Highly Efficient Silica-Supported Peroxycarboxylic Acid for the Epoxidation of Unsaturated Fatty Acid Methyl Esters and Vegetable Oils

Highly Efficient Silica-Supported Peroxycarboxylic Acid for the Epoxidation of Unsaturated Fatty Acid Methyl Esters and Vegetable Oils
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DOI:
10.1021/acssuschemeng.6b00604
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发表时间:
2016-06
影响因子:
8.4
通讯作者:
M. Yao;Yao Huang;Xun Niu;H. Pan
M. Yao;Yao Huang;Xun Niu;H. Pan
中科院分区:
化学1区
文献类型:
--
作者:
M. Yao;Yao Huang;Xun Niu;H. Pan

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成功地制备了二氧化硅负载的过氧羧酸氧化剂2-过羧乙基二氧化硅(SiO_2@(CH2)_2COOOH),并将其用于脂肪酸甲酯和植物油的环氧化反应。在不同条件下制备的氧化剂中,C-SiO_2@(CH2)_2COOOH(TEOS:CTES=2:1)具有最高的比表面积、孔体积和过氧化值。它对环氧化反应也表现出最高的活性。对于亚油酸甲酯,在室温下,环氧化产物的产率为92.76%。其他具有1和3个双键的不饱和FAME也有效地转化为它们的环氧化物。此外,该氧化剂还成功地应用于植物油、橄榄油和亚麻籽油的环氧化反应,并在常温下获得了较高的产品收率。最后,使用过的氧化剂通过简单的过氧化氢氧化过程进行再生,并循环使用至少5次,反应活性没有太大下降。
A silica-supported peroxycarboxylic acid oxidant, 2-percarboxyethyl silica (SiO2@(CH2)2COOOH), was successfully prepared and used for the epoxidation of fatty acid methyl esters (FAMEs) and vegetable oils. Among the oxidants prepared under different conditions, C-SiO2@(CH2)2COOOH (TEOS:CTES = 2:1) had the highest surface area, pore volume, and peroxide value. It also exhibited the highest activity for the epoxidation reactions. For methyl linoleate, 92.76% yield of epoxidized product was obtained at room temperature. Other unsaturated FAMEs with 1 and 3 double bonds were also efficiently converted to their epoxides. Moreover, the oxidant was also successfully applied to the epoxidation of vegetable oils, olive oil, and linseed oil with high product yield at room temperature. Finally, the used oxidant was regenerated through a simple oxidation process with H2O2 and recycled at least 5 times without much drop in the reactivity.