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Precipitation of Manganese in the p-Xylene Oxidation with Oxygen-Enriched Gas in Liquid Phase


Abstract

The liquid phase oxidation of p-xylene has been carried out with oxygen-enriched gas, and the manganese component was precipitated probably via over-oxidation to $Mn^{4+}$. The precipitation increased with rising oxygen concentration in the reaction gas and occurred mainly in the later part of the oxidation. The activity of the reaction decreased, and the blackening of the product and side reactions to carbon dioxide increased with the degree of precipitation. Precipitation can be decreased with the addition of metal ions, such as cerium, chromium and iron.

Keywords

References

  1. http://www.hyosungchemical.com/english/
  2. http://www.utm.edu/departments/artsci/chemistry/TerephthalicAcid.html
  3. Chavan, S. A.; Halligudi, S. B.; Srinivas, D.; Rantnasamy P. J.Mol. Catal. A 2000, 161, 49. https://doi.org/10.1016/S1381-1169(00)00361-7
  4. Terephthalic Acid; Chem Systems: 1999; Vol 97/98-5.
  5. Partenheimer, W. Catal. Today 1995, 23, 69. https://doi.org/10.1016/0920-5861(94)00138-R
  6. Sheldon, R. A.; Kochi, J. K. Metal-Catalyzed Oxidations ofOrganic Compounds; Academic Press: New York, 1981; Ch. 5and Ch. 10.
  7. Cincotti, A.; Orru, R.; Cao, G. Catal. Today 1999, 52, 331. https://doi.org/10.1016/S0920-5861(99)00086-3
  8. Cincotti, A.; Orru, R.; Broi, A.; Cao, G. Chem. Eng. Sci. 1997, 52,4205. https://doi.org/10.1016/S0009-2509(97)00263-7
  9. Igarashi, J.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1992,114, 7719. https://doi.org/10.1021/ja00046a018
  10. Igarashi, J.; Jensen, R. K.; Lusztyk, J.; Korcek, S.; Ingold, K. U. J.Am. Chem. Soc. 1992, 114, 7727. https://doi.org/10.1021/ja00046a019
  11. Roffia, P.; Calina, P.; Tonti, S. Oxidation Comm. 1985/1986, 8,167.
  12. Dugmore, G. M.; Powels, G. J.; Zeelie, B. J. Mol. Catal. A 1995,99, 1. https://doi.org/10.1016/1381-1169(95)00023-2
  13. Partenheimer, W. In Catalysis of Organic Reactions; Kosak, J. R.,Johnson, T. A., Eds.; Marcel Dekker: New York, 1994; p 188.
  14. Partenheimer, W.; Kaduk, J. A. Stud. Surf. Sci. Catal. 1991, 66,613. https://doi.org/10.1016/S0167-2991(08)62881-5
  15. Partenheimer, W. In Catalysis of Organic Reactions; Blackburn,D. W., Ed.; Marcel Dekker: New York, 1990; p 321.
  16. Akhtar, S.; Zaidi, H. Appl. Catal. 1986, 27, 99. https://doi.org/10.1016/S0166-9834(00)81049-0
  17. Hanotier, J.; Hanotier-Bridoux, M. J. Mol. Catal. 1981, 12, 133. https://doi.org/10.1016/0304-5102(81)80001-6
  18. Okada, T.; Kamiya, Y. Bull. Chem. Soc. Jpn. 1979, 52, 3321. https://doi.org/10.1246/bcsj.52.3321
  19. Harustiak, M.; Hornec, M.; Ilavsky, J. J. Mol. Catal. 1989, 53,209. https://doi.org/10.1016/0304-5102(89)85006-0
  20. Hronec, M.; Ilavsky, J. React. Kinet. Catal. Lett. 1987, 33, 323. https://doi.org/10.1007/BF02128083
  21. Jacob, B. R.; Varkey, S. P.; Ratnasamy, P. Appl. Catal. A 1999,182, 91. https://doi.org/10.1016/S0926-860X(98)00427-X
  22. US Pat. 5 760 288 (1998), to Mitsubishi chemical corp.
  23. Yoo, J. S.; Jhung, S. H.; Lee, K. H.; Park, Y.-S. Appl. Catal. A2002, 223, 239. https://doi.org/10.1016/S0926-860X(01)00763-3
  24. Gipe, R. K.; Partenheimer, W. Stud. Surf. Sci. Catal. 1997, 110,117.
  25. Chester, A. W.; Scott, E. J. Y.; Landis, P. S. J. Catal. 1977, 46,308. https://doi.org/10.1016/0021-9517(77)90214-7
  26. US patent 5 696 285 (1997), to Praxair Technology Inc.
  27. US patent 5 596 129 (1997), to Mitsui petrochem. Ind.
  28. US patent 5 453 538 (1995), to Amoco corp.
  29. US patent 4 211 882 (1980), to Mitsubishi gas chem. Co.
  30. Jhung, S. H.; Lee, K. H.; Park, Y.-S. Bull. Korean Chem. Soc.2002, 23, 59. https://doi.org/10.5012/bkcs.2002.23.1.059
  31. Jhung, S. H.; Park, Y.-S. unpublished results.
  32. Wagner, C. D.; Riggs, W. M.; Davis, L. E.; Moulder, J. F.;Muilenberg, G. E., Handbook of X-ray Photoelectron Spectroscopy;Perkin-Elmer Corp.: Eden Prairie, 1979; pp 74-75.

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