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Journal of Lipids
Volume 2016, Article ID 3128604, 12 pages
http://dx.doi.org/10.1155/2016/3128604
Research Article

Synthesis of Polyformate Esters of Vegetable Oils: Milkweed, Pennycress, and Soy

1Bio-Oils Research Unit, National Center for Agricultural Utilization Research, United States Department of Agriculture-Agricultural Research Service, 1815 N. University Street, Peoria, IL 61604, USA
2Functional Food Research Unit, National Center for Agricultural Utilization Research, United States Department of Agriculture-Agricultural Research Service, 1815 N. University Street, Peoria, IL 61604, USA

Received 3 June 2015; Accepted 17 December 2015

Academic Editor: Clifford A. Lingwood

Copyright © 2016 Rogers E. Harry-O’kuru et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. T. W. Findley, D. Swern, and J. T. Scanlan, “Epoxidation of unsaturated fatty materials with peracetic acid in glacial acetic acid solution,” Journal of the American Chemical Society, vol. 67, no. 3, pp. 412–414, 1945. View at Publisher · View at Google Scholar · View at Scopus
  2. Ashland Oil & Refining Company, “Epoxidation process using peracetic acid produced in situ,” US Patent3,360,531, 1967.
  3. R. E. Harry-O'Kuru and C. J. Carriere, “Synthesis, rheological characterization, and constitutive modeling of polyhydroxy triglycerides derived from milkweed oil,” Journal of Agricultural and Food Chemistry, vol. 50, no. 11, pp. 3214–3221, 2002. View at Publisher · View at Google Scholar · View at Scopus
  4. R. E. Harry-O'kuru, S. H. Gordon, and A. Biswas, “A facile synthesis of aminohydroxy triglycerides from new crop oils,” Journal of the American Oil Chemists' Society, vol. 82, no. 3, pp. 207–212, 2005. View at Publisher · View at Google Scholar · View at Scopus
  5. AOCS, Official Methods and Recommended Practices of the AOCS, Method Tq 1a-64, AOCS Press, Champaign, Ill, USA, 5th edition, 1997.
  6. American Society for Testing Materials, ASTM D445-97; Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (The Calculation of Dynamic Viscosity), Annual Book of ASTM Standards, ASTM International, Philadelphia, Pa, USA, 1997.
  7. Annon, “ASTM D 2270-93. Standard practice for calculating viscosity index from kinematic viscosity at 40 and 100°C,” Annual Book of ASTM Standards 05.01, 2002. View at Google Scholar
  8. Y. Rotenberg, L. Boruvka, and A. W. Neumann, “Determination of surface tension and contact angle from the shapes of axisymmetric fluid interfaces,” Journal of Colloid And Interface Science, vol. 93, no. 1, pp. 169–183, 1983. View at Publisher · View at Google Scholar · View at Scopus
  9. G. Biresaw, “Adsorption of amphiphiles at an oil-water vs. an oil-metal interface,” Journal of the American Oil Chemists' Society, vol. 82, no. 4, pp. 285–292, 2005. View at Publisher · View at Google Scholar · View at Scopus
  10. Annon, “ASTM D 6186-98. Standard test method for oxidation induction time for lubricating oils by Pressure Differential Scanning Calorimetry (PDSC),” Annual Book of ASTM Standards 05.04, 2002. View at Google Scholar
  11. ASTM D 4172-94. Standard Test Method for Wear Preventive Characteristics of lubricating Fluid (Four-Ball Method). Annual Book of ASTM Standards, vol. 5.02, ASTM International, West Conshohocken, Pa, USA, 2002.
  12. ASTM D 5183-95. Standard Test Method for Determination of the Coefficient of Friction of Lubricants Using the Four-Ball Wear Test Machine, vol. 05.03 of Annual Book of ASTM Standards, ASTM International, West Conshohocken, Pa, USA, 2002.
  13. ASTM D 2783-88. Standard Test Method for Measurement of Extreme-Pressure Properties of Lubricating Fluids (Four-Ball Method), vol. 05.02 of Annual Book of ASTM Standards, ASTM International, West Conshohocken, Pa, USA, 2002.
  14. B. R. Moser, S. N. Shah, J. K. Winkler-Moser, S. F. Vaughn, and R. L. Evangelista, “Composition and physical properties of cress (Lepidium sativum L.) and field pennycress (Thlaspi arvense L.) oils,” Industrial Crops and Products, vol. 30, no. 2, pp. 199–205, 2009. View at Publisher · View at Google Scholar · View at Scopus
  15. R. E. Harry-O'kuru, G. Biresaw, S. C. Cermak, S. H. Gordon, and K. Vermillion, “Investigation of some characteristics of polyhydroxy milkweed triglycerides and their acylated derivatives in relation to lubricity,” Journal of Agricultural and Food Chemistry, vol. 59, no. 9, pp. 4725–4735, 2011. View at Publisher · View at Google Scholar · View at Scopus
  16. R. D. O'Brien, Fats and Oils, Technomic Publishing, Lancaster, Pa, USA, 1998.
  17. A. Adhvaryu, Z. Liu, and S. Z. Erhan, “Synthesis of novel alkoxylated triacylglycerols and their lubricant base oil properties,” Industrial Crops and Products, vol. 21, no. 1, pp. 113–119, 2005. View at Publisher · View at Google Scholar · View at Scopus
  18. G. Biresaw and G. Bantchev, “Effect of chemical structure on film-forming properties of seed oils,” Journal of Synthetic Lubrication, vol. 25, no. 4, pp. 159–183, 2008. View at Publisher · View at Google Scholar · View at Scopus
  19. S. S. Lawate, K. Lal, and C. Huang, “Vegetable oils-structure and performance,” in Tribology Data Handbook, E. R. Booser, Ed., pp. 103–116, CRC Press, Boca Raton, Fla, USA, 1997. View at Google Scholar
  20. R. E. Harry-O'kuru, R. A. Holser, T. P. Abbott, and D. Weisleder, “Synthesis and characteristics of polyhydroxy triglycerides from milkweed oil,” Industrial Crops and Products, vol. 15, no. 1, pp. 51–58, 2002. View at Publisher · View at Google Scholar · View at Scopus
  21. K. Hope, “Balancing lubricant properties with vegetable oil and PAO blends,” in Proceedings of the Lubricants and Fluids Technical Advisory Panel, United Soybean Board, Chicago, Ill, USA, September 2006.
  22. P. C. Hiemenz, Principles of Colloid and Surface Chemistry, Marcel Dekker, New York, NY, USA, 1986.
  23. M. P. Schneider, “Plant-oil-based lubricants and hydraulic fluids,” Journal of the Science of Food and Agriculture, vol. 86, no. 12, pp. 1769–1780, 2006. View at Publisher · View at Google Scholar · View at Scopus
  24. G. Knothe, “Structure indices in FA chemistry. How relevant is the iodine value?” Journal of the American Oil Chemists' Society, vol. 79, no. 9, pp. 847–854, 2002. View at Publisher · View at Google Scholar · View at Scopus
  25. J. A. Schey, Tribology in Metalworking Friction, Lubrication and Wear, American Society of Metals, Geauga County, Ohio, USA, 1983.