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Effect of temperature on o-cresol methylation in a fluidized bed of commercial iron-chromium catalyst TZC-3/1

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Języki publikacji
EN
Abstrakty
EN
The paper presents the results of the synthesis of 2,6-dimetyhlphenol (26DMP) from o-cresol. The target compound is an important substrate for polymer chemistry. Due to a large amount of o-cresol which is generated as a by-product, during the synthesis of 2,6-dimethylphenol from phenol, the methylation of o-cresol to 2,6-dimethylphenol should be examined as a separate process. The alkylation of o-cresol was carried out in a fluidized bed of commercial iron-chromium catalyst TZC-3/1. Undesirable decomposition of methyl alcohol on the catalyst generates a number of environmentally dangerous by-products such as methane, carbon dioxide, carbon monoxide. The effect of temperature on the yield of the synthesis was investigated. The synthesis process was monitored on-line in the temperature range 310-380°C, completely covering the maximum efficiency of the process. Online analysis of the process by FTIR spectroscopy gave information about products of both methylation of o-cresol and pyrolysis of methanol. The maximum 85% yield of desired 2,6-dimethylphenol with more than 85% conversion of o-cresol was achieved at 340°C, at 1:6 molar ratio of o-cresol:methanol.
Rocznik
Strony
100--102
Opis fizyczny
Bibliogr. 20 poz., rys., wykr.
Twórcy
autor
  • University of Technology, Department of Inorganic Chemistry and Technology, ul. Warszawska 24, 31-155 Cracow, Poland
autor
  • University of Technology, Department of Inorganic Chemistry and Technology, ul. Warszawska 24, 31-155 Cracow, Poland
autor
  • Cracow University of Technology, Department of Inorganic Chemistry and Technology, ul. Warszawska 24, 31-155 Cracow, Poland
Bibliografia
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  • 3. Frabetti, A.J. (1977). U.S. Patent No. 4,041,085. U.S. Patent and Trademark Office.
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  • 5. Caruso, A.J. & Lee, J.L. (1995). U.S. Patent No. 5,475,156. U.S. Patent and Trademark Office.
  • 6. Hay, A.S. (1999). Poly(phenylene oxide)s and poly(arylene ether)s derived from 2,6-diarylphenols. Progr. Polymer. Sci. 24 (1), 45-80. DOI: 10.1016/S0079-6700(98)00016-1.
  • 7. Dobrosz, K. & Matysiak, A. (1982). Plastics in automotivevehicles. Warszawa. Wydawnictwa Komunikacji i Łączności. [in Polish: Tworzywa sztuczne w pojazdach samochodowych].
  • 8. Deepak Novochem Technologies Limited. (2010). Retrieved February 14, 2013, from http://www.dntl.co.in/dyes-category-4/2,6_xylenol-product-4.htm
  • 9. Pospíšilová, M., Svobodová, D., Gasparič, J. & Macháček, M. (1990). Investigation of the colour reaction of phenols with MBTH, II: Properties of the isolated products of the reaction with phenol, 2,6-dimethylphenol and 4-methylphenol. Microchim. Acta 102 (1-3), 117-128. DOI: 10.1007/BF01244294.
  • 10. Kemeleva, E.A., Vasiunina, E.A., Sinitsyna, O.I., Khomchenko, A.S., Gross, M.A., Kandalintseva, N.V., Prosenko, A.E. & Nevinskiĭ, G.A. (2008). New promising antioxidants based on 2,6-dimethylphenol. Russ. J. Bioorg. Chem. 34 (4), 499-509. DOI: 10.1134/S106816200804016X.
  • 11. Jamanek, D., Zielecka, M., Wielgosz, Z., Cyruchin, K., Górska, A., Krakowiak, J. & Łukomska, A. (2012). Fluidized bed application in synthesis of 2,6-dimethylphenol. Retrieved from http://ena.lp.edu.ua:8080/bitstream/ntb/13586/1/61_68-68Volume_6_1.pdf
  • 12. Baron, J., Berkowicz, G., Żukowski, W., Kandefer, S., Szarlik, S., Zielecka, M., Wielgosz, Z. & Jamanek, D. (2012). Study of decomposition of methanol during C-alkylation of phenol with methyl alcohol. 24-27 September 2012, 66-67. 3rd Workshop Green Chemistry and Nanotechnologies in Polymer Chemistry. Cracow.
  • 13. Baron, J., Berkowicz, G., Żukowski, W., Kandefer, S., Szarlik, S., Zielecka, M., Wielgosz, Z. & Jamanek, D. (2012). 8-12 July 2012, 396. Study of fluidization of TZC-3/1 catalyst powders under different conditions. Materiały Kongresowe 7 Kongres Technologii Chemicznej. Cracow. [in Polish: Badanie fluidyzacji proszków katalizatora TZC 3/1 w różnych warunkach modelowych].
  • 14. Biały, J., Penczek, I., Kopytowska, N., Wrzyszcz, J. & Kulak, S. (1980). PL Patent No. 105922.
  • 15. Li, K.T., Wang, I. & Chang, K.R. (1993). Methylation of phenol to 2,6-dimethylphenol on a manganese oxide catalyst. Ind. Eng. Chem. Res. 32, 1007-1011. DOI: 10.1021/ie00018a002.
  • 16. Sato, S., Koizumi, K. & Nozaki, F. (1998). Ortho-Selective Methylation of Phenol Catalyzed by CeO2-MgO Prepared by Citrate Process. J. Catal. 178, 264-274. DOI: 10.1006/ jcat.1998.2159.
  • 17. Durgakumari, V., Narayanan, S. & Molec, J. (1991). A comparative study of oxides for m-cresol alkylation. Catal. 65, 385-392. DOI: 10.1016/0304-5102(91)85073-B.
  • 18. Brown, J.C. & Gulari, E. (2004). Hydrogen production from methanol decomposition over Pt/Al2O3 and ceria promoted Pt/Al2O3 catalysts. Catal. Comm. 5, 431-436. DOI: 10.1016/j. catcom.2004.05.008.
  • 19. Choi, Y. & Stenger, H. (2002). Kinetics of methanol decomposition and water gas shift reaction on a commercial Cu-ZnO/Al2O3 catalyst. Preprint Paper Am Chem Soc Div FuelChem. 47 (2), 723-724
  • 20. Rozovskii, A.Y. & Lin, G.I. (2003). Fundaments of Methanol Synthesis and Decomposition. Top. Catal. 22 (3-4), 137-150. DOI: 10.1023/A:1023555415577.
Uwagi
W wersji drukowanej brakuje afiliacji dla Berkowicz Gabriela, Żukowski Witold.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-5bce58c7-fd81-413a-9ab9-a2380a15df1e
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