WO2011022245A1 - Lubricating composition containing an antiwear agent - Google Patents
Lubricating composition containing an antiwear agent Download PDFInfo
- Publication number
- WO2011022245A1 WO2011022245A1 PCT/US2010/044968 US2010044968W WO2011022245A1 WO 2011022245 A1 WO2011022245 A1 WO 2011022245A1 US 2010044968 W US2010044968 W US 2010044968W WO 2011022245 A1 WO2011022245 A1 WO 2011022245A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- lubricating composition
- phenate
- detergent
- aluminium
- lubricating
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
- C10M159/24—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
- C10M159/12—Reaction products
- C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
- C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/027—Neutral salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/028—Overbased salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/042—Epoxides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/26—Overbased carboxylic acid salts
- C10M2207/262—Overbased carboxylic acid salts derived from hydroxy substituted aromatic acids, e.g. salicylates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/08—Amides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/223—Five-membered rings containing nitrogen and carbon only
- C10M2215/224—Imidazoles
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/28—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/046—Overbasedsulfonic acid salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/088—Neutral salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
- C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
- C10M2219/089—Overbased salts
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/045—Metal containing thio derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/40—Low content or no content compositions
- C10N2030/42—Phosphor free or low phosphor content compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/40—Low content or no content compositions
- C10N2030/43—Sulfur free or low sulfur content compositions
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/40—Low content or no content compositions
- C10N2030/45—Ash-less or low ash content
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/52—Base number [TBN]
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/251—Alcohol fueled engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/252—Diesel engines
- C10N2040/253—Small diesel engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/26—Two-strokes or two-cycle engines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/10—Chemical after-treatment of the constituents of the lubricating composition by sulfur or a compound containing sulfur
Definitions
- the invention provides a method of lubricating an aluminium-alloy surface of an internal combustion engine comprising supplying to the aluminium- alloy surface a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal phenate detergent.
- the phenate disclosed herein may further provide antiwear performance on the aluminium-alloy surface.
- lubricating oils It is well known for lubricating oils to contain a number of surface active additives (including antiwear agents, dispersants, or detergents) used to protect internal combustion engines from corrosion, wear, soot deposits and acid build up. Often, such surface active additives can have harmful effects on engine component wear (in both iron and aluminium based components), bearing corrosion or fuel economy.
- a common antiwear additive for engine lubricating oils is zinc dialkyldithiophosphate (ZDDP). It is believed that ZDDP antiwear additives protect the engine by forming a protective film on metal surfaces. ZDDP may also have a detrimental impact on fuel economy and efficiency and copper corrosion. Consequently, engine lubricants may also contain a friction modifier to obviate the detrimental impact of ZDDP on fuel economy and corrosion inhibitors to obviate the detrimental impact of ZDDP on copper corrosion. Other additives may also increase lead corrosion.
- non-ferric engine components are based on aluminium-alloy, silicates, oxides, or other ceramic materials.
- Antiwear additives such as ZDDP are believed to result in poorer engine wear performance in aluminium-alloy based engine compared with ferric based engines.
- EP 624 044 Al discloses a method of lubricating an aluminium alloy surface with a lubricating composition containing an effective friction reducing amount of an oil soluble tri-nuclear organo-molybdenum compound.
- WO2008/144701 discloses lubricating an aluminium- alloy surface by supplying to the aluminium-alloy surface a lubricating composition comprising an oil of lubricating viscosity and an ashless antiwear agent.
- the examples disclosed therein also indicate 1.5 wt % of detergent. However, there is no specific disclosure of the type of detergent utilised.
- the present invention provides a method of lubricating an aluminium-alloy surface of an internal combustion engine comprising supplying to the aluminium-alloy surface a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal (including lithium, sodium, calcium, magnesium, or barium) phenate detergent.
- a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal (including lithium, sodium, calcium, magnesium, or barium) phenate detergent.
- the phenate detergent may be a calcium sulphurised-phenate, in particular an overbased calcium sulphurised-phenate.
- the present invention provides a method of lubricating an aluminium-alloy surface of an internal combustion engine comprising supplying to the aluminium-alloy surface a lubricating composition comprising (a) an oil of lubricating viscosity, (b) an overbased alkali or alkaline earth metal (including lithium, sodium, calcium, magnesium, or barium, typically calcium) phenate (typically a sulphurised-phenate) detergent having a TBN of 200 to 400 (or
- a neutral phenate typically a non-sulphur containing calcium phenate
- a neutral phenate typically a non-sulphur containing calcium phenate
- the non-sulphur containing calcium phenate may include detergents described in European Patent applications EP 1 680 491 A, or EP 1 778 824 A.
- the present invention provides a method of lubricating an aluminium-alloy surface of an internal combustion engine comprising supplying to the aluminium-alloy surface a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal phenate detergent (typically a calcium sulphurised-phenate).
- a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal phenate detergent (typically a calcium sulphurised-phenate).
- the invention provides a method of controlling wear of an aluminium-alloy surface in an internal combustion engine comprising supplying to the aluminium-alloy surface a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal phenate detergent (typically a calcium sulphurised-phenate).
- a lubricating composition comprising an oil of lubricating viscosity and an alkali or alkaline earth metal phenate detergent (typically a calcium sulphurised-phenate).
- the invention provides for the use of the lubricating composition disclosed herein to mitigate wear on an aluminium alloy surface of an internal combustion engine.
- the invention provides for the use of an alkali or alkaline earth metal phenate detergent (typically a calcium sulphurised- phenate) as an antiwear agent for an aluminium alloy surface of an internal combustion engine.
- the invention provides a method of lubricating an internal combustion engine as disclosed herein, wherein the aluminium alloy is an eutectic or hyper-eutectic aluminium alloy (such as those derived from aluminium silicates, aluminium oxides, or other ceramic materials).
- the aluminium alloy is an eutectic or hyper-eutectic aluminium alloy (such as those derived from aluminium silicates, aluminium oxides, or other ceramic materials).
- the invention provides a method of lubricating an internal combustion engine as disclosed herein, wherein the internal combustion engine has part or all of a cylinder bore, cylinder block, or piston ring composed of an aluminium alloy, or aluminium composite.
- the present invention provides a lubricating composition and a method for lubricating an engine as disclosed above.
- the alkali or alkaline earth metal phenate detergent may be described as an overbased material.
- Overbased materials otherwise referred to as overbased or superbased salts, are generally single phase, homogeneous Newtonian systems characterised by an amount of excess metal beyond that which would be necessary for neutralisation according to the stoichiometry of the metal and the particular acidic organic compound reacted with the metal.
- the amount of excess metal is commonly expressed in terms of substrate to metal ratio.
- substrate to metal ratio alternatively expressed as the metal to substrate ratio, or simply “metal ratio” is the ratio of the total equivalents of the metal to the equivalents of the substrate.
- metal ratio is provided in "Chemistry and Technology of Lubricants", Second Edition, Edited by R. M. Mortier and S. T. Orszulik, pages 85 and 86, 1997.
- the overbased alkali or alkaline earth metal phenate detergent may have a metal ratio of 0.8 to 10, or 1 to 10, or 3 to 9, or 4 to 8, or 5 to 7.
- the alkali or alkaline earth metal phenate detergent may have a total base number (TBN) 50 to 400, or 200 to 350, or 220 to 300. In one embodiment the alkali or alkaline earth metal phenate detergent may have a TBN of about 255.
- TBN total base number
- a more detailed description of the alkali or alkaline earth metal phenate detergent is described in for example, US Patent 6,551,965, or European Patent applications EP 1 903 093 A and EP 0 601 721 A.
- the alkali or alkaline earth metal phenate detergent additive may be derived from a hydrocarbyl-substituted phenol, wherein the hydrocarbyl-substituted phenol may be present in range from 10 wt % to 70 wt %, or 25 wt % to 65 wt %, or
- the additive When the additive is added to a lubricant the overall percentage reduces due to diluent effect of all the base oil and presence of other additives in the overall lubricating composition.
- the alkali or alkaline earth metal phenate detergent may be derived from a hydrocarbyl-substituted phenol, wherein the alkaline earth metal phenate detergent delivers 0.75 wt % to 2 wt %, or 0.9 wt % to 1.75 wt %, or 1 wt % to 1.5 wt % of hydrocarbyl-substituted phenol to the lubricating composition.
- the hydrocarbyl- substituted phenol content (this includes the phenol and anions thereof) delivered by the alkali or alkaline earth metal phenate detergent may vary from 0.75 wt % to 2 wt %, or 0.9 wt % to 1.75 wt %, or 1 wt % to 1.5 wt % of the lubricating composition.
- the alkali or alkaline earth metal phenate detergent hydrocarbyl- substituted phenol content and sulphated ash may vary.
- the hydrocarbyl-substituted phenol content delivered by the phenate may be 0.9 wt % to 1.75 wt %; and the sulphated ash content may be at least 0.4 wt % to 1.3 wt % of the lubricating composition.
- the hydrocarbyl-substituted phenol content delivered by the phenate may be 0.9 wt % to 1.75 wt %; and the sulphated ash content may be at least 0.4 wt % to 1.2 wt % of the lubricating composition.
- the hydrocarbyl-substituted phenol content delivered by the phenate may be 1 wt % or higher to 1.5 wt %; and the sulphated ash content may be at least 0.6 wt % to 1.1 wt % of the lubricating composition.
- Each hydrocarbyl group of hydrocarbyl-substituted phenol may contain on average 6 or more, 8 or more, or 10 or more carbon atoms.
- the maximum number of carbon atoms per hydrocarbyl group may be up to 300, or up to 100, or up to 70, or up to 50, or up to 20.
- each hydrocarbyl group may 8 to 20, or 10 to 12 carbon atoms (typically each hydrocarbyl group may be dodecyl).
- the amount of sulphated ash delivered by the overbased alkali or alkaline earth metal phenate detergent may be 0.4 wt % to 1.2 wt %, or 0.6 wt % to 1.1 wt % of the lubricating composition.
- the lubricant composition for an internal combustion engine may be suitable for any engine lubricant irrespective of the sulphur, phosphorus or sulphated ash (ASTM D-874) content.
- the sulphur content of the engine oil lubricant may be 1 wt % or less, or 0.8 wt % or less, or 0.5 wt % or less, or 0.3 wt % or less. In one embodiment the sulphur content may be in the range of
- the phosphorus content may be 0.2 wt % or less, or 0.12 wt % or less, or 0.1 wt % or less, or 0.085 wt % or less, or 0.08 wt % or less, or even 0.06 wt % or less, 0.055 wt % or less, or 0.05 wt % or less.
- the phosphorus content may be 100 ppm to 1000 ppm, or 200 ppm to 600 ppm.
- the sulphated ash content of the lubricating composition may be at least 0.3 wt%, or at least 0.4 wt %, at least 0.6 wt % up to 2 wt %, or 1.5 wt %, or 1.3 wt %, or 1.1 wt % of the lubricating composition.
- the sulphated ash content may in different embodiments range from 0.3 wt % to 2 wt %, or 0.4 wt % to 1.5 wt %, or 0.6 wt % to 1.3 wt %, or 0.6 wt % to 1.1 wt % of the lubricating composition.
- the lubricating composition may be characterised as having (i) a sulphur content of 0.5 wt % or less, (ii) a phosphorus content of 0.06 wt % or less, and (iii) a sulphated ash content of 1.3 wt % or less.
- the lubricating composition comprises an oil of lubricating viscosity.
- oils include natural and synthetic oils, oil derived from hydrocracking, hydrogenation, and hydro finishing, unrefined, refined, re-refined oils or mixtures thereof.
- a more detailed description of unrefined, refined and re-refined oils is provided in International Publication WO2008/147704, paragraphs [0054] to [0056].
- a more detailed description of natural and synthetic lubricating oils is described in paragraphs [0058] to [0059] respectively of WO2008/147704.
- Synthetic oils may also be produced by Fischer-Tropsch reactions and typically may be hydroisomerised Fischer-Tropsch hydrocarbons or waxes.
- oils may be prepared by a Fischer-Tropsch gas-to-liquid synthetic procedure as well as other gas-to-liquid oils.
- Oils of lubricating viscosity may also be defined as specified in April 2008 version of "Appendix E - API Base Oil Interchangeability Guidelines for Passenger Car Motor Oils and Diesel Engine Oils", section 1.3 Sub-heading 1.3.
- oil of lubricating viscosity may be an API Group I, or Group II, or Group III, or Group IV oil. In one embodiment the oil of lubricating viscosity may be an API Group II or Group III oil.
- the amount of the oil of lubricating viscosity present is typically the balance remaining after subtracting from 100 wt % the sum of the amount of the compound of the invention and the other performance additives.
- the lubricating composition may be in the form of a concentrate and/or a fully formulated lubricant. If the lubricating composition of the invention (comprising the additives disclosed herein) is in the form of a concentrate which may be combined with additional oil to form, in whole or in part, a finished lubricant, the ratio of the of these additives to the oil of lubricating viscosity and/or to diluent oil include the ranges of 1 :99 to 99: 1 by weight, or 80:20 to 10:90 by weight.
- the composition optionally comprises other performance additives.
- the other performance additives include at least one of metal deactivators, viscosity modifiers, detergents (in addition to the phenate previously described as part of the invention), friction modifiers, antiwear agents, corrosion inhibitors, dispersants, dispersant viscosity modifiers, extreme pressure agents, antioxidants, foam inhibitors, demulsifiers, pour point depressants, seal swelling agents and mixtures thereof.
- fully-formulated lubricating oil will contain one or more of these performance additives.
- the lubricating composition further includes other additives.
- the invention provides a lubricating composition further comprising at least one of a dispersant, an antiwear agent, a dispersant viscosity modifier, a friction modifier, a viscosity modifier, an antioxidant, a detergent (in addition to the phenate previously described as part of the invention), or mixtures thereof.
- the dispersant of the present invention may be a succinimide dispersant, or mixtures thereof.
- the dispersant may be present as a single dispersant.
- the dispersant may be present in a mixture of two or three different dispersants, wherein at least one may be a succinimide dispersant.
- the succinimide dispersant may be derived from an aliphatic polyamine, or mixtures thereof.
- the aliphatic polyamine may be aliphatic polyamine such as an ethylenepolyamine, a propylenepolyamine, a butylenepolyamine, or mixtures thereof. In one embodiment the aliphatic polyamine may be ethylenepolyamine.
- the aliphatic polyamine may be selected from the group consisting of ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, polyamine still bottoms, and mixtures thereof.
- the dispersant may be a N-substituted long chain alkenyl succinimide.
- N-substituted long chain alkenyl succinimide examples include polyisobutylene succinimide.
- polyisobutylene succinimide typically the polyisobutylene from which the polyisobutylene succinic anhydride is derived has a number average molecular weight of 350 to 5000, or 550 to 3000 or 750 to 2500.
- Succinimide dispersants and their preparation are disclosed, for instance in US Patents 3,172,892,
- the dispersant may also be post-treated by conventional methods by a reaction with any of a variety of agents.
- agents include boron compounds, urea, thiourea, dimercaptothiadiazoles, carbon disulphide, aldehydes, ketones, carboxylic acids, hydrocarbon-substituted succinic anhydrides, maleic anhydride, nitriles, epoxides, and phosphorus compounds.
- the dispersant may be present at 0.01 wt % to 20 wt %, or 0.1 wt % to 15 wt %, or 0.1 wt % to 10 wt %, or 1 wt % to 6 wt % of the lubricating composition.
- the lubricating composition of the invention further comprises a dispersant viscosity modifier.
- the dispersant viscosity modifier may be present at 0 wt % to 5 wt %, or 0 wt % to 4 wt %, or 0.05 wt % to 2 wt % of the lubricating composition.
- the dispersant viscosity modifier may include functionalised polyolefins, for example, ethylene-propylene copolymers that have been functionalized with an acylating agent such as maleic anhydride and an amine; polymethacrylates functionalised with an amine, or styrene-maleic anhydride copolymers reacted with an amine. More detailed description of dispersant viscosity modifiers are disclosed in International Publication WO2006/015130 or U.S. Patents 4,863,623; 6,107,257; 6,107,258; and 6,117,825. In one embodiment the dispersant viscosity modifier may include those described in
- fatty has at least 6 or at least 8 to 30, or 20 carbon atoms.
- the friction modifier may be selected from the group consisting of fatty acid derivatives of amines, fatty esters, or fatty epoxides; fatty imidazolines; amine salts of alkylphosphoric acids.
- the friction modifier may be present at 0 wt % to 6 wt %, or 0.05 wt % to 4 wt %, or 0.1 wt % to 2 wt % of the lubricating composition
- the invention provides a lubricating composition which further includes a zinc dialkyldithiophosphate, or mixtures thereof.
- Zinc dialkyldithiophosphates are known in the art.
- the zinc dialkyldithiophosphate may be present at 0 wt % to 5 wt %, or 0.1 wt % to 3 wt %, or 0.5 wt % to 2 wt % of the lubricating composition.
- the invention provides a lubricating composition further comprising a molybdenum compound.
- the molybdenum compound may be selected from the group consisting of molybdenum dialkyldithiophosphates, molybdenum dithiocarbamates, amine salts of molybdenum compounds, and mixtures thereof.
- the molybdenum compound may provide the lubricating composition with 0 to 1000 ppm, or 5 to 1000 ppm, or 10 to 750 ppm 5 ppm to 300 ppm, or 20 ppm to 250 ppm of molybdenum.
- the invention provides a lubricating composition further comprising a neutral or an overbased detergent in addition to the phenate previously described as part of the invention.
- the neutral or overbased detergent may be selected from the group consisting of sulphonates, salixarates, salicylates, saligenins and mixtures thereof.
- the neutral or overbased detergent may be a sodium, calcium or magnesium salt of the sulphonates, salixarates and salicylates.
- Neutral detergents may have a TBN of less than 200, or typically less than 170.
- a "neutral" or “slightly overbased" sulphonate detergent may have a TBN of 0 to 100 or 20 to 100 (such as 80 or 85).
- the lubricating composition may contain 0 wt % to 5 wt % or 0.5 to 3 wt % of a neutral sulphonate detergent (typically calcium sulphonate) with a TBN of 80 or 85.
- the lubricating composition may contain 0 wt % to 3 wt %, or 0.5 to 2 wt % of a calcium phenate detergent with a TBN of 155. (A neutral phenate detergent, i.e., not overbased, will typically still exhibit a measurable TBN.)
- Overbased phenates and salicylates typically have a total base number of 200 to 450 TBN. Overbased sulphonates typically have a total base number of 250 to 600, or 300 to 500 (typically 300 or 400).
- Overbased detergents are known in the art. In one embodiment the sulphonate detergent may be a predominantly linear alkylbenzene sulphonate detergent having a metal ratio of at least 8 to 40 as is described in paragraphs [0026] to [0037] of US Patent Application
- the predominantly linear alkylbenzene sulphonate detergent may be particularly useful for assisting in improving fuel economy.
- the total amount of neutral and overbased detergent in addition to the claimed phenate may be present at 0 wt % to 15 wt %, or 0.1 wt % to 10 wt %, or 0.2 wt % to 8 wt % of the lubricating composition (including amounts of diluent oil known to be conventionally associated with detergents. This may for instance be 30 to 50 wt % of the ranges quoted).
- the lubricating composition includes an antioxidant, or mixtures thereof.
- the antioxidant may be present at 0 wt % to 15 wt 5, or 0.1 wt % to 10 wt %, or 0.5 wt % to 5 wt % of the lubricating composition.
- Antioxidants include sulphurised olefins, alkylated diphenylamines
- the hindered phenol antioxidant often contains a secondary butyl and/or a tertiary butyl group as a sterically hindering group.
- the phenol group may be further substituted with a hydrocarbyl group (typically linear or branched alkyl) and/or a bridging group linking to a second aromatic group.
- hindered phenol antioxidants examples include 2,6-di-tert-butylphenol, 4-methyl- 2,6-di-tert-butylphenol, 4-ethyl-2,6-di-tert-butylphenol, 4-propyl-2,6-di-tert- butylphenol or 4-butyl-2,6-di-tert-butylphenol, or 4-dodecyl-2,6-di-tert- butylphenol.
- the hindered phenol antioxidant may be an ester and may include, e.g., IrganoxTM L-135 from Ciba. A more detailed description of suitable ester-containing hindered phenol antioxidant chemistry is found in US Patent 6,559,105.
- Suitable friction modifiers include fatty acid derivatives of amines, fatty esters, or fatty epoxides; fatty imidazolines such as condensation products of carboxylic acids and polyalkylene-polyamines; amine salts of alkylphosphoric acids; fatty alkyl tartrates; fatty alkyl tartrimides; or fatty di- alkyl tartramides.
- Friction modifiers may also encompass materials such as sulphurised fatty compounds and olefins, molybdenum dialkyldithiophosphates, molybdenum dithiocarbamates, sunflower oil or monoester of a polyol and an aliphatic carboxylic acid.
- the friction modifier may be selected from the group consisting of fatty acid derivatives of amines, fatty esters, or fatty epoxides; fatty alkyl tartrates; fatty alkyl tartrimides; and fatty alkyl tartramides.
- the fatty alkyl tartrates; fatty alkyl tartrimides; and fatty alkyl tartramides may be the same or different to the amide, ester or imide derivative of a hydroxy- carboxylic acid described above.
- the friction modifier may be a fatty acid ester.
- the fatty acid ester may be a mono-ester and in another embodiment the fatty acid ester may be a (tri)glyceride.
- corrosion inhibitors include those described in paragraphs 5 to 8 of US Application US05/038319, published as WO2006/047486, octylamine octanoate, or condensation products of dodecenyl succinic acid or anhydride and a fatty acid such as oleic acid with a polyamine.
- the corrosion inhibitors include the Synalox® corrosion inhibitor.
- the Synalox® corrosion inhibitor may be a homopolymer or copolymer of propylene oxide.
- the Synalox® corrosion inhibitor is described in more detail in a product brochure with Form No. 118-01453-0702 AMS, published by The Dow Chemical Company.
- the product brochure is entitled "SYNALOX Lubricants, High-Performance Polyglycols for Demanding
- Metal deactivators including derivatives of benzotriazoles (typically tolyltriazole), dimercaptothiadiazole derivatives, 1 ,2,4-triazoles, benzimidazoles, 2-alkyldithiobenzimidazoles, or 2-alkyldithiobenzothiazoles; foam inhibitors including copolymers of ethyl acrylate and 2-ethylhexyl acrylate and optionally vinyl acetate; demulsifiers including trialkyl phosphates, polyethylene glycols, polyethylene oxides, polypropylene oxides and (ethylene oxide-propylene oxide) polymers; pour point depressants including esters of maleic anhydride-styrene, polymethacrylates, polyacrylates or polyacrylamides may be useful.
- benzotriazoles typically tolyltriazole
- dimercaptothiadiazole derivatives 1 ,2,4-triazoles
- benzimidazoles 2-alkyldithiobenzimi
- Foam inhibitors that may be useful in the compositions of the invention include copolymers of ethyl acrylate and 2-ethylhexyl acrylate and optionally vinyl acetate; demulsifiers including trialkyl phosphates, polyethylene glycols, polyethylene oxides, polypropylene oxides and (ethylene oxide-propylene oxide) polymers.
- pour point depressants that may be useful in the compositions of the invention include polyalphaolefins, esters of maleic anhydride-styrene, poly(meth)acrylates, polyacrylates or polyacrylamides.
- the lubricating composition may in addition to the detergent of the invention have a composition further containing additive in ranges described in the following table:
- Ranges quoted above are on an oil free basis i.e., amount of active ingredient with diluent oil factored out.
- the lubricating composition may be utilised in an internal combustion engine.
- the internal combustion engine may or may not have an Exhaust Gas Recirculation system.
- the internal combustion engine may be fitted with an emission control system or a turbocharger.
- Examples of the emission control system include diesel particulate filters (DPF), or systems employing selective catalytic reduction (SCR).
- the internal combustion engine may be a diesel fuelled engine (typically a heavy duty diesel engine), a gasoline fuelled engine, a natural gas fuelled engine or a mixed gasoline/alcohol fuelled engine.
- the internal combustion engine may be a diesel fuelled engine and in another embodiment a gasoline fuelled engine.
- the internal combustion engine may be a 2-stroke or 4-stroke engine. Suitable internal combustion engines include marine diesel engines, aviation piston engines, low-load diesel engines, and automobile and truck engines.
- Comparative Lubricant Examples 1 to 5 are prepared by blending a mixture of succinimide dispersants (total amount of succinimide dispersants 8.3 wt % including 40 wt % diluent oil), 3 wt % of a dispersant viscosity modifier commercially sold as Hitec®5777 (including diluent oil), 4 wt % of a mixture of antioxidants (including amine and phenolic antioxidants), and 1.2 wt % of glycerol monooleate friction modifier.
- CEl to CE5 contain overbased detergent as is described in the table below. Also included is the charactisation data for each lubricant indicating sulphated ash content and total base number (TBN mg KOH/g).
- Amount of each detergent quoted includes conventional amounts of diluent oil (typically ranging from 30 to 50 wt %).
- Comparative Lubricant Examples 6 to 7 are prepared by blending a mixture of succinimide dispersants (total amount of succinimide dispersants 7.9 wt % including 40 wt % diluent oil), a mixture of antioxidants (including amine and phenolic antioxidants), and 0.57 wt % of a zinc dialkyldithiophosphate.
- CE6 and CE7 contain 2 wt % (including diluent oil) and 2.7 wt % (including diluent oil) of overbased calcium sulphonate respectively.
- Invention Lubricant Examples 1 and 2 are similar to CE6 and CE7, except EXl contains 1.9 wt % (including 39 wt % diluent oil) and 2.75 wt % (including 39 wt % diluent oil) of overbased calcium sulphurised- phenate respectively in place of overbased calcium sulphonate.
- CE6, CE7, EXl and EX2 are characterised as follows:
- HFRR temperature high frequency reciprocating rig
- hydrocarbyl substituent or “hydrocarbyl group” is used in its ordinary sense, which is well-known to those skilled in the art. Specifically, it refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character.
- hydrocarbyl groups include: hydrocarbon substituents, including aliphatic, alicyclic, and aromatic substituents; substituted hydrocarbon substituents, that is, substituents containing non-hydrocarbon groups which, in the context of this invention, do not alter the predominantly hydrocarbon nature of the substituent; and hetero substituents, that is, substituents which similarly have a predominantly hydrocarbon character but contain other than carbon in a ring or chain.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201080046467XA CN102575183A (en) | 2009-08-18 | 2010-08-10 | Lubricating composition containing an antiwear agent |
BR112012003694A BR112012003694A2 (en) | 2009-08-18 | 2010-08-10 | lubricating composition containing an antiwear agent |
US13/390,711 US20120245065A1 (en) | 2009-08-18 | 2010-08-10 | Lubricating Composition Containing an Antiwear Agent |
EP10747108.8A EP2467456B2 (en) | 2009-08-18 | 2010-08-10 | Lubricating method |
IN1625DEN2012 IN2012DN01625A (en) | 2009-08-18 | 2012-02-23 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US23472709P | 2009-08-18 | 2009-08-18 | |
US61/234,727 | 2009-08-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2011022245A1 true WO2011022245A1 (en) | 2011-02-24 |
Family
ID=43063624
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2010/044968 WO2011022245A1 (en) | 2009-08-18 | 2010-08-10 | Lubricating composition containing an antiwear agent |
Country Status (6)
Country | Link |
---|---|
US (1) | US20120245065A1 (en) |
EP (1) | EP2467456B2 (en) |
CN (1) | CN102575183A (en) |
BR (1) | BR112012003694A2 (en) |
IN (1) | IN2012DN01625A (en) |
WO (1) | WO2011022245A1 (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN104099158B (en) * | 2013-04-15 | 2017-10-27 | 广州泛海节能科技有限公司 | Netted lattice nanosphere lubricating oil improver |
SG11201602002XA (en) * | 2013-09-19 | 2016-04-28 | Lubrizol Corp | Lubricant compositions for direct injection engines |
CN104263461B (en) * | 2014-10-09 | 2016-07-06 | 王严绪 | A kind of ceramal complex function couplant and preparation method thereof |
Citations (37)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3172892A (en) | 1959-03-30 | 1965-03-09 | Reaction product of high molecular weight succinic acids and succinic anhydrides with an ethylene poly- amine | |
US3316177A (en) | 1964-12-07 | 1967-04-25 | Lubrizol Corp | Functional fluid containing a sludge inhibiting detergent comprising the polyamine salt of the reaction product of maleic anhydride and an oxidized interpolymer of propylene and ethylene |
US3340281A (en) | 1965-06-14 | 1967-09-05 | Standard Oil Co | Method for producing lubricating oil additives |
US3351552A (en) | 1964-09-08 | 1967-11-07 | Lubrizol Corp | Lithium compounds as rust inhibitors for lubricants |
US3381022A (en) | 1963-04-23 | 1968-04-30 | Lubrizol Corp | Polymerized olefin substituted succinic acid esters |
USRE26433E (en) | 1963-12-11 | 1968-08-06 | Amide and imide derivatives of metal salts of substituted succinic acids | |
US3433744A (en) | 1966-11-03 | 1969-03-18 | Lubrizol Corp | Reaction product of phosphosulfurized hydrocarbon and alkylene polycarboxylic acid or acid derivatives and lubricating oil containing the same |
US3444170A (en) | 1959-03-30 | 1969-05-13 | Lubrizol Corp | Process which comprises reacting a carboxylic intermediate with an amine |
US3467668A (en) | 1965-04-27 | 1969-09-16 | Roehm & Haas Gmbh | Polyamines comprising ethylene and imidazolinyl groups |
US3501405A (en) | 1967-08-11 | 1970-03-17 | Rohm & Haas | Lubricating and fuel compositions comprising copolymers of n-substituted formamide-containing unsaturated esters |
US3542680A (en) | 1963-04-23 | 1970-11-24 | Lubrizol Corp | Oil-soluble carboxylic acid phenol esters and lubricants and fuels containing the same |
US3576743A (en) | 1969-04-11 | 1971-04-27 | Lubrizol Corp | Lubricant and fuel additives and process for making the additives |
US3632511A (en) | 1969-11-10 | 1972-01-04 | Lubrizol Corp | Acylated nitrogen-containing compositions processes for their preparationand lubricants and fuels containing the same |
US4234435A (en) | 1979-02-23 | 1980-11-18 | The Lubrizol Corporation | Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation |
US4863623A (en) | 1988-03-24 | 1989-09-05 | Texaco Inc. | Novel VI improver, dispersant, and anti-oxidant additive and lubricating oil composition containing same |
EP0355895A2 (en) | 1988-08-05 | 1990-02-28 | Shell Internationale Researchmaatschappij B.V. | Process for the preparation of succinic anhydride derivatives |
EP0601721A2 (en) | 1992-12-07 | 1994-06-15 | Ethyl Petroleum Additives, Inc. | Process for preparing overbased phenates |
US6107258A (en) | 1997-10-15 | 2000-08-22 | Ethyl Corporation | Functionalized olefin copolymer additives |
US6107257A (en) | 1997-12-09 | 2000-08-22 | Ethyl Corporation | Highly grafted, multi-functional olefin copolymer VI modifiers |
US6117825A (en) | 1992-05-07 | 2000-09-12 | Ethyl Corporation | Polyisobutylene succinimide and ethylene-propylene succinimide synergistic additives for lubricating oils compositions |
EP1041134A2 (en) * | 1999-03-30 | 2000-10-04 | Ethyl Corporation | Lubricants containing molybdenum compounds, phenates and diarylamines |
US6165235A (en) | 1997-08-26 | 2000-12-26 | The Lubrizol Corporation | Low chlorine content compositions for use in lubricants and fuels |
US6551965B2 (en) | 2000-02-14 | 2003-04-22 | Chevron Oronite Company Llc | Marine diesel engine lubricating oil composition having improved high temperature performance |
US6559105B2 (en) | 2000-04-03 | 2003-05-06 | The Lubrizol Corporation | Lubricant compositions containing ester-substituted hindered phenol antioxidants |
EP1418353A2 (en) * | 2002-11-06 | 2004-05-12 | Nissan Motor Company, Limited | Low-friction sliding mechanism |
EP1475430A2 (en) * | 2003-05-06 | 2004-11-10 | Ethyl Corporation | Lubricant additive composition comprising overbased calcium phenate |
US20050065045A1 (en) | 2001-11-05 | 2005-03-24 | Wilk Melody A. | Sulfonate detergent system for improved fuel economy |
EP1624044A1 (en) | 2004-07-30 | 2006-02-08 | Infineum International Limited | Method for lubricating surfaces |
WO2006015130A1 (en) | 2004-07-30 | 2006-02-09 | The Lubrizol Corporation | Dispersant viscosity modifiers containing aromatic amines |
WO2006047486A1 (en) | 2004-10-25 | 2006-05-04 | The Lubrizol Corporation | Corrosion inhibition |
EP1680491A1 (en) | 2003-10-30 | 2006-07-19 | The Lubrizol Corporation | Lubricating compositions containing sulphonates and phenates |
EP1778824A1 (en) | 2004-07-29 | 2007-05-02 | The Lubrizol Corporation | Lubricating compositions |
US7238650B2 (en) | 2002-06-27 | 2007-07-03 | The Lubrizol Corporation | Low-chlorine, polyolefin-substituted, with amine reacted, alpha-beta unsaturated carboxylic compounds |
EP1903093A1 (en) | 2006-09-19 | 2008-03-26 | Infineum International Limited | A lubricating oil composition |
WO2008144701A1 (en) | 2007-05-21 | 2008-11-27 | J. Key Corporation | Process for automating and simplifying commercial insurance transactions |
WO2008147704A1 (en) | 2007-05-24 | 2008-12-04 | The Lubrizol Corporation | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
EP2077317A1 (en) * | 2006-10-17 | 2009-07-08 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6921512B2 (en) * | 2003-06-24 | 2005-07-26 | General Motors Corporation | Aluminum alloy for engine blocks |
BRPI0513060B1 (en) * | 2004-07-09 | 2014-12-09 | Shell Int Research | Use of a lubricating oil composition |
US20060025315A1 (en) * | 2004-07-30 | 2006-02-02 | Rebecca Oldfield | Method for lubricating surfaces |
JPWO2008016169A1 (en) * | 2006-08-01 | 2009-12-24 | 昭和電工株式会社 | Aluminum alloy molded product manufacturing method, aluminum alloy molded product and production system |
US20080090741A1 (en) * | 2006-10-16 | 2008-04-17 | Lam William Y | Lubricating oils with enhanced piston deposit control capability |
JP2008180218A (en) * | 2006-12-28 | 2008-08-07 | Yamaha Motor Co Ltd | Internal combustion engine component and its manufacturing method |
EP2152837B1 (en) * | 2007-05-24 | 2014-07-09 | The Lubrizol Corporation | Method of lubricating an aluminium silicate composite surface with a lubricant comprising ashless, sulphur, phosphorus free antiwear agent |
JP4458496B2 (en) * | 2008-04-16 | 2010-04-28 | 株式会社豊田中央研究所 | In-cylinder injection internal combustion engine, piston for in-cylinder injection internal combustion engine, method for manufacturing piston for in-cylinder injection internal combustion engine |
JP5394021B2 (en) * | 2008-08-06 | 2014-01-22 | アイシン精機株式会社 | Aluminum alloy piston member and manufacturing method thereof |
JP4706736B2 (en) * | 2008-08-12 | 2011-06-22 | Tdk株式会社 | Coil bobbins, coil windings, and coil components |
US20130165357A1 (en) * | 2011-12-22 | 2013-06-27 | Exxonmobil Research & Engineering Company | Lubricant compositions for SI-AL alloy surfaces and methods for using |
-
2010
- 2010-08-10 EP EP10747108.8A patent/EP2467456B2/en active Active
- 2010-08-10 WO PCT/US2010/044968 patent/WO2011022245A1/en active Application Filing
- 2010-08-10 BR BR112012003694A patent/BR112012003694A2/en not_active Application Discontinuation
- 2010-08-10 US US13/390,711 patent/US20120245065A1/en not_active Abandoned
- 2010-08-10 CN CN201080046467XA patent/CN102575183A/en active Pending
-
2012
- 2012-02-23 IN IN1625DEN2012 patent/IN2012DN01625A/en unknown
Patent Citations (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3219666A (en) | 1959-03-30 | 1965-11-23 | Derivatives of succinic acids and nitrogen compounds | |
US3444170A (en) | 1959-03-30 | 1969-05-13 | Lubrizol Corp | Process which comprises reacting a carboxylic intermediate with an amine |
US3172892A (en) | 1959-03-30 | 1965-03-09 | Reaction product of high molecular weight succinic acids and succinic anhydrides with an ethylene poly- amine | |
US3542680A (en) | 1963-04-23 | 1970-11-24 | Lubrizol Corp | Oil-soluble carboxylic acid phenol esters and lubricants and fuels containing the same |
US3381022A (en) | 1963-04-23 | 1968-04-30 | Lubrizol Corp | Polymerized olefin substituted succinic acid esters |
USRE26433E (en) | 1963-12-11 | 1968-08-06 | Amide and imide derivatives of metal salts of substituted succinic acids | |
US3351552A (en) | 1964-09-08 | 1967-11-07 | Lubrizol Corp | Lithium compounds as rust inhibitors for lubricants |
US3316177A (en) | 1964-12-07 | 1967-04-25 | Lubrizol Corp | Functional fluid containing a sludge inhibiting detergent comprising the polyamine salt of the reaction product of maleic anhydride and an oxidized interpolymer of propylene and ethylene |
US3467668A (en) | 1965-04-27 | 1969-09-16 | Roehm & Haas Gmbh | Polyamines comprising ethylene and imidazolinyl groups |
US3340281A (en) | 1965-06-14 | 1967-09-05 | Standard Oil Co | Method for producing lubricating oil additives |
US3433744A (en) | 1966-11-03 | 1969-03-18 | Lubrizol Corp | Reaction product of phosphosulfurized hydrocarbon and alkylene polycarboxylic acid or acid derivatives and lubricating oil containing the same |
US3501405A (en) | 1967-08-11 | 1970-03-17 | Rohm & Haas | Lubricating and fuel compositions comprising copolymers of n-substituted formamide-containing unsaturated esters |
US3576743A (en) | 1969-04-11 | 1971-04-27 | Lubrizol Corp | Lubricant and fuel additives and process for making the additives |
US3632511A (en) | 1969-11-10 | 1972-01-04 | Lubrizol Corp | Acylated nitrogen-containing compositions processes for their preparationand lubricants and fuels containing the same |
US4234435A (en) | 1979-02-23 | 1980-11-18 | The Lubrizol Corporation | Novel carboxylic acid acylating agents, derivatives thereof, concentrate and lubricant compositions containing the same, and processes for their preparation |
US4863623A (en) | 1988-03-24 | 1989-09-05 | Texaco Inc. | Novel VI improver, dispersant, and anti-oxidant additive and lubricating oil composition containing same |
EP0355895A2 (en) | 1988-08-05 | 1990-02-28 | Shell Internationale Researchmaatschappij B.V. | Process for the preparation of succinic anhydride derivatives |
US6117825A (en) | 1992-05-07 | 2000-09-12 | Ethyl Corporation | Polyisobutylene succinimide and ethylene-propylene succinimide synergistic additives for lubricating oils compositions |
EP0601721A2 (en) | 1992-12-07 | 1994-06-15 | Ethyl Petroleum Additives, Inc. | Process for preparing overbased phenates |
US6165235A (en) | 1997-08-26 | 2000-12-26 | The Lubrizol Corporation | Low chlorine content compositions for use in lubricants and fuels |
US6107258A (en) | 1997-10-15 | 2000-08-22 | Ethyl Corporation | Functionalized olefin copolymer additives |
US6107257A (en) | 1997-12-09 | 2000-08-22 | Ethyl Corporation | Highly grafted, multi-functional olefin copolymer VI modifiers |
EP1041134A2 (en) * | 1999-03-30 | 2000-10-04 | Ethyl Corporation | Lubricants containing molybdenum compounds, phenates and diarylamines |
US6551965B2 (en) | 2000-02-14 | 2003-04-22 | Chevron Oronite Company Llc | Marine diesel engine lubricating oil composition having improved high temperature performance |
US6559105B2 (en) | 2000-04-03 | 2003-05-06 | The Lubrizol Corporation | Lubricant compositions containing ester-substituted hindered phenol antioxidants |
US7407919B2 (en) | 2001-11-05 | 2008-08-05 | The Lubrizol Corporation | Sulfonate detergent system for improved fuel economy |
US20050065045A1 (en) | 2001-11-05 | 2005-03-24 | Wilk Melody A. | Sulfonate detergent system for improved fuel economy |
US7238650B2 (en) | 2002-06-27 | 2007-07-03 | The Lubrizol Corporation | Low-chlorine, polyolefin-substituted, with amine reacted, alpha-beta unsaturated carboxylic compounds |
EP1418353A2 (en) * | 2002-11-06 | 2004-05-12 | Nissan Motor Company, Limited | Low-friction sliding mechanism |
EP1475430A2 (en) * | 2003-05-06 | 2004-11-10 | Ethyl Corporation | Lubricant additive composition comprising overbased calcium phenate |
EP1680491A1 (en) | 2003-10-30 | 2006-07-19 | The Lubrizol Corporation | Lubricating compositions containing sulphonates and phenates |
EP1778824A1 (en) | 2004-07-29 | 2007-05-02 | The Lubrizol Corporation | Lubricating compositions |
WO2006015130A1 (en) | 2004-07-30 | 2006-02-09 | The Lubrizol Corporation | Dispersant viscosity modifiers containing aromatic amines |
EP1624044A1 (en) | 2004-07-30 | 2006-02-08 | Infineum International Limited | Method for lubricating surfaces |
WO2006047486A1 (en) | 2004-10-25 | 2006-05-04 | The Lubrizol Corporation | Corrosion inhibition |
EP1903093A1 (en) | 2006-09-19 | 2008-03-26 | Infineum International Limited | A lubricating oil composition |
EP2077317A1 (en) * | 2006-10-17 | 2009-07-08 | Idemitsu Kosan Co., Ltd. | Lubricating oil composition |
WO2008144701A1 (en) | 2007-05-21 | 2008-11-27 | J. Key Corporation | Process for automating and simplifying commercial insurance transactions |
WO2008147704A1 (en) | 2007-05-24 | 2008-12-04 | The Lubrizol Corporation | Lubricating composition containing ashfree antiwear agent based on hydroxypolycarboxylic acid derivative and a molybdenum compound |
Non-Patent Citations (1)
Title |
---|
R. M. MORTIER AND S. T. ORSZULIK,: "Chemistry and Technology of Lubricants", 1997, pages: 85,86 |
Also Published As
Publication number | Publication date |
---|---|
CN102575183A (en) | 2012-07-11 |
US20120245065A1 (en) | 2012-09-27 |
EP2467456B1 (en) | 2014-10-22 |
EP2467456B2 (en) | 2023-08-09 |
IN2012DN01625A (en) | 2015-06-05 |
BR112012003694A2 (en) | 2016-03-29 |
EP2467456A1 (en) | 2012-06-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP2891700B1 (en) | Lubricating composition containing an antiwear agent | |
US20220135898A1 (en) | Lubricant Compositions For Direct Injection Engines | |
US20210301218A1 (en) | Lubricant compositions for direct injection engines | |
US10669505B2 (en) | Lubricant compositions for direct injection engines | |
US9777240B2 (en) | Lubricating composition containing an aromatic compound | |
EP2467460A2 (en) | Lubricating composition containing an antiwear agent | |
EP2938715B1 (en) | Lubricating composition containing an acylated polyalkylene oxide | |
EP2723838A1 (en) | Lubricating composition containing a dispersant | |
US10041018B2 (en) | Lubricating composition | |
US9534187B2 (en) | Lubricating composition containing an ester of an aromatic carboxylic acid | |
WO2016148708A1 (en) | Lubricant compositions for direct injection engines | |
EP2467456B2 (en) | Lubricating method | |
EP2430132B1 (en) | Internal combustion engine lubricant | |
EP2513272B1 (en) | Lubricating composition containing an antiwear agent | |
WO2015021135A1 (en) | Reduced engine deposits from dispersant treated with copper | |
CA2920023A1 (en) | Reduced engine deposits from dispersant treated with cobalt |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 201080046467.X Country of ref document: CN |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 10747108 Country of ref document: EP Kind code of ref document: A1 |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1625/DELNP/2012 Country of ref document: IN |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2010747108 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 13390711 Country of ref document: US |
|
REG | Reference to national code |
Ref country code: BR Ref legal event code: B01A Ref document number: 112012003694 Country of ref document: BR |
|
ENP | Entry into the national phase |
Ref document number: 112012003694 Country of ref document: BR Kind code of ref document: A2 Effective date: 20120217 |