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-10676685-B2
Application number	US-201916528427-A
Country	US
Kind code	B2
Filing date	Jul 31, 2019
Priority date	Jun 7, 2013
Publication date	Jun 9, 2020
Grant date	Jun 9, 2020

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) g 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. (1); wherein the reaction with the quaternizing agent is in the presence of a free hydrocarbyl-substituted polycarboxylic acid of formula (1);
wherein
at least one of R 2 , R 3 and R 4 radicals is a straight-chain or branched, saturated or unsaturated C 8 -C 40 -hydrocarbyl radical and the other radicals are identical or different, straight-chain or branched, saturated or unsaturated C 1 -C 6 -hydrocarbyl radicals; or
R 2 , R 3 and R 4 radicals are identical or different, straight-chain or branched, saturated or unsaturated C 8 -C 40 -hydrocarbyl radicals,
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 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.

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 increases the anticorrosive activity of the gasoline fuel or diesel fuel to artificial seawater according to ASTM D665B.

4. The method according to claim 1 , wherein addition of the reaction product increases the lubricity of the gasoline fuel or diesel fuel according to DIN ISO 12156-1.

5. The method according to claim 1 , wherein R 1 is a C 7 to C 50 hydrocarbyl group.

6. The method according to claim 1 , wherein R 1 is a polyalkylene radical formed of C 2-6 monomer units having a degree of polymerization of 2 to 100.

7. The method according to claim 1 , wherein two of R 2 , R 3 and R 4 are the same or different and are each a straight-chain or branched C 10 -C 20 -alkyl radical and the other radical is 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 composition is a diesel fuel and a sulfur content of the diesel fuel is 0.005% by weight or less of the diesel fuel.

10. The method according to claim 1 , wherein addition of the reaction product improves the cold flow characteristics of a diesel fuel according to EN 116.

Assignees

• Basf Se

Inventors

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

Classifications

• C10L1/2383

  Polyamines or polyimines, or derivatives thereof {(poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C) (C10L1/221 takes precedence)} · CPC title

• C10N2240/103

  Chemistry & Metallurgy · mapped topic

• C10N2230/06

  Chemistry & Metallurgy · mapped topic

• C07C213/08 Primary

  by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups · CPC title

• C10L2290/24

  Mixing, stirring of fuel components · CPC title