WO2004113479B1 - Lubricating oil composition with antiwear performance - Google Patents

Lubricating oil composition with antiwear performance

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Publication number
WO2004113479B1
WO2004113479B1 PCT/US2004/018801 US2004018801W WO2004113479B1 WO 2004113479 B1 WO2004113479 B1 WO 2004113479B1 US 2004018801 W US2004018801 W US 2004018801W WO 2004113479 B1 WO2004113479 B1 WO 2004113479B1
Authority
WO
WIPO (PCT)
Prior art keywords
hydrocarbyl
lubricating oil
composition
oil composition
group
Prior art date
Application number
PCT/US2004/018801
Other languages
French (fr)
Other versions
WO2004113479A1 (en
Inventor
Betsy J Butke
Original Assignee
Lubrizol Corp
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 Lubrizol Corp filed Critical Lubrizol Corp
Priority to EP04755146A priority Critical patent/EP1633835A1/en
Publication of WO2004113479A1 publication Critical patent/WO2004113479A1/en
Publication of WO2004113479B1 publication Critical patent/WO2004113479B1/en

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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
    • 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
    • C10M141/10—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 phosphorus-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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
    • 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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102—Aliphatic fractions
    • C10M2203/1025—Aliphatic fractions used as base material
    • 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
    • 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • 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
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106—Thiadiazoles
    • 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
    • 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
    • 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
    • C10N2030/04—Detergent property or dispersant property
    • 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
    • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • 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
    • C10N2030/14—Metal deactivation
    • 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
    • C10N2030/66—Hydrolytic stability
    • 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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Abstract

The present invention relates to a lubricating oil composition containing: (1) an antiwear package comprising: (a) a hydrocarbyl phosphate and amine salt thereof; and (b) an alkylene coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a a,ß-unsaturated carbonyl containing compound; (2) an antioxidant package comprising: (a) a hydrocarbyl diphenylamine; and (b) a sterically hindered phenol; (3) a metal deactivator; and (4) an oil of lubricating viscosity. The invention further relates to the process to make the lubricating oil composition and its use in industrial fluids especially hydraulic fluids.

Claims

AMENDED CLAIMS [received by the International Bureau on 17 January 2005 (17.01.05); original claims 1-20 are replaced by amended claims 1-10; (4 pages);]What is claimed, is:
1. (Currently Amended) Λ lubricating oil composition comprising: (1) an anti ear package comprising: (a) a hydrocarbyl phosphate and atnine salt thereof; and (b) an alkyleπe coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a α,β-unsaturated carbonyl containing compound, wherein the alkylcnc coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a αJβ-uπsai.Liτated carbonyl containing compound is represented by the formula:
Figure imgf000002_0001
wherein:
J5, J6, J7, J8 are independently sulphur or oxygen, provided at least one of J5, J6, J7, Js is sulphur, ii is 1 or 2 provided that m + n = 2, except when R12 is hydrogen; m is 0 or 1 provided that m + n - 2, except when R is hydrogen;
R6 R7 Rs and R9 are independently hydrogen or a hydrocarbyl group;
R10 and R1 ] are independently hydrogen or an alkyl group;
R12 is hydrogen, hydrocarbylene or an oxygen containing hydrocarbylene group
Optionally containing ether linkages; is hydrogen or a hydrocarbyl group; and T is -S- or -NR14, wherein R14 is hydrogen or a hydrocarbyl group; (2) an antioxidant package comprising: (a) a hydrocarbyl diphenylamine; and (b) a sterically hindered phenol; (3) a metal deactivator; and (4) an oil of lubricating viscosity.
2. The composition of claim 1 wherein the hydrocarbyl phosphate amine salt is represented by the formula:
Figure imgf000003_0001
wherein J1, J2, J3, J4 are independently oxygen or sulphur; R1 and R2 are independently hydrogen or a hydrocarbyl group; and R3, R4 and R5 are independently hydrogen or alkyl.
3. The composition of claim 1, wherein the lubricating oil composition is substantially free of to free of metal cations.
4. The composition of claim 1 wherein the hydrocarbyl diphenylamine is represented by the following formula:
Figure imgf000003_0002
wherein R15 can be the same or different and is independently hydrogen or a hydrocarbyl group; and z is independently 0, 1, 2, or 3, provided that at least one aromatic ring contains a hydrocarbyl group.
5. The composition of claim 1 wherein a sterically hindered phenol that can be represented by the formula:
Figure imgf000003_0003
wherein: Rlδ and R17 are independently alkyl groups; Q is hydrogen or a hydrocarbyl group; and v is 1, 2 or 3.
yx
6. The composition of claim 1 wherein the metal deactivator is a derivative of benzotriazole containing hydrocarbyl substitutions which include al least one of the following ring positions 1- or 2- or 4- or 5- or 6- or 1-, a 2,5-bis(alkyl- dithio)-l33-4-thiadiazoJe or combinations thereof.
7. The composition of claim 1 further comprising at least one performance additive selected from the group consisting of rust inhibitors, foam inhibitors, demulsifϊers, friction modifiers, viscosity modifiers, pour point depressants and mixtures thereof.
8. The composition of claim 1 wherein the hydrocarbyl phosphate aminc salt is present in the range from about 0.01 to about 5 weight percent of the lubricating oil composition; wherein the alkyleπe coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a α„β-unsaturated carbonyl containing compound is present in the range from about 0.01 to about 5 weight percent of the lubricating oil composition; wherein the hydrocarbyl diphenylamine is present in the range from about 0.01 to about 5 weight percent of the lubricating oil composition; wherein the sterically hindered phenol is present in the range from about 0.01 to about 5 weight percent of the lubricating oil composition; wherein the metal deactivator is present in the range from about 0,0001 to about 5 weight percent of the lubricating oil composition^ and wherein the oil of lubricating viscosity is present in the range from about 34 to about 99.96 weight percent of the lubricating oil composition.
9. A process for preparing a lubricating oil composition comprising the steps of: (1) mixing at least one metal deactivator, in a hydrocarbyl phosphate and amine salt thereof; and (2) adding and mixing substantially all of the product of step (1) to an alkylene coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a ,β- unsaturated carbonyl containing compound, and substantially all of the antioxidant package selected f om the group comprising a hydrocarbyl diphenylamine, a sterically hindered phenol and mixtures thereof sequentially, separately or combinations thereof to form a mixture; and (3) adding and mixing the resultant mixture of step (2) into the oil of lubricating viscosity or mixtures thereof.
10. A process to prepare a concentrate of a lubricating oil composition comprising the steps of: (1) mixing at least one metal deactivator, in a hydrocarbyl phosphate and amine salt thereof; and (2) adding and mixing substantially all of the product of step (1) to i alkylene coupled adduct of a hydrocarbyl substituted dithiophosphoric acid and a α,β- unsaturated carbonyl containing compound, and substantially all of the antioxidant package selected from the group comprising a hydrocarbyl diphenylamine, a sterically hindered phenol and mixtures tliereof sequentially, separately or combinations thereor to form a mixture; and (3) adding with mixing to the resultant mixture of step (2) a sufficient portion of the lubricating oil, base oil, diluent oil or mixtures thereof to form a concentrate of the lubricating oil composition.
PCT/US2004/018801 2003-06-18 2004-06-14 Lubricating oil composition with antiwear performance WO2004113479A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP04755146A EP1633835A1 (en) 2003-06-18 2004-06-14 Lubricating oil composition with antiwear performance

Applications Claiming Priority (2)

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US10/463,932 2003-06-18
US10/463,932 US20040259743A1 (en) 2003-06-18 2003-06-18 Lubricating oil composition with antiwear performance

Publications (2)

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WO2004113479B1 true WO2004113479B1 (en) 2005-03-17

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Country Status (4)

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EP (1) EP1633835A1 (en)
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WO (1) WO2004113479A1 (en)

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US20040259743A1 (en) 2004-12-23
CN1826401A (en) 2006-08-30
WO2004113479A1 (en) 2004-12-29

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