JPH1161164A - Friction reducing agent comprising metallic phenate and lubricating oil composition containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject reducing agent, comprising a specific chain hydrocarbon group-substituted metallic phenate and excellent in friction reducing ability as a lubricating oil. SOLUTION: This friction reducing agent comprises a linear hydrocarbon group-substituted metallic phenate having >=20% linearity of an alkyl group in the linear hydrocarbon group determined by a carbon nuclear magnetic resonance measurement. The linear hydrocarbon group-substituted metallic phenate is composed of a phenol moiety having at least the one linear hydrocarbon group bound thereto and a metallic moiety. The metallic phenate may contain a compound, subjected to a sulfiding treatment and containing two or more aromatic groups bound with one or more sulfur atoms, and the one containing a compound obtained by, as necessary, carrying out an overbasing treatment is further used. The linear hydrocarbon group is preferably an alkyl group having 12-30 average number of carbon atoms per hydroxyl group determined by the carbon nuclear magnetic resonance measurement (e.g. dodecyl group, tridecyl group, tetradecyl group or pentadecyl group).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a friction reducing agent comprising a chain hydrocarbon-substituted metal phenate and a lubricating oil composition containing the same, and more particularly, to a specific lubricant excellent in friction reducing ability. The present invention relates to a friction reducing agent comprising a chain hydrocarbon-substituted metal phenate and a lubricating oil composition containing the same.

[0002]

2. Description of the Related Art Reduction of friction and abrasion generated on sliding surfaces of moving parts of machinery, equipment, equipment, and the like is a fundamental problem of lubrication, and has conventionally been the focus of technical development relating to lubrication technology. .

In recent years, in particular, efforts to achieve low friction and low wear by improving the quality of lubricating oils from the need for resource saving and energy saving have been examined from various viewpoints. It is an indispensable means to add additives to the lubricating base oil to adjust the friction characteristics to a desired value.

[0004] Therefore, a number of friction modifiers have been proposed, and automatic transmission oils, wet brake oils, sliding surface oils, plastic working oils and the like include oily type fatty acids, fatty acid metal salts, and the like.
Alcohol, ester, amine, etc. and extreme pressure agent type phosphate ester, phosphite ester, zinc dithiophosphate etc. are used, and extreme pressure agent type phosphate ester is used for engine oil, gear oil, cutting oil, etc. , Phosphites,
Acid phosphite amine salts, molybdenum dithiophosphate, molybdenum dithiocarbamate, and the like have been used.

Further, magnesium sulfonate used as a metal-based detergent, particularly, a base number of 300 mgK
An automatic transmission oil obtained by blending an overbased magnesium sulfonate of OH / g or more with a base oil for the purpose of improving friction characteristics has been disclosed (see JP-A-62-84190). It has also been proposed to use calcium salicylate as a friction coefficient adjuster for an automatic transmission oil (see Japanese Patent Application Laid-Open No. 5-163496).

However, such conventional friction modifiers do not have a sufficient friction reducing effect for both organic and metallic types depending on the conditions of use. In particular, magnesium sulfonate, calcium salicylate and the like have a certain degree of friction reducing effect. However, these effects vary widely depending on the type of lubricating base oil and usage conditions, and are not practically sufficient to secure a stable friction-reducing effect.For example, phosphate esters, molybdenum dithiocarba It was merely a friction reducing aid for friction modifiers such as mates.

[0007]

SUMMARY OF THE INVENTION Accordingly, the present invention provides a novel friction reducing agent having a friction reducing ability in view of the technical development relating to the above-described friction reducing technology and the circumstances of the development of a friction modifier. It is an object of the present invention to provide a lubricating oil composition containing the friction reducing agent.

[0008]

Means for Solving the Problems Accordingly, the present inventors have:
As a result of intensive studies to solve the above-mentioned problems, a chain having a specific linear portion determined by carbon nuclear magnetic resonance measurement (hereinafter, referred to as " ^13C -NMR measurement, as necessary"). Lubricating oil composition which can be used in many fields, by grasping that the metal phenate containing linear hydrocarbon group has an excellent friction reducing ability and blending it into a lubricating base oil to improve the friction characteristics And found that the present invention was completed based on these findings.

That is, the first aspect of the present invention is a metal phenate substituted with at least one chain hydrocarbon group, wherein the metal phenate is a straight chain alkyl group in the chain hydrocarbon group determined by ¹³ C-NMR measurement. The present invention relates to a friction reducing agent comprising a chain hydrocarbon-substituted metal phenate having a degree of 20% or more.

A second aspect of the present invention is a metal phenate substituted with at least one chain hydrocarbon group in a lubricating base oil, wherein the chain hydrocarbon is determined by ¹³ C-NMR measurement. A chain hydrocarbon-substituted metal phenate having an alkyl group linearity of 20% or more in the group is 1 ppm to 10,000 ppm as a metal amount based on the total weight of the lubricating oil composition.
The present invention relates to a lubricating oil composition characterized by being blended.

[0011]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail.

The chain hydrocarbon-substituted metal phenate used as an active ingredient of the friction reducing agent of the present invention basically comprises a phenol component having at least one chain hydrocarbon group bonded thereto and a metal component, The metal phenate may be sulfurized, and may contain a compound in which two or more aromatic groups are bonded by one or more sulfur atoms, and may be overbased if necessary. What contains the obtained compound is also used.

As the chain hydrocarbon group of the chain hydrocarbon group-substituted metal phenate of the present invention, those satisfying the following requirements are preferred.

That is, the average number of carbon atoms per hydroxyl group determined by ¹³ C-NMR measurement is an alkyl group having 12 or more, and the linearity of the alkyl group is 20% or more.

To explain the above, the chain hydrocarbon group of the chain hydrocarbon group-substituted metal phenate is represented by ¹³ C-NM
An alkyl group having an average carbon number of 12 or more per hydroxyl group determined by R measurement is important for exhibiting a friction reducing effect, and particularly, an average carbon number of 12 to
Forty alkyl groups are preferred. If the average carbon number is less than 12, a sufficient friction reducing effect may not be obtained.

To further explain, it is particularly preferred that the chain hydrocarbon-substituted metal phenate of the present invention contains at least one alkyl group having 12 to 30 carbon atoms. In the specification of the present invention, the term "hydroxyl group" refers to a conversion form of a chain hydrocarbon-substituted metal phenate under ¹³ C-NMR measurement conditions.
It indicates an OH group.

Here, the average number of carbon atoms per hydroxyl group refers to the average number of carbon atoms of the alkyl group calculated by setting the aromatic carbon bonded to the hydroxyl group to 1 as determined by ¹³ C-NMR measurement.

Specific examples of the alkyl group include dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl, tetracosyl, pentacosyl, hexacosyl, Examples include a heptacosyl group, an octacosyl group, a nonacosyl group and a triacontyl group, a pentatriacontyl group, an octatriacontyl group and the like.

One of the main features of the present invention is that, as indicated above, the alkyl group is a ¹³ C-NM
Having a specific degree of linearity determined by R measurement,
It is an essential requirement of the unique linear hydrocarbon-substituted metal phenates according to the invention.

That is, the chain hydrocarbon-substituted metal phenate of the present invention has an alkyl group linearity of 20% or more, preferably 30% or more, as determined by ¹³ C-NMR measurement.

Here, the linearity of the alkyl group is based on a unique concept established from the results of repeated studies of many experiments by the present inventors, and the number of carbon atoms from the terminal of the alkyl group is 5 or more. And the ratio of the number of carbon atoms in the linear portion four or more away from the branch to the total number of carbon atoms in the alkyl group. Accordingly, the degree of linearity of the alkyl group depends on the bonding position of the aromatic group to the alkyl group or the branching position of the alkyl group, and is specifically specified by the following formula from ¹³ C-NMR measurement.

[0022]

(Equation 1) The ¹³ C-NMR measurement was performed by converting metal phenate into the corresponding alkylphenol.

The present inventors have paid attention to the fact that there is an unexpected correlation between the degree of linearity of the alkyl group of such a chain hydrocarbon-substituted metal phenate and the effect of reducing friction. The higher the alkyl group linearity, the more excellent the metal phenate is in the effect of reducing friction.
It was also found that the effect was particularly remarkable at 0% or more, particularly 30% to 80%, but the effect was not sufficient when the alkyl group linearity was less than 20%.

In the present invention, the chain hydrocarbon-substituted metal phenate has two or more chain hydrocarbon groups per one hydroxyl group, or two or more different compounds (metal phenates) are mixed. Even when ¹³ C-
If the alkyl group linearity obtained by NMR measurement is 20% or more, a chain hydrocarbon group-substituted metal phenate excellent in friction reducing effect can be obtained. In particular, when all of the hydrocarbon groups of the metal phenate are linear alkyl groups having 12 or more carbon atoms, it is particularly preferable from the viewpoint that the friction reducing effect can be significantly improved.

The metal component represented by M in the above general formula [I] of the chain hydrocarbon-substituted metal phenate of the present invention is:
Alkali metals and alkaline earth metals, and metals having atomic numbers of 12 to 56 are preferred. Specifically, sodium, potassium, lithium, calcium, magnesium or barium and the like can be mentioned, and aluminum,
Zinc, tin, chromium, copper, cobalt and the like are also effective, but alkaline earth metals such as calcium, magnesium and barium are particularly preferred.

The typical compounds of the chain hydrocarbon-substituted metal phenates of the present invention can be represented by the following general formulas [I] and [II]. General formula [I]

[0027]

Embedded image

[0028]

Embedded image In each of the above general formulas [I] and [II], R
¹ , R ² is an alkyl group, which may be the same or different from each other, and the total number of R ¹ , which corresponds to the number of carbon atoms per hydroxyl group, and the average number of carbon atoms of R ² is preferably 12 to 40. And the linearity of the alkyl group obtained by ¹³ C-NMR measurement is 20% or more. As the alkyl group, specifically, a dodecyl group, a tridecyl group,
Examples thereof include a tetradecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a tetracosyl group, a pentacosyl group, a hexacosyl group, a heptacosyl group, an octacosyl group, a nonacosyl group, and a triacontyl group.

In each of the general formulas, M is preferably an alkaline earth metal, but may be another divalent metal as described above.
n represents the number of substitution of the alkyl group with the aromatic group, and is an integer of 1 to 5, preferably an integer of 1 to 2, and may be the same or different in each formula. Further, x in the general formula [II] is an integer of 1 to 5.

In the present invention, the chain hydrocarbon-substituted metal phenate is specifically a metal salt of an alkylphenol or a sulfurized alkylphenol, and may be a normal salt, a basic salt or an overbased salt. The type can be appropriately selected according to the use. Metal salts of alkylphenols or sulfurized alkylphenols are
It can be produced by reacting an alkylphenol or sulfurized alkylphenol with a metal compound such as an oxide, hydroxide or alkoxide, and the overbased salt can be obtained by a known method. Also, sulfurized alkylphenols can be produced by reacting an alkylphenol with a sulfur-containing compound such as sulfur or hydrogen sulfide, and a compound in which two or more phenol groups are bonded by one or more sulfur atoms is obtained. Obtained in the form of a mixture.

A metal phenate in which the alkyl group linearity is controlled within the above specified range can also be obtained by mixing various metal phenates having different alkyl group linear degrees. According to the present invention, it is possible to provide a friction reducer comprising the specific chain hydrocarbon group-substituted metal phenate as described above. The friction reducing agent is oil-soluble and can be dissolved in a hydrocarbon oil or other solvent and appropriately diluted as a concentrate, or used as a component of an additive package together with other additives. Next, the lubricating oil composition of the present invention will be described.

The lubricating oil composition of the present invention contains a lubricating base oil and a chain hydrocarbon-substituted metal phenate.

The base oil used in the lubricating oil composition of the present invention is not particularly limited, and may be any one of a mineral base oil, a synthetic base oil, and a vegetable oil base oil, or a mixture thereof. Base oils can be mentioned.

As the mineral base oil, for example, a lubricating oil fraction obtained by vacuum distillation of a normal distillation residue of a paraffinic, intermediate or naphthenic crude oil is subjected to solvent purification, hydrocracking, hydrotreating, Hydrorefining, catalytic dewaxing, solvent dewaxing,
Mineral oil obtained by processing in a purification process such as clay treatment, after subjecting the vacuum distillation residue to solvent deasphalting, mineral oil obtained by processing the deasphalted oil in the above purification process, or by isomerization of wax The obtained mineral oil or the like or a mixed oil thereof can be used. In the above-mentioned solvent purification, an aromatic extraction solvent such as phenol, furfural and N-methyl-pyrrolidone is used, and liquefied propane, MEK / toluene and the like are used as a solvent for solvent dewaxing. Among the above-mentioned mineral base oils, hydrotreated oils are preferable from the aspect of quality such as oxidation stability. Depending on the use of the lubricating oil, for example, aromatic hydrocarbons are 2% by weight or less, and saturated hydrocarbons are 90% by weight. The above can be used.

On the other hand, synthetic base oils include, for example, poly-α-olefin oligomers, polyol esters such as polybutene, alkylbenzene, trimethylolpropane ester, pentaerythritol ester, polyoxyalkylene glycol, polyoxyalkylene glycol ester, and polyoxyalkylene glycol ester. Examples include alkylene glycol ethers, dibasic acid esters, phosphoric acid esters, and silicone oils. Each of these base oils may be used alone, or two or more may be used in combination.

Vegetable base oils include rapeseed oil,
Palm oil, coconut oil, olive oil, sunflower oil and the like can be used.

The lubricating base oils described above can be appropriately mixed and used so as to have desired viscosity and other properties depending on the use of the lubricating oil composition. For example, a lubricating oil for an internal combustion engine has a kinematic viscosity at 100 ° C. of 2 mm ² /
s~30mm ² / s, in particular 3mm ² / s~10mm ² /
in the range of s, also, as the automatic transmission oil, 100 ° C. kinematic viscosity 2mm ² / s~30mm ² / s, in particular, 3 mm ²
/ S～15mm in the range of ² / s, As the gear oil 40 ° C. kinematic viscosity of 10mm ² / s~1,000mm ² / s
In particular, it may be adjusted in the range of 20mm ² / s~500mm ² / s.

The amount of the chain hydrocarbon group-substituted metal phenate used in the lubricating oil composition of the present invention depends on the use of the lubricating oil. % By weight, preferably 0.05% by weight to 5% by weight. Further, the amount of metal is 1 ppm to 1 ppm.
000 ppm, preferably 50 ppm to 5,000 ppm.
0 ppm can be blended.

The lubricating oil composition of the present invention may further contain a viscosity index improver, an ashless dispersant, an antioxidant, an extreme pressure agent, an antiwear agent, a metal deactivator, Point depressants, corrosion inhibitors, other friction modifiers and the like can be appropriately selected and blended.

Examples of the viscosity index improver include polymethacrylates, polyisobutylenes, ethylene-propylene copolymers, styrene-butadiene hydrogenated copolymers, and the like. % To 35% by weight.

Examples of the ashless dispersants include polybutenyl succinimides, polybutenyl succinamides, and the like.
There are benzylamine type and succinate type,
These are usually used in a proportion of 0.05% by weight to 7% by weight.

Examples of the antioxidant include amine antioxidants such as alkylated diphenylamine, phenyl-α-naphthylamine, and alkylated phenyl-α-naphthylamine; 2,6-di-tert-butylphenol;
Examples include phenolic antioxidants such as 4,4'-methylenebis- (2,6-di-tert-butylphenol), and zinc dithiophosphate. These are usually 0.05% by weight to 5% by weight. Used in percentages.

The extreme pressure agent includes, for example, dibenzyl sulfide, dibutyl disulfide and the like, and these are usually used at a ratio of 0.05% by weight to 3% by weight.

The metal deactivator includes, for example, benzotriazole, benzotriazole derivatives, thiadiazole and the like, and these are usually used at a ratio of 0.01% by weight to 3% by weight.

Examples of the pour point depressant include ethylene-vinyl acetate copolymer, condensate of chlorinated paraffin and naphthalene, condensate of chlorinated paraffin and phenol, polymethacrylate, polyalkylstyrene and the like. These are usually used at a ratio of 0.1% by weight to 10% by weight.

Examples of the antiwear agent include phosphate esters, zinc thiophosphate, sulfur compounds and the like, which are usually used in a proportion of 0.01% by weight to 5% by weight.

According to a preferred embodiment of the present invention, there is provided a metal phenate substituted with at least one chain hydrocarbon group, wherein the chain hydrocarbon group has one hydroxyl group determined by ¹³ C-NMR measurement. Is an alkyl group having an average carbon number of 12 to 40, and an alkyl group linearity of 2
0% or more of a chain hydrocarbon group-substituted metal phenate, which is a friction reducer for lubricating oils, wherein the metal phenate is substituted with at least one chain hydrocarbon group, wherein the chain hydrocarbon group contains ¹³ C- An alkyl group having an average number of carbon atoms of 12 to 40 per hydroxyl group determined by NMR measurement, and having an alkyl group linearity of 2
5% or more of a chain hydrocarbon group-substituted metal phenate, which is a friction reducer for lubricating oils, wherein the metal phenate is substituted with at least one chain hydrocarbon group with respect to the lubricating base oil; The hydrocarbon group is an alkyl group having an average number of carbon atoms of 12 to 40 per hydroxyl group determined by ¹³ C-NMR measurement, and a metal phenate having an alkyl group linearity of 20% or more based on the total weight of the lubricating oil composition The amount of metal is 1 ppm to 10,
Lubricating oil composition blended with 000 ppm, wherein at least one chain hydrocarbon group is substituted for a base oil composed of a hydrotreated oil having an aromatic hydrocarbon content of 2% by weight or less and a saturated hydrocarbon content of 90% by weight or more. A metal phenate, wherein the chain hydrocarbon group is an alkyl group having an average number of carbon atoms of 12 to 40 per hydroxyl group determined by ¹³ C-NMR measurement, and the alkyl group linearity is 20% or more. A lubricating oil composition comprising a phenate in an amount of 1 ppm to 10,000 ppm as a metal amount based on the total weight of the lubricating oil composition; a metal phenate substituted with at least one chain hydrocarbon group with respect to the lubricating base oil; Te is the chain-like hydrocarbon groups ¹³ C-NMR mean alkyl group having a carbon number of 12 to 40 hydroxyl groups per one obtained by measurement, an alkyl chain linearity 20% 1ppm~10 the amount of metal of the metal phenate is above the lubricating oil composition total weight,
000 ppm, a viscosity index improver 4 wt% to 30 wt%, an ashless dispersant 0.1 wt% to 5 wt%, an extreme pressure agent 0.1 wt% to 2.5 wt%, an antioxidant 0 0.1% by weight to 3% by weight, anti-wear agent 0.1% by weight
To 3% by weight, 0.15% to 8% by weight of a pour point depressant and 0.01% to 2% by weight of a metal deactivator. it can.

As described above, the friction reducing agent comprising the chain hydrocarbon-substituted metal phenate of the present invention is useful for various fuels and lubricating oils, and the lubricating oil composition containing the same is used in an automatic transmission oil composition. Products, lubricating oil compositions for internal combustion engines, gear oils, hydraulic oils, wet brake oils, sliding surface oils,
As long as it is used as a plastic working oil, a cutting oil or the like, and can exert a friction reducing effect of the metal phenate, it can be used as a fuel oil as well as a lubricating oil in any field without any limitation.

[0049]

Next, the present invention will be specifically described with reference to Examples and Comparative Examples. Examples and the like focus on the friction reducing effect of the chain hydrocarbon group-substituted metal phenate of the present invention (hereinafter, referred to as “metal phenate” as necessary). It is not limited by the embodiments and the like. The alkyl group linearity of the metal phenate used in the examples and the like and the coefficient of friction for evaluating the performance of the lubricating oil composition were measured by the following methods.

Method for Measuring Alkyl Group Linearity The metal phenate was converted to the corresponding alkylphenol, and the ¹³ C-NMR spectrum was measured under the following measurement conditions. The alkyl group linearity was calculated by the following equation.

Measurement conditions Equipment used EX400 (manufactured by JEOL Ltd.) Observation nucleus ¹³ C Observation frequency 100.50 MHz Measurement mode Gated ¹ H decoupling Internal standard TMS (= 0 ppm) Relaxing reagent Cr (acac) ₃ solvent CDCl ₃ sample Amount 300mg Temperature 30 ℃

[0052]

(Equation 2)

Performance Evaluation Friction Coefficient Measurement Method For a lubricating oil composition containing a predetermined amount of metal phenate, the friction coefficient was measured using LFW-1 as a tester under the following conditions. Friction material; steel / steel load; 200 lb oil temperature; 80 ° C. rotation speed; 600 rpm measurement time;

Example 1 Average alkyl group carbon number per hydroxyl group: 1
9. Calcium phenate 1 (total base number; 85 mgKOH / g) having an alkyl group linearity of 45.3% was prepared, and this was refined mineral oil 100SN (4.2 mm) as a lubricating base oil.
² / s @ 100 ° C.), and 140 ppm as calcium based on the total weight of the lubricating oil composition was blended to prepare a lubricating oil composition. The friction coefficient of the obtained lubricating oil composition was measured by the above method, and a result of 0.10.

Example 2 A lubricating oil composition was prepared in the same manner as in Example 1 except that the amount of calcium phenate 1 was increased from 140 ppm to 560 ppm in terms of calcium, and subjected to performance evaluation. A result of 0.09 was obtained.

Example 3 Average number of carbon atoms per alkyl group per hydroxyl group 2
0, calcium phenate 2 (total base number: 260 mgKOH / g) having an alkyl group linearity of 28.2% was prepared and added to the same lubricating base oil as in Example 1 based on the total weight of the lubricating oil composition. A lubricating oil composition was prepared by blending 950 ppm of calcium. When the obtained lubricating oil composition was subjected to the above-described performance evaluation, a result having a friction coefficient of 0.09 was obtained.

Example 4 A lubricating oil composition was prepared in the same manner as in Example 3 except that the amount of calcium phenate 2 was increased from 950 ppm to 1,900 ppm in terms of calcium, and subjected to performance evaluation. The result was a coefficient of friction of 0.09.

Example 5 A lubricating oil composition was prepared in the same manner as in Example 3 except that the amount of calcium phenate 2 was increased to 5,700 ppm as calcium. When subjected to performance evaluation, a result having a friction coefficient of 0.09 was obtained.

Comparative Example 1 When only a refined mineral oil of a lubricating base oil was subjected to performance evaluation,
The result was a coefficient of friction of 0.14.

Comparative Example 2 Average number of carbon atoms in an alkyl group per hydroxyl group 2
0, calcium phenate 3 (total base number 250 mgKOH / g) having an alkyl group linearity of 15.5% was prepared, and this was used as the calcium content based on the total weight of the lubricating oil composition in the same refined mineral oil as in Example 1. A lubricating oil composition was prepared by blending 950 ppm. As a result of the performance evaluation, the friction coefficient was 0.14, and no effect was obtained by blending calcium phenate 3 having an alkyl group linearity of less than 20%.

Comparative Example 3 A lubricating oil composition was prepared in the same manner as in Comparative Example 2 except that the amount of calcium phenate 3 was increased to 5700 ppm in terms of calcium. As a result of the performance evaluation, the friction coefficient was 0.13. Table 1 shows the types and properties of the calcium phenates used in Examples and the like. Table 2 summarizes the results of the performance evaluation of the lubricating oil composition.

[0062]

[Table 1]

[0063]

[Table 2]

From the above Examples and Comparative Examples, the chain hydrocarbon group-substituted metal phenate has an alkyl group linearity of 20%.
In the above case, at least a low coefficient of friction can be obtained with the compounded amount (Example 1), but the friction coefficient is hardly improved even if the compounded amount is increased unless the alkyl group linearity reaches 20%. It is clear from comparison with 1, 2, and 3. These results indicate that the linearity of the alkyl group is a major factor in the friction reducing ability.

[0065]

According to the present invention, there is provided a metal phenate substituted with a chain hydrocarbon group, wherein the chain hydrocarbon group has an alkyl group linearity of 20%.
The above-mentioned compounds have a large friction reducing effect, and are particularly useful as a friction reducing agent for a lubricating oil, and can improve the friction characteristics of a lubricating oil composition.

Continued on the front page (51) Int.Cl. ⁶ Identification code FI C10N 30:06

Claims (3)

[Claims] 1. A metal phenate substituted by at least one chain hydrocarbon group, wherein the metal phenate is a carbon phenate.
A friction reducer comprising a chain hydrocarbon group-substituted metal phenate having an alkyl group linearity of 20% or more in the chain hydrocarbon group determined by ( ^13C -NMR measurement). 2. The friction reducing agent comprising a chain hydrocarbon-substituted metal phenate according to claim 1, wherein the chain hydrocarbon group is an alkyl group. 3. A metal phenate substituted with at least one chain hydrocarbon group in a lubricating base oil, wherein the chain hydrocarbon is determined by carbon nuclear magnetic resonance measurement ( ¹³ C-NMR measurement). A chain hydrocarbon-substituted metal phenate having an alkyl group linearity of 20% or more in the group is 1 ppm to 10,000 ppm as a metal amount based on the total weight of the lubricating oil composition.
A lubricating oil composition characterized by being blended.