Use of nitrogen compounds quaternised with alkylene oxide and hydrocarbyl-substituted polycarboxylic acid as additives in fuels and lubricants

Patent metadata

Field	Value
Publication number	US-11912950-B2
Application number	US-202117444440-A
Country	US
Kind code	B2
Filing date	Aug 4, 2021
Priority date	Jun 7, 2013
Publication date	Feb 27, 2024
Grant date	Feb 27, 2024

Abstract

The invention relates to the use of quaternized nitrogen compounds as a fuel and lubricant additive or kerosene additive, such as in particular as a detergent additive, for decreasing or preventing deposits in the injection systems of direct-injection diesel engines, in particular in common rail injection systems, for decreasing the fuel consumption of direct-injection diesel engines, in particular of diesel engines having common rail injection systems, and for minimizing the power loss in direct-injection diesel engines, in particular in diesel engines having common rail injection systems; the invention further relates to the use as an additive for petrol, in particular for operation of DISI engines.

First claim

The invention claimed is:

1. A method for preparing a gasoline fuel composition, comprising:
adding to gasoline, a salt or a purified form thereof of a hydrocarbyl-substituted polycarboxylic acid and a hydrocarbyl epoxide quaternized nitrogen compound obtained by reaction of an amino alkanol of formula (13) with a quaternizing agent of formula (14) to obtain a quaternized nitrogen compound of formula (12a), formula (12b) or a mixture thereof according to Eq. (1); wherein the reaction with the quaternizing agent is in the presence of a free hydrocarbyl-substituted polycarboxylic acid of formula (11);

wherein
R 5 is H or an aliphatic or aromatic radical comprising 1 to 10 carbon atoms,
R 1 is a long-chain hydrocarbyl having a number-average molecular weight (M n ) of 85 to 20,000, or is a polyalkylene radical having a degree of polymerization of 2 to 100; and
R is H or a radical CH 2 CH(R 5 )OH or a radical CH(R 5 )CH 2 OH;
R 6 and R 7 are the same or different and are each alkyl, alkenyl, hydroxyalkyl, hydroxyalkenyl, aminoalkyl or aminoalkenyl, or R 6 and R 7 together are alkylene, oxyalkylene or aminoalkylene; and
A is a straight-chain or branched alkylene or alkenylene radical optionally interrupted by one or more heteroatoms;
wherein addition of the reaction product reduces the level of deposits in an intake system of a gasoline engine.

2. The method according to claim 1 , wherein a content of the reaction product in the gasoline fuel is from 10 to 5,000 ppm by weight based on the total amount of the gasoline fuel.

3. The method according to claim 1 , wherein the amino alkanol of formula (13) is selected from the group consisting of triethanolamine, (2, 2′,2″-nitrilotriethanol), 1-(3-hydroxypropyl)imidazole, tris(hydroxylmethyl)amine, 3-dimethylamino-1-propanol, 2-dimethylamino-1-ethanol, and 4-diethylamino-1-butanol.

4. The method according to claim 1 , wherein the amino alkanol of formula (13) is selected from the group consisting of 3-dimethylamino-1-propanol, 2-dimethylamino-1-ethanol, and 4-diethylamino-1-butanol.

5. The method according to claim 1 , wherein the amino alkanol of formula (13) is 2-dimethylamino-1-ethanol.

6. The method according to claim 1 , wherein the hydrocarbyl epoxide (14) is selected from the group consisting of ethylene oxide, propylene oxide, and butylene oxide.

7. The method according to claim 1 , wherein 0.1 to 4.0 equivalents of the hydrocarbyl epoxide (14) are used per equivalent of the amino alkanol of formula (13).

8. The method according to claim 1 , wherein R 1 is a polypropenyl, polybutenyl, or polyisobutenyl radical with a number-average molecular weight M n of 800 to 1,500.

9. The method according to claim 1 , wherein the quaternized nitrogen compound shows a degree of quaternization of at least 85%.

10. A method of reducing the level of deposits in an intake system of a gasoline engine, the method comprising:
operating a gasoline engine with a gasoline fuel prepared according to claim 1 .

11. The method according to claim 10 , wherein the gasoline engine is a DISI engine.

12. The method according to claim 10 , wherein the gasoline engine is a PFI (port fuel injector) engine.

13. A method, comprising:
operating a gasoline engine with a gasoline fuel as prepared according to claim 1 .

14. The method according to claim 13 , wherein the gasoline engine is a DISI engine.

15. The method according to claim 13 , wherein the gasoline engine is a PFI (port fuel injector) engine.

16. The method according to claim 1 , wherein in A of formula (13), the one or more heteroatoms are selected from the group consisting of N, O, and S.

Assignees

• Basf Se

Inventors

• Hansch Markus
• Boehnke Harald
• Grabarse Wolfgang
• Voelkel Ludwig
• Peretolchin Maxim

Classifications

• C10M141/06

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

• C10M133/56

  Amides; Imides · CPC title

• C10M133/54

  Amines · CPC title

• C10M133/14

  containing hydroxy groups · CPC title

• C10M133/08

  containing hydroxy groups · CPC title