Synthesis and Characterization of Acrylated Epoxidized Soybean Oil for UV-Cured Coatings

Firdous Habib and Madhu Bajpai
Department of Oil & Paint Technology, Harcourt Butler Technological Institute (HBTI) Kanpur-208002 (UP), India;
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This paper investigates the curing of biodegradable polymer films which were synthesized from soybean oil through the ultraviolet radiation and their stability against thermal degradation. In this study the epoxidation of soybean oil has been carried out via peracetic method. Further, an epoxy acrylate resin was synthesized from the epoxidized soybean oil (ESO) by using acrylic acid monomer. Triethylamine (TEA) and hydroquinone were used as a catalyst and inhibitor respectively. The acrylation of epoxidized soybean oil (AESO) is done by introducing acrylic acid, which is an unsaturated monomer into oxirane groups of the epoxidized oil (ESO). This reaction was confirmed by analytical data in terms of oxirane oxygen content, acid value, viscosity and spectral analysis. Different UV curable formulations have been investigated using synthesized acrylated resin and trifunctional acrylate monomer used as crosslinkable active diluents with photoinitiator. Monomer used was trimethylolpropane trimethacrylate (TMPTMA) while photoinitiator used was benzophenone along with an activator dimethyl ethanol amine (DEA). The mixtures were cured to make thin polymeric films under UV radiation with optimum irradiation dosing time of 20 min to produce the excellent cured coating which exhibits good thermal stability of about 473 K.

[1] Decker C.: Progr. in Polym. Sci., 1996, 21, 593.

[2] Decker C.: Macromol. Rap. Comm., 2002, 23, 1067.

[3] Prashnatha K., Pai V. Sherigara B. and Prasanna Kumar S.: Bul. Mat. Sci., 2001, 24, 535.

[4] Das S. and Lenka S.: J. Appl. Polym.Sci., 2000, 75, 1487.<1487::AID-APP7>3.0.CO;2-M

[5] Crivello V. and Ghoshai R.: US Pat. 5318808, Publ. July 07, 1994.

[6] Treybig D., Wang D., Sheih P. and Ho L.: US Pat.5151485, Publ. Aug.05, 1992.

[7] Wan Rosli W., Kumar R., Mek Zah S. and Hilmi Mohd M.: Eur. Polym. J., 2003, 39, 593.

[8] Raghavachar R., Sarnecki G., Baghdachi J. and Massingill J.: J. Coat. Tech., 2000, 72, 125.

[9] Thames S. and Yu H.: Surf. Coat. Tech., 1999, 115, 208.

[10] Adekunle K., Akesson D. and Skrifvars M.: 13th Eur. Conf. on Composite Materials, Stockholm, Sweden 2008.

[11] Kaplan D.: Springer Berline, 1998, 286, 267.

[12] Miyagawa H., Mishra M., Drazal L. and Mohanty A.: Polymer, 2005, 46, 445.

[13] Adekunle K., Kesson D. and Skrifvars M.: J. Appl. Polym. Sci., 2010, 115, 3137.

[14] Seniha Gunera F., Yagcy Y. and Erciyes A.: Progr. Polym. Sci., 2006, 31, 633.

[15] Shrikant N. and Khol L.: J. Polym. Sci., 2001, 83, 703.

[16] Jin F. and Park S.: J. Ind. & Eng. Chem., 2007, 13, 808.

[17] Rosli W., Kumar W., Zah R. and Mohd H.: Eur. Polym. J., 2003, 39, 593.

[18] Raghavachar R., Sarneck G., Baghdachi J. and Massingill J.: J. Coat. Tech., 2000, 72, 125.

[19] Biermann U., Friedt W., Lang S. et al.: Angewandte Chemie Int. Edn., 2000, 39, 2206.<2206::AID-ANIE2206>3.0.CO;2-P

[20] Hilker I., Bothe D., Pruss J. and Warneck H.: Chem. Eng. Sci., 2001, 56, 427.

[21] Scala J., Stands J., Orlick J. et al.: Polymer, 2004, 45, 7729.

[22] Wool R., Kusefoglu S., Palmese G. et al.: US Pat. 6121398, Publ. Sept. 19, 2000.

[23] Elliott W.: [in:] Parsons P. (Ed.), Surface Coatings: Raw Materials and Their Usage, 3rd edn. Chapman & Hall: London 1993.

[24] Ooi T. and Hazimah A.: [in:] Hisamuddin M. and Johari M. (Eds.), Lectures on Palm Oil and its Uses on 21st Palm Oil Familiarization Programme. Malaysian Palm Oil Board (MPOB): Kuala Lumpur 2001.

[25] Korshak V. and Vnogrodova S.: [in:] Burdon J. (Ed.), Polyesters. Pergamon Press, Oxford 1995.

[26] Jiratumnukul N and Intarat R.: J. Metals, Mater., Minerals, 2006, 16, 53.

[27] Hendl O., Howell J., Lowery J. and Jones W.: Anal. Chimica Acta, 2001, 427, 75.

[28] Flatten A., Bryhni E., Kohler A. et al.: Meat Sci., 2005, 69, 433.

[29] Azam M., Ooi T., Salmiah A. et al.: J. Appl. Polym. Sci., 2001, 79, 2156.<2156::AID-APP1023>3.0.CO;2-K