EP1817396B1 - Lubricating oil composition - Google Patents

Lubricating oil composition Download PDF

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Publication number
EP1817396B1
EP1817396B1 EP05826443.3A EP05826443A EP1817396B1 EP 1817396 B1 EP1817396 B1 EP 1817396B1 EP 05826443 A EP05826443 A EP 05826443A EP 1817396 B1 EP1817396 B1 EP 1817396B1
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Prior art keywords
lubricating oil
oil composition
compounds
present
friction
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German (de)
English (en)
French (fr)
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EP1817396A1 (en
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Takashi Fujitsu
Eiji Nagatomi
Joanna Griffiths
Robert Ian Taylor
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Shell Internationale Research Maatschappij BV
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Shell Internationale Research Maatschappij BV
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    • 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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/06—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
    • 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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • 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
    • C10M2207/046—Hydroxy ethers
    • 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
    • C10M2215/16—Nitriles
    • 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
    • C10N2030/54—Fuel economy
    • 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

Definitions

  • the present invention relates to a lubricating oil composition, in particular to a lubricating oil composition which is suitable for lubricating internal combustion engines and which has improved friction reduction and fuel economy.
  • Optimising lubricants through the use of high performance basestocks and novel additives represents a flexible solution to a growing challenge.
  • Friction-reducing additives (which are also known as friction modifiers) are important lubricant components in reducing fuel consumption and various such additives are already known in the art.
  • Friction modifiers can be conveniently divided into two categories, that is to say, metal-containing friction modifiers and ashless (organic) friction modifiers.
  • Organo-molybdenum compounds are amongst the most common metal-containing friction modifiers.
  • Typical organo-molybdenum compounds include molybdenum dithiocarbamates (MoDTC), molybdenum dithiophosphates (MoDTP), molybdenum amines, molybdenum alcoholates, and molybdenum alcohol-amides.
  • WO-A-98/26030 WO-A-99/31113 , WO-A-99/47629 and WO-A-99/66013 describe tri-nuclear molybdenum compounds for use in lubricating oil compositions.
  • Ashless (organic) friction modifiers typically comprise esters of fatty acids and polyhydric alcohols, fatty acid amides, amines derived from fatty acids and organic dithiocarbamate or dithiophosphate compounds.
  • WO-A-99/50377 discloses a lubricating oil composition which is said to have a significant increase in fuel economy due to the use therein of tri-nuclear molybdenum compounds in conjunction with oil soluble dithiocarbamates.
  • EP-A-1041135 discloses the use of succinimide dispersants in conjunction with molybdenum dialkyldithiocarbamates to give improved friction reduction in diesel engines.
  • US-B1-6562765 discloses a lubricating oil composition which is said to have a synergy between an oxymolybdenum nitrogen dispersant complex and an oxymolybdenum dithiocarbamate which leads to unexpectedly low friction coefficients.
  • EP-A-1367116 , EP-A-0799883 , EP-A-0747464 , US-A-3933659 and EP-A-335701 disclose lubricating oil compositions comprising various combinations of ashless friction modifiers.
  • WO-A-92/02602 describes lubricating oil compositions for internal combustion engines which comprise a blend of ashless friction modifiers which are said to have a synergistic effect on fuel economy.
  • the blend disclosed in WO-A-92/02602 is a combination of (a) an amine/amide friction modifier prepared by reacting one or more acids with one or more polyamines and (b) an ester/alcohol friction modifier prepared by reacting one or more acids with one or more polyols.
  • US-A-5286394 discloses a friction-reducing lubricating oil composition and a method for reducing the fuel consumption of an internal combustion engine.
  • the lubricating oil composition disclosed therein comprises a major amount of an oil having lubricating viscosity and a minor amount of a friction-modifying, polar and surface active organic compound selected from a long list of compounds including mono- and higher esters of polyols and aliphatic amides. Glycerol monooleate and oleamide (i.e. oleylamide) are mentioned as examples of such compounds.
  • molybdenum friction modifiers typically outperform ashless friction modifiers in the boundary regime and there is a challenge to approach similar levels of friction modification using solely ashless friction modifiers.
  • the present invention provides a lubricating oil composition
  • a lubricating oil composition comprising base oil, oleylamide and one or more ether compounds, wherein the one or more ether compounds are compounds of formula I, wherein R 1 , and R 3 are each, independently, selected from hydrogen, alkyl groups having from 10 to 30 carbon atoms, and unsaturated hydrocarbon groups having from 10 to 30 carbon atoms.
  • R 1 , and R 3 are each, independently, selected from hydrogen, alkyl groups having from 10 to 30 carbon atoms, and unsaturated hydrocarbon groups having from 10 to 30 carbon atoms.
  • Preferred are alkyl groups having from 16 to 22 carbon atoms and unsaturated hydrocarbon groups having from 16 to 22 carbon atoms.
  • ether compound is meant a saturated or unsaturated hydrocarbon compound comprising one or more ether linkages and optionally comprising one or more hydroxyl groups therein, which compound does not comprise any additional functional groups.
  • ether compounds comprising non-cyclic ethers.
  • Preferred ether compounds are those in which R 1 is an alkyl or unsaturated hydrocarbon group having from 10 30 carbon atoms, more preferably from 16 to 22 carbon atoms and R 2 and R 3 are hydrogen.
  • R 1 and R 2 are, independently, an alkyl or unsaturated hydrocarbon group having from 10 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms and R 3 is hydrogen.
  • Preferred ether compounds also include those in which R 1 and R 3 are, an alkyl or unsaturated hydrocarbon group having from 10 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms and R 2 is hydrogen.
  • Preferred ether compounds also include those in which R 1 , R 2 and R 3 are, each independently selected from an alkyl or unsaturated hydrocarbon group having from 10 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms.
  • the lubricating oil composition of the present invention may comprise a mixture of one or more of the afore-mentioned preferred ether compounds.
  • a preferred ether compound includes that available under the trade designation "ADEKA FM-618C” from Asahi Denka Kogyo Co. Ltd.
  • the one or more ether compounds are present in an amount in the range of from 0.1 to 5 wt. %, more preferably in the range of from 0.5 to 4 wt. % and most preferably in the range of from 1 to 1.5 wt. % based on the total weight of the lubricating oil composition.
  • oleylamide is present in an amount in the range of from 0.05 to 0.5 wt. %, more preferably in the range of from 0.1 to 0.4 wt. % and most preferably in the range of from 0.15 to 0.3 wt. %, based on the total weight of the lubricating oil composition.
  • the lubricating oil composition of the present invention further comprises one or more nitrile compounds.
  • Nitrile compounds preferably having from 8 to 24 carbon atoms, more preferably from 10 to 22 carbon atoms, and most preferably from 10 to 18 carbon atoms are preferred.
  • Particularly preferred nitrile compounds are saturated or unsaturated linear aliphatic nitriles having from 8 to 24 carbon atoms, more preferably from 10 to 22 carbon atoms, and most preferably 10 to 18 carbon atoms.
  • nitrile compounds that may be conveniently used in the present invention include coconut fatty acid nitriles, oleylnitrile, decanenitrile and tallow nitriles.
  • ARNEEL 12 also known under the trade designation "ARNEEL C”
  • ARNEEL O oleylnitrile
  • ARNEEL 10D decanenitrile
  • ARNEEL T tallow nitriles
  • ARNEEL M C 16-22 nitriles
  • the one or more nitrile compounds are present in an amount in the range of from 0.1 to 0.8 wt. %, more preferably in the range of from 0.2 to 0.6 wt. % and most preferably in the range of from 0.3 to 0.5 wt. % based on the total weight of the lubricating oil composition.
  • the total amount of base oil incorporated in the lubricating oil composition of the present invention is preferably present in an amount in the range of from 60 to 92 wt. %, more preferably in an amount in the range of from 75 to 90 wt. % and most preferably in an amount in the range of from 75 to 88 wt. %, with respect to the total weight of the lubricating oil composition.
  • base oil used in the present invention there are no particular limitations regarding the base oil used in the present invention, and various conventional known mineral oils and synthetic oils may be conveniently used.
  • the base oil used in the present invention may conveniently comprise mixtures of one or more mineral oils and/or one or more synthetic oils.
  • Mineral oils include liquid petroleum oils and solvent-treated or acid-treated mineral lubricating oil of the paraffinic, naphthenic, or mixed paraffinic/naphthenic type which may be further refined by hydrofinishing processes and/or dewaxing.
  • Naphthenic base oils have low viscosity index (VI) (generally 40-80) and a low pour point.
  • Such base oils are produced from feedstocks rich in naphthenes and low in wax content and are used mainly for lubricants in which colour and colour stability are important, and VI and oxidation stability are of secondary importance.
  • Paraffinic base oils have higher VI (generally >95) and a high pour point. Said base oils are produced from feedstocks rich in paraffins, and are used for lubricants in which VI and oxidation stability are important.
  • Fischer-Tropsch derived base oils may be conveniently used as the base oil in the lubricating oil composition of the present invention, for example, the Fischer-Tropsch derived base oils disclosed in EP-A-776959 , EP-A-668342 , WO-A-97/21788 , WO-00/15736 , WO-00/14188 , WO-00/14187 , WO-00/14183 , WO-00/14179 , WO-00/08115 , WO-99/41332 , EP-1029029 , WO-01/18156 and WO-01/57166 .
  • the Fischer-Tropsch derived base oils disclosed in EP-A-776959 , EP-A-668342 , WO-A-97/21788 , WO-00/15736 , WO-00/14188 , WO-00/14187 , WO-00/14183 , WO-00/14179 , WO-00/08115 ,
  • Synthetic processes enable molecules to be built from simpler substances or to have their structures modified to give the precise properties required.
  • Synthetic oils include hydrocarbon oils such as olefin oligomers (PAOs), dibasic acids esters, polyol esters, and dewaxed waxy raffinate. Synthetic hydrocarbon base oils sold by the Royal Dutch/Shell Group of Companies under the designation "XHVI” (trade mark) may be conveniently used.
  • PAOs olefin oligomers
  • XHVI XHVI
  • the base oil constituted from mineral oils and/or synthetic oils which contain more than 80% wt of saturates, preferably more than 90 % wt., as measured according to ASTM D2007.
  • the base oil contains less than 1.0 wt. %, preferably less than 0.1 wt. % of sulphur, calculated as elemental sulphur and measured according to ASTM D2622, ASTM D4294, ASTM D4927 or ASTM D3120.
  • the viscosity index of base fluid is more than 80, more preferably more than 120, as measured according to ASTM D2270.
  • the lubricating oil has a kinematic viscosity in the range of from 2 to 80 mm 2 /s at 100 °C, more preferably of from 3 to 70 mm 2 /s, most preferably of from 4 to 50 mm 2 /s.
  • the total amount of phosphorus in the lubricating oil composition of the present invention is preferably in the range of from 0.04 to 0.1 wt. %, more preferably in the range of from 0.04 to 0.09 wt. % and most preferably in the range of from 0.045 to 0.09 wt. %, based on total weight of the lubricating oil composition.
  • the lubricating oil composition of the present invention preferably has a sulphated ash content of not greater than 1.0 wt. %, more preferably not greater than 0.75 wt. % and most preferably not greater than 0.7 wt. %, based on the total weight of the lubricating oil composition.
  • the lubricating oil composition of the present invention preferably has a sulphur content of not greater than 1.2 wt. %, more preferably not greater than 0.8 wt. % and most preferably not greater than 0.2 wt. %, based on the total weight of the lubricating oil composition.
  • the lubricating oil composition of the present invention may further comprise additional additives such as anti-oxidants, anti-wear additives, detergents, dispersants, friction modifiers, viscosity index improvers, pour point depressants, corrosion inhibitors, defoaming agents and seal fix or seal compatibility agents.
  • additional additives such as anti-oxidants, anti-wear additives, detergents, dispersants, friction modifiers, viscosity index improvers, pour point depressants, corrosion inhibitors, defoaming agents and seal fix or seal compatibility agents.
  • Antioxidants that may be conveniently used include those selected from the group of aminic antioxidants and/or phenolic antioxidants.
  • said antioxidants are present in an amount in the range of from 0.1 to 5.0 wt. %, more preferably in an amount in the range of from 0.3 to 3.0 wt. %, and most preferably in an amount of in the range of from 0.5 to 1.5 wt. %, based on the total weight of the lubricating oil composition.
  • aminic antioxidants which may be conveniently used include alkylated diphenylamines, phenyl- ⁇ -naphthylamines, phenyl- ⁇ -naphthylamines and alkylated ⁇ -naphthylamines.
  • Preferred aminic antioxidants include dialkyldiphenylamines such as p,p'-dioctyl-diphenylamine, p,p'-di- ⁇ -methylbenzyl-diphenylamine and N-p-butylphenyl-N-p'-octylphenylamine, monoalkyldiphenylamines such as mono-t-butyldiphenylamine and mono-octyldiphenylamine, bis(dialkylphenyl)amines such as di-(2,4-diethylphenyl)amine and di(2-ethyl-4-nonylphenyl)amine, alkylphenyl-1-naphthylamines such as octylphenyl-1-naphthylamine and n-t-dodecylphenyl-1-naphthylamine, 1-naphthylamine, arylnaph
  • Preferred aminic antioxidants include those available under the following trade designations: "Sonoflex OD-3" (ex. Seiko Kagaku Co.), “Irganox L-57” (ex. Ciba Specialty Chemicals Co.) and phenothiazine (ex. Hodogaya Kagaku Co.).
  • phenolic antioxidants which may be conveniently used include C7-C9 branched alkyl esters of 3,5-bis(1,1-dimethyl-ethyl)-4-hydroxy-benzenepropanoic acid, 2-t-butylphenol, 2-t-butyl-4-methylphenol, 2-t-butyl-5-methylphenol, 2,4-di-t-butylphenol, 2,4-dimethyl-6-t-butylphenol, 2-t-butyl-4-methoxyphenol, 3-t-butyl-4-methoxyphenol, 2,5-di-t-butylhydroquinone, 2,6-di-t-butyl-4-alkylphenols such as 2,6-di-t-butylphenol, 2,6-di-t-butyl-4-methylphenol and 2,6-di-t-butyl-4-ethylphenol, 2,6-di-t-butyl-4-alkoxyphenols such as 2,6-di-t-butyl
  • Preferred phenolic antioxidants include those available under the following trade designations: "Irganox L-135" (ex. Ciba Specialty Chemicals Co.), “Yoshinox SS” (ex. Yoshitomi Seiyaku Co.), “Antage W-400” (ex. Kawaguchi Kagaku Co.), “Antage W-500” (ex. Kawaguchi Kagaku Co.), “Antage W-300” (ex. Kawaguchi Kagaku Co.), “Irganox L109” (ex. Ciba Speciality Chemicals Co.), “Tominox 917” (ex. Yoshitomi Seiyaku Co.), “Irganox L115" (ex.
  • Ciba Speciality Chemicals Co. Ciba Speciality Chemicals Co.
  • Sudilizer GA80 Ex. Sumitomo Kagaku
  • Antage RC ex. Kawaguchi Kagaku Co.
  • Irganox L101 ex. Ciba Speciality Chemicals Co.
  • Yoshinox 930 ex. Yoshitomi Seiyaku Co.
  • the lubricating oil composition of the present invention may comprise mixtures of one or more phenolic antioxidants with one or more aminic antioxidants.
  • the lubricating oil composition may comprise a single zinc dithiophosphate or a combination of two or more zinc dithiophosphates as anti-wear additives, the or each zinc dithiophosphate being selected from zinc dialkyl-, diaryl- or alkylaryl-dithiophosphates.
  • Zinc dithiophosphate is a well known additive in the art and may be conveniently represented by general formula II; wherein R 2 to R 5 may be the same or different and are each a primary alkyl group containing from 1 to 20 carbon atoms preferably from 3 to 12 carbon atoms, a secondary alkyl group containing from 3 to 20 carbon atoms, preferably from 3 to 12 carbon atoms, an aryl group or an aryl group substituted with an alkyl group, said alkyl substituent containing from 1 to 20 carbon atoms preferably 3 to 18 carbon atoms.
  • Zinc dithiophosphate compounds in which R 2 to R 5 are all different from each other can be used alone or in admixture with zinc dithiophosphate compounds in which R 2 to R 5 are all the same.
  • the or each zinc dithiophosphate used in the present invention is a zinc dialkyl dithiophosphate.
  • suitable zinc dithiophosphates which are commercially available include those available ex. Lubrizol Corporation under the trade designations “Lz 1097” and “Lz 1395", those available ex. Chevron Oronite under the trade designations "OLOA 267” and “OLOA 269R”, and that available ex. Afton Chemical under the trade designation "HITEC 7197"; zinc dithiophosphates such as those available ex. Lubrizol Corporation under the trade designations "Lz 677A”, “Lz 1095” and “Lz 1371", that available ex. Chevron Oronite under the trade designation "OLOA 262" and that available ex.
  • the lubricating oil composition according to the present invention may generally comprise in the range of from 0.4 to 1.0 wt. % of zinc dithiophosphate, based on total weight of the lubricating oil composition.
  • anti-wear additives may be conveniently used in the composition of the present invention.
  • Typical detergents that may be used in the lubricating oil of the present invention include one or more salicylate and/or phenate and/or sulphonate detergents.
  • metal organic and inorganic base salts which are used as detergents can contribute to the sulphated ash content of a lubricating oil composition, in a preferred embodiment of the present invention, the amounts of such additives are minimised.
  • salicylate detergents are preferred.
  • the lubricating oil composition of the present invention may comprise one or more salicylate detergents.
  • said detergents are preferably used in amounts in the range of 0.05 to 12.5 wt. %, more preferably from 1.0 to 9.0 wt. % and most preferably in the range of from 2.0 to 5.0 wt. %, based on the total weight of the lubricating oil composition.
  • said detergents independently, have a TBN (total base number) value in the range of from 10 to 500 mg.KOH/g, more preferably in the range of from 30 to 350 mg.KOH/g and most preferably in the range of from 50 to 300 mg.KOH/g, as measured by ISO 3771.
  • TBN total base number
  • the lubricating oil compositions of the present invention may additionally contain an ash-free dispersant which is preferably admixed in an amount in the range of from 5 to 15 wt. %, based on the total weight of the lubricating oil composition.
  • ash-free dispersants examples include the polyalkenyl succinimides and polyalkenyl succininic acid esters disclosed in Japanese Patent Nos. 1367796 , 1667140 , 1302811 and 1743435 .
  • Preferred dispersants include borated succinimides.
  • viscosity index improvers which may be conveniently used in the lubricating oil composition of the present invention include the styrene-butadiene copolymers, styrene-isoprene stellate copolymers and the polymethacrylate copolymer and ethylene-propylene copolymers. Such viscosity index improvers may be conveniently employed in an amount in the range of from 1 to 20 wt. %, based on the total weight of the lubricating oil composition.
  • Polymethacrylates may be conveniently employed in the lubricating oil compositions of the present invention as effective pour point depressants.
  • compounds such as alkenyl succinic acid or ester moieties thereof, benzotriazole-based compounds and thiodiazole-based compounds may be conveniently used in the lubricating oil composition of the present invention as corrosion inhibitors.
  • Compounds such as polysiloxanes, dimethyl polycyclohexane and polyacrylates may be conveniently used in the lubricating oil composition of the present invention as defoaming agents.
  • seal fix or seal compatibility agents include, for example, commercially available aromatic esters.
  • the lubricating oil compositions of the present invention may be conveniently prepared by admixing oleylamide, one or more ether compounds and, optionally, one or more nitrile compounds and/or further additives that are usually present in lubricating oil compositions, for example as herein before described, with a mineral and/or synthetic base oil.
  • a method of lubricating an internal combustion engine comprising applying a lubricating oil composition as hereinbefore described thereto.
  • the present invention further provides the use of a combination of oleylamide, one or more ether compounds and, optionally, one or more nitrile compounds in a lubricating oil composition in order to improve fuel economy and/or friction reduction.
  • Table 1 indicates the formulations that were tested.
  • the formulations in Table 1 comprised conventional detergents, dispersants, pour point depressants, viscosity modifier, antioxidants and zinc dithiophosphate additives, which were present as additive packages in diluent oil.
  • the base oils used in said formulations were mixtures of polyalphaolefin base oils (PAO-4 available from BP Amoco under the trade designation “DURASYN 164" and PAO-5 available from Chevron Oronite under the trade designation “SYNFLUID 5") and ester base oil available under the trade designation "PRIOLUBE 1976" from Uniqema.
  • PAO-4 polyalphaolefin base oils
  • SYNFLUID 5 polyalphaolefin base oils
  • ester base oil available under the trade designation "PRIOLUBE 1976" from Uniqema.
  • the ether that was used was glycerin oleyl ether available under the trade designation "ADEKA FM-618C” from Asahi Denka Kogyo Co. Ltd.
  • the oleylamide used was that available under the trade designation "UNISLIP 1757” from Uniqema.
  • glycerol monooleate that was used was that available under the trade designation "RADIASURF 7149” from Oleon Chemicals.
  • the C12 nitrile that was used was that available under the trade designation "ARNEEL 12" from Akzo Nobel.
  • Friction measurements were carried out on a Mini-Traction Machine manufactured by PCS instruments.
  • the MTM Test was described by R. I. Taylor, E. Nagatomi, N. R. Horswill, D. M. James in "A screener test for the fuel economy potential of engine lubricants", presented at the 13th International Colloquium on Tribology, January 2002 .
  • Friction coefficients were measured with the Mini-Traction Machine using the 'ball-on-disc' configuration.
  • the ball specimen was a polished steel ball bearing, 19.05 mm in diameter.
  • the disc specimen was a polished bearing steel disc, 46 mm in diameter and 6 mm thick.
  • the ball specimen was secured concentrically on a motor driven shaft.
  • the disc specimen was secured concentrically on another motor driven shaft.
  • the ball was loaded against the disc to create a point contact area with minimum spin and skew components. At the point of contact, a slide to roll ratio of 100% was maintained by adjusting the surface speed of the ball and disc.
  • Examples 1 and 2 and Comparative Examples 1 to 3 were tested in the MTM test under high load (1.25 GPa) and high temperature conditions (105 °C and 125 °C) under a variety of speeds (1000, 500, 100 and 50 mm/s).
  • Friction coefficients were measured and are described in Table 2. TABLE 2 MTM Test Conditions Comp. Ex. 1 Ex. 1 Ex. 2 Comp. Ex. 2 Comp. Ex. 3 Temp. (°C) Speed (mm/s) Friction Coefficient 125 1000 0.0386 0.0282 0.0272 0.0293 0.0722 125 500 0.0524 0.0365 0.0355 0.0395 0.0909 125 100 0.0811 0.0627 0.0620 0.0654 0.1106 125 50 0.0899 0.0706 0.0695 0.0726 0.1103 105 1000 0.0429 0.0295 0.0289 0.0305 0.0669 105 500 0.0552 0.0362 0.0352 0.0385 0.0842 105 100 0.0832 0.0624 0.0613 0.0648 0.1090 105 50 0.0920 0.0710 0.0700 0.0730 0.1119
  • Table 3 details the mean % friction reduction for the formulations of Examples 1 and 2 and Comparative Examples 2 and 3, relative to the mean friction coefficients measured for the formulation of Comparative Example 1 at medium speeds (i.e. 1000, 500, 100, 50 mm/s) under the tested high load conditions.
  • Table 4 details the mean % friction reduction for the formulations of Examples 1 and 2 and Comparative Examples 2 and 3, relative to the mean friction coefficients measured for the formulation of Comparative Example 1 at high temperatures (i.e. 125 °C and 105 °C) under the tested high load conditions.
  • the improvement in friction reduction of the ether upon addition of oleylamide ranges from 3 to 7 % depending upon the conditions used.
  • Examples 1 and 3 and Comparative Examples 1 and 4 were tested in the MTM test under low load (0.82 GPa) and low temperature conditions (105 °C, 70 °C and 45 °C) under a variety of low speeds (500, 100, 50 and 10 mm/s).
  • Friction coefficients were measured and are described in Table 5. TABLE 5 MTM Test Conditions Comp. Ex. 1 Ex. 1 Ex. 3 Comp. Ex. 4 Temp. (°C) Speed (mm/s) Friction Coefficient 105 500 0.0475 0.0259 0.0264 0.1055 105 100 0.0833 0.0634 0.0622 0.1266 105 50 0.0939 0.0754 0.0734 0.1286 105 10 0.0990 0.0800 0.0777 0.1299 70 500 0.0383 0.0279 0.0272 0.0766 70 100 0.0693 0.0519 0.0492 0.1192 70 50 0.0816 0.0677 0.0645 0.1245 70 10 0.0979 0.0871 0.0824 0.1294 45 500 0.0383 0.0344 0.0333 0.0528 45 100 0.0598 0.0433 0.0415 0.1019 45 50 0.0721 0.0563 0.0533 0.1155 45 10 0.0944 0.0856 0.0806 0.1275
  • Table 6 details the mean % friction reduction for the formulations of Examples 1 and 3 and Comparative Example 4, relative to the mean friction coefficients measured for the formulation of Comparative Example 1 at low speeds (i.e. 500, 100, 50, 10 mm/s) under the tested low load conditions.
  • Table 7 details the mean % friction reduction for the formulations of Examples 1 and 3 and Comparative Example 4, relative to the mean friction coefficients measured for the formulation of Comparative Example 1 at low temperatures (i.e. 105 °C, 70 °C, 45 °C) under the tested low load conditions.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
  • Lubrication Of Internal Combustion Engines (AREA)
EP05826443.3A 2004-12-10 2005-12-12 Lubricating oil composition Active EP1817396B1 (en)

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US9623021B2 (en) 2007-01-22 2017-04-18 Gtx, Inc. Nuclear receptor binding agents
JP5237562B2 (ja) * 2007-01-23 2013-07-17 昭和シェル石油株式会社 セラミックス球転がり軸受用潤滑油組成物
US7989408B2 (en) * 2007-04-10 2011-08-02 Exxonmobil Research And Engineering Company Fuel economy lubricant compositions
WO2011075403A1 (en) 2009-12-14 2011-06-23 The Lubrizol Corporation Lubricating composition containing an antiwear agent
US9976103B2 (en) 2009-12-14 2018-05-22 The Lubrizol Corporation Lubricating composition containing an antiwear agent
CN102762705B (zh) 2009-12-14 2015-11-25 路博润公司 含有腈化合物的润滑组合物
EP2687580B1 (fr) * 2012-07-19 2018-04-11 Breitling AG Pièce d'horlogerie
EP2692839B1 (en) * 2012-07-31 2015-11-18 Infineum International Limited A lubricating oil compostion comprising a corrosion inhibitor
KR101974660B1 (ko) * 2013-04-26 2019-05-02 에스케이이노베이션 주식회사 산화 안정성 및 색상안정성이 우수한 윤활유 조성물
CN104651025A (zh) * 2014-06-12 2015-05-27 徐饶春 润滑油组合物
RU2709211C2 (ru) * 2014-09-22 2019-12-17 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. Смазывающая композиция
EP3263579B1 (en) * 2015-01-21 2022-11-30 Ajinomoto Co., Inc. Precipitation promoter and precipitation method in which same is used
FR3059677B1 (fr) * 2016-12-07 2020-10-23 Total Marketing Services Composition lubrifiante comprenant des mono-ethers de glycerol
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RU2675632C1 (ru) * 2017-11-22 2018-12-21 Игорь Васильевич Мухортов Противоизносная композиция к смазочным материалам

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JP5065045B2 (ja) 2012-10-31
US20060183652A1 (en) 2006-08-17
CA2590038A1 (en) 2006-06-15
JP2008523188A (ja) 2008-07-03
CN101098951A (zh) 2008-01-02
RU2007125988A (ru) 2009-01-20
WO2006061437A1 (en) 2006-06-15
RU2394876C2 (ru) 2010-07-20
CN101098951B (zh) 2010-04-14
MX2007006829A (es) 2007-07-25
KR20070085954A (ko) 2007-08-27
EP1817396A1 (en) 2007-08-15
ZA200704695B (en) 2008-09-25
BRPI0518863A2 (pt) 2008-12-16

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