Kinetics of tungsten-catalyzed sunflower oil epoxidation studied by 1H NMR

European Journal of Lipid Science and Technology

Volumn 109, Issue 12, 2007, Pages 1186-1193

  Benaniba, Mohamed Tahar ^a   Belhaneche Bensemra, Naima ^b   Gelbard, Georges ^c  

^a FERHAT ABBAS UNIVERSITY   (Algeria)

^b ECOLE NATIONALE POLYTECHNIQUE   (Algeria)

^c INST DE RECHERCHES SUR LA CATALYSE   (France)

Author keywords

Epoxidized sunflower oil; Epoxidized sunflower oil methyl esters; Oxirane; Peracetic acid; Peroxotungstic acid; Phosphonamide; Sunflower oil

Indexed keywords

HELIANTHUS;

EID: 37549037818     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200700114     Document Type: Article

References (23)

1. U. Biermann, W. Friedt, S. Lang, W. Lühs, G. Machmüller, J. O. Metzger, M. Rüsch gen. Klaas, H. J. Schäfer, M. Schneider: New syntheses with oils and fats as renewable raw materials for the chemical industry. Angew Chem Int Ed. 2000, 39, 2206-2224.
2. R. E. Kirk, D. F. Othmer: Encyclopedia of Chemical Technology. 3th Edn. Eds. M. Grayson, D. Eckroth, Interscience Publishers, New York, NY (USA) 1984.
3. M. T. Benaniba, N. Belhaneche-Bensemra, G. Gelbard: Stabilizing effect of epoxidized sunflower oil on the thermal stabilization of PVC. Polym Degr Stab. 2001, 74, 501-505.
4. L. H. Gan, S. H. Goh, K. S. Ooi: Kinetic studies of epoxidation and oxirane cleavage of palm olein methyl esters. J Am Oil Chem Soc. 1992, 69, 347-351.
5. F. A. Zaher: Vegetable oil as alternative fuel for diesel-engines - a review. Grasas Aceites 1990, 41, 82-91.
6. B. Rangarajan, A. Havey, E. A. Grulke, P. D. Culnan: Kinetic parameters of a two-phase model for in situ epoxidation of soybean oil. J Am Oil Chem Soc. 1995, 72, 1161-1169.
7. B. George, S. Abraham, M. M. Mathew: Epoxidation of natural rubber latex stabilized with a nonionic surfactant. Ind J Nat Rubber Res. 1992, 5, 179-187.
8. L. H. Gan, S. C. Ng: Kinetic studies of the performic acid epoxidation of natural rubber latex stabilized by cationic surfactant. Eur Polym J. 1986, 22, 573-576.
9. A. Campanella, M. A. Baltanás: Degradation of the oxirane ring of epoxidized vegetable oils in liquid-liquid systems: II. Reactivity with solvated acetic and peracetic acids. Latin Am Appl Res. 2005, 35, 211-216.
10. nd Edn. Wiley, New York, NY (USA) 1965.
11. G. Gelbard, F. Raison, E. Roditi-Lachter, R. Thouvenot, L. Ouahab, D. Grandjean: Epoxidation of allylic alcohols by hydrogen peroxide in the presence of complexed peroxotungstic species. J Mol Cat. 1996, 114, 77-85.
12. G. Gelbard, F. Breton, M. Benelmoudeni, M. Quenard: Epoxidation with polystyrene-supported phosphonotungstic complexes. Reactive Polym. 1997, 33, 117-124.
13. X. Pages, C. Alfos: Synthesis of new derivatives from sunflower oil methyl esters via epoxidation and oxirane opening. Oléagineux Corps Gras Lipides 2001, 8, 122-125.
14. B. F. Sels, D. De Vos, P. A. Jacobs: Selective epoxidation involving anionic peroxotungstic compounds. Tetrahedron Lett. 1996, 37, 8557-8560.
15. H. Mimoun, I. Sérée de Roch, L. Sajus: Covalent peroxide complexes of molybdenum and tungsten with organic bases. Bull Soc Chim France 1969, 1481-1492.
16. G. Gelbard, T. Gauducheau, E. Vidal, V. I. Parvulescu, A. Crosman, V. M. Pop: Epoxidation with peroxotungstic acid immobilised onto silica-grafted phosphoramides. J Mol Cat A Chem. 2002, 182/183, 257-266.
17. G. Gelbard, M. T. Charreyre, D. Dong, F. Breton: Polypyridine-based catalysts: Epoxidation with supported peroxotungstic species. J Macromol Chem Macromol Symp. 1992, 59, 353-361.
18. A. H. Ford-Moore, J. H. Williams: The reaction between trialkyl phosphites and alkyl halides. J Chem Soc. 1947, 1465-1467.
19. th Edn. AOCS Press, Champaign, IL (USA) 1997, Method Cd 9-57.
20. e.
21. 1H NMR determination of the yield of the transesterification of rapeseed oil with methanol. J Am Oil Chem Soc. 1995, 72, 1239-1241.
22. Z. S. Petrovic, A. Zlatanic, C. C. Lava, S. Sinadidovic-Fiser: Epoxidation of soybean oil with peroxoacetic and performic acid: Kinetics and side reactions. Eur J Lipid Sci Technol. 2002, 104, 293-299.
23. M. Quaglino, N. Bottazini, C. Querci, M. Ricci, S. Cavalli: Ion chromatographic determination of phosphorus and tungsten in epoxidized soybean oil. J Am Oil Chem Soc. 1992, 69, 1248-1251.