IP Library Granted Patent US 7,923,418
Granted Patent B2
US 7,923,418 · App. 12/474,391 · Granted Apr 12, 2011

Emulsion breaker

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Quick Facts
Patent No.
US 7,923,418
App. No.
12/474,391
Granted
Apr 12, 2011
Kind
B2
Abstract

This invention provides acrylate polymers having at least two different ester groups. The ester groups are selected from the following: a) an aralkyl group; b) a linear alkylether group; c) a polyethoxylated alkylaryl group; and d) a polyethoxylated alkyl group, with the proviso that at least one of said ester groups is selected from b) or d). Processes for preparing such polymers and processes for breaking emulsions with these acrylate polymers are also provided.

Claims (96)

1. An acrylate polymer having at least two different ester groups selected from the group consisting of:

a) an aralkyl group;

b) a linear alkylether group;

c) a polyethoxylated alkylaryl group; and

d) a polyethoxylated alkyl group,

with the proviso that at least one of said ester groups is selected from b) or d).

2. In a process for breaking a water/oil emulsion, the improvement which comprises contacting an acrylate polymer of claim 1 and said emulsion.

3. An improvement as in claim 2 wherein said emulsion is encountered during the recovery of hydrocarbons from subterranean formations.

4. An improvement as in claim 2 wherein said emulsion is a refinery desalting emulsion.

5. An improvement as in claim 2 wherein, in said polymer,

said aralkyl groups of a) have about seven to about twenty-five carbon atoms; or

said linear alkylether groups of b) have at least about four carbon atoms and in the range of one to about three etheric oxygen atoms; or

said polyethoxylated alkylaryl groups of c) have aryl moieties with one alkyl group substituent on said aryl moiety; or

said polyethoxylated alkyl groups of d) are linear, and have about six to about twenty carbon atoms excluding those of the ethoxy moieties.

6. An improvement as in claim 2 wherein, in said polymer, said aralkyl groups of a) are benzyl groups; or said linear alkylether groups of b) are selected from the group consisting of 3-(1-methoxypropoxy)propyl, 2-(1-n-butoxyethoxy)ethyl, and 2-n-butoxyethyl groups; or said polyethoxylated alkylaryl groups of c) are selected from the group consisting of nonaethoxylated octylphenyl and decaethoxylated octylphenyl groups; or said polyethoxylated alkyl groups of d) are nonaethoxylated C 12 -C 15 alkyl groups.

7. An improvement as in claim 2 wherein said polymer has ester groups selected from

two different ester groups of b); or

b) and d); or

c) and d); or

a), b), and d); or

a), c), and d); or

b), c), and d); or

a), b), c), and d).

8. An improvement as in claims 2 wherein said polymer has ester groups selected from

two different ester groups of b) in a mole ratio of about 0.5:1 to about 1.5:1; or

b) and d) in a mole ratio in the range of about 0.1:1 to about 1:1; or

c) and d) in a mole ratio in the range of about 0.1:1 to about 0.75:1; or

a), b), and d) in a mole ratio in the range of about 0.75:0.25:1 to about 2:1:1; or

a), c), and d) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1.5:1; or

b), c), and d) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1:1; or

a), b), c), and d) in a mole ratio in the range of about 0.25:0.1:0.25:1 to about 1.5:1:2.5:1.

9. A polymer as in claim 1 wherein

said aralkyl groups of a) have about seven to about twenty-five carbon atoms; or

said linear alkylether groups of b) have at least about four carbon atoms and in the range of one to about three etheric oxygen atoms; or

said polyethoxylated alkylaryl groups of c) have aryl moieties with one alkyl group substituent on said aryl moiety; or

said polyethoxylated alkyl groups of d) are linear, and have about six to about twenty carbon atoms excluding those of the ethoxy moieties.

10. A polymer as in claim 1 wherein said aralkyl groups of a) are benzyl groups; or said linear alkylether groups of b) are selected from the group consisting of 3-(1-methoxypropoxy)propyl, 2-(1-n-butoxyethoxy)ethyl, and 2-n-butoxyethyl groups; or said polyethoxylated alkylaryl groups of c) are selected from the group consisting of nonaethoxylated octylphenyl and decaethoxylated octylphenyl groups; or said polyethoxylated alkyl groups of d) are nonaethoxylated C 12 -C 15 alkyl groups.

11. A polymer as in claim 1 wherein said polymer has ester groups selected from

two different ester groups of b); or

b) and d); or

c) and d); or

a), b), and d); or

a), c), and d); or

b), c), and d); or

a), b), c), and d).

12. A polymer as in claim 1 wherein said polymer has ester groups selected from

two different ester groups of b) in a mole ratio of about 0.5:1 to about 1.5:1; or

b) and d) in a mole ratio in the range of about 0.1:1 to about 1:1; or

c) and d) in a mole ratio in the range of about 0.1:1 to about 0.75:1; or

a), b), and d) in a mole ratio in the range of about 0.75:0.25:1 to about 2:1:1; or

a), c), and d) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1.5:1; or

b), c), and d) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1:1; or

a), b), c), and d) in a mole ratio in the range of about 0.25:0.1:0.25:1 to about 1.5:1:2.5:1.

13. A process for preparing acrylate polymers, which process comprises

I) bringing together, in a liquid organic medium, at least one acrylic acid, and at least two monomeric species selected from the group consisting of:

A) an aralkyl monoalcohol,

B) a linear alkylether monoalcohol,

C) a polyethoxylated alkylaryl monoalcohol, and

D) a polyethoxylated alkyl monoalcohol,

with the proviso that at least one of said monomeric species is selected from B) or D), to form a first reaction mixture, and heating said first reaction mixture to form a prepolymerization mixture;

or bringing together, in a liquid organic medium, at least two monomeric species selected from the group consisting of:

A) an acrylated derivative of an aralkyl monoalcohol,

B) an acrylated derivative of a linear alkylether monoalcohol,

C) an acrylated derivative of a polyethoxylated alkylaryl monoalcohol, and

D) an acrylated derivative of a polyethoxylated alkyl monoalcohol,

with the proviso that at least one of said monomeric species is selected from B) or D), to form a prepolymerization mixture; and

II) bringing together at least one free radical initiator and at least a portion of the prepolymerization mixture from I), to form a polymerization reaction mixture, and heating said polymerization reaction mixture to a temperature of at least about 60° C., to form an acrylate polymer.

14. A process as in claim 13 wherein a first reaction mixture is formed.

15. A process as in claim 14 wherein said acrylic acid is acrylic acid or methacrylic acid.

16. A process as in claim 13 wherein said free radical initiator is azoisobutyronitrile, azobiscyanovaleric acid, or a combination thereof.

17. A process as in claim 13 wherein

A) is an aralkyl monoalcohol having about seven to about twenty-five carbon atoms, or an acrylated derivative thereof; or

B) is a linear alkylether monoalcohol having at least about four carbon atoms and in the range of one to about three etheric oxygen atoms, or an acrylated derivative thereof; or

C) is a polyethoxylated alkylaryl monoalcohol having an aryl moiety with one alkyl group substituent on said aryl moiety, or an acrylated derivative thereof; or

D) is a polyethoxylated alkyl monoalcohol which is linear, and has about six to about twenty carbon atoms excluding those of the ethoxy moieties, or an acrylated derivative thereof.

18. A process as in claim 13 wherein

A) is benzyl alcohol or an acrylated derivative thereof; or

B) is selected from group consisting of di(propylene glycol) methyl ether, diethylene glycol butyl ether, and ethylene glycol butyl ether, and acrylated derivatives thereof; or

C) is selected from the group consisting of nonaethoxylated octylphenol, decaethoxylated octylphenol, and acrylated derivatives thereof; or

D) is nonaethoxylated C 12 -C 15 alkyl groups or an acrylated derivative thereof.

19. A process as in claim 13 wherein said monomeric species are selected from

two different monomeric species of B); or

B) and D); or

C) and D); or

A), B), and D); or

A), C), and D); or

B), C), and D); or

A), B), C), and D).

20. A process as in claim 13 wherein said monomeric species are selected from

two different monomeric species of B) in a mole ratio of about 0.5:1 to about 1.5:1; or

B) and D) in a mole ratio in the range of about 0.1:1 to about 1:1; or

C) and D) in a mole ratio in the range of about 0.1:1 to about 0.75:1; or

A), B), and D) in a mole ratio in the range of about 0.75:0.25:1 to about 2:1:1; or

A), C), and D) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1.5:1; or

B), C), and D) in a mole ratio in the range of about 0.1:0.5:1 to about 0.75:1:1; or

A), B), C), and D) in a mole ratio in the range of about 0.25:0.1:0.25:1 to about 1.5:1:2.5:1.

Assignments (7)
CHANGE OF NAME Recorded Mar 8, 2022
From: BAKER HUGHES, A GE COMPANY, LLC
To: BAKER HUGHES HOLDINGS LLC
Reel/Frame 059339/0130 →
CHANGE OF NAME Recorded Feb 16, 2022
From: BAKER HUGHES INCORPORATED
To: BAKER HUGHES, A GE COMPANY, LLC
Reel/Frame 059126/0517 →
CORRECTIVE ASSIGNMENT TO CORRECT THE EXECUTION DATE PREVIOUSLY RECORDED ON REEL 025882 FRAME 0135. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 28, 2011
From: BJ SERVICES COMPANY LLC
To: BAKER HUGHES INCORPORATED
Reel/Frame 026034/0973 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 1, 2011
From: BJ SERVICES COMPANY LLC
To: BAKER HUGHES INCORPORATED
Reel/Frame 025882/0135 →
MERGER Recorded Sep 30, 2010
From: BJ SERVICES COMPANY
To: BSA ACQUISTION LLC
Reel/Frame 025072/0522 →
CHANGE OF NAME Recorded Sep 30, 2010
From: BSA ACQUISTION LLC
To: BJ SERVICES COMPANY LLC
Reel/Frame 025074/0184 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 11, 2009
From: BECKER, HAROLD L.
To: BJ SERVICES COMPANY
Reel/Frame 022814/0649 →