Fuel additives to maintain optimum injector performance
A diesel fuel, diesel fuel additive concentrate and method for improving the performance of fuel injectors for a diesel engine are provided. The diesel fuel includes a major amount of middle distillate fuel; and a reaction product of a hydrocarbyl substituted dicarboxylic acid or anhydride and an amine compound or salt. The amine compound has the formula wherein R is selected from the group consisting of a hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R 1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms. The reaction product contains at least one amino triazole group and is present in the fuel in an amount sufficient to improve the performance of diesel fuel injectors.
1. A diesel fuel composition for fuel injection comprising:
a major amount of low sulfur diesel fuel selected from the group consisting of: biorenewable fuels, biodiesel fuel, gas-to-liquid (GTL) fuels, and synthetic fuels; and
a reaction product of (a) a hydrocarbyl substituted dicarboxylic acid or anhydride, wherein the hydrocarbyl substituent is selected from the group consisting of a polyethylene radical, a branched polybutylene radical, and mixtures thereof, and (b) an amine compound or salt thereof of the formula
wherein R is selected from the group consisting of a hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R 1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms and wherein the reaction product is made at a temperature ranging from about 155° to about 200° C. at atmospheric pressure and contains at least one amino triazole group and wherein the reaction product is present in an amount ranging from 5 mg to 200 mg per Kg of fuel composition which amount is sufficient to improve the performance of diesel direct and/or indirect fuel injectors.
2. The fuel composition of claim 1 , wherein the reaction product is substantially devoid of succinimide compounds.
3. The fuel composition of claim 1 , wherein the reaction product comprises a compound of a formula
and tautomers thereof wherein R 2 is a polyisobutenyl group having a number average molecular weight ranging from about 200 to about 3000.
4. The fuel composition of claim 1 , wherein the hydrocarbyl dicarboxylic anhydride comprises one or more hydrocarbyl substituted succinic anhydrides.
5. The fuel composition of claim 3 , wherein R 2 is a polyolefin radical selected from a branched polybutylene radical having a number average molecular weight of from about 200 to about 3,000.
6. The fuel composition of claim 5 , wherein the diesel fuel composition comprises a fuel composition for direct fuel injection.
7. The fuel composition of claim 6 , wherein the polyolefin radical comprises a polyisobutene radical that is derived from high reactivity polyisobutenes having at least 60% or more terminal olefinic double bonds.
8. The fuel composition of claim 1 , wherein a molar ratio of (a) to (b) is from about 1:1 to about 1:2.2.
9. The fuel composition of claim 1 , wherein the amine comprises an inorganic salt of guanidine.
10. The fuel composition of claim 1 , wherein the amine comprises a salt of aminoguanidine.
11. The fuel composition of claim 1 , wherein the amine comprises aminoguanidine bicarbonate.
12. A method of improving the injector performance of a fuel injected diesel engine comprising operating the diesel engine on a fuel composition comprising a major amount of low sulfur diesel fuel and from 5 mg to 200 mg per Kg of fuel composition of a reaction product derived from (a) an amine compound or salt thereof of the formula
wherein R is selected from the group consisting of a hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R 1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms and (b) a hydrocarbyl carbonyl compound of the formula
wherein R 2 is a hydrocarbyl group having a number average molecular weight ranging from about 200 to about 3000 selected from the group consisting of a polyethylene radical, a branched polybutylene radical and mixtures thereof, wherein the reaction product is made at a temperature ranging from about 155° to about 200° C. at atmospheric pressure and the reaction product contains at least one amino triazole group.
13. The method of claim 12 , wherein the reaction product is substantially devoid of succinimide compounds.
14. The method of claim 12 , wherein R 2 is a polyisobutylene having a number average molecular weight of from about 200 to about 3,000.
15. The method of claim 12 , wherein the fuel injected diesel engine comprises a direct fuel injected diesel engine.
16. The method of claim 12 , wherein a molar ratio of (a) to (b) is from about 1:1 to about 2.2:1.
17. The method of claim 12 , wherein the amine is aminoguanidine bicarbonate.
18. A method of cleaning fuel injectors of a fuel injected diesel engine comprising operating the diesel engine on a fuel composition comprising a major amount of low sulfur diesel fuel and from 5 mg to 200 mg per Kg of fuel composition of a reaction product derived from (a) an amine compound or salt thereof of the formula
wherein R is selected from the group consisting of a hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R 1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms and (b) a hydrocarbyl carbonyl compound of the formula
wherein R 2 is a hydrocarbyl group having a number average molecular weight ranging from about 200 to about 3000 selected from the group consisting of a polyethylene radical, a branched polybutylene radical and mixtures thereof, wherein the reaction product is made at a temperature ranging from about 155° to about 200° C. at atmospheric pressure and the reaction product contains at least one amino triazole group.
19. The method of claim 18 , wherein the reaction product is substantially devoid of succinimide compounds.
20. The method of claim 18 , wherein R 2 is a polyolefin radical selected from a branched polybutylene radical having a number average molecular weight of from about 200 to about 3,000.
21. The method of claim 18 , wherein the fuel injected diesel engine is a direct fuel injected diesel engine.
22. The method of claim 18 , wherein a molar ratio of (a) to (b) is from about 1:1 to about 2.2:1.
23. The method of claim 18 , wherein the amine is aminoguanidine bicarbonate.
24. A fuel additive concentrate for addition to a low sulfur diesel fuel composition for improving the performance of fuel injectors for a diesel engine comprising a reaction product derived from (a) an amine compound or salt thereof of the formula
wherein R is selected from the group consisting of a hydrogen and a hydrocarbyl group containing from about 1 to about 15 carbon atoms, and R 1 is selected from the group consisting of hydrogen and a hydrocarbyl group containing from about 1 to about 20 carbon atoms and (b) a hydrocarbyl carbonyl compound of the formula
wherein R 2 is a hydrocarbyl group having a number average molecular weight ranging from about 200 to about 3000 selected from the group consisting of a polyethylene radical, a branched polybutylene radical and mixtures thereof, wherein the reaction product is made at a temperature ranging from about 155° to about 200° C. at atmospheric pressure and the reaction product contains at least one amino triazole group, and wherein the additive concentrate comprises an amount of the reaction product sufficient to provide from 5 mg to 200 mg per Kg of the reaction product in the fuel composition.
25. The additive concentrate of claim 24 , wherein R 2 is a polyolefin radical selected from a branched polybutylene radical having a number average molecular weight of from about 500 to about 1,000 daltons.
26. The additive concentrate of claim 25 , wherein the polyolefin radical is a polyisobutylene radical.
27. The additive concentrate of claim 26 , wherein the polyisobutylene radical is derived from high reactivity polyisobutenes having at least 60% or more terminal olefinic double bonds.
28. The additive concentrate of claim 24 , wherein a molar ratio of (a) to (b) is from about 1:1 to about 2.2:1.
29. The additive concentrate of claim 24 , wherein the amine comprises an inorganic salt of guanidine.
30. The additive concentrate of claim 24 , wherein the diesel engine comprises a direct fuel injected diesel engine.