Bio-lubricant compositions and methods thereof

Patent metadata

Field	Value
Publication number	US-12448580-B2
Application number	US-202217939427-A
Country	US
Kind code	B2
Filing date	Sep 7, 2022
Priority date	Sep 8, 2021
Publication date	Oct 21, 2025
Grant date	Oct 21, 2025

Abstract

The present disclosure provides a method of producing a lubricant composition comprising the steps of hydrolyzing a starting material to provide a hydrolyzed product mixture, reacting the hydrolyzed product mixture under conditions capable of producing a condensation product mixture, contacting the condensation product mixture with a cyclic compound to provide a coupled product mixture, and hydrogenating the coupled product mixture to provide the lubricant composition. In addition, other methods and compositions thereof are also provided.

First claim

What is claimed is:

1. A method of producing a lubricant composition, said method comprising the steps of
i. hydrolyzing a starting material comprising one or more triglycerides to provide a hydrolyzed product mixture, wherein the hydrolyzed product mixture comprises one or more fatty acids, and wherein the starting material is an oil, wherein the oil is a waste cooking oil,
ii. condensing the one or more fatty acids of the hydrolyzed product mixture to provide a condensation product mixture, wherein the condensation product mixture comprises an anhydride, a ketone, an ether, an acyl halide, an arene, or any combination thereof,
iii. contacting the anhydride of the condensation product mixture with a cyclic compound, thereby acylating the cyclic compound to provide a coupled product mixture, and
iv. hydrogenating the coupled product mixture to provide the lubricant composition.

2. The method of claim 1 , wherein the hydrolyzing of step i) is performed in the presence of a catalyst.

3. The method of claim 2 , wherein the catalyst is selected from the group consisting of an acid, a base, a metal oxide, and any combination thereof.

4. The method of claim 1 , wherein the condensing of step ii) comprises a dehydration reaction.

5. The method of claim 1 , wherein the condensing of step ii) is performed in the presence of a catalyst.

6. The method of claim 5 , wherein the catalyst is selected from the group consisting of an acid, a metal, a metal oxide, a zeolite, and any combination thereof.

7. The method of claim 1 , wherein the contacting of step iii) is a Friedel-Crafts acylation reaction.

8. The method of claim 1 , wherein the contacting of step iii) is performed in the presence of a catalyst.

9. The method of claim 8 , wherein the catalyst is selected from the group consisting of an acid, a metal, a metal oxide, a zeolite, and any combination thereof.

10. The method of claim 1 , wherein the cyclic compound of step iii) is a compound selected from the group consisting of an aliphatic compound, an aromatic compound, a heterocyclic compound, a heteroaromatic compound, and any combination thereof.

11. The method of claim 1 , wherein the coupled product mixture of step iii) comprises an ester, a ketone, or a combination thereof.

12. The method of claim 11 , wherein the hydrogenating of step iv) comprises a hydrotreatment, wherein the hydrotreatment comprises a hydro (deoxy) genation.

13. The method of claim 1 , wherein the hydrogenating of step iv) is performed in the presence of a catalyst.

14. The method of claim 13 , wherein the catalyst comprises one or more transition metal, one or more noble metal, or any combination thereof.

15. A lubricant composition produced according to the method of claim 1 .

16. The method of claim 1 , wherein the lubricant composition comprises one or more of a cyclic oxygenated hydrocarbon (COHC).

17. The method of claim 1 , wherein the condensing of step ii) is performed at a temperature of between about 25° C. and about 400° C.

18. The method of claim 11 , wherein the hydrogenating of step iv) comprises partially hydrogenating the coupled product mixture.

Assignees

• Univ Auburn

Inventors

• Adhikari Sushil
• Jahromi Hossein

Classifications

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C10M2207/401

  used as base material · CPC title

• C10M175/0041

  by hydrogenation processes · CPC title

• C10N2030/66

  Hydrolytic stability · CPC title

• C10N2030/74

  Noack Volatility · CPC title