EP4038167A1 - Use of lubricants with carboxylic acid esters in electric vehicles - Google Patents

Use of lubricants with carboxylic acid esters in electric vehicles

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Publication number
EP4038167A1
EP4038167A1 EP20772327.1A EP20772327A EP4038167A1 EP 4038167 A1 EP4038167 A1 EP 4038167A1 EP 20772327 A EP20772327 A EP 20772327A EP 4038167 A1 EP4038167 A1 EP 4038167A1
Authority
EP
European Patent Office
Prior art keywords
acid
branched
linear
use according
ester
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.)
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Application number
EP20772327.1A
Other languages
German (de)
English (en)
French (fr)
Inventor
Markus Scherer
Jan Strittmatter
Jochen Wagner
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.)
BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP4038167A1 publication Critical patent/EP4038167A1/en
Withdrawn legal-status Critical Current

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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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/34—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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/36—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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/40—Esters containing free hydroxy or carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • 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
    • 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
    • C10M2207/2815—Esters of (cyclo)aliphatic monocarboxylic acids 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
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids 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
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds 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
    • C10M2207/30—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C10M2207/301—Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids 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
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/102—Polyesters
    • C10M2209/1023—Polyesters used as base material
    • 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
    • C10N2030/08—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
    • C10N2040/14—Electric or magnetic purposes
    • 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
    • C10N2040/14—Electric or magnetic purposes
    • C10N2040/16—Dielectric; Insulating oil or insulators
    • 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

Definitions

  • the present invention relates to a use of a lubricant comprising a base oil selected from a carboxylic acid ester in an electric vehicle. It further relates to a method for lubricating an electric vehicle with a lubricant comprising the carboxylic acid ester. Combinations of preferred embodiments with other preferred embodiments are within the scope of the present invention.
  • a major challenge in lubricating electric vehicles is controlling lubricant electrical conductivity over the lifetime of the lubricant while meeting wear protection, oxidation stability, deposit control, and corrosion inhibition requirements.
  • oil-derived lubricating properties must be maintained despite exposure to high surface temperatures of electrical components in electric and hybrid vehicles.
  • a base oil with a high heat conductivity is desirable and would allow to transport away the heat of the hot surfaces.
  • lubricant electrical conductivity and heat conductivity should be balanced with lubricant stability and many other lubricant properties such as low viscosity and achieving good gear protection.
  • the electric conductivity of the lubricant should be in a certain range. In case it is too high an electrical charge leakage and drain down of energy storage devices, such as for example batteries, may occur in the electrified systems of electric vehicles. In case the electric conductivity is too low electrostatic uploading of parts may occur.
  • Various lubricant additives are know for adjusting the conductivity of the base oil of the lubricant.
  • a lubricant comprising a base oil selected from a carboxylic acid ester in an electric vehicle.
  • the objects were also achieved by a method for lubricating an electric vehicle with a lubricant comprising a carboxylic acid ester.
  • the carboxylic acid ester is a monoester, diester, polyester, complex ester, or mixture thereof.
  • the carboxylic acid ester is more preferred a diester, polyester, or complex esters.
  • the carboxylic acid ester may comprise a mixture of different carboxylic acid esters.
  • the carboxylic acid esters may comprise aliphatic, aromatic, or a mixture of aliphatic and aromatic alcohols and/or acids. In one form the carboxylic acid esters consists of aliphatic alcohols and aliphatic acids. In another form the carboxylic acid esters consists of aliphatic alcohols and aliphatic and/or aromatic acids.
  • the carboxylic acid esters may comprise saturated, unsaturated or a mixture of saturated and unsaturated alcohols and/or acids. In one form the carboxylic acid esters may comprise saturated alcohols and saturated acids. In one form the carboxylic acid esters may comprise saturated alphatic alcohols and saturated aliphatic acids.
  • Suitable carboxylic acid ester are obtainable by reacting
  • the carboxylic acid ester is a monoester obtainable by reacting at least one linear or branched C5-C20 monocarboxylic acid selected from the group consisting of pentanoic acid, iso-pentanoic acid, hexanoic acid, iso-hexanoic acid, heptanoic acid, iso-heptanoic acid, octanoic acid, iso-octanoic acid, nonanoic acid, iso- nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, nonadecanoic acid, eicosanoic acid with at least one linear or branched C 1 -C 18 monoal
  • the monoester is obtainable by reacting at least one linear or branched C12-C20 monocarboxylic acid with at least one linear or branched C6-C16 monoalcohol.
  • the monoester is obtainable by reacting at least one linear or branched C14-C18 monocarboxylic acid with at least one linear or branched C6-C12 monoalcohol.
  • Examples for monosters are 2-ethylhexyl oleate, 2-ethylhexyl cocoate, 2-ethylhexyl palmitate, 2-ethylhexylstearate, and 2-ethylhexyl tallowate.
  • the carboxylic acid ester is a diester obtainable by reacting at least one linear or branched C3-C12 dicarboxylic acid selected from the group consisting of malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, azelaic acid, sebacic acid, brassilic acid, docdecanedioic acid, diglycolic acid, 1,4- cyclohexanedicarboxylic acid, 1,3-cyclohexanedicarboxylic acid and 2,6-decahydro- naphthalenedicarboxylic acid with at least one branched C5-C14 monoalcohol selected from the group consisting of pentanol, hexanol, heptanol, iso-pentanol, iso-hexanol, iso-heptanol, 2-ethylhexanol, 2-propylheptanol, 2-propyl,
  • the diesters are obtainable by reacting at least one linear or branched C ⁇ Csdi- carboxylic acid with at least one branched C6-C16 monoalcohol. In one form the diesters are obtainable by reacting at least one linear or branched C 6 -Cs dicarboxylic acid with at least one branched C6-C14 monoalcohol. Examples for diesters are diisodecyl adipate, diisotridecyl adipate, di-(isopropylheptyl)-adipate (DPHA) and diisononyladipate (DNA).
  • the alkyl side chain can be linear or branched alkyl group while linear alkyl group is preferred for the alkyl side chain.
  • the main alkyl chain in residue R is Ob to Cn.
  • the residue R in R-OH of formula (I) includes methylhexyl, ethylhexyl, propylhexyl, butylhexyl, pentylhexyl and hexylhexyl, methylheptyl, ethylheptyl, propylheptyl, butylheptyl and pentylheptyl, methyloctyl, ethyloctyl, propyloctyl, and butyloctyl, methylnonyl, ethylnonyl, and propylnonyl, methyldecyl and ethyldecyl, and methylundecyl.
  • Especially preferred alcohols R-OH from the above list include residue R being ethylhexyl, methyloctyl, propylheptyl and butyloctyl.
  • residue R in R-OH in the above lubricant composition is selected from ethylhexyl, methyloctyl, propylheptyl, butyloctyl and mixtures thereof defined by q, r and s as follows:
  • Such alcohols are typically named Guerbet alcohols.
  • the Guerbet alcohol is derived at least partly from 2-hexyl decanol, 2-hexyl dodecanol, 2-octyl decanol and/or 2-octyl dodecanol.
  • the dicarboxylic ester preferably is derived from the reaction of a dicarboxylic acid with an aliphatic alcohol.
  • Preferred dicarboxylic acids are adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid and mixtures thereof.
  • the dicarboxylic acid ester component is preferably formed from such dicarboxylic acids by esterification with medium-size aliphatic alcohols, which can be linear or branched, preferably C5 to C20 alcohol, more preferably Cg to C15 aliphatic alcohol and most preferably nonanol, isodecanol, isotridecanol and 2-propyl heptanol.
  • the carboxylic acid ester is a polyester obtainable by reacting at least one linear or branched C5-C18 monocarboxyl ic acid selected from the group consisting of pentanoic acid, caproic acid, heptanoic acid, caprylic acid, nonanoic acid capric acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, oleic acid, palmitoleic acid with at least one C2-C20 polyol having 2-10 hydroxyl group selected from the group consisting of ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,3- butylene glycol, 2,3-butylene glycol, neopentyl glycol, trimethylol propane, trimethylol
  • the polyester are obtainable by reacting at least one linear or branched Cs-Cis monocarboxylic acid with at least one C3-C16 polyol having 3-6 hydroxyl group.
  • the polyester are obtainable by reacting at least one linear or branched C14-C18 monocarboxylic acid with at least one C4-C12 polyol having 3-5 hydroxyl group.
  • polyesters are trimethylolpropane-type ester, preferably formed from TMP with C5- C18 aliphatic monoacids, e.g. trimethylolpropane caprylate (TMTC) and trimethylolpropane- trioleate.
  • TMTC trimethylolpropane caprylate
  • polyesters are pentaerythrit-type ester, preferably formed from pentaerythrit with C5-C18 aliphatic monoacids.
  • the carboxylic acid ester is a complex ester obtainable by reacting a mixture comprising at least one linear or branched C5-C18 monocarboxylic acid selected from the group consisting of pentanoic acid, caproic acid, heptanoic acid, caprylic acid, nonanoic acid capric acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, oleic acid, palmitoleic acid and at least one linear or branched C3-C10 dicarboxylic acid selected from the group consisting of malonic acid, succinic acid, glutaric acid, adipic acid, heptanedioic acid, octananedioic acid, nonanedioic acid, decanedioic acid
  • the complex ester are obtainable by reacting a mixture comprising at least one linear or branched C6-C18 monocarboxylic acid and at least one linear or branched C4-C10 dicarboxylic acid and at least one C 2 -C 14 polyol having 2-6 hydroxyl group.
  • the complex ester are obtainable by reacting a mixture comprising at least one linear or branched C12-C18 monocarboxylic acid and at least one linear or branched C 6 -Cs dicarboxylic acid and at least one C3-C10 polyol having 3-5 hydroxyl group.
  • Suitable electric vehicles are fully electric vehicles and hybrid electric vehicles.
  • An electric vehicle usually comprises a rotary electric machine and an electric power storage device configured to store electric power that is used to drive the rotary electric machine.
  • a hybrid electric vehicle usually travels by using power of a rotary electric machine and a combustion engine.
  • Suitable hybrid electric vehicles are full hybrid (also called strong hybrid), plug-in hybrid (also called PHEV) electric vehicles, or range extended electric vehicles (also called REEV).
  • a full hybrid electric vehicle is typically a vehicle that can run only on a combustion engine, only on an electric motor, or a combination of both.
  • a plug-in hybrid electric vehicle is typically a hybrid electric vehicle with rechargeable batteries that can be restored to full charge by connecting a plug to an external electric power source.
  • Suitable electric vehicles are battery electric vehicles (also called BEV) or fuel cell electric vehicles.
  • BEV battery electric vehicles
  • a BEV is typically a type of electric vehicle that uses chemical energy stored in rechargeable battery packs, and uses electric motors and motor controllers instead of internal combustion engines for propulsion.
  • a fuel cell electric vehicle (FCEV) is typically a type of electric vehicle which uses a fuel cell, instead of a battery, or in combination with a battery or supercapacitor, to power its on-board rotary electric machine. Fuel cells in vehicles generate electricity to power the motor, generally using oxygen from the air and compressed hydrogen.
  • vehicle refers to any mobile or stationary platform, wherein mobile platforms are preferred.
  • vehicles are selected from a passenger vehicle, a light-duty or heavy-duty truck, a utility vehicle, an agricultural vehicle, an industrial or warehouse vehicle, or a recreational off-road vehicle.
  • the lubrication of electric vehicles may refer to lubrication of powertrains, drivelines, transmissions, differentials, gears, gear trains, gear sets, gear boxes, bearings, bushings, axles, turbines, compressors, pumps, hydraulic systems, batteries, capacitors, electric motors, drive motors, generators, AC/DC converters, alternators, transformers, kinetic energy converters, kinetic energy recovery systems.
  • a single lubricant or more than one lubricant may be used in the electric vehicle, for example, one lubricant composition for the transmission and another lubricant composition for another component of the vehicle system.
  • the lubricant may lubricate various surfaces of electric vehicles, that include, for example, the following: metals, metal alloys, non-metals, non-metal alloys, mixed carbon-metal composites and alloys, mixed carbon-nonmetal composites and alloys, ferrous metals, ferrous composites and alloys, non-ferrous metals, non-ferrous composites and alloys, titanium, titanium composites and alloys, aluminum, aluminum composites and alloys, magnesium, magnesium composites and alloys, ion-implanted metals and alloys, plasma modified surfaces; surface modified materials; coatings; mono-layer, multi-layer, and gradient layered coatings; honed surfaces; polished surfaces; etched surfaces; textured surfaces; micro and nano structures on textured surfaces; super-finished surfaces; diamond-like carbon (DLC), DLC with high-hydrogen content, DLC with moderate hydrogen content, DLC with low-hydrogen content, DLC with near zero hydrogen content, DLC composites, DLC-metal compositions and composites, DLC
  • the lubricant is present within the rotary electric machine of the electric vehicle.
  • the lubricant is present outside in close distance to the rotary electric machine of the electric vehicle, and usually onboard of the electric vehicle.
  • the lubricant is present outside the rotary electric machine in direct contact with it or within a distance of up to 300, 250, 200, 150, 100, 50, 40, 30, 20 or 10 cm.
  • Examples for the lubricant being present outside the rotary electric machine are lubricants present in powertrains, drivelines, transmissions, differentials, gears, gear trains, gear sets, gear boxes, bearings, bushings, axles, turbines, compressors, pumps, hydraulic systems, batteries, capacitors, generators, AC/DC converters, alternators, transformers, kinetic energy converters, or kinetic energy recovery systems.
  • the heat conductivity of the the carboxylic acid ester may be at least 0.120, 0.125, 0.130, 0.131, 0.132, 0.133, 0.135, 0.137, 0.139, 0.141, 0.143, 0.145, or 0.147 W/mK.
  • the heat conductivity (preferably at 90 °C) of the carboxylic acid ester may be up to 0.3, 0.2, 0.17, or 0.15 W/mK.
  • the heat conductivity may be determined with the stationary cylinder gap method:
  • the base oils is located between two cylindrical metal bodies with spherical ends with a gap of one millimeter.
  • the outer cylinder is surrounded by a thermostat fluid, which keeps the temperature of the measuring device constant. The temperature is measured both in the inner cylinder and in the outer cylinder. After reaching thermal equilibrium at a constant temperature, the inner cylinder is heated up by a defined power by maximum 0.5 K. The temperature difference between outer and inner cylinder is thus only dependent on the thermal conductivity of the fluid and on the heating power. This temperature difference is measured twice at two different heating power levels.
  • the measurement of the thermal conductivity of the base oils was done in the temperature range from 30 to 90 °C at three different temperatures.
  • the heat conductivity may also be determined according to ASTM D7896-19 “Standard Test Method for Thermal Conductivity, Thermal Diffusivity, and Volumetric Heat Capacity of Engine Coolants and Related Fluids by Transient Hot Wire Liquid Thermal Conductivity Method”.
  • thermo-oxidative stability of the carboxylic acid ester may be determined by High Pressure Differential Scanning Calorimetry (HP-DSC).
  • HP-DSC is a technique used to accelerate oxidative stability testing. In the presence of air or oxygen, lubricants will degrade through oxidation. At ambient temperature and atmospheric pressure oxidation is almost immeasurably slow but the rate of oxidation strongly increases with temperature.
  • the HP-DCS may be tested as follows: About 1 mg of a sample was heated from 30 to 400 °C with 5K/min in an open aluminum pot under 10 bar pure oxygen atmosphere.
  • the HP-DCS is given in degree Celsius of the onset temperature or the peak temperature (preferably the onset temperature) and the higher the value the better the thermo-oxidative stability.
  • thermo-oxidative stability of the carboxylic acid ester according to HP-DSC may be at least 130, 150, 170, 180 or 190 °C onset temperature.
  • the thermo-oxidative stability according to HP-DSC may be up to 300, 280, 260 or 240 °C onset temperature.
  • the thermo-oxidative stability of the carboxylic acid ester according to HP-DSC may be at least 130, 150, 170, 180, 190, 200, 210 or 220 °C peak temperature.
  • the thermo-oxidative stability according to HP-DSC may be up to 300, 280, 260 or 240 °C peak temperature.
  • thermo-oxidative stability may also be determined according to ASTM D943 (“Standard Test Method for OxidationCharacteristics of Inhibited Mineral Oils”), also known as Turbine Oil Oxidation Stability Test TOST.
  • the TOST for the carboxylic acid esters may be determined in the absence of water.
  • the TOST values for the carboxylic acid esters are usually at least 4000, 6000, 7000, 8000, 9000 or 10000 hours.
  • the increase in acid number is usually at least 2 mg KOH/g.
  • the electrical conductivity of the carboxylic acid ester may be at least 0.01 , 0.1 , 0.5, 1, 5, 10, 30, 50, or 100 pS/m.
  • the electrical conductivity of the carboxylic acid ester may be up to 100000, 50000, 10000, 5000, 1000, or 500 pS/m.
  • the electrical conductivity of the carboxylic acid ester may be in the range from 0.1 to 100 000 pS/m, 1 to 50 000 pS/m, 1 to 10000 pS/m, 10 to 5000 pS/m, 10 to 1000 pS/m, 10 to 500 pS/m or 30 to 300 pS/m.
  • the electrical conductivity may be determined preferably according to ASTM D2624 “Standard Test Methods for Electrical Conductivity of Aviation and Distillate Fuels”, typically at 25 °C. In another form the electrical conductivity may be determined according to ASTM D4308 ..Standard Test Method for Electrical Conductivity of Liquid Hydrocarbons by Precision Meter”, typically at 25 °C.
  • lubricants usually refers to composition which are capable of reducing friction between surfaces (preferably metal surfaces), such as surfaces of mechanical devices.
  • a mechanical device may be a mechanism consisting of a device that works on mechanical principles.
  • the lubricant is usually a lubricating liquid, lubricating oil or lubricating grease.
  • the lubricant usually further comprises in addition to the base oil selected from carboxylic acid esters a further base oil selected from mineral oils, polyalphaolefins, polymerized and interpolymerized olefins, alkyl naphthalenes, alkylene oxide polymers, silicone oils, phosphate ester; and/or a lubricant additive.
  • a further base oil selected from mineral oils, polyalphaolefins, polymerized and interpolymerized olefins, alkyl naphthalenes, alkylene oxide polymers, silicone oils, phosphate ester; and/or a lubricant additive.
  • the further base oil may selected from the group consisting of mineral oils (Group I, II or III oils), polyalphaolefins (Group IV oils), polymerized and interpolymerized olefins, alkyl naphthalenes, alkylene oxide polymers, silicone oils, phosphate esters (Group V oils).
  • the further base oil is selected from Group I, Group II, Group III base oils according to the definition of the API, or mixtures thereof. Definitions for the base oils are the same as those found in the American Petroleum Institute (API) publication "Engine Oil Licensing and Certification System", Industry Services Department, Fourteenth Edition, December 1996, Addendum 1, December 1998.
  • Base oils categorizes base oils as follows: a) Group I base oils contain less than 90 percent saturates (ASTM D 2007) and/or greater than 0.03 percent sulfur (ASTM D 2622) and have a viscosity index (ASTM D 2270) greater than or equal to 80 and less than 120. b) Group II base oils contain greater than or equal to 90 percent saturates and less than or equal to 0.03 percent sulfur and have a viscosity index greater than or equal to 80 and less than 120. c) Group III base oils contain greater than or equal to 90 percent saturates and less than or equal to 0.03 percent sulfur and have a viscosity index greater than or equal to 120. d) Group IV base oils contain polyalphaolefins.
  • Polyalphaolefins include known PAO materials which typically comprise relatively low molecular weight hydrogenated polymers or oligomers of alphaolefins which include but are not limited to C2 to about C32 alphaolefins with the C8 to about C16 alphaolefins, such as 1-octene, 1-decene, 1-dodecene and the like being preferred.
  • the preferred polyalphaolefins are poly-1 -octene, poly-1 -decene, and poly- 1-dodecene.
  • Group V base oils contain any base oils not described by Groups I to IV. Examples of Group V base oils include alkyl naphthalenes, alkylene oxide polymers, silicone oils, and phosphate esters.
  • Synthetic base oils include hydrocarbon oils and halo-substituted hydrocarbon oils such as pol-ymerized and interpolymerized olefins (e.g., polypropylenes, propylene-isobutylene copolymers, chlorinated polybutylenes, poly(1 -hexenes), poly(l-octenes), poly(l-decenes)); alkylbenzenes (e.g., dodecylbenzenes, tetradecylbenzenes, dinonylbenzenes, di(2- ethylhexyl)benzenes); poly-phenyls (e.g., biphenyls, terphenyls, alkylated polyphenols); and alkylated diphenyl ethers and alkylated diphenyl sulfides and derivative, analogs and homologs thereof.
  • Alkylene oxide polymers and interpolymers and derivatives thereof where the terminal hydroxyl groups have been modified by esterification, etherification, etc. constitute another class of known synthetic base oils. These are exemplified by polyoxyalkylene polymers prepared by polymerization of ethylene oxide or propylene oxide, and the alkyl and aryl ethers of polyoxyalkylene polymers (e.g., methyl-polyisopropylene glycol ether having a molecular weight of 1000 or diphenyl ether of polyethylene glycol having a molecular weight of 1000 to 1500); and mono- and polycar-boxylic esters thereof, for example, the acetic acid esters, mixed C3-C8 fatty acid esters and C13 oxo acid diester of tetraethylene glycol.
  • polyoxyalkylene polymers prepared by polymerization of ethylene oxide or propylene oxide
  • alkyl and aryl ethers of polyoxyalkylene polymers e.g., methyl
  • Silicon-based oils such as the polyalkyl-, polyaryl-, polyalkoxy- or polyaryloxysilicone oils and sili-cate oils comprise another useful class of synthetic base oils; such base oils include tetraethyl silicate, tetraisopropyl silicate, tetra-(2- ethylhexyl)silicate, tetra-(4-methyl-2-ethyl- hexyl) silicate, tetra-(p-tert-butyl-phenyl) silicate, hexa-(4-methyl-2-ethylhexyl)disiloxane, poly(methyl) siloxanes and poly(methylphenyl)siloxanes.
  • base oils include tetraethyl silicate, tetraisopropyl silicate, tetra-(2- ethylhexyl)silicate, tetra-(4-methyl-2-ethy
  • Other synthetic base oils include liquid esters of phosphorous-containing acids (e.g., tricresyl phosphate, trioctyl phosphate, diethyl ester of decylphosphonic acid) and polymeric tetrahydrofurans.
  • Suitable lubricant additives may be selected from viscosity index improvers, polymeric thickeners, corrosion inhibitors, detergents, dispersants, anti-foam agents, dyes, wear protection additives, extreme pressure additives (EP additives), anti-wear additives (AW additives), friction modifiers, metal deactivators, pour point depressants.
  • the viscosity index improvers include high molecular weight polymers that increase the relative viscosity of an oil at high temperatures more than they do at low temperatures.
  • Viscosity index improvers include polyacrylates, polymethacrylates, alkylmethacrylates, vinylpyrrolidone/meth-acrylate copolymers, poly vinylpyrrolidones, polybutenes, olefin copolymers such as an ethylene-propylene copolymer or a styrene-butadiene copolymer or polyalkene such as PIB, styrene/acrylate copolymers and polyethers, and combinations thereof.
  • the most common VI improvers are methacrylate polymers and copolymers, acrylate polymers, olefin polymers and copolymers, and styrenebutadiene copolymers.
  • Other examples of the viscosity index improver include polymethacrylate, polyisobutylene, alpha-olefin polymers, alpha-olefin copolymers (e.g., an ethylenepropylene copolymer), polyalkylstyrene, phenol condensates, naphthalene condensates, a styrenebutadiene copolymer and the like.
  • polymethacrylate having a number average molecular weight of 10000 to 300000 and alpha- olefin polymers or alpha-olefin copolymers having a number average molecular weight of 1000 to 30000, particularly ethylene- alpha-olefin copolymers having a number average molecular weight of 1000 to 10000 are preferred.
  • the viscosity index increasing agents can be added and used individually or in the form of mixtures, conveniently in an amount within the range of from 3 0.05 to £ 20.0 % by weight, in relation to the weight of the base stock.
  • Suitable (polymeric) thickeners include, but are not limited to, polyisobutenes (PIB), oligomeric co-polymers (OCPs), polymethacrylates (PMAs), copolymers of styrene and butadiene, or high viscosity esters (complex esters).
  • PIB polyisobutenes
  • OCPs oligomeric co-polymers
  • PMAs polymethacrylates
  • copolymers of styrene and butadiene or high viscosity esters (complex esters).
  • Corrosion inhibitors may include various oxygen-, nitrogen-, sulfur-, and phosphorus- containing materials, and may include metal-containing compounds (salts, organometallics, etc.) and nonmetal-containing or ashless materials.
  • Corrosion inhibitors may include, but are not limited to, additive types such as, for example, hydrocarbyl-, aryl-, alkyl-, arylalkyl-, and alkylaryl- versions of detergents (neutral, overbased), sulfonates, phenates, salicylates, alcoholates, carboxylates, salixarates, phosphites, phosphates, thiophosphates, amines, amine salts, amine phosphoric acid salts, amine sulfonic acid salts, alkoxylated amines, etheramines, polyetheramines, amides, imides, azoles, diazoles, triazoles, benzotriazoles, benzothiadoles
  • Detergents include cleaning agents that adhere to dirt particles, preventing them from attaching to critical surfaces. Detergents may also adhere to the metal surface itself to keep it clean and prevent corrosion from occurring. Detergents include calcium alkylsalicylates, calcium alkylphenates and calcium alkarylsulfonates with alternate metal ions used such as magnesium, barium, or sodium.
  • cleaning and dispersing agents examples include metal-based detergents such as the neutral and basic alkaline earth metal sulphonates, alkaline earth metal phenates and alkaline earth metal salicylates alkenylsuccinimide and alkenylsuccinimide esters and their borohydrides, phenates, salienius complex detergents and ashless dispersing agents which have been modified with sulphur compounds.
  • metal-based detergents such as the neutral and basic alkaline earth metal sulphonates, alkaline earth metal phenates and alkaline earth metal salicylates alkenylsuccinimide and alkenylsuccinimide esters and their borohydrides, phenates, salienius complex detergents and ashless dispersing agents which have been modified with sulphur compounds.
  • These agents can be added and used individually or in the form of mixtures, conveniently in an amount within the range of from 3 0.01 to £ 1.0 % by weight in relation to the weight of the base stock; these can
  • Dispersants are lubricant additives that help to prevent sludge, varnish and other deposits from forming on critical surfaces.
  • the dispersant may be a succinimide dispersant (for example N-substituted long chain alkenyl succinimides), a Mannich dispersant, an ester-containing dispersant, a condensation product of a fatty hydrocarbyl monocarboxyl ic acylating agent with an amine or ammonia, an alkyl amino phenol dispersant, a hydrocarbyl-amine dispersant, a polyether dispersant or a polyetheramine dispersant.
  • succinimide dispersant for example N-substituted long chain alkenyl succinimides
  • a Mannich dispersant for example N-substituted long chain alkenyl succinimides
  • an ester-containing dispersant for example N-substituted long chain alkenyl succinimides
  • an ester-containing dispersant
  • the succinimide dispersant includes a polyisobutylene-substituted succinimide, wherein the polyisobutylene from which the dispersant is derived may have a number average molecular weight of about 400 to about 5000, or of about 950 to about 1600.
  • the dispersant includes a borated dispersant.
  • the borated dispersant includes a succinimide dispersant including a polyisobutylene succinimide, wherein the polyisobutylene from which the dispersant is derived may have a number average molecular weight of about 400 to about 5000. Borated dispersants are described in more detail above within the extreme pressure agent description.
  • Anti-foam agents may be selected from silicones, polyacrylates, and the like.
  • the amount of anti-foam agent in the lubricant compositions described herein may range from 3 0.001 wt.-% to£ 0.1 wt.-% based on the total weight of the formulation.
  • an anti-foam agent may be present in an amount from about 0.004 wt.-% to about 0.008 wt.-%.
  • Suitable extreme pressure agent is a sulfur-containing compound.
  • the sulfur-containing compound may be a sulfurised olefin, a polysulfide, or mixtures thereof.
  • the sulfurised olefin include a sulfurised olefin derived from propylene, isobutylene, pentene; an organic sulfide and/or polysulfide including benzyldisulfide; bis-(chlorobenzyl) disulfide; dibutyl tetrasulfide; di-tertiary butyl polysulfide; and sulfurised methyl ester of oleic acid, a sulfurised alkylphenol, a sulfurised dipentene, a sulfurised terpene, a sulfurised Diels- Alder adduct, an alkyl sulphenyl N'N- dialkyl dithiocarbamates; or mixtures thereof.
  • the sulfurised olefin includes a sulfurised olefin derived from propylene, isobutylene, pentene or mixtures thereof.
  • the extreme pressure additive sulfur-containing compound includes a dimercaptothiadiazole or derivative, or mixtures thereof.
  • dimercaptothiadiazole include compounds such as 2,5-dimercapto-1,3,4- thiadiazole or a hydrocarbyl-substituted 2,5-dimercapto-1,3,4-thiadiazole, or oligomers thereof.
  • the oligomers of hydrocarbyl-substituted 2,5-dimercapto-1,3,4-thiadiazole typically form by forming a sulfur-sulfur bond between 2,5-dimercapto-1,3,4-thiadiazole units to form derivatives or oligomers of two or more of said thiadiazole units.
  • Suitable 2,5-dimercapto-1,3,4-thiadiazole derived compounds include for example 2,5-bis(tert-nonyldithio)-1 ,3,4-thiadiazole or 2-tert- nonyldithio-5-mercapto-1 ,3,4-thiadiazole.
  • the number of carbon atoms on the hydrocarbyl substituents of the hydrocarbyl-substituted 2,5-dimercapto-1,3,4-thiadiazole typically include 1 to 30, or 2 to 20, or 3 to 16.
  • Extreme pressure additives include compounds containing boron and/or sulfur and/or phosphorus.
  • the extreme pressure agent may be present in the lubricant compositions at 0 wt.-% to about 20 wt.-%, or at about 0.05 wt.-% to about 10.0 wt.-%, or at about 0.1 wt.-% to about 8 wt.-% of the lubricant composition.
  • anti-wear additives examples include organo borates, organo phosphites such as didodecyl phosphite, organic sulfur-containing compounds such as sulfurized sperm oil or sulfurized terpenes, zinc dialkyl dithiophosphates, zinc diaryl dithiophosphates, phosphosulfurized hydrocarbons and any combinations thereof.
  • Friction modifiers may include metal-containing compounds or materials as well as ashless compounds or materials, or mixtures thereof.
  • Metal-containing friction modifiers include metal salts or metal-ligand complexes where the metals may include alkali, alkaline earth, or transition group metals. Such metal-containing friction modifiers may also have low-ash characteristics. Transition metals may include Mo, Sb, Sn, Fe, Cu, Zn, and others.
  • Ligands may include hydrocarbyl derivative of alcohols, polyols, glycerols, partial ester glycerols, thiols, carboxylates, carbamates, thiocarbamates, dithiocarbamates, phosphates, thiophosphates, dithiophosphates, amides, imides, amines, thiazoles, thiadiazoles, dithiazoles, diazoles, triazoles, and other polar molecular functional groups containing effective amounts of O, N, S, or P, individually or in combination.
  • Mo-containing compounds can be particularly effective such as for example Mo-dithiocarbamates, Mo(DTC), Mo-dithiophosphates, Mo(DTP), Mo-amines, Mo (Am), Mo-alcoholates, Mo- alcohol-amides, and the like.
  • Ashless friction modifiers may also include lubricant materials that contain effective amounts of polar groups, for example, hydroxyl-containing hydrocarbyl base oils, glycerides, partial glycerides, glyceride derivatives, and the like.
  • Polar groups in friction modifiers may include hydrocarbyl groups containing effective amounts of O, N, S, or P, individually or in combination.
  • Other friction modifiers that may be particularly effective include, for example, salts (both ash- containing and ashless derivatives) of fatty acids, fatty alcohols, fatty amides, fatty esters, hydroxyl-containing carboxylates, and comparable synthetic long-chain hydrocarbyl acids, alcohols, amides, esters, hydroxy carboxylates, and the like.
  • fatty organic acids may be used as suitable friction modifiers.
  • friction modifiers include fatty acid esters and amides, organo molybdenum compounds, molybdenum dialkylthiocarbamates and molybdenum dialkyl dithiophosphates.
  • Suitable metal deactivators include benzotriazoles and derivatives thereof, for example 4- or 5-alkylbenzotriazoles (e.g. triazole) and derivatives thereof, 4,5,6,7-tetrahydrobenzotriazole and 5,5'-methylenebisbenzotriazole; Mannich bases of benzotriazole or triazole, e.g.
  • the one or more metal deactivators include 1,2,4-triazoles and derivatives thereof, for example 3-alkyl(or aryl)-1, 2,4-triazoles, and Mannich bases of 1,2,4-triazoles, such as 1- [bis(2-ethylhexyl) aminomethy1-1, 2,4-triazole; alkoxyalky1-1, 2,4-triazoles such as 1-(1-bu- toxyethyl)-1, 2,4-triazole; and acylated 3-amino-1, 2,4-triazoles, imidazole derivatives, for example 4,4'-methylenebis(2-undecyl-5-methylimidazole) and bis[(N-methyl)imidazol-2-yl]- carbinol octyl ether, and combinations thereof.
  • 1,2,4-triazoles and derivatives thereof for example 3-alkyl(or aryl)-1, 2,4-triazoles, and Mannich bases of 1,2,4-triazoles
  • the one or more metal deactivators include sulfur-containing heterocyclic compounds, for example 2-mercapto- benzothiazole, 2,5-dimercapto-1, 3,4-thia-diazole and derivatives thereof; and 3,5-bis[di(2- ethylhexyl) aminomethyl]-1, 3,4-thiadiazolin-2-one, and combinations thereof.
  • Even further non limiting examples of the one or more metal deactivators include amino compounds, for example salicylidenepropylenediamine, salicylami-noguanidine and salts thereof, and combinations thereof.
  • the one or more metal deactivators are not particularly limited in amount in the composition but are typically present in an amount of from about 0.01 to about 0.1, from about 0.05 to about 0.01 , or from about 0.07 to about 0.1 , wt.-% based on the weight of the composition. Alternatively, the one or more metal deactivators may be present in amounts of less than about 0.1, of less than about 0.7, or less than about 0.5, wt.-% based on the weight of the composition.
  • Pour point depressants include polymethacrylates, alkylated naphthalene derivatives, and combinations thereof. Commonly used additives such as alkylaromatic polymers and polymethacrylates are also useful for this purpose.
  • the treat rates range from 3 0.001 wt.-% to £ 1.0 wt.-%, in relation to the weight of the base stock.
  • Demulsifiers include trialkyl phosphates, and various polymers and copolymers of ethylene glycol, ethylene oxide, propylene oxide, or mixtures thereof.
  • the lubricant may comprise at least 10, 20, 30, 40, 50, 60, 70, 80, 90, or 95 wt% of the carboxylic acid esters, e.g. as base oil.
  • the lubricant may comprise up to 10, 20, 30, 40, 50, 60, 70, 80, 90, or 100 wt% of the carboxylic acid esters, e.g. as base oil.
  • the lubricant is free of further base oil beside the carboxylic acid esters.
  • the lubricant can be prepared by contacting the base oil selected from carboxylic acid esters and optionally the further base oil and optionally the the lubricant additive. The contacting can be achieved by mixing, stirring, pouring in the desired amounts.

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  • General Chemical & Material Sciences (AREA)
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  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)
EP20772327.1A 2019-09-30 2020-09-23 Use of lubricants with carboxylic acid esters in electric vehicles Withdrawn EP4038167A1 (en)

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