Solubilization of Oleic Acid by Myrj 59 Surfactant
DOI:
https://doi.org/10.33736/bjrst.251.2013Keywords:
Oleic acid, Myrj 59, critical micelle concentration, solubilization, GC-FID, FTIRAbstract
Palm oil mill effluent (POME) is one of the sources of contamination in effluent that leads to problems such asclogging in drainpipes and sewer lines. POME discharge consists of high content of free fatty acids (FFAs) as
well as high concentration of biochemical oxygen demand (BOD), chemical oxygen demand and suspended
solids. FFAs in effluent are not favorable due to low water solubility and resistant to biodegradation when
precipitated from effluent and binds to soil limiting their bioavailability to microorganisms for biodegradation.
Nonionic surfactants are favorable as hydrocarbon or oil solubilizer because they can perform at low
temperatures, has low-foaming characteristics and relatively stable at high temperatures and under harsh
chemical conditions. Therefore, there is a need for the usage of surfactant that is biodegradable and at the same
time effective at solubilizing FFAs in POME before being released to streams. Thus, FFAs will be kept
mobilized and readily available for biodegradation by microorganisms. Oleic acid is a long chain free fatty acid
presents as the major fatty acid component (40-52 %w/w) in palm oil. Oleic acid was selected for solubilization
by biodegradable nonionic surfactant polyoxyethylene (100) stearate with the commercial name Myrj 59. The
solubilizations were conducted with various concentrations of Myrj 59; below, at and above the critical micelle
concentration (CMC). The amount solubilized was determined by gas chromatography (GC) using flame
ionization detector (FID) technique. The solubilization process was confirmed by characterizing the solubilized
oil using Fourier Transform infrared (FTIR) to observe changes in chemical bonds. Highest solubilization was
achieved with Myrj 59 solution at above its CMC, solubilizing 516.31 ppm oleic acid. The FTIR spectra showed
strong peak at 2927 cm-1 with high intensity suggesting intermolecular hydrogen bonding between oleic acid and
ethylene oxide (EO) groups of surfactant.
References
Becher, P. (1959). Non-Ionic Surface-Active Compounds. I. Critical Micelle Concentrations of Water-Soluble Ether-Alcohols. Journal of Physical Chemistry, 63: 1675-1676.
https://doi.org/10.1021/j150580a026
Cserháti, T and Forgács, E. (1997). Separation and Quantitative Determination of Non-Ionic Surfactants Used as Pesticides Additives. Journal of Chromatography A, 774: 265-279.
https://doi.org/10.1016/S0021-9673(97)00333-6
Daintith, J. ed. (1985). Oxford Dictionary of Chemistry. New York: Oxford University Press.
Diallo, M. S., Abriola, L. M. and Weber, W. J. Jr. (1994). Solubilization of Nonaqueous Phase Liquid Hydrocarbons in Micellar in Palm Oil by Biodegaradable Ethoxylated Surfactants. Journal of Agricultural and Food Chemistry, 53 (11): 4476-4483.
https://doi.org/10.1021/es00060a012
Drummond, C., In, M. and Richetti, P. (2004). Behavior of Adhesive Boundary Lubricated Surfaces Under Shear: Effect of Grafted Diblock Copolymers. The European Physical Journal E, 15; 159-165.
https://doi.org/10.1140/epje/i2004-10043-y
Dwarakanath, V. and Pope, G. A. (2000). Surfactant Phase Behavior with Field Degreasing Solvent. Environmental Science and Technology, 34 (22): 4842-4848.
https://doi.org/10.1021/es0009121
Edwards, D. A., Luthy, R. G. and Liu, Z. (1991). Solubilization of Polycyclic Aromatic Hydrocarbons in Micellar Nonionic Surfactant Solutions. Environmental Science & Technology, 25 (1): 127-133.
https://doi.org/10.1021/es00013a014
Hait, S. K. and Moulik, S. P. (2001). Determination of Critical Micelle Concentration (CMC) of Nonionic Surfactants by Donor-Acceptor Interaction with Iodine and Correlation of CMC with Hydrophile-Lipophile Balance and Other Parameters of the Surfactants. Journal of Surfactants and Detergents. 4 (3), 303-309.
https://doi.org/10.1007/s11743-001-0184-2
Ibrahim, S., Ang, H. M. and Wang, S. (2009). Removal of Emulsified Food and Mineral Oils from Wastewater Using Surfactant Modofied Barley Straw. Bioresource Technology, 100: 5744-5749.
https://doi.org/10.1016/j.biortech.2009.06.070
Kriegel, C., Kit, K. M., McClements, D. J. and Weiss, J. (2009). Electrospinning of Chitosan-poly(ethylene oxide) Blend Nanofibers in the Presence of Micellar Surfactant Solutions. Polymer, 50: 189-200.
https://doi.org/10.1016/j.polymer.2008.09.041
Lemus, G. R. and Lau, A. K. (2002). Biodegradation of Lipidic Compounds in Synthetic Food Wastes During Composting. Canadian Biosystem Engineerings. 44: 6.33-6.39.
Li, Z., Wrenn, B. A. and Venosa, A. D. (2005). Anaerobic Biodegradation of Vegetable Oil and Its Metabolic Intermediates in Oil-Enriched Freshwater Sediments. Biodegradation, 16: 341-352.
https://doi.org/10.1007/s10532-004-2057-6
Lim, T. Y., Li, J. L. and Chien, B. H. (2005). Solubilization of Selected Free Fatty Acids in Palm Oil by Biodegaradable Ethoxylated Surfactants. Journal of Agricultural and Food Chemistry, 53 (11): 4476-4483.
https://doi.org/10.1021/jf047888l
Myers, D. (2006). Surfactant Science. Third Edition. Hoboken: John Wiley & Sons, Inc. pp 31, 198, 117-118.
Peña, A. A. and Miller, C. A. (2006). Solubilization Rates of Oils in Surfactant Solutions and Their Relationship To Mass Transport in Emulsions. Advances in Colloid and Interface Science, 123-126: 241-257.
https://doi.org/10.1016/j.cis.2006.05.005
Rajec, P and Paulenová, A. (1994). Micellar Enhanced Microfiltration of Strontium. Journal of Radioanalytical and Nuclear Chemistry, 183 (1): 109-113.
https://doi.org/10.1007/BF02043122
Rangel-Yagui, C. O., Hsu, H. W. L., Pessoa-Jr, A. and Tavares, L. C. (2005). Micellar Solubilization of Ibuprofen-Influence of Surfactant Head Groups on the Extent of Solubilization. Brazilian Journal of
https://doi.org/10.1590/S1516-93322005000200012
Pharmaceutical Sciences, 41 (2): 237-246.
Shinoda, K., Carlsson, A. and Lindman, B. (1996). On the Importance of Hydroxyl Groups in the Polar Head-Group of Nonionic Surfactants and Membrane Lipids. Advances in Colloid and Interface Science, 64: 253-271.
https://doi.org/10.1016/0001-8686(95)00287-1
Saux, T. L., Varenne, A. and Gareil, P. (2004). Determination of Aggregation Thresholds of UV Absorbing Anionic Surfactants by Frontal Analysis Continuous Capillary Electrophoresis. Journal of
Chromatography A, 1038: 275-282.
Todorov, P. D., Kralchevsky, P. A., Denkov, N. D., Broze, G. and Mehreteab, A. (2002). Kinetics of Solubilization of n-Decane and Benzene by Micellar Solutions of Sodium Dodecyl Sulfate. Journal of Colloid and Interface Science, 245: 371-382.
https://doi.org/10.1006/jcis.2001.8031
Wong, Y. S., Kadir, M. O. A. B. and Teng, T. T. (2009). Biological Kinetics Evaluation of Anaerobic Stabilization Pond Treatment of Palm Oil Mill Effluent. Bioresource Technology, 100: 4969-4975.
https://doi.org/10.1016/j.biortech.2009.04.074
Wrenn, B. A., Virkus, A., Mukherjee, B. and Venosa, A. D. (2009). Dispersibility of Crude Oil in Fresh Water. Environmental Pollution, 157 (6): 1807-1814.
https://doi.org/10.1016/j.envpol.2009.01.025
Wu, N., Fu, L., Su, M., Aslam, M., Wong, K. C. and Dravid, V. P. (2004). Interaction of Fatty Acid Monolayers with Cobalt Nanoparticles. Nano Letters, 4 (2): 383-386.
https://doi.org/10.1021/nl035139x
Xiarchos, I. and Doulia, D. (2006). Effect of Nonionic Surfactants on the Solubilization of Alachlor. Journal of Hazardous Materials, 136 (3): 882-888.
https://doi.org/10.1016/j.jhazmat.2006.01.027
Xu, Q., Nakajima, M., Ichikawa, S., Nakamura, N., Roy, P., Okadome, H. and Shiina, T. (2008). Effects of surfactant and electrolyte Concentrations on Bubble Formation and Stabilization. Journal of Colloids and Interface Science, 332 (1): 208-214.
Downloads
How to Cite
Issue
Section
License
Copyright Transfer Statement for Journal
1) In signing this statement, the author(s) grant UNIMAS Publisher an exclusive license to publish their original research papers. The author(s) also grant UNIMAS Publisher permission to reproduce, recreate, translate, extract or summarize, and to distribute and display in any forms, formats, and media. The author(s) can reuse their papers in their future printed work without first requiring permission from UNIMAS Publisher, provided that the author(s) acknowledge and reference publication in the Journal.
2) For open access articles, the author(s) agree that their articles published under UNIMAS Publisher are distributed under the terms of the CC-BY-NC-SA (Creative Commons Attribution-Non Commercial-Share Alike 4.0 International License) which permits unrestricted use, distribution, and reproduction in any medium, for non-commercial purposes, provided the original work of the author(s) is properly cited.
3) For subscription articles, the author(s) agree that UNIMAS Publisher holds copyright, or an exclusive license to publish. Readers or users may view, download, print, and copy the content, for academic purposes, subject to the following conditions of use: (a) any reuse of materials is subject to permission from UNIMAS Publisher; (b) archived materials may only be used for academic research; (c) archived materials may not be used for commercial purposes, which include but not limited to monetary compensation by means of sale, resale, license, transfer of copyright, loan, etc.; and (d) archived materials may not be re-published in any part, either in print or online.
4) The author(s) is/are responsible to ensure his or her or their submitted work is original and does not infringe any existing copyright, trademark, patent, statutory right, or propriety right of others. Corresponding author(s) has (have) obtained permission from all co-authors prior to submission to the journal. Upon submission of the manuscript, the author(s) agree that no similar work has been or will be submitted or published elsewhere in any language. If submitted manuscript includes materials from others, the authors have obtained the permission from the copyright owners.
5) In signing this statement, the author(s) declare(s) that the researches in which they have conducted are in compliance with the current laws of the respective country and UNIMAS Journal Publication Ethics Policy. Any experimentation or research involving human or the use of animal samples must obtain approval from Human or Animal Ethics Committee in their respective institutions. The author(s) agree and understand that UNIMAS Publisher is not responsible for any compensational claims or failure caused by the author(s) in fulfilling the above-mentioned requirements. The author(s) must accept the responsibility for releasing their materials upon request by Chief Editor or UNIMAS Publisher.
6) The author(s) should have participated sufficiently in the work and ensured the appropriateness of the content of the article. The author(s) should also agree that he or she has no commercial attachments (e.g. patent or license arrangement, equity interest, consultancies, etc.) that might pose any conflict of interest with the submitted manuscript. The author(s) also agree to make any relevant materials and data available upon request by the editor or UNIMAS Publisher.