超声-微波法合成亚油酸β-谷甾醇酯

Ultrasound and Microwave-Assisted Synthesis of Linoleyl β-Sitosterol

运用超声和微波联用的方法合成亚油酸β-谷甾醇酯,并对所得产物进行定性定量分析。通过单因素试验和正交试验考察酸醇物质的量比、每次微波加热时间、微波加热次数和每次间隔超声时间对合成亚油酸β-谷甾醇酯的酯化率的影响,优化亚油酸β-谷甾醇酯的合成工艺,利用高效液相色谱、红外光谱、元素分析以及核磁共振对产物进行分析并对目的产物的油溶性进行研究。结果表明:超声-微波法合成亚油酸β-谷甾醇酯的最佳工艺条件为酸醇物质的量比2.2∶1,每次微波加热时间5 min,微波加热次数4次,每次间隔超声90 s,酯化率可达89.56%;分析鉴定结果表明所合成的物质为亚油酸β-谷甾醇酯,且纯度为98.36%。油溶性实验表明亚油酸β-谷甾醇酯在不同温度下(-5、4、25、40℃)于茶籽油中的溶解度是相同条件下β-谷甾醇的25倍以上。

Linoleylβ-sitosterol was synthesized by sequential microwave and ultrasonic treatment.Qualitative and quantitative analysis of the synthetic product was carried out.Single factor and orthogonal array design experiments were conducted to examine the effect of molar ratio of acid to alcohol,microwave heating time,number of microwave heating cycles and ultrasound irradiation time on the esterification rate in order to optimize the four conditions.The synthetic product was purified by solvent extraction and was analyzed by high performance liquid chromatography(HPLC),infrared spectroscopy,an element analyzer and nuclear magnetic resonance(NMR),and its oil solubility was studied.The results showed that the optimum conditions were as follows:molar ratio of acid to alcohol 2.2:1,microwave heating time 5 min,and 4 microwave heating cycles with 90 s ultrasonic irradiation apart,giving an esterification rate of up to 89.56%.The synthesized substance was identified as linoleylβ-sitosterol with a purity of up to 98.36%.The solubility of the linoleylβ-sitosterol in tea seed oil at different temperatures(-5,4,25 and 40℃)was more than 25 times higher than that ofβ-sitosterol under the same conditions.