Zhongguo youzhi (Jul 2023)
芝麻酚与季铵盐共催化环加成反应 合成植物油基环状碳酸酯Sesamol and quaternary ammonium salt co-catalyzed cycloaddition reaction to synthesize vegetable oil-based cyclic carbonate
Abstract
旨在为植物油基环状碳酸酯产品的制备提供新的研究思路，以环氧大豆油脂肪酸甲酯和二氧化碳为原料，在催化剂季铵盐和氢键供体的作用下，合成植物油基环状碳酸酯。通过单因素实验对植物油基环状碳酸酯的合成条件进行优化，对反应动力学进行了分析，同时对产物植物油基环状碳酸酯进行了红外表征。结果表明：植物油基环状碳酸酯最佳合成条件为以芝麻酚为氢键供体、四丁基溴化铵与芝麻酚物质的量比2∶ 1、四丁基溴化铵用量10%（以原料环氧键物质的量计）、反应温度120 ℃、反应压力1.0 MPa、反应时间10 h，在此条件下植物油基环状碳酸酯的产率达914%；反应动力学分析表明，芝麻酚的加入降低了反应的活化能，有利于植物油基环状碳酸酯的合成；红外光谱表征结果证明成功合成了产物。综上，实现了无溶剂条件下高效合成植物油基环状碳酸酯。 To provide new research ideas for the preparation of vegetable oil-based cyclic carbonate products, epoxidized soybean oil fatty acid methyl ester and carbon dioxide were used as raw materials, and the vegetable oil-based cyclic carbonate was synthesized by catalyzing with quaternary ammonium salt catalyst and hydrogen bond donor. The synthesis conditions of vegetable oil-based cyclic carbonate were optimized by single factor experiment, the reaction kinetic was analyzed, and the product of vegetable oil-based cyclic carbonate was characterized by infrared spectroscopy. The results showed that the optimum conditions for the synthesis of vegetable oil-based cyclic carbonate were as follows: with sesamol as the hydrogen bond donor, molar ratio of tetrabutylammonium bromide to sesamol 2∶ 1, dosage of tetrabutylammonium bromide 10%(on the basis of molar amount of raw material epoxy bond), reaction temperature 120 ℃, reaction pressure 1.0 MPa and reaction time 10 h. Under the the optimum conditions, the yield of vegetable oil-based cyclic carbonate could reach 91.4%. The kinetic analysis of the reaction showed that the addition of sesamol reduced the activation energy of the reaction and facilitated the synthesis of vegetable oil-based cyclic carbonate. The infrared spectroscopy test showed that the target product was successfully synthesized. In summary, the vegetable oil-based cyclic carbonate under solvent-free conditions can be efficiently synthesized.
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