Quaternized nitrogen compounds and use thereof as additives in fuels and lubricants

Patent metadata

Field	Value
Publication number	US-10550346-B2
Application number	US-201816151487-A
Country	US
Kind code	B2
Filing date	Oct 4, 2018
Priority date	Jun 28, 2011
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

The present invention relates to novel quaternized nitrogen compounds, to the preparation thereof and to the use thereof as a fuel and lubricant additive, more particularly as a detergent additive; to additive packages which comprise these compounds; and to fuels and lubricants thus additized. The present invention further relates to the use of these quaternized nitrogen compounds as a fuel additive for reducing or preventing deposits in the injection systems of direct-injection diesel engines, especially in common-rail injection systems, for reducing the fuel consumption of direct-injection diesel engines, especially of diesel engines with common-rail injection systems, and for minimizing power loss in direct-injection diesel engines, especially in diesel engines with common-rail injection systems.

First claim

The invention claimed is:

1. A method for modifying a fuel composition comprising adding a reaction product or a quaternized nitrogen compound obtained from the reaction product to a fuel in an amount sufficient to modify the fuel, wherein said reaction product is produced by a process comprising
a. reacting a hydrocarbyl-substituted polycarboxylic acid compound with a compound comprising at least one nitrogen group capable of an addition reaction with the polycarboxylic acid, and comprising at least one quaternizable amino group, to obtain a quaternizable hydrocarbyl-substituted polycarboxylic acid compound, and
b. reacting the product of a) with a quaternizing agent which converts the at least one quaternizable amino group to a quaternary ammonium group, said quaternizing agent being the alkyl ester of salicylic acid; or
reacting a quaternizable hydrocarbyl-substituted polycarboxylic acid compound comprising at least one quaternizable amino group with a quaternizing agent which converts the at least one quaternizable amino group to a quaternary ammonium group, said quaternizing agent being the alkyl ester of salicylic acid,
wherein about 1.1 to about 2.0 equivalents of quaternizing agent are used per equivalent of quaternizable tertiary nitrogen atom.

2. The method according to claim 1 , wherein the alkyl ester of salicylic acid is the methyl ester of salicylic acid.

3. The method according to claim 1 , wherein about 1.25 to about 2.0 equivalents of quaternizing agent are used per equivalent of quaternizable tertiary nitrogen atom.

4. The method according to claim 1 , wherein 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, or 1.9 equivalents of quaternizing agent are used per equivalent of quaternizable tertiary nitrogen atom.

5. The method according to claim 1 , wherein 1.25 to 1.75 equivalents of quaternizing agent are used per equivalent of quaternizable tertiary nitrogen atom.

6. The method according to claim 1 , wherein the hydrocarbyl-substituted polycarboxylic acid compound is a polyisobutenylsuccinic acid or an anhydride thereof, said acid having a bismaleation level of less than about 20% or less than about 15%.

7. The method according to claim 1 , wherein the hydrocarbyl-substituted polycarboxylic acid compound is a polyisobutenylsuccinic acid or an anhydride thereof, said acid having a bismaleation level of 15, 14, 13, 12, 11, 10, 9, 8, 7, 6, 5, 4, 3, 2, 1 or 0.1%.

8. The method according to claim 1 , wherein said fuel is adapted for a direct-injection diesel engine and wherein the reaction product or quaternized nitrogen compound reduces fuel consumption or minimizes power loss in a diesel engine with a common-rail injection system or other direct-injection diesel engine.

9. The method according to claim 1 , wherein said fuel is adapted for a gasoline engine and wherein the reaction product or quaternized nitrogen compound reduces deposits in an intake system of a direct injection spark ignition engine, a port fuel injector engine or other gasoline engine.

10. The method according to claim 1 , wherein said fuel is a diesel fuel, and wherein the reaction product or quaternized nitrogen compound improves cold-flow of the diesel fuel, acts as a wax antisettling additive, prevents or reduces the level of internal diesel injector deposits or other intake systems, or reduces valve sticking in a common-rail injection system or other direct-injection diesel engine.

11. The method according to claim 1 , wherein the fuel is a diesel fuel.

12. The method according to claim 1 , wherein the fuel is a gasoline fuel.

13. The method according to claim 1 , wherein the fuel is an alkanol-containing gasoline fuel.

Assignees

• Basf Se

Inventors

• Roeger-Goepfert Cornelia
• Boehnke Harald
• Grabarse Wolfgang
• Koenig Hannah Maria
• Hansch Markus
• Voelkel Ludwig

Classifications

• C10N2030/04

  Detergent property or dispersant property · CPC title

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C10M133/58 Primary

  Heterocyclic compounds · CPC title

• C10L10/06

  for facilitating soot removal · CPC title

• C10L10/14

  for improving low temperature properties · CPC title