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...

Full description

Bibliographic Details
Main Authors: Bashar Mudhaffar Abdullah, Saiful Irwan Zubairi, Hasniza Zaman Huri, Nany Hairunisa, Emad Yousif, Roma Choudhury Basu
Format: Article
Language:English
Published: Public Library of Science (PLoS) 2016-01-01
Series:PLoS ONE
Online Access:https://doi.org/10.1371/journal.pone.0151603
id doaj-6b21e5d899524943807802b90c772714
record_format Article
spelling doaj-6b21e5d899524943807802b90c7727142021-03-03T19:56:37ZengPublic Library of Science (PLoS)PLoS ONE1932-62032016-01-01113e015160310.1371/journal.pone.0151603Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties.Bashar Mudhaffar AbdullahSaiful Irwan ZubairiHasniza Zaman HuriNany HairunisaEmad YousifRoma Choudhury BasuPresently, 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, 1H and 13C-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.https://doi.org/10.1371/journal.pone.0151603
collection DOAJ
language English
format Article
sources DOAJ
author Bashar Mudhaffar Abdullah
Saiful Irwan Zubairi
Hasniza Zaman Huri
Nany Hairunisa
Emad Yousif
Roma Choudhury Basu
spellingShingle Bashar Mudhaffar Abdullah
Saiful Irwan Zubairi
Hasniza Zaman Huri
Nany Hairunisa
Emad Yousif
Roma Choudhury Basu
Polyesters Based on Linoleic Acid for Biolubricant Basestocks: Low-Temperature, Tribological and Rheological Properties.
PLoS ONE
author_facet Bashar Mudhaffar Abdullah
Saiful Irwan Zubairi
Hasniza Zaman Huri
Nany Hairunisa
Emad Yousif
Roma Choudhury Basu
author_sort Bashar Mudhaffar Abdullah
title 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_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_sort polyesters based on linoleic acid for biolubricant basestocks: low-temperature, tribological and rheological properties.
publisher Public Library of Science (PLoS)
series PLoS ONE
issn 1932-6203
publishDate 2016-01-01
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, 1H and 13C-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.
url https://doi.org/10.1371/journal.pone.0151603
work_keys_str_mv AT basharmudhaffarabdullah polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
AT saifulirwanzubairi polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
AT hasnizazamanhuri polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
AT nanyhairunisa polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
AT emadyousif polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
AT romachoudhurybasu polyestersbasedonlinoleicacidforbiolubricantbasestockslowtemperaturetribologicalandrheologicalproperties
_version_ 1714824940377604096