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Mesoporous molecular sieves: alkylation of anisole using tert-butylalcohol

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Abstract

Mesoporous aluninosilicate Al-MCM-41 molecular sieves with Si/Al ratios 25, 50, 75 and 100 have been synthesized under hydrothermal condition and these materials were characterized by XRD, FTIR, BET and pyridine adsorption techniques. The catalytic performance was examined in the vapor phase tert-butylation of anisole with tert-butanol at the temperatures between 150 and 250 °C under atmospheric pressure. The results indicate that Al-MCM-41 (25) was found to be more active than its relatives. The major products are found to be 4-tert-butyl anisole (4-TBA), 2-tert-butyl anisole (2-TBA) and 2,4 di-tert-butyl-anisole (2,4-DTBA). Maximum conversion of anisole is observed at 175 °C and decreased thereafter with increasing temperature. The influence of molar feed ratio, influence of temperature, WHSV and time on stream on the selectivity of products was investigated and the results are discussed.

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References

  1. P.H. Gore G.A. Olah (Eds) (1964) Friedel–Crafts and Related Reactions NumberInSeries3 Wiley–Interscience New York

    Google Scholar 

  2. J. Cejka B. Wichterlova (2002) Catal. Rev. 44 375 Occurrence Handle1:CAS:528:DC%2BD38XmsFOmsbs%3D Occurrence Handle10.1081/CR-120005741

    Article  CAS  Google Scholar 

  3. G.R. Meima (1998) Cattech 3 5

    Google Scholar 

  4. K. Tanabe W.F. Hölderich (1999) Appl. Catal. A 181 399 Occurrence Handle1:CAS:528:DyaK1MXisV2hur0%3D Occurrence Handle10.1016/S0926-860X(98)00397-4

    Article  CAS  Google Scholar 

  5. W.F. Hoelderich (2000) Catal. Today 62 115 Occurrence Handle1:CAS:528:DC%2BD3cXovFWqu74%3D Occurrence Handle10.1016/S0920-5861(00)00413-2

    Article  CAS  Google Scholar 

  6. C. Perego P. Ingallina (2002) Catal. Today 73 3 Occurrence Handle1:CAS:528:DC%2BD38XjtF2ksbc%3D Occurrence Handle10.1016/S0920-5861(01)00511-9

    Article  CAS  Google Scholar 

  7. Z. Da Z. Han P. Magnoux M. Guisnet (2001) Appl. Catal. A: Gen. 219 45 Occurrence Handle1:CAS:528:DC%2BD3MXmsFWjsbk%3D Occurrence Handle10.1016/S0926-860X(01)00662-7

    Article  CAS  Google Scholar 

  8. K. Tanabe W.F. Holderich (1999) Appl. Catal. A: Gen. 181 339 Occurrence Handle10.1016/S0926-860X(98)00397-4

    Article  Google Scholar 

  9. Y. Cao R. Kessas C. Nacache Y. Ben Taarit (2001) Appl. Catal. A: Gen 184 231 Occurrence Handle10.1016/S0926-860X(99)00089-7

    Article  Google Scholar 

  10. A.M.F. Bidart A.P.S. Borges L. Nogueira E.R. Lachter C.J. Mota (2001) Catal. Lett. 75 155 Occurrence Handle1:CAS:528:DC%2BD3MXotFOrsL0%3D Occurrence Handle10.1023/A:1016748206714

    Article  CAS  Google Scholar 

  11. K. Smith G.M. Pollaud I. Matthews (1999) Green Chem. 1 IssueID2 75 Occurrence Handle1:CAS:528:DyaK1MXisleltbc%3D Occurrence Handle10.1039/a901394f

    Article  CAS  Google Scholar 

  12. R.A.S. San Gil, A.W.S. Guarino, M.R.M.P. Aguiar, L.C. Dieguez, in Proceedings of the Third European Congress on Catalysis (EUROPACAT III) Abstracts (1997), p. 125.

  13. E.R. Lachter R.A.S. San Gil D. Tabak V.G. Costa C.P.S. Chaves J.A. dos Santos (2000) React. Funct. Polym. 44 1 Occurrence Handle1:CAS:528:DC%2BD3cXjt1Git7Y%3D Occurrence Handle10.1016/S1381-5148(99)00071-1

    Article  CAS  Google Scholar 

  14. M. Guisnet N.S. Gnep S. Morin J. Patarin F. Loggia V. Solinas (1998) Stud. Surf. Sci. Catal. 117 591 Occurrence Handle1:CAS:528:DyaK1cXltl2gtb4%3D

    CAS  Google Scholar 

  15. Y.V. Subba Rao S.J. Kulkarni M. Subrahmanyam A.V. Rama Rao (1995) Appl. Catal. A: Gen. 133 L1–L6 Occurrence Handle1:CAS:528:DyaK2MXpvVyltbc%3D Occurrence Handle10.1016/0926-860X(95)00212-X

    Article  CAS  Google Scholar 

  16. Anderson J.R., Tsai P.J. (1987) J. Chem. Soc. Chem. Commun. 1435

  17. A. Corma V. Fornes A. Martinez (1988) Stud. Surf. Sci. Catal. 37 495 Occurrence Handle1:CAS:528:DyaL1cXitVOgs7c%3D

    CAS  Google Scholar 

  18. W.F. Hoelderich (1988) Stud. Surf. Sci. Catal. 41 83 Occurrence Handle1:CAS:528:DyaL1cXmtFaltbw%3D Occurrence Handle10.1016/S0167-2991(09)60802-8

    Article  CAS  Google Scholar 

  19. T. Stoylkova P. Matthae C. Bezouhanova H. Lechert (1998) Stud. Surf. Sci. Catal. 117 429 Occurrence Handle1:CAS:528:DyaK1cXltl2gtrc%3D

    CAS  Google Scholar 

  20. E. Armengol, M.L. Cano, A. Corma, H. Garcia, M.T. Navarro, J. Chem. Soc., Chem. Commun. (1995). 519

  21. E. Armengol A. Corma H. Garcia J. Primo (1995) Appl. Catal. A: Gen. 126 391 Occurrence Handle1:CAS:528:DyaK2MXlvFKisro%3D Occurrence Handle10.1016/0926-860X(95)00034-8

    Article  CAS  Google Scholar 

  22. E. Armengol A. Corma H. Garcia J. Primo (1997) Appl. Catal. A: Gen. 149 411 Occurrence Handle1:CAS:528:DyaK2sXhs1yjtA%3D%3D Occurrence Handle10.1016/S0926-860X(96)00245-1

    Article  CAS  Google Scholar 

  23. E.A. Gunnewegh S.S. Gopie H. Bekkum ParticleVan (1996) J. Mol. Catal. A: Chem. 106 151 Occurrence Handle1:CAS:528:DyaK28XitVWhtbk%3D Occurrence Handle10.1016/1381-1169(95)00270-7

    Article  CAS  Google Scholar 

  24. A. Corma D. Kumar (1998) Stud. Surf. Sci. Catal. 117 20

    Google Scholar 

  25. J. Medinavaltierra M.A. Sanchez J.A. Montoya J. Navarrete J.A. Delosreyes (1997) Appl. Catal. A: Gen. 158 1 Occurrence Handle10.1016/S0926-860X(97)00007-0

    Article  Google Scholar 

  26. A. Corma D. Kumar (1998) Stud. Surf. Sci. Catal. 117 201 Occurrence Handle1:CAS:528:DyaK1cXltl2gsLw%3D

    CAS  Google Scholar 

  27. I.V. Kozhevnikov A. Sinnema R.J.J. Jansen K. Pamin H. Bekkum Particlevan (1995) Catal. Lett. 30 241 Occurrence Handle10.1007/BF00813690

    Article  Google Scholar 

  28. I.V. Kozhevnikov K.R. Kloetstra A. Sinnema H.W. Zandbergen H. Bekkum Particlevan (1996) J. Mol. Catal. A: Chem. 114 287 Occurrence Handle1:CAS:528:DyaK28XntlOnsrg%3D Occurrence Handle10.1016/S1381-1169(96)00328-7

    Article  CAS  Google Scholar 

  29. H. Bekkum ParticleVan K.R. Kloetstra (1998) Stud. Surf. Sci. Catal. 117 171 Occurrence Handle10.1016/S0167-2991(98)80991-9

    Article  Google Scholar 

  30. J. Kroupa, J. Podstata, V. Matous and V. R. Nechybova, Czech Pet., 265262, 1990 (Chem. Abstr. 1992, 117, 48093)

  31. S.F. Bigi G. Casiraghi G. Casnari L. Chiesi A. Arduini (1985) Chem. Ind. 22 762

    Google Scholar 

  32. U. Svanholm V.D. Parker (1973) J. Chem. Soc. Perkin Trans. 1 IssueID6 652

    Google Scholar 

  33. H. Fernholz H.J. Schimat (1969) Angew. Chem. 8 521 Occurrence Handle1:CAS:528:DyaF1MXkslShsLw%3D

    CAS  Google Scholar 

  34. G.D. Yadav P.K. Goel A.V. Joshi (2001) Green chem. 3 92 Occurrence Handle1:CAS:528:DC%2BD3MXivFCgtbc%3D Occurrence Handle10.1039/b100298h

    Article  CAS  Google Scholar 

  35. J.S. Beck J.C. Vartuli W.J. Roth M.E. Leonowicz C.T. Kresge K.D. Schmitt C.T.W. Chu D.H. Olson E.W. Sheppard S.B. McCullen J.B. Higgins J.C. Schlenker (1992) J. Am. Chem. Soc. 114 10834 Occurrence Handle1:CAS:528:DyaK38Xms1entr8%3D Occurrence Handle10.1021/ja00053a020

    Article  CAS  Google Scholar 

  36. C.Y. Chen H.X. Li M.E. Davis (1993) Microporous Mater. 2 17 Occurrence Handle10.1016/0927-6513(93)80058-3

    Article  Google Scholar 

  37. X.S. Zhao G.Q. Lu G.J. Millar (1996) Catal. Lett. 38 33 Occurrence Handle1:CAS:528:DyaK28Xis1SqtL8%3D Occurrence Handle10.1007/BF00806896

    Article  CAS  Google Scholar 

  38. C. T. Kresge, M. E. Leonowicz, W. J. Roth and J. C. Vartuli, U. S. Patent no. 50986884, 1992

  39. J.M. Newmann M.M.J. Treacy W.T. Koetsire C.B. Gruyter Particlede (1998) Proc. R. Soc. London A 420 375

    Google Scholar 

  40. K. Zhang C. Huang H. Zhang S. Xiang S. Liu D. Xu H. Li (1998) App. Cat. A: Gen. 166 89 Occurrence Handle1:CAS:528:DyaK1cXjsFSjsA%3D%3D Occurrence Handle10.1016/S0926-860X(97)00244-5

    Article  CAS  Google Scholar 

  41. P.C. Llewellyn F. Schuth Y. Grillet E. Rouquerol K.K. Unger (1995) Langmuir 11 574 Occurrence Handle1:CAS:528:DyaK2MXjsFajt7Y%3D Occurrence Handle10.1021/la00002a036

    Article  CAS  Google Scholar 

  42. M.J. Climent A. Corma S. Iborra S. Miquel J. Prime F. Rey (1999) J. Catal. 183 76 Occurrence Handle1:CAS:528:DyaK1MXitVWntrs%3D Occurrence Handle10.1006/jcat.1998.2382

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Anna University, Chennai, 600025, India

    P. Kamala

  2. CAER & Center for Nanoscalescience and Engineering, University of Kentucky, Lexington, KY, 40506-0046, USA

    A. Pandurangan

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  1. P. Kamala
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Kamala, P., Pandurangan, A. Mesoporous molecular sieves: alkylation of anisole using tert-butylalcohol. Catal Lett 110, 39–45 (2006). https://doi.org/10.1007/s10562-006-0084-0

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