Diester-based lubricant composition

Abstract

The present invention relates to a lubricant composition comprising: one or more diesters, each of said diesters being formed between - a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diol having 3 to 10 carbon atoms, and - two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain having 4 to 10 carbon atoms; and at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction-modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index improvers (VI), pour point depressant additives (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof.

Description

[0001] Diester-based lubricating composition

[0002] Technical field

[0003] The present invention relates to the field of compositions for lubricating and / or cooling parts of mobile or stationary systems, such as heavy or light vehicles, public works machinery, or energy storage devices. It relates more particularly to the use of new diester-type compounds in cooling and / or lubricating compositions, in particular used in heavy or light vehicles, public works machinery, or energy storage devices.

[0004] Prior art

[0005] Lubricating compositions, also called "lubricants", are commonly used in the various components of motor vehicles for the main purpose of reducing friction forces between the various moving metal parts in these components, in particular the engine, the transmission and the hydraulic circuit. They are also effective in preventing premature wear or even damage to these parts, and in particular to their surface. To do this, a lubricating composition is conventionally composed of a base oil to which are generally associated several additives dedicated to boosting the lubricating performance of the base oil, such as for example friction modifying additives, but also to provide additional performance.

[0006] Lubricating compositions for transmissions (e.g. gearboxes or axles) must meet numerous requirements, particularly with regard to the strict specifications imposed by car manufacturers. In particular, they must have satisfactory properties in terms of viscosity, viscosity-temperature resistance, cold performance, etc. suitable for their use in a transmission component, particularly in the gearbox or axles, in a vehicle.

[0007] Lubricating compositions, also known as cooling compositions, can also be used in energy storage devices, such as data centers. There is a need to provide lubricating and / or cooling compositions of renewable plant origin with a low environmental impact.

[0008] Furthermore, current environmental concerns, particularly with a view to reducing carbon dioxide emissions, are leading to an urgent need to reduce the fuel consumption of motor vehicles. As such, it is known that lubricating compositions represent an effective means of acting on fuel consumption via their impact on the friction forces generated between the various components of motor vehicles. Thus, there is a need to develop lubricants that can reduce friction in gearboxes and axle differentials.

[0009] Improving the “Fuel Eco” properties of transmission lubricants, while maintaining the required high levels of performance, remains a challenge.

[0010] Examples of lubricants for transmissions include document WO 2010 / 038147 which proposes, in order to generate fuel savings, to formulate lubricating compositions for gearboxes, using at least 30% by mass of one or more methyl esters of fatty acids of formula RCOOCH3, where R is a paraffinic or olefinic group containing from 11 to 23 carbon atoms, in combination with one or more anti-wear and / or extreme pressure phosphorus, sulfur or phospho-sulfur additives and polyalphaolefins.

[0011] We can also cite document US 2017 / 0145337 which describes lubricating compositions for transmissions, presenting a gain in “Fuel Eco”, based on a base oil having a kinematic viscosity at 100°C ranging from 1.5 mm 2 / s at 3.5 mm 2 / s, and comprising from 3% to 10% of a monoester type oil with a kinematic viscosity at 100°C ranging from 2 mm 2 / s at 10 mm 2 / s, as well as a phosphite-type ester providing sulfur.

[0012] The present invention aims to provide a new lubricating composition, having improved properties in terms of friction reduction or cooling properties.

[0013] The present invention also aims to propose a new lubricating composition, having improved properties in terms of fuel economy (“Fuel Eco” properties), while satisfying the properties required for its implementation for the lubrication of transmission components of motor vehicles, light or heavy, for example gearboxes and axles, and in particular having good performance in terms of cold properties.

[0014] Summary of the invention

[0015] The present invention thus relates to a lubricating composition comprising: One or more diesters, each of said diesters being formed between: o a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and o two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, and at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof.

[0016] According to one embodiment, the lubricating composition according to the invention comprises: from 5 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass of said diester(s), from 1 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass of one or more base oils different from said diesters, optionally from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass of one or more additives distinct from the diester and distinct from the base oil(s), relative to the total mass of the composition.

[0017] According to one embodiment, the lubricating composition according to the invention comprises: at least 5% by mass, preferably at least 10% by mass, preferably at least 30% by mass, preferably at least 50% by mass, more preferably at least 70% by mass, or even at least 90% by mass, of one or more diesters; from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass, of one or more additives chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof; and

[0018] - optionally from 5 to 94% by mass, preferably from 10 to 94% by mass, preferably from 15 to 90% by mass of base oil(s) distinct from the diester according to the invention, relative to the total mass of the composition.

[0019] Preferably, said diester comprises from 13 to 25 carbon atoms, preferably from 13 to 24 carbon atoms.

[0020] Preferably, said diester has a kinematic viscosity at 100°C ranging from 1 to 6 mm 2 / s, preferably ranging from 1 to 4 mm 2 / s.

[0021] Preferably, the diol is chosen from 1,2-propanediol, 1,2-decanediol and 1,3-alkanediol comprising from 3 to 7 carbon atoms, preferably from 1,2-propanediol and 1,3-propanediol, more preferably the diol is 1,2-propanediol.

[0022] Preferably, said monocarboxylic acids, identical or different, comprise a linear hydrocarbon chain comprising from 4 to 10 carbon atoms, preferably from 5 to 9 carbon atoms.

[0023] Preferably, said diester(s) is(are) chosen from: a diester formed from 1,2-decanediol and two heptanoic acids, a diester formed from 1,2-decanediol and two pentanoic acids, a diester formed from 1,2-propanediol and two heptanoic acids, a diester formed from 1,2-propanediol and two nonanoic acids, a diester formed from 1,3-propanediol and two heptanoic acids, a diester formed from 1,2-propanediol and two octanoic acids, a diester formed from 1,2-propanediol and two decanoic acids, a diester formed from 1,2-propanediol and one octanoic acid and one decanoic acid, and mixtures thereof.

[0024] Preferably, the lubricating composition according to the invention comprises:

[0025] - One or more diesters chosen from: o The diesters formed between:

[0026] • a diol chosen from 1,2-decanediol and 1,3-propanediol, and

[0027] • two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, o a diester formed from 1,2-propanediol and two heptanoic acids, o a diester formed from 1,2-propanediol and two octanoic acids, o a diester formed from 1,2-propanediol and two decanoic acids, o a diester formed from 1,2-propanediol and one octanoic acid and one decanoic acid, and mixtures thereof, and at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, antifoaming agents, thickeners, corrosion inhibitors, copper passivating agents,and their mixtures.,

[0028] The invention also relates to the use of at least one diester in a lubricating composition, said diester being formed between: a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said lubricating composition further comprising at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and their mixtures.

[0029] According to one embodiment, said at least one diester is used to lubricate and / or to cool at least one element of a mobile or stationary system, chosen for example from a heavy or light vehicle, a public works machine, and an energy storage system.

[0030] Preferably, the mobile system is a vehicle, the lubricating composition being used to reduce the fuel consumption of a vehicle equipped with a transmission member, in particular a gearbox and / or an axle, lubricated by means of this composition.

[0031] Preferably, the diester used in the use according to the invention is as defined in the context of the lubricating composition according to the invention and / or the lubricating composition used in the use according to the invention is as defined in the context of the lubricating composition according to the invention.

[0032] According to one embodiment, the invention relates to the use of at least one diester in a lubricating composition for lubricating and / or for cooling at least one element of a mobile or stationary system chosen from a public works machine and an energy storage system, said diester being formed between:

[0033] - a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said lubricating composition further comprising at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof.

[0034] According to one embodiment, the invention relates to the use of at least one diester in a lubricating composition for lubricating and / or for cooling at least one element of a mobile system, said mobile system being a vehicle, said diester being formed between:

[0035] - a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said lubricating composition further comprising at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof, said lubricating composition being used to reduce the fuel consumption of a vehicle equipped with a transmission component,in particular a gearbox and / or an axle, lubricated using this composition.,

[0036] In the rest of the text, the expressions "between ... and ...", "ranging from . . . to . . ." and "varying from ... to ..." are equivalent and are intended to mean that the limits are included, unless otherwise stated.

[0037] Unless otherwise indicated, the expression “comprising a” should be understood as “comprising at least one”.

[0038] Detailed description

[0039] Firstly, the invention relates to a lubricating composition comprising: at least one diester formed between: o a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and o two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, and at least one ingredient chosen from base oils other than the diester, additives other than the diester, and mixtures thereof, when present said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and their mixtures.

[0040] The lubricating composition according to the invention may comprise one or more diesters, each of said diesters being formed between: o a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diol comprising from 3 to 10 carbon atoms, and o two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 5 to 10 carbon atoms.

[0041] In particular, it is possible to prepare a mixture of diesters by reacting a diol and a mixture of monocarboxylic acids.

[0042] For example, it is possible to react a diol and three monocarboxylic acids A1, A2 and A3. Thus, according to this example, the mixture of diesters falling within the scope of the present invention is likely to comprise:

[0043] - a diester formed between the diol and two Al acids,

[0044] - a diester formed between the diol and two A2 acids,

[0045] - a diester formed between the diol and two A3 acids,

[0046] - a diester formed between the diol and an acid Al and an acid A2,

[0047] - a diester formed between the diol and an acid Al and an acid A3,

[0048] - a diester formed between the diol and an acid A2 and an acid A3. Diester used according to the invention

[0049] As mentioned above, the diester(s) used according to the invention is / are formed between a diol and two monocarboxylic acids.

[0050] For the purposes of the present invention, the term "diester formed between a diol and two monocarboxylic acids" means a compound obtained by two esterification reactions, each esterification reaction being carried out between one of the two alcohol functions of the diol and the acid function of one of the two monocarboxylic acids.

[0051] According to one embodiment, the diester comprises from 13 to 25 carbon atoms, preferably from 15 to 24 carbon atoms.

[0052] The diol used in the invention is among 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms.

[0053] By "diol" we mean a compound containing (exactly) two hydroxyl (-OH) functions.

[0054] By "1,3-diol comprising from X to Y carbon atoms" is meant a diol whose alcohol functions are located respectively in position 1 and in position 3 of a hydrocarbon chain comprising from X to Y carbon atoms.

[0055] For the purposes of the invention, the term "hydrocarbon chain" is intended to denote a linear or branched, saturated or unsaturated alkyl or alkylene chain. The hydrocarbon chain may optionally be interrupted by one or more heteroatoms, in particular by one or more oxygen atoms. Preferably, the hydrocarbon chain is a linear or branched, saturated or unsaturated alkyl or alkylene chain, consisting of carbon and hydrogen atoms.

[0056] According to one embodiment, the 1,3-diol comprising from 3 to 10 carbon atoms is chosen from 1,3-alkanediol comprising from 3 to 10 carbon atoms.

[0057] By "1,3-alkanediol containing from X to Y carbon atoms" is meant a diol whose alcohol functions are located respectively in position 1 and in position 3 of an alkane chain containing from X to Y carbon atoms.

[0058] According to one embodiment, the diol is chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diol comprising from 3 to 7 carbon atoms, preferably from 1,2-propanediol and 1,3-alkanediol comprising from 3 to 7 carbon atoms, more preferably from 1,2-propanediol and 1,3-propanediol, advantageously the diol is 1,2-propanediol.

[0059] The diol used according to the invention may be commercially available or synthesized according to any method known to those skilled in the art.

[0060] Preferably, the diol used according to the invention comprises a carbon content of biological origin of at least 60% by mass, preferably at least 70% by mass, more preferably at least 80% by mass, even more preferably at least 90% by mass, relative to the total mass of carbon atoms in the diol.

[0061] For the purposes of the present invention, the bio-based carbon content may be measured according to ASTM D6866.

[0062] The diester used according to the invention is obtained from two identical or different monocarboxylic acids.

[0063] By "monocarboxylic acid" is meant a compound containing a single carboxyl function (-COOH).

[0064] The carboxylic acids used to form a diester of the invention are chosen from monocarboxylic acids, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, preferably from 5 to 9 carbon atoms, more preferably from 5 to 8 carbon atoms. Preferably, the linear or branched hydrocarbon chain of the monocarboxylic acids is saturated.

[0065] According to one embodiment, the monocarboxylic acids, identical or different, comprise a linear hydrocarbon chain comprising from 5 to 10 carbon atoms, preferably from 5 to 9 carbon atoms, more preferably from 5 to 8 carbon atoms.

[0066] According to one embodiment, the monocarboxylic acids, identical or different, comprise a linear and saturated hydrocarbon chain comprising from 5 to 10 carbon atoms, preferably from 5 to 9 carbon atoms, more preferably from 5 to 8 carbon atoms. The monocarboxylic acids used according to the invention may be commercially available or synthesized according to any method known to those skilled in the art.

[0067] Preferably, the monocarboxylic acids used according to the invention comprise a carbon content of biological origin of at least 60% by mass, preferably at least 70% by mass, more preferably at least 80% by mass, even more preferably at least 90% by mass, relative to the total mass of carbon atoms of the monocarboxylic acids.

[0068] Preferably, the diester used according to the invention is saturated.

[0069] For the purposes of the invention, the term "saturated diester" means a diester comprising saturated hydrocarbon chains. Thus, preferably, the diol used according to the invention comprises a saturated hydrocarbon chain and the monocarboxylic acids used according to the invention each comprise a saturated hydrocarbon chain, preferably said hydrocarbon chain is made up of carbon and hydrogen atoms.

[0070] According to a preferred embodiment, the diester used in the invention is a branched diester.

[0071] For the purposes of the invention, the term “branched diester” means a diester comprising a branched hydrocarbon chain which may be located between the two ester functions and / or at one or both ends of the diester.

[0072] According to a preferred embodiment, the diester used in the invention is saturated and branched.

[0073] According to one embodiment, the diester used according to the invention has a kinematic viscosity, measured at 100°C according to standard ASTM D445, ranging from 1 to 6 mm 2 / s, preferably 1 to 4 mm 2 / s.

[0074] According to one embodiment, the diester used according to the invention has a kinematic viscosity, measured at 40°C according to standard ASTM D445, ranging from 2 to 20 mm 2 / s, preferably 3 to 10 mm 2 / s. It is understood that the definitions given above for carboxylic acid and alcohol may be combined, where possible, to define other particular embodiments.

[0075] A diester used according to the invention may correspond more particularly to one of the following formulas (I), (II) or (III): [Chem 1] in which:

[0076] ° R 1 represents a hydrocarbon chain, linear or branched, saturated or unsaturated, preferably saturated, having from 3 to 9 carbon atoms, preferably from 4 to 8 carbon atoms, preferably from 5 to 7 carbon atoms, said hydrocarbon chain being optionally interrupted by one or more heteroatoms, such as oxygen atoms, preferably the hydrocarbon chain is made up of carbon and hydrogen atoms; and

[0077] ° R 2represents a hydrocarbon chain, linear or branched, saturated or unsaturated, preferably saturated, having from 3 to 9 carbon atoms, preferably from 4 to 8 carbon atoms, preferably from 5 to 7 carbon atoms, said hydrocarbon chain being optionally interrupted by one or more heteroatoms, such as oxygen atoms, preferably the hydrocarbon chain is made up of carbon and hydrogen atoms. Preferably, the diester(s) corresponding to formula (I), (II) or (III) contain from 13 to 25 carbon atoms, preferably from 15 to 24 carbon atoms.

[0078] In the diesters of formulas (I), (II) or (III), R 1 and R 2 may be the same or different.

[0079] According to one embodiment, the diester(s) used according to the invention is (are) chosen from: a diester formed from 1,2-decanediol and two heptanoic acids, a diester formed from 1,2-decanediol and two pentanoic acids, a diester formed from 1,2-propanediol and two heptanoic acids, a diester formed from 1,2-propanediol and two nonanoic acids, a diester formed from 1,3-propanediol and two heptanoic acids, a diester formed from 1,2-propanediol and two octanoic acids, a diester formed from 1,2-propanediol and two decanoic acids, a diester formed from 1,2-propanediol and a mixture of acids comprising an octanoic acid and decanoic acid, and mixtures thereof.

[0080] The diesters according to the invention can be prepared according to synthesis methods known to those skilled in the art. These synthesis methods more particularly implement two esterification reactions, each esterification reaction being implemented between an alcohol function of the diol and the acid function of the monocarboxylic acid.

[0081] Of course, it is up to the person skilled in the art to adjust the synthesis conditions to obtain a diester according to the invention.

[0082] It is understood that, within the scope of the present invention, a diester according to the invention may be in the form of a mixture of at least two diesters according to the invention, in particular as defined above. Preferably, the diester used according to the invention comprises a carbon content of biological origin of at least 60% by mass, preferably at least 70% by mass, more preferably at least 80% by mass, even more preferably at least 90% by mass, relative to the total mass of carbon atoms in the diester.

[0083] For the purposes of the present invention, the bio-based carbon content may be measured according to ASTM D6866.

[0084] The diester or the mixture of diesters according to the invention may represent at least 5% by mass of the composition according to the invention, preferably at least 10% by mass, preferably at least 30% by mass, more preferably at least 50% by mass, even more preferably at least 70% by mass, in particular at least 80% by mass, more particularly at least 90% by mass, or even at least 95% by mass, of the total mass of the composition according to the invention.

[0085] The diester(s) according to the invention may be used with one or more additional base oils (also called co-bases). According to this embodiment, preferably, the composition will comprise: from 5 to 95% by mass, preferably from 5 to 50% by mass, more preferably 10 to 40% by mass, of the diester(s) according to the invention, and from 5 to 95% by mass, preferably from 50 to 95% by mass, preferably from 60 to 90% by mass, of one or more base oils other than the diesters according to the invention, relative to the total mass of the diester(s) and the base oils other than the diesters.

[0086] According to one embodiment, a lubricating composition according to the invention may comprise at least 30% by mass of a diester or mixture of diesters according to the invention, more particularly between 50% and 99.5% by mass, preferably between 70% and 99% by mass, more preferably between 80% and 99% by mass, or even between 80% and 95% by mass, relative to the total mass of said composition. According to a particular embodiment, a lubricating composition according to the invention may be formed at more than 95% by mass, in particular at more than 98% by mass, of one or more diesters according to the invention.

[0087] According to a particular embodiment, the composition according to the invention is a composition comprising 100% by mass of a mixture of diester(s) defined in the invention and of additional base oil(s), preferably in a proportion such that the composition comprises: from 5 to 95% by mass, preferably from 5 to 50% by mass, more preferably 10 to 40% by mass, of the diester(s) according to the invention, and from 5 to 95% by mass, preferably from 50 to 95% by mass, preferably from 60 to 90% by mass, of one or more base oils different from the diesters according to the invention, relative to the total mass of the composition.

[0088] This embodiment is particularly advantageous when the composition is used for cooling, as a cooling fluid.

[0089] Annex base oil(s) (co-base(s))

[0090] The lubricating composition according to the invention may comprise, in addition to one or more diesters according to the invention, one or more base oils distinct from the diesters according to the invention, called “additional base oil”.

[0091] Said base oil(s), optionally present in the lubricating composition according to the invention, are chosen appropriately, with regard to their compatibility with said diester(s) used according to the invention.

[0092] It can be a mixture of several base oils, for example a mixture of two, three or four base oils.

[0093] Preferably, the base oil or mixture of additional base oils, used in the lubricating composition according to the invention, may have a kinematic viscosity, measured at 100°C according to standard ASTM D445, ranging from 1.5 to 8 mm 2 / s, especially from 1.5 to 6.1 mm 2 / s, more particularly from 1.5 to 4.1 mm 2 / s, even more particularly from 1.5 to 2.1 mm 2 / s. Base oils can be chosen from oils of mineral or synthetic origin belonging to groups I to V according to the classes defined in the API classification (or their equivalents according to the ATIEL classification) and presented in table 1 below or their mixtures.

[0094] [Table 1]

[0095] Mineral base oils include all types of base oils obtained by atmospheric and vacuum distillation of crude oil, followed by refining operations such as solvent extraction, de-alphatting, solvent dewaxing, hydrotreating, hydrocracking, hydroisomerization and hydrofinishing.

[0096] Blends of synthetic and mineral oils, which can be bio-sourced, can also be used.

[0097] The base oils may also be chosen from synthetic oils, such as certain esters of carboxylic acids and alcohols, distinct from the one defined according to the invention, from polyalphaolefins (PAO), and from polyalkylene glycols (PAG) obtained by polymerization or copolymerization of alkylene oxides comprising from 2 to 8 carbon atoms, in particular from 2 to 4 carbon atoms.

[0098] PAOs used as base oils are, for example, obtained from monomers containing 4 to 32 carbon atoms, for example from octene or decene.

[0099] The mass average molecular mass of PAO can vary quite widely. Preferably, the mass average molecular mass of PAO is less than 600 Da. The mass average molecular mass of PAO can also range from 100 to 600 Da, from 150 to 600 Da, or from 200 to 600 Da.

[0100] For example, the PAOs used in the context of the invention, having a kinematic viscosity, measured at 100°C according to the ASTM D445 standard, ranging from 1.5 to 8 mm 2 / s are sold commercially by Ineos under the brands Durasyn® 162, Durasyn® 164, Durasyn® 166 and Durasyn® 168.

[0101] Advantageously, the additional base oil or oils are chosen from polyalphaolefins (PAOs).

[0102] It is up to the person skilled in the art to adjust the content of additional base oil(s) present in the composition according to the invention.

[0103] In particular, a composition according to the invention may comprise from 5 to 95% by mass, preferably from 50 to 95% by mass, more preferably from 60 to 90% by mass, of one or more base oils different from the diesters according to the invention, relative to the total mass of said composition.

[0104] Additives

[0105] The lubricating composition according to the invention may optionally also comprise one or more additives known to those skilled in the art in the field of lubrication, in particular for vehicle transmissions, in particular for transmissions of light or heavy vehicles.

[0106] These additives may be chosen in particular from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof.

[0107] Preferably, the lubricating composition according to the invention may further comprise one or more additives chosen from antioxidants, anti-foaming agents, pour point improvers and anti-corrosion agents. It is understood that the nature and quantity of additives used are chosen so as not to affect the properties of the lubricating composition conferred by the diester according to the invention.

[0108] These additives can be introduced in isolation and / or in the form of a mixture similar to those already available for sale for formulations of commercial lubricants for vehicle engines, with performance levels as defined by the ACEA (Association of European Automobile Manufacturers) and / or the API (American Petroleum Institute), well known to those skilled in the art.

[0109] Said additive(s) may be present in the lubricating composition according to the invention in a content less than or equal to 10% by mass, in particular less than or equal to 5% by mass, and more particularly ranging from 0.01 to 3% by mass, relative to the total mass of said composition.

[0110] A lubricating composition according to the invention may thus comprise at least one antioxidant additive.

[0111] The invention thus relates, according to one of its aspects, to a lubricating composition comprising (i) at least one diester as defined previously, and (ii) at least one antioxidant additive.

[0112] The antioxidant additive generally helps to delay the degradation of the composition in service. This degradation can notably result in the formation of deposits, the presence of sludge or an increase in the viscosity of the composition.

[0113] Antioxidant additives act in particular as radical inhibitors or hydroperoxide destroyers.

[0114] Commonly used antioxidant additives include phenolic antioxidants, amine antioxidant additives, and phosphosulfur antioxidant additives. Some of these antioxidant additives, for example phosphosulfur antioxidant additives, may be ash-generating. Phenolic antioxidant additives may be ash-free or in the form of neutral or basic metal salts. The antioxidant additives may in particular be chosen from sterically hindered phenols, sterically hindered phenol esters, and sterically hindered phenols comprising a thioether bridge, diphenylamines, diphenylamines substituted with at least one C1-C12 alkyl group, N,N'-dialkylaryldiamines, and mixtures thereof.Preferably, the sterically hindered phenols are chosen from compounds comprising a phenol group in which at least one vicinal carbon of the carbon carrying the alcohol function is substituted by at least one C1-C10 alkyl group, preferably a C1-C6 alkyl group, preferably a C4 alkyl group, preferably by the tert-butyl group. Amino compounds are another class of antioxidant additives that can be used, optionally in combination with the phenolic antioxidant additives. Examples of amino compounds are aromatic amines, for example aromatic amines of formula NR. 5 R 6 R 7 in which R 5 represents an aliphatic group or an aromatic group, optionally substituted, R 6 represents an aromatic group, optionally substituted, R 7represents a hydrogen atom, an alkyl group, an aryl group or a group of formula R 8 S(O) Z R 9 in which R 8 represents an alkylene group or an alkenylene group, R 9 represents an alkyl group, an alkenyl group or an aryl group and z represents 0, 1 or 2. Sulphurized alkyl phenols or their alkali and alkaline earth metal salts can also be used as antioxidant additives.

[0115] Advantageously, a lubricating composition comprises at least one ash-free antioxidant additive.

[0116] Said additive(s) may be used, in a lubricating composition according to the invention, at a rate of 0.1 to 2% by mass, relative to the total mass of the composition.

[0117] A lubricating composition according to the invention may comprise at least one anti-wear additive, an extreme pressure additive or their mixtures.

[0118] Anti-wear additives and extreme pressure additives protect friction surfaces by forming a protective film adsorbed on these surfaces.

[0119] There are a wide variety of anti-wear additives. Preferably, the anti-wear additives are chosen from phosphosulfur additives such as metal alkylthiophosphates, in particular zinc alkylthiophosphates, and more specifically zinc dialkyldithiophosphates or ZnDTP. The preferred compounds are of formula Zn((SP(S)(OQ 2 )(OQ 3 ))2, in which Q 2 and Q 3 , identical or different, independently represent an alkyl group, preferably an alkyl group comprising from 1 to 18 carbon atoms.

[0120] Preferably, the lubricating composition according to the invention is free of phosphite-type esters containing sulfur of formula

[0121] [Chem 4] wherein R is a C4 to C20 hydrocarbon group containing sulfur and R 1 is hydrogen, a C4-C20 hydrocarbon group or a C4-C20 hydrocarbon group containing sulfur.

[0122] Amine phosphates are also anti-wear additives that can be used in a composition according to the invention. However, the phosphorus provided by these additives can act as a poison for automobile catalytic systems because these additives generate ash. These effects can be minimized by partially substituting the amine phosphates with additives that do not provide phosphorus, such as, for example, polysulfides, in particular sulfur-containing olefins.

[0123] A lubricating composition may comprise from 0.01 to 6% by mass, preferably from 0.05 to 4% by mass, more preferably from 0.1 to 2% by mass of anti-wear additives and extreme pressure additives, by mass relative to the total mass of the composition.

[0124] A lubricating composition according to the invention may further comprise an antifoaming agent.

[0125] The antifoam agent can be chosen from silicones.

[0126] A lubricating composition may comprise from 0.01 to 2% by mass or from 0.01 to 5% by mass, preferably from 0.1 to 1.5% by mass or from 0.1 to 2% by mass of antifoaming agent, relative to the total mass of the composition. A lubricating composition according to the invention may comprise at least one friction modifying additive.

[0127] Friction modifying additives make it possible to limit friction by forming adsorbed monolayers on the surfaces of the metals in contact with them. They can be chosen from compounds providing metallic elements and ash-free compounds. Among the compounds providing metallic elements, mention may be made of transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, the ligands of which may be hydrocarbon compounds comprising oxygen, nitrogen, sulfur or phosphorus atoms. Ash-free friction modifying additives are generally of organic origin and can be chosen from fatty acid and polyol esters, distinct from the monoester required according to the invention, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, borate fatty epoxides, fatty amines or fatty acid glycerol esters.According to the invention, the fatty compounds comprise at least one hydrocarbon group comprising from 10 to 24 carbon atoms. In particular, the molybdenum-based compounds may be chosen from molybdenum dithiocarbamates (Mo-DTC), molybdenum dithiophosphates (Mo-DTP), and mixtures thereof. A lubricating composition may in particular comprise a molybdenum content of between 1000 and 2500 ppm.

[0128] A lubricating composition may comprise from 0.01 to 5% by mass, more particularly from 0.1 to 2% by mass or even more particularly from 0.1 to 1.5% by mass of friction modifying additive, relative to the total mass of the composition.

[0129] When used at too high a content, molybdenum compounds can negatively impact the cold properties of the lubricating composition in which they are used. Thus, a lubricating composition according to the invention preferably comprises less than 1.5% by mass of molybdenum, more preferably less than 1% by mass, relative to the total mass of the composition, or is even free of molybdenum.

[0130] A lubricating composition according to the invention may comprise at least one detergent additive. Detergent additives generally make it possible to reduce the formation of deposits on the surface of metal parts by dissolving secondary oxidation and combustion products.

[0131] Detergent additives usable in a lubricating composition are generally known to those skilled in the art. The detergent additives may be anionic compounds comprising a lipophilic hydrocarbon group and a hydrophilic head. The associated cation may be a metal cation of an alkali or alkaline earth metal.

[0132] The detergent additives are preferably chosen from alkali metal or alkaline earth metal salts of carboxylic acids, sulfonates, salicylates, naphthenates, as well as phenate salts. The alkali and alkaline earth metals are preferably calcium, magnesium, sodium or barium.

[0133] These metal salts generally contain the metal in a stoichiometric quantity or in excess, i.e. in a quantity greater than the narrow stoichiometric quantity. These are then overbased detergent additives; the excess metal providing the overbased character to the detergent additive is then generally in the form of an oil-insoluble metal salt, for example a carbonate, a hydroxide, an oxalate, an acetate, a glutamate, preferably a carbonate.

[0134] A lubricating composition may, for example, comprise from 2 to 4% by mass of detergent additive, relative to the total mass of the composition.

[0135] A lubricating composition may also include at least one pour point depressant additive (also known as a “PPD” agent for “Pour Point Depressant” in English).

[0136] By slowing the formation of paraffin crystals, pour point depressants generally improve the cold behavior of the composition. Examples of pour point depressants include polyalkyl methacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, and alkylated polystyrenes.

[0137] A lubricating composition according to the invention may comprise from 0.1% to 2%, preferably from 0.2% to 1% by mass of pour point lowering additive(s), relative to the total mass of the composition. Also, a lubricating composition may comprise at least one dispersing agent.

[0138] The dispersing agent may be selected from Mannich bases, succinimides and their derivatives, such as polyisobutylene succinic anhydride derivatives.

[0139] A lubricating composition may, for example, comprise from 0.2 to 10% by mass of dispersing agent, relative to the total mass of the composition.

[0140] A lubricating composition according to the invention may also comprise at least one additive improving the viscosity index (VI).

[0141] Viscosity index improvers, particularly viscosity index improver polymers, help ensure good cold resistance and minimal viscosity at high temperatures.

[0142] Examples of viscosity index improving polymers include hydrogenated or non-hydrogenated polymeric esters, homopolymers or copolymers of styrene, butadiene and isoprene, homopolymers or copolymers of olefins, such as ethylene or propylene, polyacrylates and polymethacrylates (PMA), preferably homopolymers or copolymers of olefins, such as ethylene or propylene.

[0143] In particular, a lubricating composition according to the invention may comprise from 1 to 15% by mass of additive(s) improving the viscosity index, preferably from 5% to 10% by mass, relative to the total mass of the lubricating composition.

[0144] A lubricating composition may also comprise at least one antifoam additive, for example chosen from polar polymers such as polymethylsiloxanes or polyacrylates.

[0145] In particular, a lubricating composition according to the invention may comprise from 0.01 to 3% by mass of anti-foam additive(s), relative to the total mass of the lubricating composition.

[0146] It may also comprise at least one anti-corrosion agent or copper passivating agent, for example compounds such as succinic polyisobutene anhydrides, thiadiazole sulfonates or mercaptobenzothiazoles. They are typically present in a lubricating composition according to the invention at contents of between 0.01% and 1% by mass, relative to the total mass of the composition.

[0147] Advantageously, a lubricating composition according to the invention comprises one or more additives chosen from viscosity index improving agents, pour point lowering agents, anti-wear agents and antioxidant agents.

[0148] According to a particular embodiment, a lubricating composition according to the invention comprises, or is formed from (i) at least one diester according to the invention and (ii) at least one additive chosen from antioxidants, viscosity index improving additives, pour point lowering additives, anti-wear and / or extreme pressure additives, antifoams, detergents, dispersants, and mixtures thereof, preferably from antioxidants, viscosity index improving additives, pour point lowering additives, anti-wear and / or extreme pressure additives, and mixtures thereof.

[0149] Advantageously, a lubricating composition according to the invention is formed (i) from at least one diester corresponding to one of the formulas (I), (II) or (III) as defined previously and (ii) from at least one antioxidant additive.

[0150] Advantageously, a lubricating composition according to the invention is formed (i) from at least one diester corresponding to one of the formulas (I) or (II) as defined previously and (ii) from at least one antioxidant additive.

[0151] According to a particular embodiment, a composition according to the invention comprises, or even consists of:

[0152] - at least 5% by mass, preferably at least 10% by mass, preferably at least 30% by mass, preferably at least 50% by mass, more preferably at least 70% by mass, or even at least 90% by mass, of diester(s) corresponding to one of the formulas (I), (II) or (III);

[0153] - from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass, of one or more additives chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD), dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof; and

[0154] - optionally from 5 to 94% by mass, preferably from 10 to 94% by mass, preferably from 15 to 90% by mass of base oil(s) distinct from the diester according to the invention; the contents being expressed relative to the total mass of said composition.

[0155] According to a particular embodiment, a composition according to the invention comprises, or even consists of:

[0156] - from 5 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass, of diester(s) corresponding to one of the formulas (I), (II) or (III);

[0157] - from 5 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass of one or more base oils different from said diesters;

[0158] - optionally from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass of one or more additives distinct from the diester and distinct from the base oil(s), the contents being expressed relative to the total mass of said composition.

[0159] According to a particular embodiment, a lubricating composition according to the invention comprises, or even consists of:

[0160] - at least 5% by mass, preferably from 10% to 40%, more preferably from 15% to 30% by mass, of one or more diesters according to the invention defined above, preferably chosen from the diesters corresponding to formula (I);

[0161] - from 50% to 95% by mass of base oil(s) distinct from the diesters defined according to the invention, preferably chosen from group II and / or III base oils according to the API classification; - optionally from 5% to 15% by mass of at least one viscosity index improving additive;

[0162] - possibly from 0.1% to 1% by mass of at least one pour point lowering additive;

[0163] - possibly from 0.01% to 6% by mass of at least one anti-wear additive; and

[0164] - optionally from 0.1% to 2% by mass of at least one antioxidant additive, the contents being expressed relative to the total mass of said composition.

[0165] Preferably, a lubricating composition according to the invention comprises, or even consists of:

[0166] - less than 30% by mass, in particular 1 to 30% by mass, in particular 5 to 30% by mass, preferably 10 to 30% by mass and more particularly 15 to 30% by mass, of one or more diesters according to the invention defined above, preferably chosen from the diesters of formula (I) or (II);

[0167] - from 50% to 85% by mass of base oil(s) distinct from the diesters defined according to the invention, preferably chosen from group II and / or III base oils according to the API classification;

[0168] - possibly from 5% to 15% by mass of at least one viscosity index improving additive;

[0169] - possibly from 0.1% to 1% by mass of at least one pour point lowering additive;

[0170] - possibly from 0.01% to 6% by mass of at least one anti-wear additive; and

[0171] - optionally from 0.1% to 2% by mass of at least one antioxidant additive, the contents being expressed relative to the total mass of said composition.

[0172] According to a particular embodiment, a composition according to the invention comprises, or even consists of: from 5 to 95% by mass, preferably from 5 to 50% by mass, more preferably 10 to 40% by mass, of said diester(s) corresponding to formula (I) or (II); from 5 to 95% by mass, preferably from 50 to 95% by mass, preferably from 60 to 90% by mass, of one or more base oils different from said diesters;optionally from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass, of one or more additives chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof, the contents being expressed relative to the total mass of said composition.;

[0173] A composition according to the invention advantageously has a kinematic viscosity, measured at 100°C according to standard ASTM D445, ranging from 1 to 20 mm 2 / s, preferably 2 to 15 mm 2 / s.

[0174] A composition according to the invention advantageously has a kinematic viscosity, measured at 40°C according to standard ASTM D445, ranging from 20 to 50 mm 2 / s, preferably 25 to 40 mm 2 / s.

[0175] The composition according to the invention has good lubricating properties.

[0176] The composition according to the invention also has good properties in terms of cold resistance.

[0177] The composition according to the invention also has good cooling properties.

[0178] The present invention also relates to the use of a diester in a composition for lubricating and / or cooling at least one part of a mobile or stationary system, said diester being formed between: a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms.

[0179] Preferably, the composition for lubricating and / or cooling further comprises at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from antioxidants, pour point depressant additives, antifoaming agents, anticorrosion agents, antiwear and / or extreme pressure additives, friction modifiers, detergents, dispersing agents and mixtures thereof, in particular from antioxidants, pour point depressant additives, antifoaming agents and anticorrosion agents.

[0180] The characteristic(s) of the diester presented in the context of the composition according to the invention are also applicable to the diester used according to the invention.

[0181] According to one embodiment of the use according to the invention, the lubricated and / or cooled part is a part of a heavy or light vehicle, a public works machine, or an energy storage device (e.g. data center).

[0182] The diester defined in the present invention makes it possible to reduce the coefficients of friction of the lubricating composition.

[0183] The diester defined in the present invention makes it possible to cool the elements of a mobile or stationary system, such as a heavy or light vehicle, a public works machine, an energy storage device.

[0184] The composition formulated according to the invention, in particular as described above, has excellent tribological properties, in particular in terms of friction reduction, which makes it particularly well suited for use as a lubricating fluid.

[0185] The composition formulated according to the invention, in particular as described above, has excellent thermal properties, in particular in terms of thermal conductivity, which makes it particularly well suited for use as a cooling fluid.

[0186] A composition of the invention is suitable for the lubrication of transmission components of motor vehicles, in particular transmissions for light or heavy vehicles, for example gearboxes and / or axles.

[0187] In particular, it can be used to lubricate the manual gearbox and / or the axles of a light or heavy vehicle. Advantageously, a lubricating composition according to the invention has performances, in particular in terms of cold properties, particularly well suited to its use for the transmission of heavy goods vehicles, in particular for lubricating the manual gearbox and / or the heavy goods vehicle axles. The present invention also relates to a method for lubricating and / or cooling at least one part of a mobile or stationary system, comprising bringing the composition according to the invention into contact with said part.

[0188] According to one embodiment, the mobile or stationary system is chosen from a heavy or light vehicle, a public works machine, an energy storage device such as a data center.

[0189] The present invention also relates to a method for lubricating and / or cooling at least one mechanical part, in particular a motor vehicle transmission member, comprising bringing the lubricating composition according to the invention into contact with said mechanical part, in particular said motor vehicle transmission member.

[0190] The diesters defined in the invention can be added to lubricating compositions used in vehicle transmissions in order to improve their “Fuel-Eco” properties, namely their ability to limit the fuel consumption of motor vehicles, without affecting their performance, particularly in terms of cold properties.

[0191] The invention will now be described by means of the following examples, given of course by way of illustration and not limitation of the invention.

[0192] Example

[0193] Example 1: tested compounds

[0194] The following compounds were prepared:

[0195] - Diester A: diester formed from 1,2-decanediol and two heptanoic acids

[0196] - Diester B: diester formed from 1,2-decanediol and two pentanoic acids

[0197] - Diester C: diester formed from 1,2-propanediol and two heptanoic acids

[0198] - Diester D: diester formed from 1,2-propanediol and two nonanoic acids

[0199] - Diester E: diester formed from 1,3-propanediol and two heptanoic acids

[0200] - Diester F: mixture of diesters formed from 1,2-propanediol and a biosourced fraction of C8-C10 monoester acids formed from a monocarboxylic acid comprising a saturated hydrocarbon chain of 3 to 14 carbon atoms; and a monoalcohol comprising a saturated hydrocarbon chain of 3 to 14 carbon atoms.

[0201] The diesters and monoester were prepared according to known methods of ester preparation.

[0202] The compositions tested in the following examples comprise 100% of each ester (diester or monoester) defined in this example 1.

[0203] Example 2: Viscosity measurement

[0204] Kinematic viscosity at 100°C (KV100) and kinematic viscosity at 40°C (KV40) were determined according to ASTM D445.

[0205] Viscosities are shown in Table 2.

[0206] [Table 2]

[0207] All the diesters used according to the invention have a viscosity of less than 4 mm 2 / s at 100°C.

[0208] Example 3: Measurement of friction coefficients

[0209] Tribological properties can be assessed using a rotating ball-disc tribometer (also called a ball-plate) test of the Linear Reciprocating Tribometer type. This test is used to assess the performance of lubricants in terms of friction in mixed / limit conditions depending on the load, pressure or speed conditions applied.

[0210] The coefficient of friction of the tested lubricating compositions is determined at 40°C by using a hardened steel ball of approximately 2 cm in diameter, for example 1.905 cm in diameter, on a hardened steel plane.

[0211] The tribometer can be a device for setting a steel ball and a steel plane in relative motion in order to determine the friction coefficients for a given lubricant composition, while varying various properties such as speed, load, and temperature. The hardened steel plane is of AISI 52100 reference with a mirror finish and the ball is also of AISI 52100 reference made of hardened steel.

[0212] The applied load is 25 N and the drive speed varies from 10 mm / s to 2500 mm / s. The friction coefficient is determined in particular at a rotation speed of 10 mm / s. The coefficient is determined at a sliding speed / drive speed ratio (Slide-to-Roll Ratio or %SRR) of 5%.

[0213] Approximately 50 ml of the tested lubricating composition was introduced into the device. The ball is engaged face against plane, said ball and said plane being actuated independently so as to create a mixed rolling / sliding contact.

[0214] The coefficient of friction is measured and recorded using a force sensor.

[0215] Results with a 225 mm feed speed 2 / s are shown in Table 3.

[0216] The lubricating compositions tested comprise 100% of each ester defined in Example 1.

[0217] [Table 3]

[0218] These results show that the diesters used according to the invention have very low coefficients of friction, in particular a lower coefficient of friction than the monoester.

[0219] Example 4: Measuring the mini flash point

[0220] The mini flash point is measured according to ASTM D93Ac (Cl eaveland open cup method).

[0221] The values ​​are shown in Table 4.

[0222] [Table 4]

[0223] As shown in Table 4, the flash point is better when the diester is a branched diester. Indeed, the diester formed from 1,2-type propanediol has a lower flash point than the diester formed from 1,3-type propanediol, with the same total number of carbon atoms.

[0224] Example 5: Measuring the mini pour point

[0225] The mini pour point is measured according to ASTM D7346.

[0226] The values ​​are shown in Table 5. [Table 5]

[0227] The results in Table 5 show that the diesters used in the lubricating composition according to the invention have a low pour point, in particular lower than the monoester.

[0228] Example 6: Measurement of the traction coefficient

[0229] The coefficient of traction (COT) was measured using the PCS instrument MTM tribometer. It is used to evaluate the performance of lubricants in terms of friction in mixed / hydrodynamic conditions. This test involves placing a steel ball and a steel plane in relative motion at different speeds, allowing the definition of the %SSR (Slide-to-Roll Ratio) which corresponds to the sliding speed / drive speed.

[0230] The measurement conditions were 25 N load, a disc speed of 1.4 m / s for an evaluated temperature of 100 °C and an SRR of 20%.

[0231] The lower the traction coefficient for a lubricating composition, the more friction between metal parts is reduced, thus resulting in greater gain in terms of fuel economy.

[0232] The results obtained are shown in Table 6.

[0233] [Table 6]

[0234] These results show that the diesters used according to the invention have very low traction coefficients, in particular a lower traction coefficient than the monoester.

[0235] Example 7: Measurement of thermal conductivity

[0236] The thermal conductivity of the compounds described in Example 1 was determined according to ASTM D7896-19 at various temperatures.

[0237] The results are shown in Table 7.

[0238] [Table 7]

[0239] These results show that the diesters defined in the invention have good thermal properties, which allows their use as a cooling fluid.

Claims

Claims 1. Lubricating composition comprising: - One or more diesters, each of said diesters being formed between: o a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and o two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said hydrocarbon chain being optionally interrupted by one or more heteroatoms and at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressants (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and their mixtures.

2. Lubricating composition according to claim 1, in which the linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms is a linear or branched, saturated or unsaturated alkyl or alkylene chain, consisting of carbon and hydrogen atoms.

3. Lubricating composition according to claim 1 or 2, comprising: from 5 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass of said diester(s), from 1 to 95% by mass, preferably from 10 to 90% by mass, more preferably from 20 to 80% by mass, even more preferably from 30 to 70% by mass, or even from 40 to 60% by mass of one or more base oils different from said diesters, optionally from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even 1 to 5% by mass of one or more additives distinct from the diester and distinct from the base oil(s), relative to the total mass of the composition.

4. Lubricating composition according to one of claims 1 to 3, comprising: at least 5% by mass, preferably at least 10% by mass, preferably at least 30% by mass, preferably at least 50% by mass, more preferably at least 70% by mass, or even at least 90% by mass, of one or more diesters; from 0.01 to 20% by mass, preferably from 0.05 to 15% by mass, more preferably from 0.1 to 10% by mass, even more preferably from 0.5 to 7% by mass, or even from 1 to 5% by mass, of one or more additives chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof; and - optionally from 5 to 94% by mass, preferably from 10 to 94% by mass, preferably from 15 to 90% by mass of base oil(s) distinct from the diester according to the invention, relative to the total mass of the composition.

5. Lubricating composition according to any one of the preceding claims, wherein said diester comprises from 13 to 25 carbon atoms, preferably from 13 to 24 carbon atoms.

6. Lubricating composition according to any one of the preceding claims, wherein said diester has a kinematic viscosity at 100°C ranging from 1 to 6 mm 2 / s, preferably ranging from 1 to 4 mm 2 / s.

7. A lubricating composition according to any one of the preceding claims, wherein the diol is selected from 1,2-propanediol, 1,2-decanediol and 1,3-alkanediol having from 3 to 7 carbon atoms, preferably from 1,2-propanediol and 1,3-propanediol, more preferably the diol is 1,2-propanediol.

8. Lubricating composition according to any one of the preceding claims, in which said monocarboxylic acids, identical or different, comprise a linear hydrocarbon chain comprising from 4 to 10 carbon atoms, preferably from 5 to 9 carbon atoms.

9. Lubricating composition according to any one of the preceding claims, in which said diester(s) is(are) chosen from: - diesters formed between: • a diol chosen from 1,2-decanediol and 1,3-propanediol, and • two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said hydrocarbon chain being optionally interrupted by one or more heteroatoms, - a diester formed from 1,2-propanediol and two heptanoic acids, - a diester formed from 1,2-propanediol and two octanoic acids, - a diester formed from 1,2-propanediol and two decanoic acids, - a diester formed from 1,2-propanediol and an octanoic acid and a decanoic acid, and mixtures thereof.

10. Lubricating composition according to any one of the preceding claims, in which said diester(s) is(are) chosen from: - a diester formed from 1,2-decanediol and two heptanoic acids, - a diester formed from 1,2-decanediol and two pentanoic acids, - a diester formed from 1,2-propanediol and two heptanoic acids, - a diester formed from 1,2-propanediol and two nonanoic acids, - a diester formed from 1,3-propanediol and two heptanoic acids, - a diester formed from 1,2-propanediol and two octanoic acids, - a diester formed from 1,2-propanediol and two decanoic acids, - a diester formed from 1,2-propanediol and an octanoic acid and a decanoic acid, and mixtures thereof.

11. Use of at least one diester in a lubricating composition, said diester being formed between: - a diol chosen from 1,2-propanediol, 1,2-decanediol and 1,3-diols comprising from 3 to 10 carbon atoms, and two monocarboxylic acids, identical or different, comprising a linear or branched hydrocarbon chain comprising from 4 to 10 carbon atoms, said hydrocarbon chain being optionally interrupted by one or more heteroatoms, said lubricating composition further comprising at least one base oil distinct from the diester and / or at least one additive distinct from the diester, said additive being chosen from friction modifying additives, anti-wear additives, extreme pressure additives, detergents, antioxidants, viscosity index (VI) improvers, pour point depressant (PPD) additives, dispersants, anti-foaming agents, thickeners, corrosion inhibitors, copper passivating agents, and mixtures thereof.

12. Use according to claim 11, for lubricating and / or for cooling at least one element of a mobile or stationary system, chosen for example from a heavy or light vehicle, a public works machine, and an energy storage system.

13. Use according to claim 12, in which the mobile system is a vehicle, the lubricating composition being used to reduce the fuel consumption of a vehicle equipped with a transmission member, in particular a gearbox and / or an axle, lubricated by means of this composition.

14. Use according to any one of claims 11 to 13, wherein the diester is as defined in any one of claims 2, 5 to 9 and / or the lubricating composition is as defined in claim 3 or 4.

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