化工新型材料

化工新型材料 ›› 2021, Vol. 49 ›› Issue (1) : 121-125. DOI: 10.19817/j.cnki.issn 1006-3536.2021.01.027

新材料与新技术

苯并异噻唑啉酮功能化的丙烯酸树脂的合成及生物活性研究

^1,4

^1,3

^1,2,3*

作者信息 +

Synthesis and bioactivity of benzoisothiazolin-3-one functionalized acrylic resin

Wang Xuemei^1,4, Dong Miao^1,4, Lu Lingbin¹, Chen Junhua^1,3, Yang Jianxin^1,2,3

Author information +

文章历史 +

Received		Published
2019-09-19		2021-01-20
Issue Date	Revised Date
2021-01-27	2019-09-19

PDF

摘要

以苯并异噻唑啉酮(BIT)、N-甲基烯丙基胺和三光气为原料,设计合成N-烯丙基-N-甲基取代的苯并异噻唑啉-3-酮甲酰胺单体;然后与甲基丙烯酸甲脂、丙烯酸丁酯等进行共聚反应,得到BIT功能化的丙烯酸树脂共聚物。活性测试结果表明,该类树脂对藻类及菌类的生长均有明显抑制作用。抑藻性能测试发现,共聚物对球等鞭金藻的抑制作用最强,对蛋白核小球藻最弱。抑菌性能测试发现,共聚物对金黄色葡萄球菌的抑制作用最强,对副溶血性弧菌最弱。

Abstract

Monomer N-allyl-N-methyl substituted benzisothiazolin-3-one carboxamide was designed and synthetised with BIT,N-allylmethylamine and triphosgene as raw materials,and the monomer was combined with n-butyl acrylate and methyl methacrylate for the synthesis of BIT functionalized acrylic resin copolymer.The structures of the copolymer were identified by means of IR and ¹H-NMR,and determined the bioactivities.the results of the algal inhibition shown that the resin had obvious inhibitory effect on the growth of algae and bacteria,the inhibition effect of Isochrysis galbana was the strongest,and Chlorella pyrenoidosa was the weakest.As to antibacterial activities test,the copolymer had the strongest inhibitory effect on Staphylococcus aureus,the Vibrio Parahemolyticus was the weakest.

关键词

苯并异噻唑啉-3-酮 / 共聚反应 / 丙烯酸树脂 / 生物活性

Key words

benzoisothiazolin-3-one / copolymerization / acrylic resin / bioactivity

引用本文

引用格式 ▾

苯并异噻唑啉酮功能化的丙烯酸树脂的合成及生物活性研究[J]. 化工新型材料, 2021, 49(1): 121-125 DOI:10.19817/j.cnki.issn 1006-3536.2021.01.027

登录浏览全文

4963

注册一个新账户忘记密码

参考文献

原文顺序 | 出版日期 | 本文引用

[1] Ni G J,Wen Y.Development in marine resources development technology and China's strategic focus[J].Ocean Technology,2009,28(1):133-136.
[2] Liu J Y.Status of marine biodiversity of the China seas[J].Plos One,2013,8(1):e50719-e50719.
[3] Bressy C,Margaillan A,Faÿ F,et al.18-Tin-free self-polishing marine antifouling coatings[J].Advances in Marine Antifouling Coatings & Technologies,2009,40(1):445-491.
[4] Xu J W,Yu L M,Li X,et al.Development of self-polishing antifouling coating and evaluation approaches[J].Paint & Coatings Industry,2011,41(12):62-66.
[5] Chen R R,Li Y K,Tang L,et al.Synthesis of zinc-based acrylate copolymers and their marine antifouling application[J].RSC Advances,2017,7(63):40020-40027.
[6] Lejars,Marlène,Margaillan,André,Bressy C.Fouling release coatings:a nontoxic alternative to biocidal antifouling coatings[J].Chemical Reviews,2012,112(8):4347-4390.
[7] 付忠叶,于良民.1,2-苯并-异噻唑啉-3-酮与锌(Ⅱ)、铜(Ⅱ)配合物的合成及其抑菌性[J].精细化工,2012,29(7):641-645.
[8] 杨勋.自抛光防污涂料用水性丙烯酸锌树脂的研究[D].大连:大连海事大学,2016.
[9] 吴星,王虹,邹竞.海洋生物污损及环境友好型船舶防污涂料的研究进展[J].化工新型材料,2014,42(1):1-3.
[10] Qian P Y,Li Z R,Xu Y,et al.Mini-review:marine natural products and their synthetic analogs as antifouling compounds:2009—2014[J].Biofouling,2014,31(1):101-122.
[11] Hellio C,Yebra D.Advances in marine antifouling coatings and technologies[J].Woodhead Publishing,2009:422-442.
[12] Fu Y,Du H,Chen Z J,et al.Preparation and performance of new antifouling resins containing BIT group[J].Journal of Adhesion Science and Technology,2019,33(2):93-109.
[13] Banerjee I,Pangule R C,Kane R S.Antifouling coatings:recent developments in the design of surfaces that prevent fouling by proteins,bacteria,and marine organisms[J].Advanced Materials,2011,23(6):690-718.
[14] 王向辉,尹学琼,冯文,等.N-取代苯基-2-(苯并异噻唑啉-3-酮-2-基)甲酰胺的合成及抑菌活性[J].农药学学报,2012,14(2):225-228.
[15] 周永欣,章宗涉.水生生物毒性试验方法[M].北京:农业出版社,1989:109-143.
[16] 郑洪辉,王向辉,杨建新,等.苯并异噻唑啉酮类化合物的生物活性研究[J].生物学杂志,2011,28(4):7-9.
[17] 蔡卓平,段舜山,朱红惠.光密度法与计数法测定3种能源微藻细胞生长的相关性及其验证[J].南方农业学报,2012,43(10):1480-1484.
[18] 张晓春,于良民,姜晓辉.含辣素衍生结构单体及其聚合物的合成、抑菌与抑藻性能[J].材料导报,2018,32(1):193-197.
[19] 刘芝兰,李宇,刘颋,等.细菌生物膜培养及评估方法[J].中国消毒学杂志,2011(3):309-311.
[20] 鲁文茹,刘广锋,郭志勋,等.金银花、连翘对溶珊瑚弧菌及其生物膜活性的影响[J].广东药学院学报,2014,30(3):297-300.
[21] Wang B,Wu Z,Zhang D,et al.Antibacterial silicylacrylate copolymer emulsion for antifouling coatings[J].Progress in Organic Coatings,2018,118:122-128.