Method of making an alkylated aromatic using compound using an acidic ionic liquid catalyst

Abstract

A process for alkylating an aromatic compound containing no hydroxyl groups comprising reacting at least one non-hydroxyl containing aromatic compound with at least one olefinic oligomer in the presence of an acidic ionic liquid catalyst, wherein the olefinic oligomer has a carbon range of from about C 12 to about C 70 and is synthesized by oligomerizing at least one monoolefin monomer in the presence of an acidic ionic liquid catalyst.

1 - 22 . (canceled) 
   
   
       23 . A non-hydroxyl containing alkylated aromatic compound prepared by the process comprising reacting at least one non-hydroxyl containing aromatic compound with at least one olefinic oligomer in the presence of an acidic ionic liquid catalyst, wherein the olefinic oligomer has a carbon range of from about C 12  to about C 70  and is synthesized by oligomerizing at least one monoolefin monomer in the presence of an acidic ionic liquid catalyst. 
   
   
       24 . A non-hydroxyl containing alkylated aromatic compound wherein the alkyl substituent is derived from an olefinic oligomer having a carbon range of from about C 12  to C 70  and wherein the oligomer is prepared by oligomerizing at least one monoolefin monomer in the presence of an acidic ionic liquid catalyst. 
   
   
       25 . The non-hydroxyl containing alkylated aromatic compound according to  claim 24  wherein the olefinic oligomer is selected from a propylene oligomer, a butene oligomer, an isobutylene oligomer, a pentene oligomer, an isopentene oligomer and mixtures thereof. 
   
   
       26 . The non-hydroxyl containing alkylated aromatic compound according to  claim 25 , wherein the olefinic oligomer is a propylene oligomer. 
   
   
       27 . The non-hydroxyl containing alkylated aromatic compound according to  claim 24  wherein the monoolefin monomer is selected from propylene, butene, isobutylene, pentene and mixtures thereof. 
   
   
       28 . The non-hydroxyl containing alkylated aromatic compound according to  claim 24  wherein the acidic ionic liquid catalyst comprises a first component and a second component, said first component comprising a compound selected from the group consisting of aluminum halide, alkyl aluminum halide, gallium halide, and alkyl gallium halide, and said second component comprising a salt selected from an organic salt or mixtures thereof, wherein said organic is selected from an ammonium salt, a phosphonium salt, or a sulfonium salt. 
   
   
       29 . The non-hydroxyl containing alkylated aromatic compound according to  claim 28  wherein the acidic ionic liquid catalyst further comprises a Bronsted acid. 
   
   
       30 . The non-hydroxyl containing alkylated aromatic compound according to  claim 29  wherein the Bronsted acid comprises hydrochloric acid, hydrobromic acid, trifluoro methane sulfonic acid, benzoic acid, para-toluene sulfonic acid, sulfuric acid and the like. 
   
   
       31 . The non-hydroxyl containing alkylated aromatic compound according to  claim 30  wherein the Bronsted acid is hydrochloric acid. 
   
   
       32 . The non-hydroxyl containing alkylated aromatic compound according to  claim 28  wherein the first component is aluminum halide or alkyl aluminum halide. 
   
   
       33 . The non-hydroxyl containing alkylated aromatic compound according to  claim 32  wherein the first component is aluminum trichloride. 
   
   
       34 . The non-hydroxyl containing alkylated aromatic compound according to  claim 28  wherein said second component is selected from one or more of a hydrocarbyl substituted ammonium halide, hydrocarbyl substituted imidazolium halide, hydrocarbyl substituted pyridinium halide, alkylene substituted pyridinium dihalide or hydrocarbyl substituted phosphonium halide. 
   
   
       35 . The non-hydroxyl containing alkylated aromatic compound according to  claim 34  wherein the second component is an alkyl substituted ammonium halide containing one or more alkyl moieties having from about 1 to about 9 carbon atoms. 
   
   
       36 . The non-hydroxyl containing alkylated aromatic compound according to  claim 35  wherein the second component comprises trimethylamine hydrochloride. 
   
   
       37 . The non-hydroxyl containing alkylated aromatic compound according to  claim 34  wherein the second component is an alkyl substituted imidazolium halide. 
   
   
       38 . The non-hydroxyl containing alkylated aromatic compound according to  claim 37  wherein the second component comprises at least 1-ethyl-3-methyl-imidazolium chloride. 
   
   
       39 . The non-hydroxyl containing alkylated aromatic compound according to  claim 28  wherein the first component is aluminum trichloride and the second component is trimethylammonium hydrochloride. 
   
   
       40 . The non-hydroxyl containing alkylated aromatic compound according to  claim 24  wherein the aromatic compound is selected from benzene, toluene, meta-xylene, para-xylene and ortho-xylene. 
   
   
       41 . The non-hydroxyl containing alkylated aromatic compound according to  claim 40  wherein the aromatic compound is toluene or ortho-xylene.