US20090143263A1 - Lubricant composition comprising a bi-modal side-chain distribution lofi - Google Patents

Lubricant composition comprising a bi-modal side-chain distribution lofi Download PDF

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Publication number
US20090143263A1
US20090143263A1 US11/949,083 US94908307A US2009143263A1 US 20090143263 A1 US20090143263 A1 US 20090143263A1 US 94908307 A US94908307 A US 94908307A US 2009143263 A1 US2009143263 A1 US 2009143263A1
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Prior art keywords
lubricant composition
distribution
composition according
lofi
ranging
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US11/949,083
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English (en)
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Ricardo A. Bloch
Doyle H. Boese
David J. Martella
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Priority to US11/949,083 priority Critical patent/US20090143263A1/en
Priority to CN2008101816647A priority patent/CN101451086B/zh
Priority to SG200808923-7A priority patent/SG153029A1/en
Priority to CA2645580A priority patent/CA2645580C/en
Priority to EP08105917.2A priority patent/EP2071013B1/en
Priority to JP2008308406A priority patent/JP5517440B2/ja
Publication of US20090143263A1 publication Critical patent/US20090143263A1/en
Priority to US13/937,387 priority patent/US9518244B2/en
Abandoned 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
    • 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
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/1006Petroleum or coal fractions, e.g. tars, solvents, bitumen 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/022Ethene
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024Propene
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/028Organic 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
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/08Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing non-conjugated dienes
    • 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
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular 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
    • C10M2209/084Acrylate; Methacrylate
    • 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
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular 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
    • C10M2209/086Macromolecular 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 polycarboxylic, e.g. maleic acid
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/02Viscosity; Viscosity index
    • 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
    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
    • C10N2020/04Molecular weight; Molecular weight distribution
    • 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
    • C10N2030/08Resistance to extreme temperature

Definitions

  • the present invention relates to lubricant compositions having improved flow properties, particularly lubricant compositions comprising American Petroleum Institute (API) Group III base stocks which exhibit improved low temperature flow properties.
  • API American Petroleum Institute
  • Lubricant compositions are used in various applications such as automotive applications, industrial applications, etc. Lubricant compositions are typically formulated from a base stock and one or more additives.
  • additives for use in lubricant compositions are well known in the art.
  • additives include, but are not limited to, lube oil flow improvers (LOFIs), viscosity modifiers (VMs), etc.
  • LOFIs lube oil flow improvers
  • VMs viscosity modifiers
  • the present invention provides a lubricant composition having improved low temperature flow performance properties comprising (a) an API Group III base stock; (b) a semi-crystalline viscosity modifier; and (c) one or more LOFIs having a side-chain distribution which satisfies certain requirements.
  • the present invention is a lubricant composition
  • a lubricant composition comprising (a) an API Group III base stock; (b) a semi-crystalline viscosity modifier; and (c) one or more LOFIs having a side-chain distribution which satisfies the following requirements.
  • the distribution contains side chains ranging from C 8 to C 18 with an average carbon number ranging from 12.4 to 14.4; (2) the side chain distribution is bi-modal with a lower portion of the bi-modal distribution made up primarily of C 12 and an upper portion of the distribution made up primarily of C 16 , C 18 or combinations thereof; (3) the total mole % of the upper portion of the distribution must be less than that of the lower portion of the distribution; and (4) the amount of C 12 on the side chain must be at least 40 mole % of the total side chain distribution.
  • a stated range of “1 to 10” should be considered to include any and all subranges between (and inclusive of) the minimum value of 1 and the maximum value of 10; that is, all subranges beginning with a minimum value of 1 or more and ending with a maximum value of 10 or less, e.g., 5.5 to 10.
  • polymer includes copolymers unless otherwise specifically stated to be limited to a polymer derived solely from the polymerization of a single monomer and encompasses branched as well as linear polymers.
  • copolymer refers to a polymer resulting from the polymerization reaction of two chemically different monomers.
  • ethylene alphaolefin copolymers it is understood that such copolymers can optionally contain a minor amount (for example, greater than zero but less than 10% by weight) of a nonconjugated polyene, in which case the copolymer is sometimes referred to as a terpolymer.
  • ethylene alphaolefin polymers it is understood both copolymers and terpolymers of ethylene with at least one other alpha-olefin are included.
  • average carbon number refers to the average carbon number weighted by molar fraction.
  • lubricating oil flow improver covers all additives which modify the size, number, and growth of wax crystals in lubricating (or lube for short) oils in such a way as to impart improved low temperature handling, pumpability, and/or vehicle operability as measured by such tests as pour point, Mini-Rotary Viscometer (MRV), and Scanning Brookfield Viscometer.
  • the majority of lubricating oil flow improvers are polymers or copolymers, or contain polymers or copolymers. These polymers are generally side chain, backbone or mixtures thereof.
  • base oil refers to a refined fluid that is free of additives and is used as a component in a lubricant blend.
  • base stock refers to a blend, mixture, or similar of base oils.
  • API Group III base stocks for example, API Group III base stocks
  • API American Petroleum Institute
  • bi-modal refers to a carbon chain length frequency distribution which has two distinct peaks (or modes) with each peak being a carbon chain length (or carbon chain lengths adjacent in terms of sequential even number of carbons) which has a higher mole percentage than neighboring carbon chain lengths.
  • the bi-modal carbon chain length frequency distribution has a “lower portion of the distribution” and “upper portion of the distribution”.
  • lower portion of the distribution refers to the portion of the bi-modal distribution which is composed of the mode with the lower carbon chain length (or lengths) and adjacent carbon chain lengths (in terms of sequential even number chain lengths) of lower mole percent.
  • the highest carbon chain length in the lower portion of the distribution is C 14 .
  • upper portion of the distribution refers to the portion of the bi-modal distribution which is composed of the mode with the higher carbon chain length (or lengths) and adjacent carbon chain lengths of lower mole percent.
  • the lowest carbon chain length in the upper portion of the distribution is C 16 .
  • primarily means the amount of one component present in the composition, compound, etc. is more than the amounts of any other component present on a component-by-component basis.
  • the present invention is a lubricant composition
  • a lubricant composition comprising (a) a Group III base stock; (b) a semi-crystalline viscosity modifier; and (c) one or more LOFIs that meet certain specifications.
  • the lubricant composition comprises an API Group III base stock.
  • Group III base stocks as defined by the API have a viscosity index that is open-ended.
  • the viscosity index of the base stock is greater than 120.
  • the base stocks has a viscosity index of equal to or greater than 120 and equal to or less than 200.
  • Suitable, commercially available Group III base stocks include, but are not limited to: the Visom brand of base stocks commercially available from ExxonMobil (Fawley, U.K.); the Yubase brand of base stocks commercially available from SK Corporation (Ulsan, South Korea); the Ultra-S brand of base stocks are commercially available from ConocoPhillips (Westlake, La. (USA)); ad the Nexbase brand of base stocks commercially available from Neste (Porvoo, Finland).
  • the base stock is made using gas-to-liquids (“GTL”) process.
  • GTL gas-to-liquids
  • GTL is a refinery process used to convert natural gas or other gaseous hydrocarbons into longer-chain hydrocarbons.
  • GTL can be used to convert methane-rich gases into liquid fuels either via direct conversion or via syngas as an intermediate using the Fischer Tropsch process.
  • isomerization catalyst can be used with GTL to make Group III base stocks
  • the lubricant composition comprises a semi-crystalline viscosity modifier.
  • the semi-crystalline viscosity modifier comprises one or more high molecular weight hydrocarbon polymers as is well known in the art.
  • suitable hydrocarbon polymers include copolymers of ethylene copolymerized with at least one additional alphaolefin monomer having from 3 to 30, for example, from 3 to 8 carbon atoms and which may be straight or branched.
  • a low concentration, e.g., less than about 10 wt. %, of a nonconjugated diene can be present.
  • these copolymers are those comprising ethylene and propylene.
  • Ethylene copolymers suitable for the present invention include tapered or block copolymers (including terpolymers, tetrapolymers, etc.) as well as those that have controlled compositional homogeneity and/or heterogeneity within and among copolymer chains which are well known in the art.
  • Such copolymers are described in “Polymers as Lubricating Oil Viscosity Modifiers”, G. VerStrate, M. J. Struglinski, Chapter 15; in “Polymers as Rheology Modifiers”, D. N. Schulz and J. E. Glass, editors, American Chemical Society, Washington, D.C., 1991. The aforementioned articles are incorporated herein by reference to the extent permitted.
  • the semi-crystalline viscosity modifier is an oil-soluble polymer comprised of ethylene and a C 3 to C 18 alpha-olefin, the polymer being characterized by the following combination of parameters: (a) an average ethylene content within the range between 60 to 80 mole percent, wherein said polymer contains no more than 1.3% by weight of a polymer fraction which is insoluble in normal decane at 45° C.; (b) a degree of crystallinity less than 25%; (c) a weight average molecular weight/number average molecular weight ratio less than 4.0; and (d) a viscosity average molecular weight within the range between 10,000 and 200,000 Daltons. See U.S. Pat. No. 3,551,336 which is hereby incorporated by reference.
  • the semi-crystalline viscosity modifier is a segmented copolymer of ethylene and at least one other alpha-olefin monomer; each copolymer is intramolecularly heterogeneous and intermolecularly homogeneous and at least one segment of the copolymer, constituting at least 10% of the copolymer's chain, is a crystallizable segment. See U.S. Pat. No. 4,804,794 which is incorporated by reference.
  • the semi-crystalline viscosity modifier is included in combination with an amorphous viscosity modifier.
  • an oil-soluble polymer composition comprising a first copolymer of ethylene and a C 3 to C 18 alpha-olefin having an ethylene content of 50-95 mole percent and a second copolymer of ethylene and a C 3 to C 18 higher alpha-olefin having an ethylene content of 5-80 mole percent, the ethylene content of the first copolymer being at least 5 mole percent more than the ethylene content of the second polymer. See U.S. Pat. No. 3,697,429 which is hereby incorporated by reference.
  • the semi-crystalline viscosity modifier has a number average molecular weight ranging from 20,000 to 500,000 Daltons, for example, from 25,000 to 400,000 Daltons or from 30,000 to 300,000 Daltons as determined by gel permeation chromatography.
  • the semi-crystalline viscosity modifier can be present in the lubricant composition in an amount ranging from 0.05 to 5 wt. % of the polymer
  • the lubricant composition comprises one or more LOFIs having a side-chain distribution which satisfies the following requirements:
  • Every side chain present comprises carbon chains made up of from 8 to 18 carbon atoms with an average carbon number from 12.4 to 14.4, for example, from 12.8 to 14.0 or from 13.0 to 13.8;
  • the side chain distribution is bi-modal with the lower portion of the bi-modal distribution made up primarily of C 12 and the upper portion of the distribution (i.e., the distribution with the higher carbon number mode) made up primarily of C 16 , C 18 or combinations thereof;
  • the amount of C 12 on the side chain must be at least 40 mole %, for example, at least 50 mole % or at least 60 mole %, of the total side chain distribution.
  • the essential components of the bi-modal distribution are made up of mixtures of (a) C 12 and C 16 or (b) C 12 , C 16 and C 18 , the amount of C 14 must be less than 20 mole %, for example, less than 10 mole % of the total side chain distribution.
  • the sidechains comprise even carbon number segments ranging from C 8 to C 18 , i.e., C 8 , C 10 , C 12 , C 14 , C 16 , C 18 .
  • the LOFI is a dialkyl fumarate-vinyl acetate copolymer.
  • the dialkyl fumarate-vinyl acetate copolymer can be formed from a mixture of alcohols having carbon numbers ranging from 8 to 18, with an average carbon number from 12.4 to 14.4, for example from 12.8 to 14.0, or from 13.0 to 13.8.
  • the copolymer is a sidechain copolymer having methylene segments as the side chains.
  • LOFIs can contain pendent ester groups derived from a mixture of alcohols whereby the alcohol residue can be characterized as repeating methylene units, and which are oil soluble, or dispersible, polymeric compositions that generally have weight average molecular weights ranging from 50,000 to 350,000 Daltons as determined by gel permeation chromatography.
  • the dialkyl fumarate-vinyl acetate copolymer has a specific viscosity ranging from 0.3 to 1.5, for example, from 0.3 to 1.0 or from 0.45 to 0.7.
  • the dialkyl fumarate-vinyl acetate copolymer has a weight average molecular weight ranging from 50,000 to 350,000 Daltons, for example, from 50,000 to 200,000 Daltons or from 75,000 to 120,000 Daltons.
  • the LOFI comprises poly(alkyl methacrylate) polymers.
  • the poly(alkyl methacrylate) polymers comprises a copolymer (A) consisting essentially of an alkyl methacrylate (a1) and one or more monomers (a2). See U.S. Pat. No. 5,891,831 which is hereby incorporated by reference.
  • the amount of the alkyl methacrylate (a1) that constitutes the copolymer (A) may be generally 30 to 99.99% by weight relative to the weight of the copolymer (A).
  • the alkyl methacrylate (a1) may generally include methacrylates with a linear alkyl group having from 1 to 18 carbon atoms (for example, methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, dodecyl methacrylate, tridecyl methacrylate, tetradecyl methacrylate, pentadecyl methacrylate, hexadecyl methacrylate, octadecyl methacrylate).
  • methacrylates with a linear alkyl group having from 1 to 18 carbon atoms for example, methyl methacrylate, ethyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, dodecyl methacrylate, tridecyl methacrylate, t
  • the monomer (a2) is one or more to be selected from the group consisting of conjugated dienes, acetylene, substituted acetylene, alkyl vinyl ethers and alkyl allyl ethers.
  • the amount of the monomer (a2) that constitutes the copolymer (A) may be generally from 0.01 to 10% by weight, preferably from 0.1 to 5% by weight, relative to the weight of the copolymer (A).
  • the LOFI comprises poly(alkyl acrylate) polymers.
  • the poly(alkyl acrylate) polymers are acrylate or alkylacrylate copolymer derivatives having dispersing groups. See U.S. Pat. No. 6,869,919 which is hereby incorporated by reference.
  • the LOFI comprises poly(styrene-dialkyl maleate) polymers. See U.S. Pat. No. 4,564,438 which is hereby incorporated by reference.
  • additives The LOFI and one or more other components, excluding the base stock, in a lubricant composition are referred to as “additives”.
  • the LOFI has a weight average molecular weight, as determined by gel permeation chromatography, ranging from 50,000 to 350,000 Daltons, for example from 80,000 to 200,000 Daltons.
  • the LOFI has a specific viscosity ranging from 0.3 to 1.0, for example, from 0.4 to 0.8.
  • the LOFI can be present in the lubricant composition in an amount ranging from 0.005 to 1.0 weight percent, for example from 0.05 to 0.5 weight percent.
  • the lubricant composition of the present invention can further comprise one or more of the optional components: corrosion inhibitors, oxidation inhibitors, fiction modifiers, dispersants, anti-foaming agents, anti-wear agents, detergents, rust inhibitors, etc.
  • the lubricant composition of the present invention comprises a corrosion inhibitor.
  • Corrosion inhibitors also known as anti-corrosive agents, reduce the degradation of the metallic parts contacted by the lubricating oil composition.
  • Illustrative of corrosion inhibitors are phosphosulfurized hydrocarbons and the products obtained by reaction of a phosphosulfurized hydrocarbon with an alkaline earth metal oxide or hydroxide, preferably in the presence of an alkylated phenol or of an alkylphenol thioester, and also preferably in the presence of carbon dioxide.
  • Phosphosulfurized hydrocarbons are prepared by reacting a suitable hydrocarbon such as a terpene, a heavy petroleum fraction of a C 2 to C 6 olefin polymer such as polyisobutylene, with from 5 to 30 wt. percent of a sulfide of phosphorus for 1 ⁇ 2 to 15 hours, at a temperature in the range of 150° F. to 600° F. (66° C. to 316° C.). Neutralization of the phosphosulfurized hydrocarbon may be effected in the manner taught in U.S. Pat. No. 1,969,324.
  • the lubricant composition of the invention can comprise an oxidation inhibitor.
  • Oxidation inhibitors reduce the tendency of mineral oils to deteriorate in service which deterioration can be evidenced by the products of oxidation such as sludge and varnish-like deposits on the metal surfaces, and by viscosity growth.
  • Such oxidation inhibitors include alkaline earth metal salts of alkylphenolthioesters having preferably C 5 to C 12 alkyl side chains, e.g., calcium nonylphenol sulfide, barium t-octylphenyl sulfide, dioctylphenylamine, phenylalphanaphthylamine, phosphosulfurized or sulfurized hydrocarbons, etc.
  • the lubricant of the present invention comprises a friction modifier.
  • Friction modifiers serve to impart the proper friction characteristics to lubricating oil compositions such as automatic transmission fluids.
  • suitable friction modifiers are found in U.S. Pat. No. 3,933,659 that discloses fatty acid esters and amides; U.S. Pat. No. 4,176,074 that describes molybdenum complexes of polyisobutenyl succinic anhydride-amino alkanols; U.S. Pat. No. 4,105,571 that discloses glycerol esters of dimerized fatty acids; U.S. Pat. No.
  • Preferred friction modifiers include succinate esters, or metal salts thereof, of hydrocarbyl substituted succinic acids or anhydrides and thiobis alkanols such as described in U.S. Pat. No. 4,344,853 as well as various molybdenum compounds.
  • the lubricant composition of the present invention comprises a dispersant.
  • Dispersants maintain compounds resulting from oxidation during use that are insoluble or substantially insoluble in the oil, in suspension in the fluid thus preventing sludge flocculation and precipitation or deposition on metal parts.
  • Suitable dispersants include high molecular weight alkyl succinates, the reaction product of oil-soluble polyisobutylene succinic anhydride with ethylene amines such as tetraethylene pentamine and borated salts thereof.
  • the lubricant composition of the present invention comprises a component to provide foam control.
  • Foam control can be provided by an antifoamant of the polysiloxane type, e.g., silicone oil and polydimethyl siloxane.
  • the lubricant composition of the present invention comprises an anti-wear agent.
  • Anti-wear agents as their name implies, reduce wear of metal parts.
  • Representatives of conventional anti-wear agents are zinc dialkyldithiophosphate and zinc diaryldithiophosphate.
  • the lubricant composition of the present invention comprises a detergent and metal rust inhibitor.
  • Detergents and metal rust inhibitors include the metal salts of sulphonic acids, alkyl phenols, sulfurized alkyl phenols, alkyl salicylates, naphthenates and other oil soluble mono- and dicarboxylic acids.
  • Highly basic (viz., overbased) metal salts such as highly basic alkaline earth metal sulfonates (especially Ca and Mg salts) are frequently used as detergents. Representative examples of such materials, and their methods of preparation, are found in U.S. Pat. No. 6,127,321 based on an application originally filed Jul. 11, 1985.
  • Lubricant composition of the present invention can be made using methods and techniques which are well known in the art.
  • Lubricant compositions according to the present invention are typically made by blending individual components into the base stock.
  • the components can be added directly to the base stock by dispersing, or dissolving the additives at the desired level of concentration at room temperature or elevated temperatures.
  • the present invention is illustrated by the following non-limiting examples.
  • the lubricant compositions comprised a Group III base stock (Yubase base stock); a semi-crystalline viscosity modifier (Paratone 8451 from Chevron Oronite Company); and a LOFI which was prepared as described below.
  • Each lubricant composition contained a different LOFI.
  • the lubricant composition of Example 1 contains LOFI 1
  • the lubricant composition of Example 2 contains LOFI 2 and so on.
  • LOFIs Five LOFIs (LOFIs 1-5) were prepared by first making five dialkyl fumarate monomers (Dialkyl Fumarate Monomers 1-5) using a blend of alcohols having a distribution of carbon atoms as shown in Table I. Alcohol 1 in Table I is used to prepare Dialkyl Fumarate Monomer 1, Alcohol 2 in Table I is used to prepare Dialkyl Fumarate Monomer 2 and so on. 232 g of fumaric acid, 824 g of the specified alcohol blend, and 0.2 g Fascat 4100® were added to the round bottom flask equipped with a Dean-Stark apparatus. The slurry was stirred under a stream of nitrogen and slowly heated to 220° C.
  • the esterification reaction was monitored by measuring the amount of water collected in the Dean-Stark trap. When the evolution of water ceased (typically 4 to 6 hours), the dialkyl fumarate monomer was decanted from the reactor and analyzed for neutralization number (2.0 mg KOH/g) and saponification number (223 mg KOH/g). Dialkyl Fumarate Monomers 1-5 were formed in this way.
  • Dialkyl Fumarate Monomer 1 was used to prepare Dialkyl Fumarate Vinyl Acetate Copolymer 1.
  • Dialkyl Fumarate Monomer 2 was used to prepare Dialkyl Fumarate Vinyl Acetate Copolyner 2 ad so on.
  • 150 g of a Dialkyl Fumarate Monomer (Dialkyl Fumarate Monomers 1-5) were added to a Parr® brand, 300 cm 3 stainless steel reactor. The reactor was sealed, heated to 50° C., and flushed with nitrogen for 10 minutes.
  • Dialkyl Fumarate Vinyl Acetate Copolymers 1-5 were blended as is well known in the art with a Group III base stock (Yubase base stock) and a semi-crystalline viscosity modifier (Paratone 8451 from Chevron Oronite Company) to form the SAE 5W-30 lubricant compositions of Examples 1-5.
  • a Group III base stock Yubase base stock
  • a semi-crystalline viscosity modifier Paratone 8451 from Chevron Oronite Company
  • the distribution contains side chains ranging ⁇ ⁇ ⁇ ⁇ ⁇ from C 8 to C 18 with an average carbon number from 12.4 to 14.4
  • the side chain distribution is bi-modal with ⁇ ⁇ ⁇ X X the lower portion of the bi-modal distribution made up primarily of C 12 and the upper portion of the distribution made up primarily of C 16 , C 18 or combinations thereof
  • the sum of the upper portion of the ⁇ ⁇ ⁇ X X distribution must be less than the lower portion of the distribution.
  • the amount of C 14 must be less than 20% or less than 10% when the essential components of the bi-modal distribution are made up of mixtures of (a) C 12 and C 16 or (b) C 12 , C 16 and C 18 and must be less than the sum of C 16 and C 18 ; (4) the amount of C 12 must be at least 40 mole % ⁇ ⁇ ⁇ ⁇ X or at least 50 mole % of the total side chain distribution
  • the LOFIs in the lubricant compositions of Examples 1-3 satisfy all of the requirements and are encompassed by the present invention.
  • the LOFIs in the lubricant compositions of Examples 4 and 5 do not satisfy all of the requirements and fall outside of the present invention.
  • a lubricant composition In order to pass the MRV Pumpability Test, a lubricant composition must exhibit a viscosity equal to or less than 60,000 mPa ⁇ s and a yield stress of less than 35 Pa. At a treat rate of 0.50%, only Examples 1 and 3 passed the MRV Pumpability Test. At a treat rate of 0.20%, only Examples 1-3 pass the MRV Pumpability Test. As stated above, Examples 1-3 are encompassed by the present invention.

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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)
US11/949,083 2007-12-03 2007-12-03 Lubricant composition comprising a bi-modal side-chain distribution lofi Abandoned US20090143263A1 (en)

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US11/949,083 US20090143263A1 (en) 2007-12-03 2007-12-03 Lubricant composition comprising a bi-modal side-chain distribution lofi
CN2008101816647A CN101451086B (zh) 2007-12-03 2008-12-02 包含双峰侧链分布lofi的润滑剂组合物
SG200808923-7A SG153029A1 (en) 2007-12-03 2008-12-02 Lubricant composition comprising a bi-modal side-chain distribution lofi
CA2645580A CA2645580C (en) 2007-12-03 2008-12-02 Lubricant composition comprising a bi-modal side-chain distribution lofi
EP08105917.2A EP2071013B1 (en) 2007-12-03 2008-12-02 Lubricant composition comprising a flow improver having a bi-modal side-chain distribution
JP2008308406A JP5517440B2 (ja) 2007-12-03 2008-12-03 二峰側鎖分布lofiを含む潤滑油組成物
US13/937,387 US9518244B2 (en) 2007-12-03 2013-07-09 Lubricant composition comprising a bi-modal side-chain distribution LOFI

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US20150018259A1 (en) * 2007-12-03 2015-01-15 Ricardo A. Bloch Lubricant Composition Comprising a Bi-Modal Side-Chain Distribution LOFI
US11760953B2 (en) 2018-04-25 2023-09-19 Afton Chemical Corporation Multifunctional branched polymers with improved low-temperature performance

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US9518244B2 (en) * 2007-12-03 2016-12-13 Infineum International Limited Lubricant composition comprising a bi-modal side-chain distribution LOFI
US11760953B2 (en) 2018-04-25 2023-09-19 Afton Chemical Corporation Multifunctional branched polymers with improved low-temperature performance

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SG153029A1 (en) 2009-06-29
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EP2071013A3 (en) 2011-10-12
CN101451086A (zh) 2009-06-10
JP2009138195A (ja) 2009-06-25
JP5517440B2 (ja) 2014-06-11
CA2645580A1 (en) 2009-06-03
EP2071013A2 (en) 2009-06-17
EP2071013B1 (en) 2017-11-08

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