Abstract
A series of antibacterial styrene-acrylic emulsions (SA-Mn, n = 5, 10, 15, 20) with different contents of 5-(methacryloxy-2-ethoxyaminocarbonyl)methyl-thiazole (MEMT) were successfully synthesized, and SA-M20 was used to prepare a water-based antibacterial coating (PSA-M20). The structures of the films (SA-Mn-F) obtained from SA-Mn were analyzed by Fourier-transform infrared spectrometry using the attenuated total reflectance model (FTIR-ATR). The effects of the MEMT content on the properties of the emulsions and related films were investigated in the aspects of particle size, thermal stability, pencil hardness, adhesive force grade, water resistance, and surface morphology. The results showed that all the emulsions or related films had acceptable properties. The antibacterial and antibacterial durability tests showed that films obtained from emulsions SA-M15, SA-M20, and the coating PSA-M20 had strong and durable antibacterial activity against E. coli and S. aureus.
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig1_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig2_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig3_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig4_HTML.jpg)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig5_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig6_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig7_HTML.png)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig8_HTML.jpg)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig9_HTML.jpg)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig10_HTML.jpg)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig11_HTML.jpg)
![](http://media.springernature.com/m312/springer-static/image/art%3A10.1007%2Fs11998-021-00589-4/MediaObjects/11998_2021_589_Fig12_HTML.jpg)
Similar content being viewed by others
References
Peng, W, Yin, H, Liu, PM, Peng, JM, Sun, J, Zhan, X, Gu, YH, Dong, XH, Ma, ZZ, Shen, J, Liu, PS, “Covalently Construction of Poly(hexamethylene biguanide) as High-Efficiency Antibacterial Coating for Silicone Rubber.” Chem. Eng. J., 412 (12) 128707 (2021)
Tavakolian, M, Jafari, SM, Van de Ven, TGM, “A Review on Surface-Functionalized Cellulosic Nanostructures as Biocompatible Antibacterial Materials.” Nano-Micro Lett., 12 (1) 73 (2020)
Liu, SH, Zheng, J, Hao, L, Yegin, Y, Bae, M, Ulugun, B, Taylor, TM, Scholar, EA, Cisneros-Zevallos, L, Oh, JK, Akbulut, M, “Dual-Functional, Superhydrophobic Coatings with Bacterial Anticontact and Antimicrobial Characteristics.” ACS Appl. Mater. Interfaces, 12 (19) 21311–21321 (2020)
Jabońska, M, Menzel, M, Hirsch, U, Heilmann, A, “Assessment of Anti-Bacterial Adhesion and Anti-Biofouling Potential Of Plasma-Mediated Poly(sulfobetaine methacrylate) Coatings of Feed Spacer.” Desalination, 493 114664 (2020)
Gao, DG, Liang, ZY, Lyu, B, Feng, JF, Ma, JZ, Wei, Q, “‘Soft’ Polymer Latexes Stabilized by a Mixture of Zinc Oxide Nanoparticles and Polymerizable Surfactants: Binders for Pigment Printing.” Prog. Org. Coat., 101 262–269 (2016)
Chen, Y, Ding, Y, Zheng, JP, “A Polymer Nanocomposite Coating with Enhanced Hydrophilicity, Antibacterial and Antibiofouling Properties: Role of Polymerizable Emulsifier/Anionic Ligand.” Chem. Eng. J., 379 122268 (2020)
Ponnamma, D, Cabibihan, JJ, Rajan, M, Pethaiah, SS, Deshmukh, K, Gogoi, JP, Pasha, SKK, Ahamed, MB, Krishnegowda, J, Chandrashekar, BN, Polu, AR, Cheng, C, “Synthesis, Optimization and Applications of ZnO/Polymer Nanocomposites.” Mater. Sci. Eng. C-Mater., 98 1210–1240 (2019)
Amininasab, SM, Esmaili, S, Shami, Z, “High-Performance Polyimides Based on Pyridine and Xanthene Pendant Groups; Synthesis, Characterization, Photoactivity, Thermal, Antibacterial, and Cr(VI) Ion Adsorption Properties.” High Perform. Polym., 32 (4) 371–382 (2019)
Zilberman, M, Elsner, JJ, “Antibiotic-Eluting Medical Devices for Various Applications.” J. Control Release, 130 (3) 202–215 (2008)
Carmona-Ribeiro, AM, de Melo Carrasco, LD, “Cationic Antimicrobial Polymers and Their Assemblies.” Int. J. Mol. Sci., 14 (5) 9906–9046 (2013)
Tang, XC, Cao, XC, “Preparation and Characterization of Antibacterial Poly(vinylidene fluoride)-Silver Composites.” High Perform. Polym., 24 (2) 135–139 (2012)
Kamarudin, Y, Skeats, MK, Ireland, AJ, Barbour, ME, “Chlorhexidine Hexametaphosphate as a Coating for Elastomeric Ligatures with Sustained Antimicrobial Properties: A Laboratory Study.” Am. J. Orthod., 158 (5) E73–E82 (2020)
Weber, DJ, Rutala, WA, “Self-Disinfecting Surfaces: Review of Current Methodologies and Future Prospects.” Am. J. Infect. Control, 41 (5) S31–S35 (2013)
Choi, G, Jeong, GM, Oh, MS, Joo, M, Im, SG, Jeong, KJ, Lee, E, “Robust Thin Film Surface with a Selective Antibacterial Property Enabled via a Cross-Linked Ionic Polymer Coating for Infection-Resistant Medical Applications.” ACS Biomater. Sci. Eng., 4 (7) 2614–2622 (2018)
Pires, D, de Kraker, MEA, Tartari, E, Abbas, M, Pittet, D, “‘Fight Antibiotic Resistance—It’s in Your Hands’: Call From the World Health Organization for 5th May 2017.” Clin. Infect. Dis., 64 (12) 1780–1783 (2017)
Chamsaz, EA, Mankoci, S, Barton, HA, Joy, A, “Nontoxic Cationic Coumarin Polyester Coatings Prevent Pseudomonas aeruginosa Biofilm Formation.” ACS Appl. Mater. Interfaces, 9 (8) 6704–6711 (2017)
Xia, Y, Ghasemlou, M, Rubino, M, Auras, R, Baghdachi, J, “Novel Active Surface Prepared by Embedded Functionalized Clays in an Acrylate Coating.” ACS Appl. Mater. Interfaces, 7 (44) 24944–24949 (2015)
Liu, XR, Li, YQ, Li, SJ, Lin, YC, Li, VL, Chen, YH, Lin, CP, Keerthi, M, Shih, SJ, Chung, RJ, “Polyelectrolyte Multilayer Coatings for Short/Long-Term Release of Antibacterial Agents.” Surf. Coat. Technol., 393 125696 (2020)
Li, Y, Hu, X, Ruan, JP, Arola, DD, Ji, C, Weir, MD, Oates, TW, Chang, XF, Zhang, K, Xu, HHK, “Bonding Durability, Antibacterial Activity and Biofilm pH of Novel Adhesive Containing Antibacterial Monomer and Nanoparticles of Amorphous Calcium Phosphate.” J. Dent., 81 91–101 (2019)
Kliewer, S, Wicha, SG, Broker, A, Naundorf, T, Catmadim, T, Oellingrath, EK, Rohnke, M, Streit, WR, Vollstedt, C, Kipphardt, H, Maison, W, “Contact-Active Antibacterial Polyethylene Foils via Atmospheric Air Plasma Induced Polymerisation of Quaternary Ammonium Salts.” Colloids Surf. B, 186 110679 (2020)
Perreault, FO, De Faria, AF, Nejati, S, Elimelech, M, “Antimicrobial Properties of Graphene Oxide Nanosheets: Why Size Matters.” ACS Nano, 9 (7) 7226–7236 (2015)
Fulmer, PA, Wynne, JH, “Development of Broad-Spectrum Antimicrobial Latex Paint Surfaces Employing Active Amphiphilic Compounds.” ACS Appl. Mater. Interfaces, 3 (8) 2878–2884 (2011)
Stroganov, V, Amelchenko, M, Kraus, E, “Biodegradation of Filled Styrene-Acrylic Coatings in a Laboratory Kinetic Plant.” IOP Conf. Ser. Mater. Sci. Eng., 890 012104 (2020)
Sanad, SMH, Ahmed, AAM, Mekky, AEM, “Synthesis, in-vitro and in-silico Study of Novel Thiazoles as Potent Antibacterial Agents and MurB Inhibitors.” Arch. Pharm., 353 (4) 1900309 (2020)
Abdul, R, Cihangir, T, “Bioactive Thiazole and Benzothiazole Derivatives.” Eur. J. Med. Chem., 97 911–927 (2015)
Borcea, AM, Ionu, I, Crian, O, “An Overview of the Synthesis and Antimicrobial, Antiprotozoal, and Antitumor Activity of Thiazole and Bisthiazole Derivatives.” Molecules, 26 (3) 624 (2021)
Luo, WX, Huang, QT, Liu, F, Lin, ZM, He, JW, “Synthesis of Antibacterial Methacrylate Monomer Derived from Thiazole and its Application in Dental Resin.” J. Mech. Behav. Biomed. Mater., 49 61–68 (2015)
Wang, B, Wu, ZM, Zhang, DW, Wang, RM, Song, PF, Xiong, YB, He, YF, “Antibacterial Silicylacrylate Copolymer Emulsion for Antifouling Coatings.” Prog. Org. Coat., 118 122–128 (2018)
Zhu, WB, Liu, F, He, JW, “Synthesis of Imidazolium-Containing Mono-Methacrylates as Polymerizable Antibacterial Agents for Acrylic Bone Cements.” J. Mech. Behav. Biomed. Mater., 74 176–182 (2017)
Jiao, F, Qin, WQ, Liu, RZ, Wang, XJ, “Adsorption Mechanism of 2-Mercaptobenzothiazole on Chalcopyrite and Sphalerite Surfaces: Ab Initio and Spectroscopy Studies.” Trans. Nonferrous Met. Soc. China, 25 (7) 2388–2397 (2015)
Wang, FW, Wang, B, Li, XM, Wu, ZM, He, YF, Song, PF, Wang, RM, “Antimicrobial Cationic Acrylate-Based Hybrid Coatings Against Microorganism Contamination.” Prog. Org. Coat., 142 105576 (2020)
Song, S, Peng, C, Gonzalez-Olivares, MA, Lopez-Valdivieso, A, Fort, T, “Study on Hydration Layers Near Nanoscale Silica Dispersed in Aqueous Solutions Through Viscosity Measurement.” J. Colloid Interface Sci., 287 (1) 114–120 (2005)
He, XL, Zhang, Y, He, JW, Liu, F, “Synthesis and Characterization of Cathodic Electrodeposition Coatings Based on Octadecyl-Modified Cationic Waterborne Polyurethanes.” J. Coat. Technol. Res., 17 (5) 1255–1268 (2020)
Sakulsaknimitr, W, Wirasate, S, Pipatpanyanugoon, K, Atorngitjawat, P, “Structure and Thermal Properties of Polyurethanes Synthesized from Cardanol Diol.” J. Polym. Environ., 23 (2) 216–226 (2015)
Kashyap, SJ, Garg, VK, Sharma, PK, Kumar, N, Dudhe, R, Gupta, JK, “Thiazoles: Having Diverse Biological Activities.” Med. Chem. Res., 21 (8) 2123–2132 (2011)
Mundo, RD, Palumbo, F, Agostino, Rd, “Nanotexturing of Polystyrene Surface in Fluorocarbon Plasmas: From Sticky to Slippery Superhydrophobicity.” Langmuir, 24 5044–5051 (2008)
Sashidhara, KV, Rao, KB, Kushwaha, P, Modukuri, RK, Singh, P, Soni, I, Shukla, PK, Chopra, S, Pasupuleti, M, “Novel Chalcone-Thiazole Hybrids as Potent Inhibitors of Drug Resistant Staphylococcus aureus.” ACS Med. Chem. Lett., 6 (7) 809–813 (2015)
Lindgren, EB, de Brito, MA, Vasconcelos, TRA, de Moraes, MO, Montenegro, RC, Yoneda, JD, Leal, KZ, “Synthesis and Anticancer Activity of (E)-2-benzothiazole Hydrazones.” Eur. J. Med. Chem., 86 12–16 (2014)
Author information
Authors and Affiliations
Corresponding authors
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Rights and permissions
About this article
Cite this article
Zhou, X., Liu, F., Xiong, S. et al. Preparation and properties of antibacterial styrene-acrylic emulsion containing thiazole structure and its application as coating. J Coat Technol Res 19, 1365–1379 (2022). https://doi.org/10.1007/s11998-021-00589-4
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11998-021-00589-4