Borated triazole-substituted polyalkenyl succinimides as multifunctional lubricant and fuel additives

• US 4,981,492 A
• Filed: 12/13/1989
• Issued: 01/01/1991
• Est. Priority Date: 12/13/1989
• Status: Expired due to Fees

• Current Assignee: Mobil Oil Corporation (Exxon Mobil Corporation)
• Original Assignee: Mobil Oil Corporation (Exxon Mobil Corporation)
• Inventors: Blain, David A., Cardis, Angeline B., Poole, Ronald J.
• Primary Examiner(s): Chaudhuri, Olik
• Assistant Examiner(s): Johnson, Jerry D.
• Application Number:
  US07/449,188
• Time in Patent Office: 384 Days
• Field of Search: 44/63, 44/76, 548/110
• US Class Current: 44/317
• CPC Class Codes: C08F 10/00 Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
• CPC Class Codes: C08F 8/42 Introducing metal atoms or metal-containing groups
• CPC Class Codes: C08G 16/00 Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 with polynitriles C08G69/38
• CPC Class Codes: C10L 1/303 boron compounds
• CPC Class Codes: C10M 159/16 obtained by Mannich reactions
• CPC Class Codes: C10M 2215/04 having amino groups bound to acyclic or cycloaliphatic carbon atoms
• CPC Class Codes: C10M 2215/22 Heterocyclic nitrogen compounds
• CPC Class Codes: C10M 2215/221 Six-membered rings containing nitrogen and carbon only
• CPC Class Codes: C10M 2215/225 the rings containing both nitrogen and oxygen
• CPC Class Codes: C10M 2215/226 Morpholines
• CPC Class Codes: C10M 2215/26 Amines
• CPC Class Codes: C10M 2215/30 Heterocyclic compounds
• 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 2227/061 Esters derived from boron

Abstract

Disclosed is an additive for lubricant or fuel compositions comprising the boronated reaction product of polyalkenyl-substituted succinimides, aldehydes and triazoles.

Claims

1. The reaction product obtained by reacting a polyalkenyl-substituted succinimide, a triazole, and an aldehyde and thereafter boronating the resultant intermediate product and wherein the polyalkenyl-substituted succinimide, aldehyde, triazole and boronating agent are reacted in a mole ratio of succinimide to aldehyde to triazole to boronating agent respectively of between about 1:

0.1;

0.1;

0.1 and about 1;

4;

4;

4. and wherein the reaction is conducted at a temperature of about 100°

C. to about 200°

C. at ambient pressure.

10. The reaction product of claim 1 wherein the polyalkenyl-substituted succinimide, aldehyde, triazole and boronating agent are reacted in a mole ratio of succinimide to aldehyde to triazole to boronating agent respectively of between about 1:

1;

1;

1 and about 1;

2;

2;

2.

13. A method for making a fuel composition comprising adding to a liquid hydrocarbyl or hydrocarbyloxy fuel between about 25 to 1000 pounds by weight of the total composition of the additive product of claim 1 per 1000 barrels of fuel.

2. The reaction product obtained by reacting a polyalkenyl-substituted succinimide having the following generalized structural formula:

##STR4## where R is an alkyl or alkenyl group of 9 to 150 carbon atoms, and x is 1 to 4 with a triazole having the generalized structural formula;

##STR5## where R¹ is hydrogen or an alkyl, aryl, arylalkyl, or alkylaryl group of 1 to 12 carbon atoms with an aldehyde and thereafter boronating the resultant product.

3. The reaction product of claim 2 wherein the polyalkenyl-substituted succinimide is a polyisobutenyl succinimide.

4. The reaction product of claim 2 wherein the triazole is tolyltriazole.

5. The reaction product of claim 2 wherein the aldehyde is selected from the group consisting of formaldehyde, paraformaldehyde, benzaldehyde, salicylaldehyde, and 2-ethylhexanal.

6. The reaction product of claim 5 wherein the aldehyde is paraformaldehyde.

7. The reaction product of claim 2 wherein the boronating agent is selected from boric acid, metaborates or trialkyl borates.

8. The reaction product of claim 7 wherein the boronating agent is boric acid.

9. The reaction product of claim 2 wherein the unborated intermediate reaction product has the following generalized structural formula:

##STR6## where R is an alkyl or alkenyl group of 9 to 150 carbon atoms, R¹ and R² are each hydrogen or an alkyl, aryl, arylalkyl, alkylaryl group of 1 to 12 carbon atoms, y is greater than 0, and x+y is equal to 1 to 4.

11. The reaction of product of claim 2 wherein the reaction is conducted in an inert hydrocarbon solvent selected from the group consisting of xylene, mixed xylenes and toluene.

12. A fuel composition comprising a major portion of a liquid hydrocarbyl or hydrocarbyloxy fuel and a minor portion of from about 25 to about 1000 pounds per thousand barrels of fuel of the total composition of the borated reaction product of claim 2.

14. A fuel composition comprising a major portion of a liquid hydrocarbyl or hydrocarbyloxy fuel and a minor portion of from about 25 to about 1000 pounds per thousand barrels of fuel of the total composition of a borated reaction product obtained by reacting a polyalkenyl-substituted succinimide having the following generalized structural formula:

##STR7## where R is an alkyl or alkenyl group of 9 to 150 carbon atoms, and x is 1 to 4 with a triazole having the following generalized structural formula;

##STR8## where R¹ is hydrogen or an alkyl, aryl, arylalkyl, or alkylaryl group of 1 to 12 carbon atoms with an aldehyde and thereafter reacting with a boronating agent in a mole ratio of succinimide to aldehyde to triazole to boronating agent respectively of between about 1;

0.1;

0.1;

0.1 and about 1;

4;

4;

4 at a temperature of about 100°

C. to about 200°

C. at ambient pressure.

15. The fuel composition of claim 14 wherein said liquid fuel is selected from gasoline, fuel oils, diesel oil and alcohol, gasohol and ether fuels, and mixtures thereof.

16. The composition of claim 14 wherein the polyalkenyl-substituted succinimide is a polyisobutenyl succinimide.

17. The composition of claim 14 wherein the trizaole is tolytriazole.

18. The composition of claim 14 wherein the aldehyde is selected from the group consisting of formaldehyde, paraformaldehyde, benzaldehyde, salicylaldehyde and 2-ethylhexanal.

19. The composition of claim 18 wherein the aldehyde is paraformaldehyde.

20. The composition of claim 14 wherein the boronating agent is selected from boric acid, metaborates or trialkyl borates.

21. The composition of claim 20 wherein the boronating agent is boric acid.

22. The composition of claim 14 wherein the unborated reaction product had the following generalized structural formula:

##STR9## where R is an alkyl or alkenyl group of 9 to 150 carbon atoms, R¹ and R² are each hydrogen or an alkyl, aryl, arylalkyl, alkylarlyl group of 1 to 12 carbon atoms, y is greater than 0, and x+y is equal to 1 to 4.

23. The composition of claim 14 wherein the succinimide, aldehyde, triazole and boronating agent are reacted in a mole ratio of succinimide, aldehyde, triazole and boronating agent respectively of between about 1:

1;

1;

1 and about 1;

2;

2;

2.

24. The composition of claim 14 wherein the reaction is conducted in a carrier solvent selected from the group consisting of xylene and toluene.

25. The fuel composition of claim 15 wherein said fuel is a gasoline. cm 26. The fuel congestion of claim 15 wherein said fuel is a diesel fuel.

26. The fuel congestion of claim 15 wherein said fuel is a diesel fuel.