IP Library › Granted Patent US 9,932,536
Granted Patent B2
US 9,932,536 · App. 15/350,756 · Granted Apr 3, 2018

Gasoline composition, method and use

Inventors: Vincent Burgess (Ellesmere Port, GB); Jacqueline Reid (Cymau, GB); Simon Mulqueen (Ellesmere Port, GB)
Assignee: INNOSPEC LIMITED
C10L10/04C10L1/18C10L1/22C10L10/06C10L1/1852C10L1/221C10L1/2222C10L1/238C10L2200/0259C10L2200/0423C10L2270/023
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Quick Facts
Patent No.
US 9,932,536
App. No.
15/350,756
Granted
Apr 3, 2018
Kind
B2
Abstract

A gasoline composition comprising, as an additive, one or more quaternary ammonium salt(s) (i) formed by the reaction of a compound of formula (A): and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2): wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R 1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R 2 and R 3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an 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 36 alkyl group.

Claims (26)

1. A gasoline composition comprising, as an additive, one or more quaternary ammonium salt(s) (i) formed by the reaction of a compound of formula (A):

and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2):

wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R 1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R 2 and R 3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an 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 36 alkyl group.

2. A gasoline composition according to claim 1 wherein the compound of formula (A) is an ester of a carboxylic acid having a pK a of 3.5 or less.

3. A gasoline composition according to claim 1 wherein the quaternary ammonium salt(s) are formed by the reaction of a compound of formula (A) and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1).

4. A gasoline composition according to claim 1 wherein the hydrocarbyl-substituted acylating agent is polyisobutenyl substituted succinic anhydride.

5. A gasoline composition according to claim 1 further comprising one or more additives selected from the group consisting of:

a) carrier oils;

b) acylated nitrogen compounds which are the reaction product of a carboxylic acid-derived acylating agent and an amine;

c) hydrocarbyl-substituted amines wherein the hydrocarbyl substituent is substantially aliphatic and contains at least 8 carbon atoms;

d) Mannich base additives comprising nitrogen-containing condensates of a phenol, aldehyde and primary or secondary amine; and

e) aromatic esters of a polyalkylphenoxyalkanol.

6. A gasoline composition according to claim 5 wherein component (a) is selected from the group consisting of polyethers and polyetheramines.

7. A gasoline composition according to claim 5 wherein component (d) comprises the reaction product of formaldehyde, an ethylene or polyethylene polyamine, and para-substituted monoalkyl phenol.

8. An additive package which upon addition to gasoline provides a composition as claimed in claim 1 .

9. A method of improving the performance of a gasoline engine comprising adding to gasoline one or more quaternary ammonium salt(s) formed by the reaction of a compound of formula (A):

and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2):

wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R 1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R 2 and R 3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an 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 36 alkyl group; and combusting the additised gasoline.

10. A method of controlling deposits in a gasoline engine comprising adding to gasoline one or more quaternary ammonium salt(s) formed by the reaction of a compound of formula (A):

and a compound formed by the reaction of a hydrocarbyl-substituted acylating agent and an amine of formula (B1) or (B2):

wherein R is an optionally substituted alkyl, alkenyl, aryl or alkylaryl group; R 1 is an alkyl, aryl or alkylaryl group having up to 36 carbon atoms; R 2 and R 3 are the same or different alkyl groups having from 1 to 36 carbon atoms; X is an 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 36 alkyl group; and combusting the additised gasoline.

11. A method according to claim 10 , wherein said controlling deposits comprises reducing existing deposits or reducing deposit formation.

12. A method according to claim 9 , where the gasoline engine is a direct injection spark ignition gasoline engine.

13. A method of controlling deposits and/or of improving the efficiency in a spark ignition gasoline engine, the method comprising adding into the gasoline to be combusted:

(i) one or more quaternary ammonium salt(s) as defined in claim 1 , and

(ii) optionally, one or more additional components selected from a)-e) as defined in claim 5 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 19, 2017
From: BURGESS, VINCE; REID, JACQUELINE; MULQUEEN, SIMON
To: INNOSPEC LIMITED
Reel/Frame 044230/0645 →
Priority Claims (1)
GB 1007756.8 · May 10, 2010 · national
Continuity (3)
Continuation 14518026 · Oct 20, 2014
Continuation 13697502
Related Publication 20170121622A1 · May 4, 2017