Acid-catalyzed isobutane-isobutylene alkylation in liquid carbon dioxide solution

Catalysis Letters

Volumn 61, Issue 3-4, 1999, Pages 105-110

  Olah, George A ^a   Marinez, Eric ^a   Török, Béla ^a   Prakash, G K Surya ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

Alkylation; H2SO4; HF; Isobutane; Isobutylene; Liquid CO2; PPHF; Trifluoromethanesulfonic acid

Indexed keywords

EID: 0033201324     PISSN: 1011372X     EISSN: None     Source Type: Journal    
DOI: 10.1023/a:1019001712172     Document Type: Article

References (38)

1. R.M. Smith, ed., Supercritical Fluid Chromatography (Royal Society of Chemistry, London, 1988); R.D. Smith, B.W. Wright and C. Yonker, Anal. Chem. 60 (1988) 106R.
2. R.M. Smith, ed., Supercritical Fluid Chromatography (Royal Society of Chemistry, London, 1988); R.D. Smith, B.W. Wright and C. Yonker, Anal. Chem. 60 (1988) 106R.
3. M.A. McHugh and V.J. Krukonis, Supercritical Fluid Extraction - Principles and Practice (Butterworths, Boston, MA, 1993); T.L. Chester, J.D. Pinkston and D.E. Raynie, Anal. Chem. 66 (1994) 106R.
4. M.A. McHugh and V.J. Krukonis, Supercritical Fluid Extraction - Principles and Practice (Butterworths, Boston, MA, 1993); T.L. Chester, J.D. Pinkston and D.E. Raynie, Anal. Chem. 66 (1994) 106R.
5. K.P. Johnston and C. Haynes, AIChE J. 33 (1987) 2017; S. Kim and K. Johnston, Ind. Eng. Chem. Res. 26 (1987) 1206; T.W. Randolph and C.J. Carlier, J. Phys. Chem. 96 (1992) 5146.
6. K.P. Johnston and C. Haynes, AIChE J. 33 (1987) 2017; S. Kim and K. Johnston, Ind. Eng. Chem. Res. 26 (1987) 1206; T.W. Randolph and C.J. Carlier, J. Phys. Chem. 96 (1992) 5146.
7. K.P. Johnston and C. Haynes, AIChE J. 33 (1987) 2017; S. Kim and K. Johnston, Ind. Eng. Chem. Res. 26 (1987) 1206; T.W. Randolph and C.J. Carlier, J. Phys. Chem. 96 (1992) 5146.
8. T.J. Bruno and J.F. Ely, Supercritical Fluid Technology - Reviews in Modern Theory and Applications (CRC Press, Boca Raton, FL, 1991).
9. B. Minder, T. Mallat, K.H. Pickel, K. Steiner and A. Baiker, Catal. Lett. 34 (1995) 1; R. Hutter, D.C.M. Dutoit, T. Mallat, M. Schneider and A. Baiker, J. Chem. Soc. Chem. Commun. (1995) 163; J.K. Rice, E.D. Niemeyer, R.A. Dunbar and F.V. Bright, J. Am. Chem. Soc. 117 (1995) 5832; P.G. Jessop, Y. Hsiao, T. Ikariya and R. Noyori, J. Am. Chem. Soc. 118 (1996) 344.
10. B. Minder, T. Mallat, K.H. Pickel, K. Steiner and A. Baiker, Catal. Lett. 34 (1995) 1; R. Hutter, D.C.M. Dutoit, T. Mallat, M. Schneider and A. Baiker, J. Chem. Soc. Chem. Commun. (1995) 163; J.K. Rice, E.D. Niemeyer, R.A. Dunbar and F.V. Bright, J. Am. Chem. Soc. 117 (1995) 5832; P.G. Jessop, Y. Hsiao, T. Ikariya and R. Noyori, J. Am. Chem. Soc. 118 (1996) 344.
11. B. Minder, T. Mallat, K.H. Pickel, K. Steiner and A. Baiker, Catal. Lett. 34 (1995) 1; R. Hutter, D.C.M. Dutoit, T. Mallat, M. Schneider and A. Baiker, J. Chem. Soc. Chem. Commun. (1995) 163; J.K. Rice, E.D. Niemeyer, R.A. Dunbar and F.V. Bright, J. Am. Chem. Soc. 117 (1995) 5832; P.G. Jessop, Y. Hsiao, T. Ikariya and R. Noyori, J. Am. Chem. Soc. 118 (1996) 344.
12. B. Minder, T. Mallat, K.H. Pickel, K. Steiner and A. Baiker, Catal. Lett. 34 (1995) 1; R. Hutter, D.C.M. Dutoit, T. Mallat, M. Schneider and A. Baiker, J. Chem. Soc. Chem. Commun. (1995) 163; J.K. Rice, E.D. Niemeyer, R.A. Dunbar and F.V. Bright, J. Am. Chem. Soc. 117 (1995) 5832; P.G. Jessop, Y. Hsiao, T. Ikariya and R. Noyori, J. Am. Chem. Soc. 118 (1996) 344.
13. S.H. Townsend and M.T. Klein, Fuel 64 (1985) 635; S.H. Townsend, M.A. Abraham, G.L. Huppert, M.T. Klein and S.C. Papsek, Ind. Eng. Chem. Res. 27 (1988) 143; H.H. Yang and C.A. Eckert, Ind. Eng. Chem. Res. 27 (1988) 2009.
14. S.H. Townsend and M.T. Klein, Fuel 64 (1985) 635; S.H. Townsend, M.A. Abraham, G.L. Huppert, M.T. Klein and S.C. Papsek, Ind. Eng. Chem. Res. 27 (1988) 143; H.H. Yang and C.A. Eckert, Ind. Eng. Chem. Res. 27 (1988) 2009.
15. S.H. Townsend and M.T. Klein, Fuel 64 (1985) 635; S.H. Townsend, M.A. Abraham, G.L. Huppert, M.T. Klein and S.C. Papsek, Ind. Eng. Chem. Res. 27 (1988) 143; H.H. Yang and C.A. Eckert, Ind. Eng. Chem. Res. 27 (1988) 2009.
16. J.F. Brennecke, in: Supercritical Fluid Engineering Science, Fundamentals and Applications, ACS Symp. Series, Vol. 514, eds. E. Kiran and J.F. Brennecke (Am, Chem. Soc., Washington, DC, 1993) pp. 201-219; P.G. Jessop, T. Ikariya and R. Noyori, Nature 368 (1994) 231; M.J. Burk, S. Feng, M.F. Gross and W. Tumas, J. Am. Chem. Soc. 117 (1995) 8277.
17. J.F. Brennecke, in: Supercritical Fluid Engineering Science, Fundamentals and Applications, ACS Symp. Series, Vol. 514, eds. E. Kiran and J.F. Brennecke (Am, Chem. Soc., Washington, DC, 1993) pp. 201-219; P.G. Jessop, T. Ikariya and R. Noyori, Nature 368 (1994) 231; M.J. Burk, S. Feng, M.F. Gross and W. Tumas, J. Am. Chem. Soc. 117 (1995) 8277.
18. J.F. Brennecke, in: Supercritical Fluid Engineering Science, Fundamentals and Applications, ACS Symp. Series, Vol. 514, eds. E. Kiran and J.F. Brennecke (Am, Chem. Soc., Washington, DC, 1993) pp. 201-219; P.G. Jessop, T. Ikariya and R. Noyori, Nature 368 (1994) 231; M.J. Burk, S. Feng, M.F. Gross and W. Tumas, J. Am. Chem. Soc. 117 (1995) 8277.
19. R.C. Reid, J.M. Prausnitz and B.E. Poling, The Properties of Gases and Liquids, 4th Ed. (McGraw-Hill, New York, 1987); S. Angus, B. Armstrong and K.M. De Reuck, eds., International Tables of the Fluid State, Vol. 3 (Pergamon, Oxford, 1976).
20. R.C. Reid, J.M. Prausnitz and B.E. Poling, The Properties of Gases and Liquids, 4th Ed. (McGraw-Hill, New York, 1987); S. Angus, B. Armstrong and K.M. De Reuck, eds., International Tables of the Fluid State, Vol. 3 (Pergamon, Oxford, 1976).
21. G.A. Olah, US Patent 5,073,674 (1991).
22. A. Corma and A. Martinez, Catal. Rev. Sci. Eng. 35 (1993) 483.
23. G.A. Olah and Á. Molnár, Hydrocarbon Chemistry (Wiley, New York, 1995).
24. A. Corma, Chem Rev. 95 (1995) 559.
25. A. Corma, A. Martínez and C. Marínez, J. Catal. 149 (1994) 52.
26. T. Okuhara, H. Yamashita, K. Na and M. Misono, Chem. Lett. (1994) 1451.
27. (a) G.A. Olah, P. Batamack, D. Deffieux, B. Török, Q. Wang, Á. Molnár and G.K.S. Prakash, Appl. Catal. A 146 (1996) 107;
28. (b) G.A. Olah, G.K.S. Prakash, B. Török and M. Török, Catal. Lett. 40 (1996) 137;
29. (c) L.A. Fan, I. Nakamura, S. Ishida and K. Fujimoto, Ind. Eng. Chem. Res. 36 (1997) 1458;
30. (d) M.C. Clark and B. Subramaniam, Ind. Eng. Chem. Res. 37 (1998) 1243.
31. T. Huston, Jr. and R.S. Logan, Hydrocarbon Process. 54 (1975) 107.
32. K.W. Li, R.E. Eckert and L.F. Albright, Ind. Eng. Chem. Process Des. Dev. 9 (1970) 441.
33. S. Saito, Y. Sato, T. Ohwada and K. Shudo, J. Am. Chem. Soc. 116 (1994) 2312.
34. R.J. Gillespie and J. Lian, J. Am. Chem. Soc. 110 (1988) 6051.
35. L.F. Albright, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 8, p. 128; L.F. Albright, B.M. Doshi, M.A. Ferman and A. Ewo, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 6; L.F. Albright, B.M. Doshi and M.A. Ferman, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 7.
36. L.F. Albright, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 8, p. 128; L.F. Albright, B.M. Doshi, M.A. Ferman and A. Ewo, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 6; L.F. Albright, B.M. Doshi and M.A. Ferman, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 7.
37. L.F. Albright, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 8, p. 128; L.F. Albright, B.M. Doshi, M.A. Ferman and A. Ewo, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 6; L.F. Albright, B.M. Doshi and M.A. Ferman, in: Industrial and Laboratory Alkylations, ACS Symp. Series, Vol. 55 (Am. Chem. Soc., Washington, DC, 1977) ch. 7.
38. J.E. Hofmann and A. Schriesheim, J. Am. Chem. Soc. 84 (1962) 953.