IP Library Granted Patent US 9,701,883
Granted Patent B2
US 9,701,883 · App. 14/373,755 · Granted Jul 11, 2017

Friction reducer compositions

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Quick Facts
Patent No.
US 9,701,883
App. No.
14/373,755
Granted
Jul 11, 2017
Kind
B2
Abstract

A composition for treating an aqueous fluid includes an ionic polyacrylamide and a silicon polyether. The composition can be an oil-in-water emulsion or a water-in-oil emulsion. The ionic polyacrylamide can be an anionic polyacrylamide or a cationic polyacrylamide. The composition can be employed, for example, as a friction reducing additive for water based fracturing fluid, or a drilling mud additive.

Claims (100)

1. A friction reducer composition for water based liquids comprising:

a) an ionic polyacrylamide; and

b) a silicon polyether;

wherein the silicon polyether is selected from the group consisting of

1) silicone polyether(s) defined by the formula:

Me 3 Si—O—SiMe(R)—O—SiMe 3 ,

wherein

R=(C 3 H 6 )O(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c Z;

a=4-17;

b=0-26;

c=0-26 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms;

2) silicone polyether(s) defined by the formula:

Me 3 Si—[OSiMe 2 ] x —[O—SiMe(R)] y —O—SiMe 3 ,

wherein

x=0-74;

y=1-10;

R=(C 3 H 6 )O(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c Z;

a=5-17;

b=0-26;

c=0-26 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms;

3) silicone polyether(s) defined by the formula:

{[CH 2 CH(OH)CH 2 O(CH 2 ) 3 SiMe 2 —O—[SiMe 2 O] x —SiMe 2 —(CH 2 ) 3 OCH 2 CH(OH)][(H)NCH—(CH 3 )—CH 2 O(C 3 H 6 O) b (C 2 H 4 O) a CH 2 CH(CH 3 )N(H)]}

wherein

x=4-100;

a=5-50 and

b=3-20;

4) silicon polyether(s) defined by the formula

H—[N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c ]—N(H)(R 1 )R 2 Si(OR 3 ) 3 ,

wherein

R 1 =monovalent hydrocarbon radical containing 1-20 carbon atoms;

R 2 =divalent linear or branched hydrocarbon radical containing 1-60 carbon atoms;

R 4 =hydrocarbon radical containing 3-200 carbon atoms;

R 5 =selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical containing 1-60 carbon atoms;

R 3 , R 6 , R 7 and R 8 =monovalent linear or branched hydrocarbon radical containing 1-200 carbon atoms;

a, b, c=0-3; subject to the limitation that a+b+c≦3 and

d, e=0-3; subject to the limitation that d+e≦3;

and

5) silicon polyether(s) defined by the formula:

Me 3 Si(C 2 H 4 )SiMe 2 (C 3 H 6 O)(C 2 H 4 O) x Z,

wherein

x=3-17 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms.

2. The composition of claim 1 wherein said composition is an emulsion.

3. The composition of claim 2 wherein said emulsion is an oil-in-water emulsion.

4. The composition of claim 2 wherein said emulsion is a water-in-oil emulsion.

5. The composition of claim 1 wherein the composition is solid.

6. The composition of claim 1 wherein said polyacrylamide is an anionic polyacrylamide.

7. The composition of claim 1 wherein said polyacrylamide is a cationic polyacrylamide.

8. The composition of claim 1 wherein said component “b” is 1% to 9% of the composition.

9. A friction reduction method for treating an aqueous fluid comprising:

combining an ionic polyacrylamide and a silicon polyether with said aqueous fluid;

wherein said silicon polyether is selected from the group consisting of

1) silicone polyether(s) defined by the formula:

Me 3 Si—O—SiMe(R)—O—SiMe 3 ,

wherein

R=(C 3 H 6 )O(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c Z;

a=4-17;

b=0-26;

c=0-26 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms;

2) silicone polyether(s) defined by the formula:

Me 3 Si—[OSiMe 2 ] x —[O—SiMe(R)] y —O—SiMe 3 ,

wherein

x=0-74;

y=1-10;

R=(C 3 H 6 )O(C 2 H 4 O) a (C 3 H 6 O) b (C 4 H 8 O) c Z;

a=5-17;

b=0-26;

c=0-26 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms;

3) silicone polyether(s) defined by the formula:

{[CH 2 CH(OH)CH 2 O(CH 2 ) 3 SiMe 2 —O—[SiMe 2 O] x —SiMe 2 —(CH 2 ) 3 OCH 2 CH(OH)][(H)NCH—(CH 3 )—CH 2 O(C 3 H 6 O) b (C 2 H 4 O) a CH 2 CH(CH 3 )N(H)]}

x=4-100;

a=5-50 and

b=3-20;

4) silicone polyether(s) defined by the formula:

H—[N(H)(R 1 )R 2 Si(OR 3 ) 3-a-b-c (OR 4 ) a (R 5 Si(OR 6 ) d (R 7 ) e ) b R 8 c ]—N(H)(R 1 )R 2 Si(OR 3 ) 3 ,

wherein

R 1 =monovalent hydrocarbon radical containing 1-20 carbon atoms;

R 2 =divalent linear or branched hydrocarbon radical containing 1-60 carbon atoms;

R 4 =hydrocarbon radical containing 3-200 carbon atoms;

R 5 =selected from a group consisting of oxygen or a divalent linear or branched hydrocarbon radical containing 1-60 carbon atoms;

R 3 , R 6 , R 7 and R 8 =monovalent linear or branched hydrocarbon radical containing 1-200 carbon atoms;

a, b, c=0-3; subject to the limitation that a+b+c≦3 and

d, e=0-3; subject to the limitation that d+e≦3;

and

5) silicon polyether(s) defined by the formula:

Me 3 Si(C 2 H 4 )SiMe 2 (C 3 H 6 O)(C 2 H 4 O) x Z,

x=3-17 and

Z is H, acetyl or a monovalent hydrocarbon group containing from 1 to 12 carbon atoms.

10. The method of claim 9 wherein the ionic polyacrylamide is in an emulsion.

11. The method of claim 9 wherein the ionic polyacrylamide is a solid.

12. The method of claim 9 wherein the aqueous fluid is brine.

13. The method of claim 12 wherein the brine contains up to about 15% NaCl and 5% CaCl 2 .

14. The method of claim 12 wherein the aqueous fluid contains KCl and/or polyDADMAC and the ionic polyacrylamide is a cationic polyacrylamide.

15. The method of claim 9 wherein the aqueous fluid is a water based hydraulic fracturing fluid and the method further includes injecting said hydraulic fracturing fluid into a rock formation containing crude oil and/or natural gas.

16. The method of claim 15 wherein the friction reducer composition can be added to water and/or brine at a dosage rate of from 0.25 to 5 gallons of friction reducer composition to 1,000 gallons of water or brine.

17. The method of claim 9 wherein the treated aqueous fluid is combined with a drilling mud and the method include pumping said drilling mud into a well bore during a drilling operation.

Assignments (18)
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (063213/0472) Recorded Oct 22, 2025
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 073168/0715 →
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TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Mar 31, 2023
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FIRST LIEN TERM LOAN PATENT SECURITY AGREEMENT Recorded Mar 31, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063213/0472 →
SECURITY INTEREST Recorded Mar 30, 2023
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK NEW YORK BRANCH
Reel/Frame 063197/0475 →
RELEASE OF SECURITY INTEREST Recorded Mar 30, 2023
From: KOOKMIN BANK NEW YORK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 063197/0373 →
RELEASE OF SECURITY INTEREST Recorded Nov 11, 2020
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
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FIRST LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
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From: MOMENTIVE PERFORMANCE MATERIALS INC.; MOMENTIVE PERFORMANCE MATERIALS GMBH
To: CITIBANK, N.A., AS ADMINISTRATIVE AGENT
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SECOND LIEN TERM LOAN PATENT AGREEMENT Recorded Jun 5, 2019
From: MOMENTIVE PERFORMANCE MATERIALS INC.
To: KOOKMIN BANK, NEW YORK BRANCH, AS ADMINISTRATIVE AGENT
Reel/Frame 049388/0220 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049194/0085 →
RELEASE OF SECURITY INTEREST Recorded May 15, 2019
From: BOKF, NA
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 049249/0271 →
NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY - SECOND LIEN Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
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NOTICE OF CHANGE OF COLLATERAL AGENT - ASSIGNMENT OF SECURITY INTEREST IN INTELLECTUAL PROPERTY Recorded Mar 6, 2015
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
To: BOKF, NA, AS SUCCESSOR COLLATERAL AGENT
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SECURITY INTEREST Recorded Jan 13, 2015
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SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
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SECURITY INTEREST Recorded Oct 27, 2014
From: MOMENTIVE PERFORMANCE MATERIALS INC.
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Reel/Frame 034066/0570 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2014
From: KUMAR, MUKESH; KOCZO, KALMAN; SPYROPOULOS, KOSTAS; TERRACINA, JOHN; FALK, BENJAMIN; FALANA, OLUSEGUN MATTHEW; LEATHERMAN, MARK
To: MOMENTIVE PERFORMANCE MATERIALS INC.
Reel/Frame 033364/0423 →