Phenol derivative, and preparation process and use thereof
US-2022041535-A1 · Feb 10, 2022 · US
US12098342B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12098342-B2 |
| Application number | US-202318338198-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 20, 2023 |
| Priority date | Jul 6, 2022 |
| Publication date | Sep 24, 2024 |
| Grant date | Sep 24, 2024 |
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A lubricating oil composition comprises 50 mass % or more of an oil of lubricating viscosity and 0.1 to 25 mass % of at least one of compounds of structures (I), (II), or (III).wherein X1 and X2 are the same or different and are OH, NH2 or SH; wherein groups R1 and R2 are the same or different and are linear or branched, saturated or unsaturated hydrocarbon groups having from 1 to 50 carbon atoms, with the proviso that at least one of groups R1 and R2 has at least 4 carbon atoms; and wherein m and n are the same or different and are zero or an integer from 1 to 3 with the proviso that m and n are not both zero. The compositions are useful to ameliorate or prevent deposits in engines and provide good asphaltene dispersancy.
Opening claim text (preview).
What is claimed is: 1. A lubricating oil composition comprising 50 mass % or more of an oil of lubricating viscosity and 0.1 to 25 mass % of at least one of compounds of structures (I), (II), or (III): wherein X 1 and X 2 are the same or different and are OH, NH 2 or SH; wherein groups R 1 and R 2 are the same or different and are linear or branched, saturated or unsaturated hydrocarbon groups having from 1 to 50 carbon atoms, with the proviso that at least one of groups R 1 and R 2 has at least 4 carbon atoms; and wherein m and n are the same or different and are zero or an integer from 1 to 3 with the proviso that m and n are not both zero, and wherein if m=0, then R 1 has at least 4 carbon atoms, and wherein if n=0, then R 2 has at least 4 carbon atoms. 2. A composition according to claim 1 wherein structures (II), and (III) are structures (Ha), and (Ma): wherein X 1 and X 2 are the same or different and are OH, NH 2 or SH; wherein groups R 1 and R 2 are the same or different and are linear or branched, saturated or unsaturated hydrocarbon groups having from 1 to 50 carbon atoms, with the proviso that at least one of groups R 1 and R 2 has at least 4 carbon atoms; wherein m and n are the same or different and are zero or an integer from 1 to 3 with the proviso that m and n are not both zero, and wherein if m=0, then R 1 has at least 4 carbon atoms, and wherein if n=0, then R 2 has at least 4 carbon atoms. 3. A composition according to claim 1 wherein X 1 and X 2 are both OH. 4. A composition according to claim 1 wherein m and n are both 1. 5. A composition according to claim 1 wherein R 1 and R 2 are the same or different and are linear or branched alkyl or alkenyl groups having from 4 to 36 carbon atoms. 6. A composition according to claim 1 wherein R 1 and R 2 are the same. 7. A composition according to claim 1 wherein R 1 and R 2 are both linear alkyl groups having 8 to 18 carbon atoms. 8. A composition according to claim 1 wherein R 1 and R 2 are both branched alkyl groups having 8 to 24 carbon atoms. 9. A composition according to claim 1 further comprising 0.1 to 25 mass % of at least one metal-containing detergent compound. 10. A composition according to claim 1 wherein X 1 and X 2 are both OH; m and n are both 1; and R 1 and R 2 are the same or different and are linear or branched alkyl or alkenyl groups having from 4 to 36 carbon atoms. 11. A composition according to claim 1 wherein R 1 and R 2 are the same, and 1) R 1 and R 2 are both linear alkyl groups having 8 to 18 carbon atoms; or 2) R 1 and R 2 are both branched alkyl groups having 8 to 24 carbon atoms. 12. A composition according to claim 2 wherein X 1 and X 2 are both OH; m and n are both 1; and R 1 and R 2 are the same or different and are linear or branched alkyl or alkenyl groups having from 4 to 36 carbon atoms. 13. A composition according to claim 2 wherein R 1 and R 2 are the same, and 1) R 1 and R 2 are both linear alkyl groups having 8 to 18 carbon atoms; or 2) R 1 and R 2 are both branched alkyl groups having 8 to 24 carbon atoms. 14. A lubricating oil composition comprising 50 mass % or more of an oil of lubricating viscosity and 0.1 to 25 mass % of at least one of compounds A, B, C, and D: 15. A method of ameliorating or preventing deposits in an engine during its operation, the method comprising lubricating the engine with a lubricating oil composition according to claim 1 . 16. A method of ameliorating or preventing deposits in an engine during its operation, the method comprising lubricating the engine with a lubricating oil composition according to claim 2 . 17. A method of ameliorating or preventing deposits in an engine during its operation, the method comprising lubricating the engine with a lubricating oil composition according to claim 14 . 18. A method according to claim 15 wherein the engine is a compression-ignited engine. 19. A method of dispersing asphaltenes in a trunk piston marine lubricating oil composition during its lubrication of surfaces of the combustion chamber of a compression-ignited marine engine and operation of the engine, which method comprises: (i) providing a lubricating composition according to claim 1 ; (ii) providing the composition in the combustion chamber; (iii) providing heavy fuel oil in the combustion chamber; and (iv) combusting the heavy fuel oil in the combustion chamber. 20. A method of dispersing asphaltenes in a trunk piston marine lubricating oil composition during its lubrication of surfaces of the combustion chamber of a compression-ignited marine engine and operation of the engine, which method comprises: (i) providing a lubricating composition according to claim 2 ; (ii) providing the composition in the combustion chamber; (iii) providing heavy fuel oil in the combustion chamber; and (iv) combusting the heavy fuel oil in the combustion chamber. 21. A method of dispersing asphaltenes in a trunk piston marine lubricating oil composition during its lubrication of surfaces of the combustion chamber of a compression-ignited marine engine and operation of the engine, which method comprises: (i) providing a lubricating composition according to claim 14 ; (ii) providing the composition in the combustion chamber; (iii) providing heavy fuel oil in the combustion chamber; and (iv) combusting the heavy fuel oil in the combustion chamber. 22. A method to ameliorate or prevent deposits in an engine during its operation comprising the use of a lubricating oil composition comprising at least one compound of structures (I), (II), or (III): wherein X 1 and X 2 are the same or different and are OH, NH 2 or SH; wherein groups R 1 and R 2 are the same or different and are linear or branched, saturated or unsaturated hydrocarbon groups having from 1 to 50 carbon atoms, with the proviso that at least one of groups R 1 and R 2 has at least 4 carbon atoms; wherein m and n are the same or different and are zero or an integer from 1 to 3 with the proviso that m and n are not both zero, wherein the at least one compound of structure (I), (II), or (III) is present in the lubricating oil composition in an amount of 0.1 to 25 mass %, based on the mass of the composition, and wherein if m=0, then R 1 has at least 4 carbon atoms, and wherein if n=0, then R 2 has at least 4 carbon atoms. 23. A method to disperse asphaltenes in a trunk piston marine lubricating oil composition comprising the use of a lubricating oil composition comprising at least one compound of structures (I), (II), or (III) in a trunk piston marine lubricating oil composition during its lubrication of surfaces of the combustion chamber of a compression-ignited marine engine operated by combusting a heavy fuel oil: wherein X 1 and X 2 are the same or different and are OH, NH 2 or SH; wherein R 1 and R 2 are the same or different and are linear or branched, saturated or unsatura
Engine-pertinent apparatus for adding non-fuel substances or small quantities of secondary fuel to combustion-air, main fuel or fuel-air mixture (adding secondary air to fuel-air mixture F02M23/00; adding exhaust gases F02M26/00; fuel-injection apparatus operating simultaneously on two or more fuels or on a liquid fuel and another liquid F02M43/00) · CPC title
Detergent property or dispersant property · CPC title
with condensed rings · CPC title
having at least two phenol groups but no condensed ring · CPC title
used as base material · CPC title
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