KR102392304B1 - Use of a lubricant composition for reducing knocking - Google Patents

Abstract

The present invention relates to a lubricating oil composition comprising at least one base oil and at least one organic compound. Accordingly, the lubricating oil composition according to the present invention can reduce or eliminate knock in a vehicle engine, preferably an automobile engine.

Description

USE OF A LUBRICANT COMPOSITION FOR REDUCING KNOCKING

The present invention relates to the field of lubricating oils, and more particularly to the field of engine lubricating oils. More particularly, the present invention relates to the use of a lubricating oil composition for reducing knocking in a vehicle engine, said lubricating oil composition comprising at least one oil and at least one organic anti-knock compound. Accordingly, the lubricating oil composition according to the present invention can reduce or eliminate knock in a vehicle engine, preferably an automobile engine, while maintaining good lubricating properties.

The present invention also relates to a lubrication method carried out with said lubricating oil composition.

The present invention also relates to a method for reducing or eliminating knots in a vehicle engine, preferably an automobile engine, using a lubricating oil composition.

The invention also relates to the use of organic compounds in lubricating oil compositions for reducing or eliminating notes in vehicle engines, preferably automobile engines.

The invention also relates to the use of an additive-enriched type composition comprising at least one organic compound for reducing or eliminating notes in a vehicle engine, preferably a motor vehicle engine, using said organic compound.

Knock occurs in positive ignition engines of vehicles, and more particularly in forced ignition engines of automobiles, and occurs due to automatic ignition of fuel upstream of the flame front of the combustion chamber. It is a phenomenon.

Auto-ignition at very high speed in the combustion chamber generates high-frequency vibrations in the gas mass and causes thermal overload of the engine that can cause serious mechanical accidents.

A solution commonly used by engine manufacturers to prevent this phenomenon is to significantly reduce the efficiency of forced ignition engines.

In addition, as the Kyoto Protocol is enacted, new standards to protect the environment require the automotive sector to create vehicles that reduce pollutant emissions.

Currently, there is a trend to reduce the size of vehicle engines, but in order to optimize the increase in the rate of heat consumption, the engine must be operated at a high power level.

However, such savings can be easily distorted by the knock phenomenon.

Combustion is a compromise between the propagation speed of the flame front originating from the spark plug and the auto-ignition delay time of the fuel. When the fuel's auto-ignition delay time is very short, the knock phenomenon occurs in the region away from the spark plug and close to the piston and cylinder.

Lubricating oils and more particularly engine lubricating oils are used in cylinders to reduce friction as well as reduce the occurrence of wear. Engine lubricating oil in the vicinity of the area where the knock occurs opens up the possibility of an interaction between the lubricating oil and combustion. Thus, the lubricant can attenuate or reduce engine knock that may appear.

Patent documents US2763613 and US2898359 describe in particular the use of anti-knock compounds selected from organometallic compounds and more particularly ferrocene-type compounds in lubricating oil compositions.

In addition, the patent document WO2004/101717 describes the use of manganese-based organometallic compounds in a lubricating oil composition for reducing the knock phenomenon in an engine.

On the other hand, the use of such organometallic compounds promotes deposit formation in the combustion chamber and can lead to abnormal combustion, eg ignition advance, which can cause significant mechanical degradation.

In addition, the patent document WO2004/104717 describes various organic compounds of alcohol, ester or ether type that can be used in a lubricating oil composition in order to reduce the knock phenomenon in an engine.

In addition, the patent document US8129320 describes their use in lubricating oil compositions as well as oils selected from compounds of trimellitic acid esters or alkyl naphthalene type, in order to reduce the knock phenomenon in engines. did

On the other hand, the weight of the oil in the lubricating oil composition is at least 50% by weight, so that the performance can be greatly reduced by reducing friction and oxidation resistance of the lubricating oil composition. As an EK, it is necessary to include available organic compounds that can reduce or eliminate knocking in engines and can be readily prepared in lubricating oil compositions.

It is an object of the present invention to provide an organic compound and a lubricating oil composition comprising the organic compound, which can overcome all or some of the disadvantages mentioned above.

Another object of the present invention is to provide a composition which can reduce or eliminate engine knock and can be easily prepared.

It is another object of the present invention to provide a lubricating oil composition capable of reducing or eliminating engine knock while preventing the formation of deposits in the combustion chamber.

It is another object of the present invention to provide a lubrication process capable of reducing or eliminating engine torque.

Accordingly, an object of the present invention is the use of a lubricating oil composition for reducing knock in a vehicle engine, preferably an automobile engine, said lubricating oil composition comprising:

- at least one base oil; and

- at least one compound of formula (I)

● R1 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR7 group or -NR8R9 group,

● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group (saturated unsubstituted linear alkyl group) group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR10 group or -NR11R12 group,

● R3 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR13 group or -NR14R15 group,

● R4 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR16 group or -NR17R18 group,

● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group (saturated unsubstituted linear alkyl group) group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR19 group, or -NR20R21 group,

● R6 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR22 group or -NR23R24 group,

● R7, R10, R13, R16, R19 and R22 are the same or different and, independently, contain 1 to 10 carbon atoms, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group alkyl group, saturated unsubstituted linear alkyl group, unsaturated unsubstituted linear alkyl group, saturated substituted branched alkyl group, unsaturated substituted branched alkyl group represents a substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group,

● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and independently represent a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms ( saturated substituted linear alkyl group, unsaturated substituted linear alkyl group, saturated unsubstituted linear alkyl group, unsaturated unsubstituted linear alkyl group, saturated substituted branched alkyl group (saturated substituted branched alkyl group), unsaturated substituted branched alkyl group, saturated unsubstituted branched alkyl group, or unsaturated unsubstituted branched alkyl group indicate,

● At least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.

Surprisingly, the applicant has found that, when the engine is used, through the lubricating oil composition, the compound of formula (1) is present in the lubricating oil composition, so that the knock phenomenon in the engine is reduced or eliminated.

Accordingly, the present invention can produce a lubricating oil composition having excellent properties and excellent stability for reducing or eliminating the knock phenomenon when using the engine.

Advantageously, the lubricating oil composition according to the present invention exhibits excellent properties of reducing or eliminating the knock phenomenon when the engine is used without adding a high content of anti-knock compound in the lubricating oil composition.

Advantageously, the lubricating oil composition according to the present invention exhibits excellent properties of reducing or eliminating the knock phenomenon when using the engine without adding other anti-knock additives and in particular anti-knock additives selected from organometallic compounds.

Advantageously, the lubricating oil composition according to the present invention has excellent properties of reducing or eliminating the knock phenomenon when using an engine, and the lubricating oil composition can be easily prepared.

Advantageously, the lubricating oil composition according to the present invention has excellent properties of reducing or eliminating the knock phenomenon when using the engine, and can reduce or eliminate the risk of deposits being formed in the combustion chamber.

In an embodiment of the present invention, the lubricating oil composition consists essentially of:

- at least one base oil; and

- consists of at least one compound of formula (I):

● R1 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR7 group or -NR8R9 group,

● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR10 group, or -NR11R12 group;

● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR13 group or -NR14R15 group;

● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR16 group, or -NR17R18 group;

● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR19 group or -NR20R21 group;

● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR22 group or -NR23R24 group;

● R7, R10, R13, R16, R19 and R22 are the same or different and, independently, contain 1 to 10 carbon atoms, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear represents an alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group,

● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and independently contain a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms; represents an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

● At least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.

The present invention also relates to an engine oil comprising the lubricating oil composition.

The present invention also relates to the use of said lubricating oil composition for lubricating a vehicle engine, preferably an automobile engine.

The invention also relates to the use of said lubricating oil composition for reducing or eliminating knock in an engine, preferably a vehicle engine.

The invention also relates to a method for lubricating a vehicle engine, preferably an automobile engine, said method comprising at least one step of contacting said lubricating oil composition with a mechanical part of the engine.

The present invention also relates to a method for reducing or eliminating knock in a vehicle engine, preferably an automobile engine, said method comprising at least one step of contacting said lubricating oil composition with a mechanical part of the vehicle engine.

The present invention also relates to the use of said compounds of formula (I) in lubricating oil compositions for reducing or eliminating knock in engines, preferably automobile engines.

The present invention also relates to the use of an additive-enriched type composition in a lubricating oil composition comprising at least one base oil for reducing or eliminating knock in an engine, preferably an automobile engine, said additive thickening type comprising:

- at least one compound of formula (I); and

- at least one additive selected from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, foam inhibitors, thickeners and mixtures thereof;

In the above formula (I):

● R1 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR7 group or -NR8R9 group,

● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR10 group, or -NR11R12 group;

● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR13 group or -NR14R15 group;

● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR16 group, or -NR17R18 group;

● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR19 group or -NR20R21 group;

● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR22 group or -NR23R24 group;

● R7, R10, R13, R16, R19 and R22 are the same or different and, independently, contain 1 to 10 carbon atoms, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear represents an alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group,

● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and independently contain a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms; represents an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

● At least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.

The percentages shown below correspond to the weight percent of the active ingredient.

The lubricating oil composition comprises at least one compound of formula (I):

- at least one additive selected from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, foam inhibitors, thickeners and mixtures thereof;

In the above formula (I):

● R1 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR7 group or -NR8R9 group,

● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR10 group, or -NR11R12 group;

● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR13 group or -NR14R15 group;

● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR16 group, or -NR17R18 group;

● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR19 group or -NR20R21 group;

● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR22 group or -NR23R24 group;

● R7, R10, R13, R16, R19 and R22 are the same or different and, independently, contain 1 to 10 carbon atoms, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear represents an alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group,

● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and independently contain a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms; represents an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

● At least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.

Accordingly, the compound of formula (I) does not contain metals or any metallic derivatives. The compound of formula (I) is not an organometallic compound.

The compound of formula (I) contains at least one R1 to R6 group different from a hydrogen atom. Thus, the compound of formula (I) is different from benzene.

In an embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (I), wherein R 1 represents a hydrogen atom.

In a preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (I), wherein:

- R1 is a hydrogen atom,

- R2 is a hydrogen atom, a saturated substituted linear alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, unsaturated an unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

- R3 is a hydrogen atom, a saturated substituted linear alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, unsaturated an unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

- R4 is a hydrogen atom, a saturated substituted linear alkyl group comprising 1 to 10 carbon atoms, preferably 1 to 5 carbon atoms, advantageously 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, unsaturated an unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

- R5 is a hydrogen atom, a saturated substituted linear alkyl group comprising 1 to 10 carbon atoms, preferably 1 to 5 carbon atoms, advantageously 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, unsaturated an unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

- R6 is a hydrogen atom, a saturated substituted linear alkyl group containing from 1 to 10 carbon atoms, preferably from 1 to 5 carbon atoms, advantageously from 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, unsaturated an unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

- At most one of R2 to R6 is a hydrogen atom.

An example of a compound of formula (I) used according to the invention is 1,2,4,5-tetramethylbenzene (1,2,4,5-tetramethylbenzene).

In another embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (I), wherein R 1 is a saturated substituted linear alkyl group containing 1-10 carbon atoms. substituted linear alkyl group, unsaturated substituted linear alkyl group, saturated unsubstituted linear alkyl group, unsaturated unsubstituted linear alkyl group, saturated substituted branched alkyl group ( A saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, - represents an OR7 group or a -NR8R9 group; R7, R8 and R9 are as described above.

In a preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (I), wherein:

- R1 is a saturated linear alkyl group or saturated branched alkyl group, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated branched ethyl group, containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms is,

- R2 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated moiety a topographical ethyl group,

- R3 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated moiety It is a topographical ethyl group,

- R4 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated moiety a topographical ethyl group,

- R5 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated moiety It is a topographical ethyl group,

- R6 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously a saturated linear methyl group or a saturated branched methyl group or a saturated linear ethyl group or a saturated moiety a topographical ethyl group,

- only two of R2 to R6 are hydrogen atoms or saturated linear alkyl groups or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms, advantageously saturated linear methyl groups or saturated branched methyl groups or saturated Represents a linear ethyl group or a saturated branched ethyl group.

Accordingly, an example of the compound of formula (I) used according to the present invention is 1,3,5-trimethylbenzene (or mesitylene).

In a preferred embodiment of the present invention, the lubricating oil composition comprises said at least one compound of formula (I), wherein R 5 represents a hydrogen atom.

In another preferred embodiment of the present invention, the lubricating oil composition comprises said at least one compound of formula (I), wherein R6 represents a hydrogen atom.

In a preferred embodiment of the present invention, the lubricating oil composition comprises a compound of formula (I), wherein R 1 is:

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms;

● -OR7 group; or

● -NR8R9 group;

In said -OR7 group, R7 is a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms,

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

In another preferred embodiment of the present invention, the lubricating oil composition comprises a compound of formula (I), wherein R 2 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR11R12 group;

In the -NR11R12 group,

- R11 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R12 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

In another preferred embodiment of the present invention, the lubricating oil composition comprises a compound of formula (I), wherein R 3 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR14R15 group;

In the -NR14R15 group,

- R14 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R15 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

In another preferred embodiment of the present invention, the lubricating oil composition comprises a compound of formula (I), wherein R 4 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR17R18 group;

In the -NR17R18 group,

- R17 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R18 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

In a preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (I), wherein R 1 is:

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms;

● -OR7 group; or

● -NR8R9 group; represents,

In said -OR7 group, R7 is a saturated linear alkyl group or a saturated branched alkyl group, containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms,

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R2 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR11R12 group; represents,

In the -NR11R12 group,

- R11 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R12 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R3 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR14R15 group; represents,

In the -NR14R15 group,

- R14 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R15 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R4 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR17R18 group; represents,

In the -NR17R18 group,

- R17 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R18 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R5 and R6 both represent a hydrogen atom.

In another embodiment of the present invention, the lubricating oil composition comprises at least one compound of formula (Ia)-(If):

In the above formulas (Ia) to (If),

● R1 represents a saturated linear or saturated branched alkyl group containing 1 to 10 carbon atoms, -OR7 group or -NR8R9 group;

● R2 represents a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms or a saturated branched alkyl group, -OR10 group or -NR11R12 group;

● R3 represents a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms or a saturated branched alkyl group, -OR13 group or -NR14R15 group;

● R4 represents a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms or a saturated branched alkyl group, -OR16 group or -NR17R18 group;

● R7, R10, R13 and R16 are the same or different and independently represent a saturated linear alkyl group or saturated branched alkyl group containing 1 to 10 carbon atoms,

● R8, R9, R11, R12, R14, R15, R17 and R18 are the same or different and independently represent a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms.

In a preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

R1 is:

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms;

● -OR7 group; or

● -NR8R9 group; represents,

In said -OR7 group, R7 is a saturated linear alkyl group or a saturated branched alkyl group, containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms,

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R2 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR11R12 group; represents,

In the -NR11R12 group,

- R11 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R12 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R3 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR14R15 group; represents,

In the -NR14R15 group,

- R14 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R15 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

R4 is:

● hydrogen atom;

• saturated linear or saturated branched alkyl groups containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms; or

● -NR17R18 group; represents,

In the -NR17R18 group,

- R17 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R18 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

In a further preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R1 is a -OR7 group, wherein R7 represents a saturated alkyl group containing 1 to 3 carbon atoms,

● R2 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,

● R3 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,

● R4 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms.

Advantageously, the lubricating composition comprises at least one compound of formulas (Ia) to (Ic), wherein in formulas (Ia) to (Ic), the group

● R1 is -OCH ₃ group or -OC ₂ H ₅ group, preferably OC ₂ H ₅ group,

● R2 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,

● R3 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,

● R4 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms.

Examples of the compound of formula (I) used according to the present invention include methoxybenzene or ethoxybenzene.

In another more preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R1 represents a -NR8R9 group;

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

● R2 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NR11R12 group;

● R3 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NR14R15 group;

● R4 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NR17R18 group;

● R11, R12, R14, R15, R17 and R18 are the same or different and independently represent a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms.

In another more preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R1 represents a -NR8R9 group;

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

● R2 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R3 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R4 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group.

Advantageously, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R2 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R3 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R4 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group.

As examples of compound (I) used according to the present invention, aniline, ortho-phenylenediamine, meta-phenylenediamine, para-phenylenediamine ), ortho-toluidine, meta-toluidine or para-toluidine may be mentioned.

Advantageously, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R1 represents a -NR8R9 group;

In the -NR8R9 group,

- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;

● R2 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R3 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,

● R4 represents a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group.

An example of a compound of formula (I) used according to the present invention is dimethylaniline.

In another more preferred embodiment of the present invention, the lubricating oil composition comprises at least one compound of formulas (Ia) to (Ic):

In the above formulas (Ia) to (Ic),

● R1 is a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms,

● R2 is a hydrogen atom or a saturated linear alkyl group or saturated branched alkyl group containing 1 to 5 carbon atoms;

● R3 is a hydrogen atom or a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 5 carbon atoms,

● R4 is a hydrogen atom or a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 5 carbon atoms.

Advantageously, the lubricating oil composition according to the invention comprises at least one compound of formulas (Ia) to (Ic), wherein:

● R1 is a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 5 carbon atoms, preferably 1 to 3 carbon atoms,

● R2 is a hydrogen atom or a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 3 carbon atoms,

● R3 is a hydrogen atom or a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 3 carbon atoms,

● R4 is a hydrogen atom or a saturated linear alkyl group or a saturated branched alkyl group containing 1 to 3 carbon atoms.

As an example of the compound of formula (I) used according to the present invention, toluene, ortho-xylene, meta-xylene, para-xylene, ortho-xylene (ortho) -cymene), meta-cymene or para-cymene may be mentioned.

In an embodiment of the invention, the weight of the compound of formula (I) is from 0.5 to 25% by weight, preferably from 1 to 20% by weight, advantageously from 5 to 15% by weight relative to the total weight of the lubricating oil composition.

In an embodiment of the present invention, the compound of formula (I) may exist in pure form.

"Pure form" according to the present invention means that it is a single component and that the compound of formula (I) contains no other components other than the compound of formula (I) or cannot bind with other compounds.

In another embodiment of the invention, the compound of formula (I) may be encapsulated.

Accordingly, the compound of formula (I) may be present in the form of capsules or microcapsules containing a minimum content of the compound of formula (I), wherein the minimum content is such that the weight of the compound of formula (I) is based on the total weight of the lubricating oil composition. 0.5 to 25% by weight, preferably 1 to 20% by weight, advantageously 5 to 15% by weight.

Capsules or microcapsules containing a compound of formula (I) may be selected from any capsule or microcapsule type known to the person skilled in the art.

Capsules or microcapsules are in particular polyurethanes, polyureas, polystyrenes, polyesters, polyamides or copolymers thereof, polyacrylonitriles, vinyl resins It may consist of a polymeric envelope selected from vinyl resins, formaldehyde-based resins or aminoplast resins.

In a preferred embodiment of the present invention, compound (I) is administered when the capsule or microcapsule is subjected to physicochemical stress, or when the capsule or microcapsule is subjected to a high temperature of 150° C. or higher that can be encountered in a region close to the piston, or generally In the case of an engine, when the capsule or microcapsule is subjected to strong shear stresses, or when the surrounding material of the capsule or microcapsule undergoes a change in acidity or basicity, and in the piston/liner zone When there is a change in acidity, it will be expelled out of the capsule or microcapsule.

In particular, examples of capsules or microcapsules that can be used in the present invention are described in patent documents WO2010/134044, US20130146009 or WO2014/046876.

In another embodiment of the present invention, compound (I) may be secreted by a volatilization step.

In particular, the volatilization step of formula (I) can be carried out by adjusting the distillation curve of the lubricating oil composition. As an example, a compound of formula (I) may be used, which makes it more volatile than the residue of the lubricating oil composition, and a temperature above the boiling point of the compound of formula (I) or lighter components of the residue of the lubricating oil composition The compound of formula (I) can be extracted from a region to which a temperature less than the boiling point of is applied.

In another embodiment of the invention, the compound of formula (I) may be synthesized in a lubricating oil composition.

base oil

The lubricating oil composition used in accordance with the present invention may comprise any type of lubricating base oil, mineral oil, synthetic or natural oil, animal oil or vegetable oil suitable for use.

The base oil or base oils used in the lubricating oil composition used according to the present invention are used alone or in combination, and may be oils of mineral origin or synthetic origin of groups I to V according to the grades defined in the API classification summarized below.

saturate content sulfur content Viscosity Index (VI) Group I Mineral oils < 90% > 0.03 % 80 ≤ VI < 120 Group II hydrocracking oils ≥ 90% ≤ 0.03% 80 ≤ VI < 120 group III
Hydrocracking Oil or Hydroisomerized Oil ≥ 90% ≤ 0.03% ≥ 120 group IV Poly Alpha Olefins (PAO) group V Esters and other base oils not included in the base oils of groups I to IV

The mineral base oil according to the present invention is any base oil type obtained by atmospheric distillation and vacuum distillation of crude oil followed by refining operations such as solvent extraction, deasphalting, solvent dewaxing, hydrotreatment, hydrocracking and hydroisomerization and hydrofinishing. include

The base oil of the lubricating oil composition according to the present invention may be a synthetic oil such as certain esters of carboxylic acids and alcohols or poly alpha olefins. The poly alpha olefin used as the base oil is obtained from, for example, monomers having 4 to 32 carbon atoms (eg octene, decene), at 100° C. according to standard ASTM D445. The viscosity is 1.5-15 cSt. The weight average molecular weight of poly alpha olefins is generally 250-3000 according to standard ASTM D5296. Mixtures of synthetic and mineral oils may also be used.

Specific lubrication for preparing lubricating compositions according to the invention suitable for use in gearboxes, in particular automotive gearboxes, in particular manual gearboxes, except that they must exhibit many properties, in particular with regard to consistency, viscosity index, sulfur content, oxidation resistance There are no restrictions on the use of base oil.

In one embodiment of the invention, the lubricating base oil represents at least 50% by weight, preferably at least 60% by weight or at least 70% by weight relative to the total weight of the lubricating oil composition. In general, the lubricating base oil represents 75 to 99.9% by weight based on the total weight of the lubricating oil composition according to the present invention.

In a preferred embodiment of the present invention, the lubricating oil composition comprises, according to API classification, a mineral base oil of Group I and/or Group III or a synthetic base oil of Group IV.

In another preferred embodiment of the present invention, the lubricating oil composition has a kinematic viscosity at 100° C. measured according to standard ASTM D445 of 3 to 25 cSt, preferably 5 to 22 cSt, advantageously 5 to 13 cSt.

In another preferred embodiment of the present invention, the lubricating oil composition has a viscosity index (VI) measured according to standard ISO 2909 of at least 130, preferably at least 140 and advantageously at least 150.

other additives

The lubricating oil composition used according to the invention may further comprise at least one additive selected from detergents, anti-wear additives, extreme pressure additives, dispersants, antioxidants, pour point improvers, antifoam agents, thickeners, viscosity index improving polymers and mixtures thereof. there is.

Anti-wear additives and extreme pressure additives form a protective film that is adsorbed on the surface to protect the surface to which friction is applied. A wide variety of anti-wear additives exist, the most widely used in lubricating oil compositions, especially for engine oils, are metallic alkylthiophosphates, in particular zinc alkylthiophosphates and more particularly zinc dialkyldithiophosphates. (zinc dialkyldithiophosphates) or phosphorus-containing additives such as ZnDTPs and sulfur-containing additives. Also, amine phosphates are anti-wear additives that can be used in the lubricating oil compositions used according to the present invention. However, the phosphorus provided by the anti-wear additive acts as a piston in the automobile's catalytic system as the additive generates ashes. This effect can be minimized, for example, by partial substitution of amine phosphates with additives that do not contain phosphorus, such as polysulphides, especially sulfur-containing olefins.

In one embodiment, particularly for engine applications, the anti-wear additive and extreme pressure additive are added to the lubricating oil composition in an amount of 0.01 to 6% by weight, preferably 0.05 to 4% by weight, preferably 0.1 to 0.1% by weight relative to the total weight of the lubricating oil composition. may exist.

The friction modifying additive may be a metal element or a compound containing an ash-free compound. Among the compounds supplying metal elements, transition metal complexes such as Mo, Sb, Sn, Fe, Cu, Zn, and W may be mentioned, and their ligands are hydrocarbons containing oxygen, nitrogen, sulfur or phosphorus atoms. containing compounds and in particular molybdenum dithiocarbamates. Ash-free friction modifiers are of organic origin, monoesters of fatty acids and polyols, alkoxylated amines, alkoxylated fatty amines, fatty epoxides, boric acid borated fatty epoxides; fatty amines and glycerol esters of fatty acids. "Fatty" means, within the present invention, a hydrocarbon group containing from 10 to 24 carbon atoms.

In one embodiment, the friction modifying additive may be present in an amount of 0.01 to 5% by weight, preferably 0.1 to 2% by weight, based on the total weight of the lubricating oil composition.

The antioxidant additive slows down the degradation of the lubricating oil composition during operation, in particular the degradation of the engine oil during operation, which in particular forms deposits and may be sludge or increase the viscosity of the lubricating oil composition, in particular engine oil. Antioxidant additives act in particular as radical inhibitors or hydroperoxide destroyers. Antioxidants mainly used include phenolic antioxidants or amine antioxidants and sulfur-containing antioxidants. Some of the above antioxidants, such as phosphorus-containing additives and sulfur-containing additives, can produce ash. Phenolic antioxidants may not form ash or may be in the form of neutral or basic metal salts.

In particular, antioxidants include sterically hindered phenols, sterically hindered phenols esters and sterically hindered phenols including thioether bridges, diphenylamines, at least one C1-C12 alkyl group. diphenylamine substituted with N,N'-dialkyl aryl diamines, and combinations thereof. "Sterically hindered phenol" means within the meaning of the present invention that at least one vicinal carbon of the carbon to which the alcohol function is attached is at least one C1-C12 alkyl group, preferably a C1-C16 alkyl group, preferably a C4 alkyl group, It refers to a compound containing a phenol group, preferably substituted with a tert-butyl group. Amine compounds are another class of antioxidants that can be used. A general example is an aromatic amine of the formula R25R26R27N, wherein R25 is an aliphatic group or an optionally substituted aromatic group, R26 is an optionally substituted aromatic group, and R27 is a hydrogen atom, an alkyl group, an aryl group A group or a group of the formula R28S(O) _z R29, wherein R28 is an alkylene group or an alkenylene group, R29 is an alkyl group, an alkenyl group or an aryl group, and z is 0,1 or 2 is the integer of Other classes of antioxidants include copper-containing compounds such as copperthiophosphate or copperdithiophosphate, copper salts and carboxylates, dithiocarbamates, sulphonates, phenates. ), and copper acetylacetonates. Also, copper I and copper II, succinic acid or anhydride salts may be used.

The lubricating oil composition used according to the invention may comprise all types of antioxidants known to the person skilled in the art. Advantageously, an ash-free antioxidant was used.

In one embodiment, the lubricating oil composition according to the present invention may contain 0.5 to 2% by weight of at least one antioxidant additive based on the total weight of the lubricating oil composition.

Detergent additives in particular dissolve by-products of oxidation and combustion, thereby reducing the formation of deposits on the surfaces of machine parts. Detergents which can be used in the lubricating oil compositions according to the invention are well known to the person skilled in the art. Detergents mainly used for preparing lubricating oil compositions are anionic compounds comprising a long lipophilic hydrocarbon-containing chain and a hydrophilic head. The bound cation is generally a metal cation of an alkali or alkaline earth metal. Detergents may preferably be selected from alkali or alkaline earth metals, sulfonates, salicylates, naphthenates and phenate salts of carboxylic acids. The alkali or alkaline earth metal is preferably calcium, magnesium, sodium or barium. Such metal salts may contain a generally stoichiometric amount or excess of metal. Detergents are called overbased detergents if they contain an excess of metal. Excess metal, which provides detergents with overbased properties, is in the form of oil-insoluble metal salts such as carbonate, hydroxide, oxalate, acetate, glutamate, preferably carbonate.

In one embodiment, the lubricating oil composition according to the present invention may contain 0.5 to 4% by weight of detergent based on the total weight of the lubricating oil composition.

In particular, the pour point depressant additive slows the formation of paraffin crystals, thereby improving the low temperature properties of the lubricating oil composition. Examples of pour point depressant additives include alkyl polymethacrylates, polyacrylates, polyarylamides, polyalkylphenols, polyalkylnaphthalenes, alkylated polystyrenes. There is this.

In one embodiment, the lubricating oil composition according to the present invention may further comprise at least one dispersant. The dispersant may be selected from the group formed by Mannich base(s), succinimides and their derivatives, in particular borated succinimides.

In one embodiment, the lubricating oil composition according to the present invention may contain 0.2 to 10% by weight of the dispersant based on the total weight of the lubricating oil composition.

Viscosity index improver polymers include polymer esters; ethylene-based copolymers; especially ethylene/propylene copolymers and ethylene/α-olefin copolymers; hydrogenated or unhydrogenated homopolymers or copolymers of styrene, butadiene or isoprene; polymethacrylate (PMA).

In an embodiment, the lubricating oil composition according to the present invention may include 1 to 15% by weight of the viscosity index improving polymer based on the total weight of the lubricating oil composition.

Antifoam agents may be selected from polyacrylates or silicone-containing compounds and their derivatives and in particular polysiloxanes.

In one embodiment of the present invention, the lubricating oil composition comprises:

- 75-99.5% by weight of at least one base oil; and

- 0.5-25% by weight of at least one compound of formula (I);

In another embodiment of the present invention, the lubricating oil composition comprises:

- 75-99% by weight of at least one base oil;

- from 0.5 to 25% by weight of at least one compound of formula (I); and

- 0.5-5% by weight of at least one other additive; contains.

In another embodiment of the present invention, the lubricating oil composition consists essentially of:

- 75-99.5% by weight of at least one base oil; and

- 0.5-25% by weight of at least one compound of formula (I);

In another embodiment of the present invention, the lubricating oil composition consists essentially of:

- 75-99% by weight of at least one base oil;

- from 0.5 to 25% by weight of at least one compound of formula (I); and

- 0.5-5% by weight of at least one other additive; contains.

All properties and preferences described above for the base oil, the compound of formula (I) and further additives also apply to the lubricating oil composition.

In one embodiment of the invention, the lubricating oil composition is not an emulsion.

In another embodiment of the present invention, the lubricating oil composition is anhydrous.

An object of the invention is an engine oil comprising the lubricating oil composition used according to the invention.

Furthermore, all properties and preferences described above for lubricating oil compositions apply to the engine oil used in accordance with the present invention.

In an embodiment of the present invention, the engine oil may be of grades 0W-16, 0W-20 and 5W-30 according to the SAEJ300 classification, and has a kinematic viscosity (KV100) of 5.6-12.5 cSt at 100°C according to the international standard ASTM D445 characterized by being.

In another embodiment of the present invention, it is characterized in that the viscosity index measured according to the international standard ISO 2909 of the engine oil is 130 or more, preferably 150 or more.

For the production of engine oils, base oils having a sulfur content of less than 0.3% by weight, for example mineral oils of group III and synthetic base oils free of sulfur, preferably base oils of group IV or mixtures thereof, are advantageously used. can

It is also an object of the present invention to lubricate a vehicle engine, preferably an automobile engine, advantageously an automobile engine comprising a positive ignition, using said lubricating oil composition.

It is also an object of the present invention to reduce or eliminate knock in an engine, preferably an automobile engine, advantageously an automobile engine comprising a forced ignition, using said lubricating oil composition.

It is also an object of the present invention to reduce fuel consumption of a vehicle, preferably a vehicle, by using the lubricating oil composition.

Furthermore, all properties and preferences described above for the lubricating oil composition apply to this use.

It is also an object of the present invention to a method for lubricating a vehicle engine, preferably an automobile engine, advantageously comprising a forced ignition, the method comprising at least one step of contacting the above-described lubricating oil composition with a mechanical part of the engine include

It is also an object of the present invention to provide a method for reducing or eliminating knots in a vehicle engine, preferably an automobile engine, advantageously an automobile engine comprising a forced ignition, said method comprising the above-mentioned lubricating oil composition and a mechanical part of the vehicle engine at least one step of contacting.

Reduction or elimination of engine knock can be assessed by any method known to those skilled in the art.

In particular, the reduction or elimination of engine knock using the lubricating oil composition can be evaluated by measuring the electric power trend of the engine in the presence of the lubricating oil composition and measuring the ignition advance parameter trend. In particular, the method is has been described

It is also an object of the present invention to provide a method for reducing fuel consumption of a vehicle, in particular a motor vehicle, said method comprising at least one step of contacting said lubricating oil composition with a mechanical part of a vehicle engine.

The vehicle may include a two-stroke internal combustion engine or a four-stroke internal combustion engine including a forced ignition.

The engine may be a gasoline engine supplied with standard gasoline or natural gas. "Standard gasoline" means, within the meaning of the present invention, an engine fed with a fuel obtained after refining an oil of mineral origin (eg petroleum). The engine may also be a gasoline engine modified to be supplied with an oil-based fuel originating from a renewable material, such as an alcohol-based fuel.

The vehicle may be a light vehicle such as an automobile and a motorcycle. Also, the vehicle may be a transport vehicle or a construction machine.

It is also an object of the present invention to reduce or eliminate knots in engines, preferably automobile engines, advantageously automobile engines with forced ignition using the compounds of formula (I) described above in lubricating oil compositions.

Furthermore, all properties and preferences described above for lubricating oil compositions apply to this use.

Also an object of the present invention is a composition of the additive-enriched type comprising:

- at least one compound of formula (I); and

- at least one additive selected from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, foam inhibitors, thickeners and mixtures thereof;

In the above formula (I),

● R1 is a hydrogen atom, a saturated substituted linear alkyl group, an unsaturated substituted linear alkyl group, or a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms. group), an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group, -OR7 group or -NR8R9 group,

● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR10 group, or -NR11R12 group;

● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR13 group or -NR14R15 group;

● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR16 group or -NR17R18 group;

● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR19 group or -NR20R21 group;

● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group, -OR22 group or -NR23R24 group;

● R7, R10, R13, R16, R19 and R22 are the same or different, and independently, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear represents an alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and independently contain a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms; represents an unsaturated substituted linear alkyl group, a saturated unsubstituted linear alkyl group, an unsaturated unsubstituted linear alkyl group, a saturated substituted branched alkyl group, an unsaturated substituted branched alkyl group, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group;

● At least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.

All properties and preferences described above for the compound of formula (I) and further additives also apply to compositions of said additive-enriched type.

In one embodiment of the present invention, at least one base oil may be added to the composition of the additive-enriched type used according to the present invention in order to obtain a lubricating oil composition used according to the present invention.

Other objects of the present invention and their implementation will be better understood with reference to the following examples. The following examples are given only as indicators and are not limiting.

example:

Lubricating oil composition No. 1 was prepared from the following compounds:

- base oil 1: PAO class 4;

- base oil 2: PAO grade 6;

- base oil 3: trimethylolpropane having a kinematic viscosity of 4.5 mm 2 /s at 100° C. measured according to standard ASTM D445;

- Polymers: hydrogenated styrene/isoprene copolymers dispersed at 10.7% m/m in oils of group I;

- Additive package: calcium salicylate as detergent, zinc dithiophosphate as antiwear agent, borated succinimide dispersant, phenolic antioxidant, amine antioxidant (alkylated diphenylamine), foaming A mixture comprising a polysiloxane derivative as an inhibitor, molybdenum dithiocarbamate as a friction modifier and polymethacrylate as a pour point improver.

Lubricating oil composition No. 1 is described in Table 2: The proportions indicated are % by weight.

lubricating oil composition No. One base oil 1 37.5 base oil 2 35 base oil 3 10 polymer 6.2 Additive package 11.3

The compound of formula (I) used according to the invention was added to lubricating oil composition No. 1 to obtain lubricating oil composition No. 2 and No. 3, the compound of formula (I) being:

- meta-toluidine of the formula (Sigma-Aldrich):

- or ethoxybenzene of the formula (Sigma-Aldrich):

.

.

Lubricating oil compositions No.2 and No.3 are described in Table 3: The proportions indicated are % by weight.

lubricating oil composition No. 2 No. 3 Lubricating oil composition N0.1 90 90 Meta-Toludiene 10 ethoxybenzene 10

The effects of lubricating oil compositions No. 1 to No. 3 were evaluated according to the following method.

The turbocharged 1.6-liter capacity forced ignition engine includes accelerometers near each cylinder that can detect knock events. The engine control analyzes this information and, if knock occurs, reduces the ignition advance parameter. Otherwise, when combustion proceeds without knocking, the engine computer increases the ignition advance to improve engine efficiency and increase the power measured at the engine output.

The engine was mounted in a test cell in which the engine's speed and power output were measured using an electromagnetic brake. Control parameters such as engine speed, amount of gasoline injected, ignition advance and engine power were recorded during the test.

The engine coolant temperature is maintained at 94°C at the engine inlet, and the oil temperature is maintained at 99°C at the engine inlet. The test is performed under full load, and the engine speed change is extended to 3000-8500 rpm.

Lubricating oil composition No. 1 was used as a reference oil to confirm the stability of engine behavior.

The effect of lubricating oil compositions No.2 and No.3 on the knock phenomenon was determined by comparing the lubricating oil composition No.1 with the two lubricating oil compositions No.2 and No.3, measuring the power trend of the engine, and measuring the ignition advance angle parameter. It was observed by measuring the trend.

Engine power was expressed in horsepowerm (hp).

Ignition advance was expressed in crankshaft degrees (°V).

A difference of at least one hp to power and a difference of at least 0.4°V were fully accounted for and allowed the benefit of the lubricating oil composition to reduce knocking events tested.

Lubricating oil composition No. 2 was tested and proceeded with the test described above and was tested after lubricating oil composition No. 1. The increase in power and ignition advance angle was measured by averaging the results obtained with lubricant composition No. 1 before and after testing with lubricant composition No.2.

Lubricating oil composition No. 3 was tested and proceeded with the above-mentioned tests and tested after lubricating oil composition No. 1. The increase in power and ignition advance angle was measured by averaging the results obtained with lubricating oil composition No. 1 before and after testing with lubricating oil composition No. 3.

The results of lubricating oil compositions No.2 and No.3 at speeds of 6500 rpm and 7500 rpm are described in Tables 4 and 5 (Lubricant composition No. 1 constitutes a reference to which Lubricating Oil Compositions No.2 and No.3 are contrasting). Considering that, the results of lubricating oil composition No. 1 are not described).

composition No. 2 No. 3 Delta power at 6500 rpm (hp) +3.0 +1.3 Delta ignition advance (°V) at 6500 rpm +1.2 +0.4

composition No. 2 No. 3 Delta power (hp) at 7500 rpm +1.6 +1.0 Delta ignition advance (°V) at 7500 rpm +1.6 +1.0

The results showed that the presence of the compounds used according to the invention in the lubricating oil compositions (lubricating oil compositions No. 2 and No. 3) can significantly reduce the knock phenomenon in the engine.

It should be noted that the reduction of the knock phenomenon is possible even over a wide range of engine speeds and at high engine speeds such as, for example, 7500 rpm.

It should be noted that the use of the lubricating oil compositions according to the invention (lubricating oil compositions No. 2 and No. 3) does not form abnormal deposits in the engine combustion chamber.

In addition, the lubricating oil compositions (lubricating oil compositions No. 2 and No. 3) according to the present invention have excellent lubricating properties.

Claims (15)

A method of reducing knock in a vehicle engine, comprising:
at least one step of contacting the lubricating oil composition with a mechanical part of a vehicle engine;
The lubricating oil composition comprises:
- at least one base oil; and
- at least one compound of formula (I)

● R1 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, 1 to A saturated unsubstituted linear alkyl group containing 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms a saturated substituted branched alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, and a saturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms. an alkyl group (saturated unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms, a -OR7 group or a -NR8R9 group,
● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR10 group or a -NR11R12 group,
● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR13 group or a -NR14R15 group,
● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR16 group or a -NR17R18 group,
● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR19 group or a -NR20R21 group,
● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR22 group or a -NR23R24 group,
● R7, R10, R13, R16, R19 and R22 are the same or different, and independently, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, 1 to A saturated unsubstituted linear alkyl group containing 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, a saturated substituted branched alkyl group containing 1 to 10 carbon atoms, 1 to 10 carbon atoms an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms, or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms;
● R8, R9, R11, R12, R14, R15, R17, R18, R20, R21, R23 and R24 are the same or different and, independently, a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms, 1 unsaturated substituted linear alkyl group containing ∼3 carbon atoms, saturated unsubstituted linear alkyl group containing 1-3 carbon atoms, unsaturated unsubstituted linear alkyl group containing 1-3 carbon atoms, 1-3 carbon atoms a saturated substituted branched alkyl group containing 1 to 3 carbon atoms, an unsaturated substituted branched alkyl group containing 1 to 3 carbon atoms, a saturated unsubstituted branched alkyl group containing 1 to 3 carbon atoms, or an unsaturated substituted branched alkyl group containing 1 to 3 carbon atoms. It is an unsubstituted branched alkyl group,
• The method, wherein at least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom. According to claim 1,
wherein R1 is:
- a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 to 10 carbon atoms An unsaturated unsubstituted linear alkyl group comprising: a saturated substituted branched alkyl group comprising 1 to 10 carbon atoms; an unsaturated substituted branched alkyl group comprising 1 to 10 carbon atoms; a ring branched alkyl group, or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms;
- -OR7 group; or
- a -NR8R9 group;
wherein R7 is a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 to 10 carbon atoms An unsaturated unsubstituted linear alkyl group containing carbon atoms, a saturated substituted branched alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted branched alkyl group, or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms;
wherein R8 and R9 are the same or different, and independently represent a hydrogen atom or a saturated substituted linear alkyl group containing 1 to 3 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 3 carbon atoms, or 1 to 3 carbon atoms; A saturated unsubstituted linear alkyl group containing 1 to 3 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 3 carbon atoms, a saturated substituted branched alkyl group containing 1 to 3 carbon atoms, an unsaturated substituted moiety containing 1 to 3 carbon atoms A method according to claim 1, wherein the method is a topographical alkyl group, a saturated unsubstituted branched alkyl group containing from 1 to 3 carbon atoms. 3. The method of claim 1 or 2,
wherein R5 is a hydrogen atom. According to claim 1,
wherein R6 is a hydrogen atom. According to claim 1,
wherein R1 is:
● a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms;
● -OR7 group; or
● -NR8R9 group;
- wherein R7 is a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms,
- wherein R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
- wherein R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. According to claim 1,
wherein R2 is:
● hydrogen atom;
● a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms; or
● -NR11R12;
- wherein R11 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
- the method, wherein R12 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. According to claim 1,
wherein R3 is:
● hydrogen atom;
● a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms; or
● -NR14R15;
- wherein R14 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
- the method, wherein R15 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. According to claim 1,
wherein R4 is:
● hydrogen atom;
● a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms; or
● -NR17R18;
- wherein R17 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
- the method, wherein R18 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. According to claim 1,
The lubricating oil composition comprises a compound of formulas (Ia) to (If):

In the above formulas (Ia) to (If),
● R1 is a saturated linear alkyl group containing 1 to 10 carbon atoms or a saturated branched alkyl group containing 1 to 10 carbon atoms, -OR7 group or -NR8R9 group;
● R2 is a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms, or a saturated branched alkyl group containing 1 to 10 carbon atoms, a -OR10 group or a -NR11R12 group;
● R3 is a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms, or a saturated branched alkyl group containing 1 to 10 carbon atoms, a -OR13 group or a -NR14R15 group;
● R4 is a hydrogen atom, a saturated linear alkyl group containing 1 to 10 carbon atoms, or a saturated branched alkyl group containing 1 to 10 carbon atoms, a -OR16 group or a -NR17R18 group;
● R7, R10, R13 and R16 are the same or different and are independently a saturated linear alkyl group containing 1 to 10 carbon atoms or a saturated branched alkyl group containing 1 to 10 carbon atoms;
- A method, wherein R8, R9, R11, R12, R14, R15, R17 and R18 are the same or different and are independently a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. 10. The method of claim 9,
The lubricating oil composition comprises a compound of the formulas (Ia) to (Ic):
● R1 is a -OR7 group, wherein R7 is a saturated alkyl group containing 1 to 3 carbon atoms,
● R2 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
● R3 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms,
● R4 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms. 10. The method of claim 9,
The lubricating oil composition comprises a compound of the formulas (Ia) to (Ic):
● R1 is a -NR8R9 group;
In the -NR8R9 group,
- R8 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;
- R9 is a hydrogen atom or a saturated alkyl group containing 1 to 3 carbon atoms;
● R2 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,
● R3 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group,
● R4 is a hydrogen atom, a saturated alkyl group containing 1 to 3 carbon atoms, or a -NH ₂ group. 10. The method of claim 9,
The lubricating oil composition comprises a compound of the formulas (Ia) to (Ic):
● R1 is a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms;
● R2 is a hydrogen atom or a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms;
● R3 is a hydrogen atom or a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms;
• R4 is a hydrogen atom or a saturated linear alkyl group containing 1 to 5 carbon atoms or a saturated branched alkyl group containing 1 to 5 carbon atoms. According to claim 1,
The method, wherein the content of the compound of formula (I) is 0.5 to 25 weight based on the total weight of the lubricating oil composition. According to claim 1,
and at least one additive selected from detergents, friction modifiers, dispersants, anti-wear additives, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, antifoam agents, thickeners and mixtures thereof. A method for reducing knock in a vehicle engine, comprising:
adding at least one base oil to the additive-enriched type composition to obtain a lubricating oil composition;
The additive-enriched type composition comprises:
- at least one compound of formula (I); and

- at least one additive selected from detergents, friction modifiers, anti-wear additives, dispersants, extreme pressure additives, antioxidants, viscosity index improving polymers, pour point improvers, foam inhibitors, thickeners and mixtures thereof;
In the above formula (I),
● R1 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, 1 to A saturated unsubstituted linear alkyl group containing 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms a saturated substituted branched alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, and a saturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms. an alkyl group (saturated unsubstituted branched alkyl group), or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms, a -OR7 group or a -NR8R9 group,
● R2 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR10 group or a -NR11R12 group,
● R3 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR13 group or a -NR14R15 group,
● R4 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR16 group or a -NR17R18 group,
● R5 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR19 group or a -NR20R21 group,
● R6 is a hydrogen atom, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, 1 unsaturated unsubstituted linear alkyl group containing -10 carbon atoms, saturated substituted branched alkyl group containing 1-10 carbon atoms, unsaturated substituted branched alkyl group containing 1-10 carbon atoms, 1-10 carbon atoms a saturated unsubstituted branched alkyl group comprising a, or an unsaturated unsubstituted branched alkyl group comprising 1 to 10 carbon atoms, a -OR22 group or a -NR23R24 group,
● R7, R10, R13, R16, R19 and R22 are the same or different, and independently, a saturated substituted linear alkyl group containing 1 to 10 carbon atoms, an unsaturated substituted linear alkyl group containing 1 to 10 carbon atoms, 1 to A saturated unsubstituted linear alkyl group containing 10 carbon atoms, an unsaturated unsubstituted linear alkyl group containing 1 to 10 carbon atoms, a saturated substituted branched alkyl group containing 1 to 10 carbon atoms, 1 to 10 carbon atoms an unsaturated substituted branched alkyl group containing 1 to 10 carbon atoms, a saturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms, or an unsaturated unsubstituted branched alkyl group containing 1 to 10 carbon atoms;
• The method, wherein at least one of the groups R1, R2, R3, R4, R5 and R6 is not a hydrogen atom.