Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin

References

[1] M. A. Riduan, et al.., “Application of epoxy resin for improvement of the banana stem-acoustic panel,” Recent Innovat. Chem. Eng., vol. 15, pp. 54–59, 2021. https://doi.org/10.2174/2405520415666211229125344.Search in Google Scholar

[2] D. M. Haagenson, S. W. Pryor, and C. A. Ulven, “Production and characterization of epoxidized canola oil,” Trans. ASABE, vol. 52, pp. 1289–1297, 2013. https://doi.org/10.13031/2013.27772.Search in Google Scholar

[3] J. Wisniak and E. Navarrete, “Epoxidation of fish oil, kinetic and optimization model,” Ind. Eng. Chem. Prod. Res. Dev., vol. 9, no. 1, pp. 33–41, 1970. https://doi.org/10.1021/i360033a006.Search in Google Scholar

[4] E. R. Gunawan, D. Suhendra, P. Arimanda, D. Asnawati, and Murniati, “Epoxidation of Terminalia catappa L. seed oil: optimization reaction,” South Afr. J. Chem. Eng., vol. 43, pp. 128–134, 2023. https://doi.org/10.1016/j.sajce.2022.10.011.Search in Google Scholar

[5] P. T. Wai, P. Jiang, Y. Shen, P. Zhang, Q. Gu, and Y. Leng, “Catalytic developments in the epoxidation of vegetable oils and the analysis methods of epoxidized products,” RSC Adv., vol. 9, pp. 38119–38136, 2019. https://doi.org/10.1039/c9ra05943a.Search in Google Scholar PubMed PubMed Central

[6] E. Salzano, A. G. Agredaa, V. Russob, M. Di Serio, and E. Santacesaria, “Safety criteria for the epoxydation of soybean oil in fed-batch reactor,” Chem. Eng. Trans., vol. 26, pp. 39–44, 2012. https://doi.org/10.3303/CET1226007.Search in Google Scholar

[7] Y. Meng, et al.., “The lord of the chemical rings: catalytic synthesis of important industrial epoxide compounds,” Catalysts, vol. 11, p. 765, 2021. https://doi.org/10.3390/catal11070765.Search in Google Scholar

[8] J. L. Zheng and W. Johan, “Kinetic modeling strategy for an exothermic multiphase reactor system: application to vegetable oils epoxidation using Prileschajew method,” AIChE J., vol. 62, pp. 1–16, 2015. https://doi.org/10.1002/aic.15037.Search in Google Scholar

[9] J. C. Gomez, R. Zakaria, M. M. Aung, M. N. Mokhtar, and R. Yunus, “Synthesis and characterization of polyurethanes from residual palm oil with high poly-unsaturated fatty acid oils as additive,” Polymers (Basel), vol. 13, p. 4214, 2021. https://doi.org/10.3390/polym13234214.Search in Google Scholar PubMed PubMed Central

[10] S. Saalah, et al.., “Physicochemical properties of jatropha oil-based polyol produced by a two steps method,” Molecules, vol. 22, pp. 1–17, 2017. https://doi.org/10.3390/molecules22040551.Search in Google Scholar PubMed PubMed Central

[11] M. Jumain Jalil, et al.., “Ring-opening of epoxidized waste cooking oil by hydroxylation process: Optimization and kinetic modelling,” ChemistrySelect, vol. 7, pp. 1–9, 2022. https://doi.org/10.1002/slct.202202977.Search in Google Scholar

[12] R. Awang, M. Basri, S. Ahmad, and A. B. Salleh, “Enzymatic esterification of dihydroxystearic acid, JAOCS,” J. Am. Oil Chem. Soc., vol. 77, pp. 609–612, 2000. https://doi.org/10.1007/s11746-000-0098-1.Search in Google Scholar

[13] M. Jumain, J. Intan, S. Azmi, A. Hadi, A. Farhan, and M. Yamin, “In situ hydrolysis of epoxidized oleic acid by catalytic epoxidation – peracids mechanism,” J. Polym. Res., vol. 29, pp. 1–12, 2022. https://doi.org/10.1007/s10965-022-02944-4.Search in Google Scholar

[14] G. Koay, A. L. Chuah, R. Yunus, and P. Siwayanan, “Crystallization of dihydroxystearic acid (DHSA) produced from commercial grade palm oil based crude oleic acid employing isopropyl alcohol as solvent,” Int. J. Eng. Technol., vol. 3, pp. 115–124, 2006.Search in Google Scholar

[15] L. Della Bella and G. Rivolta, Dihydroxystearic Acid Using a Solid Catalyst, XCIII, Italy, Rivista Italiana Delle Sostanze Grasse, 2016.Search in Google Scholar

[16] M. J. Jalil, I. S. Azmi, and A. Hadi, “Highly production of dihydroxystrearic acid from catalytic epoxidation process by in situ peracid mechanism,” Environ. Prog. Sustain. Energy, vol. 41, pp. 1–7, 2021. https://doi.org/10.1002/ep.13764.Search in Google Scholar

[17] E. Budiyati, R. Rochmadi, A. Budiman, and B. Budhijanto, “Studies on epoxidation of tung oil with hydrogen peroxide catalyzed by sulfuric acid,” Bull. Chem. React. Eng. Catal., vol. 15, pp. 674–686, 2020. https://doi.org/10.9767/BCREC.15.3.8243.674-686.Search in Google Scholar

[18] R. Turco, R. Tesser, R. Vitiello, V. Russo, S. Andini, and M. Di Serio, “Synthesis of biolubricant basestocks from epoxidized soybean oil,” Catalysts, vol. 7, p. 309, 2017. https://doi.org/10.3390/catal7100309.Search in Google Scholar

[19] N. N. Neswati, “Combination of temperature and time in epoxidation for producing epoxidized palm oil as source of bio polyol,” IOP Conf. Ser. Earth Environ. Sci., vol. 757, 2021, Art. no. 012069. https://doi.org/10.1088/1755-1315/757/1/012069.Search in Google Scholar

[20] S. N. Sivanandam and S. N. Deepa, “Genetic algorithm implementation using Matlab,” in Introduction to Genetic Algorithms, Berlin, Heidelberg, Springer, 2008, pp. 211–262.10.1007/978-3-540-73190-0_8Search in Google Scholar

[21] M. J. Jalil, et al.., “Synthesis and physicochemical properties of epoxidized oleic acid-based palm oil,” IOP Conf. Ser. Earth Environ. Sci., vol. 291, 2019, Art. no. 012046. https://doi.org/10.1088/1755-1315/291/1/012046.Search in Google Scholar

[22] M. J. Jalil, “Optimization of palm oleic acid epoxidation via in situ generated performic acid using Taguchi orthogonal array design and the study of reaction kinetics,” Smart Sci., vol. 7, 2019, pp. 252–259. https://doi.org/10.1080/23080477.2019.1663392.Search in Google Scholar

[23] S. Silviana, D. D. Anggoro, and A. C. Kumoro, “Waste cooking oil utilisation as bio-plasticiser through epoxidation using inorganic acids as homogeneous catalysts,” Chem. Eng. Trans., vol. 56, pp. 1861–1866, 2017. https://doi.org/10.3303/CET1756311.Search in Google Scholar

[24] M. J. Jalil, A. H. Ahmad, and I. S. Azmi, “Recovery of gold in solution from electronic waste by di (2-ethylhexyl) phosphoric acid,” AIP Conf. Proc., vol. 2030, 2018, Art. no. 020189. https://doi.org/10.1063/1.5066830.Search in Google Scholar

[25] B. Asid, “Biodegradation of palm-based 9,10-dihydroxystearic acid (DHSA) in aquatic environments,” Sains Malays., vol. 44, pp. 1263–1268, 2015. https://doi.org/10.17576/jsm-2015-4409-07.Search in Google Scholar

[26] A. Farhan, M. Yamin, M. J. Jalil, I. Adnan, and V. G. Vsiduru, “Numerical modeling of epoxidation palm kernel oil based oleic acid,” Int. J. Eng. Technol., vol. 7, pp. 123–126, 2018.10.14419/ijet.v7i4.40.24417Search in Google Scholar

[27] Y. Meng, N. Kebir, X. Cai, and S. Leveneur, “In-depth kinetic modeling and chemical analysis for the epoxidation of vegetable oils in a liquid–liquid–solid system,” Catalysts, vol. 13, p. 274, 2023. https://doi.org/10.3390/catal13020274.Search in Google Scholar