Fuel High Temperature Antioxidant Additive
US-2020080015-A1 · Mar 12, 2020 · US
US12338405B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12338405-B2 |
| Application number | US-202218553606-A |
| Country | US |
| Kind code | B2 |
| Filing date | Apr 21, 2022 |
| Priority date | Apr 26, 2021 |
| Publication date | Jun 24, 2025 |
| Grant date | Jun 24, 2025 |
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Fuel composition comprising: (a) a base fuel suitable for use in an internal combustion engine; (b) a tetraalkylethane compound having the formula (I): wherein Ar represents an aryl group and each X is independently selected from a hydrogen atom, substituted or unsubstituted, straight chain or branched C 1 -C 12 alkyl group, (CH 2 ) n OH or (CH 2 ) n NH 2 , wherein n is in the range of 1 to 9, provided that at least one of the X groups in each CX 3 group is a hydrogen atom. The fuel composition of the present invention provides improved power and acceleration benefits, as well as increased flame speed and burn duration.
Opening claim text (preview).
We claim: 1. Fuel composition comprising: (a) a base fuel suitable for use in an internal combustion engine; and (b) a tetraalkylethane compound having the formula (I): wherein Ar represents an aryl group and each X is independently selected from a hydrogen atom, substituted or unsubstituted, straight chain or branched C 1 -C 12 alkyl group, (CH 2 ) n OH or (CH 2 ) n NH 2 , wherein n is in the range of 1 to 9, provided that at least one of the X groups in each CX 3 group is a hydrogen atom; and (c) a nitroxide radical having a formula (II): wherein R 1 , R 2 , R 3 and R 4 are individually selected from an alkyl group or a hetero atom substituted alkyl group, and wherein R 5 and R 6 are any atom or group except hydrogen which can covalently bond to carbon. 2. Fuel composition according to claim 1 , wherein R 1 , R 2 , R 3 and R 4 are individually selected from a methyl group, an ethyl group, or a propyl group, and wherein R 5 and R 6 form part of a ring of 4 carbon atoms or 5 carbon atoms. 3. Fuel composition according to claim 1 , wherein the nitroxide radical has the formula (III): wherein R 5 , R 6 and R 7 are individually selected from —CR′R′—, wherein each R′ is individually selected from hydrogen, a hydroxide group, an alkyl group, or an alkoxy group. 4. Fuel composition according to claim 1 , wherein the nitroxide radical comprises 2,2,6,6-tetramethyl-1-piperidinyloxy free radical. 5. Fuel composition according to claim 1 , wherein Ar of the tetraalkylethane compound is a substituted or unsubstituted aromatic group selected from phenyl, biphenyl, naphthyl, thienyl or anthracyl. 6. Fuel composition according to claim 1 , wherein Ar is an unsubstituted phenyl group. 7. Fuel composition according to claim 1 , wherein each X is independently selected from a hydrogen atom, unsubstituted, straight chain or branched C 1 -C 6 alkyl group, provided that at least one of the X groups in each CX 3 group is a hydrogen atom. 8. Fuel composition according to claim 1 , wherein the tetraalkylethane compound is 1,1′ (1,1,2,2-tetramethyl-1,1-ethanediyl) bis-benzene. 9. Fuel composition according to claim 1 , wherein the nitroxide radical is present in the fuel composition at a level from 30 ppm wt % to 2 wt %, by weight of the fuel composition. 10. Fuel composition according to claim 1 , wherein the tetraalkylethane compound is present in the fuel composition at a level from 30 ppm to 10 wt %, by weight of the fuel composition. 11. Fuel composition according to claim 1 , wherein the base fuel comprises less than 10 vol % of aromatics, based on the total base fuel. 12. Fuel composition according to claim 1 , wherein the base fuel comprises less than 2 vol % of aromatics having 9 carbon atoms or greater, based on the total base fuel. 13. Method for improving the power output of an internal combustion engine wherein the method comprises fueling the engine with a fuel composition according to claim 1 . 14. Method for improving the acceleration of an internal combustion engine wherein the method comprises fueling the engine with a fuel composition according to claim 1 . 15. Method of reducing the burn duration of a fuel composition in an internal combustion engine, said method comprising fueling the internal combustion engine with a liquid fuel composition according to claim 1 . 16. Method for increasing the flame speed of a fuel composition in an internal combustion engine, said method comprising fueling the internal combustion engine with a liquid fuel composition according to claim 1 . 17. Fuel composition comprising: (a) a base fuel suitable for use in an internal combustion engine, wherein the base fuel is a gasoline base fuel; and (b) a tetraalkylethane compound having the formula (I): wherein Ar represents an aryl group and each X is independently selected from a hydrogen atom, substituted or unsubstituted, straight chain or branched C 1 -C 12 alkyl group, (CH 2 ) n OH or (CH 2 ) n NH 2 , wherein n is in the range of 1 to 9, provided that at least one of the X groups in each CX 3 group is a hydrogen atom. 18. Fuel composition according to claim 17 , additionally comprising (c) a nitroxide radical having a formula (II): wherein R 1 , R 2 , R 3 and R 4 are individually selected from an alkyl group or a hetero atom substituted alkyl group, and wherein R 5 and R 6 are any atom or group except hydrogen which can covalently bond to carbon. 19. Fuel composition according to claim 18 , wherein R 1 , R 2 , R 3 and R 4 are individually selected from a methyl group, an ethyl group, or a propyl group, and wherein R 5 and R 6 form part of a ring of 4 carbon atoms or 5 carbon atoms. 20. Fuel composition according to claim 18 , wherein the nitroxide radical has the formula (III): wherein R 5 , R 6 and R 7 are individually selected from —CR′R′—, wherein each R′ is individually selected from hydrogen, a hydroxide group, an alkyl group, or an alkoxy group. 21. Fuel composition according to claim 18 , wherein the nitroxide radical comprises 2,2,6,6-tetramethyl-1-piperidinyloxy free radical. 22. Fuel composition according to claim 17 , wherein Ar of the tetraalkylethane compound is a substituted or unsubstituted aromatic group selected from phenyl, biphenyl, naphthyl, thienyl or anthracyl. 23. Fuel composition according to claim 17 , wherein Ar is an unsubstituted phenyl group. 24. Fuel composition according to claim 17 , wherein each X is independently selected from a hydrogen atom, unsubstituted, straight chain or branched C 1 -C 6 alkyl group, provided that at least one of the X groups in each CX 3 group is a hydrogen atom. 25. Fuel composition according to claim 17 , wherein the tetraalkylethane compound is 1,1′ (1,1,2,2-tetramethyl-1,1-ethanediyl) bis-benzene. 26. Fuel composition according to claim 18 , wherein the nitroxide radical is present in the fuel composition at a level from 30 ppm wt % to 2 wt %, by weight of the fuel composition. 27. Fuel composition according to claim 17 , wherein the tetraalkylethane compound is present in the fuel composition at a level from 30 ppm to 10 wt %, by weight of the fuel composition. 28. Fuel composition according to claim 17 , wherein the base fuel comprises less than 10 vol % of aromatics, based on the total base fuel. 29. Fuel composition according to claim 17 , wherein the base fuel comprises less than 2 vol % of aromatics having 9 carbon atoms or greater, based on the total base fuel. 30. Method for improving the power output of an internal combustion engine wherein the method comprises fueling the engine with a fuel composition according to claim 12 . 31. Method for improving
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