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-11111449-B2
Application number	US-202016860200-A
Country	US
Kind code	B2
Filing date	Apr 28, 2020
Priority date	Jun 7, 2013
Publication date	Sep 7, 2021
Grant date	Sep 7, 2021

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 or diesel fuel composition, comprising:
adding to a gasoline or diesel fuel, 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 alkylamine of formula (3) with a quaternizing agent of formula (4) to obtain a quaternized nitrogen compound of formula (2a), formula (2b) or a mixture thereof according to Eq. (I); wherein the reaction with the quaternizing agent is in the presence of a free hydrocarbyl-substituted polycarboxylic acid of formula (1);

wherein
radicals R 2 , R 3 and R 4 are each independently a straight-chain or branched, C 1 -C 7 -alkyl residue,
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; and
R is H or a radical CH 2 CH(R 5 )OH or a radical CH(R 5 ) CH 2 OH.

2. The method according to claim 1 , wherein a content of the reaction product in the gasoline fuel or diesel fuel is from 10 to 5000 ppm by weight based on the total amount of the middle distillate fuel or diesel fuel.

3. The method according to claim 1 , wherein addition of the reaction product reduces the level of deposits in the intake system of a gasoline engine.

4. The method according to claim 1 , wherein addition of the reaction product reduces the level of deposits in the intake system of DISI and PFI engines.

5. The method according to claim 1 , wherein R 1 is a C 7 to C 28 hydrocarbyl group.

6. The method according to claim 1 , wherein R 1 is a polyalkylene radical based on an ethylene monomer and has a degree of polymerization of 4 to 100, or
wherein R 1 is a polyalkylene radical based on a C 3-6 monomer and has a degree of polymerization of 3 to 100.

7. The method according to claim 1 , wherein R 2 , R 3 and R 4 are the same or different and are each a straight-chain or branched C 1 -C 4 -alkyl.

8. The method according to claim 1 , wherein 0.1 to 4.0 equivalents of the hydrocarbyl epoxide (4) are used per equivalent of the tertiary amine (3).

9. The method according to claim 1 , wherein the alkylamine of formula (3) is selected from the group consisting of trimethylamine, triethylamine, tri-n-propylamine, tri-n-butylamine, tri-n-pentylamine, tri-n-hexylamine, tri-n-heptylamine, ethyldimethylamine, dimethylethylamine, n-propyldimethylamine, isopropyldimethylamine, n-propyldiethylamine, isopropyldiethylamine, n-butyldimethylamine, n-butyldiethylamine, n-butyldipropylamine.

10. The method according to claim 1 , wherein the alkylamine of formula (3) is ethyldimethylamine.

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

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