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Synthesis and properties of phosphate-based diacrylate reactive diluent applied to UV-curable flame-retardant wood coating

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Abstract

The diacrylate reactive diluent was synthesized by reacting glycidyl methacrylate, piperazine, and cyclic ethylene chlorophosphate. The synthesized reactive diluent was utilized to formulate UV-curable wood coating. The weight fractions of reactive diluent were varied from 0 to 25% in coating formulation with constant photoinitiator concentration. The molecular structure of reactive flame retardant was evaluated by FTIR, mass spectroscopy, 31PNMR, and 1HNMR spectral analysis. The flame retardant behaviors of the cured film were evaluated from limiting oxygen index and UL-94 vertical burning test. Thermal stability was estimated from thermogravimetric analysis and differential scanning calorimetry. The effects of varying concentrations of reactive diluent on the viscosity of the formulation along with optical, mechanical, and chemical resistance properties of coatings were evaluated. The gel content, water absorption behavior, and stain resistance of coatings were also studied.

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References

  1. Saxena, NK, Gupta, DR, “Development and Evaluation of Fire Retardant Coatings.” Fire Technol., 26 329–341 (1990)

    Article  Google Scholar 

  2. Ravey, M, Pearce, EM, “Flexible Polyurethane Foam. I Thermal Decomposition of a Polyether-based, Water-Blown Commercial Type of Flexible Polyurethane Foam.” J. Appl. Polymer Sci., 63 47–74 (1997)

    Article  Google Scholar 

  3. Sivriev, C, Abski, ZL, “Flame Retarded Rigid Polyurethane Foams by Chemical Modification with Phosphorus- and Nitrogen-Containing Polyols.” Eur. Polymer J., 30 509–514 (1994)

    Article  Google Scholar 

  4. Guo, WJ, “Flame-Retardant Modification of UV-Curable Resins with Monomers Containing Bromine and Phosphorus.” J. Polymer Sci. Polymer Chem., 30 819–827 (1992)

    Article  Google Scholar 

  5. Haim, D, Moshe, GA, “Reactive Flame Retardant as a Poly(propylene)-Sized Glass Adhesion Promoter.” Macromol. Mater. Eng., 291 913–916 (2006)

    Article  Google Scholar 

  6. Luijk, P, Govers, HAJ, Eijkel, GB, Boon, JJ, “Thermal Degradation Characteristics of High Impact Polystyrene/Decabromodiphenylether/Antimony Oxide Studied by Derivative Thermogravimetry and Temperature Resolved Pyrolysis-Mass Spectrometry: Formation of Polybrominated Dibenzofurans, Antimony (Oxy) Bromides and Brominated Styrene Oligomers.” J. Anal. Appl. Pyrolysis, 20 303–319 (1991)

    Article  Google Scholar 

  7. Gu, J, Dang, J, Y, Wu, Xie, C, Han, Y, “Flame-Retardant, Thermal, Mechanical and Dielectric Properties of Structural Non-Halogenated Epoxy Resin Composites.” Polymer-Plast. Technol. Eng., 51 1198–1203 (2012)

    Article  Google Scholar 

  8. Gu, J, Zhang, G-C, Dong, S-L, Zhang, Q-Y, Kong, J, “Study on Preparation and fire-Retardant Mechanism Analysis of Intumescent Flame-Retardant Coatings.” Surf. Coat. Technol., 201 7835–7841 (2007)

    Article  Google Scholar 

  9. Laoutid, F, Bonnaud, L, Alexandre, M, Lopez-Cuesta, JM, Dubois, PH, “New Prospects in Flame Retardant Polymer Materials: From Fundamentals to Nanocomposites.” Mater. Sci. Eng. R., 63 100–125 (2009)

    Article  Google Scholar 

  10. Chen-Yang, YW, Chuang, JR, Yang, YC, Li, CY, Chiu, YS, “New UV-Curable Cyclotriphosphazenes as Fire-Retardant Coating Materials for Wood.” J. Appl. Polymer Sci., 69 115–122 (1998)

    Article  Google Scholar 

  11. Randoux, T, Vanovervelt, JC, Van den Bergen, T, Camino, G, “Halogen-Free Flame Retardant Radiation Curable Coatings.” Prog. Org. Coat., 45 281–289 (2002)

    Article  Google Scholar 

  12. Granzow, A, “Flame Retardation by Phosphorus Compounds.” Acc. Chem. Res., 11 177–183 (1978)

    Article  Google Scholar 

  13. Zeytuncu, B, Kahraman, V, Yucel, O, “Synthesis and Characterization of Flame Retarding UV-Curable Boron Containing Hybrid Coatings”. Supplemental Proceedings. The Minerals M Materials Science. Wiley, pp. 613–617 2011

  14. Yuan, H, Xing, W, Zhang, P, Song, L, Hu, Y, “Functionalization of Cotton with UV Cured Flame Retardant Coatings.” Ind. Eng. Chem. Res., 51 5394–5401 (2012)

    Article  Google Scholar 

  15. Cheng, XE, Shi, W, “Synthesis and Thermal Properties of Silicon-Containing Epoxy Resin Used for UV-Curable Flame-Retardant Coatings.” J. Thermal Anal. Calorim., 103 303–310 (2011)

    Article  Google Scholar 

  16. Maiti, S, Banerjee, S, Palit, SK, “Phosphorus-Containing Polymers.” Prog. Polymer Sci., 18 227–261 (1993)

    Article  Google Scholar 

  17. Bakos, D, Kosik, M, Antos, K, Karolyova, M, Vyskocil, I, “The Role of Nitrogen in Nitrogen–Phosphorus Synergism.” Fire Mater., 6 10–12 (1982)

    Article  Google Scholar 

  18. Pandya, HB, Bhagwat, MM, “Mechanistic Aspects of Phosphorus–Nitrogen Synergism in Cotton Flame Retardancy.” Text. Res. J., 51 5–8 (1981)

    Article  Google Scholar 

  19. Zubkova, NS, Kachalina, TA, Tyuganova, MA, “Phosphorus–Nitrogen Synergism for Polycaproamide Materials.” Fibre Chem., 24 450–452 (1993)

    Article  Google Scholar 

  20. Liu, YL, Hsiue, GH, Chiu, YS, Jeng, R, Perng, LH, “Phosphorus-Containing Epoxy for Flame Retardant I. Synthesis, Thermal, and Flame-Retardant Properties.” J. Appl. Polymer Sci., 61 613–621 (1996)

    Article  Google Scholar 

  21. Hsiue, GH, Liu, YL, Tsiao, J, “Phosphorus-Containing Epoxy Resins for Flame Retardancy V: Synergistic Effect of Phosphorus-Silicon on Flame Retardancy.” J. Appl. Polymer Sci., 78 1–7 (2000)

    Article  Google Scholar 

  22. Shieh, JY, Wang, CS, “Synthesis of Novel Flame Retardant Epoxy Hardeners and Properties of Cured Products.” Polymer, 42 7617–7625 (2001)

    Article  Google Scholar 

  23. Li, Q, Jiang, P, Wei, P, “Synthesis, Characteristic, and Application of New Flame Retardant Containing Phosphorus, Nitrogen, and Silicon.” Polymer Eng. Sci., 46 344–350 (2006)

    Article  Google Scholar 

  24. Dumler, R, Thoma, H, “Thermal Formation of Polybrominated Dibenzodioxins (PBDB) and Dibenzofurans (PBDF) from Bromine Containing Flame Retardants.” Chemosphere, 19 305–308 (1989)

    Article  Google Scholar 

  25. Huang, ZG, Shi, WF, “UV Curing Behaviour of Hyperbranched Polyphosphate Acrylate/Di(hydroxylpropyl Methacrylate) Piperazine and Properties of the Cured Film.” Prog. Org. Coat., 59 312–317 (2007)

    Article  Google Scholar 

  26. Chen, X, Hu, Y, Jiao, C, Song, L, “Thermal and UV-Curing Behavior of Phosphate Diacrylate Used for Flame Retardant Coatings.” Prog. Org. Coat., 59 318–323 (2007)

    Article  Google Scholar 

  27. Chao, P, Li, Y, Gu, X, Han, D, Jia, X, Wang, M, Zhoub, T, Wang, T, “Novel Phosphorus–Nitrogen–Silicon Flame Retardants and Their Application in Cycloaliphatic Epoxy Systems.” Polymer Chem., 6 2977–2985 (2015)

    Article  Google Scholar 

  28. Zhu, SW, Shi, WF, “Flame Retardance of UV Cured Epoxy Acrylate Blended with Different States of Phosphated Methacrylate.” Polymer Degrad. Stab., 82 435–439 (2003)

    Article  Google Scholar 

  29. Ansari, BWH, Noori, S, Naqvi, AZ, “Interaction Between Zwitterionic Surfactants and Amphiphilic Drug: A Tensiometric Study.” Z. Phys. Chem., 227 441–458 (2013)

    Article  Google Scholar 

  30. Chen, Xilei, Jiao, Chuanmei, “Thermal Degradation Characteristics of a Novel Flame Retardant Coating Using TG-IR Technique.” Polymer Degrad. Stab., 93 2222–2225 (2008)

    Article  Google Scholar 

  31. Chen-Yang, YW, Lee, HF, Yuan, CY, “Flame-Retardant Phosphate and Cyclotriphosphazene-Containing Epoxy Resin: Synthesis and Properties.” Journal of polymer science: Part A: Polymer chemistry., 38 972–981 (2000)

    Article  Google Scholar 

  32. Manfredi, LB, Fraga, AN, Vazquez, A, “Influence of the Network Structure and Void Content on Hygrothermal Stability of Resol Resin Modified with Epoxy-Amine.” J. Appl. Polymer Sci., 102 588–597 (2006)

    Article  Google Scholar 

  33. Saijun, D, Nakason, C, Kaesaman, A, Klinpituksa, P, “Water Absorption and Mechanical Properties of Water-Swellable Natural Rubber.” Songkl. J. Sci. Technol., 31 561–565 (2009)

    Google Scholar 

  34. Huang, ZG, Shi, WF, “Synthesis and Properties of a Novel Hyperbranched Polyphosphate Acrylate Applied to UV Curable Flame Retardant Coatings.” Eur. Polymer J., 43 1302–1312 (2007)

    Article  Google Scholar 

  35. Tathe, DS, Jagtap, RN, “Synthesis of Bio-based Polyurethane from Modified Prosopis juliflora Oil.” J. Am. Oil Chem. Soc., 90 1405–1413 (2013)

    Article  Google Scholar 

  36. Cheng, X-E, Wenfang, S, “UV-Curing Behavior and Properties of Tri/di(acryloyloxyethyloxy) Phenyl Silane Used for Flame-Retardant Coatings.” Prog. Org. Coat., 69 252–259 (2010)

    Article  Google Scholar 

  37. Gu, J, Guo, Y, Lv, Z, Geng, W, Zhang, Q, “Highly Thermally Conductive POSS-g-SiCp/UHMWPE Composites with Excellent Dielectric Properties and Thermal Stabilities.” Composites: Part A, 78 95–101 (2015)

    Article  Google Scholar 

  38. Li, M, Zhong, Y, Wang, Z, Fischer, A, Ranft, F, Drummer, D, Wu, W, “Flame Retarding Mechanism of Polyamide 6 with Phosphorus–Nitrogen Flame Retardant and DOPO Derivatives.” J. Appl. Polymer Sci., (2016). doi:10.1002/APP.42932

    Google Scholar 

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Acknowledgments

The authors immensely like to thank UGC SAP-Green Tech Grant for providing the financial support and Institute of chemical technology for allowing us to do our research and Mr. Sunil S. Daddikar (Director, Unique UV & Light PVT. Ltd., Vasai. Mumbai) for providing UV curing facility.

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Authors and Affiliations

  1. Department of Polymer and Surface Engineering, Institute of Chemical Technology, Matunga (E), Mumbai, 400019, India

    Gunawant Lokhande, Sachin Chambhare & Ramanand Jagtap

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  1. Gunawant Lokhande
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  2. Sachin Chambhare
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  3. Ramanand Jagtap
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Correspondence to Ramanand Jagtap.

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Lokhande, G., Chambhare, S. & Jagtap, R. Synthesis and properties of phosphate-based diacrylate reactive diluent applied to UV-curable flame-retardant wood coating. J Coat Technol Res 14, 255–266 (2017). https://doi.org/10.1007/s11998-016-9849-6

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  • DOI: https://doi.org/10.1007/s11998-016-9849-6

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