Self-polishing antifouling coatings based on benzamide derivatives containing capsaicin

Xuan Wang; Zhenxia Liu; Xiaohui Jiang; Liangmin Yu

doi:10.1016/j.marpolbul.2022.113844

Self-polishing antifouling coatings based on benzamide derivatives containing capsaicin

Mar Pollut Bull. 2022 Aug:181:113844. doi: 10.1016/j.marpolbul.2022.113844. Epub 2022 Jun 22.

Authors

Xuan Wang¹, Zhenxia Liu¹, Xiaohui Jiang², Liangmin Yu³

Affiliations

¹ Frontiers Science Center for Deep Ocean Multispheres and Earth System, Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266100, China.
² Frontiers Science Center for Deep Ocean Multispheres and Earth System, Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266100, China; Open Studio for Marine Corrosion and Protection, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266100, China. Electronic address: jiangxiaohui123457@163.com.
³ Frontiers Science Center for Deep Ocean Multispheres and Earth System, Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, Ocean University of China, Qingdao 266100, China; Open Studio for Marine Corrosion and Protection, Pilot National Laboratory for Marine Science and Technology (Qingdao), Qingdao 266100, China; Sanya Oceanographic Institution, Ocean University of China, Sanya 572024, China. Electronic address: yuyan@ouc.edu.cn.

PMID: 35749980
DOI: 10.1016/j.marpolbul.2022.113844

Abstract

In this study, N-hydroxymethylbenzamide was alkylated with various aromatic compounds to obtain five novel benzamide derivatives containing capsaicin (BDCC), and the BDCC were incorporated into coatings as auxiliary agents. The relationships between properties and structures were discussed based on experimental and theoretical results. The theoretical results showed the optimized configurations of BDCC and confirmed that the benzene ring, phenolic hydroxyl, ester and amide groups were active sites. Experimental results indicated that the antimicrobial and antifouling effects of compounds b1, b2 and b3 were better than those of chlorothalonil, their MIC and MBC values were no more than 64 and 512 μg·mL^-1, and their test panels were covered only with small amounts of dirt and biofilms; they worked well as green antifouling additives. The experimental and theoretical results showed that BDCC and BDCC antifouling coatings were effective and eco-friendly.

Keywords: Antifouling coating; Capsaicin; Environmentally friendly; Quantum chemistry calculation.

MeSH terms

Anti-Bacterial Agents / pharmacology
Benzamides
Biofilms
Biofouling* / prevention & control
Capsaicin / pharmacology

Substances

Anti-Bacterial Agents
Benzamides
Capsaicin