Composite ionic liquid catalyst

Patent metadata

Field	Value
Publication number	US-2016199825-A1
Application number	US-201414914541-A
Country	US
Kind code	A1
Filing date	Aug 27, 2014
Priority date	Aug 29, 2013
Publication date	Jul 14, 2016
Grant date	—

Abstract

The present invention relates to a composite ionic liquid comprising ammonium cations and composite coordinate anions derived from two or more metal salts, wherein at least one metal salt is an aluminium salt and any further metal salt is a salt of a metal selected from the group consisting of Group IB elements of the Periodic Table, Group IIB elements of the Periodic Table and transition elements of the Periodic Table, wherein the ammonium cation is a N,N′-disubstituted imidazolium cation, the substituents independently being selected from C1-C10 alkyl, and C6-C10 aryl. The composite ionic liquid of the invention is a stable catalyst, which can suitably be used to run an ionic liquid alkylation process which produces less solids and an alkylate product comprising less organic chlorides as side products than processes known from the prior art.

First claim

1 . A composite ionic liquid comprising ammonium cations and composite coordinate anions derived from two or more metal salts, wherein at least one metal salt is an aluminium salt and any further metal salt is a salt of a metal selected from the group consisting of Group IB elements of the Periodic Table, Group IIB elements of the Periodic Table and transition elements of the Periodic Table, wherein the ammonium cation is a N,N′-disubstituted imidazolium cation, optionally further substituted at the 2-, 4- and/or 5-positions, the substituents independently being selected from C1-C10 alkyl, and C6-C10 aryl.

2 . The composite ionic liquid of claim 1 , wherein the further metal is selected from copper, iron, zinc, nickel, cobalt, molybdenum, silver and platinum.

3 . The composite ionic liquid of claim 1 , wherein the aluminium salt is aluminium (III) chloride.

4 . The composite ionic liquid of claim 1 , wherein the composite coordinate anion comprises a copper salt as a further metal salt, preferably copper (I) chloride.

5 . The composite ionic liquid of claim 1 , wherein the substituents of the N,N′-disubstituted imidazolium cation are selected from C1-C6 alkyl and phenyl.

6 . The composite ionic liquid of claim 1 , wherein the cation is N-butyl, N′-methylimidazolium, preferably N-t-butyl, N′-methylimidazolium, optionally substituted with methyl at the 2-position.

7 . The composite ionic liquid of claim 1 , wherein the molar ratio of the aluminium salt to the ammonium salt ranges from 1.2 to 2.2, preferably 1.6 to 2.0, and more preferred 1.7 to 1.9, and most preferably the ratio is 1.8.

8 . The composite ionic liquid of claim 1 , wherein the molar ratio of the copper salt to the ammonium salt ranges from 0.3 to 0.7, preferably 0.4 to 0.6, most preferably the ratio is 0.5.

9 . A process for preparing an alkylate comprising contacting in a reaction zone a hydrocarbon mixture comprising at least an isoparaffin and an olefin with a composite ionic liquid according to any one of the preceding claims.

10 . A process for the preparation of a composite ionic liquid comprising ammonium cations and composite coordinate anions derived from two or more metal salts, wherein at least one metal salt is an aluminium salt and any further metal salt is a salt of a metal selected from the group consisting of Group IB elements of the Periodic Table, Group IIB elements of the Periodic Table and transition elements of the Periodic Table, wherein the two or more metal salts are mixed with the ammonium cations, in the form of an ammonium salt, and the mixture is kept at a temperature of 120 to 170° C. while stirring until all solids have completely converted into the liquid phase.

11 . The process of claim 10 , wherein the reaction mixture is kept at 120 to 160° C. for an extended period of time, preferably at least 4 hours, more preferred for at least 8 hours, up to about 12 hours, after the addition of all of the aluminium salt, preferably aluminium chloride.

12 . The process of claim 10 , wherein the composite ionic liquid is a composite ionic liquid comprising ammonium cations and composite coordinate anions derived from two or more metal salts, wherein at least one metal salt is an aluminium salt and any further metal salt is a salt of a metal selected from the group consisting of Group IB elements of the Periodic Table, Group IIB elements of the Periodic Table and transition elements of the Periodic Table, wherein the ammonium cation is a N,N′-disubstituted imidazolium cation, the substituents independently being selected from C1-C10 alkyl, and C6-C10 aryl.

Assignees

• Shell Oil Co
• Univ China Petroleum

Inventors

• Zhang Rui
• De With Jan
• Klusener Peter Anton August
• Liu Zhichang

Classifications

• C07C2531/02

  containing organic compounds or metal hydrides · CPC title

• B01J31/0284 Primary

  of an aromatic ring, e.g. pyridinium · CPC title

• B01J2231/44

  Allylic alkylation, amination, alkoxylation or analogues · CPC title

• C07C2/58

  Catalytic processes · CPC title

• B01J31/0279

  the cationic portion being acyclic or nitrogen being a substituent on a ring · CPC title