含辣素衍生结构单体及其聚合物的合成、抑菌与抑藻性能

摘要

以取代芳烃和N-羟甲基丙烯酰胺为原料,采用傅克烷基化反应合成了四种含辣素衍生结构单体:4-羟基-2-甲基-5-甲硫基苄基丙烯酰胺(A)、2-羟基-4-丙烯酰胺甲基-5-甲硫基-6-甲基苄基丙烯酰胺(B)、3-丙烯酰胺甲基-2-羟基苯甲酰胺(C)和1-丙烯酰胺甲基-2-萘酚(D),并通过红外光谱(IR)和核磁氢谱(1H NMR)对其结构进行了表征.抑菌实验结果表明化合物D对两种受试菌(金黄色葡萄球菌和大肠杆菌)的抑制活性最高,最小抑菌浓度均可达到0.187 5 mg/mL,且D对两种受试藻(三角褐指藻和新月菱形藻)的抑制活性也最高.以四种化合物为功能单体合成出树脂,树脂对受试藻均具有较高的抑制活性,含化合物D的树脂的抑制活性最高,72 h后抑制率均可达到50％以上.%Four compounds (4-hydroxy-2-methyl-5-methylthio benzyl acrylamide (A),2-hydroxy-4-acrylamide methyl-5-methylthio-6-methyl benzyl acrylamide (B),3-acrylamide methyl-2-hydroxy benzamide (C),1-acrylamide methyl-2-naphthol (D))containing capsaicin moieties were synthesized with substituted aromatic and N-methylol acrylamide by Friedel-Crafts alkylation reaction,and their structures were characterized by infrared spectroscopy (IR) and hydrogen nuclear magnetic spectra (1H NMR).The results of antibacterial test showed that the best inhibitory activity can be observed on Staphylococcus aureus and Escherichia coli with compound D,reaching the minimum inhibitory concentration (MIC) of 0.187 5 mg/mL.Moreover,the inhibitory activity of D on the two tested algae performed the best.The resins synthesized with four compounds as functional monomers were verified to have great inhibitory activity on tested algae.Besides,the best inhibitory activity is obtained on resin comprised of compound D,which has the inhibition rate of over 50％ after 72 h.