IP Library Granted Patent US 10,647,939
Granted Patent B2
US 10,647,939 · App. 15/356,066 · Granted May 12, 2020

Thiadiazole components, compositions, and methods

Inventors: Xingguo R. Chen (Henrico, VA); Jeffrey A. Crow (Midlothian, VA); Troy R. Haynes (Glen Allen, VA); Jonathan A. Crow (Midlothian, VA); Brian J. Cereghino (Dublin, CA)
Assignee: International Petroleum Products & Additives Company, Inc.
C10M135/36C10M139/00C10M141/08C10M2207/027C10M2207/34C10M2215/28C10M2215/30C10M2217/043C10M2219/044C10M2219/088C10M2219/106C10N2030/04C10N2030/12C10N2050/10C10N2210/01C10N2210/02C10N2230/04C10N2230/12C10N2250/10C10N2260/14
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Quick Facts
Patent No.
US 10,647,939
App. No.
15/356,066
Granted
May 12, 2020
Kind
B2
Abstract

Provided herein are compositions that include a thiadiazole component and a solubility enhancing component. The solubility enhancing component can include a dispersant, a detergent, or both a dispersant and a detergent. The thiadiazole component can include one or more species having a hydrocarbyl-disulfanyl moiety. The compositions may be used as a corrosion inhibitor. Also provided herein are methods for making a thiadiazole component and a composition.

Claims (21)

1. A composition comprising:

a thiadiazole component comprising 5-(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol and 2,5-bis(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole; and

a solubility enhancing component comprising a dispersant, wherein the dispersant comprises a 1-(amino-C 2 -C 4 hydrocarbyl)-3-hydrocarbylpyrrolidine-2,5-dione having the following structure—

wherein R 3 is a monovalent hydrocarbyl having a molecular weight of about 500 to about 2500, R 4 is a divalent C 2 -C 4 hydrocarbyl, and a is 1 to 100;

wherein the weight ratio of the solubility enhancing component to the thiadiazole component is about 1:99 to about 10:90,

the weight ratio of the 5-(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol to the 2,5-bis(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole is about 60:40 to about 95:5, and

wherein the composition is at least substantially soluble in a group II or a group IV base oil at a concentration of the composition of about 0.01% to about 1% by weight, based on the combined weight of the composition and the base oil.

2. The composition of claim 1 , wherein the thiadiazole component comprises 5-(C 8 -C 18 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol and 2,5-bis(C 8 -C 18 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole.

3. The composition of claim 1 , wherein the thiadiazole component comprises 5-(t-nonyldisulfanyl)-1,3,4-thiadiazole-2-thiol and 2,5-bis(t-nonyldisulfanyl)-1,3,4-thiadiazole.

4. The composition of claim 1 , wherein the thiadiazole component comprises 5-(t-dodecyldisulfanyl)-1,3,4-thiadiazole-2-thiol and 2,5-bis(t-dodecyldisulfanyl)-1,3,4-thiadiazole.

5. The composition of claim 1 , wherein the solubility enhancing component consists of the dispersant.

6. The composition of claim 1 , wherein the dispersant is a borated dispersant, and boron is present in the borated dispersant in an amount of about 0.01% to about 5.0% by weight of the borated dispersant.

7. The composition of claim 1 , wherein R 4 is a divalent C 2 hydrocarbyl.

8. The composition of claim 1 , wherein a is 1 to 10.

9. The composition of claim 1 , wherein the thiadiazole component consists of the 5-(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol and the 2,5-bis(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole, and the solubility enhancing component consists of the dispersant.

10. A lubricating composition or a grease composition comprising:

a first composition consisting essentially of [1] a thiadiazole component consisting of 5-(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol and 2,5-bis(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole, and [2] a solubility enhancing component consisting of a dispersant, wherein the dispersant comprises a 1-(amino-C 2 -C 4 hydrocarbyl)-3-hydrocarbylpyrrolidine-2,5-dione having the following structure—

wherein R 3 is a monovalent hydrocarbyl having a molecular weight of about 500 to about 2500, R 4 is a divalent C 2 -C 4 hydrocarbyl, and a is 1 to 100; and

a first base oil, wherein the first composition is at least substantially soluble in the first base oil, and the first base oil comprises a group II base oil or a group IV base oil;

wherein the weight ratio of the solubility enhancing component to the thiadiazole component is about 1:99 to about 10:90, and the weight ratio of the 5-(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole-2-thiol to the 2,5-bis(C 2 -C 30 hydrocarbyl-disulfanyl)-1,3,4-thiadiazole is about 60:40 to about 95:5, and the first composition is present in the lubricating composition in an amount of about 0.01% to about 1% by weight of the lubricating composition.

11. The lubricating composition or the grease composition of claim 10 , wherein the first composition includes a second base oil that is present in the first composition in an amount of about 0.01% to about 80% by weight of the first composition.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2016
From: CHEN, XINGGUO R.; CROW, JEFFREY A.; HAYNES, TROY R.; CROW, JONATHAN A.; CEREGHINO, BRIAN JAMES
To: INTERNATIONAL PETROLEUM PRODUCTS & ADDITIVES COMPANY, INC.
Reel/Frame 040698/0582 →
Continuity (1)
Related Publication 20180142181A1 · May 24, 2018