Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil

For environmental reasons, a new class of environmentally acceptable and renewable biolubricant based on vegetable oils is available. In this study, oxirane ring opening reaction of monoepoxide linoleic acid (MEOA) was done by nucleophilic addition of oleic acid (OA) with using p-toluene sulfonic ac...

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Main Authors: Salimon, Jumat, Salih, Nadia, Abdullah, Bashar Mudhaffar
Format: Online
Language:English
Published: Hindawi Publishing Corporation 2011
Online Access:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3216639/
id pubmed-3216639
recordtype oai_dc
spelling pubmed-32166392011-11-30 Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil Salimon, Jumat Salih, Nadia Abdullah, Bashar Mudhaffar Research Article For environmental reasons, a new class of environmentally acceptable and renewable biolubricant based on vegetable oils is available. In this study, oxirane ring opening reaction of monoepoxide linoleic acid (MEOA) was done by nucleophilic addition of oleic acid (OA) with using p-toluene sulfonic acid (PTSA) as a catalyst for synthesis of 9(12)-hydroxy-10(13)-oleoxy-12(9)-octadecanoic acid (HYOOA) and the physicochemical properties of the resulted HYOOA are reported to be used as biolubricant base oils. Optimum conditions of the experiment using D-optimal design to obtain high yield% of HYOOA and lowest OOC% were predicted at OA/MEOA ratio of 0.30 : 1 (w/w), PTSA/MEOA ratio of 0.50 : 1 (w/w), reaction temperature at 110°C, and reaction time at 4.5 h. The results showed that an increase in the chain length of the midchain ester resulted in the decrease of pour point (PP) −51°C, increase of viscosity index (VI) up to 153, and improvement in oxidative stability (OT) to 180.94°C. Hindawi Publishing Corporation 2011 2011-11-10 /pmc/articles/PMC3216639/ /pubmed/22131799 http://dx.doi.org/10.1155/2011/196565 Text en Copyright © 2011 Jumat Salimon et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
repository_type Open Access Journal
institution_category Foreign Institution
institution US National Center for Biotechnology Information
building NCBI PubMed
collection Online Access
language English
format Online
author Salimon, Jumat
Salih, Nadia
Abdullah, Bashar Mudhaffar
spellingShingle Salimon, Jumat
Salih, Nadia
Abdullah, Bashar Mudhaffar
Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
author_facet Salimon, Jumat
Salih, Nadia
Abdullah, Bashar Mudhaffar
author_sort Salimon, Jumat
title Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
title_short Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
title_full Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
title_fullStr Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
title_full_unstemmed Improvement of Physicochemical Characteristics of Monoepoxide Linoleic Acid Ring Opening for Biolubricant Base Oil
title_sort improvement of physicochemical characteristics of monoepoxide linoleic acid ring opening for biolubricant base oil
description For environmental reasons, a new class of environmentally acceptable and renewable biolubricant based on vegetable oils is available. In this study, oxirane ring opening reaction of monoepoxide linoleic acid (MEOA) was done by nucleophilic addition of oleic acid (OA) with using p-toluene sulfonic acid (PTSA) as a catalyst for synthesis of 9(12)-hydroxy-10(13)-oleoxy-12(9)-octadecanoic acid (HYOOA) and the physicochemical properties of the resulted HYOOA are reported to be used as biolubricant base oils. Optimum conditions of the experiment using D-optimal design to obtain high yield% of HYOOA and lowest OOC% were predicted at OA/MEOA ratio of 0.30 : 1 (w/w), PTSA/MEOA ratio of 0.50 : 1 (w/w), reaction temperature at 110°C, and reaction time at 4.5 h. The results showed that an increase in the chain length of the midchain ester resulted in the decrease of pour point (PP) −51°C, increase of viscosity index (VI) up to 153, and improvement in oxidative stability (OT) to 180.94°C.
publisher Hindawi Publishing Corporation
publishDate 2011
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3216639/
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