WO2016090065A1 - Composition lubrifiante contenant un phénol hydrocarbyle oxyalkylé - Google Patents

Composition lubrifiante contenant un phénol hydrocarbyle oxyalkylé Download PDF

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Publication number
WO2016090065A1
WO2016090065A1 PCT/US2015/063573 US2015063573W WO2016090065A1 WO 2016090065 A1 WO2016090065 A1 WO 2016090065A1 US 2015063573 W US2015063573 W US 2015063573W WO 2016090065 A1 WO2016090065 A1 WO 2016090065A1
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WIPO (PCT)
Prior art keywords
carbon atoms
group
hydrocarbyl
oxyalkylated
composition
Prior art date
Application number
PCT/US2015/063573
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English (en)
Inventor
Yanshi Zhang
Original Assignee
The Lubrizol Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Lubrizol Corporation filed Critical The Lubrizol Corporation
Priority to CN201580065021.4A priority Critical patent/CN107109290A/zh
Priority to JP2017529359A priority patent/JP2017536463A/ja
Priority to US15/532,219 priority patent/US20170267941A1/en
Priority to EP15817639.6A priority patent/EP3227417A1/fr
Priority to CA2969651A priority patent/CA2969651C/fr
Priority to SG11201704171RA priority patent/SG11201704171RA/en
Publication of WO2016090065A1 publication Critical patent/WO2016090065A1/fr

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    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/24—Polyethers
    • C10M145/26—Polyoxyalkylenes
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    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
    • C10N2040/253—Small diesel engines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines

Definitions

  • the disclosed technology provides lubricating composition comprising: an oil of lubricating viscosity, a p-dodecylphenol-free detergent, and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 1 to 250 carbon atoms (or 20 to 220, or 30 to 150 carbon atoms), and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups.
  • the disclosed technology further relates to a method of lubricating a mechanical device (such as an internal combustion engine) with the lubricating composition.
  • the disclosed technology further relates to the use of the of the lubricating composition in a passenger car internal combustion engine to improve control of at least one of the following (i) fuel economy, (ii) corrosion, (iii) cleanliness, and (iv) bore wear.
  • US 4,402,845 discloses improved spreadability of marine diesel cylinder oils by the incorporation therein of a polyethylene glycol of the formula: R-CH 2 0-(CH 2 CH 2 0) n H wherein n ranges from 7 to 40 and R is an alkyl group containing from 11 to 15 carbon atoms.
  • US 4,438,005 discloses improved spreadability of marine diesel engine cylinder lubricants by the incorporation therein of a spreadability improving amount of at least one polyoxyethylene ester of the formula disclosed therein: wherein n ranges from 18 to 22 and R is an alkyl group having 11 to 17 carbon atoms in the chain.
  • US 4,479,882 discloses improved spreadability of marine diesel cylinder oils by the incorporation therein of a spreadability improving amount of a polyethoxylated phenoxy compound having the formula disclosed therein: wherein R is an aliphatic hydrocarbyl group having from 5 to 70 carbon atoms and n ranges from 14 to 30.
  • Polyalkoxylated compounds are also disclosed in US 2,681,315 (Tongberg, published 15 June, 1954) and US 2,833,717 (Whitacre, published 6 May, 1958) teaching lubricating oil compositions containing poly(oxyethylene)alkylphenols useful as rust or corrosion-inhibiting additives.
  • US 2011/0239978 discloses a lubricating composition that contains as an additive component, an oil-soluble mixture of oxyalkylated hydrocarbyl phenol condensates wherein the oxyalkyl groups have the formula -(R'O)n- where R' is an ethylene, propylene or butylene group; and n is independently from 0 to 10; wherein less than 45 mole % of the phenolic functional groups of the condensates are non-oxyalkylated; and more than 55 mole % of the phenolic functional groups of the condensates are mono-oxyalkylated.
  • the objectives of the disclosed technology include providing a lubricating composition which results in improved control of at least one of the following (i) fuel economy, (ii) corrosion, (iii) cleanliness (typically control of deposits, typically control/reduction of soot), and (iv) bore wear in an internal combustion engine, a gasoline or diesel passenger car internal combustion engine (typically a diesel passenger car internal combustion engine).
  • a lubricating composition which results in improved control of at least one of the following (i) fuel economy, (ii) corrosion, (iii) cleanliness (typically control of deposits, typically control/reduction of soot), and (iv) bore wear in an internal combustion engine, a gasoline or diesel passenger car internal combustion engine (typically a diesel passenger car internal combustion engine).
  • reference to the amounts of additives present in the lubricating composition disclosed are quoted on an oil free basis, i.e., amount of actives, unless otherwise indicated.
  • 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 alternative 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 materially affect the basic and novel, and essential characteristics of the composition or method under consideration.
  • oxyalkylated hydrocarbyl phenol is intended to include un-substituted and substituted compounds that have a hydroxyl group directly bonded aromatic group (within the definition of Huckel Rule 4 ⁇ +2 electrons) such as phenol, or ortho-, meta- or para- methyl phenol i.e., cresol.
  • the disclosed technology provides a lubricating composition
  • a lubricating composition comprising: an oil of lubricating viscosity, a p-dodecylphenol-free detergent and an oxyalkylated hydrocarbyl phenol, wherein the oxyalkylated hydrocarbyl phenol is substituted with at least one aliphatic hydrocarbyl group of 1 to 250 carbon atoms (or 20 to 220, or 30 to 150 carbon atoms), and wherein the oxyalkylated hydrocarbyl phenol is substantially free of aromatic hydrocarbyl groups.
  • the disclosed technology provides a lubricating composition characterised as having at least one of (i) a sulphur content of 0.2 wt % to 0.4 wt % or less, (ii) a phosphorus content of 0.08 wt % to 0.15 wt %, and (iii) a sulphated ash content of 0.5 wt % to 1.5 wt % or less.
  • the disclosed technology provides a lubricating composition characterised as having (i) a sulphur content of 0.5 wt % or less, (ii) a phosphorus content of 0.1 wt % or less, and (iii) a sulphated ash content of 0.5 wt % to 1.5 wt % or less.
  • the lubricating composition may have a SAE viscosity grade of XW-Y, wherein X may be 0, 5, 10, or 15; and Y may be 16, 20, 30, or 40.
  • the disclosed technology provides a method of lubricating an internal combustion engine comprising supplying to the internal combustion engine a lubricating composition of a lubricating disclosed herein.
  • the internal combustion engine may have a steel surface on a cylinder bore, a cylinder block, or a piston ring.
  • the internal combustion engine may be a heavy duty diesel internal combustion engine.
  • the heavy duty diesel internal combustion engine may have a "technically permissible maximum laden mass" over 3,500 kg.
  • the engine may be a compression ignition engine or a positive ignition natural gas (NG) or LPG (liquefied petroleum gas) engine.
  • the internal combustion engine may be a passenger car internal combustion engine.
  • the passenger car engine may be operated on unleaded gasoline. Unleaded gasoline is well known in the art and is defined by British Standard BS EN 228:2008
  • the passenger car internal combustion engine may have a reference mass not exceeding 2610 kg.
  • the passenger car internal combustion engine may be a gasoline or diesel passenger car internal combustion engine (typically a diesel passenger car internal combustion engine).
  • the lubricating composition disclosed herein comprises the p-dodecylphenol-free detergent may be present at 3 wt % to 8 wt% or 3 wt % to 5 wt % and the oxyalkylated hydrocarbyl phenol disclosed herein may be present at 0.1 wt % to 5 wt %, or 0.1 wt % to 1.5 wt % of the lubricating composition.
  • a lubricating composition of this type may be used as a heavy duty diesel internal combustion engine lubricant.
  • the lubricating composition disclosed herein comprises the p-dodecylphenol-free detergent present at 0.15 wt % to less than 3 wt %, or 0.2 to 1 wt % and the oxyalkylated hydrocarbyl phenol is present at 0.1 wt % to 5 wt %, or 0.1 wt % to 1.5 wt % of the lubricating composition.
  • a lubricating composition of this type may be used as a passenger car internal combustion engine lubricant.
  • the disclosed technology may also provide for a method of controlling soot formation in a 4-stroke compression ignition engine or a positive ignition natural gas (NG) or LPG engine comprising supplying to the engine a lubricating composition disclosed herein.
  • NG positive ignition natural gas
  • the disclosed technology provides for the use of the oxyalkylated hydrocarbyl phenol and p-dodecylphenol-free detergent disclosed herein in a lubricating composition provide at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness (typically control of deposits, typically control/reduction of soot), and (iv) control of bore wear in an internal combustion engine.
  • the internal combustion engine is a diesel passenger car internal combustion engine.
  • the disclosed technology provides for the use of the oxyalkylated hydrocarbyl phenol disclosed herein in a lubricating composition for a diesel passenger car internal combustion engine to control soot deposit formation.
  • the disclosed technology provides a detergent, a process to prepare a detergent, a lubricating composition, a method for lubricating an internal combustion engine and the use as disclosed above.
  • p-dodecylphenol-free detergent is intended to include a detergent when in a lubricating composition that comprises less than 0.2 wt %, or less than 0.1 wt %, or even less than 0.05 wt % of a phenate detergent derived from p-dodecylphenol (also referred to as PDDP).
  • the TBN is measured using ASTM D2986-11.
  • the p-dodecylphenol-free detergent does not include a phenate or salicylate detergent derived from an alkyl phenol (or salicyclic acid) having an alkyl group of tetrapropenylphenol.
  • the p-dodecylphenol-free detergent may include a sulphonate detergent, or a salicyclate or phenate detergent that may typically be derived from p-hydrocarbyl phenols other than p-dodecylphenol.
  • the phenates and salicylates may be neutral or overbased.
  • the overbased phenates and salicylates typically have a total base number of 180 to 450 TBN.
  • the phenate detergent includes a sulphur-coupled phenate, an alkylene- coupled phenate, or mixtures thereof.
  • the p-dodecylphenol-free detergent includes a phenate detergent that may typically be derived from p-hydrocarbyl phenols other than p-dodecylphenol.
  • Alkylphenols of this type may be coupled with sulphur and overbased, coupled with aldehyde and overbased, or carboxylated to form salicylate detergents.
  • Suitable alkylphenols include those alkylated with oligomers of propylene, i.e. tetrapropenylphenol (i.e. p-dodecylphenol or PDDP) and pentapropenylphenol. Suitable alkylphenols also include those alkylated with oligomers of butene, especially tetramers and pentamers of n-butenes. Other suitable alkylphenols include those alkylated with alpha-olefms, isomerized alpha-olefms, and polyolefms such as polyisobutylene.
  • the lubricant composition comprises a phenate detergent that is not derived from PDDP.
  • the lubricating composition comprises a phenate detergent prepared from PDDP, wherein the phenate detergent contains less than 1.0 wt % unreacted PDDP, or less than 0.5 wt % unreacted PDDP, or substantially free of PDDP.
  • the p-dodecylphenol-free detergent consists of a magnesium or calcium sulphonate detergent (typically a calcium sulphonate detergent).
  • the sulphonate detergent may be neutral, or overbased.
  • Overbased detergents are known in the art. Overbased materials, otherwise referred to as overbased or superbased salts, are generally single phase, homogeneous
  • the overbased materials are prepared by reacting an acidic material (typically an inorganic acid or lower carboxylic acid, typically carbon dioxide) with a mixture comprising an acidic organic compound, a reaction medium comprising at least one inert, organic solvent (mineral oil, naphtha, toluene, xylene, etc.) for said acidic organic material, a stoichiometric excess of a metal base, and a promoter such as a calcium chloride, acetic acid, phenol or alcohol.
  • an acidic material typically an inorganic acid or lower carboxylic acid, typically carbon dioxide
  • a reaction medium comprising at least one inert, organic solvent (mineral oil, naphtha, toluene, xylene, etc.) for said acidic organic material, a stoichiometric excess of a metal base, and a promoter such as a calcium chloride, acetic acid, phenol or alcohol.
  • the acidic organic material will normally have a sufficient number of carbon atoms to provide a degree of solubility in oil.
  • the amount of "excess" metal is commonly expressed in terms of metal ratio.
  • the term “metal ratio” is the ratio of the total equivalents of the metal to the equivalents of the acidic organic compound.
  • a neutral metal salt has a metal ratio of one.
  • a salt having 4.5 times as much metal as present in a normal salt will have metal excess of 3.5 equivalents, or a ratio of 4.5.
  • metal ratio is also explained in standard textbook entitled "Chemistry and Technology of
  • the overbased sulphonate detergent may be present at 0.1 wt % to 10 wt %, or 0.2 wt % to 8 wt %, or 0.2 wt % to 3 wt %.
  • the detergent may be present at
  • an engine lubricating composition comprises at least one overbased sulphonate detergent with a metal ratio of at least 3, or at least 8, or at least 15. In one embodiment, the overbased sulphonate detergent may be present in an amount to deliver total base number
  • TBN TBN of at least 3 mg KOH/g to the lubricating composition or at least 4 mg KOH/g, or at least 5 mg KOH/g to the lubricating composition; the overbased sulphonate detergent may deliver 3 to 10 mg KOH/g, or 5 to 10 mg KOH/g to the lubricating composition.
  • Overbased sulphonate detergents typically have a total base number of 250 to 600, or 300 to 500. Overbased detergents are known in the art.
  • the sulphonate detergent may be a predominantly linear alkylbenzene sulphonate detergent having a metal ratio of at least 8 as is described in paragraphs [0026] to [0037] of US Patent Application 2005065045 (and granted as US 7,407,919).
  • Linear alkyl benzenes may have the benzene ring attached anywhere on the linear chain, usually at the 2, 3, or 4 position, or mixtures thereof.
  • the predominantly linear alkylbenzene sulphonate detergent may be particularly useful for assisting in improving fuel economy.
  • the sulphonate detergent may be a branched alkylbenzene sulphonate detergent.
  • Branched alkylbenzene sulphonate may be prepared from isomerized alpha olefins, oligomers of low molecular weight olefins, or combinations thereof. Typically oligomers include tetramers, pentamers, and hexamers of propylene and butylene.
  • the sulphonate detergent may be a metal salt of one or more oil-soluble alkyl toluene sulphonate compounds as disclosed in paragraphs [0046] to [0053] of US Patent Application 2008/0119378.
  • the overbased metal-containing detergent may also include "hybrid" detergents formed with mixed surfactant systems including phenate and/or sulphonate components, e.g., phenate/salicylates, sulphonate/phenates, sulphonate/salicylates, sulphonates/phenates/salicylates, as described; for example, in US Patents 6,429,178; 6,429,179; 6,153,565; and 6,281,179. Where, for example, a hybrid sulphonate/phenate detergent is employed, the hybrid detergent would be considered equivalent to amounts of distinct phenate and sulphonate detergents introducing like amounts of phenate and sulphonate soaps, respectively.
  • phenate and/or sulphonate components e.g., phenate/salicylates, sulphonate/phenates, sulphonate/salicylates, sulphonates/phenates/salicylates, as described
  • the oxyalkylated hydrocarbyl phenol may be represented by the formula:
  • R 5 may be a hydrocarbyl group of 1 to 24 carbon atoms; each R 4 may be independently a hydrocarbyl group of 1 to 250 carbon atoms (typically wherein at least one R 4 contains 20 to 220, or 30 to 150, 35 to 140, or 40 to 96 carbon atoms);
  • n 1 to 20, or 1 to 10;
  • the oxyalkylated hydrocarbyl phenol may be represented by the formula:
  • one R 2 may be methyl, and the second R 2 may be hydrogen;
  • R 5 may be a hydrocarbyl group of 1 to 24 carbon atoms
  • each R 4 may be a hydrocarbyl group of 20 to 220, or 30 to 150, 35 to 140, or 40 to 96 carbon atoms;
  • n 1 to 20, or 1 to 10;
  • the oxyalkylated hydrocarbyl phenol may be represented by the formula:
  • one R may be methyl, and the second R may be hydrogen;
  • R 4 may be a hydrocarbyl group of 1 to 220 carbon atoms, wherein at least one R 4 comprises a polyalk(en)yl group containing 30 to 150, 35 to 140, or 40 to 96, 35 to 140, or 35 to 96 carbon atoms;
  • n 1 to 8, or 2 to 8;
  • the oxyalkylated hydrocarbyl phenol may be represented by the formula:
  • one R 2 may be methyl, and the second R 2 may be hydrogen;
  • R 5 may be a hydrocarbyl group of 1 to 24 carbon atoms
  • each a hydrocarbyl group of 1 to 220 carbon atoms comprises a polyisobutenyl group containing 35 to 140, or 35 to 96 carbon atoms;
  • n 1 to 8, or 2 to 8 (or 3 to 5);
  • R 4 group of each of the formulae above may be located in the para- position relative to the oxyalkylated group, and the resultant formula may be represented by structure:
  • oxyalkylated hydrocarbyl phenol of the disclosed technology may be represented by the formula:
  • R 4 may be a polyolefmic group such as a polypropenyl or a polyisobutenyl group
  • variables R , R , R , and n are defined previously.
  • the polyisobutenyl group may have a number average molecular weight of 350 to 2500, or 550 to 2300, or 750 to 1150. In one embodiment the polyisobutenyl group has a number average molecular weight of 950-1000.
  • the polypropenyl group may have a number average molecular weight of 740 to 1200, or 800-850. In one embodiment the polypropenyl group has a number average molecular weight of 825.
  • oxyalkylated hydrocarbyl phenol of the disclosed technology may be represented by the formula:
  • R 4 may be a polyolefmic group such as a polypropenyl or a polyisobutenyl group
  • the polyisobutenyl group may have a number average molecular weight of 350 to 2500, or 550 to 2300, or 750 to 1150. In one embodiment the polyisobutenyl group has a number average molecular weight of 950-1000.
  • the oxyalkylated group of the oxyalkylated hydrocarbyl phenol has formula — (R ⁇ n — , wherein R 1 may be an ethylene, propylene, butylene group, or mixtures thereof; and n may independently be from 1 to 50, or 1 to 20, or 1 to 10, or 2 to 5.
  • the oxyalkylated group of the oxyalkylated hydrocarbyl phenol may be either a homopolymer or copolymer or oligomers thereof. If the oxyalkylated group is in the form of a copolymer, or oligomer thereof, the oxyalkylated group may have either random or block architecture.
  • the oxyalkylated group (or R 1 may be a propylene, or butylene group i.e., the oxyalkylated group does not require an ethylene group. If an ethylene group is present the oxyalkylate group may be a copolymer, or oligomer thereof with either propylene or butylene oxide i.e., blocks of (i) -CH 2 CH 2 0- with (ii) -CH 2 CH 2 CH 2 CH 2 0- or -CH 2 CH(CH 3 )CH 2 0- or -CH 2 CH(CH 3 )0-.
  • the oxyalkylated group may be based upon propylene oxide.
  • the oxyalkylated hydrocarbyl phenol may be prepared by reacting a hydrocarbyl substituted phenol with an alkylene oxide (typically ethylene oxide, propylene oxide or butylene oxide), optionally in the presence of a base catalyst. Typically the reaction occurs in the presence of a base catalyst.
  • alkylene oxide typically ethylene oxide, propylene oxide or butylene oxide
  • the base catalyst may include sodium chloroacetate, sodium hydride or potassium hydroxide.
  • the aliphatic hydrocarbyl group (also represented by R 4 ) may be linear or branched, typically with at least one branching point.
  • the aliphatic hydrocarbyl group typically has one, although it may in some embodiments be desirable to have to R 4 groups, with the second group being methyl. If a second R 4 group is present and is methyl, then the oxyalkylated hydrocarbyl phenol is a cresol.
  • the oxyalkylated hydrocarbyl phenol of the disclosed technology may be present in an amount ranging from 0.01 wt % to 5 wt %, or 0.05 to 3 wt %, or 0.1 to 1.5 wt % of the lubricating composition.
  • the oxyalkylated hydrocarbyl phenol may be present in an amount from 0.1 to 1.5 wt % of the lubricating composition.
  • the lubricating composition comprises an oil of lubricating viscosity.
  • oils include natural and synthetic oils, oil derived from hydrocracking, hydro genation, and hydro finishing, unrefined, refined, re -refined oils or mixtures thereof.
  • a more detailed description of unrefined, refined and re -refined oils is provided in International Publication WO2008/147704, paragraphs [0054] to [0056] (a similar disclosure is provided in US Patent Application 2010/197536, see [0072] to [0073]).
  • a more detailed description of natural and synthetic lubricating oils is described in paragraphs [0058] to
  • Synthetic oils may also be produced by Fischer-Tropsch reactions and typically may be hydroisomerised Fischer-Tropsch hydrocarbons or waxes. In one embodiment oils may be prepared by a Fischer-Tropsch gas-to-liquid synthetic procedure as well as other gas-to-liquid oils.
  • Oils of lubricating viscosity may also be defined as specified in April 2008 version of "Appendix E - API Base Oil Interchangeability Guidelines for Passenger Car Motor Oils and Diesel Engine Oils", section 1.3 Sub-heading 1.3. "Base Stock Categories”. The API Guidelines are also summarised in US Patent US 7,285,516 (see column 11, line 64 to column 12, line 10).
  • the oil of lubricating viscosity may be an API Group II, Group III, Group IV oil, or mixtures thereof.
  • the amount of the oil of lubricating viscosity present is typically the balance remaining after subtracting from 100 wt % the sum of the amount of the compound of the disclosed technology and the other performance additives.
  • the lubricating composition may be in the form of a concentrate and/or a fully formulated lubricant. If the lubricating composition of the disclosed technology (comprising the additives disclosed herein) is in the form of a concentrate which may be combined with additional oil to form, in whole or in part, a finished lubricant), the ratio of the of these additives to the oil of lubricating viscosity and/or to diluent oil include the ranges of 1 :99 to 99: 1 by weight, or 80:20 to 10:90 by weight.
  • a lubricating composition may be prepared by adding the oxyalkylated hydrocarbyl phenol described herein to an oil of lubricating viscosity, optionally in the presence of other performance additives (as described herein below).
  • the lubricating composition of the disclosed technology may further include other additives.
  • the disclosed technology provides a lubricating composition further comprising at least one of a dispersant, an antiwear agent, a dispersant viscosity modifier, a friction modifier, a viscosity modifier, an antioxidant, a foam inhibitor, a demulsifier, a pour point depressant or mixtures thereof.
  • the disclosed technology provides a lubricating composition further comprising at least one of a polyisobutylene succinimide dispersant, an antiwear agent, a dispersant viscosity modifier, a friction modifier, a viscosity modifier (typically an olefin copolymer such as an ethylene-propylene copolymer), an antioxidant (including phenolic and aminic antioxidants), an overbased detergent (including overbased sulphonates and phenates), or mixtures thereof.
  • a polyisobutylene succinimide dispersant typically an antiwear agent, a dispersant viscosity modifier, a friction modifier, a viscosity modifier (typically an olefin copolymer such as an ethylene-propylene copolymer), an antioxidant (including phenolic and aminic antioxidants), an overbased detergent (including overbased sulphonates and phenates), or mixtures thereof.
  • the lubricating composition may further include a dispersant, or mixtures thereof.
  • the dispersant may be a succinimide dispersant, a Mannich dispersant, a succinamide dispersant, a polyolefm succinic acid ester, amide, or ester-amide, or mixtures thereof.
  • the disclosed technology does include a dispersant or mixtures thereof.
  • the dispersant may be present as a single dispersant.
  • the dispersant may be present as a mixture of two or more (typically two or three) different dispersants, wherein at least one may be a succinimide dispersant.
  • the succinimide dispersant may be derived from an aliphatic polyamine, or mixtures thereof.
  • the aliphatic polyamine may be aliphatic polyamine such as an ethylenepolyamine, a propylenepolyamine, a butylenepolyamine, or mixtures thereof.
  • the aliphatic polyamine may be ethylenepolyamine.
  • the aliphatic polyamine may be chosen from ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, pentaethylenehexamine, polyamine still bottoms, and mixtures thereof.
  • the dispersant may be a polyolefm succinic acid ester, amide, or ester-amide.
  • a polyolefm succinic acid ester may be a polyisobutylene succinic acid ester of pentaerythritol, or mixtures thereof.
  • a polyolefm succinic acid ester-amide may be a polyisobutylene succinic acid reacted with an alcohol (such as pentaerythritol) and an amine (such as a diamine, typically diethyleneamine).
  • the dispersant may be an N-substituted long chain alkenyl succinimide.
  • N-substituted long chain alkenyl succinimide is polyisobutylene succinimide.
  • polyisobutylene succinimide typically the polyisobutylene from which polyisobutylene succinic anhydride is derived has a number average molecular weight of 350 to 5000, or 550 to 3000 or 750 to 2500.
  • Succinimide dispersants and their preparation are disclosed, for instance in US Patents 3,172,892, 3,219,666, 3,316,177, 3,340,281, 3,351,552, 3,381,022, 3,433,744, 3,444,170, 3,467,668, 3,501,405, 3,542,680, 3,576,743, 3,632,511, 4,234,435, Re 26,433, and 6,165,235, 7,238,650 and EP Patent Application 0 355 895 A.
  • the dispersants may also be post-treated by conventional methods by a reaction with any of a variety of agents.
  • agents such as boric acid, urea, thiourea, dimercaptothiadiazoles, carbon disulphide, aldehydes, ketones, carboxylic acids such as terephthalic acid, hydrocarbon-substituted succinic anhydrides, maleic anhydride, nitriles, epoxides, and phosphorus compounds.
  • the post-treated dispersant is borated.
  • the post-treated dispersant is reacted with dimercaptothiadiazoles.
  • the post-treated dispersant is reacted with phosphoric or phosphorous acid. In one embodiment the post- treated dispersant is reacted with terephthalic acid and boric acid (as described in US Patent Application US2009/0054278.
  • the dispersant may be borated or non-borated.
  • a borated dispersant may be a succinimide dispersant.
  • the ashless dispersant is boron- containing, i.e., has incorporated boron and delivers said boron to the lubricant composition.
  • the boron-containing dispersant may be present in an amount to deliver at least 25 ppm boron, at least 50 ppm boron, or at least 100 ppm boron to the lubricant composition.
  • the lubricant composition is free of a boron- containing dispersant, i.e. delivers no more than 10 ppm boron to the final formulation.
  • the dispersant may be prepared/obtained/obtainable from reaction of succinic anhydride by an "ene” or “thermal” reaction, by what is referred to as a "direct alkylation process.”
  • the "ene” reaction mechanism and general reaction conditions are summarised in "Maleic Anhydride", pages 147-149, Edited by B.C. Trivedi and B.C. Culbertson and Published by Plenum Press in 1982.
  • the dispersant prepared by a process that includes an "ene” reaction may be a polyisobutylene succinimide having a carbocyclic ring present on less than 50 mole %, or 0 to less than 30 mole %, or 0 to less than 20 mole %, or 0 mole % of the dispersant molecules.
  • the "ene” reaction may have a reaction temperature of 180°C to less than 300°C, or 200°C to 250°C, or 200°C to 220°C.
  • the dispersant may also be obtained/obtainable from a chlorine-assisted process, often involving Diels-Alder chemistry, leading to formation of carbocyclic linkages.
  • the process is known to a person skilled in the art.
  • the chlorine-assisted process may produce a dispersant that is a polyisobutylene succinimide having a carbocyclic ring present on 50 mole % or more, or 60 to 100 mole % of the dispersant molecules. Both the thermal and chlorine-assisted processes are described in greater detail in U.S. Patent 7,615,521, columns 4-5 and preparative examples A and B.
  • the dispersant may have a carbonyl to nitrogen ratio (CO:N ratio) of 5:1 to 1 : 10, 2: 1 to 1 : 10, or 2: 1 to 1 :5, or 2: 1 to 1 :2.
  • the dispersant may have a CO:N ratio of 2: 1 to 1 : 10, or 2: 1 to 1 :5, or 2: 1 to 1 :2, or 1 : 1.4 to 1 :0.6.
  • the dispersant may be present at 0 wt % to 20 wt %, 0.1 wt % to 15 wt %, or
  • the lubricating composition may be a lubricating composition further comprising a molybdenum compound.
  • the molybdenum compound may be an antiwear agent or an antioxidant.
  • the molybdenum compound may be be chosen from molybdenum dialkyldithiophosphates, molybdenum dithiocarbamates, amine salts of molybdenum compounds, and mixtures thereof.
  • the molybdenum compound may provide the lubricating composition with 0 to 1000 ppm, or 5 to 1000 ppm, or 10 to 750 ppm, 5 ppm to 300 ppm, or 20 ppm to 250 ppm of molybdenum.
  • Antioxidants include sulphurised olefins, diarylamines, alkylated diarylamines, hindered phenols, molybdenum compounds (such as molybdenum dithiocarbamates), hydroxyl thioethers, or mixtures thereof.
  • the lubricating composition includes an antioxidant, or mixtures thereof.
  • the antioxidant may be present at 0 wt % to 15 wt %, or 0.1 wt % to 10 wt %, or 0.5 wt % to 5 wt %, or 0.5 wt % to 3 wt %, or 0.3 wt % to 1.5 wt % of the lubricating composition.
  • the diaryl amine or alkylated diarylamine may be a phenyl-a-naphthyl amine (PANA), an alkylated diphenylamine, or an alkylated phenylnapthylamine, or mixtures thereof.
  • the alkylated diphenylamine may include di-nonylated diphenylamine, nonyl diphenylamine, octyl diphenylamine, di-octylated diphenylamine, di-decylated diphenylamine, decyl diphenylamine and mixtures thereof.
  • the diphenylamine may include nonyl diphenylamine, dinonyl diphenylamine, octyl diphenylamine, dioctyl diphenylamine, or mixtures thereof.
  • the alkylated diphenylamine may include nonyl diphenylamine, or dinonyl diphenylamine.
  • the alkylated diarylamine may include octyl, di-octyl, nonyl, di-nonyl, decyl or di-decyl phenylnapthylamines.
  • the hindered phenol antioxidant often contains a secondary butyl and/or a tertiary butyl group as a sterically hindering group.
  • the phenol group may be further substituted with a hydrocarbyl group (typically linear or branched alkyl) and/or a bridging group linking to a second aromatic group.
  • suitable hindered phenol antioxidants include 2,6-di-tert-butylphenol, 4-methyl-2,6-di-tert-butylphenol, 4-ethyl-
  • the hindered phenol antioxidant may be an ester and may include, e.g., IrganoxTM L-135 from Ciba.
  • IrganoxTM L-135 from Ciba.
  • molybdenum dithiocarbamates which may be used as an antioxidant, include commercial materials sold under the trade names such as Vanlube 822TM and MolyvanTM A from R. T. Vanderbilt Co., Ltd., and Adeka Sakura-LubeTM S-100, S-165, S-600 and 525, or mixtures thereof.
  • the lubricating composition further includes a viscosity modifier.
  • the viscosity modifier is known in the art and may include hydrogenated styrene-butadiene rubbers, ethylene -propylene copolymers, polymethacrylates, polyacrylates, hydrogenated styrene-isoprene polymers, hydrogenated diene polymers, polyalkyl styrenes, polyolefms, esters of maleic anhydride -olefin copolymers (such as those described in International Application WO 2010/014655), esters of maleic anhydride-styrene copolymers, or mixtures thereof.
  • the dispersant viscosity modifier may include functionalised polyolefms, for example, ethylene-propylene copolymers that have been functionalised with an acylating agent such as maleic anhydride and an amine; polymethacrylates functionalised with an amine, or styrene -maleic anhydride copolymers reacted with an amine. More detailed description of dispersant viscosity modifiers are disclosed in International Publication WO2006/015130 or U.S. Patents 4,863,623; 6,107,257; 6,107,258; 6,117,825; and US 7,790,661. In one embodiment the dispersant viscosity modifier may include those described in U.S. Patent 4,863,623 (see column 2, line 15 to column 3, line 52) or in
  • dispersant viscosity modifier may include those described in U.S. Patent US 7,790,661 column 2, line 48 to column 10, line 38.
  • the lubricating composition of the disclosed technology further comprises a dispersant viscosity modifier.
  • the dispersant viscosity modifier may be present at 0 wt % to 5 wt %, or 0 wt % to 4 wt %, or 0.05 wt % to 2 wt %, or 0.2 wt % to 1.2 wt % of the lubricating composition.
  • the friction modifier may be be chosen from long chain fatty acid derivatives of amines, long chain fatty esters, or derivatives of long chain fatty epoxides; fatty imidazolines; amine salts of alkylphosphoric acids; fatty alkyl tartrates; fatty alkyl tartrimides; fatty alkyl tartramides; fatty glycolates; and fatty glycolamides.
  • the friction modifier may be present at 0 wt % to 6 wt %, or 0.01 wt % to 4 wt %, or 0.05 wt % to 2 wt %, or 0.1 wt % to 2 wt % of the lubricating composition.
  • fatty alkyl or "fatty” in relation to friction modifiers means a carbon chain having 10 to 22 carbon atoms, typically a straight carbon chain.
  • Suitable friction modifiers include long chain fatty acid derivatives of amines, fatty esters, or fatty epoxides; fatty imidazolines such as condensation products of carboxylic acids and polyalkylene-polyamines; amine salts of alkylphosphoric acids; fatty alkyl tartrates; fatty alkyl tartrimides; fatty alkyl tartramides; fatty phosphonates; fatty phosphites; borated phospholipids, borated fatty epoxides; glycerol esters; borated glycerol esters; fatty amines; alkoxylated fatty amines; borated alkoxylated fatty amines; hydroxyl and polyhydroxy fatty amines including tertiary hydroxy fatty amines; hydroxy alkyl amides; metal salts of fatty acids; metal salts of alkyl salicylates; fatty oxazolines; fatty ethoxylated alcohol
  • Friction modifiers may also encompass materials such as sulphurised fatty compounds and olefins, molybdenum dialkyldithiophosphates, molybdenum dithiocarbamates, sunflower oil or soybean oil monoester of a polyol and an aliphatic carboxylic acid.
  • the friction modifier may be a long chain fatty acid ester.
  • the long chain fatty acid ester may be a mono-ester and in another embodiment the long chain fatty acid ester may be a triglyceride.
  • the lubricating composition optionally further includes at least one antiwear agent.
  • suitable antiwear agents include titanium compounds, tartaric acid derivatives such as tartrate esters, amides or tartrimides, oil soluble amine salts of phosphorus compounds, sulphurised olefins, metal dihydrocarbyldithiophosphates (such as zinc dialkyldithiophosphates), phosphites (such as dibutyl phosphite), phosphonates, thiocarbamate-containing compounds, such as thiocarbamate esters, thiocarbamate amides, thiocarbamic ethers, alkylene-coupled thiocarbamates, and bis(S- alkyldithiocarbamyl) disulphides.
  • the antiwear agent may in one embodiment include a tartrate or tartrimide as disclosed in International Publication WO 2006/044411 or Canadian Patent CA 1 183 125.
  • the tartrate or tartrimide may contain alkyl-ester groups, where the sum of carbon atoms on the alkyl groups is at least 8.
  • the antiwear agent may in one embodiment include a citrate as is disclosed in US Patent Application 20050198894.
  • the lubricating composition may further include a phosphorus-containing antiwear agent.
  • the phosphorus-containing antiwear agent may be a zinc dialkyldithiophosphate, phosphite, phosphate, phosphonate, and ammonium phosphate salts, or mixtures thereof.
  • Zinc dialkyldithiophosphates are known in the art.
  • the antiwear agent may be present at 0 wt % to 3 wt %, or 0.1 wt % to 1.5 wt %, or 0.5 wt % to 0.9 wt % of the lubricating composition.
  • oil-soluble titanium compounds as disclosed in US 7,727,943 and US2006/0014651.
  • the oil-soluble titanium compounds may function as antiwear agents, friction modifiers, antioxidants, deposit control additives, or more than one of these functions.
  • the oil soluble titanium compound may be a titanium (IV) alkoxide.
  • the titanium alkoxide may be formed from a monohydric alcohol, a polyol or mixtures thereof.
  • the monohydric alkoxides may have 2 to 16, or 3 to 10 carbon atoms.
  • the titanium alkoxide may be titanium (IV) isopropoxide.
  • the titanium alkoxide may be titanium (IV) 2-ethylhexoxide.
  • the titanium compound comprises the alkoxide of a vicinal 1,2-diol or polyol.
  • the 1,2-vicinal diol comprises a fatty acid mono-ester of glycerol, often the fatty acid may be oleic acid.
  • the oil soluble titanium compound may be a titanium carboxylate.
  • the titanium (IV) carboxylate may be titanium neodecanoate.
  • Foam inhibitors that may be useful in the compositions of the disclosed technology include polysiloxanes, copolymers of ethyl acrylate and 2-ethylhexylacrylate and optionally vinyl acetate; demulsifiers including fluorinated polysiloxanes, trialkyl phosphates, polyethylene glycols, polyethylene oxides, polypropylene oxides and (ethylene oxide-propylene oxide) polymers.
  • Pour point depressants that may be useful in the compositions of the disclosed technology include polyalphaolefms, esters of maleic anhydride-styrene copolymers, poly(meth)acrylates, polyacrylates or polyacryl amides.
  • Demulsifiers include trialkyl phosphates, and various polymers and copolymers of ethylene glycol, ethylene oxide, propylene oxide, or mixtures thereof different from the non-hydroxy terminated acylated polyalkylene oxide of the disclosed technology.
  • Metal deactivators include derivatives of benzotriazoles (typically tolyltriazole), 1,2,4-triazoles, benzimidazoles, 2-alkyldithiobenzimidazoles or 2-alkyl- dithiobenzothiazoles. The metal deactivators may also be described as corrosion inhibitors.
  • Seal swell agents include sulpholene derivatives Exxon Necton-37TM
  • An engine lubricating composition in different embodiments may have a composition as disclosed in the following table:
  • the disclosed technology provides a method of lubricating an internal combustion engine.
  • the engine components may have a surface of steel or aluminium.
  • An aluminium surface may be derived from an aluminium alloy that may be a eutectic or a hyper-eutectic aluminium alloy (such as those derived from aluminium silicates, aluminium oxides, or other ceramic materials).
  • the aluminium surface may be present on a cylinder bore, cylinder block, or piston ring having an aluminium alloy, or aluminium composite.
  • the internal combustion engine may or may not have an exhaust gas recirculation system.
  • the internal combustion engine may be fitted with an emission control system or a turbocharger. Examples of the emission control system include diesel particulate filters (DPF), or systems employing selective catalytic reduction (SCR).
  • DPF diesel particulate filters
  • SCR selective catalytic reduction
  • the internal combustion engine may be a diesel fueled engine (typically a heavy duty diesel engine), a gasoline fueled engine, a natural gas fueled engine, a mixed gasoline/alcohol fueled engine, or a hydrogen fueled internal combustion engine.
  • the internal combustion engine may be a diesel fueled engine and in another embodiment a gasoline fueled engine.
  • Diesel fueled engines may be fueled with a mixture of conventional diesel fuel and bio-derived diesel fuel
  • the diesel engine fuel may comprise 5 volume percent to 100 volume percent bio-diesel (i.e. B5 to blOO); in one embodiment the diesel fuel comprises 5 volume percent to 50 volume percent bio-diesel or 8 volume percent to 30 volume percent bio-diesel. In one embodiment the diesel fuel is substantially free of (i.e. contains less than 1 volume percent) bio-diesel.
  • the internal combustion engine may be a heavy duty diesel engine. In one embodiment, the internal combustion engine may be a gasoline direct injection (GDI) engine.
  • GDI gasoline direct injection
  • the oxyalkylated group of the oxyalkylated hydrocarbyl phenol of the disclosed technology has formula wherein R 1 is ethylene, propylene, butylene group, or mixtures thereof, with the proviso that if R 1 comprises ethylene groups the resultant oxyalkylated hydrocarbyl phenol is a random or block copolymer derived from ethylene glycol and either (i) propylene glycol or (ii) butylene glycol; and n is independently from 1 to 50, or 1 to 20.
  • the internal combustion engine may be a 2-stroke or 4-stroke engine.
  • Suitable internal combustion engines include marine diesel engines, aviation piston engines, low-load diesel engines, and automobile and truck engines.
  • the marine diesel engine may be lubricated with a marine diesel cylinder lubricant (typically in a 2-stroke engine), a system oil (typically in a 2-stroke engine), or a crankcase lubricant (typically in a 4-stroke engine).
  • the internal combustion engine is a 4-stroke engine, and is a compression ignition engine or a positive ignition natural gas (NG) or LPG engine.
  • the lubricant composition for an internal combustion engine may be suitable for any engine lubricant irrespective of the sulphur, phosphorus or sulphated ash (ASTM D-874) content.
  • the sulphur content of the engine oil lubricant may be 1 wt % or less, or
  • the sulphur content may be in the range of 0.001 wt % to 0.5 wt %, or 0.01 wt % to 0.3 wt %.
  • the phosphorus content may be 0.2 wt % or less, or 0.12 wt % or less, or 0.1 wt % or less, or 0.085 wt % or less, or 0.08 wt % or less, or even 0.06 wt % or less, 0.055 wt % or less, or 0.05 wt % or less.
  • the phosphorus content may be 0.04 wt % to
  • the phosphorus content may be 100 ppm to 1000 ppm, or 200 ppm to 600 ppm.
  • the total sulphated ash content may be 0.3 wt % to 1.2 wt %, or 0.5 wt % to 1.2 wt % or 1.1 wt % of the lubricating composition. In one embodiment the sulphated ash content may be 0.5 wt % to 1.2 wt % of the lubricating composition.
  • the TBN (as measured by ASTM D2896) of the engine oil lubricant may be 5 mg KOH/g to
  • the lubricating composition may be an engine oil, wherein the lubricating composition may be characterised as having at least one of (i) a sulphur content of 0.5 wt % or less, (ii) a phosphorus content of 0.12 wt % or less, and (iii) a sulphated ash content of 0.5 wt % to 1.1 wt % of the lubricating composition.
  • hydrocarbyl substituent or “hydrocarbyl group” is used in its ordinary sense, which is well-known to those skilled in the art. Specifically, it refers to a group having a carbon atom directly attached to the remainder of the molecule and having predominantly hydrocarbon character.
  • hydrocarbyl groups include: hydrocarbon substituents, including aliphatic, alicyclic, and aromatic substituents; substituted hydrocarbon substituents, that is, substituents containing non- hydrocarbon groups which, in the context of this disclosed technology, do not alter the predominantly hydrocarbon nature of the substituent; and hetero substituents, that is, substituents which similarly have a predominantly hydrocarbon character but contain other than carbon in a ring or chain.
  • KOH pellets (5 g) are charged to the vessel.
  • the vessel is purged 6 times with Nitrogen (0-30 psi) then pressurised to 10 psi.
  • the contents are heated to 130 °C with stirring and the vessel is repressurised to 10 psi.
  • Ethylene oxide (20.33 g) is added over 4 hours. Purged cylinder lines and allowed pressure to drop to 12 psi (8 hours). Discharged 626 g of a golden liquid.
  • Inventive Preparative Example B (1 equivalents of propylene oxide to 1 equivalent of polyisobutylene phenol): Polyisobutylene (950 Mn) phenol (600 g) and KOH pellets (5 g) are charged to the vessel. The vessel is purged 6 times with Nitrogen (0-30 psi) then pressurised to 10 psi. The contents are heated to 120 °C with stirring and the vessel is repressurised to 10 psi. Propylene oxide (26.81 g) is added over 2 hours.
  • Inventive Preparative Example C (2 equivalents of ethylene oxide to 1 equivalent of polyisobutylene phenol): Polyisobutylene (950 Mn) phenol (600 g) and potassium hydroxide pellets (5 g) are charged to a pressurised vessel. The vessel is purged 6 times with nitrogen (0-30 psi) then pressurised to 10 psi. The contents are heated to 130°C with stirring and the vessel is re-pressurised to 10 psi. Ethylene oxide (40.66g ) is added over 4 hours. The vessel is then depressurised over 8 hours. The product yield is 646 g of a yellow liquid.
  • Inventive Preparative Example D (2 equivalents of propylene oxide to 1 equivalent of polyisobutylene phenol): Polyisobutylene (950 Mn) phenol (600 g) and KOH pellets (5 g) are charged to the vessel. The vessel is purged 6 times with Nitrogen (0-30 psi) then pressurised to 10 psi. The contents are heated to 120 °C with stirring and the vessel is repressurised to 10 psi. Propylene oxide (53.61 g) is added over 2 hours.
  • Inventive Preparative Example F (5 equivalents of propylene oxide to 1 equivalent of polyisobutylene phenol): Polyisobutylene (950 Mn) phenol (550 g) and KOH pellets (4.5 g) are charged to the vessel. The vessel is purged 6 times with Nitrogen
  • PP-1 4-Alkylphenol where alkyl is lOOOMn Pib
  • PP-2 4-Alkylphenol where alkyl is 550Mn Pib
  • PP-3 4-Alkylphenol where alkyl is 1500Mn Pib
  • PP-4 4-Alkylphenol where alkyl is 2000Mn Pib
  • ⁇ Mixtures represent feed ratios
  • a set of 5W-40 engine lubricants suitable for use in light duty diesel engines are prepared in Group III base oil of lubricating viscosity containing the additives described above as well as conventional additives including polymeric viscosity modifier, ashless succinimide dispersant, overbased detergents, antioxidants (combination of phenolic ester, diarylamine, and sulphurized olefin), zinc dialkyldithiophosphate (ZDDP), as well as other performance additives as follows (Table 2 and 3).
  • Additional additives include friction modifier, anti-foam agents, and pourpoint depressants Table 3 - 5W-30 Lubricating Compositions
  • Additional additives include friction modifier, anti-foam agents, and pourpoint depressants
  • formulations are evaluated in both bench oxidation-deposit tests as well as a fired engine test designed to evaluate deposit control of lubricants.
  • the lubricating compositions are tested in a Panel Coker heated to 325 °C, with a sump temperature of 105 °C, and a splash/bake cycle of 120 s/45 s.
  • the airflow is 350 ml/min, with a spindle speed of 1000 rpm and the test lasts for 4 hours.
  • the oil is splashed onto an aluminum panel which is then optically rated by computer. Performance ranges from 0% (black panel) to 100% (clean panel).
  • the lubricating compositions are also evaluated in the Volkswagen (VW) TDI engine test.
  • the test procedure follows the PV1452 and CEC L-78-T-99 methods as laid out in the ACEA oil sequences. This engine test rates lubricants on piston cleanliness (merit) and ring sticking.
  • the lubricating compositions are also evaluated in the Sequence IIIG engine test following the test procedure of ASTM D7320-14 (entitled Standard Test Method for Evaluation of Automotive Engine Oils in the Sequence IIIG, spark-ignition engine.
  • the test measures oxidation, and weighted piston deposits (WPD). Typically better results are obtained for samples having a higher rating. The results obtained are:
  • the disclosed technology is capable of at least one of (i) control of fuel economy, (ii) control of corrosion, (iii) cleanliness (typically control of deposits, typically control/reduction of soot), and (iv) control of bore wear, typically in a passenger car internal combustion engine.

Abstract

La technique décrite concerne une composition lubrifiante comprenant : une huile de viscosité lubrifiante, un détergent sans p-dodécylphénol et un phénol hydrocarbyle oxyalkylé, le phénol hydrocarbyle oxyalkylé étant substitué par au moins un groupe hydrocarbyle aliphatique de 1 à 250 atomes de carbone (ou de 20 à 220, ou de 30 à 150 atomes de carbone), et le phénol hydrocarbyle oxyalkylé étant sensiblement exempt de groupes hydrocarbyle aromatiques. L'invention concerne, en outre, un procédé de lubrification d'un dispositif mécanique (tel qu'un moteur à combustion interne) utilisant la composition lubrifiante. La technologie selon l'invention concerne également l'utilisation de la composition lubrifiante dans un moteur à combustion interne de voiture de tourisme pour améliorer le contrôle d'au moins un des éléments suivants: (i) économie en carburant, (ii) corrosion, (iii) propreté et (iv) usure d'alésage.
PCT/US2015/063573 2014-12-03 2015-12-03 Composition lubrifiante contenant un phénol hydrocarbyle oxyalkylé WO2016090065A1 (fr)

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JP2017529359A JP2017536463A (ja) 2014-12-03 2015-12-03 オキシアルキル化ヒドロカルビルフェノールを含有する潤滑組成物
US15/532,219 US20170267941A1 (en) 2014-12-03 2015-12-03 Lubricating composition containing an oxyalkylated hydrocarbyl phenol
EP15817639.6A EP3227417A1 (fr) 2014-12-03 2015-12-03 Composition lubrifiante contenant un phénol hydrocarbyle oxyalkylé
CA2969651A CA2969651C (fr) 2014-12-03 2015-12-03 Composition lubrifiante contenant un phenol hydrocarbyle oxyalkyle
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JP2020527633A (ja) * 2017-07-17 2020-09-10 ザ ルブリゾル コーポレイションＴｈｅ Ｌｕｂｒｉｚｏｌ Ｃｏｒｐｏｒａｔｉｏｎ 低亜鉛潤滑剤組成物
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