Malaysian Journal of Analytical Sciences Vol 18 No 1 (2014): 85 – 93

 

 

 

Estolide Ester from Ricinus communis L. Seed Oil FOR BIOLUBRICANT PURPOSE

 

(Ester Estolida dari Minyak Biji Ricinus Communis L untuk Kegunaan Biolubrikan)

 

Nazrizawati Ahmad Tajuddin^1,2,3*, Nor Habibah Rosli¹, Noraishah Abdullah^2,3, Mohd Firdaus Yusoff³,

Jumat Salimon³

 

¹Department of Chemistry, International Education College,

Universiti Teknologi MARA (UiTM) Section 17, 40200 Shah Alam, Selangor, Malaysia

²Department of Chemistry,

University of Technology MARA (UiTM), 40450 Shah Alam, Selangor, Malaysia

³Oleochemistry Programme, School of Chemical Science and Food Technology,

Faculty of Science and Technology,

Universiti Kebangsaan Malaysia, 43000 UKM Bangi, Selangor, Malaysia

 

*Corresponding author: nazriza@salam.uitm.edu.my

 

 

Abstract

Product of 2-ethylhexyl estolide ester formed from acid catalyst reaction was characterized by using Fourier Transform Infrared (FTIR) in conjunction to determine the functional groups presence. Meanwhile, Nuclear Magnetic Resonance (NMR) has been used to determine the structure’s compounds. The present of ester group at 1738.23 cm^-1 indicated that the formation of estolide ester has been occurred. The vibration peak of C-O occurred at 1174.60 cm^-1 and 1117.10 cm^-1 confirmed the formation of ester. Present of CH₂ bending indicated the existence of long-chain compounds. Existent of ester methine signal at 3.8669 ppm indicated the estolide linkage in the ¹H-NMR spectrum. On the other hand, two signals have been notified in the ¹³C-NMR spectrums. One signal appeared at 173.41 ppm indicated the existence of carbonyl acid compound while carbonyl ester’s signal appeared at 173.56 ppm. Chemical shift of ¹H and ¹³C for stimulation and experiment were matched with estolide structure.  Result of pour point, flash point and viscosity indicated that estolide 2-ethylhexyl ester meet the lubricant criteria as they possesses low pour points (-6 °C), high flash point (246 °C) and optimum viscosity (179 cps).

 

Keywords: Castor oil, estolide ester, biolubricant, pour point, flash point, viscosity

 

References

1.       Pearce, F.  (2006).  Fuels Gold. New Scientist, 1: 36-41.

2.       Salimon,J., Salih, N. & Yousif, E. (2010). Biolubricants: Raw Materials, Chemical Modifications and Environmental  Benefits. European Journal of Lipid Science and Technology, 112: 519-530.

3.       Bart, J. B. & Larry, P. (2008). Bio-Based Lubricants: A Market Opportunity Study Update. United Soybean Board, 1: 1-31.

4.       Isbell, T.A., Edgcomb, M.R. & Lowery, B.A. (2001). Physical Properties of Estolides Based Function Fluids. Industrial Crops and Products, 18: 196.

5.       Cermak, S.C., Brandon, K. B. & Isbell, T. A. (2006). Synthesis and Physical Properties of Estolides from Lesquerella and Castor Fatty Acid Esters. Industrial Crops and Products, 23:54-64.

6.        Cermak, S.C. & Isbell, T.A. (2009). Synthesis and Physical Properties of Mono-estolides with Varying Chain Lengths, Industrial Crops and Products, 29:205-213.

7.       Cermak, S.C. & Isbell, T.A. (2003). Synthesis Physical Properties of Estolide-based Functional Fluids. Industrial  Crops Products,18:183-196.

8.       Salimon,J., Salih, N. & Yousif, E. (2011). Chemically Modified Biolubricant Basestocks from Epoxidized Oleic Acid: Improved Low Temperature Properties and Oxidative Stability. Journal of Saudi Chemical Society, 15: 195–201.

9.       Isbell, T.A., Kleiman, R. & Plattner, B.A. (1994). Acid.Catalyzed Condensation of Oleic Acid into Estolides and Polyestolides. Journal of American Oil Chemistry Society, 1:71.

10.    Pavia, D.L, Lampman, G.M. & Kriz, G.S. (2001). Introduction to Spectroscopy. America:Thomson Learning, 3: 124.

11.    Salimon, J. & Salih, N. (2009). European Journal Science Research, 32: 216.

12.    Guzman, D. (2002). Vegetable Oil in Lubricants and Additives Slated for Strong Growth. Chemical Market Reporter, 10: 1–2.

13.    Cermak, S.C. & Isbell, T.A. (2002). Physical Properties of Saturated Estolides and Their 2-ethylhexyl Ester. Industrial Crops Products, 16: 119-127.