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Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties

Presently, plant oils which contain high percentage of linoleic acid 1 are perceived to be a viable alternative to mineral oil for biolubricant applications due to their biodegradability and technical properties. In order to get biodegradable lubricant, triester derivatives compounds (1–5) were synt...

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Autores principales: Abdullah, Bashar Mudhaffar, Zubairi, Saiful Irwan, Huri, Hasniza Zaman, Hairunisa, Nany, Yousif, Emad, Basu, Roma Choudhury
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4805195/
https://www.ncbi.nlm.nih.gov/pubmed/27008312
http://dx.doi.org/10.1371/journal.pone.0151603
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author Abdullah, Bashar Mudhaffar
Zubairi, Saiful Irwan
Huri, Hasniza Zaman
Hairunisa, Nany
Yousif, Emad
Basu, Roma Choudhury
author_facet Abdullah, Bashar Mudhaffar
Zubairi, Saiful Irwan
Huri, Hasniza Zaman
Hairunisa, Nany
Yousif, Emad
Basu, Roma Choudhury
author_sort Abdullah, Bashar Mudhaffar
collection PubMed
description Presently, plant oils which contain high percentage of linoleic acid 1 are perceived to be a viable alternative to mineral oil for biolubricant applications due to their biodegradability and technical properties. In order to get biodegradable lubricant, triester derivatives compounds (1–5) were synthesized and characterized. The processes involved were monoepoxidation of linoleic acid 2, oxirane ring opening 3, esterification 4 and acylation 5. The structures of the products were confirmed by FTIR, (1)H and (13)C-NMR and LC-MS. The results that showed lowest temperature properties were obtained for triester 5, with a pour point value (PP) of -73°C, highest onset temperature (260°C) and lowest volatility at 0.30%. Viscosity index (VI) increased for the ester’s synthetic compounds (2, 3, 4, 5), while the PP decreased. This behavior is the result of the increase of the chain length of the branching agents. Triester based linoleic acid has improved properties such as low-temperature and tribological properties. These results will make it feasible for plant oil to be used for biolubricants, fuels in chain saws, transmission oil and brake fluid.
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spelling pubmed-48051952016-03-25 Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties Abdullah, Bashar Mudhaffar Zubairi, Saiful Irwan Huri, Hasniza Zaman Hairunisa, Nany Yousif, Emad Basu, Roma Choudhury PLoS One Research Article Presently, plant oils which contain high percentage of linoleic acid 1 are perceived to be a viable alternative to mineral oil for biolubricant applications due to their biodegradability and technical properties. In order to get biodegradable lubricant, triester derivatives compounds (1–5) were synthesized and characterized. The processes involved were monoepoxidation of linoleic acid 2, oxirane ring opening 3, esterification 4 and acylation 5. The structures of the products were confirmed by FTIR, (1)H and (13)C-NMR and LC-MS. The results that showed lowest temperature properties were obtained for triester 5, with a pour point value (PP) of -73°C, highest onset temperature (260°C) and lowest volatility at 0.30%. Viscosity index (VI) increased for the ester’s synthetic compounds (2, 3, 4, 5), while the PP decreased. This behavior is the result of the increase of the chain length of the branching agents. Triester based linoleic acid has improved properties such as low-temperature and tribological properties. These results will make it feasible for plant oil to be used for biolubricants, fuels in chain saws, transmission oil and brake fluid. Public Library of Science 2016-03-23 /pmc/articles/PMC4805195/ /pubmed/27008312 http://dx.doi.org/10.1371/journal.pone.0151603 Text en © 2016 Abdullah et al http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
spellingShingle Research Article
Abdullah, Bashar Mudhaffar
Zubairi, Saiful Irwan
Huri, Hasniza Zaman
Hairunisa, Nany
Yousif, Emad
Basu, Roma Choudhury
Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title_full Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title_fullStr Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title_full_unstemmed Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title_short Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties
title_sort polyesters based on linoleic acid for biolubricant basestocks: low-temperature, tribological and rheological properties
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4805195/
https://www.ncbi.nlm.nih.gov/pubmed/27008312
http://dx.doi.org/10.1371/journal.pone.0151603
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