Polyesters based on linoleic acid for biolubricant basestocks: Low-temperature, tribological and rheological properties

Bashar Mudhaffar Abdullah, Saiful Irwan Zubairi, Hasniza Zaman Huri, Nany Hairunisa, Emad Yousif, Roma Choudhury Basu

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

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.

Original languageEnglish
Article numbere0151603
JournalPLoS One
Volume11
Issue number3
DOIs
Publication statusPublished - 1 Mar 2016

Fingerprint

biolubricants
Polyesters
polyesters
Linoleic Acid
rheological properties
pour point
linoleic acid
plant fats and oils
biodegradability
Plant Oils
Temperature
Low temperature properties
chainsaws
ethylene oxide
Lubricants
Ethylene Oxide
Acylation
Mineral Oil
lubricants
temperature

ASJC Scopus subject areas

  • Agricultural and Biological Sciences(all)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Medicine(all)

Cite this

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.

In: PLoS One, Vol. 11, No. 3, e0151603, 01.03.2016.

Research output: Contribution to journalArticle

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. In: PLoS One. 2016 ; Vol. 11, No. 3.
@article{8328e95c88a3416aa4546a88df97f8e2,
title = "Polyesters based on linoleic acid for biolubricant basestocks: Low-temperature, tribological and rheological properties",
abstract = "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.",
author = "Abdullah, {Bashar Mudhaffar} and Zubairi, {Saiful Irwan} and Huri, {Hasniza Zaman} and Nany Hairunisa and Emad Yousif and Basu, {Roma Choudhury}",
year = "2016",
month = "3",
day = "1",
doi = "10.1371/journal.pone.0151603",
language = "English",
volume = "11",
journal = "PLoS One",
issn = "1932-6203",
publisher = "Public Library of Science",
number = "3",

}

TY - JOUR

T1 - Polyesters based on linoleic acid for biolubricant basestocks

T2 - Low-temperature, tribological and rheological properties

AU - Abdullah, Bashar Mudhaffar

AU - Zubairi, Saiful Irwan

AU - Huri, Hasniza Zaman

AU - Hairunisa, Nany

AU - Yousif, Emad

AU - Basu, Roma Choudhury

PY - 2016/3/1

Y1 - 2016/3/1

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=84962118513&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84962118513&partnerID=8YFLogxK

U2 - 10.1371/journal.pone.0151603

DO - 10.1371/journal.pone.0151603

M3 - Article

C2 - 27008312

AN - SCOPUS:84962118513

VL - 11

JO - PLoS One

JF - PLoS One

SN - 1932-6203

IS - 3

M1 - e0151603

ER -