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含3-氧代-N-烯丙基-1,2-苯并异噻唑-3(2H)-甲酰胺单体的丙烯酸酯共聚物作为海洋防污涂料的合成及生物活性

Synthesis and Biological Activity of Acrylate Copolymers Containing 3-Oxo-N-allyl-1,2-benzisothiazole-3(2H)-carboxamide Monomer as a Marine Antifouling Coating.

作者信息

Wang Xuemei, Dong Miao, Meng Zhiping, Chen Junhua, Yang Jianxin, Wang Xianghui

机构信息

Key Laboratory of Green Catalysis and Reaction Engineering of Haikou, College of Science, Hainan University, Haikou, 570228, P. R. China.

Hainan Provincial Fine Chemical Engineering Research Center, Hainan University, Haikou, 570228, P. R. China.

出版信息

ChemistryOpen. 2021 May;10(5):523-533. doi: 10.1002/open.202000273. Epub 2021 Feb 25.

Abstract

A type of grafted acrylate copolymer resins, containing 3-oxo-N-allyl-1,2-benzisothiazole-2(3H)-carboxamide monomer and heterocyclic monomers, was synthesized through the copolymeri- zation of methyl methacrylate (MMA) and butyl acrylate (BA) with functional monomers. The structures of the monomers and copolymers were validated by infrared (IR) and H nuclear magnetic resonance (NMR) spectroscopies. The inhibitory activities of the copolymers on algae, bacteria, and barnacle larvae were measured, and the antifouling potencies against marine macrofouling organisms were investigated. The results showed that the grafted resin had significant inhibitory effects on the growth of three marine algae (Isochrysis galbana, Nannochloropsisoculata, and Chlorella pyrenoidosa), and three bacteria (Vibrio coralliilyticus, Staphylococcus aureus,and Vibrio parahaemolyticus). The target copolymers also showed excellent inhibition of the survival of barnacle larvae. Additionally, the release rate of the antifoulant and the results of the marine field tests indicated that the grafted copolymers had outstanding antifouling potency against the attachment of marine macrofouling organisms.

摘要

一种接枝丙烯酸酯共聚物树脂,含有3-氧代-N-烯丙基-1,2-苯并异噻唑-2(3H)-羧酰胺单体和杂环单体,通过甲基丙烯酸甲酯(MMA)、丙烯酸丁酯(BA)与功能单体的共聚反应合成。单体和共聚物的结构通过红外(IR)光谱和氢核磁共振(NMR)光谱进行了验证。测定了共聚物对藻类、细菌和藤壶幼虫的抑制活性,并研究了其对海洋大型污损生物的防污效力。结果表明,接枝树脂对三种海洋藻类(等鞭金藻、微拟球藻和蛋白核小球藻)和三种细菌(溶珊瑚弧菌、金黄色葡萄球菌和副溶血性弧菌)的生长具有显著抑制作用。目标共聚物对藤壶幼虫的存活也表现出优异的抑制作用。此外,防污剂的释放速率和海洋现场测试结果表明,接枝共聚物对海洋大型污损生物的附着具有出色的防污效力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f94f/8095297/07fde290adbc/OPEN-10-523-g003.jpg

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