Fuel compositions

Patent metadata

Field	Value
Publication number	US-12545849-B2
Application number	US-202218718287-A
Country	US
Kind code	B2
Filing date	Dec 14, 2022
Priority date	Dec 14, 2021
Publication date	Feb 10, 2026
Grant date	Feb 10, 2026

Abstract

A diesel fuel composition including (a) a quaternary ammonium salt additive; and (b) one or more nitrogen-free detergents; wherein the quaternary ammonium salt additive includes the quaternised reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group; wherein each molecule of the hydrocarbyl substituted succinic acid derived acylating agent includes on average at least 1.2 succinic acid moieties.

First claim

The invention claimed is:

1 . A diesel fuel composition comprising (a) a quaternary ammonium salt additive; and (b) one or more nitrogen-free detergents; wherein the quaternary ammonium salt additive comprises the quaternised reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group; wherein each molecule of the hydrocarbyl substituted succinic acid derived acylating agent includes on average at least 1.2 succinic acid moieties.

2 . A method of improving the performance of a diesel engine, the method comprising combusting in the engine a diesel fuel composition comprising (a) a quaternary ammonium salt additive; and (b) one or more nitrogen-free detergents; wherein the quaternary ammonium salt additive comprises the quaternised reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group; wherein each molecule of the hydrocarbyl substituted succinic acid derived acylating agent includes on average at least 1.2 succinic acid moieties.

3 . The diesel fuel composition of claim 1 , wherein the hydrocarbyl substituted succinic acid derived acylating agent is a polyisobutene-substituted succinic acid or succinic anhydride wherein the polyisobutene substituent has a number average molecular weight of between 450 to 2300.

4 . The diesel fuel composition of claim 1 , wherein the compound able to react with the hydrocarbyl substituted succinic acid derived acylating agent and which includes a tertiary amine group comprises one or more compounds formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (I) or (II):

wherein R2 and R3 are the same or different alkyl, alkenyl, aryl, alkaryl or aralkyl groups having from 1 to 22 carbon atoms; X is an optionally substituted alkylene group having from 1 to 20 carbon atoms; n is from 0 to 20; m is from 1 to 5; and R4 is hydrogen or a C1 to C22 alkyl group.

5 . The diesel fuel composition of claim 4 , wherein X is a propylene group.

6 . The diesel fuel composition of claim 1 , wherein the quaternary ammonium salt additive (a) is prepared by reacting the reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group with a quaternizing agent selected from the group consisting of an ester of a carboxylic acid, dialkyl sulfates, benzyl halides, hydrocarbyl substituted carbonates, hydrocarbyl substituted epoxides optionally in combination with an acid, alkyl halides, alkyl sulfonates, sultones, hydrocarbyl substituted phosphates, hydrocarbyl substituted borates, alkyl nitrites, alkyl nitrates, hydroxides, N-oxides, chloroacetic acid or salts thereof, or mixtures thereof.

7 . The diesel fuel composition of claim 1 , wherein the quaternary ammonium salt additive (a) is prepared by reacting the reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group with a quaternizing agent selected from the group consisting of dialkyl sulfates, benzyl halides, hydrocarbyl substituted carbonates, hydrocarbyl substituted epoxides in combination with an acid, alkyl halides, alkyl sulfonates, sultones, hydrocarbyl substituted phosphates, hydrocarbyl substituted borates, N-oxides, chloroacetic acid or salts thereof, or mixtures thereof.

8 . The diesel fuel composition of claim 1 , wherein the quaternary ammonium salt additive (a) is prepared by reacting the reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group with a quaternizing agent which is a compound of formula (III):

wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group and R1 is a C1 to C22 alkyl, aryl or alkylaryl group.

9 . The diesel fuel composition of claim 8 , wherein the quaternizing agent is selected from dimethyl oxalate, methyl 2-nitrobenzoate and methyl salicylate.

10 . The diesel fuel composition of claim 8 , wherein the quaternizing agent is an ester of a polycarboxylic acid.

11 . The diesel fuel composition of claim 1 , wherein component (b) comprises a copolymeric nitrogen-free detergent comprising □-olefin derived units and maleic anhydride derived units.

12 . The diesel fuel composition of claim 1 , wherein component (b) comprises the reaction product of an alcohol having at least 5 carbon atoms and a polycarboxylic acid having no more than 5 carbon atoms per carboxylic acid group, or an anhydride thereof selected from citric acid, itaconic acid, citraconic acid, 2-methylene glutaric acid, 2-methylene adipic acid, isocitric acid, 2-hydroxycitric acid, malic acid, tartaric acid, 2-hydroxyadipic acid, 2-hydroxyglutaric acid, aconitic acid, and anhydrides and/or isomers thereof.

13 . The diesel fuel composition of claim 1 , wherein component (b) comprises the reaction product of an optionally substituted polycarboxylic acid or an anhydride thereof and an alcohol or formula H—(OR)n-OR1, wherein R is an optionally substituted alkylene group; R1 is hydrogen or an optionally substituted hydrocarbyl group, and n is 0 or a positive integer; wherein n is not 0 when R1 is hydrogen.

14 . The diesel fuel composition of claim 1 , wherein component (b) comprises a hydrocarbyl substituted succinic acid.

15 . The diesel fuel composition of claim 1 , wherein component (b) comprises a polymer of formula (IV):

wherein n is at least 4, x may be 0 or a positive integer, y may be 0 or a positive integer and each R is independently hydrogen or an optionally substituted hydrocarbyl group provided that at least 10% of all R groups are not hydrogen.

16 . The method of claim 2 , wherein the engine is a diesel engine having a fuel injection system which comprises a high pressure fuel injection (HPFI) system with fuel pressures greater than 1350 bar.

17 . The method of claim 2 , wherein improvement in performance is achieved by combating deposits in the engine.

18 . The method of claim 17 , which combats internal diesel injector deposits.

19 . The method of claim 17 , which combats external diesel injector deposits, including injector nozzle deposits and injector tip deposits.

20 . The method of claim 17 , which combats fuel filter deposits.

21 . The method of claim 2 , wherein the improvement in performance is a power gain compared to when combusting an unadditised base fuel and with clean injectors.

22 . The method of claim 2 , which achieves “keep clean” performance.

23 . The method of claim 2 , which achieves “clean up” performance.

Assignees

• Innospec Ltd

Inventors

• Reid Jacqueline
• Roberts Martin
• Ross Alan
• Simms Michael James

Classifications

• C10L2270/026

  for diesel engines, e.g. automobiles, stationary, marine · CPC title

• C10L1/2366

  homo- or copolymers derived from unsaturated compounds containing amine groups (C10L1/221 takes precedence) · CPC title

• C10L1/236

  obtained by reactions involving only carbon-to-carbon unsaturated bonds {derivatives thereof (C10L1/221 takes precedence)} · CPC title

• C10L1/08

  for compression ignition · CPC title

• C10L2200/0446

  Diesel · CPC title