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Shape-Selective Alkylation of Biphenyl over H-[Al]-SSZ-31 with Propylene

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Abstract

Isopropylation of biphenyl (BP) over [Al]-SSZ-31, a large-pore, one-dimensional zeolite has been studied. Effects of temperature, pressure and SiO2/Al2O3 ratio were examined. SSZ-31 was found to be an active catalyst in the isopropylation of biphenyl with propylene. The selectivity for 4-isopropylbiphenyl (4-IPBP) and 4,4-diisopropylbiphenyl (4,4-DIPB) was high among isopropylbiphenyl (IPBP) and diisopropylbiphenyl (DIPB) isomers, respectively, indicating SSZ-31 shows shape-selective catalysis. The selectivity for 4,4-DIPB decreased with temperature increase; correspondingly the selectivity for thermodynamically more stable isomers (3,3- and 3,4 DIPB) increased with temperature. The yield of IPBP isomers decreased while that of DIPB isomers increased with temperature increase. Pressure showed less effect on conversion; however, increase in pressure suppresses the isomerization of 4,4-DIPB to 3,3- and 3,4-DIPB. Conversion decreased with increase in SiO2/Al2O3 ratio. At low SiO2/Al2O3 ratio of 136, relatively high triisopropylbiphenyl (TriIPB) isomers were formed in bulk products and their amount decreased with increase in SiO2/Al2O3 ratio.

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References

  1. S.M. Csicsery, Zeolites 4 (1984) 202.

    Google Scholar 

  2. P.B. Venuto, Micropor. Mater. 2 (1994) 297.

    Google Scholar 

  3. Y. Sugi andY. Kubota, Catalysis, Vol. 13, Specialist Periodical Report, ed. J.J. Spivey (Royal Soc. Chem., London, 1997) ch. 3, p. 55.

    Google Scholar 

  4. A. Katayama,M. Toba,G. Takeuchi,F. Mizukami,S. Niwa andS. Mitamura, J. Chem. Soc. Chem. Commun. (1999) 39.

  5. A. Schmitz andC. Song, Catal. Today 19 (1996) 31.

    Google Scholar 

  6. G.S. Lee,J.J. Maj,S.C. Rocke andJ.N. Graces, Catal. Lett. 2 (1989) 243.

    Google Scholar 

  7. D. Fraenkel,M. Cherniavsky,B. Ittah andM. Levy, J. Catal. 101 (1986) 273.

    Google Scholar 

  8. D. Vergani,R. Prins andH.W. Kouwenhoven, Appl. Catal. A 163 (1997) 71.

    Google Scholar 

  9. X. Tu,M. Matsumoto,T. Maeda,T. Matsuzaki,T. Hanaoka,Y. Kubota andJ.H. Kim, Micropor. Mater. 3 (1995) 293.

    Google Scholar 

  10. X. Tu,M. Matsmoto,T. Matsuki,T. Hanaoka,Y. Kubota,J.H. Kim andY. Sugi, Catal. Lett. 21 (1993) 71.

    Google Scholar 

  11. T. Hanaoka,K. Nakajima,Y. Sugi,T. Matsuzaki,Y. Kubota,A. Igarashi andK. Kunimori, Catal. Lett. 50 (1998) 149.

    Google Scholar 

  12. Y. Sugi,T. Matsuzaki,T. Hanaoka,Y. Kubota,J. H. Kim,X. Tu andM. Matsumoto, Catal. Lett. 27 (1994) 315.

    Google Scholar 

  13. R.F. Lobo,M. Tsapatsis,C.C. Freyhardt,I. Chan,C.-Y. Chen,S.I. Zones andM.E. Davies, J. Am. Chem. Soc. 119 (1997) 3732.

    Google Scholar 

  14. S.I. Zones, T.V. Harris, A. Rainis and D.S. Santilli, US Patent 5 187132 (1993).

  15. S.I. Zones andY. Nakagawa, Micropor. Mater. 2 (1994) 543.

    Google Scholar 

  16. R. Bandyopadhyay,Y. Kubota,S. Tawada andY. Sugi, Catal. Lett. 50 (1998) 159.

    Google Scholar 

  17. R. Bandyopadhyay,Y. Kubota,M. Ogawa,N. Sugimoto,Y. Fukushima andY. Sugi, Chem. Lett. (2000) 300.

  18. Y. Sugi,S. Tawada,T. Sugimura,Y. Kubota,T. Hanaoka,T. Matsuzaki,K. Nakajima andK. Kunimori, Appl. Catal. A 189 (1999) 251.

    Google Scholar 

  19. T. Taniguchi, M. Tanaka, K. Takahata, N. Sakamoto, T. Takai, Y. Kurano and M. Ishibushi, PCT Int. Appl., WO 88 03 03523.

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Ahedi, R., Tawada, S., Kubota, Y. et al. Shape-Selective Alkylation of Biphenyl over H-[Al]-SSZ-31 with Propylene. Catalysis Letters 74, 217–220 (2001). https://doi.org/10.1023/A:1016661920496

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  • DOI: https://doi.org/10.1023/A:1016661920496

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