Modified succinimides (VIII)

• US 4,670,170 A
• Filed: 04/18/1986
• Issued: 06/02/1987
• Est. Priority Date: 04/12/1985
• Status: Expired due to Term

• Current Assignee: Chevron Research Company (Chevron Corp.)
• Original Assignee: Chevron Research Company (Chevron Corp.)
• Inventors: Wollenberg, Robert H.
• Primary Examiner(s): Harris-Smith, Mrs. Y.
• Application Number:
  US06/853,499
• Time in Patent Office: 410 Days
• Field of Search: 44/63, 44/71, 44/72, 44/57, 252/392, 252/47.5, 252/51.5 A, 548/546
• US Class Current: 508/289
• CPC Class Codes: C08F 110/10 Isobutene
• CPC Class Codes: C08F 8/32 by reaction with amines
• CPC Class Codes: C08F 8/34 Introducing sulfur atoms or sulfur-containing groups
• CPC Class Codes: C08F 8/46 Reaction with unsaturated dicarboxylic acids or anhydrides thereof, e.g. maleinisation
• CPC Class Codes: C08F 8/48 Isomerisation; Cyclisation
• CPC Class Codes: C10L 1/2493 compounds of uncertain formula; reactions of organic compounds (hydrocarbons, acids, esters) with sulfur or sulfur containing compounds
• CPC Class Codes: C10M 133/56 Amides; Imides
• CPC Class Codes: C10M 135/18 thiocarbamic type, e.g. containing the groups
• CPC Class Codes: C10M 2215/04 having amino groups bound to acyclic or cycloaliphatic carbon atoms
• CPC Class Codes: C10M 2215/26 Amines
• CPC Class Codes: C10M 2217/046 Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
• CPC Class Codes: C10M 2217/06 Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
• CPC Class Codes: C10M 2219/066 Thiocarbamic type compounds
• CPC Class Codes: C10N 2070/02 Concentrating of additives

Abstract

Disclosed are polyaminoalkenyl or alkyl succinimides which have been modified by treatment with a compound of the formula: ##STR1## R₄ is an alkylene group of from 2 to 3 carbon atoms or an alkylene group of from 2 to 3 carbon atoms substituted with from 1 to 3 alkyl groups of from 1 to 2 carbon atoms each. The modified polyamino alkenyl or alkyl succinimides of this invention have been found to possess dispersancy and detergency in lubricating oils. These modified succinimides are also useful as dispersants and detergents in fuels.

Claims

1. A lubricating oil composition comprising an oil of lubricating viscosity and from 0.2 to 10 percent by weight of a product produced by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide and a compound of Formula I ##STR10## wherein R₄ is alkylene of from 2 to 3 carbon atoms or an alkylene group of from 2 to 3 carbon atoms substituted with from 1 to 3 alkyl groups of from 2 to 3 carbon atoms each.

2. A lubricating oil composition according to claim 1 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

3. A lubricating oil composition according to claim 2 wherein R₄ is ethylene.

4. A lubricating oil composition according to claim 1 wherein the compound of Formula I is 4-methyl-1,3-dioxolan-2-thione.

5. A lubricating oil composition according to claim 1 wherein the reaction is conducted at from 0°

C. to 250°

C.

6. A lubricating oil composition according to claim 5 wherein the molar charge of the compound of Formula I to the basic nitrogen of the polyamino moiety of the polyamino alkenyl or alkyl succinimide is from about 0.2:

1 to about 5;

1.

7. A lubricating oil composition comprising an oil of lubricating viscosity and 0.2 to 10 percent by weight of a product prepared by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide of formula III ##STR11## wherein R is alkenyl or alkyl of from 10 to 300 carbon atoms;

R₂ is alkylene of 2 to 10 carbon atoms;

R₃ is hydrogen, lower alkyl or lower hydroxy alkyl;

a is an integer from 0 to 10; and

Z is --NH₂ or ##STR12## wherein R is alkenyl or alkyl or from 10 to 300 carbon atoms;

with the proviso that when Z is ##STR13## then a is not zero and at least one of R₃ is hydrogen;

with a compound of Formula I ##STR14## wherein R₄ is alkylene of from 2 to 3 carbon atoms or an alkylene group of from 2 to 3 carbon atoms substituted with from 1 to 3 alkyl groups of from 2 to 3 carbon atoms each.

8. A lubricating oil composition according to claim 7 wherein R is alkenyl or alkyl of from 20 to 100 carbon atoms.

9. A lubricating oil composition according to claim 8 wherein R₂ is alkylene of 2 to 6 carbon atoms.

10. A lubricating oil composition according to claim 9 wherein a is an integer from 1 to 6 and R₃ is hydrogen.

11. A lubricating oil composition according to claim 8 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

12. A lubricating oil composition according to claim 11 wherein R₄ is ethylene.

13. A lubricating oil composition according to claim 8 wherein the compound of formula I is 4-methyl-1,3-dioxolan-2-thione.

14. A lubricating oil composition according to claim 8 wherein the reaction is conducted at from 0°

to 250°

C.

15. A lubricating oil composition according to claim 14 wherein the molar charge of the compound of Formula I to the basic nitrogen of the polyamino moiety of the polyamino alkenyl or alkyl succinimide is from about 0.2:

1 to about 5;

1.

16. A lubricating oil concentrate comprising from about 90 to 10 weight percent of an oil of lubricating viscosity and from about 10 to 90 weight percent of a product produced by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide and a compound of Formula I ##STR15## wherein R₄ is alkylene of from 2 to 3 carbon atoms or an alkylene group of from 2 to 3 carbon atoms substituted with from 1 to 3 alkyl groups of from 2 to 3 carbon atoms each.

17. A lubricating oil concentrate according to claim 16 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

18. A lubricating oil concentrate according to claim 17 wherein R₄ is ethylene.

19. A lubricating oil concentrate according to claim 16 wherein the compound of Formula I is 4-methyl-1,3-dioxolan-2-thione.

20. A lubricating oil concentrate according to claim 16 wherein the reaction is conducted at from 0°

C. to 250°

C.

21. A lubricating oil concentrate according to claim 20 wherein the molar charge of the compound of Formula I to the basic nitrogen of the polyamino moiety of the polyamino alkenyl or alkyl succinimide is from about 0.2:

1 to about 5;

1.

23. A lubricating oil concentrate according to claim 20 wherein R is alkenyl or alkyl of from 20 to 100 carbon atoms.

24. A lubricating oil concentrate according to claim 23 wherein R₂ is alkylene of 2 to 6 carbon atoms.

25. A lubricating oil concentrate according to claim 24 wherein a is an integer from 1 to 6 and R₃ is hydrogen.

26. A lubricating oil concentrate according to claim 23 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

27. A lubricating oil concentrate according to claim 26 wherein R₄ is ethylene.

28. A lubricating oil concentrate according to claim 23 wherein the compound of Formula I is 4-methyl-1,3-dioxolan-2-thione.

29. A lubricating oil concentrate according to claim 23 wherein the reaction is conducted at from 0°

to 250°

C.

30. A lubricating oil concentrate according to claim 29 wherein the molar charge of the compound of Formula I to the basic nitrogen of the polyamino moiety of the polyamino alkenyl or alkyl succinimide is from about 0.2:

1 to about 5;

1.

22. A lubricating oil concentrate comprising from about 90 to 10 weight percent of an oil of lubricating viscosity and from about 10 to 90 weight percent of a product prepared by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide of formula III ##STR16## wherein R is alkenyl or alkyl of from 10 to 300 carbon atoms;

R₂ is alkylene of 2 to 10 carbon atoms;

R₃ is hydrogen, lower alkyl or lower hydroxy alkyl;

a is an integer from 0 to 10; and

Z is --NH₂ or ##STR17## wherein R is alkenyl or alkyl of from 10 to 300 carbon atoms;

with the proviso that when Z is ##STR18## then a is not zero and at least one of R₃ is hydrogen;

with a compound of Formula I ##STR19## wherein R₄ is alkylene of from 2 to 3 carbon atoms or an alkylene group of from 2 to 3 carbon atoms substituted with from 1 to 3 alkyl groups of from 2 to 3 carbon atoms each.