IP Library Granted Patent US 12,378,494
Granted Patent B2
US 12,378,494 · App. 18/505,646 · Granted Aug 5, 2025

Corrosion inhibitor and industrial lubricant including the same

Inventors: David Edwards (Richmond, VA); Helen Ryan (Sheen, GB); Robert Mccovick (Chesterfield, VA)
Assignee: Afton Chemical Corporation
C10M135/36C07D285/125C10M137/12C10M141/10C10M169/04C10M2203/003C10M2219/106C10M2223/06C10N2030/12C10N2040/02
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Quick Facts
Patent No.
US 12,378,494
App. No.
18/505,646
Granted
Aug 5, 2025
Kind
B2
Abstract

Disclosed herein are corrosion inhibitors suitable for heavy-duty industrial lubricants and industrial lubricating compositions including such corrosion inhibitors combined with phosphonate diesters to provide good copper corrosion and roller bearing protection. The corrosion inhibitor has a high content of dialkyl dithiothiadiazole compounds configured to maintain high levels of the phosphonate diester in the lubricant.

Claims (44)

1. A corrosion inhibitor made by a process comprising:

(a) reacting a 1,3,4-dimercapto thiadiazole or alkali metal salt thereof with an alkyl mercaptan in the presence of an acid to form a first reaction intermediate;

(b) reacting the first reaction intermediate with hydrogen peroxide to form the corrosion inhibitor; and

(c) wherein the 1,3,4-dimercapto thiadiazole or alkali metal salt thereof, the alkyl mercaptan, and the hydrogen peroxide are provided at a molar ratio of 1:1.95-2.15:2.1-2.4.

2. The corrosion inhibitor of claim 1 , wherein the acid is a strong acid provided in molar excess to the 1,3,4-dimercapto thiadiazole.

3. The corrosion inhibitor of claim 1 , wherein the corrosion inhibitor is about 95 mol percent or more of a 2,5-dialkyl-dithiothiadiazole compound and about 5 mol percent or less of a monoalkyl-dithiothiadiazole compound.

4. The corrosion inhibitor of claim 1 , wherein the corrosion inhibitor has a total acid number of 10 or less.

5. The corrosion inhibitor of claim 1 , wherein the process further includes heating the corrosion inhibitor to a temperature effective to separate any aqueous layer and optionally subjecting the heated corrosion inhibitor to a vacuum strip.

6. The corrosion inhibitor of claim 3 , wherein the 2,5-dialkyl-dithiothiadiazole compound has the structure of Formula Ia:

and

wherein the monoalkyl-dithiothiadiazole compound has the structure of Formula Ib:

wherein each R 1 of Formula Ia and/or Formula Ib is independently a linear or branched C4 to C20 hydrocarbyl group.

7. The corrosion inhibitor of claim 1 , wherein the alkyl moiety of the alkyl mercaptan is an aliphatic or aromatic hydrocarbyl group.

8. The corrosion inhibitor of claim 7 , wherein the alkyl moiety of the alkyl mercaptan is a linear or branched C1 to C30 hydrocarbyl group.

9. A lubricant comprising:

(a) a majority of base oil; and

(b) a corrosion inhibitor made by a process comprising:

(i) reacting a 1,3,4-dimercapto thiadiazole or alkali metal salt thereof with an alkyl mercaptan in the presence of an acid to form a first reaction intermediate;

(ii) reacting the first reaction intermediate with hydrogen peroxide to form the corrosion inhibitor; and

(iii) wherein the 1,3,4-dimercapto thiadiazole or alkali metal salt thereof, the alkyl mercaptan, and the hydrogen peroxide are provided at a molar ratio of 1:1.95-2.15:2.1-2.4.

10. The lubricant of claim 9 , wherein the acid is a strong acid provided in molar excess to the 1,3,4-dimercapto thiadiazole.

11. The lubricant of claim 9 , further comprising one or more phosphonate ester compounds including, based on the total weight percent of phosphonate ester compounds, about 90 weight percent or more of a phosphonate diester and no more than about 10 weight percent of a phosphonate monoester.

12. The lubricant of claim 9 , wherein the corrosion inhibitor is about 95 mol percent or more of a 2,5-dialkyl-dithiothiadiazole compound and about 5 mol percent or less of a monoalkyl-dithiothiadiazole compound.

13. The lubricant of claim 12 , wherein the 2,5-dialkyl-dithiothiadiazole compound has the structure of Formula Ia:

and

wherein the monoalkyl-dithiothiadiazole compound has the structure of Formula Ib:

wherein each R 1 of Formula Ia and/or Formula Ib is, independently, a linear or branched C4 to C20 hydrocarbyl group.

14. The lubricant of claim 11 , wherein the phosphonate diester has a structure of Formula II

wherein R 2 is a C 1 to C 50 hydrocarbyl group and each R 3 is, independently, a C 1 to C 20 alkyl group.

15. The lubricant of claim 14 , wherein the phosphonate diester is dimethyl octadecyl phosphonate.

16. The lubricant of claim 11 , wherein the phosphonate monoester has a structure of Formula III

wherein R 4 is a C 1 to C 50 hydrocarbyl group and R 5 is a C 1 to C 20 alkyl group.

17. The lubricant of claim 16 , wherein the phosphonate monoester is methyl octadecyl phosphonate.

18. The lubricant of claim 9 , wherein the process further includes heating the corrosion inhibitor to a temperature effective to separate any aqueous layer and optionally subjecting the heated corrosion inhibitor to a vacuum strip.

19. The lubricant of claim 9 , wherein the lubricant exhibits a FAG FE8 roller bearing weight loss of about 12 mg of less pursuant to DIN 51819-3 after 80 hours of runtime at 80° C., 7.5 rpm, and 100 kN.

20. A corrosion inhibitor additive comprising:

(a) about 95 mol percent or more of a 2,5-dialkyl-dithiothiadiazole compound;

(b) a monoalkyl-dithiothiadiazole compound, but no more than about 5 mol percent of the monoalkyl-dithiothiadaizole compound; and

(c) wherein the total acid number of the corrosion inhibitor additive is about 10 or less; and

wherein the corrosion inhibitor is obtained from a dimercapto thiadiazole or alkali metal salt thereof, an alkyl mercaptan, and a hydrogen peroxide provided at a molar ratio of 1:1.95-2.15:2.1-2.4.

21. The corrosion inhibitor of claim 20 , wherein the 2,5-dialkyl-dithiothiadiazole compound has the structure of Formula Ia:

and

wherein the monoalkyl-dithiothiadiazole compound has the structure of Formula Ib:

wherein each R 1 of Formula Ia and/or Formula Ib is independently a linear or branched C4 to C20 hydrocarbyl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 16, 2024
From: EDWARDS, DAVID; RYAN, HELEN; MCCOVICK, ROBERT
To: AFTON CHEMICAL CORPORATION
Reel/Frame 066131/0262 →
Priority Claims (1)
GB 2217954 · Nov 29, 2022 · national
Continuity (2)
Provisional Application 63424383 · Nov 10, 2022
Related Publication 20240174939A1 · May 30, 2024
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