IP Library Granted Patent US 10,000,641
Granted Patent B2
US 10,000,641 · App. 13/884,380 · Granted Jun 19, 2018

Method and composition for preventing corrosion of metal surfaces

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Quick Facts
Patent No.
US 10,000,641
App. No.
13/884,380
Granted
Jun 19, 2018
Kind
B2
Abstract

The present invention provides a corrosion inhibitor composition comprising: a carrier; at least one compound of formulae (II)-(VII) or a salt or quaternized derivative thereof: wherein R is C 5-21 alkyl or alkenyl, preferably alkyl; each R 1 is independently an optionally substituted group of formula —(CH 2 ) n X wherein n is an integer from 1 to 6 and X is C(O)OZ or SO 3 Z and Z is H or a cation; and R′ is C 4-20 alkyl or alkenyl, preferably alkyl; and a quaternary ammonium compound.

Claims (61)

1. A corrosion inhibitor composition comprising:

a carrier;

at least one compound of formulae (II)-(III) or a salt thereof:

wherein

R is C 11 alkyl or C 11 -C 13 alkyl;

R 1 is —CH 2 C(O)OZ, and Z is H or a cation; and

a quaternary ammonium compound comprising at least one alkyl quat of formula (VIII):

wherein R 3 and R 4 are methyl, R 5 and R 6 are decyl and A − is a carbonate or bicarbonate counter ion.

2. A composition as claimed in claim 1 comprising the at least one compound of formula (II) and the at least one compound of formula (III).

3. A corrosion inhibitor composition comprising:

a carrier;

at least one compound of formulae (II)-(III) or a salt thereof:

wherein R is C 5-21 alkyl or C 5-21 alkenyl; R 1 is —CH 2 CH(OH)CH 2 SO 3 Z and Z is H or a cation; and

a quaternary ammonium compound comprising at least one alkyl quat, at least one ester quat, or a combination thereof.

4. A composition as claimed in claim 1 , wherein said compound of formulae (II)-(III) has a toxicity (EC 50 ), measured by a standard test: ISO 10253 1998 water quality—marine algal growth inhibition test with Skeletonema costatum , of at least 0.5 mg/L.

5. A composition as claimed in claim 3 , wherein said alkyl quat is of formula (VIII):

wherein each of R 3 , R 4 , R 5 and R 6 is independently a C 1-20 alkyl group and A − is a halide, sulphate, carbonate or bicarbonate counter ion.

6. A composition as claimed in claim 5 comprising a compound of formula (VIIIa):

wherein A − is a sulphate or carbonate counter ion.

7. A composition as claimed in claim 3 , wherein said ester quat is of formula (IX):

wherein

R 8 , R 9 and R 10 are each independently C 1-4 alkyl, C 1-4 hydroxyalkyl, C 6-12 aryl, alkylaryl containing 7 to 13 carbon atoms or a group corresponding to formula (X):

—(C m H 2m —O) q —C(O)—R 11   (X)

wherein m is an integer 2 or 3, q is an integer from 1 to 3 and R 11 is a C 7-23 alkyl or C 7-23 alkenyl group;

R 7 is a group corresponding to formula (X) or (XI):

wherein R 8 , R 9 and R 10 are as defined above, G is a group —(CH 2 ) p — or a group —(CH 2 ) p -E-CO-D-CO-E-(CH 2 ) p — wherein p is an integer of 1 to 6, E is NH or O and D is a dimer fatty acid residue containing on average 36 to 54 carbon atoms; and

B − is an anion.

8. A composition as claimed in claim 1 , wherein said carrier comprises at least one of methylethyl glycol, EGMBE and diethyl glycol.

9. A composition as claimed in claim 1 , further comprising a sulphur-containing species comprising a thiosulphate salt, 2-mercaptoethanol, thioglycolic acid, Na 2 SO 3 , or a C 1-8 alkyl thiol.

10. A composition as claimed in claim 1 , further comprising a surfactant.

11. A method of reducing, inhibiting or preventing corrosion of a metal surface, comprising contacting said surface with a corrosion inhibitor composition as defined in claim 1 .

12. A method as claimed in claim 11 , wherein said metal surface is used in the recovery, transportation or refining of hydrocarbon.

13. A kit for the preparation of a corrosion inhibitor composition comprising:

(i) a first container comprising at least one compound of formulae (II)-(III) or a salt thereof as defined in claim 1 ;

(ii) a second container comprising a quaternary ammonium compound as defined in claim 1 ; and

(iii) instructions for preparation of the corrosion inhibitor composition.

14. A kit as claimed in claim 13 , further comprising a sulphur-containing species in one of said containers or in a separate container.

15. A composition as claimed in claim 3 , comprising at least one compound of formula (II), at least one compound of formula (III), and either an ester quat or an alkyl quat of formula (VIIIa):

wherein A − is a sulphate or carbonate counter ion.

16. A composition as claimed in claim 15 , wherein the ester quat comprises an oleyl triethanolamine ester quat or a compound of formula (IX):

wherein

R 8 , R 9 and R 10 are each independently C 1-4 alkyl, C 1-4 hydroxyalkyl, C 6-12 aryl, alkylaryl containing 7 to 13 carbon atoms or a group corresponding to formula (X):

—(C m H 2m —O) q —C(O)—R 11   (X)

wherein m is an integer 2 or 3, q is an integer from 1 to 3 and R 11 is a C 7-23 alkyl or C 7-23 alkenyl group;

R 7 is a group corresponding to formula (X) or (XI):

wherein R 8 , R 9 and R 10 are as defined above, G is a group —(CH 2 ) p — or a group —(CH 2 ) p -E-CO-D-CO-E-(CH 2 ) p — wherein p is an integer of 1 to 6, E is NH or O and D is a dimer fatty acid residue containing on average 36 to 54 carbon atoms; and

B − is an anion.

17. A composition as claimed in claim 3 , wherein the ester quat comprises an oleyl triethanolamine ester quat.

18. A composition as claimed in claim 1 , wherein the at least one compound of formulae (II)-(III) comprises a quaternary salt.

19. A composition as claimed in claim 1 , further comprising an anionic surfactant.

20. A composition as claimed in claim 19 , wherein the anionic surfactant comprises a phosphate ester, alkyl ether carboxylate, or a metal salt thereof.

21. A composition as claimed in claim 20 , wherein the phosphate ester comprises a C 6 -C 22 alkyl mono-substituted ester containing ethylene oxide or propylene oxide groups or a C 6 -C 22 alkyl di-substituted ester containing ethylene oxide or propylene oxide groups.

22. A composition as claimed in claim 19 , wherein the anionic surfactant comprises a C 6 -C 22 alkyl ether carboxylate, a C 6 -C 22 alkyl ether carboxylate containing ethylene oxide or propylene oxide groups, or a combination thereof.

23. A composition as claimed in claim 1 , wherein the weight ratio of the compound of formulae (II) or (III) to the alkyl quat is 10:1 to 0.1:1.

24. A composition as claimed in claim 3 , further comprising a sulphur-containing species comprising a thiosulphate salt, 2-mercaptoethanol, thioglycolic acid, Na 2 SO 3 , or a C 1-8 alkyl thiol.

25. A composition as claimed in claim 3 , wherein the at least one compound of formulae (II)-(III) comprises a quaternary salt.

26. A composition as claimed in claim 3 , further comprising an anionic surfactant.

27. A composition as claimed in claim 26 , wherein the anionic surfactant comprises a phosphate ester, alkyl ether carboxylate, or a metal salt thereof.

28. A composition as claimed in claim 27 , wherein the phosphate ester comprises a C 6 -C 22 alkyl mono-substituted ester containing ethylene oxide or propylene oxide groups or a C 6 -C 22 alkyl di-substituted ester containing ethylene oxide or propylene oxide groups.

29. A composition as claimed in claim 26 , wherein the anionic surfactant comprises a C 6 -C 22 alkyl ether carboxylate, a C 6 -C 22 alkyl ether carboxylate containing ethylene oxide or propylene oxide groups, or a combination thereof.

30. A composition as claimed in claim 3 , wherein the weight ratio of the compound of formulae (II) or (III) to the ester quat is 5:1 to 0.1:1.

Assignments (7)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Jul 17, 2025
From: JPMORGAN CHASE BANK, N.A.
To: CHAMPIONX LLC; APERGY ESP SYSTEMS, LLC; APERGY BMCS ACQUISITION CORP; HARBISON-FISCHER, INC.; NORRIS RODS, INC.,; NORRIS RODS, INC.,; NORRISEAL-WELLMARK, INC.; PCS FERGUSON, INC.; QUARTZDYNE, INC.; US SYNTHETIC CORPORATION
Reel/Frame 072004/0019 →
RELEASE OF SECURITY INTEREST Recorded Jun 7, 2022
From: BANK OF AMERICA, N.A.
To: CHAMPIONX USA INC.
Reel/Frame 060304/0267 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2020
From: ECOLAB USA INC.
To: CHAMPIONX USA INC.
Reel/Frame 053849/0537 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 052848/0368 →
SECURITY INTEREST Recorded Jun 5, 2020
From: CHAMPIONX USA INC.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 053250/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 12, 2017
From: CHAMPION TECHNOLOGIES LIMITED
To: ECOLAB USA INC.
Reel/Frame 042583/0941 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2013
From: MILES, ANDREW FREDERICK; BRETHERTON, NEIL; RICHTEROVA, KARLA
To: CHAMPION TECHNOLOGIES LTD
Reel/Frame 030384/0060 →