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WO2001064820A1 - Lubricating composition containing a blend of a polyalkylene glycol and an alkyl aromatic and process of lubricating - Google Patents

Lubricating composition containing a blend of a polyalkylene glycol and an alkyl aromatic and process of lubricating Download PDF

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Publication number
WO2001064820A1
WO2001064820A1 PCT/US2000/005339 US0005339W WO0164820A1 WO 2001064820 A1 WO2001064820 A1 WO 2001064820A1 US 0005339 W US0005339 W US 0005339W WO 0164820 A1 WO0164820 A1 WO 0164820A1
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WO
WIPO (PCT)
Prior art keywords
lubricating
basestock
alkyl
polyalkylene glycol
blend
Prior art date
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Ceased
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PCT/US2000/005339
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French (fr)
Inventor
John C. Tolfa
Kenneth C. Lilje
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Lubrizol Corp
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Lubrizol Corp
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Filing date
Publication date
Priority claimed from US09/253,605 external-priority patent/US6127324A/en
Application filed by Lubrizol Corp filed Critical Lubrizol Corp
Priority to PCT/US2000/005339 priority Critical patent/WO2001064820A1/en
Priority to AU2000233891A priority patent/AU2000233891A1/en
Publication of WO2001064820A1 publication Critical patent/WO2001064820A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M111/00Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
    • C10M111/04Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06Well-defined aromatic compounds
    • C10M2203/065Well-defined aromatic compounds used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/1033Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
    • C10M2209/1055Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/106Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
    • C10M2209/1065Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/108Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
    • C10M2209/1085Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • C10M2209/1095Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/064Di- and triaryl amines
    • C10M2215/065Phenyl-Naphthyl amines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10Inhibition of oxidation, e.g. anti-oxidants
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/24Emulsion properties
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/30Refrigerators lubricants or compressors lubricants

Definitions

  • the present invention relates to a lub ⁇ cating basestock and a lub ⁇ cating composition containing a blend of a polyalkylene glycol and an alkyl aromatic
  • the alkyl aromatic is an alkyl naphthalene
  • the basestock can be used alone or m combination with oils of lub ⁇ cating viscosity, with or without additives, to form the lub ⁇ cating composition
  • the compositions are particularly useful for environments having high temperature and high pressure conditions, such as when operating a positive displacement compressor, such as a reciprocating rotary vane, scroll, or rotary screw air compressor
  • Lub ⁇ cating oils have been used in the past to lub ⁇ cate the bea ⁇ ngs of positive displacement compressors, to seal the rotors, and to cool the compressed gases
  • Oxidation stability and varnish and deposit control are some of the important properties desirable in a lub ⁇ cant for maximizing the life of the lub ⁇ cant, and hence, the life of the equipment, especially under the high temperature and pressure conditions created when operating a positive displacement compressor, such as a reciprocating rotary vane, scroll, or rotary screw air compressor
  • Japanese Patent No 2-286792 published on November 26, 1990, is directed to preventing oxidation dete ⁇ oration Specifically, it relates to a lub ⁇ cating oil composition comprising, as an essential component, 1 -naphthol, blended in a base oil containing 5% by weight or more of an alkyl naphthalene.
  • Japanese Patent No. 2-286792 published on November 26, 1990, is directed to preventing oxidation dete ⁇ oration Specifically, it relates to a lub ⁇ cating oil composition comprising, as an essential component, 1 -naphthol, blended in a base oil containing 5% by weight or more of an alkyl naphthalene.
  • 2-286792 forms a 1-naphthol/alkyl aromatic blend, and adds this blend to any material suitable for use as a lubricating oil.
  • the present invention relates to a lubricating basestock comprising a blend of
  • additives such as antioxidants, corrosion inhibitors, and metal passivitors, can be added to the lubricating basestock.
  • the lubricating composition is free of naphthol.
  • the blend can also be used in combination with a variety of oils of lubricating viscosity, with or without additives therein.
  • the lubricating composition exhibits improved oxidation and thermal stability, demulsibihty, and hydrolytic stability.
  • the lubricating composition is particularly useful as a positive displacement compressor lubricant, such as a reciprocating rotary vane lubricant, a scroll lubricant, or a rotary screw air compressor lubricant.
  • the lubricating basestocks of this invention are useful as thermally and oxidatively stable lubricants. They can be used alone as a lubricant, or they can be combined with at least one oil of lubricating viscosity, including natural and synthetic lubricating oils, and mixtures thereof.
  • the lubricating basestocks of the present invention can also be combined with additives or both oils and additives.
  • the lubricating basestock comprises a blend of (A) at least one of a polyalkylene glycol and (B) at least one of an alkyl aromatic.
  • the polyalkylene glycol has a number average molecular weight of about 200 to about 8000, preferably about 500 to 5000.
  • the polyaklyene glycol has a kinematic viscosity at 40°C of about 15 to about 500 cSt, preferably of about 22 to about 500 cSt, more preferably of about 22 to about 370 cSt, and most preferably of about 22 to about 220 cSt.
  • component (A) is a polyalkylene glycol represented by the following formula:
  • the alkyl has from 1 to about 8 carbon atoms.
  • the alkyl is CH 3 or CH 2 CH 3 .
  • the integer n has a value from 8 to 25, preferably from 10 to 20.
  • the number average molecular weight of the polyalkylene glycol is from about 200 to about 8,000, preferably from about 500 to about 5000.
  • R 3 is H, an alkyl having from about 1 about 30 carbons, preferably from about 1 to about 24 carbons, more preferably from about 1 to about 12 carbons, and most preferably from about 1 to about 6 carbons, or an acyl having from about 1 to about 30 carbons, preferably from about 1 to about 24 carbons, more preferably from about 1 to about 12, and most preferably from about 1 to about 6 carbons, and m is from 1 to 8.
  • Rj is H or CH 3 when R 2 is CH 3
  • R 2 is H or CH 3
  • suitable examples of component (A) are polyalkylene glycols prepared with initiators containing from 1-8 active hydrogens prepared from alkylene oxides having from 2 to about 12 carbons, including ethylene oxide, propylene oxide or butylene oxide. The oxides may be polymerized alone (homopolymers) or as mixtures (co- or tri- polymers).
  • Another suitable polyalkylene glycol is prepared from a non-amine initiator having 1-4 active hydrogens, and having a kinematic viscosity at 40°C of about 22 to about 220 cSt.
  • Commercially available examples of polyalkylene glycols used for component (A) are WI 165 ® and WI 285 ® , available at BASF.
  • non-amine initiator is explained as follows. Polyalkylene glycols are polymeric products where the monomers are epoxides of low carbon number olefins (ethylene, propylene, and butylene oxides are the typical ones used). An initiator must be used to start the polymerization reaction which is used to prepare the basestock products.
  • the initiators are typically described as chemicals having active hydrogens. This means chemicals which have hydrogens which can be relatively easily removed with base. Active hydrogens are ones which are bonded to heteroatoms (e.g. oxygen, nitrogen, sulphur, phosphorous).
  • non-amine initiators oxygen initiators
  • nitrogen initiators referred to as amine initiators
  • amine initiators alkyl amines, aryl amines, diamines, and polyamines
  • Sulfur and phosphorous initiators are not typically used to make polyalkylene glycols.
  • U.S. 4,302,343 sets forth oxidation stability data showing that amine initiated polyalkylene glycols are not oxidatively stable even when typical antioxidant packages are present. The present invention therefore utilizes non-amine initiators.
  • the basestock also includes component (B), at least one alkyl aromatic.
  • the alkyl aromatics used in this invention have a kinematic viscosity at 40°C of about 5 cSt to about 800 cSt, preferably from about 15 to about 500 cSt, and most preferably from about 15 cSt to about 220 cSt, and are selected from alkyl benzenes, alkyl naphthalenes, alkyl anthracenes, and alkyl phenanthrenes, or mixtures thereof.
  • alkyl aromatics Commercially available examples of such alkyl aromatics are RF 150 ® and RF 300 ® , available at Soltex, and Zerol 150 ® , Zerol 300 ® , and Zerol 500 ® , available at Scheve Chemical.
  • the preferred alkyl aromatics are alkyl naphthalenes.
  • Commercially available examples of such alkyl naphthalenes are MCP 917 ® and MCP-968 ® , available at Mobil Chemical.
  • the alkyl aromatic is one formed from alkylating agents having from 1 to about 6 carbon atoms, preferably from 1 to about 12 carbon atoms, and most preferably from 1 to about 24 carbon atoms.
  • the alkyl aromatic used in the basestock is mono or di alkylated with an alkylating agent, forming an alkyl aromatic having one or more alkyl groups having from about 6 to about 30 carbons, and having a kinematic viscosity at 40°C of about 15 cSt to about 500 cSt.
  • a preferred alkyl naphthalene is one that has been mono or di alkylated with an alkylating agent, and having from about 10 to about 20 carbon atoms and a kinematic viscosity at 40°C of from about 15 cSt to about 220 cSt.
  • the alkyl aromatic such as an alkyl naphthalene
  • suitable means known in the art typically by Friedel-Crafts alkylation reactions.
  • Non limiting examples of zeolites employed as Friedel-Crafts catalysts are shown in U.S. Patent No. 4,714,794.
  • the use of zeolite MCM-22 is set forth in U.S. Patent No. 4,954,325, which produces particularly linear alkyl substituents having good lubricant properties and good oxidative and thermal stability. Both of these patents are hereby incorporated by reference in their entirety.
  • Blends of the foregoing polyalkylene glycols and alkyl aromatics in the lubricating basestock range from about 95% to about 5% polyalkylene glycol and from about 5% to about 95% alkyl aromatic, based upon the total weight of the polyalkylene glycol/alkyl aromatic blend.
  • Preferable ranges are from about 95% to about 45% polyalkylene glycol and from about 5% to about 55% alkyl aromatic, based upon the total weight of the blend.
  • Most preferable ranges are from about 95% to about 60% polyalkylene glycol and from about 5% to about 40% alkyl aromatic, based upon the total weight of the blend.
  • the lubricating basestock blend of this invention can be used alone, or can be combined with one or more oils of lubricating viscosity, including natural and synthetic lubricating oils, and mixtures thereof, with or without additives.
  • the basestock blend can be combined with both oils of lubricating viscosity and additives.
  • the amount of lubricating basestock blend used according to the present invention is from about 10% to about 99%, preferably from about 20% to about 90% of the total weight of the lubricating composition.
  • Suitable mineral oils that can be used in conjunction with the basestock of the present invention include those having a viscosity range from about 20 to about 60 cSt at 40°C, preferably from about 30 cSt to about 40 cSt at 40°C. Such oils are refined from crude oil of any source. Standard refinery operations may be used in processing the mineral oil.
  • the general types of petroleum oils useful in the compositions of this invention are solvent neutrals, bright stocks, cylinder stocks, residual oils, hydrocracked basestocks, and paraffin oils including pale oils. Such oils and blends of them are produced by a number of conventional techniques which are widely known by those skilled in the art.
  • Suitable synthetic lubricating oils include hydrocarbon oils and halo- substituted hydrocarbon oils such as polymerized and interpolymerized olefins [e.g., hydrogenated polybutylenes, hydrogenated polypropylenes, hydrogenated propylene- isobutylene copolymers, chlorinated hydrogenated polybutylenes, hydrogenated poly(l-hexenes), hydrogenated poly(l-octenes), hydrogenated poly(l-decenes)]; alkylbenzenes [e.g., dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di(2- ethylhexyl) benzenes]; polyphenyls (e.g., biphenyls, terphenyls, alkylated polyphenyls); and alkylated diphenyl ethers and alkylated diphenyl sulfides and the derivatives, analogs and
  • Polyalkylene glycols other than those used for component (A) of the present invention that are useful as oils of lubricating viscosity include alkylene oxide polymers and interpolymers and derivatives thereof where the terminal hydroxyl groups have been modified by esterification, etherification. These constitute another class of known synthetic lubricating oils.
  • polyoxyalkylene polymers prepared by polymerization of ethylene oxide or propylene oxide, the alkyl and aryl ethers of these polyoxyalkylene polymers (e.g., methyl -polyisopropylene glycol ether having an average molecular weight of 1000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethyl ether of polypropylene glycol having a molecular weight of 1000-1500); and mono- and polycarboxylic esters thereof, for example, the acetic acid esters, mixed C 3 - C 8 fatty acid esters and C ]3 Oxo acid diester of tetraethylene glycol.
  • alkyl and aryl ethers of these polyoxyalkylene polymers e.g., methyl -polyisopropylene glycol ether having an average molecular weight of 1000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethy
  • Another suitable class of synthetic lubricating oils comprises the esters of dicarboxylic acids (e.g., phthalic acid, succinic acid, alkyl succinic acids and hydrogenated alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dimer, malonic acid, alkylmalonic acids) with a variety of alcohols (e.g., butyl alcohol, hexyl alcohol, dodecyl alcohol, 2- ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether, propylene glycol).
  • dicarboxylic acids e.g., phthalic acid, succinic acid, alkyl succinic acids and hydrogenated alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dim
  • esters include dibutyl adipate, di(2-ethylhexyl) sebacate, di-n-hexyl fumarate, dioctyl sebacate, diisooctyl azelate, diisodecyl azelate, 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 useful as synthetic oils also include those made from C 5 to C ⁇ 2 monocarboxylic acids and polyols and polyol ethers such as neopentyl glycol, trimethylolpropane, pentaerythritol, dipentaerythritol and tripentaerythritol.
  • Silicon-based oils such as the polyalkyl-, polyaryl-, polyalkoxy-, or polyaryloxysiloxane oils and silicate oils comprise another useful class of synthetic lubricants; they include tetraethyl silicate, tetraisopropyl silicate, tetra-(2-ethylhexyl) silicate, tetra-(4-methyl-2-ethylhexyl) silicate, tetra-(p-tert-butylphenyl) silicate, hexa-(4-methyl-2-pentoxy)disiloxane, poly(methyl)siloxanes and poly(methyl- phenyl) siloxanes.
  • Other synthetic lubricating oils include liquid esters of phosphorus-containing acids (e.g., tricresyl phosphate, trioctyl phosphate, diethyl ester of decylphosphonic acid) and polymeric tetrahydrofurans.
  • Typical vegetable oils that may be used as base oils or as components of the base oils include castor oil, olive oil, peanut oil, rapeseed oil, corn oil, sesame oil, cottonseed oil, soybean oil, sunflower oil, safflower oil, hemp oil, linseed oil, tung oil, oiticica oil, jojoba oil, meadowfoam oil, and the like. Such oils may be partially or fully hydrogenated, if desired.
  • the base oils used in the compositions of this invention may be composed of (i) one or more mineral oils, (ii) one or more synthetic oils, (iii) one or more vegetable oils, or (iv) a blend of (i) and (ii), or (i) and (iii), or (ii) and (iii), or (i), (ii) and (iii) does not mean that these various types of oils are necessarily equivalents of each other.
  • Certain types of base oils may be used in certain compositions for the specific properties they possess such as biodegradability, high temperature stability, non-flammability or lack of corrosivity towards specific metals (e.g. silver or cadmium).
  • the lub ⁇ cating basestock or lub ⁇ cating composition according to the present invention may also contain effective amounts of additives such as antioxidants, rust and corrosion inhibitors, metal deactivators, lub ⁇ city additives, antiwear additives, or such additives as may be required
  • additives such as t ⁇ cresyl phosphate (TCP) available at Syn-O-Add, 8484 ® available at Akzo-Nobel, or t ⁇ phenyl phosphorothionate (TPPT) available at Ciba Geigy
  • TCP t ⁇ cresyl phosphate
  • 8484 ® available at Akzo-Nobel
  • TPPT t ⁇ phenyl phosphorothionate
  • the finished lub ⁇ cant composition will contain the additive components in minor amounts sufficient to improve the performance charactenstics and properties of the oil of lubncating viscosity or basestock blend, or to both the base oil and basestock blend
  • the amounts of the respective components may vary m accordance with such
  • additives used for their known purpose can comp ⁇ se from about 10% to about 0 01% by weight of the total weight of the lubricant composition, and preferably from about 5% to about 001% by weight based on the total weight of the lubncating composition
  • useful antioxidants include phenyl naphthyl amines (alpha and/or beta), diphenyl amines, including alkylated diphenyl amines.
  • commercially available examples of such antioxidants are Irganox L-57® available at Ciba Geigy, and Valube 81® available at Vanderbilt Chemical.
  • Suitable antioxidants are also exemplified by phenolic antioxidants, aromatic amine antioxidants, sulfurized phenolic antioxidants, and organic phosphites, among others.
  • phenolic antioxidants include 2,6-di-tert-butylphenol, liquid mixtures of tertiary butylated phenols, 2,6-di-tert-butyl-4-methylphenol, 4,4'-methylenebis(2,6-di-tert- butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butyl-phenol), mixed methylene- bridged polyalkyl phenols, and 4,4'-thiobis(2-methyl-6-tert-butylphenol).
  • N,N'-Di- see-butyl-p-phenylenediamine, 4-isopropylaminodiphenyl amine, phenyl-alpha- naphthyl mine, phenyl-beta-naphthyl amine, and ring-alkylated diphenylamines serve as examples of aromatic amine antioxidants.
  • Commercially available antioxidants useful for the present invention also include Ethanox ® 702 available at the Ethyl Corporation, Irganox ® L-135 and Irganox ® L-118, Irganox L-06 ® available at Ciba Geigy, and RC-7130 ® available at Rhein Chemie.
  • Suitable rust and corrosion inhibitors are neutral metal sulfonates such as calcium sulfonate, magnesium sulfonate, sodium sulfonate, barium dinonylnaphthalene sulfonate, and calcium petroleum sulfonate.
  • Other types of rust or corrosion inhibitors which may be used comprise monocarboxylic acids and polycarboxylic acids.
  • suitable monocarboxylic acids are oleic acids, octanoic acid, decanoic acid and dodecanoic acid.
  • Suitable polycarboxylic acids include dimer and trimer acids such as are produced from such acids as tall oil fatty acids, oleic acid, and linoleic acid.
  • carboxylic acid based, metal free materials such as hydroxy alkyl carboxylic esters.
  • Another useful type of rust inhibitor for use in the practice of this invention is comprised of the alkenyl succinic acid and alkenyl succinic anhydride corrosion inhibitors such as, for example, tetrapropenylsuccinic acid, tetrapropenylsuccinic anhydride, tetradecenylsuccinic acid, tetradecenylsuccinic anhydride, hexadecenylsuccinic acid, hexadecenylsuccinic anhydride, and the like.
  • rust or conosion inhibitors include ether amines, acid phosphates; amines; polyethoxylated compounds such as ethoxylated amines, ethoxylated phenols, and ethoxylated alcohols; lmidazohnes; and aminosuccmic acids or de ⁇ vatives thereof Mixtures of such rust or co ⁇ osion inhibitors can be used U.S. Patent No 5,773,393 is incorporated in its entirety herein for its disclosure regarding rust and corrosion inhibitor additives.
  • a commercially available example of a conosion inhibitor is L-859 ® available at the Lubnzol Corporation.
  • suitable metal deactivators are complex organic nitrogen, oxygen and sulfur-containing compounds
  • compounds such as substituted benzotnazole, alkyl or acyl substituted 5,5'-methylene-b ⁇ s-benzotnazole, alkyl or acyl substituted 2,5-d ⁇ mercaptoth ⁇ azole, salts of salicylammoguamdine, and quinizann are useful.
  • Propylgallate is an example of a metal deactivator for magnesium
  • sebacic acid is an example of a deactivator for lead.
  • a commercially available example of a t ⁇ azole metal deactivator is Irgamet 39 ® available at Ciba Geigy.
  • An effective amount of the foregoing additives is generally in the range from about 0.005% to about 5% by weight of the total weight of the lubncant composition for the antioxidants, from about 0 005% to about 0.5% percent by weight based on the total weight of the lubncant composition for the co ⁇ osion inhibitors, and from about 0.001% to about 0.5% percent by weight of the total weight of the lub ⁇ cant composition for the metal deactivators. It is to be understood that more or less of the additives may be used depending upon the circumstances for which the lubncant compositions are to be used
  • compositions of this invention when used in a positive displacement compressor, such as a reciprocating rotary vane, a scroll, or a rotary screw air compressor, are selected so as to have a viscosity in the range of about 10 to about 150 centistokes at 40°C, preferably from about 22 to about 100 centistokes at 40°C, and most preferably of about 32 to about 68 centistokes at 40°C, and a pour point in the range of about -10°C to about -100°C , and preferably from about -20 to about -70°C
  • the present invention also is directed to a process of lubncating a piece of equipment, for example, a positive displacement compressor such as a reciprocating rotary vane, a scroll, or a rotary screw air compressor, whereby the life of the lubncant and the equipment is maximized since the lubncant has excellent oxidative and thermal stability, and since it exhibits excellent demulsibihty and hydrolytic stability, resulting in the reduction of formation of sludge, varnish, and other deposits that can reduce the life of a piece of equipment
  • a compressor operated according to the present invention operates longer than when using hydrocarbon- based lub ⁇ cants
  • the composition of the present invention will not form solids resulting from polymenzation of oxidation by-products often associated with hydrocarbon based lubncant failure
  • a compressor operated according to the present invention runs at a discharge operating temperature range of from about 150°F to about 250°F (about 65°C to about 120°C) The compressor can run as much at 24 hrs/day, seven
  • blends of the foregoing polyalkylene glycols and alkyl aromatics, with or without an oil of lub ⁇ cating viscosity and additives are useful in a va ⁇ ety of mechanical applications where thermal and oxidative stability, as well as demulsibihty, and hydrolytic stability are desired, particularly under high temperature and pressure conditions
  • Such applications include power steenng fluids, steam or gas turbine oils, compressor oils, hydraulic oils, and gear oils
  • blends of the foregoing polyalkylene glycols and alkyl aromatics are also useful in a va ⁇ ety of functional fluids including transformer oils, cutting fluids, brake fluids, heat transfer fluids, and secondary bnnes
  • PAG 165 is polyalkylene glycol ISO viscosity grade 32 (a polypropylene glycol)
  • PAG 285 is polyalkylene glycol ISO viscosity grade 46 (a polypropylene glycol)
  • AN is alkyl naphthalene according to the present invention
  • DPA is diphenyl amine
  • PANA is phenyl ⁇ naphthyl amine
  • PHEN is a hindered phenolic antioxidant
  • L-859 is a carboxylic acid based corrosion inhibitor
  • MCP is MCP 917, an alkyl naphthalene alkylated with C 14
  • the 70 and 30 are the ratios of the polyalkylene glycol and alkyl naphthalene in the lubricating blend. Therefore, "70” and “30” represent the amount of each blend component based on the total weight of the blend. Additives are added to this blend to make the lubricating composition. The amount of additive levels in Table 1 therefore represent the amount of each additive that is added, based upon the total weight of the lubricating composition comprising the blend and the additives.
  • Examples 1-5 of Table 1 illustrate two types of polyalkylene glycols, that is, PAG 165 and PAG 285, each used with a number of different antioxidant formulations. All of these formulations achieve superior performance compared to the commercially available Sullube formula, illustrated in Table 2 below. Table 2 shows that the basestock blend (the polyalkylene glycol and alkyl naphthalene) of the present invention gives excellent performance, regardless of the antioxidant package.
  • Sullube 32 is a Dow Product.
  • the basestock is a polypropylene glycol blended with a polyol ester formulated with a diphenyl amine, a barium sulfonate based conosion inhibitor, and a triazole. Examples 1-5 of Table 1 and Comparative Example (Sullube 32) are compared below in Table 2.
  • Table 2 lists the results of the Cincinnati Millacron Test.
  • the Cincinnati Millacron test is a measure of the thermal and oxidative stability of a lubricating composition. A sample of the lubricating composition touching copper and steel rods was heated at 275° F in a convection oven. Samples were taken weekly and the total acid number (TAN) is measured. An increase in TAN indicates oxidation is occurring. The Cincinnati Millacron Test shows oxidation stability by acid number increase. A TAN of >1 is an unacceptable result.
  • the values in Table 2 are the total acid number (mg KOH g) after storage for the stated time at 275°F in air.
  • Examples 1, 2, 3, 4, and 5 according to the present invention achieve a TAN value of less than 1.0 through week 8. Comparative
  • Example (Sollube 32) has a TAN value of greater than 1.0 by week 8. Therefore, it is evident that the present invention achieves superior thermal and oxidation stability.
  • Examples 1 and 2 of the present invention are further compared with the Comparative Example (Sullube 32) with respect to demulsibihty in Table 3 below.
  • Demulsibihty is determined by ASTM D-1401. This test shows how completely the tested lubricating composition separates from water. This test is particularly important for air compressor fluids because water is typically present in compressed air and must be removed from the system. The test mixes 40 ml water and 40 ml oil. The values in Table 3 represent the ml of clear phase after the test. The time represents the time in minutes for the separation to occur. An ideal result is complete separation of the phases in the shortest period of time. Complete separation of the phases is desired for demulsibihty.
  • the present invention achieves desirable demulsibihty as compared with the comparative example. That is, Table 3 indicates that phase separation is incomplete even after 30 minutes for Sullube 32, whereas complete separation occurs for Example 1 of the present invention, without additives, at 6 minutes, and for Example 2 of the present invention, without additives, at 7 minutes, and for Example 1 of the present invention, with additives, at 1 minute, and for Example 2 of the present invention, with additives, at 1 minute.

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Abstract

The present invention relates to a lubricating basestock comprising a blend of (A) at least one polyalkylene glycol and (B) at least one alkyl aromatic. Additives, such as antioxidants, corrosion inhibitors, and metal deactivators, can be added to the lubricating basestock. In one embodiment, the lubricating composition is free of naphthol. The blend can also be used in combination with a variety of oils of lubricating viscosity, with or without additives therein. According to the present invention, the lubricating composition exhibits excellent oxidation and thermal stability, demulsibility, and hydrolytic stability. The lubricating composition is particularly useful as a positive displacement compressor lubricant.

Description

Title LUBRICATING COMPOSITION CONTAINING A BLEND OF A POLYALKYLENE GLYCOL AND AN ALKYL AROMATIC AND PROCESS OF LUBRICATING
Technical Field
The present invention relates to a lubπcating basestock and a lubπcating composition containing a blend of a polyalkylene glycol and an alkyl aromatic In a preferred embodiment, the alkyl aromatic is an alkyl naphthalene The basestock can be used alone or m combination with oils of lubπcating viscosity, with or without additives, to form the lubπcating composition The compositions are particularly useful for environments having high temperature and high pressure conditions, such as when operating a positive displacement compressor, such as a reciprocating rotary vane, scroll, or rotary screw air compressor
Background of the Invention
Lubπcating oils have been used in the past to lubπcate the beaπngs of positive displacement compressors, to seal the rotors, and to cool the compressed gases Lubπcating oils typically used in the industry compπse a mineral oil or synthetic oil as a base oil, and vaπous additives for a particular purpose Oxidation stability and varnish and deposit control are some of the important properties desirable in a lubπcant for maximizing the life of the lubπcant, and hence, the life of the equipment, especially under the high temperature and pressure conditions created when operating a positive displacement compressor, such as a reciprocating rotary vane, scroll, or rotary screw air compressor
It has also been desirable in the industry to provide a lubπcating composition which does not deteπorate due to high temperatures Thermal stability of a lubπcating oil is therefore sought after There is also a need for a lubπcating composition exhibiting demulsibi ty and hydrolytic stability, particularly under high temperature and pressure conditions
Japanese Patent No 2-286792, published on November 26, 1990, is directed to preventing oxidation deteπoration Specifically, it relates to a lubπcating oil composition comprising, as an essential component, 1 -naphthol, blended in a base oil containing 5% by weight or more of an alkyl naphthalene. Japanese Patent No.
2-286792 forms a 1-naphthol/alkyl aromatic blend, and adds this blend to any material suitable for use as a lubricating oil.
Summary of the Invention
The present invention relates to a lubricating basestock comprising a blend of
(A) at least one polyalkylene glycol and (B) at least one alkyl aromatic. Additives, such as antioxidants, corrosion inhibitors, and metal passivitors, can be added to the lubricating basestock. In one embodiment, the lubricating composition is free of naphthol. The blend can also be used in combination with a variety of oils of lubricating viscosity, with or without additives therein.
According to the present invention, the lubricating composition exhibits improved oxidation and thermal stability, demulsibihty, and hydrolytic stability. The lubricating composition is particularly useful as a positive displacement compressor lubricant, such as a reciprocating rotary vane lubricant, a scroll lubricant, or a rotary screw air compressor lubricant.
Detailed Description of the Preferred Embodiments Lubricating basestocks
The lubricating basestocks of this invention are useful as thermally and oxidatively stable lubricants. They can be used alone as a lubricant, or they can be combined with at least one oil of lubricating viscosity, including natural and synthetic lubricating oils, and mixtures thereof. The lubricating basestocks of the present invention can also be combined with additives or both oils and additives.
The lubricating basestock comprises a blend of (A) at least one of a polyalkylene glycol and (B) at least one of an alkyl aromatic.
The polyalkylene glycol has a number average molecular weight of about 200 to about 8000, preferably about 500 to 5000. Here, as well as elsewhere in the specification, the ratio and range limits may be combined. The polyaklyene glycol has a kinematic viscosity at 40°C of about 15 to about 500 cSt, preferably of about 22 to about 500 cSt, more preferably of about 22 to about 370 cSt, and most preferably of about 22 to about 220 cSt.
In a preferred embodiment, component (A) is a polyalkylene glycol represented by the following formula:
Z-(-(CHR,-CHR2-0)n-R3)m wherein Z is a residue of a non-amine initiator having from 1-8 active hydrogens, and R] and R2 are independently H, or an alkyl. In one embodiment, the alkyl has from 1 to about 8 carbon atoms. In another embodiment, the alkyl is CH3 or CH2CH3. The integer n has a value from 8 to 25, preferably from 10 to 20. The number average molecular weight of the polyalkylene glycol is from about 200 to about 8,000, preferably from about 500 to about 5000. R3 is H, an alkyl having from about 1 about 30 carbons, preferably from about 1 to about 24 carbons, more preferably from about 1 to about 12 carbons, and most preferably from about 1 to about 6 carbons, or an acyl having from about 1 to about 30 carbons, preferably from about 1 to about 24 carbons, more preferably from about 1 to about 12, and most preferably from about 1 to about 6 carbons, and m is from 1 to 8. In another preferred embodiment, Rj is H or CH3 when R2 is CH3, and R2 is H or CH3 or
Figure imgf000004_0001
Although component (A) can be prepared in a number of ways, suitable examples of component (A) are polyalkylene glycols prepared with initiators containing from 1-8 active hydrogens prepared from alkylene oxides having from 2 to about 12 carbons, including ethylene oxide, propylene oxide or butylene oxide. The oxides may be polymerized alone (homopolymers) or as mixtures (co- or tri- polymers). Another suitable polyalkylene glycol is prepared from a non-amine initiator having 1-4 active hydrogens, and having a kinematic viscosity at 40°C of about 22 to about 220 cSt. Commercially available examples of polyalkylene glycols used for component (A) are WI 165® and WI 285®, available at BASF.
The meaning of the term "non-amine initiator" is explained as follows. Polyalkylene glycols are polymeric products where the monomers are epoxides of low carbon number olefins (ethylene, propylene, and butylene oxides are the typical ones used). An initiator must be used to start the polymerization reaction which is used to prepare the basestock products. The initiators are typically described as chemicals having active hydrogens. This means chemicals which have hydrogens which can be relatively easily removed with base. Active hydrogens are ones which are bonded to heteroatoms (e.g. oxygen, nitrogen, sulphur, phosphorous). It is common in the industry when making polyalkylene glycols to use oxygen initiators, referred to as non-amine initiators, (alcohols, water, diols, glycerols and/or other polyols), although some products are made using nitrogen initiators, referred to as amine initiators, (alkyl amines, aryl amines, diamines, and polyamines). Sulfur and phosphorous initiators are not typically used to make polyalkylene glycols. U.S. 4,302,343 sets forth oxidation stability data showing that amine initiated polyalkylene glycols are not oxidatively stable even when typical antioxidant packages are present. The present invention therefore utilizes non-amine initiators. The basestock, as described earlier, also includes component (B), at least one alkyl aromatic. The alkyl aromatics used in this invention have a kinematic viscosity at 40°C of about 5 cSt to about 800 cSt, preferably from about 15 to about 500 cSt, and most preferably from about 15 cSt to about 220 cSt, and are selected from alkyl benzenes, alkyl naphthalenes, alkyl anthracenes, and alkyl phenanthrenes, or mixtures thereof. Commercially available examples of such alkyl aromatics are RF 150® and RF 300®, available at Soltex, and Zerol 150®, Zerol 300®, and Zerol 500®, available at Shrieve Chemical. The preferred alkyl aromatics are alkyl naphthalenes. Commercially available examples of such alkyl naphthalenes are MCP 917® and MCP-968®, available at Mobil Chemical. In one embodiment, the alkyl aromatic is one formed from alkylating agents having from 1 to about 6 carbon atoms, preferably from 1 to about 12 carbon atoms, and most preferably from 1 to about 24 carbon atoms. In another embodiment, the alkyl aromatic used in the basestock is mono or di alkylated with an alkylating agent, forming an alkyl aromatic having one or more alkyl groups having from about 6 to about 30 carbons, and having a kinematic viscosity at 40°C of about 15 cSt to about 500 cSt. A preferred alkyl naphthalene is one that has been mono or di alkylated with an alkylating agent, and having from about 10 to about 20 carbon atoms and a kinematic viscosity at 40°C of from about 15 cSt to about 220 cSt.
The alkyl aromatic, such as an alkyl naphthalene, may be conveniently prepared using any suitable means known in the art, typically by Friedel-Crafts alkylation reactions. Non limiting examples of zeolites employed as Friedel-Crafts catalysts are shown in U.S. Patent No. 4,714,794. The use of zeolite MCM-22 is set forth in U.S. Patent No. 4,954,325, which produces particularly linear alkyl substituents having good lubricant properties and good oxidative and thermal stability. Both of these patents are hereby incorporated by reference in their entirety.
Blends of the foregoing polyalkylene glycols and alkyl aromatics in the lubricating basestock range from about 95% to about 5% polyalkylene glycol and from about 5% to about 95% alkyl aromatic, based upon the total weight of the polyalkylene glycol/alkyl aromatic blend. Preferable ranges are from about 95% to about 45% polyalkylene glycol and from about 5% to about 55% alkyl aromatic, based upon the total weight of the blend. Most preferable ranges are from about 95% to about 60% polyalkylene glycol and from about 5% to about 40% alkyl aromatic, based upon the total weight of the blend. Lubricating Composition As discussed earlier, the lubricating basestock blend of this invention can be used alone, or can be combined with one or more oils of lubricating viscosity, including natural and synthetic lubricating oils, and mixtures thereof, with or without additives. The basestock blend can be combined with both oils of lubricating viscosity and additives. When combined with other components, the amount of lubricating basestock blend used according to the present invention is from about 10% to about 99%, preferably from about 20% to about 90% of the total weight of the lubricating composition.
Suitable mineral oils that can be used in conjunction with the basestock of the present invention include those having a viscosity range from about 20 to about 60 cSt at 40°C, preferably from about 30 cSt to about 40 cSt at 40°C. Such oils are refined from crude oil of any source. Standard refinery operations may be used in processing the mineral oil. Among the general types of petroleum oils useful in the compositions of this invention are solvent neutrals, bright stocks, cylinder stocks, residual oils, hydrocracked basestocks, and paraffin oils including pale oils. Such oils and blends of them are produced by a number of conventional techniques which are widely known by those skilled in the art.
Suitable synthetic lubricating oils include hydrocarbon oils and halo- substituted hydrocarbon oils such as polymerized and interpolymerized olefins [e.g., hydrogenated polybutylenes, hydrogenated polypropylenes, hydrogenated propylene- isobutylene copolymers, chlorinated hydrogenated polybutylenes, hydrogenated poly(l-hexenes), hydrogenated poly(l-octenes), hydrogenated poly(l-decenes)]; alkylbenzenes [e.g., dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di(2- ethylhexyl) benzenes]; polyphenyls (e.g., biphenyls, terphenyls, alkylated polyphenyls); and alkylated diphenyl ethers and alkylated diphenyl sulfides and the derivatives, analogs and homologs thereof. Polyalkylene glycols other than those used for component (A) of the present invention that are useful as oils of lubricating viscosity include alkylene oxide polymers and interpolymers and derivatives thereof where the terminal hydroxyl groups have been modified by esterification, etherification. These constitute another class of known synthetic lubricating oils. These are exemplified by polyoxyalkylene polymers prepared by polymerization of ethylene oxide or propylene oxide, the alkyl and aryl ethers of these polyoxyalkylene polymers (e.g., methyl -polyisopropylene glycol ether having an average molecular weight of 1000, diphenyl ether of polyethylene glycol having a molecular weight of 500-1000, diethyl ether of polypropylene glycol having a molecular weight of 1000-1500); and mono- and polycarboxylic esters thereof, for example, the acetic acid esters, mixed C3 - C8 fatty acid esters and C]3 Oxo acid diester of tetraethylene glycol.
Another suitable class of synthetic lubricating oils comprises the esters of dicarboxylic acids (e.g., phthalic acid, succinic acid, alkyl succinic acids and hydrogenated alkenyl succinic acids, maleic acid, azelaic acid, suberic acid, sebacic acid, fumaric acid, adipic acid, linoleic acid dimer, malonic acid, alkylmalonic acids) with a variety of alcohols (e.g., butyl alcohol, hexyl alcohol, dodecyl alcohol, 2- ethylhexyl alcohol, ethylene glycol, diethylene glycol monoether, propylene glycol). Specific examples of these esters include dibutyl adipate, di(2-ethylhexyl) sebacate, di-n-hexyl fumarate, dioctyl sebacate, diisooctyl azelate, diisodecyl azelate, 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 useful as synthetic oils also include those made from C5 to Cι2 monocarboxylic acids and polyols and polyol ethers such as neopentyl glycol, trimethylolpropane, pentaerythritol, dipentaerythritol and tripentaerythritol. Silicon-based oils such as the polyalkyl-, polyaryl-, polyalkoxy-, or polyaryloxysiloxane oils and silicate oils comprise another useful class of synthetic lubricants; they include tetraethyl silicate, tetraisopropyl silicate, tetra-(2-ethylhexyl) silicate, tetra-(4-methyl-2-ethylhexyl) silicate, tetra-(p-tert-butylphenyl) silicate, hexa-(4-methyl-2-pentoxy)disiloxane, poly(methyl)siloxanes and poly(methyl- phenyl) siloxanes. Other synthetic lubricating oils include liquid esters of phosphorus-containing acids (e.g., tricresyl phosphate, trioctyl phosphate, diethyl ester of decylphosphonic acid) and polymeric tetrahydrofurans.
Typical vegetable oils that may be used as base oils or as components of the base oils include castor oil, olive oil, peanut oil, rapeseed oil, corn oil, sesame oil, cottonseed oil, soybean oil, sunflower oil, safflower oil, hemp oil, linseed oil, tung oil, oiticica oil, jojoba oil, meadowfoam oil, and the like. Such oils may be partially or fully hydrogenated, if desired.
The fact that the base oils used in the compositions of this invention may be composed of (i) one or more mineral oils, (ii) one or more synthetic oils, (iii) one or more vegetable oils, or (iv) a blend of (i) and (ii), or (i) and (iii), or (ii) and (iii), or (i), (ii) and (iii) does not mean that these various types of oils are necessarily equivalents of each other. Certain types of base oils may be used in certain compositions for the specific properties they possess such as biodegradability, high temperature stability, non-flammability or lack of corrosivity towards specific metals (e.g. silver or cadmium). In other compositions, other types of base oils may be preferred for reasons of availability or low cost. Thus, the skilled artisan will recognize that while the vaπous types of base oils discussed above may be used in the compositions of this invention, they are not necessaπly functional equivalents of each other in every instance Oils of lubricating viscosity that cannot be used are those that are not miscible with one another Additives
As aforementioned, the lubπcating basestock or lubπcating composition according to the present invention may also contain effective amounts of additives such as antioxidants, rust and corrosion inhibitors, metal deactivators, lubπcity additives, antiwear additives, or such additives as may be required Commercially available examples of antiwear additives are additives such as tπcresyl phosphate (TCP) available at Syn-O-Add, 8484® available at Akzo-Nobel, or tπphenyl phosphorothionate (TPPT) available at Ciba Geigy In general, the finished lubπcant composition will contain the additive components in minor amounts sufficient to improve the performance charactenstics and properties of the oil of lubncating viscosity or basestock blend, or to both the base oil and basestock blend The amounts of the respective components may vary m accordance with such factors as the type and charactenstics of the base oil or basestock blend employed, the type and seventy of the service conditions for which the finished product is intended, for example, for use in a positive displacement compressor, such as a rotary screw compressor, a reciprocating rotary vane, or scroll, and the specific performance properties desired in the finished product The lubncating composition, however, does not contain naphthol In one embodiment, the lubricating composition consists essentially of a blend of (A) at least one polyalkylene glycol and (B) at least one alkyl aromatic, having excellent oxidation stability and thermal stability, and exhibiting excellent demulsibihty and hydrolytic stability, particularly under high temperature and pressure conditions
Generally, additives used for their known purpose can compπse from about 10% to about 0 01% by weight of the total weight of the lubricant composition, and preferably from about 5% to about 001% by weight based on the total weight of the lubncating composition Examples of useful antioxidants include phenyl naphthyl amines (alpha and/or beta), diphenyl amines, including alkylated diphenyl amines. Commercially available examples of such antioxidants are Irganox L-57® available at Ciba Geigy, and Valube 81® available at Vanderbilt Chemical. Suitable antioxidants are also exemplified by phenolic antioxidants, aromatic amine antioxidants, sulfurized phenolic antioxidants, and organic phosphites, among others. Examples of the phenolic antioxidants include 2,6-di-tert-butylphenol, liquid mixtures of tertiary butylated phenols, 2,6-di-tert-butyl-4-methylphenol, 4,4'-methylenebis(2,6-di-tert- butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butyl-phenol), mixed methylene- bridged polyalkyl phenols, and 4,4'-thiobis(2-methyl-6-tert-butylphenol). N,N'-Di- see-butyl-p-phenylenediamine, 4-isopropylaminodiphenyl amine, phenyl-alpha- naphthyl mine, phenyl-beta-naphthyl amine, and ring-alkylated diphenylamines serve as examples of aromatic amine antioxidants. Commercially available antioxidants useful for the present invention also include Ethanox® 702 available at the Ethyl Corporation, Irganox® L-135 and Irganox® L-118, Irganox L-06® available at Ciba Geigy, and RC-7130® available at Rhein Chemie.
Examples of suitable rust and corrosion inhibitors are neutral metal sulfonates such as calcium sulfonate, magnesium sulfonate, sodium sulfonate, barium dinonylnaphthalene sulfonate, and calcium petroleum sulfonate. Other types of rust or corrosion inhibitors which may be used comprise monocarboxylic acids and polycarboxylic acids. Examples of suitable monocarboxylic acids are oleic acids, octanoic acid, decanoic acid and dodecanoic acid. Suitable polycarboxylic acids include dimer and trimer acids such as are produced from such acids as tall oil fatty acids, oleic acid, and linoleic acid. Also useful are carboxylic acid based, metal free materials, such as hydroxy alkyl carboxylic esters. Another useful type of rust inhibitor for use in the practice of this invention is comprised of the alkenyl succinic acid and alkenyl succinic anhydride corrosion inhibitors such as, for example, tetrapropenylsuccinic acid, tetrapropenylsuccinic anhydride, tetradecenylsuccinic acid, tetradecenylsuccinic anhydride, hexadecenylsuccinic acid, hexadecenylsuccinic anhydride, and the like. Also useful are the half esters of alkenyl succinic acids having about 8 to about 24 carbon atoms in the alkenyl group with alcohols such as the polyglycols Other suitable rust or conosion inhibitors include ether amines, acid phosphates; amines; polyethoxylated compounds such as ethoxylated amines, ethoxylated phenols, and ethoxylated alcohols; lmidazohnes; and aminosuccmic acids or deπvatives thereof Mixtures of such rust or coπosion inhibitors can be used U.S. Patent No 5,773,393 is incorporated in its entirety herein for its disclosure regarding rust and corrosion inhibitor additives. A commercially available example of a conosion inhibitor is L-859® available at the Lubnzol Corporation. Examples of suitable metal deactivators are complex organic nitrogen, oxygen and sulfur-containing compounds For copper, compounds such as substituted benzotnazole, alkyl or acyl substituted 5,5'-methylene-bιs-benzotnazole, alkyl or acyl substituted 2,5-dιmercaptothιazole, salts of salicylammoguamdine, and quinizann are useful. Propylgallate is an example of a metal deactivator for magnesium, and sebacic acid is an example of a deactivator for lead. A commercially available example of a tπazole metal deactivator is Irgamet 39® available at Ciba Geigy.
An effective amount of the foregoing additives is generally in the range from about 0.005% to about 5% by weight of the total weight of the lubncant composition for the antioxidants, from about 0 005% to about 0.5% percent by weight based on the total weight of the lubncant composition for the coπosion inhibitors, and from about 0.001% to about 0.5% percent by weight of the total weight of the lubπcant composition for the metal deactivators. It is to be understood that more or less of the additives may be used depending upon the circumstances for which the lubncant compositions are to be used
The lubncating compositions of this invention when used in a positive displacement compressor, such as a reciprocating rotary vane, a scroll, or a rotary screw air compressor, are selected so as to have a viscosity in the range of about 10 to about 150 centistokes at 40°C, preferably from about 22 to about 100 centistokes at 40°C, and most preferably of about 32 to about 68 centistokes at 40°C, and a pour point in the range of about -10°C to about -100°C , and preferably from about -20 to about -70°C
The present invention also is directed to a process of lubncating a piece of equipment, for example, a positive displacement compressor such as a reciprocating rotary vane, a scroll, or a rotary screw air compressor, whereby the life of the lubncant and the equipment is maximized since the lubncant has excellent oxidative and thermal stability, and since it exhibits excellent demulsibihty and hydrolytic stability, resulting in the reduction of formation of sludge, varnish, and other deposits that can reduce the life of a piece of equipment A compressor operated according to the present invention operates longer than when using hydrocarbon- based lubπcants The composition of the present invention will not form solids resulting from polymenzation of oxidation by-products often associated with hydrocarbon based lubncant failure A compressor operated according to the present invention runs at a discharge operating temperature range of from about 150°F to about 250°F (about 65°C to about 120°C) The compressor can run as much at 24 hrs/day, seven days/wk, for many years In the most extreme case, shutdown will occur only for maintenance
The blends of the foregoing polyalkylene glycols and alkyl aromatics, with or without an oil of lubπcating viscosity and additives, are useful in a vaπety of mechanical applications where thermal and oxidative stability, as well as demulsibihty, and hydrolytic stability are desired, particularly under high temperature and pressure conditions Such applications include power steenng fluids, steam or gas turbine oils, compressor oils, hydraulic oils, and gear oils
The blends of the foregoing polyalkylene glycols and alkyl aromatics are also useful in a vaπety of functional fluids including transformer oils, cutting fluids, brake fluids, heat transfer fluids, and secondary bnnes
The following examples are presented to illustrate, but not limit, the lubncant composition according to the present invention
Figure imgf000013_0001
PAG 165 is polyalkylene glycol ISO viscosity grade 32 (a polypropylene glycol) PAG 285 is polyalkylene glycol ISO viscosity grade 46 (a polypropylene glycol) AN is alkyl naphthalene according to the present invention DPA is diphenyl amine PANA is phenylαnaphthyl amine PHEN is a hindered phenolic antioxidant L-859 is a carboxylic acid based corrosion inhibitor MCP is MCP 917, an alkyl naphthalene alkylated with C14
In Table 1 , the 70 and 30 are the ratios of the polyalkylene glycol and alkyl naphthalene in the lubricating blend. Therefore, "70" and "30" represent the amount of each blend component based on the total weight of the blend. Additives are added to this blend to make the lubricating composition. The amount of additive levels in Table 1 therefore represent the amount of each additive that is added, based upon the total weight of the lubricating composition comprising the blend and the additives.
Examples 1-5 of Table 1 illustrate two types of polyalkylene glycols, that is, PAG 165 and PAG 285, each used with a number of different antioxidant formulations. All of these formulations achieve superior performance compared to the commercially available Sullube formula, illustrated in Table 2 below. Table 2 shows that the basestock blend (the polyalkylene glycol and alkyl naphthalene) of the present invention gives excellent performance, regardless of the antioxidant package.
Comparative Example
Sullube 32 is a Dow Product. The basestock is a polypropylene glycol blended with a polyol ester formulated with a diphenyl amine, a barium sulfonate based conosion inhibitor, and a triazole. Examples 1-5 of Table 1 and Comparative Example (Sullube 32) are compared below in Table 2.
Table 2 lists the results of the Cincinnati Millacron Test. The Cincinnati Millacron test is a measure of the thermal and oxidative stability of a lubricating composition. A sample of the lubricating composition touching copper and steel rods was heated at 275° F in a convection oven. Samples were taken weekly and the total acid number (TAN) is measured. An increase in TAN indicates oxidation is occurring. The Cincinnati Millacron Test shows oxidation stability by acid number increase. A TAN of >1 is an unacceptable result. The values in Table 2 are the total acid number (mg KOH g) after storage for the stated time at 275°F in air.
Table 2
Figure imgf000014_0001
As Table 2 indicates, Examples 1, 2, 3, 4, and 5 according to the present invention achieve a TAN value of less than 1.0 through week 8. Comparative
Example (Sollube 32) has a TAN value of greater than 1.0 by week 8. Therefore, it is evident that the present invention achieves superior thermal and oxidation stability.
Examples 1 and 2 of the present invention are further compared with the Comparative Example (Sullube 32) with respect to demulsibihty in Table 3 below. Demulsibihty is determined by ASTM D-1401. This test shows how completely the tested lubricating composition separates from water. This test is particularly important for air compressor fluids because water is typically present in compressed air and must be removed from the system. The test mixes 40 ml water and 40 ml oil. The values in Table 3 represent the ml of clear phase after the test. The time represents the time in minutes for the separation to occur. An ideal result is complete separation of the phases in the shortest period of time. Complete separation of the phases is desired for demulsibihty.
Table 3
Figure imgf000015_0001
As Table 3 indicates, the present invention achieves desirable demulsibihty as compared with the comparative example. That is, Table 3 indicates that phase separation is incomplete even after 30 minutes for Sullube 32, whereas complete separation occurs for Example 1 of the present invention, without additives, at 6 minutes, and for Example 2 of the present invention, without additives, at 7 minutes, and for Example 1 of the present invention, with additives, at 1 minute, and for Example 2 of the present invention, with additives, at 1 minute.
Although the invention has been shown and described with respect to certain preferred embodiments, it is obvious that equivalent alterations and modifications will occur to others skilled in the art upon the reading and the understanding of the specification. The present invention includes all such equivalent alterations and modifications, and is limited only by the scope of the claims.

Claims

What is claimed is:
1. A lubricating basestock comprising: a blend of (A) at least one polyalkylene glycol and (B) at least one alkyl aromatic.
2. The lubricating basestock of claim 1, wherein said polyalkylene glycol has the following formula:
Z-(-(CHR1-CHR2-0)n-R3)m
wherein:
Z is a residue of a non-amine initiator having from 1-8 active hydrogens;
Ri and R2 are independently H or an alkyl having from 1 to about 8 carbon atoms; n is an integer from 8 to 25;
R3 is H, an alkyl having from 1 to about 30 carbons, or an acyl having from 1 to about 30 carbons; and m is from 1-8.
3. The lubricating basestock of claim 2, wherein said alkyl is CH3 or CH2CH3.
4. The lubricating basestock of claim 2, wherein Ri is H or CH3 when R2 is CH3, and R2 is H, CH3> or CH2CH3 when RΪ is H.
5. The lubricating basestock of claim 2, wherein n is an integer from 10 to 20.
6. The lubricating basestock of claim 1, wherein said polyalkylene glycol has a number average molecular weight of from about 200 to about 8000.
7. The lubricating basestock of claim 1, wherein said polyalkylene glycol has a number average molecular weight of from about 500 to about 5000.
8. The lubricating basestock of claim 1, wherein said polyalkylene glycol has a kinematic viscosity at 40°C of about 15 to about 500 cSt.
9. The lubricating basestock of claim 1, wherein said polyalkylene glycol has a kinematic viscosity at 40°C of about 22 to about 370 cSt.
10. The lubricating basestock of claim 1, wherein said polyalkylene glycol has a kinematic viscosity at 40°C of about 22 to about 220 cSt.
11. The lubricating basestock of claim 1, wherein said at least one alkyl aromatic has a kinematic viscosity at 40°C of about 5 to about 800 cSt.
12. The lubricating basestock of claim 1, wherein said alkyl aromatic is selected from alkyl benzenes, alkyl anthracenes, alkyl phenanthrenes, and alkyl naphthalenes, and mixtures of two or more thereof.
13. The lubricating basestock of claim 1, wherein said alkyl aromatic has from about 6 to about 30 carbons atoms.
14. The lubricating basestock of claim 1, wherein said blend comprises from about 95% to about 5% polyalkylene glycol and from about 5 to about 95% alkyl aromatic, based upon the total weight of said blend.
15. The lubricating basestock of claim 1, wherein said blend comprises from about 95% to about 45% polyalkylene glycol and from about 5 to about 55% alkyl naphthalene, based upon the total weight of said blend.
16. The lubricating basestock according to claim 1, further comprising additives.
17. The lubricating basestock according to claim 16, wherein said additives are antioxidants, rust and corrosion inhibitors, metal deactivators, lubricity additives, antiwear additives, or mixtures of two or more thereof.
18. The lubricating basestock of claim 1, wherein said lubricating basestock has a lcinematic viscosity at 40°C in the range of about 10 cSt to about 150 cSt.
19. The lubricating basestock of claim 1, wherein said lubricating basestock has a kinematic viscosity at 40°C in the range of about 22 cSt to about 100 cSt.
20. The lubricating basestock of claim 1, wherein said lubricating basestock has a pour point in the range of about -10°C to about -100°C.
21. A lubricating composition comprising at least one oil of lubricating viscosity and a blend of (A) at least one polyalkylene glycol and (B) at least one alkyl aromatic, wherein said blend is in an amount from about 10% to 99% based upon the total weight of said lubricating composition.
22. The lubricating composition according to claim 21, further comprising additives.
23. The lubricating composition according to claim 22, wherein said additives are antioxidants, rust and corrosion inhibitors, metal deactivators, lubricity additives, antiwear additives, or mixtures of two or more thereof.
24. A lubricating basestock comprising: a blend of (A) at least one polyalkylene glycol and (B) at least one alkyl naphthalene.
25. A process of lubricating a positive displacement compressor, utilizing said lubricating basestock of claim 1.
26. A process of lubricating a positive displacement compressor, utilizing said lubricating composition of claim 21.
A. CLASSIFICATION OF SUBJECT MATTER
IPC 7 ClOMl ll/04 C10M169/04 //(C10M111/04 , 105 : 06 , 107 : 34) ,
(C10M169/04, 107 : 34 , 127 : 06, 129 : 10 , 129 : 42 , 133 : 12 , 133 : 44) , C10N30 : 00 ,
30 : 10
According to International Patent Classification (IPC) or to both national classification and IPC
B. FIELDS SEARCHED
Minimum documentation searched (classification system followed by classification symbols)
I PC 7 C IOM
Documentation searched other than minimum documentation to the extent that such documents are included in the fields searched
Electronic data base consulted duπng the international search (name of data base and, where practical, search terms used)
EPO-Internal , WPI Data , PAJ
C. DOCUMENTS CONSIDERED TO BE RELEVANT
Category " Citation of document, with indication, where appropnate, of the relevant passages Relevant to claim No.
EP 0 796 908 A (UNILEVER ) 1-26
24 September 1997 ( 1997-09-24 ) page 3 , l i ne 14 -page 5 , l i ne 47 ; cl ai ms
1-5 , 9; exampl es A, B
US 5 368 765 A (KANEK0 MASATO ) 1-23 29 November 1994 ( 1994-11-29) col umn 2 , l i ne 35-40 ; exampl es 9-18; tabl es 4 , 5
D Further documents are listed in the continuation of box C Patent family members are listed in annex
° Special categoπes of cited documents
T" later document published after the international filing date or pπoπty date and not in conflict with the application but
"A" document defining the general state of the art which is not cited to understand the pπnciple or theory underlying the considered to be of particular relevance invention
"E" earlier document but published on or after the international 'X' document of particular relevance, the claimed invention filing date cannot be considered novel or cannot be considered to
"L" document which may throw doubts on pπonty claιm(s) or involve an inventive step when the document is taken alone which is cited to establish the publication date of another Υ" document of particular relevance, the claimed invention citation or other special reason (as specified) cannot be considered to involve an inventive step when the
"O" document referπng to an oral disclosure, use, exhibition or document is combined with one or more other such docuother means ments, such combination being obvious to a person skilled
'P" document published prior to the international filing date but in the art later than the priority date claimed "&" document member of the same patent family
Date of the actual completion of the international search Date of mailing of the international search report
14 November 2000 21/11/2000
Name and mailing address of the ISA Authorized officer
European Patent Office, P B 5818 Patentlaan 2 NL - 2280 HV Rιjswi|k Tel (+31-70) 340-2040, Tx 31 651 epo nl, Fax- (+31-70) 340-3016 Kaze i , P
Form PCT'ISA/210 (second sheet) (July 1992) Patent document Publication Patent family Publication cited in search report date member(s) date
EP 0796908 24-09-1997 CA 2196852 A 21-08-1997
US 5368765 29-11-1994 JP 1115998 A 09-05-1989 JP 1115999 A 09-05-1989 JP 2590143 B 12-03-1997 KR 9310525 B 25-10-1993
Form PCT'ISA/210 (patent family annex) (July 1992)
PCT/US2000/005339 1999-02-19 2000-03-01 Lubricating composition containing a blend of a polyalkylene glycol and an alkyl aromatic and process of lubricating Ceased WO2001064820A1 (en)

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WO2007045629A1 (en) * 2005-10-17 2007-04-26 Shell Internationale Research Maatschappij B.V. Lubricating oil composition
WO2018175285A1 (en) * 2017-03-20 2018-09-27 Dow Global Technologies Llc Synthetic lubricant compositions having improved oxidation stability
CN115074179A (en) * 2022-07-22 2022-09-20 中国石油化工股份有限公司 Oil-gas lubricating oil composition and preparation method thereof

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EP0796908A1 (en) * 1996-02-20 1997-09-24 Unilever N.V. Oxidation resistant lubricant

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EP0796908A1 (en) * 1996-02-20 1997-09-24 Unilever N.V. Oxidation resistant lubricant

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007045629A1 (en) * 2005-10-17 2007-04-26 Shell Internationale Research Maatschappij B.V. Lubricating oil composition
WO2018175285A1 (en) * 2017-03-20 2018-09-27 Dow Global Technologies Llc Synthetic lubricant compositions having improved oxidation stability
CN110546244A (en) * 2017-03-20 2019-12-06 陶氏环球技术有限责任公司 Synthetic lubricant compositions with improved oxidative stability
US20200024541A1 (en) * 2017-03-20 2020-01-23 Dow Global Technologies Llc Synthetic lubricant compositions having improved oxidation stability
US11479734B2 (en) 2017-03-20 2022-10-25 Dow Global Technologies Llc Synthetic lubricant compositions having improved oxidation stability
CN115074179A (en) * 2022-07-22 2022-09-20 中国石油化工股份有限公司 Oil-gas lubricating oil composition and preparation method thereof
CN115074179B (en) * 2022-07-22 2023-08-15 中国石油化工股份有限公司 Oil-gas lubricating oil composition and preparation method thereof

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