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

Vegetable oils are rich in unsaturated bonds that can be converted to epoxidized oleic acid. They are considered sustainable, renewable, and also environmentally friendly. To date, there is a paucity of studies on production of dihydroxystearic acid (DHSA) using an eco-friendly ion exchange resin as...

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Published in:International Journal of Chemical Reactor Engineering
Main Author: Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
Format: Article
Language:English
Published: Walter de Gruyter GmbH 2024
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85185323893&doi=10.1515%2fijcre-2023-0196&partnerID=40&md5=d777b4653a924eb32743a599e6fc9f0e
id 2-s2.0-85185323893
spelling 2-s2.0-85185323893
Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
2024
International Journal of Chemical Reactor Engineering
22
4
10.1515/ijcre-2023-0196
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85185323893&doi=10.1515%2fijcre-2023-0196&partnerID=40&md5=d777b4653a924eb32743a599e6fc9f0e
Vegetable oils are rich in unsaturated bonds that can be converted to epoxidized oleic acid. They are considered sustainable, renewable, and also environmentally friendly. To date, there is a paucity of studies on production of dihydroxystearic acid (DHSA) using an eco-friendly ion exchange resin as it is not fully utilised. As a result, the aim of this study is to elucidate the mechanism of ring-opening by hydrolysis for the production of DHSA using amberlite IR-120H as a catalyst. The process of epoxidizing oleic acid involved the in situ generation of performic acid, which was then used to convert oleic acid into epoxidized oleic acid. This performic acid was created by combining formic acid, serving as the oxygen carrier, with hydrogen peroxide, acting as the oxygen donor. Under optimal conditions, the maximum relative conversion of oleic acid to oxirane was attained, with up to 85 %. Overall, DHSA with a high hydroxyl value (182 mg KOH/g), was successfully produced from oleic acid using in situ hydrolysis of epoxidized oleic acid. © 2024 Walter de Gruyter GmbH. All rights reserved.
Walter de Gruyter GmbH
21945748
English
Article

author Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
spellingShingle Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
author_facet Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
author_sort Rahman S.J.A.; Rahman M.A.; Hambali N.; Azmi I.S.; Jalil M.J.
title Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
title_short Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
title_full Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
title_fullStr Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
title_full_unstemmed Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
title_sort Sustainable approach for catalytic epoxidation of oleic acid followed by in situ ring-opening hydrolysis with applied ion exchange resin
publishDate 2024
container_title International Journal of Chemical Reactor Engineering
container_volume 22
container_issue 4
doi_str_mv 10.1515/ijcre-2023-0196
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85185323893&doi=10.1515%2fijcre-2023-0196&partnerID=40&md5=d777b4653a924eb32743a599e6fc9f0e
description Vegetable oils are rich in unsaturated bonds that can be converted to epoxidized oleic acid. They are considered sustainable, renewable, and also environmentally friendly. To date, there is a paucity of studies on production of dihydroxystearic acid (DHSA) using an eco-friendly ion exchange resin as it is not fully utilised. As a result, the aim of this study is to elucidate the mechanism of ring-opening by hydrolysis for the production of DHSA using amberlite IR-120H as a catalyst. The process of epoxidizing oleic acid involved the in situ generation of performic acid, which was then used to convert oleic acid into epoxidized oleic acid. This performic acid was created by combining formic acid, serving as the oxygen carrier, with hydrogen peroxide, acting as the oxygen donor. Under optimal conditions, the maximum relative conversion of oleic acid to oxirane was attained, with up to 85 %. Overall, DHSA with a high hydroxyl value (182 mg KOH/g), was successfully produced from oleic acid using in situ hydrolysis of epoxidized oleic acid. © 2024 Walter de Gruyter GmbH. All rights reserved.
publisher Walter de Gruyter GmbH
issn 21945748
language English
format Article
accesstype
record_format scopus
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