Use of complex polyesteramines and polyester polyquaternary ammonium compounds as corrosion inhibitors

Patent metadata

Field	Value
Publication number	US-11845892-B2
Application number	US-202117395107-A
Country	US
Kind code	B2
Filing date	Aug 5, 2021
Priority date	Aug 5, 2021
Publication date	Dec 19, 2023
Grant date	Dec 19, 2023

Abstract

Use of complex polyester amines and polyester quaternary ammonium compounds as corrosion inhibitors for metal surfaces, and a method for protecting a metal surface from corrosion by contacting the metal surface with said corrosion inhibitor.

First claim

The invention claimed is:

1. A method for protecting a metal pipeline, pump, or tank surface from corrosion, the method comprising a step of bringing the metal pipeline, pump, or tank surface into contact with an effective amount of a branched polyester quaternary ammonium compound (ii) obtainable by quaternization of a branched polyester polyamine (i) formed by the reaction of
(A) a polycarboxylic acid having 3 or 4 carboxylic acid groups, or a reactive derivative thereof, with
(B) a monocarboxylic acid having the formula (I)
R 1 COOH  (I)

wherein R 1 is an alkyl or alkenyl group having from 6 to 28 carbon atoms, or a reactive derivative thereof, and
(C) an alkanolamine having the formula (II)

wherein
R 2 is a straight or branched chain alkyl residue having from 1 to 24 carbon atoms, an alkenyl residue having from 2 to 24 carbon atoms, or a polyoxyalkylene residue of the formula —(D-O) z -R 3 ;
R 3 is hydrogen, an alkyl group having 1 to 18 carbon atoms, or an acyl group having 2 to 18 carbon atoms;
A, B, D independently from each other are a C 2 - to C 4 -alkylene group or a mixture of those;
x, y, z independently from each other, are integers from 1 to 2; and

wherein the branched polyester polyamine (i) formed by the reaction of (A), (B), (C) and optionally (D) is reacted with a quaternizing agent to produce the branched polyester quaternary ammonium compound (ii).

2. The method according to claim 1 , wherein the quaternizing agent is an alkylating agent.

3. The method according to claim 1 , wherein from 1 to 99% of the nitrogen atoms present in the branched polyester quaternary ammonium compound (ii) are quaternized.

4. The method according to claim 1 , wherein (A) is a polycarboxylic acid having 3 or 4 carboxylic acid groups and is of the formula (III)

wherein
Y is an optionally substituted aliphatic group having from 2 to 15 carbon atoms, an aliphatic aminoalkylene group having from 3 to 12 carbon atoms and from 1 to 3 nitrogen atoms, or an optionally substituted aromatic group having from 6 to 18 carbon atoms; and
X is hydrogen, a C 1 - to C 20 -alkyl group, a carboxylic acid group or a carboxylic acid derivative, a keto group, —OH, or —OR 4 , wherein R 4 is a C 1 -C 4 alkyl group.

5. The method according to claim 4 , wherein Y is either an alkylene or alkenylene radical having from 2 to 10 carbon atoms or an alkylene radical containing one or more nitrogen atoms.

6. The method according to claim 5 , wherein Y is an alkylene radical containing one or more nitrogen atoms and at least one nitrogen atom is part of an amino group.

7. The method according to claim 4 , wherein Y is substituted by one or two hydroxyl groups.

8. The method according to claim 1 , wherein R 1 is unsaturated.

9. The method according to claim 1 , wherein (A) comprises an acid anhydride, an acid chloride, an ester, or a combination of these.

10. The method according to claim 1 , wherein (B) comprises either a mixture of fatty acids with different degrees of unsaturation; or an essentially saturated fatty acid, wherein the mixture of fatty acids or the essentially saturated fatty acid has an iodine value, determined according to the method of Wijs, of at least 50 g I 2 /100 g.

11. The method according to claim 1 , wherein (B) comprises an acid anhydride, an acid chloride, an ester, or a combination of these.

12. The method according to claim 1 , wherein the molar ratio between (A) and (B) is from 1:50 to 2:1.

13. The method according to claim 1 , wherein R 2 is an alkyl residue having 1 to 18 carbon atoms or an alkenyl residue having from 2 to 18 carbon atoms.

14. The method according to claim 1 , wherein the molar ratio between (C) and the total molar amount of (A) plus (B) is from 10:1 to 1:5.

15. The method according to claim 1 , wherein the polyester quaternary ammonium compound (ii) further contains a minor amount of a structural element derived from a dicarboxylic acid or a derivative thereof.

16. The method according to claim 15 , wherein the polyester quaternary ammonium compound (ii) further contains a minor amount of a structural element derived from a compound of either formula (IVa) or formula (IVb)

wherein Z is an optionally substituted aliphatic group having from 2 to 15 carbon atoms, an aliphatic aminoalkyl group having 3 to 12 carbon atoms and 1 to 3 nitrogen atoms, or an optionally substituted aromatic group having from 6 to 18 carbon atoms.

17. The method according to claim 1 , wherein the branched polyester quaternary ammonium compound (ii) is added to a fluid that is in contact with the metal pipeline, pump, or tank surface, wherein the fluid comprises water and the concentration of (ii) in the fluid is from 1 to 2,000 ppm (by weight).

18. The method according to claim 1 , wherein the polyester quaternary ammonium compound (ii) is part of a formulation comprising a diluent.

19. The method according to claim 18 , wherein the diluent is water or a water miscible organic solvent.

20. The method according to claim 1 , wherein the polyester quaternary ammonium compound (ii) is part of a formulation comprising one or more further ingredients selected from further corrosion inhibitors being different from (i) and (ii); dispersing or cleaning surfactants; defoamer additives; neutralizing amines; sulfide inhibitors; H 2 S scavengers; paraffin inhibitors; asphaltene inhibitors; hydrate inhibitors; and biocides, wherein the further corrosion inhibitors being different from (i) and (ii) are selected from the group consisting of organic sulfur compounds; organic phosphate esters; organic acids; inorganic acids; amines; imidazolines; pyridines; quinolines; and fatty acids and derivatives thereof.

Assignees

• Clariant Int Ltd

Inventors

• Leinweber Dirk
• Platen Tobias
• Obeyesekere Nihal N
• Krull Matthias

Classifications

• C09K8/54 Primary

  Compositions for in situ inhibition of corrosion in boreholes or wells · CPC title

• C08G63/6856

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C09K2208/32

  Anticorrosion additives · CPC title

• C08G63/6852 Primary

  derived from hydroxy carboxylic acids · CPC title

• C08G63/912

  derived from hydroxycarboxylic acids · CPC title