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Reduction of organic halide contamination in hydrocarbon products

a technology of organic halide and hydrocarbon products, which is applied in the direction of hydrocarbon preparation catalysts, hydrocarbon oil treatment products, hydrocarbon preparation catalysts, etc., can solve the problems of the need for safer and more environmentally friendly catalyst systems for the industries involved, and achieve the effect of reducing organic halide concentration

Inactive Publication Date: 2010-12-23
CHEVROU USA INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

"The present invention is about methods for reducing the amount of organic halides in hydrocarbon products made through hydrocarbon conversion processes using halogen-containing acidic ionic liquid catalysts. The methods involve using a molecular sieve with pore sizes between 4 and 16 Angstroms to absorb the organic halides from the hydrocarbon products, resulting in a reduction of halogen concentration to less than 40 ppm."

Problems solved by technology

Although these catalysts have been successfully used to economically produce the best quality alkylates, the need for safer and more environmentally friendly catalysts systems has become an issue to the industries involved.

Method used

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  • Reduction of organic halide contamination in hydrocarbon products

Examples

Experimental program
Comparison scheme
Effect test

example 1

Chloride Reduction in Alkylate Hydrocarbon Using Various Adsorption Material

[0035]In a closed container, 0.5 g of absorption material and 50 mL of gasoline containing organic chloride were charged. The mixture was shaken vigorously to ensure uniform mixing for 30 minutes. Then the mixture is allowed to settle to separate the alkylate gasoline from the solid absorbent material. Gasoline samples before and after absorption were compared to determine effectiveness of absorption material. The results are summarized in Table 1.

TABLE 1Comparison of Organic Chloride Uptakeby Zeolite vs. Amorphous MaterialCl (ppm) inCl (ppm) inClAbsorptionAs-AlkylatedGasoline, AfterReduction,MaterialGasolineAbsorption%CommentSilica-alumina1286101221.3Base caseUSY12863797.1InventionNaX88099+Invention

The above results indicate that NaX and USY zeolites gave far better performance than amorphous silica-alumina. Our results clearly showed that micropore containing molecular sieve material is much preferred over...

example 2

Chloride Absorption Capacity of Various Adsorption Material

[0036]Table 2 summarizes the absorption capacity of the different materials. In these examples, different amounts of the absorption material were added to 50 mL of gasoline containing alkyl chloride The chloride levels in the alkylate hydrocarbon gasoline and the alkylate hydrocarbon product were measured. Then the maximum uptake capacity of organic chloride per gram of absorbent material was calculated.

TABLE 2Organic Chloride Uptake Capacity of Various MaterialsAbsorption Capacity,Absorption Materialg Cl / g absorbentCommentSilica-alumina0.01Base caseNaA0.06InventionNaX0.16InventionUSY0.07InventionCs exchanged USY0.05Invention

[0037]The above data indicate micropore containing zeolite materials have far superior absorption capacity for organic chloride that mesoporous silica-alumina material.

example 3

Continuous Organic Chloride Removal Process

[0038]A ⅜″ O.D. reactor tube was charged with a 12 cc of NaX molecular sieve sized to −24 / +40 diluted with 6 cc of 90 grit silicon carbide. The NaX was dried by heating to 600° F. for a minimum of 1 hour under a N2 flow. The reactor was then allowed to cool to room temperature (approximately 70° F.). Alkylate gasoline with a chloride level between 50 ppm and 900 ppm was then passed over the absorption material at room temperature at a linear hourly space velocity (LHSV) between 1 hr−1 and 10 hr−1. The reactor effluent was collected and analyzed by X-ray Fluorescence Spectrometry (XRF) to measure the chloride level. The alkylate gasoline was fed to the unit until breakthrough of organic chloride was observed, and absorption capacity was calculated.

[0039]During the absorption period, the NaX molecular sieve showed a chloride absorption capacity of 0.1 g chloride / g NaX. Analysis of the reactor effluent by gas chromatography showed no degradati...

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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.

Description

RELATED APPLICATIONS[0001]This application is a Divisional of U.S. application Ser. No. 11 / 960,506, filed Dec. 19, 2007, published as US20090163759, and herein incorporated in its entirety by reference.TECHNICAL FIELD[0002]The present invention relates to methods for reducing organic halide concentration in a hydrocarbon product made by a hydrocarbon conversion process using an ionic liquid catalyst comprising a halogen-containing acidic ionic liquid.BACKGROUND OF THE INVENTION[0003]Ionic liquids are liquids that are composed entirely of ions. The so-called “low temperature” Ionic liquids are generally organic salts with melting points under 100 degrees C., often even lower than room temperature. Ionic liquids may be suitable for example for use as a catalyst and as a solvent in alkylation and polymerization reactions as well as in dimerization, oligomerization, acetylation, metatheses, and copolymerization reactions.[0004]One class of ionic liquids is fused salt compositions, which...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C10G25/00
CPCC07C2/60C10G2400/02C07C2531/02C10G21/08C10G53/04C10G57/005C10G57/02C10G67/04C07C7/13C10G2300/201C10G2300/1081C10G2300/1088C10G2300/1092C07C9/16
Inventor DRIVER, MICHAELLACHEEN, HOWARDHOSSEINI, MITRA
Owner CHEVROU USA INC
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