Process for Removing Nitrogen Compounds from a Hydrocarbon Stream

a technology of hydrocarbons and nitrogen compounds, which is applied in the direction of separation processes, organic chemistry, dispersed particle separation, etc., can solve the problems of shortening the effective life of adsorbents, adversely affecting the performance of nitrogen adsorptive materials, shortening the useful life of adsorbents, etc., to minimize the need to regenerate or replace adsorbents, and prolong the life of adsorbents ,

Inactive Publication Date: 2011-03-31
UOP LLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0006]The invention relates to methods for removing nitrogen compounds from a hydrocarbon stream while minimizing the adsorption and / or reaction of unsaturated aliphatic compounds, e.g. olefins and diolefins that are present in the hydrocarbon stream. The invention enables longer adsorbent life which minimizes the need to regenerate or replace the adsorbent. The invention may also be used in existing guard bed systems without the need for additional equipment.

Problems solved by technology

It is known in the art that the aromatic feed stream to aromatic conversion processes often contains nitrogen compounds, including weakly basic organic nitrogen compounds such as nitriles, that can, even at ppm and ppb levels, cumulatively act to poison the downstream aromatic conversion catalysts such as aromatic alkylation catalysts and significantly shorten their useful life.
It has recently been discovered that unsaturated aliphatic hydrocarbons such as olefinic compounds, and particularly diolefins, can shorten the effective life of adsorbents, e.g. nitrogen adsorptive zeolites or molecular sieves, used in nitrogen guard beds that are applied to various process streams, including aromatic hydrocarbon feeds upstream of an aromatic conversion process such as alkylation.
The presence, in particular, of highly unsaturated olefinic compounds, e.g. C4-C6 diolefins, in aromatic streams having nitrogen compound contaminants, adversely impacts the performance of nitrogen adsorptive materials.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0032]An adsorbent according to the invention was prepared following Example 2 of U.S. Pat. No. 7,115,154. The resulting adsorbent was found to have 0.142 total moles of Na2O per 100 g of adsorbent. The total moles includes the metal component (Madd) added of 0.036 moles of Na2O per 100 g of adsorbent.

example 2

[0033]A commercially available acid treated clay was obtained from Sud-Chemie under the product name TONSIL CO 630 G for use as a comparative adsorbent.

example 3

[0034]A sample of Y-74 zeolite was slurried in a 15 wt % NH4NO3 aqueous solution and the solution temperature was brought up to 75° C. (167° F.). Y-74 zeolite is a stabilized sodium Y zeolite with a bulk Si / Al2 ratio of approximately 5.2, a unit cell size of approximately 24.53, and a sodium content of approximately 2.7 wt % calculated as Na2O on a dry basis. Y-74 zeolite is prepared from a sodium Y zeolite with a bulk Si / Al2 ratio of approximately 4.9, a unit cell size of approximately 24.67, and a sodium content of approximately 9.4 wt % calculated as Na2O on a dry basis that is ammonium exchanged to remove approximately 75% of the Na and then steam de-aluminated at approximately 600° C. (1112° F.) by generally following steps (1) and (2) of the procedure described in col. 4, line 47 to col. 5, line 2 of U.S. Pat. No. 5,324,877. After 1 hour of contact at 75° C. (167° F.), the slurry was filtered and the filter cake was washed with an excessive amount of warm de-ionized water. The...

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Abstract

Disclosed is a process for removing nitrogen from a hydrocarbon feed stream by contacting the hydrocarbon feed stream with an adsorbent at nitrogen removal conditions to produce a hydrocarbon effluent stream having a lower nitrogen content relative to the hydrocarbon feed stream. The hydrocarbon feed stream comprises an aromatic compound, an organic nitrogen compound, and a diolefin compound.

Description

CROSS-REFERENCE TO RELATED APPLICATION[0001]This application claims the benefit of U.S. Provisional Application No. 61 / 247,261 filed Sep. 30, 2009.FIELD OF THE INVENTION[0002]This invention relates to a process for removing nitrogen compounds from a hydrocarbon stream. More particularly, this invention relates to the use of a selective adsorption process for removing nitrogen compounds from a hydrocarbon stream.BACKGROUND OF THE INVENTION[0003]The use of molecular sieves as catalysts in aromatic conversion processes are well known in the chemical processing and refining industry. Aromatic conversion reactions of considerable commercial importance include the alkylation of aromatic compounds such as in the production of ethyltoluene, xylene, ethylbenzene, cumene, or higher alkyl aromatics and in disproportionation reactions such as toluene disproportionation, xylene isomerization, or the transalkylation of polyalkylbenzenes to monoalkylbenzenes. Often the feedstock to such an aromati...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C10G29/16
CPCC10G25/05C10G2300/202C10G2300/1096C10G2300/1088B01D53/54C07B63/00C07C7/13C10G25/03
Inventor JAN, DENG-YANGSCHULTZ, MICHAEL A.KANAZIREV, VLADISLAV I.
Owner UOP LLC
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