反丁烯二酸单糠醇酯钠的合成及抗菌活性

Synthesis and Antimicrobial Activity of Mono-Furfuryl Sodium Fumarate

合成了一种具有α,β-不饱和羰基结构的新型水溶性防腐剂反丁烯二酸单糠醇酯钠,并对其抗菌活性进行了研究,确定合成工艺条件如下:顺丁烯二酸酐与糠醇等摩尔比混合,于90℃反应2.5 h实现糠酯化,然后加入无水三氯化铝在90℃反应4 h后得单糠醇酯,过量的单糠醇酯再与碳酸钠溶液煮沸反应得产物.抗菌活性试验表明,反丁烯二酸单糠醇酯钠对常见细菌和霉菌的抑制作用较强,相比而言对酵母的抑制作用稍弱.另外,它可以有效抑制牛奶酸败混合微生物,使其需较长时间才能到达生长适应期,同时可降低微生物的生长量,且效果优于苯甲酸钠.

A new water-soluble preservative with α, β-unsaturated carbonyl groups, namely mono-furfuryl sodium fumarate, was synthesized, whose antimicrobial activity was also investigated. During the synthesis, mono-furfuryl maleic ester was first prepared by the esterification of maleic anhydride and furfuryl alcohol with the same molar of substance at 90 ℃ for 2.5 h. Then, aluminum chloride anhydrous was added and mono-furfuryl fumarate was prepared by the reaction at 90 ℃ for 4 h. The product was finally obtained by the reaction of excessive mono-furfuryl fumarate with sodium carbonate solution in boiling condition. The results of antimicrobial study show that the inhibition from the growth of common bacteria and mold by mono-furfuryl sodium fumarate is remarkably strong but is rel- atively weaker to yeast. Moreover, mono-furfuryl sodium fumarate can effectively prolong the adaptive phase of milk spoilage bacteria and decrease the growth quantity, with an effect better than sodium benzoate.