식물유 기반 에스토라이드 합성 및 윤활 특성
Synthesis and Lubricant Properties of Vegetable Oil based on Estolides
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Several researches are focused on improving the value of fine chemicals based on biomass resources due to environmental and other concerns associated with the use of petroleum-based products. Therefore, the synthesis and application of estolides derived from plant-based waste oil materials and their application as lubricants and as processing oil for butyl rubber products have been studied. Four kinds of estolide were prepared with conversions of 71-92% over 24h using various vegetable oils, as determined by size exclusion chromatography (SEC) and nuclear magnetic resonance (NMR) spectroscopy. FT-IR spectroscopy determines the esterification of estolides using 2-ethylhexyl alcohol. The estolides have iodine values of 35-90, α-ester/α-acid ratios of 0.45- 0.55, and total acid number of 114-134 mg KOH g–1. Four ball wear tests show that the wear scar diameters (WSDs) of estolides as base oil significantly decreased to 0.3280.494 mm, compared to WSDs of 0.735 and 0.810 mm of WSD for 150N and Yubase 6, respectively, as general base oil. Thus, the estolides have better wear resistance and satisfying design objectives for the engineering of a variety of lubricant base oils.
Abstract
Several researches are focused on improving the value of fine chemicals based on biomass resources due to environmental and other concerns associated with the use of petroleum-based products. Therefore, the synthesis and application of estolides derived from plant-based waste oil materials and their application as lubricants and as processing oil for butyl rubber products have been studied. Four kinds of estolide were prepared with conversions of 71-92% over 24h using various vegetable oils, as determined by size exclusion chromatography (SEC) and nuclear magnetic resonance (NMR) spectroscopy. FT-IR spectroscopy determines the esterification of estolides using 2-ethylhexyl alcohol. The estolides have iodine values of 35-90, α-ester/α-acid ratios of 0.45- 0.55, and total acid number of 114-134 mg KOH g–1. Four ball wear tests show that the wear scar diameters (WSDs) of estolides as base oil significantly decreased to 0.3280.494 mm, compared to WSDs of 0.735 and 0.810 mm of WSD for 150N and Yubase 6, respectively, as general base oil. Thus, the estolides have better wear resistance and satisfying design objectives for the engineering of a variety of lubricant base oils.
참고문헌 (35)
- Cermak, S. C., "Synthesis and physical properties of new estolide esters", Industrial Crops and Products, 46, pp.386~391 (2013)
- Zerkowski, J. A, "Estolides : From structure and function to structured and functionalized", Lipid Technology, 20(11), pp.253~256 (2008)
- Biresaw, G., "Film-forming properties of estolides", Tribology Letters, 27(1), pp.69~78 (2007)
- Wang, Y., "Synthesis of biodegradable highalkali magnesium oleate detergent", Industrial &Engineering chemistry Research, 49, pp.2589~2592 (2010)
- García-Zapateiro, L. A., "Oleins as a source of estolides for biolubricant applications", Grasas Y Aceites, 61(2), pp.171~174 (2010)
- Birova, A., "Lubricating oils based on chemically modified vegetable oils", Journal of Synthetic Lubrication, 4(18), pp.291~299 (2002)
- Salimon, J., "Biolubricants : Raw materials, chemical modifications and environmental benefits", European Journal of Lipid Science and Technology, 112, pp.519~530 (2010)
- Yao, L., "Synthesis and Physical Properties of Potential Biolubricants based on Ricinoleic Acid", Journal of the American Oil Chemists' Society, 87(8), pp.937~945 (2010)
- Smith, M. A., "Characterization of novel triacylglycerol estolides from the seed oil of Mallotus philippensis and Trewia nudiflora", Lipids, 48(1), pp.75~85 (2013)
- Aguieiras, E. C. G., "Estolides synthesis catalyzed by immobilized lipases", Enzyme research, 2011, pp.1~7 (2011)
- L.A. Garcı´a-Zapateiro, "Viscous, thermal and tribological characterization of oleic and ricinoleic acids-derived estolides and their blends with vegetable oils", Journal of Industrial and Engineering Chemistry, 19(4), pp.1289~1298 (2013), 한국공업화학회
- Biresaw, G., "Tribological Properties of Vegetable Oils Modified by Reaction with Butanethiol", Tribology Letters, 43(1), pp.17~32 (2011)
- Cermak, S. C., "Synthesis and physical properties of petroselinic based estolide esters", Industrial Crops and Products, 33(1), pp.132~139 (2011)
- Cermak, S. C., "Improved oxidative stability of estolide esters", Industrial Crops and Products, 8(3), pp.223~230 (2003)
- Cermak, S. C., "Synthesis and Physical Properties of Cuphea–Oleic estolides and esters", Journal of the American Oil Chemists' Society, 81(3), pp.297~303 (2004)
- Moser, B. R., "Evaluation of Castor and Lesquerella Oil Derivatives as Additives in Biodiesel and Ultralow Sulfur Diesel Fuels", Energy & Fuels, 22, pp.1349~1352 (2008)
- Asadauskas, S., "Depression of pour points of vegetable oils by blending with diluents used for biodegradable lubricants", Journal of the American Oil Chemists' Society, 76(3), pp.313~316 (1999)
- García-Zapateiro, L. A., "Viscosity modification of high-oleic sunflower and castor oils with acid oils-derived estolides for lubricant applications", European Journal of Lipid Science and Technology, 115, pp.1173~1182 (2013)
- Cermak, S. C., "Comparison of a New Estolide Oxidative Stability Package", Journal of the American Oil Chemists' Society, 85(9), pp.879~885 (2008)
- Hayes, D. G., "Lipase-catalyzed synthesis and properties of estolides and their esters", Journal of the American Oil Chemists’ Society, 72(11), pp.1309~1316 (1995)
- Cermak, S. C., "Pilot-plant distillation of meadowfoam fatty acids", Industrial Crops and Products, 15(2), pp.145~154 (2002)
- Isbell, T. A., "Purification of meadowfoam monoestolide from polyestolide", Industrial Crops and Products, 19(2), pp.113~118 (2002)
- Erhan, S. M., "Estolides from meadowfoam oil fatty acids and other monounsaturated fatty acids", Journal of the American Oil Chemists’ Society, 70(5), pp.461~465 (1993)
- Isbell, T. A., "Acid-catalyzed condensation of oleic acid into estolides and polyestolides", Journal of the American Oil Chemists’Society, 71(2), pp.169~174 (1994)
- Erhan, S. M., "Methods for increasing estolide yields in a batch reactor", Journal of the American Oil Chemists’ Society, 72(6), pp.671~674 (1995)
- Isbell, Terry A., "Chemistry and physical properties of estolides", Grasas Y Aceites, 62(1), pp.8~20 (2011)
- Showell, J. S., "perchloric acid isomerization of oleic acid", The Journal of Organic Chemistry, 33(7), pp.2697~2704 (1968)
- Isbell, T. A., "Mineral acid-catalyzed condensation of meadowfoam fatty acids into estolides", Journal of the American Oil Chemists’ Society, 73(9), pp.1097~1107 (1996)
- Isbell, T. A., "Characterization of estolides produced from the acid-catalyzed condensation of oleic acid", Journal of the American Oil Chemists’Society, 71(4), pp.379~383 (1994)
- 손정매, "지방산 기반 에스토라이드 합성 및 윤활특성", 한국윤활학회지, 30(5), pp.256~264 (2014), 한국윤활학회[DOI]
- "Standard Test Method for Acid Number of Petroleum Products by Potentiometric Titration" (2012), ASTM international
- "Standard Test Method for Determination of the Saponification Value of Fats and Oils" (2012), ASTM international
- "Standard Test Method for Pour Point of Petroleum Products" (2012), ASTM international
- "Standard test method for cloud point of petroleum products" (2012), ASTM international
- "Standard Test Method for Wear Preventive Characteristics of Lubricating Fluid(Four-Ball Method)" (2012), ASTM international