IP Library Granted Patent US 8,357,290
Granted Patent B2
US 8,357,290 · App. 13/276,443 · Granted Jan 22, 2013

Removing amines from hydrocarbon streams

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Quick Facts
Patent No.
US 8,357,290
App. No.
13/276,443
Granted
Jan 22, 2013
Kind
B2
Abstract

Corrosive amine salts in hydrocarbon streams such as desalted crude oil streams can be prevented or avoided by adding certain amine scavenging chemicals to the streams to remove the amines therefrom. Suitable amine scavengers include, but are not necessarily limited to, carboxylic anhydrides and copolymers of carboxylic anhydrides, aromatic anhydrides, isocyanates, polyisocyanates, and epoxides. The non-corrosive reaction products of the amines and/or ammonia with these scavengers are preferably oil-soluble, non-basic and thermally stable. The amine scavengers bind up and react with the amines and/or ammonia to keep them from reacting with materials such as acids (e.g. HCl) to form corrosive amine salts.

Claims (19)

1. A method of at least partially removing a nitrogen compound from a hydrocarbon stream comprising:

introducing a hydrocarbon stream to a distillation tower, where the hydrocarbon stream contains at least one nitrogen compound selected from the group consisting of ammonia and volatile amines;

contacting the nitrogen compound with an amine scavenger in an amount effective to at least partially remove the nitrogen compound from the hydrocarbon stream, where the amine scavenger is selected from the group consisting of:

isocyanates and polyisocyanates, and epoxides;

 where the amine scavenger has an absence of a reaction product of a hydrocarbyl succinic anhydride and an amine; and

contacting the nitrogen compound with the amine scavenger under reaction conditions sufficient to form an oil-soluble, non-corrosive, non-basic, thermally stable reaction product that remains in tower bottoms during distillation.

2. The method of claim 1 where the at least one nitrogen compound is ammonia.

3. The method of claim 1 where the amine scavenger has a molecular weight greater than 2,500.

4. The method of claim 1 where the effective amount of amine scavenger is greater than 100 ppm based on the hydrocarbon stream.

5. A method of removing a nitrogen compound from a desalted crude oil stream, where the desalted crude oil stream contains at least one nitrogen compound selected from the group consisting of ammonia and volatile amine capable of forming a corrosive reaction product, the method comprising:

contacting the nitrogen compound with an amine scavenger in an amount effective to at least partially remove the amine from the desalted crude oil stream, where the amine scavenger is selected from the group consisting of:

isocyanates and polyisocyanates, and

epoxides; and

 where the effective amount of amine scavenger is at least approximately stoichiometrically functionally equivalent to the nitrogen compound present in the desalted crude oil stream, and where the amine scavenger has an absence of a reaction product of a hydrocarbyl succinic anhydride and an amine;

contacting the nitrogen compound with the amine scavenger under reaction conditions sufficient to form an oil-soluble, non-corrosive, non-basic, thermally stable reaction product; and

distilling the desalted crude oil stream where the oil-soluble, non-corrosive, non-basic, thermally stable reaction product remains in tower bottoms.

6. The method of claim 5 where the at least one nitrogen compound is ammonia.

7. The method of claim 5 where the amine scavenger has a molecular weight greater than 2,500.

8. The method of claim 5 where the effective amount of amine scavenger is greater than 100 ppm based on the hydrocarbon stream.

Assignments (3)
CHANGE OF NAME Recorded Mar 8, 2022
From: BAKER HUGHES, A GE COMPANY, LLC
To: BAKER HUGHES HOLDINGS LLC
Reel/Frame 059348/0571 →
CHANGE OF NAME Recorded Feb 16, 2022
From: BAKER HUGHES INCORPORATED
To: BAKER HUGHES, A GE COMPANY, LLC
Reel/Frame 059168/0590 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2011
From: STARK, JOSEPH L.; DUGGAN, GEORGE G.; BOYD, WALTER A.; WEERS, JERRY J.
To: BAKER HUGHES INCORPORATED
Reel/Frame 027084/0842 →