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合成与评价侧链含吲哚衍生物结构的丙烯酸酯树脂在海洋防污中的应用。

Synthesis and evaluation of acrylate resins suspending indole derivative structure in the side chain for marine antifouling.

机构信息

Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266003, China.

Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266003, China; Open Studio for Marine Corrosion and Protection, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266237, China.

出版信息

Colloids Surf B Biointerfaces. 2019 Dec 1;184:110518. doi: 10.1016/j.colsurfb.2019.110518. Epub 2019 Sep 22.

Abstract

A novel indole derivative (N-(1H-2-phenyl-indole-3-ylmethyl) acrylamide, NPI) synthesized by a Friedel-Crafts alkylation reaction was identified using IR spectroscopy, H NMR, C NMR and elemental analysis. The inhibitory effect of this novel indole derivative on bacteria and marine algae was studied. The results showed that the inhibition ratios of the indole derivative against Escherichia coli and Staphylococcus aureus were 95.93% and 94.91%, respectively, and the indole derivative possessed prominent inhibitory activity against Phaeodactylum tricornutum, Nitzschia Closterium and Skeletonema costatum. These findings indicate that the indole derivative has high biological activity. Subsequently, the indole derivative was introduced to acrylate resins by free-radical polymerization. The resulting acrylate resins were subjected to self-polishing, anti-algal and antifouling test, the results of which indicated that acrylate resins containing the synthesized indole derivative could exhibit significant antifouling properties because of the combination of the biofouling resistance of the indole derivative and the self-polishing properties of acrylate. This work provides an academic foundation for studying environmentally friendly and highly efficient antifouling coatings.

摘要

一种新型吲哚衍生物(N-(1H-2-苯基-吲哚-3-基甲基)丙烯酰胺,NPI)通过傅克烷基化反应合成,通过红外光谱、氢核磁共振谱、碳核磁共振谱和元素分析进行了鉴定。研究了该新型吲哚衍生物对细菌和海洋藻类的抑制作用。结果表明,该吲哚衍生物对大肠杆菌和金黄色葡萄球菌的抑制率分别为 95.93%和 94.91%,对三角褐指藻、菱形藻和中肋骨条藻具有显著的抑制活性。这些发现表明该吲哚衍生物具有高生物活性。随后,吲哚衍生物通过自由基聚合引入到丙烯酸酯树脂中。对所得的丙烯酸酯树脂进行自抛光、抗藻和防污测试,结果表明,由于吲哚衍生物的抗生物污损性和丙烯酸酯的自抛光性的结合,含有合成的吲哚衍生物的丙烯酸酯树脂可以表现出显著的防污性能。这项工作为研究环保高效的防污涂料提供了学术基础。

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