Succinimide dispersants post-treated with heteroaromatic glycidyl ethers that exhibit good soot handling performance

Patent metadata

Field	Value
Publication number	US-12018225-B2
Application number	US-202118016499-A
Country	US
Kind code	B2
Filing date	Jul 22, 2021
Priority date	Jul 23, 2020
Publication date	Jun 25, 2024
Grant date	Jun 25, 2024

Abstract

A dispersant composition is described. The composition includes a succinimide dispersant composition comprising a reaction product of a hydrocarbyl succinimide and a heteroaromatic glycidyl ether having a structure:

wherein R 1 is a heteroaryl or heteroarylalkyl group having 4 to 20 carbon atoms, and R 2 and R 3 are independently a hydrogen atom, an alkyl group, or an aryl group.

First claim

The invention claimed is:

1. A dispersant composition comprising:
a succinimide dispersant composition comprising a reaction product of a hydrocarbyl succinimide and a heteroaromatic glycidyl ether having a Structure I:

wherein R 1 is a heteroaryl or heteroarylalkyl group having 4 to 20 carbon atoms, and R 2 and R 3 are independently a hydrogen atom, an alkyl group, or an aryl group.

2. The dispersant composition of claim 1 , wherein the hydrocarbyl succinimide is a mono-succinimide, bis-succinimide, tris-succinimide or a mixture thereof.

3. The dispersant composition of claim 1 , wherein the hydrocarbyl succinimide is the reaction product of at least one succinimide anhydride and a polyamine.

4. The dispersant composition of claim 3 , wherein the polyamine is diethylene triamine, a triethylene tetramine, a tetraethylene pentamine, a pentaethylene hexamine, or a poly-alkylene-amine.

5. The dispersant composition of claim 1 , wherein the reaction product is further post-treated by an organic oxide, reactive boron compound, or organic carbonate.

6. The dispersant composition of claim 1 , further comprising a second succinimide.

7. The dispersant composition of claim 6 , wherein the second succinimide has been post-treated by an organic carbonate, glycidol, glycidyl ether different from structure I, organic oxide or reactive boron compound.

8. The dispersant composition of claim 1 , wherein at least one of R 2 and R 3 is a hydrogen atom.

9. The dispersant composition of claim 1 , further comprising a dispersant prepared by a Mannich reaction.

10. A lubricating oil composition comprising:
a base oil;
a succinimide dispersant composition comprising a reaction product of a hydrocarbyl succinimide and a heteroaromatic glycidyl ether having a Structure I:

wherein R 1 is a heteroaryl or heteroarylalkyl group having 4 to 20 carbon atoms, and R 2 and R 3 are independently a hydrogen atom, an alkyl group, or an aryl group.

11. The lubricating oil composition of claim 10 , wherein the hydrocarbyl succinimide is a mono-succinimide, bis-succinimide, tris-succinimide or a mixture thereof.

12. The lubricating oil composition of claim 10 , wherein the hydrocarbyl succinimide is the reaction product of at least one succinimide anhydride and a polyamine.

13. The lubricating oil composition of claim 12 , wherein the polyamine is diethylene triamine, a triethylene tetramine, a tetraethylene pentamine, a pentaethylene hexamine, or a poly-alkylene-amine.

14. The lubricating oil composition of claim 10 , wherein the reaction product is further post-treated by an organic oxide, reactive boron compound, or organic carbonate.

15. The lubricating oil composition of claim 10 , further comprising a second succinimide.

16. The lubricating oil composition of claim 15 , wherein the second succinimide has been post-treated by an organic carbonate, glycidol, glycidyl ether different from structure I, organic oxide or reactive boron compound.

17. The lubricating oil composition of claim 10 , wherein at least one of R 2 and R 3 is a hydrogen atom.

18. The lubricating oil composition of claim 10 , further comprising a dispersant prepared by a Mannich reaction.

19. A method of reducing soot-induced viscosity increase in an engine, the method comprising:
introducing a dispersant composition to the engine, wherein the dispersant composition comprises:
a succinimide dispersant comprising a reaction product of a polyalkenyl succinimide and a heteroaromatic glycidyl ether having a Structure I:

wherein R 1 is a heteroaryl or heteroarylalkyl group having 4 to 20 carbon atoms, and R 2 and R 3 are independently a hydrogen atom, an alkyl group, or an aryl group; and
operating the engine.

20. The method of claim 19 , wherein the hydrocarbyl succinimide is a mono-succinimide, bis-succinimide, tris-succinimide or a mixture thereof.

21. The method of claim 19 , wherein the hydrocarbyl succinimide is the reaction product of at least one succinimide anhydride and a polyamine.

22. The method of claim 21 , wherein the polyamine is a diethylene triamine, a triethylene tetramine, a tetraethylene pentaamine, a pentaethylene hexamine, or a poly-alkylene-amine.

23. The method of claim 19 , wherein the dispersant composition further comprises a second succinimide.

24. The method of claim 23 , wherein the second succinimide is post treated by an organic oxide, reactive boron compound, or organic carbonate.

25. The method of claim 19 , wherein at least one of R 2 and R 3 is a hydrogen atom.

26. The method of claim 19 , further comprising a dispersant made by a Mannich reaction.

Assignees

• Chevron Oronite Co

Inventors

• Shah Priyank N
• Miller Morgan L

Classifications

• C10M177/00 Primary

  Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes · CPC title

• C10N2060/06

  by epoxydes {or oxyalkylation reactions} · CPC title

• C10M133/56

  Amides; Imides · CPC title

• C10M2215/28

  Amides; Imides · CPC title

• C10N2040/25

  Internal-combustion engines · CPC title