Modified succinimides (VII)

• US 4,666,459 A
• Filed: 03/17/1986
• Issued: 05/19/1987
• 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:
  US06/840,615
• Time in Patent Office: 428 Days
• Field of Search: 44/63, 44/71, 44/72, 44/57, 44/56, 548/546, 252/392, 722/909
• US Class Current: 44/348
• CPC Class Codes: C10L 1/224 Amides; Imides carboxylic acid amides, imides C10L1/221, C10L1/2227 take precedence
• CPC Class Codes: C10L 1/2383 Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C) C10L1/221 takes precedence
• CPC Class Codes: C10L 1/2425 Thiocarbonic acids and derivatives thereof, e.g. xanthates; Thiocarbamic acids or derivatives thereof, e.g. dithio-carbamates; Thiurams
• CPC Class Codes: C10M 133/16 Amides; Imides
• CPC Class Codes: C10M 133/56 Amides; Imides
• 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: C10M 2219/10 Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
• CPC Class Codes: C10M 2219/102 containing sulfur and carbon only in the ring
• CPC Class Codes: C10M 2219/104 containing sulfur and carbon with nitrogen or oxygen in the ring
• CPC Class Codes: C10M 2219/106 Thiadiazoles
• CPC Class Codes: C10M 2227/061 Esters derived from boron
• CPC Class Codes: C10N 2040/25 Internal-combustion engines
• CPC Class Codes: C10N 2040/251 Alcohol fueled engines
• CPC Class Codes: C10N 2040/255 Gasoline engines
• CPC Class Codes: C10N 2040/28 Rotary engines

Abstract

Disclosed are polyaminoalkenyl or alkyl succinimides which have been modified by treatment with a compound of the formula: ##STR1## wherein W is oxygen or sulfur; X is oxygen or sulfur; 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; and R₅ is hydrogen or alkyl of from 1 to 20 carbon atoms. 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 product produced by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide containing at least one primary or secondary amine and a compound of the Formula I:

##STR16## wherein W is oxygen or sulfur;

X is oxygen or sulfur;

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 2 to 3 carbon atoms each; and

R₅ is hydrogen or alkyl of from 1 to 20 carbon atoms.

2. A product produced by the process of claim 1 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.

3. A product produced by the process of claim 2 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

4. A product produced by the process of claim 3 wherein R₅ is hydrogen or alkyl of from 1 to 10 carbon atoms.

5. A product produced by the process of claim 4 wherein W and X are oxygen.

6. A product produced by the process of claim 4 wherein W is sulfur and X is oxygen.

7. A product produced by the process of claim 4 wherein W and X are sulfur.

8. A product produced by the process of any of claims 1 to 7 wherein the reaction is conducted at from 0°

C. to 250°

C.

18. A fuel composition comprising a hydrocarbon boiling in the gasoline or diesel range and from 10 to 10,000 parts per million of a compound as produced in any of claims 1, 9 or 11.

19. A fuel concentrate comprising an inert stable oleophilic organic solvent boiling in the range of about 150°

to 400°

F. and from at least 10 percent by weight to 70 percent by weight of a compound is produced in any of claims 1, 9 or 11.

9. A product produced by the process which comprises contacting at a temperature sufficient to cause reaction a polyamino alkenyl or alkyl succinimide of the formula:

##STR17## 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 represents a group of Formula III;

##STR18## wherein R is alkenyl or alkyl of from 10 to 300 carbon atoms;

with the proviso that when Z is the group of Formula III above, then a is not zero and at least one of R₃ is hydrogen; and

a compound of the Formula I ##STR19## wherein W is oxygen or sulfur;

X is oxygen or sulfur;

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 2 to 3 carbon atoms each; and

R₅ is hydrogen or alkyl of from 1 to 20 carbon atoms.

10. A product produced by the process of claim 9 wherein R is alkenyl or alkyl of from 20 to 100 carbon atoms.

11. A product produced by the process of claim 10 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 to 1 to about 5:

1.

12. A product produced by the process of claim 11 wherein R₄ is alkylene of from 2 to 3 carbon atoms.

13. A product produced by the process of claim 12 wherein R₅ is hydrogen or alkyl of from 1 to 10 carbon atoms.

14. A product produced by the process of claim 13 wherein W and X are oxygen.

15. A product produced by the process of claim 14 wherein W is sulfur and X is oxygen.

16. A product produced by the process of claim 15 wherein W and X are sulfur.

17. A product produced by the process of any of claims 9-16 wherein the reaction is conducted at from 0°

to 250°

C.