Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts

Four homogeneous acidic catalysts were tested for their ability to catalyze the esterification reaction of oleic acid and oleyl alcohol to produce oleyl oleate, a wax ester. Sulfuric acid showed relatively higher specific activity. Various reaction parameters were optimised to obtain high percentage...

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Main Authors: Naowara Al-Arafi, Jumat Salimon
Format: Article
Language:English
Published: Wiley 2012-01-01
Series:E-Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2012/181249
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author Naowara Al-Arafi
Jumat Salimon
author_facet Naowara Al-Arafi
Jumat Salimon
author_sort Naowara Al-Arafi
collection DOAJ
description Four homogeneous acidic catalysts were tested for their ability to catalyze the esterification reaction of oleic acid and oleyl alcohol to produce oleyl oleate, a wax ester. Sulfuric acid showed relatively higher specific activity. Various reaction parameters were optimised to obtain high percentage yield of oleyl oleate. The optimum condition to produce oeyl oleate was reaction time; 5 h, temperture; 90°C, amount of sulforic acid 0.15 g and molar ratio of oleyl alcohol to oleic acid; 1:1. Percentage yield of wax ester obtained at these optimum reaction conditions was 93.88. Disappearance of carboxylic acid (C=O) peak has confirmed by FTIR with appearance of ester (C=O) peak at 1739 cm−1. 1H NMR spectra analyses confirmed the result of oleyl oleate with appearance of ester (-CH2OCOR) at 4.02 ppm and also the 13C-NMR confirmed the result with appearance of ester (C=O) peak at 173.2 ppm. The low-temperture behavior of compound synthesized was determined through its pour point (PP), viscosity index (VI) and flash point (FP) values. The results showed that oleyl oleate exhibited the most favorable low-temperture performance of PP, VI and FP with −31°C, 197.5 and 320°C respectively. This is due to increase of the molacular weight thus improve the low temperture property significantly.
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spelling doaj-art-8afef492f72146e7a89d7e746a404b902025-02-03T01:08:59ZengWileyE-Journal of Chemistry0973-49452090-98102012-01-01919910610.1155/2012/181249Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous CatalystsNaowara Al-Arafi0Jumat Salimon1School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor, MalaysiaSchool of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 Bangi, Selangor, MalaysiaFour homogeneous acidic catalysts were tested for their ability to catalyze the esterification reaction of oleic acid and oleyl alcohol to produce oleyl oleate, a wax ester. Sulfuric acid showed relatively higher specific activity. Various reaction parameters were optimised to obtain high percentage yield of oleyl oleate. The optimum condition to produce oeyl oleate was reaction time; 5 h, temperture; 90°C, amount of sulforic acid 0.15 g and molar ratio of oleyl alcohol to oleic acid; 1:1. Percentage yield of wax ester obtained at these optimum reaction conditions was 93.88. Disappearance of carboxylic acid (C=O) peak has confirmed by FTIR with appearance of ester (C=O) peak at 1739 cm−1. 1H NMR spectra analyses confirmed the result of oleyl oleate with appearance of ester (-CH2OCOR) at 4.02 ppm and also the 13C-NMR confirmed the result with appearance of ester (C=O) peak at 173.2 ppm. The low-temperture behavior of compound synthesized was determined through its pour point (PP), viscosity index (VI) and flash point (FP) values. The results showed that oleyl oleate exhibited the most favorable low-temperture performance of PP, VI and FP with −31°C, 197.5 and 320°C respectively. This is due to increase of the molacular weight thus improve the low temperture property significantly.http://dx.doi.org/10.1155/2012/181249
spellingShingle Naowara Al-Arafi
Jumat Salimon
Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
E-Journal of Chemistry
title Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
title_full Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
title_fullStr Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
title_full_unstemmed Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
title_short Production of Oleic Acid Based Wax Ester Using Acidic Homogeneous Catalysts
title_sort production of oleic acid based wax ester using acidic homogeneous catalysts
url http://dx.doi.org/10.1155/2012/181249
work_keys_str_mv AT naowaraalarafi productionofoleicacidbasedwaxesterusingacidichomogeneouscatalysts
AT jumatsalimon productionofoleicacidbasedwaxesterusingacidichomogeneouscatalysts