Use of di-ionic compounds as corrosion inhibitors in a water system

Patent metadata

Field	Value
Publication number	US-11021383-B2
Application number	US-201816116413-A
Country	US
Kind code	B2
Filing date	Aug 29, 2018
Priority date	Aug 30, 2017
Publication date	Jun 1, 2021
Grant date	Jun 1, 2021

Abstract

Disclosed herein are the methods of using di-cationic or di-anionic compounds, which are derived from primary amine through an aza-Michael addition with an activated olefin, in a corrosion control composition to mitigate corrosion of a surface in a water system. The disclosed methods or compositions are found to be more effective than those methods or compositions including commonly used single quaternary compounds for mitigating corrosion for a metal surface in water systems.

First claim

What is claimed is:

1. A method of for inhibiting corrosion at a surface in a water system comprising:
providing a corrosion control composition or a use solution of the corrosion control composition into a water system to generate a treated water system or onto to a surface of the water system,
wherein the corrosion control composition comprises one or more compounds according to one of Formula I, Formula II, Formula III and one or more additional corrosion control composition agents,

wherein:
X is NH or O;
R 11 is R 1 or R 1 —Z—(CH 2 ) m —;
R 1 is an unsubstituted or substituted, linear or branched C 5 -C 30 alkyl, cyclic alkyl, alkenyl, or alkynyl group;
Z is NH or O;
R 2 is H, CH 3 , or an unsubstituted, linear or branched C 2 -C 10 alkyl, alkenyl, or alkynyl group;
m is an integer of 1 to 4;
R 3 is absent or an unsubstituted, linear C 1 -C 30 alkylene group;
Y is —NR 4 R 5 R 6 (+) ;
Y′ is —COOH, —SO 3 H, —PO 3 H, —OSO 3 H, —OPO 3 H, or a salt thereof; and
R 4 , R 5 , and R 6 are independently a C 1 -C 10 alkyl group;
R 2′ is H, CH 3 , or an unsubstituted or substituted, linear or branched C 1 -C 10 alkyl, alkenyl, alkynyl group, —COOH, —CH 2 COOH, Y′, or —(CH 2 ) m —Y′ and

wherein the corrosion control composition mitigates corrosion on the surface in the water system.

2. The method according to claim 1 , wherein X is NH.

3. The method according to claim 1 , wherein X is O.

4. The method according to claim 1 , wherein R 11 is R 1 and R 1 is a linear C 5 -C 30 alkyl, alkenyl, or alkynyl group.

5. The method according to claim 1 , wherein R 11 is R 1 —Z—(CH 2 ) m — or R 1 —Z—(CH 2 ) 2 —, Z is NH, and R 1 is a linear C 5 -C 30 alkyl, alkenyl, or alkynyl group.

6. The method according to claim 1 , wherein R 11 is R 1 —Z—(CH 2 ) m —, Z is O, and R 1 is a linear C 5 -C 30 alkyl, alkenyl, or alkynyl group.

7. The method according to claim 1 , wherein R 2 is H or CH 3 .

8. The method according to claim 1 , wherein Y is —NR 4 R 5 R 6(+) , N(CH 3 ) 3 + , N(CH 3 ) 2 R 6 + , and wherein R 6 is a C 2 -C 12 alkyl, aryl, or is —CH 2 —C 6 H 5 .

9. The method according to claim 1 , wherein R 3 is CH 2 , CH 2 CH 2 , or C(CH 3 ) 2 , an unsubstituted and linear C 2 -C 10 alkylene group.

10. The method according to claim 1 , wherein R 11 is a C 6 -C 20 alkenyl group with at least one trans or cis double bond.

11. The method according to claim 1 , wherein the corrosion control composition agent is a carrier, wherein the carrier is water, an organic solvent, or a mixture thereof.

12. The method according to claim 1 , wherein the corrosion control composition agent is a carrier and one or more additional corrosion inhibitors.

13. The method according to claim 1 , wherein the corrosion control composition agent is a biocide, wherein the biocide is chlorine, hypochlorite, ClO 2 , bromine, ozone, hydrogen peroxide, peracetic acid, peroxycarboxylic acid composition, peroxysulphate, glutaraldehyde, dibromonitrilopropionamide, isothiazolone, terbutylazine, polymeric biguanide, methylene bisthiocyanate, tetrakis hydroxymethyl phosphonium sulphate, or any combination thereof.

14. The method according to claim 1 , wherein the corrosion control composition agent is an acid and wherein the corrosion control composition comprises from about 1 wt-% to about 20 wt-% of the acid, wherein the acid is hydrochloric acid, hydrofluoric acid, citric acid, formic acid, acetic acid, or a mixture thereof.

15. The method according to claim 1 , wherein the corrosion control composition agent is a surfactant.

16. The method according to claim 1 , wherein the corrosion control composition agent is a scale inhibitor, gas hydrate inhibitor, pH modifier, or any combination thereof.

17. The method according to claim 1 , wherein the corrosion control composition agent is an emulsion breaker, reverse emulsion breaker, a fouling control agent, coagulant/flocculant agent, an emulsifier, a water clarifier, a dispersant, antioxidant, polymer degradation prevention agent, permeability modifier, foaming agent, antifoaming agent, emulsifying agent, scavenger agent for CO 2 , and/or O 2 , gelling agent, lubricant, friction reducing agent, salt, or mixture thereof.

18. The method according to claim 1 , wherein the corrosion control composition is a liquid, gel, or a mixture comprising liquid/gel and solid.

19. The method according to claim 1 , wherein the corrosion control composition or a use solution thereof has a pH of from about 1 to about 11.

20. The method according to claim 1 , wherein the corrosion control composition comprises from about 10 wt-% to about 80 wt-% of the compound.

21. The method according to claim 1 , wherein the compound has a concentration of from about 1 ppm to about 1000 ppm in the treated water system.

22. The method according to claim 1 , wherein the water system comprises fresh water, recycled water, salt water, surface water, produced water, oil, hydrocarbon, or mixture thereof.

23. The method according to claim 1 , wherein the water system is a cooling water system, boiler water system, water system in oil and gas operations, in a petroleum well, downhole formation, geothermal well, mineral washing, flotation and benefaction, papermaking, gas scrubber, air washer, continuous casting processes in the metallurgical industry, air conditioning and refrigeration, water reclamation, water purification, membrane filtration, food processing, clarifiers, municipal sewage treatment, municipal water treatment, or potable water system.

24. A corrosion control composition comprising one or more compounds according to one of Formula I, Formula II, and Formula III and one or more additional corrosion control composition agents,

wherein:
X is NH or O;
R 11 is R 1 or R 1 —Z—(CH 2 ) m —;
R 1 is an unsubstituted or substituted, linear or branched C 5 -C 30 alkyl, cyclic alkyl, alkenyl, or alkynyl group;
Z is NH or O;
R 2 is H, CH 3 , or an unsubstituted, linear or branched C 2 -C 10 alkyl, alkenyl, or alkynyl group;
m is an integer of 1 to 4;
R 3 is absent or an unsubstituted, linear C 1 -C 30 alkylene group;
Y is —NR 4 R 5 R 6 (+) ;
Y′ is —COOH, —SO 3 H, —PO 3 H, —OSO 3 H, —OPO 3 H, or a salt thereof;
R 4 , R 5 , and R 6 are independently a C 1 -C 10 alkyl group;
R 2′ is H, CH 3 , or an unsubstituted or substituted, linear or branched C 1 -C 10 alkyl, alkenyl, alkynyl group, —COOH, —CH 2 COOH, Y′, or —(CH 2 ) m —Y′, and

wherein the corrosion control composition mitigates corrosion on the surface in the water system.

Assignees

• Ecolab Usa Inc

Inventors

• Dhawan Ashish
• Moloney Jeremy
• Silvernail Carter M
• Laurent Boyd A

Classifications

• C23F11/10

  using organic inhibitors · CPC title

• C02F2303/08

  Corrosion inhibition · CPC title

• C11D7/3263

  Amides or imides · CPC title

• C02F1/683

  by addition of complex-forming compounds · CPC title

• C23F11/141

  Amines; Quaternary ammonium compounds · CPC title