Fuel additives for reducing low speed pre-ignition events

Patent metadata

Field	Value
Publication number	US-12209226-B2
Application number	US-202218264083-A
Country	US
Kind code	B2
Filing date	Mar 24, 2022
Priority date	Mar 31, 2021
Publication date	Jan 28, 2025
Grant date	Jan 28, 2025

Abstract

Method for preventing or reducing low speed pre-ignition events in a spark-ignited internal combustion engine is provided. The method includes supplying to the engine the lubricant composition comprising a primary additive having a structure given by

or a salt thereof. R 1 and R 2 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, or hydroxyl group. R 3 and R 4 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, amino, or hydroxyl group or wherein R 3 and R 4 are part of a cyclic group. R 5 is C 1 -C 100 hydrocarbyl group, carboxyl group, ether, or hydroxyl group. Lastly, p is 0 to 2, n is 1 to 5, m is 0 to 2, and p+n+m is less than 6.

First claim

The invention claimed is:

1. A method for preventing or reducing low speed pre-ignition events in a spark-ignited internal combustion engine, the method comprising:
supplying to the engine the lubricant composition comprising a primary additive having a structure given by

or a salt there of;
wherein R 1 and R 2 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, or hydroxyl group;
wherein R 3 and R 4 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, amino, or hydroxyl group or wherein R 3 and R 4 are part of a cyclic group;
wherein R 5 is C 1 -C 100 hydrocarbyl group, carboxyl group, ether, or hydroxyl group;
wherein p is 0 to 2, n is 1 to 5, m is 0 to 2, and p+n+m is less than 6; and
a secondary additive, wherein the secondary additive is 2-ethylhexanoic acid, or 1,8-diazabicyclo [5.4.0]-undeca-7-ene.

2. The method of claim 1 , wherein the carboxyl group is a carboxylic acid.

3. The method of claim 1 , wherein the cyclic group contains one or more nitrogens or one or more oxygens.

4. The method of claim 1 , wherein the primary additive is 2,4,6-tris(dimethyl aminomethyl) phenol, 2-[(dimethylamino)methyl]phenol, 4-(tert-butyl)-2,6-or 2-(tert-butyl)-4,6-bis((dimethylamino)methyl)phenol, bis((dimethylamino)methyl)phenol.

5. The method of claim 1 , further comprising:
a secondary additive or a salt thereof.

6. The method of claim 5 , wherein the secondary additive is an acid, phenol, 1,3 dicarbonyl, hydroxyamide, antioxidant, salicylate, or amidine.

7. The method of claim 1 , R 1 and R 2 are both hydrogen.

8. The method of claim 1 , wherein at least one of R 3 and R 4 is a methyl group.

9. The method of claim 1 , wherein n is 2 or 3.

10. A method for preventing or reducing low speed pre-ignition events in a spark-ignited internal combustion engine, the method comprising:
lubricating the engine with a lubricant composition comprising a phenolic amine having a structure given by

or a salt there of;
wherein R 1 and R 2 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, or hydroxyl group;
wherein R 3 and R 4 are independently H, C 1 -C 20 hydrocarbyl group, carboxyl group, ester, amide, ketone, ether, amino, or hydroxyl group or wherein R 3 and R 4 are part of a cyclic group;
wherein R 5 is C 1 -C 100 hydrocarbyl group, carboxyl group, ether, or hydroxyl group;
wherein p is 0 to 2, n is 1 to 5, m is 0 to 2, and p+n+m is less than 6; and
a second additive or a salt thereof, wherein the second additive is an 2-ethylhexanoic acid, or 1,8-diazabicyclo [5.4.0]-undeca-7-ene.

11. The method of claim 10 , wherein the carboxyl group is a carboxylic acid.

12. The method of claim 10 , wherein the cyclic group contains one or more nitrogens or one or more oxygens.

13. The method of claim 10 , wherein the phenolic amine is 2,4,6-tris(dimethyl aminomethyl)phenol, 2-[(dimethylamino) methyl]phenol, 4-(tert-butyl)-2,6-bis((dimethylamino)methyl)phenol, or 2-(tert-butyl)-4,6-bis((dimethylamino)methyl)phenol.

14. The method of claim 10 , R 1 and R 2 are both hydrogen.

15. The method of claim 10 , wherein at least one of R 3 and R 4 is a methyl group.

16. The method of claim 10 , wherein n is 2 or 3.

Assignees

• Chevron Oronite Co
• Chevron Usa Inc

Inventors

• Shih Jiun-Le
• Kuo Chung-Hao
• Loeper Charles Paul
• Smoot Jeanelle

Classifications

• C10M2215/221

  Six-membered rings containing nitrogen and carbon only · CPC title

• C10M2215/062

  containing hydroxy groups bound to the aromatic ring · CPC title

• C10M141/06

  at least one of them being an organic nitrogen-containing compound · CPC title

• C10L2270/023

  for gasoline engines · CPC title

• C10L2200/0423

  Gasoline · CPC title