Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid

Epoxidized castor oil (ECO) has shown high potential for industrial applications as value-added products such as polymer coating, plasticizer, and biolubricant. Epoxidized ricinoleic acid recovered from ECO has potential for industrial usage. In this work, epoxidized ricinoleic acid (ERA) was synthe...

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Main Authors: Nadia Salih, Jumat Salimon
Format: Article
Language:English
Published: Department of Chemistry, Universitas Gadjah Mada 2022-04-01
Series:Indonesian Journal of Chemistry
Subjects:
Online Access:https://jurnal.ugm.ac.id/ijc/article/view/68592
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author Nadia Salih
Jumat Salimon
author_facet Nadia Salih
Jumat Salimon
author_sort Nadia Salih
collection DOAJ
description Epoxidized castor oil (ECO) has shown high potential for industrial applications as value-added products such as polymer coating, plasticizer, and biolubricant. Epoxidized ricinoleic acid recovered from ECO has potential for industrial usage. In this work, epoxidized ricinoleic acid (ERA) was synthesized through in situ generated performic acid epoxidation of ricinoleic acid (RA). The epoxidation process was optimized by several reaction parameters, such as the molar ratio of formic acid to ethylenic unsaturation, the molar ratio of hydrogen peroxide to ethylenic unsaturation, and reaction temperature. The response reaction parameters of oxirane oxygen content (OOC) and iodine value (IV) were then evaluated. The results showed the optimal condition for the epoxidation of RA was obtained at 50 °C, the molar ratio of formic acid and hydrogen peroxide to ethylenic unsaturation of 1:8:1 for 4 h reaction time. A high yield of ERA of 86% with relative conversion into oxirane of 85.3% was achieved at the optimum condition. The optimum ERA showed a high OOC value of 4.00% and a low IV value of 2.24 mg/g. It is plausible that ERA can be used as an intermediate starting material to prepare value-added products such as biosurfactants, biopolymer additives, or biolubricants.
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spelling doaj.art-824deee0355b451b93759c0de61bf02a2022-12-22T02:33:54ZengDepartment of Chemistry, Universitas Gadjah MadaIndonesian Journal of Chemistry1411-94202460-15782022-04-0122360961910.22146/ijc.6859231534Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic AcidNadia Salih0Jumat Salimon1Department of Chemical Sciences, Faculty of Science and Technology, Universiti Kebangsaan MalaysiaDepartment of Chemical Sciences, Faculty of Science and Technology, Universiti Kebangsaan MalaysiaEpoxidized castor oil (ECO) has shown high potential for industrial applications as value-added products such as polymer coating, plasticizer, and biolubricant. Epoxidized ricinoleic acid recovered from ECO has potential for industrial usage. In this work, epoxidized ricinoleic acid (ERA) was synthesized through in situ generated performic acid epoxidation of ricinoleic acid (RA). The epoxidation process was optimized by several reaction parameters, such as the molar ratio of formic acid to ethylenic unsaturation, the molar ratio of hydrogen peroxide to ethylenic unsaturation, and reaction temperature. The response reaction parameters of oxirane oxygen content (OOC) and iodine value (IV) were then evaluated. The results showed the optimal condition for the epoxidation of RA was obtained at 50 °C, the molar ratio of formic acid and hydrogen peroxide to ethylenic unsaturation of 1:8:1 for 4 h reaction time. A high yield of ERA of 86% with relative conversion into oxirane of 85.3% was achieved at the optimum condition. The optimum ERA showed a high OOC value of 4.00% and a low IV value of 2.24 mg/g. It is plausible that ERA can be used as an intermediate starting material to prepare value-added products such as biosurfactants, biopolymer additives, or biolubricants.https://jurnal.ugm.ac.id/ijc/article/view/68592in situ epoxidationoxirane oxygen contentperformic acidricinoleic acid
spellingShingle Nadia Salih
Jumat Salimon
Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
Indonesian Journal of Chemistry
in situ epoxidation
oxirane oxygen content
performic acid
ricinoleic acid
title Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
title_full Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
title_fullStr Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
title_full_unstemmed Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
title_short Optimization of High Yield Epoxidation of Malaysian Castor Bean Ricinoleic Acid with Performic Acid
title_sort optimization of high yield epoxidation of malaysian castor bean ricinoleic acid with performic acid
topic in situ epoxidation
oxirane oxygen content
performic acid
ricinoleic acid
url https://jurnal.ugm.ac.id/ijc/article/view/68592
work_keys_str_mv AT nadiasalih optimizationofhighyieldepoxidationofmalaysiancastorbeanricinoleicacidwithperformicacid
AT jumatsalimon optimizationofhighyieldepoxidationofmalaysiancastorbeanricinoleicacidwithperformicacid