Fuel compositions

Patent metadata

Field	Value
Publication number	US-2025043203-A1
Application number	US-202218718232-A
Country	US
Kind code	A1
Filing date	Dec 14, 2022
Priority date	Dec 14, 2021
Publication date	Feb 6, 2025
Grant date	—

Abstract

A method of cleaning up internal diesel injector deposits in a severely fouled engine, the method including combusting in the engine a diesel fuel composition having (a) a quaternary ammonium salt additive; and (b) one or more further nitrogen-containing detergents; in which 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; in which each molecule of the hydrocarbyl substituted succinic acid derived acylating agent includes on average at least 1.2 succinic acid moieties.

First claim

1 . A method of cleaning up internal diesel injector deposits in a severely fouled engine, the method comprising combusting in the engine a diesel fuel composition comprising (a) a quaternary ammonium salt additive; and (b) one or more further nitrogen-containing 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 . The use of a combination of (a) a quatemary ammonium salt additive and (b) one or more further nitrogen-containing detergents to clean up internal diesel injector deposits in a severely fouled engine; 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 . A diesel fuel composition comprising (a) a quaternary ammonium salt additive; and (b) one or more further nitrogen-containing 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.

4 . The method 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.

5 . The method 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 R 2 and R 3 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 R 4 is hydrogen or a C 1 to C 22 alkyl group.

6 . The method of claim 5 , wherein X is a propylene group.

7 . The method of claim 1 , wherein the quaternising agent used to prepare the quaternary ammonium salt addive (a) is 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.

8 . The method of claim 1 , wherein the quaternising agent used to prepare the quaternary ammonium salt addive (a) is selected from the group consisting of dialkyl sulfates, benzyl halides, hydrocarbyl substituted carbonates, hydrocarbyl susbsituted 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

9 . The method of claim 1 , wherein the quaternising agent used to prepare the quaternary ammonium salt addive (a) is a compound of formula (III):

wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group and R 1 is a C 1 to C 22 alkyl, aryl or alkylaryl group.

10 . The method of claim 9 , quaternizing agent is selected from dimethyl oxalate, methyl 2-nitrobenzoate and methyl salicylate.

11 . The method of claim 9 , quatemizing agent is an ester of a polycarboxylic acid.

12 . The method of claim 1 , wherein component (b) comprises (i) the product of a Mannich reaction between an aldehyde, an amine and an optionally substituted phenol.

13 . The method of claim 12 , wherein component (b) comprises (i) the product of a Mannich reaction between:
(x) formaldehyde; (y) a polyethylene polyamine; and (z) a para-substituted monoalkyl phenol.

14 . The method of claim 1 , wherein component (b) comprises (ii) the reaction product of a carboxylic acid-derived acylating agent and an amine.

15 . The method of claim 14 , wherein component (ii) comprises the reaction product of a polyisobutene-substituted succinic acid or succinic anhydride and a polyethylene polyamine selected from ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, hexaethylene-heptamine and mixtures and isomers thereof; wherein polyisobutene substituent has a number average molecular weight of between 500 and 2000.

16 . The method of claim 1 , wherein component (b) comprises (v) the reaction product of a hydrocarbyl-substituted dicarboxylic acid or anhydride and an amine compound or salt which product comprises at least one amino triazole group.

17 . The method of claim 1 , which provides a score in a DW10C clean up test in excess of 9.8, when introduced to an engine having a merit score of less than 8.

Assignees

• Innospec Ltd

Inventors

• Reid Jacqueline
• Broom Nigel John
• Cross Adele
• Roberts Martin
• Ross Alan

Classifications

• C10L2270/026

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

• C10L2200/0446

  Diesel · CPC title

• C10L10/06

  for facilitating soot removal · CPC title

• C10L1/238 Primary

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

• C10L1/1966 Primary

  poly-carboxylic · CPC title