Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating
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...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH
2021-05-01
|
| Series: | ChemistryOpen |
| Subjects: | |
| Online Access: | https://doi.org/10.1002/open.202000273 |
| _version_ | 1818743238738051072 |
|---|---|
| author | Xuemei Wang Miao Dong Zhiping Meng Junhua Chen Prof. Jianxin Yang Dr. Xianghui Wang |
| author_facet | Xuemei Wang Miao Dong Zhiping Meng Junhua Chen Prof. Jianxin Yang Dr. Xianghui Wang |
| author_sort | Xuemei Wang |
| collection | DOAJ |
| description | 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 1H 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. |
| first_indexed | 2024-12-18T02:25:14Z |
| format | Article |
| id | doaj.art-4ccba39f548d41c0b53fa22aba962601 |
| institution | Directory Open Access Journal |
| issn | 2191-1363 |
| language | English |
| last_indexed | 2024-12-18T02:25:14Z |
| publishDate | 2021-05-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemistryOpen |
| spelling | doaj.art-4ccba39f548d41c0b53fa22aba9626012022-12-21T21:24:04ZengWiley-VCHChemistryOpen2191-13632021-05-0110552353310.1002/open.202000273Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling CoatingXuemei Wang0Miao Dong1Zhiping Meng2Junhua Chen3Prof. Jianxin Yang4Dr. Xianghui Wang5Key Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaKey Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaKey Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaKey Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaKey Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaKey Laboratory of Green Catalysis and Reaction Engineering of Haikou College of Science Hainan University Haikou 570228 P. R. ChinaAbstract 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 1H 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.https://doi.org/10.1002/open.202000273acrylate copolymersantifouling coatingsbiological activitycopolymerization reactionsFT-IR spectroscopy |
| spellingShingle | Xuemei Wang Miao Dong Zhiping Meng Junhua Chen Prof. Jianxin Yang Dr. Xianghui Wang Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating ChemistryOpen acrylate copolymers antifouling coatings biological activity copolymerization reactions FT-IR spectroscopy |
| title | Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating |
| title_full | Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating |
| title_fullStr | Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating |
| title_full_unstemmed | Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating |
| title_short | Synthesis and Biological Activity of Acrylate Copolymers Containing 3‐Oxo‐N‐allyl‐1,2‐benzisothiazole‐3(2H)‐carboxamide Monomer as a Marine Antifouling Coating |
| title_sort | synthesis and biological activity of acrylate copolymers containing 3 oxo n allyl 1 2 benzisothiazole 3 2h carboxamide monomer as a marine antifouling coating |
| topic | acrylate copolymers antifouling coatings biological activity copolymerization reactions FT-IR spectroscopy |
| url | https://doi.org/10.1002/open.202000273 |
| work_keys_str_mv | AT xuemeiwang synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating AT miaodong synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating AT zhipingmeng synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating AT junhuachen synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating AT profjianxinyang synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating AT drxianghuiwang synthesisandbiologicalactivityofacrylatecopolymerscontaining3oxonallyl12benzisothiazole32hcarboxamidemonomerasamarineantifoulingcoating |