfonic acid allyl alcohol ester were obtained as follows:n(allyl alcohol):n(p-toluene sulfonyl chloride) 3:1, reaction temperature 0℃, reaction time 3 h and the yield amounted to 89.5%. The optimal conditions for the synthesis of rosin allyl alcohol ester were found to be as follows:n(sodium resinate):n(p-toluenesulfonic acid allyl alcohol ester )1.3:1, reaction temperature 40℃, reaction time 2 h and the yield was up to 75.4%. Rosin allyl alcohol ester was analyzed and characterized by TLC, IR and GC-MS. From the experiment results it can be concluded that this new method has the advantages of short reaction time, low reaction temperature, no side-reaction due to high temperature.