Reduction of organic halide contamination in hydrocarbon products

Abstract

A method for reducing halide concentration in a hydrocarbon product having an organic halide content from 50 to 4000 ppm which is made by a hydrocarbon conversion process selected from the group consisting of polymerization, dimerization, oligomerization, acetylation, metatheses, copolymerization, isomerization, olefin hydrogenation, hydroformylation, and combinations thereof, using an ionic liquid catalyst comprising a halogen-containing acidic ionic liquid, comprising contacting at least a portion of the hydrocarbon product with at least one molecular sieve having a pore size from 4 to 16 Angstrom under organic halide absorption conditions, wherein the organic halide is absorbed during the contacting, to reduce the halogen concentration in the hydrocarbon product to less than 40 ppm.

1 . A method for reducing halide concentration in a hydrocarbon product having an organic halide content from 50 to 4000 ppm which is made by a hydrocarbon conversion process selected from the group consisting of polymerization, dimerization, oligomerization, acetylation, metatheses, copolymerization, isomerization, olefin hydrogenation, hydroformylation, and combinations thereof, using an ionic liquid catalyst comprising a halogen-containing acidic ionic liquid, comprising contacting at least a portion of the hydrocarbon product with at least one molecular sieve having a pore size from 4 to 16 Angstrom under organic halide absorption conditions, wherein the organic halide is absorbed during the contacting, to reduce the halogen concentration in the hydrocarbon product to less than 40 ppm. 
     
     
         2 . The method according to  claim 1 , wherein the hydrocarbon conversion process is selected from the group consisting of dimerization, oligomerization, acetylation, metatheses, olefin hydrogenation, hydroformylation, and combinations thereof. 
     
     
         3 . The method according to  claim 1 , wherein the ionic liquid catalyst further comprises a Bronsted acid co-catalyst. 
     
     
         4 . The method according to  claim 1 , wherein the at least one molecular sieve is selected from the group consisting of large pore size zeolites, intermediate pore size zeolites, small pore size zeolites, and their mixtures. 
     
     
         5 . The method according to  claim 1 , wherein the at least one molecular sieve is selected from the group consisting of Zeolite X, Zeolite Y, USY zeolite, Mordenite, ALPO-5, SAPO-5, Beta, ZSM-12, MCM-22, MCM-36, MCM-68, ITQ-7, ITQ-10, ITQ-14, SSZ-24, SSZ-31, SSZ-33, SSZ-48, SSZ-55, SSZ-59, SSZ-60, and their mixtures. 
     
     
         6 . The method according to  claim 1 , wherein the at least one molecular sieve is selected from the group consisting of ZSM-5, ZSM-11, ZSM-22, ZSM-35, ALPO-11, SAPO-11, SSZ-25, SSZ-32, SSZ-35, SSZ-41, SSZ-44, and their mixtures. 
     
     
         7 . The method according to  claim 1 , wherein the at least one molecular sieve is selected from the group consisting of Zeolite A, SSZ-16, SSZ-39, SSZ-52 and their mixtures. 
     
     
         8 . The method according to  claim 1 , wherein the at least one molecular sieve is selected from the group consisting of NaA, SSZ-16, SSZ-39, SSZ-52, and their mixtures. 
     
     
         9 . The method according to  claim 1 , wherein the at least one molecular sieve has a two-dimensional network of 4 Angstrom diameter pore channels. 
     
     
         10 . The method according to  claim 1 , wherein the at least one molecular sieve comprises a mixture of a large pore size zeolite and a small pore zeolite. 
     
     
         11 . The method according to  claim 1 , wherein the at least one molecular sieve comprises a mixture of different small pore zeolites. 
     
     
         12 . The method according to  claim 1 , wherein the at least one molecular sieve comprises NaA zeolite. 
     
     
         13 . The method according to  claim 1 , wherein the contacting of the at least the portion of the hydrocarbon product causes no degradation of the at least the portion of the hydrocarbon product. 
     
     
         14 . The method according to  claim 1 , wherein the at least one molecular sieve is reactivated and reused as the at least one molecular sieve. 
     
     
         15 . The method according to  claim 1 , wherein the hydrocarbon product comprises a gasoline. 
     
     
         16 . The method according to  claim 15 , wherein the halogen concentration in the hydrocarbon product is reduced to less than 10 ppm when the organic halide is absorbed during the contacting.