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Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis

Estolide compound has a large potential in many industrial applications such as biodegradable lubricants and in cosmetic formulation. In this study, monoestolide can be prepared by addition reaction of oleic acid under vacuumreflux and solvent free condition for 10 hours at 85 °C in the presence of...

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Main Authors: Adnan, Nadia Farhana, Mohamad Nordin, Nor Asikin, Hamzah, Noraini, Yarmo, Mohd. Ambar
Format: Article
Language:English
Published: Penerbit UTHM 2010
Subjects:
QD Chemistry
Online Access:http://eprints.utm.my/id/eprint/37939/2/122
http://eprints.utm.my/id/eprint/37939/
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spelling my.utm.379392017-02-15T01:41:22Z http://eprints.utm.my/id/eprint/37939/ Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis Adnan, Nadia Farhana Mohamad Nordin, Nor Asikin Hamzah, Noraini Yarmo, Mohd. Ambar QD Chemistry Estolide compound has a large potential in many industrial applications such as biodegradable lubricants and in cosmetic formulation. In this study, monoestolide can be prepared by addition reaction of oleic acid under vacuumreflux and solvent free condition for 10 hours at 85 °C in the presence of solid zinc chloride anhydrous (ZnCl2), choline chloride (ChCl) and ionic liquids (IL) ChCl-ZnCl2, ChCl-FeCl3, ChCl-SnCl2, ChCl-CuCl2 as homogenous acid catalysts. These reactions were compared with common homogenous catalyst namely sulfuric acid (H2SO4). The FTIR analysis show that addition reaction using the above catalysts showed the presence of three new peaks at 1732 cm-1 for C=O ester, 967.0 cm-1 for trans-CH=CH and 1176 cm-1 for C-O-C which confirmed the existence of monoestolide. The LC-MS results showed peak for the present of new monoestolides at retention time (tR) 12.3 min corresponding to m/z 563.48. Among the IL, ChCl-ZnCl2 surprisingly exhibited higher activity which is 98 % acid oleic conversion and 80 % selective for the synthesis of monoestolides. As a result, this IL gave two potential functions as a solvent as well as a green catalyst for monoestolide synthesis from oleic acid. Penerbit UTHM 2010 Article PeerReviewed text/html en http://eprints.utm.my/id/eprint/37939/2/122 Adnan, Nadia Farhana and Mohamad Nordin, Nor Asikin and Hamzah, Noraini and Yarmo, Mohd. Ambar (2010) Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis. Joumal of Science and Technology, 2 (2). pp. 25-34. ISSN 2229-8460
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
language English
topic QD Chemistry
spellingShingle QD Chemistry
Adnan, Nadia Farhana
Mohamad Nordin, Nor Asikin
Hamzah, Noraini
Yarmo, Mohd. Ambar
Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
description Estolide compound has a large potential in many industrial applications such as biodegradable lubricants and in cosmetic formulation. In this study, monoestolide can be prepared by addition reaction of oleic acid under vacuumreflux and solvent free condition for 10 hours at 85 °C in the presence of solid zinc chloride anhydrous (ZnCl2), choline chloride (ChCl) and ionic liquids (IL) ChCl-ZnCl2, ChCl-FeCl3, ChCl-SnCl2, ChCl-CuCl2 as homogenous acid catalysts. These reactions were compared with common homogenous catalyst namely sulfuric acid (H2SO4). The FTIR analysis show that addition reaction using the above catalysts showed the presence of three new peaks at 1732 cm-1 for C=O ester, 967.0 cm-1 for trans-CH=CH and 1176 cm-1 for C-O-C which confirmed the existence of monoestolide. The LC-MS results showed peak for the present of new monoestolides at retention time (tR) 12.3 min corresponding to m/z 563.48. Among the IL, ChCl-ZnCl2 surprisingly exhibited higher activity which is 98 % acid oleic conversion and 80 % selective for the synthesis of monoestolides. As a result, this IL gave two potential functions as a solvent as well as a green catalyst for monoestolide synthesis from oleic acid.
format Article
author Adnan, Nadia Farhana
Mohamad Nordin, Nor Asikin
Hamzah, Noraini
Yarmo, Mohd. Ambar
author_facet Adnan, Nadia Farhana
Mohamad Nordin, Nor Asikin
Hamzah, Noraini
Yarmo, Mohd. Ambar
author_sort Adnan, Nadia Farhana
title Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
title_short Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
title_full Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
title_fullStr Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
title_full_unstemmed Lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
title_sort lewis acidic ionic liquids as new addition catalyst for oleic acid to monoestolide synthesis
publisher Penerbit UTHM
publishDate 2010
url http://eprints.utm.my/id/eprint/37939/2/122
http://eprints.utm.my/id/eprint/37939/
_version_ 1643650192003563520
score 13.211869

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