Chemical products for surface protection

Patent metadata

Field	Value
Publication number	US-11746101-B2
Application number	US-202217864170-A
Country	US
Kind code	B2
Filing date	Jul 13, 2022
Priority date	Nov 20, 2015
Publication date	Sep 5, 2023
Grant date	Sep 5, 2023

Abstract

Some implementations of the present disclosure prevent, reduce or at least slow equipment fouling using passivation as a treatment prior to contacting metallic components with hydrocarbon containing fluid, that is, an environment where fouling occurs. For example, one implementation includes a method of passivating heat exchangers in a SAGD process or system using the compositions and compounds of the present disclosure. The composition may be applied to a component prior to its first inclusion in an online system or following placing the system offline for maintenance. The composition may be used to treat metallic equipment surface(s), for example, via contacting them with a suspension or solution of the composition described herein, prior placing the system online. The method may further include treatment of the process fluid, for example, via injection or batch treatment of the composition with the compositions described herein into the process fluid.

First claim

What is claimed is:

1. A composition, comprising:
a compound represented by formula (IV):

a salt thereof, an isomer thereof, or combinations thereof, wherein:
R 1 and R 2 are each independently selected from the group consisting of —H, C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, and C 1 -C 24 alkanoalkyl, C 1 -C 36 alkylcarboxy, and C 7 -C 20 arylalkyl;
R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of —H, —OH, C 1 -C 4 alkyl, and C 1 -C 4 alkylcarboxy;
R 7 and R 8 are each independently selected from the group consisting of C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, C 1 -C 24 alkanoalkyl, C 1 -C 36 alkylcarboxy, C 7 -C 20 arylalkyl, —P(OH)O 2 − , and —SO 3 − ;
X and Y are each independently selected from the group consisting of an alkylamino group (—R 11 NH—), an alkylamido group (—R 11 NHC(O)—), an alkylether group (—R 11 O—), methylene group, and an alkylester group (—R 11 C(O)O—); and
R 11 is a C 1 -C 4 alkyl.

2. The composition of claim 1 , wherein R 7 and R 8 are each independently a C 1 -C 36 alkylcarboxy.

3. The composition of claim 1 , wherein R 7 and R 8 are each independently a C 1 -C 4 alkylcarboxy.

4. The composition of claim 1 , wherein:
X and Y are each independently selected from the group consisting of an alkylamino group (—R 11 NH—), an alkylamido group (—R 11 NHC(O)—), an alkylether group (—R 11 O—), methylene group, and an alkylester group (—R 11 C(O)O—);
X and Y are the same; and
each of R 1 and R 2 are the same or different.

5. The composition of claim 1 , wherein the compound represented by formula (IV) is represented by formula (IV-D-1) or formula (IV-D-2):

wherein, for formula (IV-D-1) and formula (IV-D-2):
R 1 and R 2 are each independently selected from the group consisting of —H, C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, C 1 -C 24 alkanoalkyl, —P(OH)O 2 − , —SO 3 − , and C 7 -C 20 arylalkyl;
R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of —H, —OH, C 1 -C 4 alkyl, and C 1 -C 4 alkylcarboxy; and
R 7 and R 8 are each independently selected from the group consisting of C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, C 1 -C 24 alkanoalkyl, —P(OH)O 2 − , —SO 3 − , and C 7 -C 20 arylalkyl.

6. The composition of claim 1 , wherein the compound represented by formula (IV) is represented by formula (IV-E):

wherein, for formula (IV-E):
R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of —H, —OH, C 1 -C 4 alkyl, and C 1 -C 4 alkylcarboxy;
R 7 and R 8 are each independently selected from the group consisting of —CH 2 CH 2 NHR 1 , —CH 2 CH 2 NHR 2 , —CH 2 CH 2 NHC(O)R 1 , —CH 2 CH 2 NHC(O)R 2 , —CH 2 CH 2 OR 1 , —CH 2 CH 2 OR 2 , —CH 2 CH 2 OC(O)R 1 , and —CH 2 CH 2 OC(O)R 2 ; and
R 1 and R 2 are each independently selected from the group consisting of H, C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, and C 1 -C 24 alkanoalkyl.

7. The composition of claim 1 , further comprising an additive selected from the group consisting of surfactants, acids, film forming agents, solvents, freeze point depressors, scale inhibitors, wetting agents, and alkylene oxides.

8. The composition of claim 1 , further comprising a scale inhibitor selected from the group consisting of: phosphate esters, acetylenic alcohols, fatty acids and/or alkyl-substituted carboxylic acids and anhydrides, quaternary amines, sulfur-oxygen phosphates and/or polyphosphate esters, and combinations thereof.

9. The composition of claim 1 , further comprising a surfactant selected from the group consisting of: quaternary alkyl amines, tetrabutylammomium acetate, tetrabutylammonium bromide, tetrabutylammonium nitrate, sodium lauryl sulfate, sodium lauryl ether sulfate, polyamines, polymers or copolymers comprising ethylene oxide, propylene oxide, alkoxylates of alkylphenol or alkylphenol based resins, and combinations thereof.

10. The composition of claim 1 , further comprising a solvent selected from the group consisting of: formamide, propylene carbonate, tetrahydrofuran, alcohols, glycols, methanol, isopropanol, ethanol, acetone, toluene, xylene, monobutyl ether, dimethoxyethane, diglyme, naphtha, dimethyl amine, n-methyl pyrrolidone, biodegradable solvents, or renewable solvents, and mixtures thereof, with or without water.

11. A method of treating fouling of a metallic component, the method comprising:
contacting a metallic component with the composition of claim 1 ; and
contacting the metallic component with a hydrocarbon-containing process fluid stream.

12. The method of claim 11 , wherein contacting the metallic component comprises continuously injecting the composition into the hydrocarbon-containing process fluid stream during operation.

13. The method of claim 12 , wherein between about 1 ppm and about 1000 ppm of the composition is injected into the hydrocarbon-containing process fluid stream.

14. The method of claim 13 , wherein between about 5 ppm and about 750 ppm of the composition is injected into the hydrocarbon-containing process fluid stream.

15. The method of claim 11 , wherein the metallic component is a heat exchanger.

16. The method of claim 11 , wherein the hydrocarbon-containing process fluid stream is a steam assisted oil recovery system.

17. A composition, comprising:
a surfactant;
a corrosion inhibitor;
a solvent; and
a compound represented by formula (IV):

a salt thereof, an isomer thereof, or combinations thereof, wherein:
R 1 and R 2 are each independently selected from the group consisting of —H, C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, and C 1 -C 24 alkanoalkyl, C 1 -C 36 alkylcarboxy, and C 7 -C 20 arylalkyl;
R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of —H, —OH, C 1 -C 4 alkyl, and C 1 -C 4 alkylcarboxy;
R 7 and R 8 are each independently selected from the group consisting of C 1 -C 24 alkyl, C 1 -C 24 aminoalkyl, C 1 -C 24 alkanoalkyl, C 1 -C 36 alkylcarboxy, C 7 -C 20 arylalkyl, —P(OH)O 2 − , and —SO 3 − ;
X and Y are each independently selected from the group consisting of an alkylamino group (—R 11 NH—), an alkylamido group (—R 11 NHC(O)—), an alkylether group (—R 11 O—), methylene group, and an alkylester group (—R 11 C(O)O—); and
R 11 is a C 1 -C 4 alkyl.

18. The composition of claim 17 , wherein R 7 and R 8 are each independently a C 1 -C 36 alkylcarboxy.

19. The composition of claim 17 , wherein the compound represented by formula (IV) is represented by formula (IV-B):

wherein, for formula (IV-B):
R 3 , R 4 , R 5 , and R 6 are each independently selected from the group consisting of —H, —OH, C 1 -C 4 alkyl, and C 1 -C 4 alkylcarboxy;
R 7 and R 8 are each independently selected from —CH 2 C(O)O − , —CH 2 CH 2 C(O)O − , —P(OH)O 2 − , —SO 3 − , and C 7 -C 20 arylalkyl;
R 9 and R 10 are each independently selected from the group consisting of
—CH 2 CH 2 NHCH 2 CH(OH)CH 2 OC(O)R 1 ,
—CH 2 CH 2 NHCH 2 CH(OH)CH 2 OC(O)R

Assignees

• Hexion Inc

Inventors

• Zha Charles
• Beetge Jan

Classifications

• C07D403/10 Primary

  linked by a carbon chain containing aromatic rings · CPC title

• C02F5/12 Primary

  containing nitrogen (C02F5/14 takes precedence) · CPC title

• C07C233/78

  with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom · CPC title

• C07D207/00

  Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom · CPC title

• C07D233/24

  Radicals substituted by nitrogen atoms not forming part of a nitro radical · CPC title