Ionic liquid composition

Patent metadata

Field	Value
Publication number	US-11859149-B2
Application number	US-202218049733-A
Country	US
Kind code	B2
Filing date	Oct 26, 2022
Priority date	Oct 29, 2021
Publication date	Jan 2, 2024
Grant date	Jan 2, 2024

Abstract

An ionic liquid composed of nitrogen-free cations and aromatic halogen- and boron-free anions is useful as an additive to prolong the service life of hydrocarbonaceous liquids exposed to nitrogen dioxide contamination, and to provide friction and wear reduction.

First claim

What is claimed is:

1. An ionic liquid comprising:
(i) one or more nitrogen-free organic cations each comprising a tetra-alkyl substituted phosphonium cation, and
(ii) one or more halogen- and boron-free organic anions each comprising an aromatic ring bearing a carboxylate functional group and a further heteroatom-containing functional group, these functional groups being conjugated with the aromatic ring and this conjugated system bearing the anionic charge, and the aromatic ring additionally bearing one or more hydrocarbyl substituents, and
wherein the one or more anions (ii) of the ionic liquid are one or more alkyl-substituted salicylate anions, wherein the alkyl substituent(s) of each anion are independently selected from alkyl groups containing from 12 to 24 carbon atoms;
wherein the ionic liquid is present in a hydrocarbonaceous liquid in an amount of up to 5.0% by weight of ionic liquid, per weight of hydrocarbonaceous liquid.

2. The ionic liquid of claim 1 , wherein the alkyl groups containing from 12 to 24 carbon atoms are one or more straight- or branched-chain alkyl groups.

3. An additive concentrate for hydrocarbonaceous liquids, comprising an ionic liquid and a compatible carrier liquid therefor, said ionic liquid comprising:
(i) one or more nitrogen-free organic cations each comprising a tetra-alkyl substituted phosphonium cation, and
(ii) one or more halogen- and boron-free organic anions each comprising an aromatic ring bearing a carboxylate functional group and a further heteroatom-containing functional group, these functional groups being conjugated with the aromatic ring and this conjugated system bearing the anionic charge, and the aromatic ring additionally bearing one or more hydrocarbyl substituents, and
wherein a) the one or more anions (ii) of the ionic liquid are one or more alkyl-substituted salicylate anions, wherein the alkyl substituent(s) of each anion are independently selected from alkyl groups containing from 12 to 24 carbon atoms; and b) the additive concentrate provides an amount of up to 5.0% by weight of ionic liquid to a hydrocarbonaceous liquid, per weight of hydrocarbonaceous liquid.

4. The additive concentrate of claim 3 , further comprising one or more performance-enhancing additives which comprise one or more of: phosphorus-containing compounds;
dispersants; metal detergents; anti-wear agents; friction modifiers, viscosity modifiers, antioxidants; metal rust inhibitors, viscosity index improvers, corrosion inhibitors, anti-foaming agents, and pour point depressants.

5. The hydrocarbonaceous liquid of claim 1 , further comprising one or more performance-enhancing additives which comprise one or more of: phosphorus-containing compounds; dispersants; metal detergents; anti-wear agents; friction modifiers, viscosity modifiers, antioxidants; metal rust inhibitors, viscosity index improvers, corrosion inhibitors, anti-foaming agents, and pour point depressants.

6. A method to chemically deactivate nitrogen dioxide entrained within a hydrocarbonaceous liquid comprising combining the ionic liquid of claim 1 with the hydrocarbonaceous liquid, where nitrogen dioxide entrained within the hydrocarbonaceous liquid is chemically deactivated.

7. The method of claim 6 , wherein the ionic liquid consequently inhibits the formation of hydrocarbonaceous nitrate esters and prolongs the service life of the hydrocarbonaceous liquid.

8. A method to reduce the friction coefficient of a hydrocarbonaceous liquid lubricant or improve its resistance to mechanical wear, or both comprising combining the ionic liquid of claim 1 with a hydrocarbonaceous liquid lubricant, where the friction coefficient of the lubricant is reduced, or the lubricant's resistance to mechanical wear is improved or both.

9. The method of claim 8 , wherein the ionic liquid also chemically deactivates nitrogen dioxide entrained within the hydrocarbonaceous liquid lubricant.

10. The method of claim 9 , wherein the ionic liquid inhibits the rise in total acid number, as measured according to ASTM D664, in the hydrocarbonaceous liquid lubricant in service.

11. A method of prolonging the service life of a hydrocarbonaceous liquid lubricant exposed to nitrogen dioxide contamination in service, comprising the addition thereto prior to service of the ionic liquid of claim 1 , in an amount effective to thereafter to have 1, 2, or 3 of the following effects:
1) to reduce the friction coefficient of the lubricant,
2) to improve its resistance to mechanical wear, and
3) to chemically deactivate nitrogen dioxide entrained within the hydrocarbonaceous liquid lubricant and consequently inhibit the formation of hydrocarbonaceous nitrate esters therein.

12. The method of claim 11 , wherein the ionic liquid is effective:
to chemically deactivate nitrogen dioxide entrained within the lubricant,
to reduce the friction coefficient of the lubricant, and
to improve its resistance to mechanical wear.

13. A method to chemically deactivate nitrogen dioxide entrained within a hydrocarbonaceous liquid comprising combining a concentrate comprising the ionic liquid of claim 1 with the hydrocarbonaceous liquid, where nitrogen dioxide entrained within the hydrocarbonaceous liquid is chemically deactivated.

14. The method of claim 13 , wherein the ionic liquid consequently inhibits the formation of hydrocarbonaceous nitrate esters and prolongs the service life of the hydrocarbonaceous liquid.

15. A method to reduce the friction coefficient of a hydrocarbonaceous liquid lubricant, improve its resistance to mechanical wear, or both, comprising combining a concentrate comprising the ionic liquid of claim 1 with the hydrocarbonaceous liquid lubricant, where the friction coefficient of the lubricant is reduced, the lubricant's resistance to mechanical wear is improved, or both.

16. The method of claim 15 , wherein the ionic liquid also chemically deactivates nitrogen dioxide entrained within the hydrocarbonaceous liquid lubricant.

17. The method of claim 16 , wherein the ionic liquid inhibits the rise in total acid number, as measured according to ASTM D664, in the hydrocarbonaceous liquid lubricant in service.

18. A method of prolonging the service life of a hydrocarbonaceous liquid lubricant exposed to nitrogen dioxide contamination in service, comprising the addition thereto prior to service of a concentrate comprising the ionic liquid of claim 1 , in an amount effective to thereafter to have 1, 2 or 3 of the following effects:
1) reduce the friction coefficient of the lubricant,
2) improve its resistance to mechanical wear, and
3) chemically deactivate nitrogen dioxide entrained within the hydrocarbonaceous liquid lubricant and consequently inhibit the formation of hydrocarbonaceous nitrate esters therein.

19. The method of claim 18 , wherein the ionic liquid is effective:
to chemically deactivate nitrogen dioxide entrained within the lubricant,
to reduce the friction coefficient of the lubricant, and
to improve its resistance to mechanical wear.

Assignees

• Infineum Int Ltd

Inventors

• Coultas David Robert
• Irving Matthew David
• Hollingsworth Nathan
• Greer Adam
• Hardacre Christopher

Classifications

• C10M137/12 Primary

  having a phosphorus-to-carbon bond · CPC title

• C10M169/04

  Mixtures of base-materials and additives · CPC title

• C10M2203/003

  used as base material · CPC title

• C10M2223/06

  having phosphorus-to-carbon bonds · CPC title

• C10N2030/06

  Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure · CPC title