Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization

Plant oils and their derivatives have been vigorously exploited as alternatives for synthesis of epoxides due to depletion of petroleum resources. In this study, crude jatropha oil (CJO) was subjected to a transesterification process to form jatropha methyl esters (JME) using peroxyacetic acid gener...

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Main Authors: Derahman, Aishah, Zainal Abidin, Zurina, Cardona, Francisco, Awang Biak, Dayang Radiah, Md. Tahir, Paridah, Abdan, Khalina, Liew, Kan Ern
Format: Article
Published: Springer 2019
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author Derahman, Aishah
Zainal Abidin, Zurina
Cardona, Francisco
Awang Biak, Dayang Radiah
Md. Tahir, Paridah
Abdan, Khalina
Liew, Kan Ern
author_facet Derahman, Aishah
Zainal Abidin, Zurina
Cardona, Francisco
Awang Biak, Dayang Radiah
Md. Tahir, Paridah
Abdan, Khalina
Liew, Kan Ern
author_sort Derahman, Aishah
collection UPM
description Plant oils and their derivatives have been vigorously exploited as alternatives for synthesis of epoxides due to depletion of petroleum resources. In this study, crude jatropha oil (CJO) was subjected to a transesterification process to form jatropha methyl esters (JME) using peroxyacetic acid generated in situ from hydrogen peroxide and acetic acid via an acidic ion exchange resin (AIER). The effect of temperature, molar ratio of hydrogen peroxide to unsaturation, molar ratio of acetic acid to unsaturation, and catalyst loading were investigated. This study revealed that the maximum 89.9% relative conversion to oxirane rings was achieved after 6 h with the optimal reaction conditions of temperature at 70 ˚C, the molar ratio of hydrogen peroxide to unsaturation of 1.5 mol, the molar ratio of acetic acid to unsaturation of 0.5 mol, and catalyst loading of 16%. Fourier Transform Infrared (FTIR) spectra of the epoxidized jatropha methyl esters (EJME) showed oxirane peaks (doublet) at 825 and 843 cm-1.1H NMR confirmed the diepoxide group at 2.85 ppm and 2.98 ppm, while the diepoxide signals of 1C NMR were present at 56.88-57.06 ppm. Production of bio-epoxides from Jatropha methyl esters hence looks promising with favorable physicochemical properties, availability, and versatility.
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spelling upm.eprints-797182022-10-25T08:51:55Z http://psasir.upm.edu.my/id/eprint/79718/ Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization Derahman, Aishah Zainal Abidin, Zurina Cardona, Francisco Awang Biak, Dayang Radiah Md. Tahir, Paridah Abdan, Khalina Liew, Kan Ern Plant oils and their derivatives have been vigorously exploited as alternatives for synthesis of epoxides due to depletion of petroleum resources. In this study, crude jatropha oil (CJO) was subjected to a transesterification process to form jatropha methyl esters (JME) using peroxyacetic acid generated in situ from hydrogen peroxide and acetic acid via an acidic ion exchange resin (AIER). The effect of temperature, molar ratio of hydrogen peroxide to unsaturation, molar ratio of acetic acid to unsaturation, and catalyst loading were investigated. This study revealed that the maximum 89.9% relative conversion to oxirane rings was achieved after 6 h with the optimal reaction conditions of temperature at 70 ˚C, the molar ratio of hydrogen peroxide to unsaturation of 1.5 mol, the molar ratio of acetic acid to unsaturation of 0.5 mol, and catalyst loading of 16%. Fourier Transform Infrared (FTIR) spectra of the epoxidized jatropha methyl esters (EJME) showed oxirane peaks (doublet) at 825 and 843 cm-1.1H NMR confirmed the diepoxide group at 2.85 ppm and 2.98 ppm, while the diepoxide signals of 1C NMR were present at 56.88-57.06 ppm. Production of bio-epoxides from Jatropha methyl esters hence looks promising with favorable physicochemical properties, availability, and versatility. Springer 2019 Article PeerReviewed Derahman, Aishah and Zainal Abidin, Zurina and Cardona, Francisco and Awang Biak, Dayang Radiah and Md. Tahir, Paridah and Abdan, Khalina and Liew, Kan Ern (2019) Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization. Brazilian Journal of Chemical Engineering, 36 (2). pp. 959-968. ISSN 0104-6632; ESSN: 1678-4383 https://www.scielo.br/j/bjce/a/znbzrjDJvrqNKs3jL8WVpcz/?lang=en 1590/0104-6632.20190362s20180326
spellingShingle Derahman, Aishah
Zainal Abidin, Zurina
Cardona, Francisco
Awang Biak, Dayang Radiah
Md. Tahir, Paridah
Abdan, Khalina
Liew, Kan Ern
Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title_full Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title_fullStr Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title_full_unstemmed Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title_short Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
title_sort epoxidation of jatropha methyl esters via acidic ion exchange resin optimization and characterization
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