Diesel fuel compositions

Patent metadata

Field	Value
Publication number	US-9365787-B2
Application number	US-201214236754-A
Country	US
Kind code	B2
Filing date	Aug 2, 2012
Priority date	Aug 3, 2011
Publication date	Jun 14, 2016
Grant date	Jun 14, 2016

Abstract

A diesel fuel composition comprising a quaternary ammonium salt additive which additive is formed by the reaction of (1) a quaternising agent and (2) a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and at least 1.4 molar equivalents of an amine of formula (B1) or (B2), wherein R 2 and R 3 are the same or different alkyl, alkenyl or aryl groups having from 1 to 22 carbon atoms; X is a bond or 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 C 1 to C 22 alkyl group.

First claim

The invention claimed is:

1. A diesel fuel composition comprising a quaternary ammonium salt additive which additive is formed by the reaction of (1) a quaternising agent and (2) a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and at least 1.7 molar equivalents of an amine of formula (B1) or (B2):

wherein R 2 and R 3 are the same or different alkyl, alkenyl or aryl groups having from 1 to 22 carbon atoms; X is a bond or 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;
wherein to form the quaternary ammonium salt additive approximately one molar equivalent of the quaternizing agent (1) will be used for each tertiary amine group present in compound (2).

2. The diesel fuel composition according to claim 1 wherein the amine of formula (B1) or (B2) is not N,N-dimethyl-2-ethanolamine or 2-(2-dimethylaminoethoxy)ethanol.

3. The diesel fuel composition according to any preceding claim 1 wherein the quaternising agent is an ester of formula RCOOR 1 in which 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.

4. The diesel fuel composition according to claim 1 wherein the quaternising agent is selected from 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, alkyl nitrites, alkyl nitrates, N-oxides or mixtures thereof.

5. The diesel fuel composition according to claim 1 wherein the quaternising agent is selected from dimethyl oxalate, methyl 2-nitrobenzoate, methyl salicylate and styrene oxide or propylene oxide optionally in combination with an additional acid.

6. The diesel fuel composition according to claim 1 wherein the hydrocarbyl substituted acylating agent is reacted with a diamine compound of formula (B1).

7. The diesel fuel composition according to claim 1 wherein the hydrocarbyl substituted acylating agent comprises two carboxylic acid groups spaced by at least three carbon atoms between the carbon atoms which form part of the acid group.

8. The diesel fuel composition according to claim 1 which further comprises a second additive which is the product of a Mannich reaction between:
(a) an aldehyde;
(b) an amine; and
(c) an optionally substituted phenol.

9. The diesel fuel composition according to claim 8 wherein phenol component (c) used to prepare the Mannich additive is substituted with at least one branched hydrocarbyl group having a molecular weight of between 200 and 3000.

10. The diesel fuel composition according to claim 8 wherein embodiments the or each substituent of the phenol component (c) used to prepare the Mannich additive has an average molecular weight of less than 400.

11. The diesel fuel composition according to claim 8 wherein in the Mannich reaction used to form additive the molar ratio of component (a) to component (b) is 2.2-1.01:1; the molar ratio of component (a) to component (c) is 1.99-1.01:1 and the molar ratio of component (b) to component (c) is 1:1.01-1.99.

12. The diesel fuel composition according to claim 1 wherein the diesel fuel comprises a Fischer Tropsch fuel and/or biodiesel.

13. An additive package which upon addition to a diesel fuel provides a composition as claimed in claim 1 .

14. A method of operating a diesel engine, the method comprising combusting in the engine a composition as claimed in claim 1 .

Assignees

• Reid Jacqueline
• Cook Stephen Leonard
• Innospec Ltd

Inventors

• Reid Jacqueline
• Cook Stephen Leonard

Classifications

• C10L1/1616

  fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine · CPC title

• 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

• C10L10/18

  use of detergents or dispersants for purposes not provided for in groups C10L10/02 - C10L10/16 · CPC title

• C10L10/06

  for facilitating soot removal · CPC title

• C10L1/146 Primary

  Macromolecular compounds according to different macromolecular groups, mixtures thereof · CPC title