The nature of catalytic activity and deactivation of chloroaluminate ionic liquid

The chloroaluminate ionic liquid (CAIL) of the (CH3)3NHClnAlCl3 composition was studied by physico-chemical methods and catalytic activity measurements in heptane isomerization reaction. The data were also obtained on HCl solubility in CAIL depending on pressure and AlCl3 distribution between CAIL and heptanes depending on concentration. Based on obtained results CAIL is a homogeneous catalytic system containing an active component (HCl), co-catalyst (AlCl3) strengthening its catalytic activity, and solvent—so-called ''neutral'' ionic liquid. The CAIL main deactivation causes were studied including HCl loss and formation of acid soluble oil (ASO) poisoning the catalyst. The difference between CAIL and superacid catalysts poisoning by ASO was discussed. # 2006 Elsevier B.V. All rights reserved.

[1]  E. Breitmaier,et al.  [Carbon 13 NMR spectroscopy]. , 1976, Pharmazie in unserer Zeit.

[2]  M. Muir.  Physical Chemistry , 1888, Nature.

[3]  A. S. Berenblyum,et al.  Mathematical Description of Isobutane Alkylation with Butenes in the Presence of Trifluoromethanesulfonic Acid , 2004 .

[4]  R. Bell.  CLXXXV.—The electrical energy of dipole molecules in solution, and the solubilities of ammonia, hydrogen chloride, and hydrogen sulphide, in various solvents , 1931 .

[5]  G. Maciel,et al.  Aluminum-27 nuclear magnetic resonance study of the room-temperature melt aluminum trichloride butylpyridinium chloride , 1981 .

[6]  H. Prophet,et al.  242. The solubility of aluminium chloride in some hydrocarbons , 1956 .

[7]  A. Dworkin,et al.  Quantitative study of the acidity of hydrogen chloride in a molten chloroaluminate system (aluminum chloride/1-ethyl-3-methyl-1H-imidazolium chloride) as a function of HCl pressure and melt composition (51.0-66.4 mol% AlCl3) , 1989 .

[8]  G. Tao,et al.  Alkylation of diphenyl oxide with α-dodecene catalyzed by ionic liquids , 2004 .

[9]  L. Albright,et al.  Degradation and Isomerization Reactions Occurring during Alkylation of Isobutane with Light Olefins , 1976 .

[10]  A. S. Berenblyum,et al.  Acid soluble oil, by-product formed in isobutane alkylation with alkene in the presence of trifluoro methane sulfonic acid: Part I Acid soluble oil composition and its poisoning effect , 2002 .

[11]  Y. Chauvin,et al.  Alkylation of isobutane with 2-butene using 1-butyl-3-methylimidazolium chloride—aluminium chloride molten salts as catalysts , 1994 .

[12]  A. S. Berenblyum,et al.  Modeling of side reactions of isobutane alkylation with butenes catalyzed by trifluoromethane sulfonic acid , 2005 .

[13]  John L. E. Campbell,et al.  The Chemistry of Protons in Ambient-Temperature Ionic Liquids: Solubility and Electrochemical Profiles of HCl in HCl:ImCl:AlCl3 Ionic Liquids as a Function of Pressure (295 K) , 1995 .

[14]  E. Pretsch.  Tables of spectral data for structure determination of organic compounds , 1983 .

[15]  C. Gordon.  New developments in catalysis using ionic liquids , 2001 .