Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid

Studies on the epoxidation of fatty acids have garnered much interest in recent years due to the rising demand for eco-friendly epoxides derived from vegetable oils. This study aims to optimize the process parameters of epoxidation of palm oleic acid via an in situ peracid mechanism with an applied...

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Published in:Iranian Journal of Chemistry and Chemical Engineering
Main Author: Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
Format: Article
Language:English
Published: Iranian Institute of Research and Development in Chemical Industries 2023
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85175372644&doi=10.30492%2fijcce.2022.557155.5425&partnerID=40&md5=1e22dc75463f32b75c1a7c1c514af862
id 2-s2.0-85175372644
spelling 2-s2.0-85175372644
Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
2023
Iranian Journal of Chemistry and Chemical Engineering
42
5
10.30492/ijcce.2022.557155.5425
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85175372644&doi=10.30492%2fijcce.2022.557155.5425&partnerID=40&md5=1e22dc75463f32b75c1a7c1c514af862
Studies on the epoxidation of fatty acids have garnered much interest in recent years due to the rising demand for eco-friendly epoxides derived from vegetable oils. This study aims to optimize the process parameters of epoxidation of palm oleic acid via an in situ peracid mechanism with an applied homogenous catalyst. Oleic acid was epoxidized using performic acid-generated in situ through the reaction between hydrogen peroxide and formic acid when sulfuric acid was applied as a catalyst. The optimum reaction condition of epoxide was at the temperature of 45°C, the molar ratio of formic acid to oleic acid at 1.64:1 and the molar ratio of hydrogen peroxide to oleic acid at 2:1. Lastly, a mathematical model was developed using the numerical Runge Kutta-4th Order method. In the model, the method was applied with a genetic algorithm optimization to determine the process model that fit the experimental data using MATLAB software. After 100 iterations, the reaction rate constant for epoxidized oleic acid production was: k11 = 1.9305 L/mol. min, k12 =15.2284 L/mol. min, k21 = 0.0570 L/mol. min, k31 = 0.0106 L/mol. min. Overall, epoxidized oleic acid was successfully produced by in situ performic acid mechanism with 80% relative conversion to oxirane. © 2023, Iranian Institute of Research and Development in Chemical Industries. All rights reserved.
Iranian Institute of Research and Development in Chemical Industries
10219986
English
Article

author Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
spellingShingle Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
author_facet Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
author_sort Raofuddin D.N.A.; Rasnan N.H.A.; Azmi I.S.; Rahman S.M.A.; Yeop M.Z.; Kadir M.Z.A.; Jalil M.J.
title Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
title_short Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
title_full Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
title_fullStr Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
title_full_unstemmed Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
title_sort Epoxidation of Unsaturated Oleic Acids via in Situ Catalytic Performic Acid
publishDate 2023
container_title Iranian Journal of Chemistry and Chemical Engineering
container_volume 42
container_issue 5
doi_str_mv 10.30492/ijcce.2022.557155.5425
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85175372644&doi=10.30492%2fijcce.2022.557155.5425&partnerID=40&md5=1e22dc75463f32b75c1a7c1c514af862
description Studies on the epoxidation of fatty acids have garnered much interest in recent years due to the rising demand for eco-friendly epoxides derived from vegetable oils. This study aims to optimize the process parameters of epoxidation of palm oleic acid via an in situ peracid mechanism with an applied homogenous catalyst. Oleic acid was epoxidized using performic acid-generated in situ through the reaction between hydrogen peroxide and formic acid when sulfuric acid was applied as a catalyst. The optimum reaction condition of epoxide was at the temperature of 45°C, the molar ratio of formic acid to oleic acid at 1.64:1 and the molar ratio of hydrogen peroxide to oleic acid at 2:1. Lastly, a mathematical model was developed using the numerical Runge Kutta-4th Order method. In the model, the method was applied with a genetic algorithm optimization to determine the process model that fit the experimental data using MATLAB software. After 100 iterations, the reaction rate constant for epoxidized oleic acid production was: k11 = 1.9305 L/mol. min, k12 =15.2284 L/mol. min, k21 = 0.0570 L/mol. min, k31 = 0.0106 L/mol. min. Overall, epoxidized oleic acid was successfully produced by in situ performic acid mechanism with 80% relative conversion to oxirane. © 2023, Iranian Institute of Research and Development in Chemical Industries. All rights reserved.
publisher Iranian Institute of Research and Development in Chemical Industries
issn 10219986
language English
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