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

• Published in: Colloids and surfaces, B, Biointerfaces B, Biointerfaces, 2019-12, Vol.184, p.110518-110518, Article 110518
• Main Authors: Feng, Kang, Ni, Chunhua, Yu, Liangmin, Zhou, Wenjun, Li, Xia
• Format: Article
• Language: English
• Subjects: Acrylate resins; Acrylates - chemical synthesis; Acrylates - chemistry; Acrylates - pharmacology; Anti-algal; Anti-Bacterial Agents - chemical synthesis; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - pharmacology; Antibacterial; Antifouling; Biofouling - prevention & control; Diatoms - drug effects; Escherichia coli - drug effects; Indole; Indoles - chemistry; Indoles - pharmacology; Microalgae - drug effects; Microbial Sensitivity Tests; Particle Size; Resins, Synthetic - chemical synthesis; Resins, Synthetic - chemistry; Resins, Synthetic - pharmacology; Staphylococcus aureus - drug effects; Surface Properties
• ISSN: 0927-7765; 1873-4367
• DOI: 10.1016/j.colsurfb.2019.110518

[Display omitted] •A novel antifoulant analogue of natural product was purposefully synthesized.•The novel indole derivative exhibits excellent active properties.•The self-polishing property of acrylate resins is still maintained.•The antifouling property of acrylate resins has been significantly promoted. 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, 1H NMR, 13C 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.