Dispersions of polymeric oil additives

Patent metadata

Field	Value
Publication number	US-11976248-B2
Application number	US-201816646091-A
Country	US
Kind code	B2
Filing date	Aug 13, 2018
Priority date	Sep 20, 2017
Publication date	May 7, 2024
Grant date	May 7, 2024

Abstract

The invention provides dispersions comprisingI) at least one oil-soluble polymer effective as a cold flow improver for mineral oils,II) at least one organic, water-immiscible solvent,III) a dispersant comprising, based on the total amount of dispersant,a) 10-90% by weight of a salt of an ethercarboxylic acid andb) 90-10% by weight of a nonionic surfactant,IV) water andV) at least one organic, water-miscible solvent.

First claim

The invention claimed is:

1. A dispersion consisting of an organic phase dispersed in an aqueous phase, in which
a) the dispersed organic phase consists of at least one oil-soluble polymer effective as a cold flow improver for mineral oils as component I) and at least one organic, water-immiscible solvent as component II),
b) the continuous aqueous phase consists of water as component IV) and at least one organic, water-miscible solvent as component V),

wherein the dispersion further contains
c) 0.5% to 12% by weight of a dispersant as component III), which, based on the total amount of dispersant, consists of
i) 5-95% by weight of a salt of an ethercarboxylic acid and
ii) 95-5% by weight of a nonionic surfactant having an HLB value measured according to Griffin of greater than 7; and
iii) optionally, an anionic, catonic and/or zwitterionic coemulsifier (VI).

2. The dispersion according to claim 1 , in which the cold flow improver I is selected from the group consisting of
i) copolymers of ethylene and ethylenically unsaturated esters, ethers and/or alkenes,
ii) homo- or copolymers of C 10 -C 30 -alkyl-bearing esters, amides and/or imides of ethylenically unsaturated carboxylic acids,
iii) ethylene copolymers grafted with ethylenically unsaturated esters and/or ethers,
iv) homo- and copolymers of higher olefins, and
v) condensation products of phenols bearing at least one alkyl radical and aldehydes and/or ketones.

3. The dispersion according to claim 1 , in which the cold flow improver I) comprises a copolymer of ethylene and vinyl ester.

4. The dispersion according to claim 1 , in which the cold flow improver I) is a homo- or copolymer of an ester, amide and/or imide of at least one ethylenically unsaturated dicarboxylic acid containing at least C 10 -C 30 -alkyl radical.

5. The dispersion according to claim 1 , in which the cold flow improver is an ethylene copolymer grafted with an ethylenically unsaturated ester and/or ether, where the ethylene copolymer is an ethylene-vinyl ester copolymer.

6. The dispersion according to claim 5 , wherein the ethylenically unsaturated ester is a C 10 -C 30 -alkyl-bearing ester of acrylic acid and/or methacrylic acid.

7. The dispersion according to claim 1 , in which the cold flow improver is a homo- and copolymer of a-olefins having 3 to 30 carbon atoms.

8. The dispersion according to claim 1 , in which the cold flow improver is a condensation product of at least one phenol bearing at least one alkyl radical and at least one aldehyde or ketone.

9. The dispersion according to claim 8 , in which the condensation product conforms to the formula (6)

in which
R 14 is C 1 - to C 100 -alkyl, C 2 - to —C 100 -alkenyl, O—C 1 - to O—C 100 -alkyl, O—C 2 - to O—C 100 -alkenyl, C(O)—O—C 1 - to C(O)—O—C 100 -alkyl, C(O)—O—C 2 - to C(O)—O—C 100 -alkenyl, O—C(O)—C 1 - to O—C(O)—C 100 -alkyl or O—C(O)—C 2 - to O—C(O)—C 100 -alkenyl, and
n is a number from 2 to 250.

10. The dispersion according to claim 1 , in which the salt of an ethercarboxylic acid has been prepared by neutralization of at least one ethercarboxylic acid with at least one base of the alkali metals or alkaline earth metals or an amine.

11. The dispersion according to claim 1 , in which the ethercarboxylic acid conforms to the formula (7)
R 15 —(O—C x H 2x ) y —OCH 2 COOH  (7)

in which
R 15 is a linear or branched alkyl or alkenyl group having 4 to 24 carbon atoms, an alkylaryl group wherein the alkyl radical has 1 to 24 carbon atoms, or an aryl group,
x is the number 2 and/or 3 and
y is a number from 0 to 20.

12. The dispersion according to claim 10 , in which the amine is an alkanolamine.

13. The dispersion according to claim 12 , in which the alkanolamine is a primary, secondary or tertiary amine bearing at least one alkyl radical substituted by a hydroxyl group.

14. The dispersion according to claim 12 , in which the alkanolamine conforms to the formula (9):
NR 16 R 17 R 18   (9)

R 16 is a hydrocarbyl radical which bears at least one hydroxyl group and has 1 to 10 carbon atoms and
R 17 , R 18 are independently hydrogen, an optionally substituted hydrocarbyl radical having 1 to 50 carbon atoms.

15. The dispersion according to claim 10 , in which the amine is a heterocyclic compound comprising a cycle which has 5 to 7 ring members and comprises not only a nitrogen atom but also an oxygen atom, and which bears, on the nitrogen atom, an alkyl radical having 1 to 4 carbon atoms or a group of the formula (10)
—(B—O) p —R 19   (10)

in which
B is an alkylene radical having 2 or 3 carbon atoms, and
p is 1 or 2, and
R 19 is hydrogen or a group of the formula —B—NH 2 .

16. The dispersion according to claim 1 , in which the nonionic surfactant is selected from the group consisting of
a) 1- to 80-tuply ethoxylated C 8 - to C 20 -alkanol, C 8 - to C 12 -alkylphenol, C 8 - to C 20 fatty acid, C 8 - to C 20 fatty acid amide,
b) copolymers of ethylene oxide and propylene oxide, and
c) partial esters of polyols with fatty acids.

17. The dispersion according to claim 1 , in which the nonionic surfactant conforms to the structural formulae (11) to (14)

in which
R 20 is an aliphatic hydrocarbyl radical having 5 to 29 carbon atoms and
R 21 is an aliphatic hydrocarbyl radical having 1 to 6 carbon atoms.

18. The dispersion according to claim 1 , in which the weight ratio between ethercarboxylic salt and nonionic surfactant is between 1:10 and 10:1.

19. The dispersion according to claim 1 , in which the dispersant (III) includes the anionic, cationic and/or zwitterionic coemulsifier (VI).

20. The dispersion according to claim 1 , in which the water-miscible solvent (V) has a relative permittivity ε r of at least 3.

21. The dispersion according to claim 1 , wherein the organic, water-miscible solvent (V) is selected from alcohols, glycols, poly(glycols), acetates, ketones and lactones.

22. The dispersion according to claim 1 , wherein the dispersed organic phase comprises 5%-60% by weight of the oil-soluble polymer effective as a cold flow improver for mineral oils as component I).

23. The dispersion according to claim 1 , wherein the dispersed organic phase comprises 5-40% by weight of the water-immiscible solvent (II).

24. The dispersion according to claim 1 , wherein the continuous aqueous phase comprises 20-80% by weight of water as component (IV) and at least one organic, water-miscible solvent as component (V).

25. The dispersion according to claim 1 , in which the continuous phase contains between 10% and 90% by weight of water (IV) and between 90% and 10% by weight of the organic, water-miscible solvent (V), based on the total amount of the continuous phase.

26. The dispersion according to claim 1 , in which the pH of the dispersion is above 6.0, measured as a 1% dilution in water.

27. The dispersion according to claim 1 , in which a rheology-modifying substance that generates a yield point is added, which is a water-soluble polymer.

28. A process for producing a dispersion consisting of an organic phase dispersed in an aqueous phase, in which
a) the dis

Assignees

• Clariant Int Ltd
• Dorf Ketal Energy Services Llc

Inventors

• Feustel Michael
• Krull Matthias
• Goncharov Victor

Classifications

• C10L1/146 Primary

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

• C09K23/22

  Amides or hydrazides · CPC title

• C09K23/44

  Ether carboxylic acids · CPC title

• C10L1/125

  water · CPC title

• C10L1/1641

  from compounds containing aliphatic monomers · CPC title