EP4069808A1 - Utilisation d'huiles de base d'ester pour améliorer l'indice de viscosité et l'efficacité dans des fluides de transmission et de lubrification d'engrenage industriel - Google Patents

Utilisation d'huiles de base d'ester pour améliorer l'indice de viscosité et l'efficacité dans des fluides de transmission et de lubrification d'engrenage industriel

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Publication number
EP4069808A1
EP4069808A1 EP20793521.4A EP20793521A EP4069808A1 EP 4069808 A1 EP4069808 A1 EP 4069808A1 EP 20793521 A EP20793521 A EP 20793521A EP 4069808 A1 EP4069808 A1 EP 4069808A1
Authority
EP
European Patent Office
Prior art keywords
ester
lubricant composition
group
previous
mono
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP20793521.4A
Other languages
German (de)
English (en)
Other versions
EP4069808B1 (fr
Inventor
Kamalakumari K. Salem
William R.S. Barton
Thomas S. CORRIGAN
Sona SIVAKOVA
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lubrizol Corp
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Lubrizol Corp
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Publication date
Application filed by Lubrizol Corp filed Critical Lubrizol Corp
Publication of EP4069808A1 publication Critical patent/EP4069808A1/fr
Application granted granted Critical
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/70—Esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/72—Esters of polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M141/02—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 oxygen-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
    • C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/003—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions 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
    • C10M2203/1006—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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/003—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
    • C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms 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
    • C10M2207/28—Esters
    • C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • 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
    • C10N2030/02—Pour-point; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives

Definitions

  • the disclosed technology relates to lubricants for driveline and industrial gears containing a mono-ester or a mixture of mono- and di -esters, as well as a method of lubricating driveline and industrial gears with such a lubricant.
  • Synthetic base oils are categorized by API as either Group IV or Group V oils. All polyalphaolefms (PAO) are considered to be Group IV base oils, while Group V covers any other synthetic base oil, such as mono and dibasic acid esters, polyol esters and alkylated aromatics.
  • PAO polyalphaolefms
  • Japanese patent application 2009023385A filed by Tonengeneral Sekiyu Kk, teaches a method of reducing the traction coefficient for hydrocarbon-based syn thetic oils, such as PAO, with a mono-ester.
  • US2018/0112148 published Apr. 26, 2018 to Bouvier et al. teaches a composition of a PAO and a mono-ester.
  • Neither reference teaches or suggests that a mono-ester would provide any effect for a mineral oil based system, or that any particular result would occur with the combina tion of a mono-ester and di-ester.
  • the Japanese reference expressly indicates that di-esters significantly increase traction coefficient.
  • the disclosed technology therefore, solves the problem of reducing the overall treat of Grp IV base oils, and/or comparable performance between group II and/or III type oils and Group IV base oils by combining group II and/or III type oils with a mono-ester or mixture of mono-ester and di-ester.
  • one aspect of the technology disclosed herein is directed to a lubri cant composition containing a) a hydrocarbon lubricating base stock, and b) from about 1 or 1.5 to about 15 wt.% of a carboxylic acid mono-ester, such as, for example, ethylhexyl laurate.
  • the hydrocarbon lubricating base stock can be a Group IV base oil, such as a PAO.
  • the hydrocarbon lubricating base stock can be a Group II base oil.
  • the hydrocarbon lubricating base stock can be a Group III base oil.
  • the hydrocarbon lubricating base stock can be a mixture of two or more of a PAO, Group II, and Group III base oil.
  • a lubricant com position containing a) a hydrocarbon lubricating base stock, b) from about 1 or 1.5 to about 10 wt.% of a carboxylic acid mono-ester, such as, for example, ethylhexyl laurate, and c) from about 1 or 1.5 to about 10 wt.% of a dicarboxylic acid di-ester, such as, for example di-isoctyl adipate.
  • a carboxylic acid mono-ester such as, for example, ethylhexyl laurate
  • dicarboxylic acid di-ester such as, for example di-isoctyl adipate.
  • the technology encompasses a lubricant composition con taining an American Petroleum Institute (“API”) Group II, III or IV lubricating oil along with at least one of a lauric acid mono-ester, tallow acid mono-ester, oleic acid mono-ester, palmitic acid mono ester, and combinations thereof, as well as at least one of an adipic acid diester, azelaic acid diester, and combinations thereof.
  • API American Petroleum Institute
  • the technology also provides a method of lubricating a driveline device or an industrial gear with a composition as described, and operating the driveline device or industrial gear.
  • the technology includes a lubricant composition containing a hydrocarbon lubricating base stock, and a combination of esters, namely, a carboxylic acid mono ester and a dicarboxylic acid di-ester.
  • One component of the disclosed technology is a hydrocarbon lubricating base stock.
  • oils include natural and synthetic oils, oil derived from hydrocracking, hydrogenation, and hydrofinishing, unrefined, refined and re-refined oils and mixtures thereof
  • Unrefined oils are those obtained directly from a natural or synthetic source generally without (or with little) further purification treatment. Refined oils are similar to the unrefined oils except they have been further treated in one or more purification steps to improve one or more properties. Purification techniques are known in the art and include solvent extraction, secondary distillation, acid or base extraction, filtration, percolation and the like. Re-refined oils are also known as re claimed or reprocessed oils, and are obtained by processes similar to those used to obtain refined oils and often are additionally processed by techniques directed to re moval of spent additives and oil breakdown products.
  • Natural oils useful in making the inventive lubricants include mineral lubri cating oils such as liquid petroleum oils and solvent-treated or acid-treated mineral lu bricating oils of the paraffinic, naphthenic or mixed paraffinic-naphthenic types and oils derived from coal or shale or mixtures thereof.
  • Synthetic hydrocarbon lubricating oils suitable for use include Group IV oils or polyalpha olefins (PAO).
  • Group IV oils include hydrocarbon oils such as pol ymerized and interpolymerized olefins (e.g., polybutylenes, polypropylenes, propyl ene-isobutylene copolymers); poly(l -hexenes), poly(l-octenes), poly(l-decenes), and mixtures thereof.
  • Oils of lubricating viscosity may also be defined as specified in the Ameri can Petroleum Institute (API) Base Oil Interchangeability Guidelines (2011).
  • the base oil groups suitable for use include Group II, Group III or Group IV oils.
  • Group II and Group III oils have a sulfur content ⁇ 0.03 wt %, and >90 wt % saturates.
  • Group II oils have a viscosity index 80 to less than 120, while Group III oils have a viscosity index >120.
  • Group IV oils include all polyalphaolefms (PAOs.
  • the hydrocarbon lubricating base stock may be an API Group IV oil, or mixtures thereof, i.e., a polyalphaolefm.
  • the polyalphaolefm may be prepared by me tallocene catalyzed processes or from a non-metallocene process.
  • the hydrocarbon lubricating base stock may comprise an API Group II oil, or mixtures thereof.
  • the hydrocarbon lubricating base stock can also be a Group III oil, or mixtures thereof.
  • the hydrocarbon lubricating base stock can also be a Group IV oil, or mixtures thereof.
  • the hydrocarbon lubricating base stock, or base oil will overall have a kinematic viscosity at 100 °C of 2 to 10 cSt or, in some embodiments 2.25 to 9 or 2.5 to 6 or 7 or 8 cSt, as measured by ASTM D445. Kinematic viscosities for the base oil at 100 °C or from about 3.5 to 6 or from 6 to 8 cSt are also suitable.
  • the amount of the hydrocarbon lubricating base stock present is typically the balance remaining after subtracting from 100 wt % the sum of the amount of the performance additives in the composition.
  • Illustrative amounts may include 50 to 99 percent by weight, or 60 to 98, or 70 to 95, or 80 to 94, or 85 to 93 percent.
  • the lubricating composition will also include at least one carboxylic acid mono-ester, or a combination of a carboxylic acid mono-ester and a dicarboxylic acid di-ester.
  • the carboxylic acid-mono-ester is a molecule having a formula RC(0)OR’, where RC(0)0- represents the carboxylic acid moiety and R’ represents the ester group.
  • the R group of the carboxylic acid moiety, RC(0)0-, of the carboxylic acid mono-ester can be a C2 to Ci 8 linear or branched hydrocarbyl group.
  • the R group of the carboxylic acid moiety of the carboxylic acid mono ester can be a C4 to C15, or a C 6 to C12 linear or branched hydrocarbyl group.
  • the hydrocarbyl group can, in some embodiments, include heteroatoms, but in many in stances the hydrocarbyl group will be an alkyl group.
  • the R group of the carboxylic acid moiety of the carboxylic acid mono-ester can be a C2 to Ci8, C4 to Ci5, or a C 6 to C12 linear or branched alkyl group.
  • Carboxylic acids from which the RC(0)0- moiety may be derived include, but are not limited to, for example, lauric acid, tallow acid, oleic acid, palmitic acid, and the like.
  • the carboxylic acid mono-ester may be, for example, a lauric acid mono-ester, tallow acid mono-ester, oleic acid mono-ester, palmitic acid mono ester, and combinations thereof.
  • the ester moiety, R’, of the carboxylic acid mono-ester can be C 6 to C12 linear or branched alkyl moiety.
  • Alkyl moieties envisaged include, but are not limited to, for example, a hexyl moiety, ethylhexyl moiety, methylpentane moiety, ethylpen- tane moiety, dimethylhexane moiety, ethylmethylhexane moiety and the like.
  • the carboxylic acid mono-ester may be, for example, 2-ethylhexyl tallate, 2-ethylhexyl oleate, 2-ethylhexyl laurate, 2-ethylhexyl palmi- tate, and combinations thereof.
  • the carboxylic acid mono-ester may be present in the lubricant composi tion at from about 1 or 1.5 to about 15 wt.%, or from about 2 to about 12.5, or about 10 to about 15 wt.%, or even from about 3 to about 10 wt.% or about 4 to 8 wt.%.
  • the dicarboxylic acid-di-ester is a molecule having a formula R’0(0)CRC(0)0R’, where -0(0)CRC(0)0- represents the dicarboxylic acid moiety and R’ represents the ester group.
  • the R group of the dicarboxylic acid moiety, -0(0)CRC(0)0-, of the di carboxylic acid di-ester can be a C3 to C12 or C 6 to C12 linear or branched hydrocarbyl group.
  • the hydrocarbyl group can, in some embodiments, include heteroatoms, but in many instances the hydrocarbyl group will be an alkyl group.
  • the R group of the carboxylic acid moiety of the carboxylic acid mono ester can be a C3 to C12, or a C 6 to C12 linear or branched alkyl group.
  • Dicarboxylic acid from which the -0(0)CRC(0)0- moiety may be derived include, but are not limited to, for example, glutaric acid, adipic acid, azelaic acid, sebacic acid, and the like.
  • the dicarboxylic acid di-ester may be, for example, a glutaric acid di-ester, adipic acid di-ester, azelaic acid di-ester, sebacic acid di ester, and combinations thereof.
  • the ester moiety, R’, of the dicarboxylic acid di-ester can be C 6 to C12 linear or branched alkyl moiety.
  • Alkyl moieties envisaged include, but are not lim ited to, for example, a hexyl moiety, ethylhexyl moiety, methylpentane moiety, ethylpentane moiety, dimethylhexane moiety, ethylmethylhexane moiety and the like.
  • the dicarboxylic acid di-ester may be, for example, di- 2-ethylhexyl azelate, di-isotridecyl adipate, di-isooctyl adipate, and combinations thereof.
  • the dicarboxylic acid di-ester may be present in the lubricant composition at from about 1 or 1.5 to about 15 wt.%, or from about 2 to about 12.5, or about 10 to about 15 wt.%, or even from about 3 to about 10 wt.%. or about 4 to 8 wt.%.
  • the lubricant composition can be employed in either driveline applica tions or in industrial gear applications.
  • the lubricant compo sition can contain other additives typically used in driveline applications, including, for example, detergents, dispersants, friction modifiers, antiwear agents, corrosion in hibitors, viscosity modifiers, anti-oxidants, oil-soluble titanium compounds, metal al- kylthiophosphate, organo-sulfides, including polysulfides, such as sulfurized olefins, thiadiazoles and thiadiazole adducts such as post treated dispersants.
  • the organo-sulfide can be present in a range of 0 wt % to 6 wt %, 4 wt
  • % to 6 wt % 0.5 wt % to 3 wt %, 3 wt % to 5 wt %, 0 wt % to 1 wt %, or 0.1 wt % to 0.5 wt % of the lubricating composition.
  • the organosulfide may alternatively be a polysulfide.
  • at least about 50 wt % of the polysulfide molecules are a mixture of tri- or tetra- sulfides.
  • at least about 55 wt %, or at least about 60 wt % of the polysulfide molecules are a mixture of tri- or tetra-sulfides.
  • the poly sulfides in clude sulfurized organic polysulfides from oils, fatty acids or ester, olefins or poly olefins.
  • Oils which may be sulfurized include natural or synthetic oils such as min eral oils, lard oil, carboxylate esters derived from aliphatic alcohols and fatty acids or aliphatic carboxylic acids (e.g., myristyl oleate and oleyl oleate), and synthetic unsaturated esters or glycerides.
  • natural or synthetic oils such as min eral oils, lard oil, carboxylate esters derived from aliphatic alcohols and fatty acids or aliphatic carboxylic acids (e.g., myristyl oleate and oleyl oleate), and synthetic unsaturated esters or glycerides.
  • Fatty acids include those that contain 8 to 30, or 12 to 24 carbon atoms.
  • Examples of fatty acids include oleic, linoleic, linolenic, and tall oil.
  • Sulfurized fatty acid esters prepared from mixed unsaturated fatty acid esters such as are obtained from animal fats and vegetable oils, including tall oil, linseed oil, soybean oil, rape- seed oil, and fish oil.
  • the polysulfide may also be derived from an olefin derived from a wide range of alkenes, typically having one or more double bonds.
  • the olefins in one em bodiment contain 3 to 30 carbon atoms. In other embodiments, olefins contain 3 to 16, or 3 to 9 carbon atoms.
  • the sulfurized olefin includes an olefin derived from propylene, isobutylene, pentene, or mixtures thereof
  • the polysulfide comprises a polyolefin derived from polymerizing, by known techniques, an olefin as described above.
  • the polysulfide includes dibutyl tetrasulfide, sulfurized methyl ester of oleic acid, sulfurized alkylphenol, sul furized dipentene, sulfurized dicyclopentadiene, sulfurized terpene, and sulfurized Diels-Alder adducts; phosphosulfurized hydrocarbons.
  • Examples of a thiadiazole include 2,5-dimercapto-l,3,4-thiadiazole, or oligomers thereof, a hydrocarbyl-substituted 2,5-dimercapto-l,3-4-thiadiazole, a hy- drocarbylthio-substituted 2,5-dimercapto-l,3-4-thiadiazole, or oligomers thereof.
  • the lubricant composition can have a total sulfur level from all additives (i.e., not including base oil) of about 0.5 or 0.6 to about 3 wt.%, or from about 0.5 or 0.6 to about 2 wt.%. In another embodiment, the lubricant composition can have a total sulfur level from all additives (i.e., not including base oil) of about 0.2 to about 0.75 wt%, or from about 0.25 to about 0.5 wt.%.
  • the lubricant composition can be substantially free, or free of sulfurized olefin.
  • the lubricant composition can also have a total phosphorus level of about 0.03 to about 0.5 wt.%, or 0.03 to about 0.35 wt.%, or even about 0.05 to about 0.3 wt.%, or about 0.08 to about 0.2 wt.%, or about 0.13 to about 0.2 wt.%, or about 0.1 to about 0.25 wt.%.
  • the phosphorus can be brought to the lubricant composition, for example, from the amine-containing phosphorus antiwear agents discussed above, or other phosphorus containing compounds.
  • phosphorus-containing compounds may be included along with the amine-containing phosphorus anti wear agents.
  • Such other phosphorus containing compounds can include phosphites or phosphonates. Suitable phosphites or phos- phonates include those having at least one hydrocarbyl group with 3 or 4 or more, or 8 or more, or 12 or more, carbon atoms.
  • the phosphite may be a mono-hydrocarbyl substituted phosphite, a di-hydrocarbyl substituted phosphite, or a tri-hydrocarbyl substituted phosphite.
  • the phosphonate may be a mono-hydrocarbyl substituted phosphonate, a di-hydrocarbyl substituted phosphonate, or a tri-hydrocarbyl substi tuted phosphonate.
  • the phosphite is sulphur-free i.e., the phosphite is not a thiophosphite.
  • the phosphite or phosphonate may be represented by the formulae:
  • R may be a hydrocarbyl group containing at least 3 carbon atoms and the other R groups may be hydrogen.
  • two of the R groups are hydrocarbyl groups, and the third is hydrogen.
  • every R group is a hydrocarbyl group, i.e., the phosphite is a tri-hydrocarbyl substituted phosphite.
  • the hydrocarbyl groups may be alkyl, cycloalkyl, aryl, acyclic or mixtures thereof.
  • a phosphonate may also be referred to as a phosphite ester.
  • the compound would generally be considered a phosphite, but such a com pound can often exist in between the tautomers of formula XI and XII, and thus, could also be referred to as a phosphonate or phosphite ester.
  • phosphite as used herein, will be considered to encompass both phosphites and phosphonates.
  • the R hydrocarbyl groups may be linear or branched, typically linear, and saturated or unsaturated, typically saturated.
  • the other phosphorus-containing compound can be a C3-8 hydrocarbyl phosphite, or mixtures thereof, i.e., wherein each R may inde pendently be hydrogen or a hydrocarbyl group having 3 to 8, or 4 to 6 carbon atoms, typically 4 carbon atoms.
  • the C3-8 hydrocarbyl phosphite comprises dibutyl phosphite.
  • the C3-8 hydrocarbyl phosphite may deliver at least 175 ppm, or at least 200 ppm of the total amount of phosphorus delivered by the phosphorus-containing compounds.
  • the C3-8 hydrocarbyl phosphite may deliver at least 25wt.%, 35 wt.%, 45 wt.%, or 50 wt.% to 80 wt.%, or 50 wt.% to 75 wt.% or 60 wt.% to 70 wt.% of the total amount of phosphorus to the lubricant composition.
  • the phosphorus-containing compound can be a C 12-22 hydrocarbyl phosphite, or mixtures thereof, i.e., wherein each R may independently be hydrogen or a hydrocarbyl group having 12 to 24, or 14 to 20 carbon atoms, typi cally 16 to 18 carbon atoms.
  • each R may independently be hydrogen or a hydrocarbyl group having 12 to 24, or 14 to 20 carbon atoms, typi cally 16 to 18 carbon atoms.
  • the C12-22 hydrocarbyl phosphite comprises a C16-18 hydrocarbyl phosphite.
  • alkyl groups for R 3 , R 4 and R 5 include octyl, 2-ethylhexyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, octadecenyl, nonadecyl, eicosyl or mixtures thereof.
  • the C12-22 hydrocarbyl phosphite may be present in the lubricant composi tion at about 0.05 wt.% to about 4.0 wt.% of the lubricant composition, or from about 0.05 wt.% to about 3 wt.%, or from about 0.05 wt.% to about 1.5 wt.%, or from about 0.05 wt.% to about 1 wt.%, or from about 0.1 wt.% to about 0.5 wt.% of the lubricant composition.
  • the other phosphorus containing compound can in clude both a C3-8 and a C 12 to C24 hydrocarbyl phosphite.
  • the phosphite ester comprises the reaction product of (a) a monomeric phosphoric acid or an ester thereof with (b) at least two alkylene diols; a first alkylene diol (i) having two hydroxy groups in a 1,4 or 1,5 or 1,6 rela tionship; and a second alkylene diol(ii) being an alkyl -substitute 1,3 -propylene gly col.
  • Sulfur containing phosphites can include, for example, a material repre sented by the formula [R 1 0(0R 2 )(S)PSC 2 H 4 (C)(0)0R 4 0] n P(0R 5 ) 2-n (0)H, wherein R 1 and R 2 are each independently hydrocarbyl groups of 3 to 12 carbon atoms, or 6 to 8 carbon atoms, or wherein R 1 and R 2 together with the adjacent O and P atoms form a ring containing 2 to 6 carbon atoms; R 4 is an alkylene group of 2 to 6 carbon atoms or 2 to 4 carbon atoms; R 5 is hydrogen or a hydrocarbyl group of 1 to about 12 carbon atoms; and n is 1 or 2.
  • the C12-22 hydrocarbyl phosphite may be present in the lubricant composition at about 0.05 wt.% to about 1.5 wt.% of the lubricant compo sition, or from about 0.1 wt.% to about 1.0 wt.% of the lubricant composition.
  • the other phosphorus containing compound can be a phosphorus containing amide.
  • Phosphorus containing amides can be prepared by reaction of dithiophosphoric acid with an unsaturated amide.
  • unsaturated amides include acrylamide, N,N’ -methylene bisacrylamide, methacrylamide, crotona- mide and the like.
  • the reaction product of the phosphorus acid and the unsaturated amide may be further reacted with a linking or a coupling compound, such as formal dehyde or paraformaldehyde.
  • the phosphorus containing amides are known in the art and are disclosed in U.S. Pat. Nos. 4,670,169, 4,770,807 and 4,876,374 which are in corporated by reference for their disclosures of phosphorus amides and their prepara tion.
  • lubricant composition in their con ventional amounts including, for example, viscosity modifiers, dispersants, pour point additives, extreme pressure agents, antifoams, copper anticorrosion agents (such as dimercaptothiadiazole compounds), iron anticorrosion agents, friction mod ifiers, dyes, fragrances, optional detergents and antioxidants, and color stabilizers, for example.
  • the final lubricant composition can have a kinematic viscosity at 100°C by ASTM D445 of 3 to 7.5, or 3.25 to 7, or 3.5 to 6.5, or 3.75 to 6 mm 2 /s. In some embodiments, the lubricant composition can have a kinematic viscosity at 100 °C by ASTM D445 of 5.5 to 7, or 5 to 6.5, or 5 to 6 mm 2 /s.
  • the lubricant composition can contain other additives typically used in industrial gear applications, including, for example, foam inhibitors, demulsifiers, pour point depressants, antioxidants, dispersants, metal deactivators (such as a copper deactivator), antiwear agents, extreme pressure agents, viscosity modifiers, or some mixture thereof.
  • the additives may each be present in the range from 50, 75, 100 or even 150 ppm up to 5, 4, 3, 2 or even 1.5 percent by weight, or from 75 ppm to 0.5 percent by weight, from 100 ppm to 0.4 percent by weight, or from 150 ppm to 0.3 percent by weight, where the percent by weight values are with regards to the overall lubricant composition.
  • the other industrial additives as a total additive package, can be present from 1 to 20, or from 1 to 10 percent by weight of the overall lubricant composition.
  • some additives including viscosity modifying polymers, which may alterna tively be considered as part of the base fluid, may be present in higher amounts in cluding up to 30, 40, or even 50% by weight when considered separate from the base fluid.
  • the additives may be used alone or as mixtures thereof.
  • the industrial lubricant additive packages, or the resulting industrial lubricant compositions include a demulsifier, a corrosion inhibitor, a friction modifier, or combination of two or more thereof.
  • the corrosion inhibitor includes a tolyltriazole.
  • the industrial additive packages, or the resulting industrial lubricant compositions include one or more sulfurized olefins or polysulfides; one or more phosphorus amine salts; one or more thiophosphate esters, one or more thiadiazoles, tolyltriazoles, polyethers, and/or alkenyl amines; one or more ester copolymers; one or more carboxylic esters; one or more succinimide dispersants, or any combination thereof.
  • the disclosed technology provides a method of lubricating a driveline device, such as an automotive gear, axle or transmission, comprising supplying thereto a lubricating composition as described herein, that is, either a lubricating composition having (a) a hydrocarbon lubricating base stock, and (b) a carboxylic acid mono-ester, or a lubricating composition having (a) a hydrocarbon lubricating base stock, (b) a carboxylic acid mono-ester, and (c) a di-carboxylic di-ester, and operating the driveline device.
  • the lubricant composition disclosed herein can be employed to improve the traction coefficient of the lubricated gear at temperatures below 100°C.
  • the automotive gear may comprise a gear as in a gearbox of a vehicle
  • the automotive gear may also include bearings.
  • Lubricated gears may include hypoid gears, such as those for example in a rear drive axle.
  • the disclosed technology also provides a method of lubricating an industrial gear comprising supplying thereto a lubricating composition as described herein, that is, either a lubricating composition having (a) a hydrocarbon lubricating base stock, and (b) a carboxylic acid mono-ester, or a lubricating composition having (a) a hydrocarbon lubricating base stock, (b) a carboxylic acid mono-ester, and (c) a di-carboxylic di-ester, and operating the driveline device.
  • the lubricant composition disclosed herein can be employed to improve the traction coefficient of the lubricated gear at temperatures below 100°C.
  • each chemical component described is presented exclusive of any solvent or diluent oil, which may be customarily present in the commercial ma terial, that is, on an active chemical basis, unless otherwise indicated.
  • each chemical or composition referred to herein should be inter preted as being a commercial grade material which may contain the isomers, by-prod ucts, derivatives, and other such materials which are normally understood to be present in the commercial grade.
  • hydrocarbyl substituent or "hydrocarbyl group” is used in its ordinary sense, which is well-known to those skilled in the art. Specifi cally, it refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character. Examples of hydro carbyl groups include:
  • hydrocarbon substituents that is, aliphatic (e.g., alkyl or alkenyl), alicyclic (e.g., cycloalkyl, cycloalkenyl) substituents, and aromatic-, aliphatic-, and alicyclic-sub- stituted aromatic substituents, as well as cyclic substituents wherein the ring is completed through another portion of the molecule (e.g., two substituents together form a ring);
  • aliphatic e.g., alkyl or alkenyl
  • alicyclic e.g., cycloalkyl, cycloalkenyl
  • aromatic-, aliphatic-, and alicyclic-sub- stituted aromatic substituents as well as cyclic substituents wherein the ring is completed through another portion of the molecule (e.g., two substituents together form a ring);
  • substituted hydrocarbon substituents that is, substituents containing non-hydrocar bon groups which, in the context of this invention, do not alter the predominantly hydrocarbon nature of the substituent (e.g., halo (especially chloro and fluoro), hy droxy, alkoxy, mercapto, alkylmercapto, nitro, nitroso, and sulfoxy);
  • hetero substituents that is, substituents which, while having a predominantly hy drocarbon character, in the context of this invention, contain other than carbon in a ring or chain otherwise composed of carbon atoms and encompass substituents as pyridyl, furyl, thienyl and imidazolyl.
  • Heteroatoms include sulfur, oxygen, and nitrogen.
  • no more than two, or no more than one, non-hydrocarbon substituent will be present for every ten carbon atoms in the hydrocarbyl group; alternatively, there may be no non-hydrocarbon substituents in the hydrocarbyl group.
  • the term "about” means that a value of a given quantity is within ⁇ 20% of the stated value. In other embodiments, the value is within ⁇ 15% of the stated value. In other embodiments, the value is within ⁇ 10% of the stated value. In other embodiments, the value is within ⁇ 5% of the stated value. In other embodiments, the value is within ⁇ 2.5% of the stated value. In other embodiments, the value is within ⁇ 1% of the stated value.
  • esters 1-4 are monoesters (designated as ME), esters 5-9 are diesters (designated as DE), ester 10 is a tri ester (designated TE) and esters 11-13 are polyol esters (designated PE).
  • Selected esters were combined with an additive package, a pour point de pressant, a viscosity modifier and additional base oil.
  • the additive package was iden tical in all samples and contained substituted thiadiazole, alkaryl amine, phosphorus amine salt, detergent, succinimide dispersant, alkylphenyl ether and polydime- thylsiloxane.
  • Samples 1-8 and 23 were blended using Group III mineral oil and con tained a methacrylate copolymer as viscosity modifier. These samples contained Yubase 3/Yubase 6 in the ratio of 60/40wt.
  • Samples 9-11 and 24 were blended using Group II mineral oil and contained an olefin copolymer as viscosity modifier.
  • Samples 12-22 were blended using PAO and contained an olefin copolymer viscosity modifier.
  • the amount of viscosity modifier was varied in order to target fluids with KV 100 at ⁇ 5.5 cSt. All samples were analyzed using a standard mini -traction machine (MTM) with a frictional force of 1.0 GPa pressure applied. In one set of conditions measure ments were recorded at six different temperatures over a range of slide to roll ratios from 0.025 - 100. A second set of testing was completed at the same six temperatures over a range of speeds from l-3000mm/s. Selected traction coefficient (“TC”) data is reported in the tables below.
  • Tables 2-4 include traction coefficient data at both the lowest and highest temperatures tested at a 20% SRR. Surprisingly, in each of the three different types of base stocks, formulations containing the mono-esters gave the lowest traction coeffi cients compared to formulations containing di-esters, tri-esters or polyol esters at 40°C. In Grp II and Grp III base stocks, formulations containing diesters had the lowest trac- tion coefficients at 140°C.
  • Samples 23 and 24 were compared to Sample 1 with no ester and Samples 2 and 7, which contain only a single ester.
  • Tables 5 and 6 list traction coefficient data rec orded as speed was varied from 10-3000 mm/s for selected speeds of 50 mm/s (Table 5) and 500mm/s (Table 6).
  • Grp III formulations. Mean speed 50 mm/s
  • the transitional term “comprising,” which is synonymous with “including,” “containing,” or “characterized by,” is inclusive or open-ended and does not exclude additional, un-recited elements or method steps.
  • the term also encompass, as alter native embodiments, the phrases “consisting essentially of’ and “consisting of,” where “consisting of’ excludes any element or step not specified and “consisting essentially of’ permits the inclusion of additional un-recited elements or steps that do not materi ally affect the essential or basic and novel characteristics of the composition or method under consideration.
  • a lubricant composition comprising: a) a hydrocarbon lubricating base stock, b) from about 1 to about 15 wt.% of a carboxylic acid mono-ester.
  • the carbox ylic acid mono-ester comprises a C 6 to C12 linear or branched alkoxy group.
  • the carbox ylic acid mono-ester comprises a lauric acid mono-ester, tallow acid mono-ester, oleic acid mono-ester, palmitic acid mono ester, and combinations thereof.
  • the lubricant composition of any previous paragraph wherein the mono ester is present at from about 10 to about 15 wt.%.
  • the lubricant composition of any previous paragraph further comprising from about 1 to about 15 wt.% of a dicarboxylic acid di-ester.
  • the dicarboxylic acid di- ester comprises adipic acid diester, azelaic acid diester, and combinations thereof.
  • the dicarboxylic acid di-ester comprises di-2-ethylhexyl azelate.
  • hydro carbon lubricating base stock comprises an American Petroleum Institute (“API”) Group IV polyalphaolefm.
  • API American Petroleum Institute
  • hydro carbon lubricating base stock comprises an American Petroleum Institute (“API”) Group III oil mineral oil.
  • hydro- carbon lubricating base stock comprises an American Petroleum Institute (“API”) Group II oil mineral oil.
  • API American Petroleum Institute
  • a method of improving traction coefficient in a lubricated gear comprising supplying to the gear a lubricant composition according to any previous para graph. [0112] The method of the previous paragraph, wherein the lubricant composition is provided at a temperature of less than 100°C.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La technologie de l'invention concerne des lubrifiants pour des engrenages de chaîne cinématique et industrielle contenant un mono-ester ou un mélange de mono-et di-esters, ainsi qu'un procédé de lubrification de la chaîne cinématique et des engrenages industriels avec un tel lubrifiant.
EP20793521.4A 2019-12-04 2020-10-01 Huiles de base d'ester pour améliorer l'indice de viscosité et l'efficacité dans des fluides de transmission et de lubrification d'engrenage industriel Active EP4069808B1 (fr)

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US4770807A (en) 1985-07-31 1988-09-13 Commissariat A L'energie Atomique Novel extraction agents and novel propane diamides
GB8626510D0 (en) * 1986-11-06 1986-12-10 Shell Int Research Ester compounds as lubricants
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JP4729014B2 (ja) 2007-07-17 2011-07-20 本田技研工業株式会社 自動車の前部車体構造
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JP5865186B2 (ja) * 2012-06-15 2016-02-17 出光興産株式会社 ギヤ油組成物
JP5988891B2 (ja) * 2013-02-19 2016-09-07 Ｊｘエネルギー株式会社 変速機用潤滑油組成物
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US20230002697A1 (en) 2023-01-05
CA3159037A1 (fr) 2021-06-10
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EP4069808B1 (fr) 2023-08-23
WO2021112946A1 (fr) 2021-06-10

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