三甘醇双[3-(3′,5′-二叔丁基-4′-羟基苯基)丙酸]酯的合成与表征

Synthesis and Characterization of Triethylene Glycol Bis[3-(3′,5′-di-tert-butyl-4′-hydroxyphenyl)] Propionate

以3-(3′,5′-二叔丁基-4′-羟基苯基)丙酸甲酯和三甘醇为原料,有机锡为催化剂,通过酯交换法在甲苯作溶剂的条件下合成了三甘醇双[3-(3′,5′-二叔丁基-4′-羟基苯基)丙酸]酯。通过实验考察了反应温度、催化剂及催化剂用量、反应时间及物料配比等因素对反应的影响。结果表明,最佳反应条件为:反应温度120～125℃,催化剂为有机锡,催化剂用量0.25g,反应时间3.5h,3-(3′,5′-二叔丁基-4′-羟基苯基)丙酸甲酯与三甘醇物质的量比为2.10∶1,在此条件下,产物收率在94%以上,产品熔点为106～107℃,通过元素分析、红外光谱分析、核磁氢谱对产品结构进行了表征。

Triethylene glycol bis[3-(3′,5′-di-tert-butyl-4′-hydroxyphenyl)] propionate is prepared with methyl-3-[3′,5′-di-tert-buty-4′-hydroxyphenyl] propionate and triethylene glycol as raw materials, organic tin as catalyst and under the trans-esterification reaction with toluene as solvent. The influences of temperature, time, catalyst and quantity of catalyst used, and molar ratio of raw materials on the yield of the product are studied through experimental test. The result shows that, the optimal conditions are as follows : reaction temperature 120～125℃; catalyst used tin and quantity 0.25g; reaction time 3.5h; molar ratio of methyl-3-[3′,5′-di-tert-butyl-4′-hydroxyphenyl] propionate to triethylene glycol 2.10∶1. The yield of the product under this condition is over 94% with melting point of the product 106～107℃. Elemental analysis, IR and ~1 HNMR characterized the structure of the product.