In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin

Kenechi Nwosu-Obieogu; Uduma Chinweikpe Kalu

doi:10.29333/ejosdr/7830

In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin

Full Text (PDF)

Kenechi Nwosu-Obieogu ¹ ^* , Uduma Chinweikpe Kalu ¹

More Detail

¹ Chemical Engineering Department, Michael Okpara University of Agriculture, Umudike, NIGERIA^* Corresponding Author

Abstract

This study is aimed at the modification of sesame seed oil to develop a biobased resin. Neat sesame seed oil was epoxidized via in-situ conventional method with peroxyacetic acid at 75^oC. Biobased resins were synthesized by further modifying the epoxidised oil with acrylic and methacrylic acid respectively at 90^oC in the presence of hydroquinone. Conversion rate of 76.54% and high oxirane content of 3.83% at a reaction time of 7 hours was achieved for the epoxidation process. FT-IR spectra of the acrylated and methacrylated epoxy resins of sesame seed oil were identified at 2710 and 3002cm^-1 respectively. This ascertained the functionalization of the acids used for modification and clearly demonstrates the potential of sesame seed oil for biobased resin synthesis.

Keywords

epoxidation
acrylation
methacrylation
sesame seed oil

License

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Article Type: Research Article

EUR J SUSTAIN DEV RES, Volume 4, Issue 3, 2020, Article No: em0121

https://doi.org/10.29333/ejosdr/7830

Publication date: 17 Mar 2020

Article Views: 2248

Article Downloads: 1779

Open Access References How to cite this article

References

Aleksandar, Z. (2014). Fatty acids in vegetable oils and their importance in cosmetic industry, CHEMIK, 68(2), 103-110.
Anilkumar, K. R., Pal, A., Khanum, F., & Bawa, A. S. (2010). Nutritional medicinal and industrial uses of sesame (Sesamum indicum L.) seeds- an overview. Agric. Conspec. Sci., 75(4) 67-70.
Bang. H. J., Kim, C. T., & Kim, B. H. (2014). Liquid and gas chromatographic analyses of triacylglycerols for Asian sesame oil traceability. Eur. J. Lipid Sci. Technol, 116, 1354-1362. https://doi.org/10.1002/ejlt.201400089
Belgacem, M. N., & Gandini, A. (2008). Materials from Vegetable oils: major sources, properties and applications. Monomers, polymers and composites from renewable resources, 3, 39-66. https://doi.org/10.1016/B978-0-08-045316-3.00003-X
Bhabhe, M. D., & Athawale, V. D. (1997). Chemoenzymatic synthesis of oil-modified acrylic monomers as reactive diluents for high solids coatings. Progress in Organic Coatings, 30, 207-211. https://doi.org/10.1016/S0300-9440(96)00671-6
Blayo, A., Gandini, A., & Le Nest, J. F. (2001). Chemical and Rheological Characterizations of Some Vegetable Oil Derivatives Commonly Used in Printing Inks. Industrial Crops and Products, 14(2), 155-167. https://doi.org/10.1016/S0926-6690(01)00079-6
Cai, C. S., Dai, H. G., Chen, R. S., Su, C. X., Xu, X. Y., & Zhang, S. (2008). Studies on the kinetics of insitu epoxidation of vegetable oils. European journal of lipids science and technology, 110(4), 341-346. https://doi.org/10.1002/ejlt.200700104
Campanella, A., Baltanas, M. A., Capel-Sanchez, M. C., Campos-Martin, J. M., & Fierro, J. L. G. (2004). Soybean oil epoxidation with hydrogen peroxide using an amorphous Ti/SiO2 catalyst. Green Chemistry, 6(7), 330-334. https://doi.org/10.1039/B404975F
Chen, J., Liu, Z., ang, K., Huang, J., Li, K., Nie, K., & Jiang, J. (2019). Epoxidised castor oil-based diglycidyl-phthalate plasticizer: synthesis and thermal stabilizing effects on poly(vinyl chloride). Journal of Applied Polymer Science, 136(9), 471-472. https://doi.org/10.1002/app.47142
Crews, C., Hough, P., Godward, J., Brereton, P., Lees, M., Guiet, S., & Winkelmann, W. (2006). Quantitation of the main constituents of some authentic grape seed oils of different origin. J. Agric. Food Chem. 54, 6261-6265.
Gharby, S., Harhar, H., Guillaume, D., Roudani, A., Boulbaroud, S., Ibrahimi, M., … Charrouf, Z. (2015). Chemical investigation of Nigella sativa L. seed oil produced in Morocco, J. Saudi Sco. Agric. Sci., 14(2) 172-177. https://doi.org/10.1016/j.jssas.2013.12.001
Goud, V. V., Patwardhan, A. V., Dinda, S., & Pradhan, N. C. (2007) Kinetics of epoxidation of jatropha oil with peroxyacetic and peroxyformic acid catalysed by acidic ion exchange resin. Chem Eng Sci, 62(15), 4065_76. https://doi.org/10.1016/j.ces.2007.04.038
Hassan, M. A. M. (2012). Studies on Egyptian sesame seeds (sesamum indicum L.) and its products. I- physicochemical analysis and phenolic acids of roasted Egyptian sesame seeds (Sesamum indicum L.). World J. Dairy Food Sci., 7(2), 195-201.
Kong, X., Liu, G., Qi, H., & Curtis, J. M. (2013). Preparation and characterization of high solid polyurethane coating systems based on vegetable oil derive polyols. Prog. Org. Coat., 76, 1151-1160. https://doi.org/10.1016/j.porgcoat.2013.03.019
Leveneur, S. (2017). Thermal safety assessment through the concept of structure reactivity; application to vegetable oil valorization. Org. Process Res. Dev., 21(4) 543-550. https://doi.org/10.1021/acs.oprd.6b00405
Lopes, R. V. V., Loureiro, N. P. D., Pezzin, A. P. T., Gomes, A. C. M., Resick, I. S., & Sales, M. J. A. (2013). Synthesis of polyols and polyurethanes from vegetable oils-kinetic and characterization. J. Polym. Res., 20, 1-9. https://doi.org/10.1007/s10965-013-0238-x
Mosiewick, M. A., & Araguren, M. I. A. (2013). Short review on novel biocomposites based on plant oil precursor. Europ. Polym. J., 49, 1243-1256. https://doi.org/10.1016/j.eurpolymj.2013.02.034
Musik, M., & Milchert, E. (2017). Selective epoxidation of sesame oil with peracetic acid. Molecular catalysis, 433, 170-174. https://doi.org/10.1016/j.mcat.2017.02.012
Musik, M., Milchert E., & Malarczyk-Matusiak, K. (2018). Technological parameters of epoxidation of sesame oil with performic acid. Polish Journal of Chemical Technology, 20(3), 53-59. https://doi.org/10.2478/pjct-2018-0038
Nikesh, B., Samarth, N., & Mahanwar, P. (2015). Modified vegetable oil based additive as a future polymeric material-review. Open journal of organic polymer materials, 5, 1-22. https://doi.org/10.4236/ojopm.2015.51001
Nwosu-Obieogu, K., Aguele, F. O., & Chiemenem, L. I. (2017). Production of biobased polymerix resins from modified linseed oil and sunflower oil. Umudike Journal of Engineering and Technology, (UJET), 3(2) 39-44.
Okieimen, F. E., Bakare, O. I., & Okieimen, C. O. (2002). Studies on the epoxidation of rubber seed oil. Industrial Crops and Products, 15, 139-144. https://doi.org/10.1016/S0926-6690(01)00104-2
Rakotonirainy, A. M., & Padua, G. (2001). Effects of lamination and coating with drying oils on tensile and barrier properties of zein films. Journal of Agricultural and Food Chemistry, 49, 2860-2863. https://doi.org/10.1021/jf000845u
Saydut, A., Duz, M. Z., Kaya, C., Kadafar, A. B., & Hamamci, C. (2008). Transesterified sesame (Sesamum indicum L.) seed oil as a biodiesel fuel. Bioresour. Technol., 99, 6656-6660. https://doi.org/10.1016/j.biortech.2007.11.063
Siyanbola, T. O., Sasidhar, K., Anjaneyulu, B., Kumar, K. P., Rao, B. V. S. K., Rananuj, N., … Raju, K. V. S. N. (2013). Anti-microbial and anti-corrosive poly(ester amide urethane) siloxane modified ZnO hybrid coatings from Thevetia peruviana seed oil. Journal of Material Science, 48(23), 8215-8227. https://doi.org/10.1007/s10853-013-7633-x
Snezana, S.-F., Milovan, J., & Zoran, S. (2001). Kinetics of in situ epoxidation of Soyabean oil in bulk catalyzed by ion exchange resin. Kansas polymer research.
Swern, D., Findley, T. W., Billen, G. N., & Scalan, J. T. (1947). Determination of Oxirane Oxygen. Anal Chem, 19, 414-415. https://doi.org/10.1021/ac60006a018
Xia, Y., & Larock, R. C. (2010). Vegetable oil-based polymeric materials: synthesis, properties and applications. Green chemistry, 12(11), 1893-1909. https://doi.org/10.1039/c0gc00264j

How to cite this article

APA

Nwosu-Obieogu, K., & Kalu, U. C. (2020). In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin. European Journal of Sustainable Development Research, 4(3), em0121. https://doi.org/10.29333/ejosdr/7830

Vancouver

Nwosu-Obieogu K, Kalu UC. In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin. EUR J SUSTAIN DEV RES. 2020;4(3):em0121. https://doi.org/10.29333/ejosdr/7830

AMA

Nwosu-Obieogu K, Kalu UC. In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin. EUR J SUSTAIN DEV RES. 2020;4(3), em0121. https://doi.org/10.29333/ejosdr/7830

Chicago

Nwosu-Obieogu, Kenechi, and Uduma Chinweikpe Kalu. "In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin". European Journal of Sustainable Development Research 2020 4 no. 3 (2020): em0121. https://doi.org/10.29333/ejosdr/7830

Harvard

Nwosu-Obieogu, K., and Kalu, U. C. (2020). In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin. European Journal of Sustainable Development Research, 4(3), em0121. https://doi.org/10.29333/ejosdr/7830

MLA

Nwosu-Obieogu, Kenechi et al. "In Situ Epoxidation of Sesame Seed Oil for Synthesis of a Bio-based Resin". European Journal of Sustainable Development Research, vol. 4, no. 3, 2020, em0121. https://doi.org/10.29333/ejosdr/7830