Abstract
Self-crosslinking styrene-acrylic latexes functionalized with 3-isopropenyl-α,α-dimethyl benzyl isocyanate (TMI) by semibatch emulsion polymerization were prepared. Polymerizations were performed in emulsions with aerosol EF-800 surfactant; remarkable colloidal stability of the copolymer latexes was measured in fresh and aged samples. The effects on film formation, tensile properties, permeability to water vapor, and oxygen were evaluated by varying the TMI concentrations (from 0 to 6 wt%). The obtained latexes were used as binder to prepare water-based coatings, which were applied on steel specimens; hydrolysis of TMI acts as a self-crosslinked promoter once the film was applied. Adhesion tests, scratch hardness, and gloss properties were evaluated.
Graphic abstract
Water vapor permeability of latex films
Similar content being viewed by others
References
Sørensen, PA, Kiil, S, Dam-Johansen, K, Weinell, CE, “Anticorrosive Coatings: A Review.” J. Coat. Technol. Res., 6 135–176 (2009)
Mohamed, HA, “Eco-Friendly Zero VOC Anticorrosive Paints for Steel Protection.” J. Appl. Polym. Sci., 125 1790–1795 (2012)
Slomkowski, S, Aleman, JV, Gilbert, RG, Hess, M, Horie, K, Jones, RG, Kubisa, P, Meisel, I, Mormann, W, Penczeck, S, Stepto, RFT, “Terminology of Polymers and Polymerization Processes in Dispersed Systems (IUPAC Recommendations 2011).” Pure Appl. Chem., 83 2229–2259 (2011)
Lovell, PA, El-Aasser, MS, Emulsion Polymerization and Emulsion Polymers. Wiley, New York (1997)
Mohammed, S, Daniels, ES, Klein, A, El-Aasser, MS, “Emulsion Terpolymerization of Dimethyl Meta-lsopropenyl Benzyl Isocyanate (TMP) with Acrylic Monomers: Process Development and Kinetics.” J. Appl. Polym. Sci., 61 911–921 (1996)
Mohammed, S, Daniels, ES, Sperling, LH, Klein, A, “Isocyanate-Functionalized Latexes: Film Formation and Tensile Properties.” J. Appl. Polym. Sci., 66 1869–1884 (1997)
Mohammed, S, Daniels, ES, Klein, A, El-Aasser, MS, “Seeded Emulsion Terpolymerization of Dimethyl Meta-isopropenyl Benzyl Isocyanate (TMI®) with Acrylic Monomers.” J. Appl. Polym. Sci., 67 685–694 (1998)
Ramirez, JC, Treviño, ME, Herrera, J, Macossay, J, “Hydrolysis of Dimethyl Meta-Isopropenylbenzyl Isocyanate (TMI) and Colloidal Stability of Latexes During Storage: Effect of pH.” J. Macromol. Sci. B Phys., 51 767–776 (2012)
Lovell, PA, Yoon, J, “Studies of Dimethyl Meta-Isopropenylbenzyl Isocyanate (TMI) for Preparation of Ambient Cross-Linkable Latexes—Stability of NCO Groups in Latex Form.” J. Macromol. Sci. B, 44 1041–1063 (2005)
Lovell, PA, Yoon, J, “Studies of Dimethyl Meta-Isopropenylbenzyl Isocyanate (TMI) for Preparation of Ambient Cross-Linkable Latexes—Film Formation and Cross-Linking.” J. Macromol. Sci. B, 44 1065–1086 (2005)
Yoon, J, Lovell, PA, “Model Reaction Studies and Crosslinking of Dimethyl-Meta-Isopropenylbenzyl Isocyanate Containing Ambient Crosslinkable Latex.” Macromol. Chem. Phys., 209 279–289 (2008)
Treviño, ME, Dubé, MA, “Synthesis of Self-Crosslinkable Water-Borne Pressure Sensitive Adhesives.” Macromol. React. Eng., 7 484–492 (2013)
Sajjadi, S, Brooks, BW, “Butyl Acrylate Batch Emulsion Polymerization in the Presence of Sodium Lauryl Sulphate and Potassium Persulphate.” J. Polym. Sci. A Polym. Chem., 37 3957–3972 (1999)
Xu, J, Dimonie, VL, Sudol, ED, El-Aasser, MS, “Crosslinking of Isocyanate Functional Acrylic Latex with Telechelic Polybutadiene. I. Synthesis and Characterization.” J. Appl. Polym. Sci., 69 965–975 (1998)
Li, S, Guan, Y, Liu, L, “Effect of Latex Conversion on Glass Transition Temperature.” Nat. Sci., 2 515–518 (2010)
Sajjadi, S, Brooks, BW, “Semibatch Emulsion Polymerization of Butyl Acrylate. I. Effect of Monomer Distribution.” J. Appl. Polym. Sci., 74 3094–3110 (1999)
Herrera, J, Olayo, R, Carro, S, “The Kinetics of Emulsion Polymerization: Some Controversial Aspects.” J. Macromol. Sci. C Polym. Rev., 44 207–229 (2004)
Mendoza, JJ, Ledezma, R, Elizalde, LE, “Self-Crosslinking Water Base Latex with Low VOC Emission.” MRS Proc., 1613 61–66 (2014)
Barner, L, Barner-Kowollik, C, Davis, TP, “Free-Radical Copolymerization of Styrene and m-Isopropenyl-α,α′-Dimethylbenzyl Isocyanate Studied by 1H NMR Kinetic Experiments.” J. Polym. Sci. A Polym. Chem., 40 1064–1074 (2002)
He, Y, Daniels, ES, Klein, A, El-Aasser, MS, “Study of the Consumption of TMI® in Latex Using Attenuated Total Reflectance FTIR (ATR-FTIR).” J. Appl. Polym. Sci., 65 1967–1973 (1997)
Pauly, AS, “Permeability and Diffusion Data.” In: Brandrup, J, Immergut, EH, Grulke, EA (eds.) Polymer Handbook VI, pp. 543–569. Wiley, New York (1999)
Devona, JE, Essigmann, ML, “Vinylidene Chloride and Styrene-Containing Copolymer Latices.” US Patent 4500673A, 1983
Mirzataheri, M, “High Solid Contents Copoly (Styrene/Butyl Acrylate)-Cloisite 30B Nanocomposites.” J. Nanostruct., 3 93–101 (2013)
Badran, BM, Mohammed, HA, Aglan, HA, “Effect of Different Polymers on the Efficiency of Water-Borne Methyl Amine Adduct as Corrosion Inhibitor for Surface Coatings.” J. Appl. Polym. Sci., 85 879–885 (2002)
Acknowledgments
The authors gratefully acknowledge the financial support of National Council of Science and Technology (CONACYT-México) under Grant 256727. We also thank L.C.Q. Jorge Felix Espinosa, M.C.J. Guadalupe Télles, and L.C.Q. José Luis Saucedo Morales for their assistance in the laboratory and tests tensile and L.C.Q. Guadalupe Mendez for her technical assistance with the DSC measurements.
Author information
Authors and Affiliations
Corresponding author
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
Elizalde, L.E., Mendoza, J.J., Ledezma-Rodríguez, R. et al. Synthesis of butyl acrylate–styrene–TMI latexes and their application as water-based coatings. J Coat Technol Res 17, 911–919 (2020). https://doi.org/10.1007/s11998-020-00325-4
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11998-020-00325-4