Oleic acid diesters

Synthesis, characterization and low temperature properties

Jumat Salimon, Nadia Salih

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Several diesters compounds were synthesized from commercially available oleic acid and common fatty acids. The key step in the three step synthesis of oleochemical diesters entails a ring opening of epoxidized oleic acid with different fatty acids (octanoic, nonanoic, lauric, myristic, palmatic, stearic and behenic acids) using p-toluenesulfonic acid (PTSA) as catalyst to produce compounds (2) to (8). All of these produced compounds are solid except 9(10)-hydroxy-10(9)-(octanoyloxy)stearic acid (2) and 9(10)-hydroxy-10(9)- (nonanoyloxy)stearic acid (3). The esterification reaction of these compounds with octanol was further carried out in the presence of 10 mol-% H2SO4 giving diesters compounds of (9) to (15) respectively. The identity of products was characterized by IR and NMR spectroscopy. Products compounds of (2), (3), (9) to (15) are in viscous liquids with various pour points values. The results showed that increasing chain length of the midchain ester and in the end-chain ester had a positive influence on the low temperature properties of diesters. These products may prove useful in the search for biobased industrial materials such as lubricants, surfactants and fuel additives.

Original languageEnglish
Pages (from-to)216-222
Number of pages7
JournalEuropean Journal of Scientific Research
Volume32
Issue number2
Publication statusPublished - 2009

Fingerprint

Low temperature properties
Stearic acid
Oleic acid
Oleic Acid
stearic acid
Fatty acids
oleic acid
Esters
Fatty Acids
esters
pour point
Stearic Acids
Synthesis
fatty acids
Fuel additives
Lubricants
Octanols
octanol
lubricants
Temperature

Keywords

  • Biolubricant
  • Epoxidized oleic acid
  • Esterification
  • Low temperature property

ASJC Scopus subject areas

  • General

Cite this

Oleic acid diesters : Synthesis, characterization and low temperature properties. / Salimon, Jumat; Salih, Nadia.

In: European Journal of Scientific Research, Vol. 32, No. 2, 2009, p. 216-222.

Research output: Contribution to journalArticle

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