Base oil or lubricant additive

Patent metadata

Field	Value
Publication number	US-11866671-B2
Application number	US-202218058635-A
Country	US
Kind code	B2
Filing date	Nov 23, 2022
Priority date	Jul 31, 2020
Publication date	Jan 9, 2024
Grant date	Jan 9, 2024

Abstract

The present invention is toward a base oil or lubricant additives, methods of using the same, lubricant compositions including the same, and methods of forming the lubricant compositions. A base oil or lubricant additive has Structure I or Structure II as described herein.

First claim

What is claimed is:

1. A base oil or lubricant additive having the structure:

wherein
R 1 , R 2 , R 3 , and R 4 are independently chosen from —H, —(C 1 -C 5 )hydrocarbyl and —R b ,
the base oil or lubricant additive comprises at least one R b ,
at each occurrence, R b is independently chosen from —C(O)—O—R c , —O—R c , —S—R c , and —NH—R c , and
at each occurrence, R c is independently (C 6 -C 30 )hydrocarbyl that is unsubstituted or substituted with —O—(C 6-20 )aryl, wherein the (C 6 -C 30 )hydrocarbyl is interrupted by 0, 1, 2, 3, 4, or 5 groups independently chosen from —O— and —S—.

2. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant comprises one and not more than one —R b .

3. The base oil or lubricant additive of claim 1 , wherein R 1 , R 2 , R 3 , and R 4 are independently chosen from —H, methyl, and R b .

4. The base oil or lubricant additive of claim 1 , wherein each occurrence, R b is independently chosen from —C(O)—O—R c .

5. The base oil or lubricant additive of claim 1 , wherein at each occurrence, R c is independently (C 13 -C 15 )alkyl.

6. The base oil or lubricant additive of claim 1 , wherein at each occurrence, R c is independently —((CH 2 —CH 2 )—O) n —CH 3 , wherein n is 1 to 10; —(C 6 -C 30 )alkyl-O-phenyl; or —(C 6 -C 30 )alkyl-O-naphthyl.

7. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive is a lubricant additive.

8. The base oil or lubricant additive of claim 1 , wherein
R 1 , R 2 , R 3 , and R 4 are independently chosen from —H and —R b ,
the base oil or lubricant additive comprises one R b and not more than one R b , and
R b is —C(O)—O—(C 8 )alkyl, —C(O)—O—(C 14 )alkyl, —C(O)—O—(C 22 )alkyl, —C(O)—O—(C 10 )alkyl, or —C(O)—O—(C 15 )alkyl.

9. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive has one of the following structures:

10. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive is ocyl coumalate, tetradecyl coumalate, docosyl coumalate, or 4-tetradecyloxy-6-methyl-2-pyrone.

11. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive is 4-tetradecyloxy-6-methyl-2-pyrone.

12. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive is tetradecyl coumalate.

13. The base oil or lubricant additive of claim 1 , wherein the base oil or lubricant additive exhibits anti-wear properties, friction-reducing properties, or a combination thereof.

14. A lubricant composition comprising:
the base oil or lubricant additive of claim 1 .

15. The lubricant composition of claim 14 , wherein the base oil or lubricant additive is a lubricant additive, wherein the lubricant composition further comprises a base lubricant composition oil.

16. The lubricant composition of claim 15 , wherein the lubricant additive is 0.1 wt % to 20 wt % of the lubricant composition.

17. The lubricant composition of claim 15 , wherein the base lubricant composition oil comprises a mineral oil, a synthetic oil, or a combination thereof.

18. The lubricant composition of claim 17 , wherein the mineral oil is an API Group III mineral oil.

19. A method of forming the lubricant composition of claim 15 , the method comprises:
combining the base oil or lubricant additive with one or more other components to form the lubricant composition of claim 15 .

20. A method of lubricating comprising:
applying a base oil or lubricant additive, or a lubricant composition comprising the same, to an apparatus to lubricate the apparatus, wherein the base oil or lubricant additive has the structure:

wherein
R 1 , R 2 , R 3 , and R 4 are independently chosen from —H, —(C 1 -C 5 )hydrocarbyl and —R b ,
the base oil or lubricant additive comprises at least one R b ,
at each occurrence, R b is independently chosen from —C(O)—O—R c , —O—R c , —S—R c , and —NH—R c , and
at each occurrence, R c is independently (C 6 -C 30 )hydrocarbyl that is unsubstituted or substituted with —O—(C 6-20 )aryl, wherein the (C 6 -C 30 )hydrocarbyl is interrupted by 0, 1, 2, 3, 4, or 5 groups independently chosen from —O— and —S—.

Assignees

• Univ Iowa State Res Found Inc

Inventors

• Kraus George A
• Podolak Kyle
• White Derek Lee
• Sundararajan Sriram

Classifications

• C10M129/70 Primary

  of monocarboxylic acids · CPC title

• C10M169/04

  Mixtures of base-materials and additives · CPC title

• C10M2203/003

  used as base material · CPC title

• C10M2207/281

  of (cyclo)aliphatic monocarboxylic acids · CPC title

• C10M2207/284

  of aromatic monocarboxylic acids · CPC title