IP Library › Granted Patent US 11,085,000
Granted Patent B2
US 11,085,000 · App. 16/495,777 · Granted Aug 10, 2021

Method and use

Inventors: Matthew Petts (Elton Chester, GB); Katherine Le Manquais (Ellesmere Port, GB); Alan Norman Ross (Wigan, GB)
Assignee: Innospec Limited
C10L1/191C10L1/1905C10L1/1983C10L1/1985C10L1/226C10L1/2222C10L10/04C10L10/08C10L10/16C10L10/18C10L2200/0476C10L2270/026
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Quick Facts
Patent No.
US 11,085,000
App. No.
16/495,777
Granted
Aug 10, 2021
Kind
B2
Abstract

A diesel fuel composition comprising as an additive an ester compound which is the reaction product of a polyhydric alcohol of formula H—(OR) n —OH and at least 1.5 molar equivalents of an optionally substituted polycarboxylic acid or an anhydride thereof, wherein R is an optionally substituted alkylene group and n is at least 1.

Claims (38)

1. A diesel fuel composition comprising as an additive an ester compound which is the reaction product of a polyhydric alcohol of formula H—(OR) n —OH and at least 1.5 molar equivalents of an optionally substituted polycarboxylic acid or an anhydride thereof, wherein R is an optionally substituted alkylene group and n is at least 1; and wherein the diesel fuel composition comprises less than 50 ppm sulphur by weight.

2. A method of combatting deposits in a modern diesel engine having a high pressure fuel system, the method comprising combusting in the engine a diesel fuel composition comprising as an additive the reaction product of a polyhydric alcohol of formula H—(OR) n —OH and at least 1.5 molar equivalents of an optionally substituted polycarboxylic acid or an anhydride thereof, wherein R is an optionally substituted alkylene group and n is at least 1.

3. The composition according to claim 1 wherein the optionally substituted polycarboxylic acid or anhydride thereof is a hydrocarbyl substituted succinic acid or a hydrocarbyl substituted succinic anhydride.

4. The composition according to claim 1 wherein each R is ethylene or propylene and n is from 1 to 20.

5. The composition according to claim 1 wherein the polycarboxylic acid or anhydride thereof includes an optionally substituted alkyl or alkenyl group having 6 to 100 carbon atoms.

6. The composition according to claim 1 wherein the optionally substituted polycarboxylic acid or hydrocarbyl substituted anhydride and alcohol of formula H—(OR)n-OH are reacted in a ratio of from 2.5:1 to 1.8:1.

7. The composition according to claim 1 wherein the additive comprises compounds of formula (C1), (C2) or (C3):

or isomers or mixtures thereof.

8. The composition according to claim 1 wherein the additive comprises the reaction product of an alcohol of formula H—(OR) n —OH selected from the group consisting of: ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, trehalose, sorbitol, glycerol, pentaerythritol, trimethylolpropane, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 1,6-hexanediol, neopentyl glycol and a polyethylene or polypropylene glycol having a number average molecular weight of 300 to 1200; and at least 1.5 molar equivalents of one or more optionally substituted succinic acids or anhydrides of formula (A3) or (A4):

wherein each R 1 is an alkyl or alkenyl group having 6 to 36 carbon atoms or a polyisobutenyl group having a number average molecular weight of from 200 to 1300.

9. The composition according to claim 1 wherein the additive comprises the reaction product an alcohol selected from the group consisting of: 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, tripropylene glycol and polypropylene glycols having a number average molecular weight of from 300 to 600; and at least 1.5 molar equivalents of a succinic acid or anhydride having a C 20 to C 24 alkyl or alkenyl substituent.

10. The composition according to claim 1 wherein the additive comprises a compound of formula (D):

11. The composition according to claim 1 wherein the diesel engine is a modern diesel engine having a high pressure fuel system.

12. The method according to claim 2 which achieves “keep clean” performance.

13. The method according to claim 2 which achieves “clean up” performance.

14. The method according to claim 2 wherein the deposits are injector deposits.

15. The method according to claim 14 wherein the deposits are internal diesel injector deposits.

16. The method according to claim 2 wherein the diesel fuel composition comprises less than 50 ppm sulphur by weight.

17. The composition according to claim 1 wherein the diesel fuel composition comprises biodiesel.

18. The composition according to claim 1 wherein the diesel fuel composition comprises one or more further detergents selected from the group consisting of:

(i) a quaternary ammonium salt additive;

(ii) the product of a Mannich reaction between an aldehyde, an amine and an optionally substituted phenol;

(iii) the reaction product of a carboxylic acid-derived acylating agent and an amine;

(iv) the reaction product of a carboxylic acid-derived acylating agent and hydrazine;

(v) a salt formed by the reaction of a carboxylic acid with di-n-butylamine or tri-n-butylamine;

(vi) 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; and

(vii) a substituted polyaromatic detergent additive.

19. The composition according to claim 1 wherein the diesel fuel composition comprises a mixture of two or more ester additives.

20. The method according to claim 2 which achieves an improvement in performance of one or more of:

a reduction in power loss of the engine;

a reduction in external diesel injector deposits;

a reduction in internal diesel injector deposits;

an improvement in fuel economy;

a reduction in fuel filter deposits;

a reduction in emissions; or

an increase in maintenance intervals.

21. The method according to claim 20 which provides an improvement in performance in modern diesel engines having a high pressure fuel system and provides an improvement in performance in traditional diesel engines.

22. The composition according to claim 1 which further comprises one or more further additives selected from the group consisting of: lubricity improvers, corrosion inhibitors and cold flow improvers.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 13, 2019
From: PETTS, MATTHEW; LE MANQUAIS, KATHERINE; ROSS, ALAN NORMAN
To: INNOSPEC LIMITED
Reel/Frame 050993/0495 →
Priority Claims (2)
GB 1705133 · Mar 30, 2017 · national
GB 1801181 · Jan 24, 2018 · national
Continuity (1)
Related Publication 20200123461A1 · Apr 23, 2020
Cited By (2)
US 12,305,134 US 12,480,062