Lubricant base stock potential of chemically modified vegetable oils

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 19, 2008, Pages 8919-8925

  Erhan, Sevim Z ^b   Sharma, Brajendra K ^a,b   Liu, Zengshe ^a   Adhvaryu, Atanu ^a,b  

^a The Pennsylvania State University   (United States)

^b NATIONAL CENTER FOR AGRICULTURAL UTILIZATION RESEARCH   (United States)

Author keywords

Chemically modified soybean oil; Epoxidized soybean oil; Oxidation; Pour point; Tribological; Vegetable oils

Indexed keywords

LUBRICATING AGENT; PETROLEUM; SOYBEAN OIL; TRIACYLGLYCEROL; VEGETABLE OIL;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; DIFFERENTIAL SCANNING CALORIMETRY; DRUG STABILITY; FRICTION; OXIDATION REDUCTION REACTION; POLLUTION; VISCOSITY;

CALORIMETRY, DIFFERENTIAL SCANNING; DRUG STABILITY; ENVIRONMENTAL POLLUTION; FRICTION; LUBRICANTS; OXIDATION-REDUCTION; PETROLEUM; PLANT OILS; SOYBEAN OIL; TRIGLYCERIDES; VISCOSITY;

GLYCINE MAX;

EID: 54349095467     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf801463d     Document Type: Article

References (47)

1. Horner, D. Recent trends in environmentally friendly lubricants. J. Synth. Lubr. 2002, 18, 327-348.
2. Gawrilow, I. Vegetable oil usage in lubricants. INFORM 2004, 15 (11), 702-705.
3. Carnes, K. Offroad hydraulic fluids: Beyond biodegradability. Tribol. Lubr. Technol. 2004, 60 (9), 32-40.
4. Battersby, N. S. The biodegradability and microbial toxicity testing of lubricants - Some recommendations. Chemosphere 2000, 41 (7), 1011-1027.
5. Rhee, I. S. Evaluation of environmentally acceptable hydraulic fluids. NLGI Spokesman (National Lubricating Grease Institute) 1996, 60 (5), 28-34.
6. Bergstra, R. Green means go. Lubes-n-Greases 2004, 10 (11), 36-38, 40.
7. Bisht, R. P. S.; Kaul, S.; Nagendramma, P.; Bhatia, V. K.; Gupta, A. K. Eco-friendly base fluids for lubricant oil formulations. J. Synth. Lubr. 2002, 19 (3), 243-248.
8. Schneider, M. P. Plant-oil-based lubricants and hydraulic fluids. J. Sci. Food Agric. 2006, 86 (12), 1769-1780.
9. Kuliev, R. S.; Kuliev, F. A.; Mutalibova, A. A.; Kulieva, S. R. Improving the antioxidant and anticorrosion properties of vegetable oils. Chem. Technol. Fuels Oils 2006, 42 (1), 55-59.
10. Bartz, W. J. Lubricants and the environment. Tribol. Int. 1998, 31 (1-3), 35-17.
11. Whitby, R. D. Will regulations help improve bio-lubricant market. Tribol. Lubr. Technol. 2004, 60 (3), 64.
12. Whitby, D. Market share of bio-lubricants in Europe and the USA. Lipid Technol. 2004, 16, 125-129.
13. Becker, R.; Knorr, A. An evaluation of antioxidants for vegetable oils at elevated temperatures. Lubr. Sci. 1996, 8 (2), 95-117.
14. Gapinski, R. E.; Joseph, I. E.; Layzell, B. D. A vegetable oil based tractor lubricant. SAE Tech. Pap. 941758, 1994; pp 1-9.
15. Ohkawa, S.; Konishi, A.; Hatano, H.; Ishihama, K.; Tanaka, K.; Iwamura, M. Oxidation and corrosion characteristics of vegetable-base biodegradable hydraulic oils. SAE Tech. Pap. 951038, 1995; pp 55-63.
16. Rhodes, B. N.; Mammel, W.; Landis, P.; Erickson, F. L. Water rejection of vegetable oil base stocks for tractor/hydraulic fluids. SAE Tech. Pap. 952073, 1995; pp 1-4.
17. Schmidt, M. A.; Dietrich, C. R.; Cahoon, E. B. Biotechnological enhancement of soybean oil for lubricant applications. In Synthetics, Mineral Oils, and Bio-Based Lubricants Chemistry and Technology; Rudnick, L. R., Ed.; CRC Press: Boca Raton, FL, 2005; pp 389-398.
18. Erhan, S. Z.; Adhvaryu, A.; Sharma, B. K. Chemically functionalized vegetable oils. In Synthetics, Mineral Oils, and Bio-Based Lubricants Chemistry and Technology, Rudnick, L. R., Ed.; CRC Press: Boca Raton, FL, 2005; pp 361-388.
19. Rudnick, L. R. Lubricant Additives: Chemistry and Applications (Chemical Industries); CRC Press.Boca Raton, FL, 2003.
20. Sharma, B. K.; Perez, J. M.; Erhan, S. Z. Soybean oil-based lubricants: A search for synergistic antioxidants. Energy Fuels 2007, 21 (4), 2408-2414.
21. Randies, S. J.; Wright, M. Environmentally considerate ester lubricants for automotive and engineering industries. J. Synth. Lubr. 1992, 9, 145-161.
22. Asadauskas, S.; Perez, J. M.; Duda, J. L. Oxidative stability and antiwear properties of high oleic vegetable oils. Lubr. Eng. 1996, 52 (12), 877-882.
23. Erhan, S. Z.; Sharma, B. K.; Perez, J. M. Oxidation and low temperature stability of vegetable oil-based lubricants. Ind. Crops Prod. 2006, 24 (3), 292-299.
24. Kodali, D. R. Oxidative stability measurement of high-stability oils by pressure differential scanning calorimeter (PDSC). J. Agric. Food Chem. 2005, 53 (20), 7649-7653.
25. Sharma, B. K.; Adhvaryu, A.; Erhan, S. Z. Synthesis of hydroxy thio-ether derivatives of vegetable oil. J. Agric. Food Chem. 2006, 54 (26), 9866-9872.
26. Sharma, B. K.; Adhvaryu, A.; Liu, Z.; Erhan, S. Z. Chemical modification of vegetable oils for lubricant applications. J. Am. Oil Chem. Soc. 2006, 83 (2), 129-136.
27. Biswas, A.; Adhvaryu, A.; Gordon, S. H.; Erhan, S. Z.; Willett, J. L. Synthesis of diethylamine-functionalized soybean oil. J. Agric. Food Chem. 2005, 53 (24), 9485-9490.
28. Hwang, H. S.; Erhan, S. Z. Modification of epoxidized soybean oil for lubricant formulations with improved oxidative stability and low pour point. J. Am. Oil Chem. Soc. 2001, 78 (12), 1179-1184.
29. Erhan, S. Z.; Adhvaryu, A.; Sharma, B. K. Poly(hydroxy thioether) vegetable oil derivatives useful as lubricant additives. U.S. Patent 7,279,448, 2007.
30. Doll, K. M.; Sharma, B. K.; Erhan, S. Z. Synthesis of branched methyl hydroxy stearates including an ester from bio-based levulinic acid. Ind. Eng. Chem Res. 2007, 46, 3513-3519.
31. Moser, B. R.; Sharma, B. K.; Doll, K. M.; Erhan, S. Z. Diesters from oleic acid: Synthesis, low temperature properties, and oxidation stability. J. Am. Oil Chem. Soc. 2007, 84 (7), 675-680.
32. Biswas, A.; Sharma, B. K.; Willet, J. L.; Erhan, S. Z.; Cheng, H. N. Room-temperature self-curing ene reactions involving soybean oil. Green Chem. 2008, 10 (3), 298-303.
33. Sharma, B. K.; Doll, K. M.; Erhan, S. Z. Ester hydroxy derivatives of methyl oleate: Tribological, oxidation and low temperature properties. Bioresour. Technol. 2008, 99, 7333-7340.
34. Biswas, A.; Sharma, B. K.; Willet, J. L.; Vermillion, K.; Erhan, S. Z.; Cheng, H. N. Novel modified soybean oil containing hydrazino-ester: Synthesis and characterization. Green Chem. 2007, 9 (1), 85-89.
35. Sharma, B. K.; Liu, Z.; Adhvaryu, A.; Erhan, S. Z. One-pot synthesis of chemically modified vegetable oils. J. Agric. Food Chem. 2008, 56, 3049-3056.
36. Erhan, S. Z.; Adhvaryu, A.; Liu, Z. Chemically modified vegetable oil-based industrial fluid. U.S. Patent 6,583,302, 2003.
37. Sharma, B. K.; Adhvaryu, A.; Perez, J. M.; Erhan, S. Z. Soybean oil based greases: Influence of composition on thermo-oxidative and tribochemical behavior. J. Agric. Food Chem. 2005, 53 (8), 2961-2968.
38. Adhvaryu, A.; Erhan, S. Z. Epoxidized soybean oil as a potential source of high-temperature lubricants. Ind. Crops Prod. 2002, 15 (3), 247-254.
39. Sharma, B. K.; Adhvaryu, A.; Erhan, S. Z. Friction and wear behavior of thioether hydroxy vegetable oil. Tribol. Int. 2007, in press.
40. Asadauskas, S.; Erhan, S. Z. Depression of pour points of vegetable oils by blending with diluents used for biodegradable lubricants. J. Am. Oil Chem. Soc. 1999, 76, 313-316.
41. Hernqvist, L. Crystal structures of fats and fatty acids. In Crystallization and Polymorphism of Fats and Fatty Acids; Garti, N., Sato, K., Eds.; Marcel Dekker: New York, 1988; pp 97-137.
42. Adhvaryu, A.; Erhan, S. Z.; Perez, J. M. Wax appearance temperatures of vegetable oils determined by differential scanning calorimetry: Effect of triacylglycerol structure and its modification. Thermochim. Acta 2003, 395 (1-2), 191-200.
43. Sharma, B. K.; Stipanovic, A. J. Development of a new oxidation stability test method for lubricating oils using high-pressure differential scanning calorimetry. Thermochim. Acta 2003, 402 (1-2), 1-18.
44. Papke, B. L.; Song, W.; Heilmann, W. J.; De Kraker, A. R.; Jois, Y. H.; Morrison, L. M.; Pozebanchuk, M. New high performance synthetic hydrocarbon fluids. 14th International Colloquium of Tribology: Tribology and Lubrication Engineering, 2004.
45. Adhvaryu, A.; Biresaw, G.; Sharma, B. K.; Erhan, S. Z. Friction behavior of some seed oils: Biobased lubricant applications. Ind. Eng. Chem. Res. 2006, 45 (10), 3735-3740.
46. Adhvaryu, A.; Erhan, S. Z.; Perez, J. M. Tribological studies of thermally and chemically modified vegetable oils for use as environmentally friendly lubricants. Wear 2004, 257 (3-4), 359-367.
47. Brockway, L. O.; Karle, J. Electron diffraction study of oleophobic films on copper, iron and aluminum. J. Colloid Sci. 1947, 2, 277-289.