Copolymer suitable for use as a detergent additive for fuel

Patent metadata

Field	Value
Publication number	US-10767128-B2
Application number	US-201716319788-A
Country	US
Kind code	B2
Filing date	Jul 20, 2017
Priority date	Jul 21, 2016
Publication date	Sep 8, 2020
Grant date	Sep 8, 2020

Abstract

A copolymer obtained by copolymerization of at least: an apolar monomer (m a ) with the following formula (I), where u=0 or I, w=0 or I, E=-0- or —NH(Z)—, or —O—CO—, or —NH—CO— or —CO—NH—, wherein Z is H or an alkyl group, and G is a group selected among an alkyl, an aromatic ring and an arylalkyl; and a polar monomer (m b ) selected among those of the following formula (II), wherein t=0 or I, Q is selected among the oxygen atom and the —NR′— group, wherein R′ is selected among a hydrogen atom and hydrocarbon chains, and R is a hydrocarbon chain substituted by at least one quaternary ammonium group and optionally one or more hydroxyl groups. The invention also relates to the use of such a copolymer as a detergent additive in a liquid fuel of an internal combustion engine.

First claim

The invention claimed is:

1. A fuel composition comprising:
(1) a fuel derived from one or more sources chosen from the group consisting of mineral, animal, plant and synthetic sources; and
(2) from 10 to 5000 ppm of one or more copolymers obtained by copolymerization of at least:
non-polar monomer (m a ) corresponding to the following formula (I)

where:
u=0 or 1,
w=0 or 1,
E=—O— or —NH(Z)—, or —O—CO—, or —NH—CO— or —CO—NH—, with Z representing H or a C1-C6 alkyl group, it being understood that when E=—O—CO— E is connected to the vinyl carbon by the oxygen atom, and
G represents a group selected from the group consisting of (i) a C4-C34 alkyl, (ii) an aromatic ring, and (iii) an aralkyl comprising at least one aromatic ring and at least one C1-C34 alkyl group, and
a polar monomer (m b ) chosen from those of the following formula (II):

where:
t=0 or 1,
Q is chosen from an oxygen atom and a group —NR′— with R′ being chosen from a hydrogen atom and C 1 to C 12 hydrocarbon-based chains, and
R is a C 1 to C 34 hydrocarbon-based chain substituted with at least one quaternary ammonium group and optionally one or more hydroxyl groups.

2. The fuel composition as claimed in claim 1 , further comprising at least one compound chosen from succinimides substituted with a hydrocarbon-based chain.

3. The fuel composition as claimed in claim 2 , wherein the compound is chosen polyisobutene succinimides.

4. The fuel composition as claimed in claim 1 , wherein R is a C 1 to C 34 hydrocarbon-based chain substituted with at least one quaternary ammonium group and one or more hydroxyl groups.

5. The fuel compostion according to claim 1 , wherein the group E of the non-polar monomer (m a ) is chosen from —O—, —NH(Z)— with Z representing H or a C1-C6 alkyl group, and —O—CO— in which E is connected to the vinyl carbon by the oxygen atom.

6. The fuel composition according to claim 1 , wherein w is equal to 0.

7. The fuel composition according to claim 1 , wherein the group G is chosen from a C4-C34 alkyl.

8. The fuel composition according to claim 1 , wherein the polar monomer (m b ) is represented by one of the following formulae (III) and (IV):

where:
t=0 or 1,
Q is chosen from an oxygen atom and a group —NR′— with R′ being chosen from a hydrogen atom and C 1 to C 12 hydrocarbon-based chains,
X − is chosen from hydroxide, halide ions and organic anions,
R 2 is chosen from C 1 to C 34 hydrocarbon-based chains, optionally substituted with at least one hydroxyl group,
R 3 , R 4 and R 5 are identical or different and chosen independently from C 1 to C 18 hydrocarbon-based chains, it being understood that the alkyl groups R 3 , R 4 and R 5 may contain one or more groups chosen from: a nitrogen atom, an oxygen atom and a carbonyl group and that the groups R 3 , R 4 and R 5 may be connected together in pairs to form one or more rings, and
R 6 and R 7 are identical or different and chosen independently from C 1 to C 18 hydrocarbon-based chains, it being understood that the groups R 6 and R 7 may contain one or more groups chosen from: a nitrogen atom, an oxygen atom and a carbonyl group and that the groups R 6 and R 7 may be connected together to form a ring.

9. The fuel composition according to claim 1 , wherein the copolymer is chosen from block copolymers and random copolymers.

10. The fuel composition according to claim 1 , which is a block copolymer comprising at least:
a block A consisting of a chain of structural units derived from one or more non-polar monomers chosen from the non-polar monomers (m a ) of formula (I), and
a block B consisting of a chain of structural units derived from one or more polar monomers chosen from the polar monomers (m b ).

11. A concentrate for fuel comprising from 5 to 80% of one or more copolymers obtained to copolymerization of at least:
a non-polar monomer (m a ) corresponding to the following formula (I)

where:
u=0 or 1,
w=0 or 1,
E=—O— or —NH(Z)—, or —O—CO—, or —NH—CO— or —CO—NH—, with Z representing H or a C1-C6 alkyl group, it being understood that when E=—O—CO— E is connected to the vinyl carbon by the oxygen atom, and
G represents a group selected from the group consisting of (i) a C4-C34 alkyl, (ii) an aromatic ring, and (iii) an aralkyl comprising at least one aromatic ring and at least one C1-C34 alkyl group, and
a polar monomer (m b ) chosen from those of the following formula (II):

where:
t=0 or 1,
Q is chosen from an oxygen atom and a group —NR′— with R′ being chosen from a hydrogen atom and C 1 to C 12 hydrocarbon-based chains, and
R is a C 1 to C 34 hydrocarbon-based chain substituted with at least one quaternary ammonium group and optionally one or more hydroxyl groups,

wherein the copolymer is in mixture.

12. The concentrate for fuel as claimed in claim 11 , further comprising at least one compound chosen from succinimides substituted with a hydrocarbon-based chain, the organic liquid also being inert with respect to the compound.

13. The concentrate for fuel as claimed in claim 12 , wherein the compound is chosen from polyisobutene succinimides.

Assignees

• Total Marketing Services

Inventors

• Prevost Julie

Classifications

• C10L2230/22

  for improving fuel economy or fuel efficiency · CPC title

• C10L1/1955

  homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by an alcohol, ether, aldehyde, ketonic, ketal, acetal radical · CPC title

• C10L1/2366

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

• C10L1/1973

  mono-carboxylic · CPC title

• C10L1/195

  obtained by reactions involving only carbon-to-carbon unsaturated bonds · CPC title