IP Library Granted Patent US 8,940,227
Granted Patent B2
US 8,940,227 · App. 13/819,371 · Granted Jan 27, 2015

Use of polyester polyamine and polyester polyquaternary ammonium compounds as corrosion inhibitors

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Quick Facts
Patent No.
US 8,940,227
App. No.
13/819,371
Granted
Jan 27, 2015
Kind
B2
Abstract

The present invention relates to the use of a polyesteramine or a polyester polyquaternary ammonium compound as a corrosion inhibitor for metal surfaces, and to a method for protecting a metal surface from corrosion by contacting the metal surface with said corrosion inhibitor.

Claims (23)

1. A method for inhibiting corrosion of a metal surface, the method comprising contacting the metal surface with a corrosion-inhibiting product obtainable by the reaction of a fatty acid, or mixture of acids, having the formula R 1 COOH (I), wherein R 1 CO is an acyl group having 8 to 24 carbon atoms, that may be saturated or unsaturated, linear or branched; and

a dicarboxylic acid or a derivative thereof having the formula (IIa) or (IIb)

wherein D is —OH, —Cl, or —OR 3 , wherein R 3 is a C1-C4 alkyl group; R 2 is selected from the group consisting of a direct bond, an alkylene radical of the formula —(CH 2 ) z —, wherein z is an integer from 1 to 10, a substituted alkylene radical wherein said alkylene radical is substituted by 1 or 2 —OH groups, the group —CH═CH—, a cycloalkylene, a cycloalkenylene, and an arylene group;

with an alkanolamine having the formula (III)

wherein each x independently is a number between 1 and 5, and Σx on molar average is a number between 2 and 10, AO is an alkyleneoxy group having 2-4 carbon atoms, R 4 is a C1-C3 alkyl group or a group [AO] x wherein AO and x have the same meaning as above, or a partial or wholly quaternised derivative thereof; optionally said reaction between the fatty acid, the dicarboxylic acid, and the alkanolamine is followed by a further reaction step wherein part or all of the nitrogen atoms are quaternised by reaction with an alkylating agent R 5 X, wherein R 5 is a hydrocarbyl group, and X − is an anion derived from the alkylating agent R 5 X.

2. The method according to claim 1 wherein the product consists of >65% w/w of molecules with two fatty acid units, two or more alkanolamine unit, and one or more diacid/acid anhydride units.

3. The method according to claim 1 wherein the product has the formula

wherein R 1 , AO, x, R2, and R 4 have the same meaning as in claim 1 ; R 5 is a hydrocarbyl group, and X − is an anion derived from the alkylating agent R 5 X; t is a number 0 or 1; and p is a number within the range 1-15, and is on average at least 1.

4. The method according to claim 3 , wherein t=1.

5. The method according to claim 4 wherein R 5 is a C1-C4 alkyl group or the benzyl group.

6. The method according to claim 4 wherein the alkylating agent R 5 X is selected from the group consisting of methylchloride, methylbromide, dimethylsulfate, diethylsulfate, dimethylcarbonate and benzylchloride.

7. The method according to claim 3 wherein more than 50% by weight of the molecules has a value of p≧3.

8. The method according to claim 1 , wherein R 1 CO is an acyl group having 16 to 24 carbon atoms.

9. The method according to claim 1 , wherein R2 is an alkylene radical of formula —(CH 2 ) z —.

10. The method according to claim 9 , wherein z is 4.

11. The method according to claim 1 , wherein x=1.

12. The method according to claim 1 , wherein the molar ratio between the fatty acid, or mixture of acids, of structure (I) and the alkanolamine (III) in the reaction mixture is 1:1.2 to 1:10.

13. The method according to claim 1 , wherein the metal surfaces are part of pipelines, pumps, tanks and other equipment used in oil- and gas fields or oil refineries.

14. The method according to claim 1 , wherein the corrosion-inhibiting product is added to a flowing liquid at any point in a flow line upstream of the point or line intended to be protected.

15. The method according to claim 1 wherein the product consists of >75% w/w of molecules with two fatty acid units, two or more alkanolamine unit, and one or more diacid/acid anhydride units.

16. The method according to claim 1 wherein the product consists of >85% w/w of molecules with two fatty acid units, two or more alkanolamine unit, and one or more diacid/acid anhydride units.

17. The method according to claim 1 , wherein the molar ratio between the fatty acid, or mixture of acids, of structure (I) and the dicarboxylic acid or derivative (IIa) or (IIb) is 2:1 to 1:8.

18. The method according to claim 1 , wherein the molar ratio between the fatty acid, or mixture of acids, of structure (I) and the alkanolamine (III) in the reaction mixture is 1:1.2 to 1:10, and the molar ratio between the fatty acid, or mixture of acids, of structure (I) and the dicarboxylic acid or derivative (IIa) or (IIb) is 2:1 to 1:8.

Assignments (4)
CHANGE OF NAME Recorded Sep 18, 2019
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: NOURYON CHEMICALS INTERNATIONAL B.V.
Reel/Frame 050426/0671 →
SECURITY INTEREST Recorded Oct 1, 2018
From: STARFRUIT US MERGER SUB 1 LLC; STARFRUIT US MERGER SUB 2 LLC; AKZO NOBEL SURFACE CHEMISTRY LLC; AKZO NOBEL CHEMICALS B.V.; AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: WILMINGTON TRUST (LONDON) LIMITED, AS COLLATERAL AGENT
Reel/Frame 047231/0001 →
CHANGE OF ADDRESS Recorded May 15, 2017
From: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 042745/0406 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2013
From: HELLBERG, PER-ERIK; GOROCHOVCEVA, NATALIJA
To: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
Reel/Frame 029888/0466 →