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WO2001059041A1 - Compositions d'huile lubrifiante - Google Patents

Compositions d'huile lubrifiante Download PDF

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Publication number
WO2001059041A1
WO2001059041A1 PCT/EP2001/001164 EP0101164W WO0159041A1 WO 2001059041 A1 WO2001059041 A1 WO 2001059041A1 EP 0101164 W EP0101164 W EP 0101164W WO 0159041 A1 WO0159041 A1 WO 0159041A1
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WO
WIPO (PCT)
Prior art keywords
composition according
compound
composition
groups
oil
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2001/001164
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English (en)
Inventor
Paul S. Woolley
Owen Marsh
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ExxonMobil Technology and Engineering Co
Original Assignee
ExxonMobil Research and Engineering Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ExxonMobil Research and Engineering Co filed Critical ExxonMobil Research and Engineering Co
Priority to AU2001246415A priority Critical patent/AU2001246415A1/en
Publication of WO2001059041A1 publication Critical patent/WO2001059041A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • 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
    • C10M141/08—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 sulfur-, selenium- or tellurium-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
    • C10M163/00—Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
    • 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
    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl 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
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • 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
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064—Di- and triaryl amines
    • C10M2215/065—Phenyl-Naphthyl amines
    • 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
    • C10M2219/085—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives 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
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/09—Complexes with metals
    • 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
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • This invention relates to lubricating oils particularly useful for passenger car engines. More particularly, the invention relates to lubricating oil compositions which comprise a combination of a trinuclear molybdenum compound and an ester of a dithiocarboxylic acid to improve its oxidation stability.
  • molybdenum compounds as friction reducing agents or as additives to improve the oxidation stability of lubricating oils is well known in the art and is described for example in US-A-4,501,678 and in US-A-4,479,883 in both of which dimeric molybdenum compounds are used in combination with dithiocarbamates for this purpose.
  • US-A-4,395,343 describes the use of an antioxidant combination of a sulphur containing molybdenum compound, eg a molybdenum dithiocarbamate, and an organic sulphur compound which may be a sulphurised ester of a carboxylic acid for lubricating oils.
  • no trinuclear molybdenum compounds are disclosed.
  • the present invention comprises a lubricating oil composition comprising a major amount of an oil of lubricating viscosity and a minor amount of
  • a sulphur compound which is a hydrocarbyl ester of a thiodicarboxylic acid of the formula (III) R 1 -O-C(O)-(R 2 ) n -S-(R 3 ) m -C(O)-O-R 4 (III) wherein R 1 and R 4 are each H or the same or different hydrocarbyl groups provided that both R 1 and R 4 are not H, and R 2 and R 3 are each the same or different hydrocarbylene groups and each of n and m is an integer from 1-10, (c) a phenolic antioxidant and (d) an aminic antioxidant.
  • the oil of lubricating viscosity present in the compositions of the present invention are suitably selected from synthetic and mineral oils. These include the Groupl, Group II and Group III basestocks sourced from natural/mineral oils and the
  • the Groups I-III basestocks may be derived from: i) conventionally processed components such as paraff ⁇ nic, napthenic and mixed paraffinic and naphthenic components from petroleum crudes using extraction, dewaxing and hydrof ⁇ ning or hydrocracked, hydrotreated and/or hydroisomerised petroleum fractions, ii) non-conventionally processed components such as distillates, raffinates and waxes followed by solvent dewaxing, catalytic dewaxing and/or iso- dewaxing, and iii) syn-crudes from a process such as the Fischer-Tropsch process which generated waxes and which may in turn be hydroisomerised and then subjected to catalytic dewaxing and/or iso-dewaxing.
  • conventionally processed components such as paraff ⁇ nic, napthenic and mixed paraffinic and naphthenic components from petroleum crudes using extraction, dewaxing and hydrof ⁇ ning or hydrocracked, hydrotreated and/
  • the Groups IN and N basestocks being synthetic lubricating oils which can be used in the compositions of the present invention include esters of saturated or unsaturated dicarboxylic acids (eg phthalic acid, succinic acid, alkyl succinic acids, alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dimer, malinic acid, alkylmalonic acid and alkenylmalonic acids) with a variety of alcohols or glycols (eg butyl alcohol, hexyl alcohol, dodecyl alcohol, 2-ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether and propylene glycol).
  • esters of saturated or unsaturated dicarboxylic acids eg phthalic acid, succinic acid, alkyl succinic acids, alkenyl succinic acids, maleic acid, azelaic acid,
  • esters include dibutyl adipate, di(2-ethylhexyl) sebacate, di-n-hexyl fumarate, dicotyl sebacate, diisooctyl azleate, diisodecyl azleate, dioctyl phthalate, didecyl phthalate, dieicosyl sebacate, the 2-ethylhexyl diester of linoleic acid dimer, and the complex ester formed by reacting one mole of sebacic acid with two moles of tetraethylene glycol and two moles of 2- ethylhexanoic acid.
  • Esters usable as synthetic oils also include those made from C 5 -C ⁇ 2 monocarboxylic acids and polyols and polyol ethers such as neopentyl glycol, trimethylolpropane, pentaerythritol, dipentaerythritol and tripentaerythritol.
  • the oils whether they are of synthetic or natural origin, are suitable for use in an engine crankcase, particularly a gasoline engine crankcase.
  • mineral or synthetic lubricating oils having a kinematic viscosity at 100°C (KN ⁇ 00 ) of 3.5 to 25 cSt are particularly preferred for this purpose.
  • lubricating oil compositions in which the oil component is a mixture of a mineral oil with a saturates level of between 90 and 99%, having: i. a viscosity index suitably of at least 90, preferably from 90-150 and more preferably from 120-150; ii. a sulphur level suitably below 0.3% by weight, preferably below 0.1 % by weight and more preferably below 0.03% by weight; and iii. in the finished formulation a KNioo in the range from 3.5-20.
  • a viscosity index suitably of at least 90, preferably from 90-150 and more preferably from 120-150
  • ii. a sulphur level suitably below 0.3% by weight, preferably below 0.1 % by weight and more preferably below 0.03% by weight
  • iii. in the finished formulation a KNioo in the range from 3.5-20.
  • the process is particularly effective on formulations having a viscosity characteristics from OW-20 to 20W-50 and are preferably the so called 5W-30, 5W-20 and 10W-30 formulations.
  • the components (a) to (d) in the lubricating oil compositions of the present invention are suitably either soluble or dispersible in oil and are preferably oil soluble.
  • the trinuclear molybdenum compounds (a) are of formula (I)
  • the core group (Q) may be a ligand capable of rendering the organomolybdenum compound of formula (I) oil soluble and to ensure that said molybdenum compound is substantially charge neutral.
  • the core group (Q) is generally associated with suitable ligands such as Ly wherein L is the ligand and y is of a sufficient number, type and charge to render the compound of formula (I) oil soluble and to neutralise the charge on the compound of formula (I) as a whole.
  • suitable ligands such as Ly wherein L is the ligand and y is of a sufficient number, type and charge to render the compound of formula (I) oil soluble and to neutralise the charge on the compound of formula (I) as a whole.
  • the trinuclear molybdenum compound used in the compositions of the present invention may be represented by the formula (II):
  • hydrocarbyl denotes a substituent having carbon atoms directly attached to the remainder of the ligand and is predominantly hydrocarbyl in character within the context of this invention.
  • substituents include the following:
  • hydrocarbon substituents ie, aliphatic (for example alkyl or alkenyl), alicyclic (for example cycloalkyl or cycloalkenyl), aromatic-, aliphatic- and alicyclic-substituted aromatic nuclei and the like, as well as cyclic substituents wherein the ring is completed through another portion of the ligand (that is, any two indicated substituents may together form an alicyclic group);
  • substituted hydrocarbon substituents ie, those containing nonhydrocarbon groups which, in the context of this invention, do not alter the predominantly hydrocarbyl character of the substituent.
  • suitable groups eg halo
  • hetero substituents ie, substituents which, while predominantly hydrocarbon in character within the context of this invention, contain atoms other than carbon present in a chain or ring otherwise composed of carbon atoms.
  • the hydrocarbyl groups are preferably alkyl (e.g, in which the carbon atom attached to the remainder of the ligand "L" is primary, secondary or tertiary), aryl, substituted aryl and ether groups.
  • the hydrocarbyl groups of the ligands should be such that they have a sufficient number of carbon atoms to render the compound (I) soluble or dispersible in the oil to which it is added.
  • the total number of carbon atoms present among all of the hydrocarbyl groups associated with the ligands of the trinuclear organomolybdenum compound is suitably at least 21 , preferably at least 25, more preferably at least 30 and even more preferably at least 35, typically e.g., 21 to 800.
  • the number of carbon atoms in each hydrocarbyl group will generally range from 1 to 100, preferably from 1 to 40 and more preferably from 3 to 20.
  • hydrocarbyl ester (b) of a thiodicarboxylic acid is of the formula (III)
  • the hydrocarbyl groups represented by each of R 1 and R 4 may be same or different and are suitably saturated or unsaturated hydrocarbyl groups, preferably saturated groups.
  • the hydrocarbyl groups are saturated groups, these may be selected from alkyl, aryl, alkaryl or aralkyl group, the aromatic nuclei being considered as saturated in respect of the thiodicarboxylic ester (b) for the purposes of this invention.
  • the hydrocarbyl group suitably contains on average from 1 to 20 carbon atoms, preferably from 1 to 16 carbon atoms and more preferably from 1-12 carbon atoms.
  • the hydrocarbyl group is preferably a saturated alkyl group having from 1-16 carbon atoms. Of these a dodecyl group is most preferred. It should be noted that whilst each of R 1 and R 4 can be H, in a given molecule at least one of R 1 and R 4 should be a hydrocarbyl group. It is preferable that both R 1 and R 4 are hydrocarbyl
  • the hydrocarbyl ene groups -R - and -R - each signify a divalent group which may be an alkyl ene, an arylene group or combinations thereof having from 1 to 12 carbon atoms, preferably from 2-4 carbon atoms and is free of olefinic unsaturation.
  • the hydrocarbylene group may be straight chain, branched chain group and in the case of the arylene group, it may carry nuclear substituents. Typical examples of such groups may be represented by the following structures: -CH 2 -
  • the thiodicarboxylic esters are suitably prepared reacting sulphur or a sulphur compound such as eg sulphur monochloride or sulphur dichloride with a corresponding unsaturated ester, under elevated temperatures.
  • a sulphur compound such as eg sulphur monochloride or sulphur dichloride
  • the reactant ester is a propionate ester.
  • Compound (N) is also commercially available as Irganox® PS 800 (ex Ciba Speciality Chemicals) and has a CAS No. 123-28-4.
  • the compositions of the present invention also include at least two other antioxidant compounds which are respectively a phenolic compound (c) and an aminic compound (d). Among the phenolic compounds, hindered phenols are preferred.
  • phenolic compounds include inter alia:
  • antioxidants which are preferred as the antioxidants may be represented by the generic formulae (VI) - (IX) below in which R 9 , R 10 , and R ⁇ are the same or different alkyl groups from 3-9 carbon atoms and x and y are integers from 1 to 4.
  • Suitable aminic compounds which may be used in the compositions of the present invention are diaryl amines, aryl naphthyl amines and alkyl derivatives of diaryl amines and the aryl naphthyl amines.
  • Prefened aminic antioxidants are represented by the formulae (X) and (XI) wherein each of R ⁇ 2 and R ⁇ 3 is a hydrogen atom or represents the same or different alkyl groups from 1-8 carbon atoms.
  • Monoalkyldiphenyl amines such as eg monooctyldiphenyl amine and monononyl diphenyl amine; dialkyldiphenyl amines such as eg 4,4'-dibutyldiphenyl amine, 4,4'-dipentyldiphenyl amine, 4,4'-dihexyldiphenyl amine, 4,4'-diheptyldiphenyl amine,
  • the trinuclear organomolybdenum compound (a) and the antioxidants comprising the hydrocarbyl thioester (b), a phenolic compound (c) and an aminic compound (d) will form a minor component of the total lubricant composition.
  • the trinuclear organomolybdenum compound typically will comprise about 0.05 to about 5.00 wt %, preferably from 0.1-2.0% by weight of the total composition.
  • the concentration of molybdenum in such compositions is suitably up to 3000 ppm, preferably from 25-3000 ppm and more preferably from 50-2000 ppm.
  • the combined thioester, phenolic and aminic antioxidants in such compositions is suitably from about 0.10 to about 3.0 wt % of the total composition.
  • the lubricating oil composition comprises in addition to the trinuclear organomolybdenum compound (a), a mixture of antioxidants comprising the hydrocarbyl ester (b) the phenolic compound (c) and the aminic compound (d) described above in a weight ratio of the trinuclear molybdenum compound to these antioxidants ranging from about 80:20 to about 20:80, preferably typically 50:50.
  • the trinuclear organomolybdenum compound (a) and the combined antioxidants (b), (c) and (d) may be admixed with a carrier liquid in the form of a concentrate.
  • the combined concentration of these four components in the concentrate may vary from 1 to 80% by weight, and will preferably be in the range of 5 to 10% by weight.
  • the trinuclear organomolybdenum compound and antioxidants combination of the present invention can be used with any of the conventional dispersants used hitherto in the lubricating compositions.
  • dispersants include inter alia the polyalkylene succinimides, Mannich condensation products of polylalkylphenol-formaldehyde polyamine and boronated derivatives thereof.
  • ashless dispersants such as the ashless succinimides, especially the polyisobutenyl succinimides of a polyamine such as eg tetraethylenepentamine or its homologues, benzylamine ashless dispersants, and ester ashless dispersants.
  • the dispersants are generally used in the compositions of the present invention in an amount ranging from about 2-10% by weight based on the total weight of the lubricant composition, preferably from about 4-8% by weight.
  • these lubricating compositions may include additives commonly used in lubricating oils especially crankcase lubricants, such as antiwear agents, detergents, rust inhibitors, viscosity index improvers, extreme-pressure agents, friction modifiers, conosion inhibitors, emulsifying aids, pour point depressants, anti-foams and the like.
  • crankcase lubricants such as antiwear agents, detergents, rust inhibitors, viscosity index improvers, extreme-pressure agents, friction modifiers, conosion inhibitors, emulsifying aids, pour point depressants, anti-foams and the like.
  • a feature of the present invention is that lubricant compositions comprising high saturates base oils and trinuclear organomolybdenum compounds in combination with the antioxidants (b), (c) and (d) provide unexpected improvement in oxidation control and significant benefits in fuel economy.
  • the present invention confers the added benefits of viscosity increase control and dispersancy retention over compositions which contain only one of these antioxidants used alone.
  • HIE 2 double length Sequence HIE test
  • KN 0 viscosity increase
  • the lubricant compositions below (each of which contained the same conventional detergent inihibitor package in the same amount and is hereafter identified as "DI") were tested in the extended ERCOT test which is carried out at atmospheric pressure, a temperature of 165°C using an iron acetyl acetonate catalyst and the test was conducted over a duration of 64-168 hours. Air was bubbled through a lubricant composition to be tested at the rate of 1.7 litres per minute. The results are tabulated below. In the Tables the following abbreviations have been used: PD ⁇ 5203 - Trinuclear Molybdenum dithiocarbamate (ex Infineum, containing

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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)
  • Lubricants (AREA)

Abstract

L'invention concerne une composition d'huile lubrifiante comprenant une quantité importante d'huile présentant une viscosité de lubrification, et une petite quantité d'un composé (a) organo molybdène trinucléaire soluble ou dispersible dans l'huile, (b) d'un composé sulfuré, (c) d'un antioxydant phénolique, et (d) d'un antioxydant aminofonctionnel, le composé sulfuré étant un ester hydrocarbyle d'un acide thiodicarboxylique. Ces compositions présentent une stabilité à l'oxydation largement supérieure aux compositions ne contenant pas cette combinaison d'antioxydants.
PCT/EP2001/001164 2000-02-14 2001-02-02 Compositions d'huile lubrifiante Ceased WO2001059041A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2001246415A AU2001246415A1 (en) 2000-02-14 2001-02-02 Lubricating oil compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0003380A GB2359089A (en) 2000-02-14 2000-02-14 Lubricating oil compositions
GB0003380.3 2000-02-14

Publications (1)

Publication Number Publication Date
WO2001059041A1 true WO2001059041A1 (fr) 2001-08-16

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PCT/EP2001/001164 Ceased WO2001059041A1 (fr) 2000-02-14 2001-02-02 Compositions d'huile lubrifiante

Country Status (4)

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AR (1) AR027298A1 (fr)
AU (1) AU2001246415A1 (fr)
GB (1) GB2359089A (fr)
WO (1) WO2001059041A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004004500A1 (de) 2004-01-23 2005-08-11 Joh. Clouth Gmbh & Co. Kg Klinge für eine Schabvorrichtung und Verfahren zum Herstellen einer derartigen Klinge
WO2005078054A1 (fr) * 2004-02-03 2005-08-25 Chemtura Corporation Compositions lubrifiantes comportant un melange antioxydant
WO2006005711A1 (fr) * 2004-07-08 2006-01-19 Shell Internationale Research Maatschappij B.V. Composition d'huile lubrifiante

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113166671A (zh) * 2018-11-28 2021-07-23 巴斯夫欧洲公司 用于低粘性聚亚烷基二醇基础油料的抗氧化剂混合物

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4395343A (en) * 1981-08-07 1983-07-26 Chevron Research Company Antioxidant combinations of sulfur containing molybdenum complexes and organic sulfur compounds
US5091099A (en) * 1988-06-09 1992-02-25 Ciba-Geigy Corporation Lubricating oil composition
WO1998026030A1 (fr) * 1996-12-13 1998-06-18 Exxon Research And Engineering Company Compositions d'huile lubrifiante contenant des complexes de molybdene organiques

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6010987A (en) * 1996-12-13 2000-01-04 Exxon Research And Engineering Co. Enhancement of frictional retention properties in a lubricating composition containing a molybdenum sulfide additive in low concentration
US6143701A (en) * 1998-03-13 2000-11-07 Exxon Chemical Patents Inc. Lubricating oil having improved fuel economy retention properties
GB9813070D0 (en) * 1998-06-17 1998-08-19 Exxon Chemical Patents Inc Lubricant compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4395343A (en) * 1981-08-07 1983-07-26 Chevron Research Company Antioxidant combinations of sulfur containing molybdenum complexes and organic sulfur compounds
US5091099A (en) * 1988-06-09 1992-02-25 Ciba-Geigy Corporation Lubricating oil composition
WO1998026030A1 (fr) * 1996-12-13 1998-06-18 Exxon Research And Engineering Company Compositions d'huile lubrifiante contenant des complexes de molybdene organiques

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004004500A1 (de) 2004-01-23 2005-08-11 Joh. Clouth Gmbh & Co. Kg Klinge für eine Schabvorrichtung und Verfahren zum Herstellen einer derartigen Klinge
WO2005078054A1 (fr) * 2004-02-03 2005-08-25 Chemtura Corporation Compositions lubrifiantes comportant un melange antioxydant
US7494960B2 (en) 2004-02-03 2009-02-24 Crompton Corporation Lubricant compositions comprising an antioxidant blend
CN100523151C (zh) * 2004-02-03 2009-08-05 科聚亚公司 包含抗氧化剂掺合物的润滑剂组合物
WO2006005711A1 (fr) * 2004-07-08 2006-01-19 Shell Internationale Research Maatschappij B.V. Composition d'huile lubrifiante

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Publication number Publication date
GB2359089A (en) 2001-08-15
AR027298A1 (es) 2003-03-19
AU2001246415A1 (en) 2001-08-20
GB0003380D0 (en) 2000-04-05

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