Abstract
Alewife fish oil was hydroxylated by performic, peracetic and pertungstic acid methods. Products were compared with respect to yield, free acid, hydroxyl number, saponification value and peroxide value. Fish oils oxidized with performic acid resulted in high yields (83% to 95%), low acid values (0.12 to 0.19), high hydroxy (142 to 245) and saponification (247 to 271) numbers, and relatively low peroxide values (72 to 266). Performic acid hydroxylated alewife and menhaden oils were used to prepare urethane foams. These foams exhibited characteristic low compressive strengths at 10% deflection (6.4 to 9.5 psi), low density (1.45 to 1.65 pcf), high porosity (0.7 to 1.7% closed cells) and high water absorption compared to a conventional polyether urethane foam. Performic acid hydroxylated alewife oil was further refined, using cation and anion exchange resins, for use in the preparation of urethane elastomers. These polymers generally exhibited higher tensile and Graves tear strengths than a comparable castor oil elastomer used as a control. though dielectric strengths were similar for both fish oil and castor oil elastomers, tensile elongation at break point was greater for the castor oil elastomers. When the isocyanate index of the fish oil elastomers was increased from 105 to 156, the Graves tear strength exhibited the greatest change.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Industrial Fishery Products, 1970 Review, Situation and Outlook 1, No. 8, United States Department of the Interior, Bureau of Commercial Fisheries, 1970.
Ackman, R. G., Proceedings of the Symposium on Developments in the Production and Utilization of Marine Oils in Canada, National Research Council, Ottawa, Canada, 1966.
Gruger, E. H. Jr., R. W. Nelson and M. E. Stansby, JAOCS41, 662–667 (1964).
Hustad, G. O., T. Richardson and C. H. Amundson, J. Dairy Sci.53, 18–24 (1970).
Saggese, E. J., M. Zubillaga, A. N. Wrigley and W. C. Ault, JAOCS42, 553–556 (1965).
Saggese, E. J., F. Scholnick, M. Zubillaga, W. C. Ault and A. N. Wrigley, Ibid.44, 43–45 (1967).
Scholnick, F., E. J. Saggese, A. N. Wrigley, W. C. Ault, H. A. Monroe Jr., and M. Zubillaga, JAOCS45, 76–77 (1968).
Swern, D., G. N. Billen, T. W. Findley and J. T. Scanlan, J. Am. Chem. Soc.67, 1786–1789 (1945).
Findley, T. W., D. Swern, and J. T. Scanlan, J. Am. Chem. Soc.67, 412–414 (1945).
Luong, T. M., H. Schriftman, and D. Swern, JAOCS44, 316–320 (1967).
Official and Tentative Methods of the American Oil Chemists' Society, 3rd ed., Vol. 1, AOCS, Chicago, 1964, Cd 3a-63.
Vinson, J. A., J. S. Fritz and C. A. Kingsbury, Talanta13, 1673–1677 (1966).
Official and Tentative Methods of the american Oil Chemists' Society, 3rd. ed., Vol. 1, AOCS, Chicago, 1964, Cd 8-53
Mehlenbacher, V. C., “The Analysis of Fats and Oils,” Garrard Press, Champaign, Ill. 1960.
Ehrlich, A., and T. C. Patton, Mod. Plast.41, 154 (1964).
American Society for Testing and Materials, ASTM Standards: Plastics—Specifications; Methods of Testing Pipe, Film, Reinforced and Cellular Plastics, Part 26, American Society for Testing and Materials, Philadelphia, 1969.
ASTM Standards: Rubber, Carbon Black Gasgets, Part 28, American Society for Testing and Materials, Philadelphia, 1964.
Author information
Authors and Affiliations
About this article
Cite this article
Hustad, G.O., Richardson, T. & Amundson, C.H. Urethane polymers from hydroxylated fish oil. J Am Oil Chem Soc 47, 333–336 (1970). https://doi.org/10.1007/BF02638996
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02638996