JPH1143685A - Cold rolling oil composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a rolling oil applicable to rolling for a wide range of sheet thickness by adding, to a base oil selected from the group consisting of an animal/vegetable oil, a mineral oil and a synthesized ester, a specific amt. of an alkyl phosphonic acid deriv. SOLUTION: At least one of alkyl phosphonic acid derivs. represented by formula I (wherein R1 is 4-45C alkyl; R2 and R3 are independently H, 1-18C alkyl, hydroxyalkylene, alkenyl or aryl) and formula II (wherein R1 and R2 are independently H or 4-45C alkyl; and R3 is H, 1-18C alkyl, hydroxyalkylene, alkenyl or aryl) in an amt. of 0.1 to 50 pts.wt. is added to 100 pts.wt. of a rolling oil compsn. Such an alkyl phosphonic acid deriv. is usually synthesized from a 4-45C olefin having a double bond at the α position and at least one of phosphorous acid, hypophosphrous acid and a dialkyl phophite. A preferable animal/vegetable oil is a palm oil with a m.p. of <=10 deg.C.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cold rolling oil composition used for cold rolling a metal material, and more particularly to a cold rolling oil composition usable for rolling a wide range of sheet thickness.

[0002]

2. Description of the Related Art Conventionally, cold-rolled oils for steel or steel strips include animal and vegetable oils and fats such as tallow, lard and fish oil as base oils and mineral oils such as refined mineral oils having a viscosity at 40 ° C. of 10 to 40 SCT. The former is mainly used for cold rolling of thin materials with a finished rolling thickness of 0.7 mm or less, and the latter is a thick material that does not require much rolling lubricity compared to the former. It has been mainly used for cold rolling of steel.

However, in recent years, in addition to the cleanliness of the steel sheet surface after rolling, improvement of rolling productivity and rolling work environment has been particularly emphasized. Specifically, regardless of the finished rolling thickness, high-speed, high-pressure rolling is generally performed. The rolling ratio of hard high carbon steel is also increasing as the material to be rolled, and the cold rolling oil composition is required to have high lubrication. At this time, if the lubricity is insufficient, seizure or heat scratch occurs, significantly impairing the surface properties of the steel sheet after rolling, and lowering the commercial value.

[0004] To cope with this problem, the rolling speed has conventionally been reduced, but this is not preferable because the rolling productivity is impaired.
On the other hand, from the viewpoint of rolling lubricity, tallow or palm oil has been frequently used as a base oil. Rolling oils using these as base oils have excellent rolling lubricity, but have a melting point of the base oil (for example, (43 ° C, palm oil about 27-30 ° C) is high, and the mixture with iron powder generated during rolling (hereinafter referred to as scum) adheres to and accumulates in the rolling mill housing in the rolling mill housing, which significantly deteriorates the working environment. Let it.

[0005] Under such circumstances, it has been proposed to use a synthetic ester for the base oil instead of beef tallow, but the rolling lubricity is still insufficient, and in order to make up for this, the effect of improving the lubricating property has been proposed. Phosphorus-based extreme pressure additives such as alkyl phosphites, alkyl phosphates, alkyl acid phosphates and the like are used. However, in fact, a stable effect has not been obtained during the use period.

[0006] In view of the above circumstances, an object of the present invention is to provide a cold rolling oil which can be applied to high-speed high-pressure rolling using at least one of low-melting-point animal and vegetable fats and oils, mineral oil and synthetic esters as a base oil.

[0007]

Heretofore, sulfur-based and phosphorus-based extreme pressure additives have been generally used as additives for improving the lubricating properties of rolling oils. Phosphates and alkyl acid phosphates are frequently used.

Under high-speed and high-pressure conditions, the rolling oil undergoes thermal decomposition or hydrolysis of a water diluent of the rolling oil component (hereinafter referred to as a rolling oil coolant), and iron powder generated during rolling is mixed into the rolling oil component. It was difficult to maintain the performance of the rolling oil.

Conventionally used phosphorus-based extreme-pressure additives have a PO bond as shown by the following general formula [Chemical Formula 3], and this bond undergoes thermal decomposition or hydrolysis to form inorganic phosphoric acid. Generate

[0010]

Embedded image

This phosphoric acid dissolves in the aqueous portion of the coolant and causes corrosion of the coolant tank, piping, nozzles, etc., which are the oil supply facilities for the rolling oil coolant. On the other hand, the present inventors have intensively studied to develop an additive having a chemically stable and extreme pressure effect.

[0012]

Means for Solving the Problems The present invention provides:

Embedded image

(Provided that R ₁ is a C ₄ -C ₄₅ linear or branched alkyl group, R ₂ or R ₃ is H or a C ₁ -C ₁₈ linear or branched alkyl group, An alkylene group, an alkenyl group, or an aryl group.), Or

[0014]

Embedded image

(Provided that R ₁ or R ₂ is H or a linear or branched alkyl group of C _{4 to} C ₄₅ , and R ₃ is a linear or branched alkyl group of H or C _{1 to} C ₁₈ ) , A hydroxyalkylene group, an alkenyl group, and an aryl group.)
And more specifically, an olefin having 4 to 45 carbon atoms and having a double bond at the α-position, and at least one selected from phosphorous acid, hypophosphorous acid and dialkyl phosphite. It has been found that the specific alkylphosphonic acid derivative represented by the above general formula [Chemical Formula 1] or [Chemical Formula 2] synthesized from a seed has high thermal decomposition resistance and hydrolysis resistance, and high stability. The specific alkylphosphonic acid derivative is added to a base oil comprising at least one of animal and vegetable fats and oils, mineral oil and synthetic ester,
0.1 to 5 based on 100 parts by weight of the obtained rolling oil composition
By adding 0 parts by weight, (a) excellent lubricity, particularly seizure resistance and heat scratch resistance, can be imparted even in high-speed and high-pressure rolling, and heat resistance and hydrolysis resistance, that is, long-term use. (B) that when low-melting-point animal and vegetable oils and fats are used as the base oil, it is possible to prevent a decrease in lubrication due to the lowering of the melting point. There is no accumulation of the rolling oil component, which can significantly contribute to the improvement of the working environment. Furthermore, (d) the alkylphosphonic acid derivative of the present invention has excellent hydrolysis resistance and, therefore, no inorganic phosphoric acid is generated, and the rolling is not performed. It has been found that corrosion of oil coolant supply equipment, for example, coolant tanks, piping, nozzles, etc. does not occur. The present invention has been completed based on these new discoveries.

[0016]

The cold-rolled oil composition of the present invention comprises a base oil comprising at least one of animal and vegetable fats and oils, mineral oil and synthetic ester containing the specific phosphonic acid derivative of the present invention and an emulsifier. Depending on this, furthermore, lauric acid, palmitic acid, fatty acids such as oleic acid, oiliness improvers such as dimer acid, rust preventive additives such as alkylamine and alkenyl succinic anhydride, and antioxidants such as butylhydroxytoluene. It was added as appropriate. The composition is usually diluted with water to a concentration of 3 to 10% and used as an emulsion (coolant).

When using the coolant, the coolant is injected and supplied through a nozzle between a rolling roll and a material to be rolled (hereinafter referred to as a roll bite). The emulsion is broken in the roll bite, and each of the rolling oil components is adsorbed or adhered to the rolled material surface to form an oil film. Particularly, in the specific phosphonic acid derivative used in the present invention, a phosphate group is adsorbed on the surface of the steel sheet, and an alkyl group chain portion bonded to the phosphate group is oriented perpendicular to the steel sheet surface, forming a tough oil film. And
Exhibits rolling lubricity. The alkylphosphonic acid derivative used in the present invention has the following general formulas [Chemical Formula 1] and [Chemical Formula 2]
And at least one compound represented by the formula:

[0018]

Embedded image

(Provided that R ₁ is a C ₄ -C ₄₅ linear or branched alkyl group, R ₂ or R ₃ is H or a C ₁ -C ₁₈ linear or branched alkyl group, An alkylene group, an alkenyl group, and an aryl group are shown.)

[0020]

Embedded image

(Where R ₁ or R ₂ is H or a linear or branched alkyl group of C _{4 to} C ₄₅ , and R ₃ is H or a linear or branched alkyl group of C _{1 to} C ₁₈ ) , A hydroxyalkylene group, an alkenyl group, and an aryl group.)

The alkylphosphonic acid derivative of the present invention represented by the above-mentioned general formula [Chemical formula 1] or [Chemical formula 2] generally has an olefin having 4 to 45 carbon atoms and having a double bond at the α-position, It is synthesized from at least one of phosphorous acid, hypophosphorous acid and dialkyl phosphite.

A specific example of a method for synthesizing an alkylphosphonic acid derivative is described below, but the method for synthesizing the derivative is not limited at all.

Synthesis Method 1 Olephoin, for example, 1-octadecene (1 mol), and dialkyl phosphite, for example, diisopropyl phosphite (1.2 mol), are mixed, and a catalyst, for example, benzoyl peroxide is used in a nitrogen atmosphere. The reaction is carried out at -200 ° C for 4-20 hours to obtain diisopropyl octadecylphosphonate.

Synthesis Method 2 An olefin, for example, 1-octadecene (1 mol) and a dialkyl phosphite, for example, diisopropyl phosphite (1.2 mol), are mixed, and for example, azobisisobutyronitrile is used as a catalyst and nitrogen is added. In the atmosphere, 60-
At 200 ° C., an addition reaction was performed to obtain diiropropyl octadecylphosphonate, and then a catalyst such as concentrated sulfuric acid,
Alternatively, it can be hydrolyzed in the presence of a concentrated alkali to obtain monoisopropyl octadecylphosphonate or octadecylphosphonic acid. The alkylphosphonic acid derivative of the present invention is excellent in hydrolysis resistance, unlike existing phosphorus-based extreme pressure additives, for example, phosphate esters. Table 1 shows the properties of the derivative of the present invention with respect to hydrolysis. However, the hydrolysis test was based on the following method.

<Hydrolysis test> 100 ml per 20 g of sample
, And heated under reflux at 80 ° C. for 7 days, extracted with ethyl ether, and the phosphorus content in the oil layer and the aqueous layer is measured. The phosphate ester mineralized by hydrolysis moves from the oil layer to the aqueous layer. Therefore, the degree of hydrolysis = phosphorus content in the oil layer after the test / phosphorus content before the test = 1− (water content in the aqueous layer after the test / phosphorus content before the test).

[0027]

[Table 1]

In Table 1, [Chem. 4], [Chem. 5] and [Chem. 6] represent the following compounds, respectively.

[0029]

Embedded image (Monoisopropyl dodecylphosphonate)

[0030]

Embedded image (Didodecyl phosphate)

[0031]

Embedded image (Didodecyl phosphite)

Further, the stability of each of the compounds of the formulas [4], [5] and [6] was measured. The result is shown in FIG. However, this stability was measured by a stability test using a thermobalance. The method is as follows.

<Stability test by thermobalance> 10 to 15 mg of a sample is collected in a platinum crucible and heated at 5 ° C. per minute in a nitrogen gas atmosphere (flow rate 100 ml / min) to decompose and evaporate. Weight loss curves were measured.

When the existing phosphate ester undergoes hydrolysis, it is mineralized and completely dissolved in water, so that the phosphate ester is released from the oil component in the rolling oil emulsion, and reduces the lubricity of the rolling oil. In some cases, it reacts with iron to form iron phosphate, which is discharged out of the rolling oil coolant by a coolant cleaning device such as a magnet, so that the effect of adding the phosphate ester is completely lost.

On the other hand, as is clear from Table 1, the alkylphosphonic acid derivative of the present invention has excellent hydrolysis resistance, exists in the oil without mineralization, and has a high lubricating property of the cold-rolled oil. Keep the sex stable. Moreover, at the time of rolling, the temperature of the steel sheet becomes 200 ° C. or higher due to plastic deformation and frictional heat. However, as shown in FIG.
At 50 ° C., 80% disappears. On the other hand, the alkylphosphonic acid derivative of the present invention loses only about 10%, clearly has excellent heat resistance, does not decompose even at a high temperature during rolling, and has excellent lubricity.

[0036]

BEST MODE FOR CARRYING OUT THE INVENTION The cold-rolled oil composition of the present invention comprises a base oil comprising at least one selected from animal and vegetable fats and oils, mineral oils and synthetic esters, and the general formula [1] or (and) [1] of the present invention. 2] An alkylphosphonic acid derivative represented by 0.1 to 50 parts by weight, based on 100 parts by weight of the whole composition, and an emulsifier, and if necessary, an oiliness improver, an extreme pressure additive, A rust preventive additive and an antioxidant are added, and the cold-rolled oil composition is diluted with water to a concentration of 3 to 10% to obtain an emulsion or a coolant. The coolant is basically injected and supplied through a nozzle between a rolling roll and a material to be rolled.

The animal and vegetable fats and oils used in the present invention include, for example, beef tallow, lard, fish oil, palm oil and the like, and palm oil having a melting point of 10 ° C. or less is preferred in view of working environment.

As a mineral oil, the viscosity at 40 ° C. is 5 to 5.
50 cst of refined mineral oil can be used. Examples of the synthetic ester include fatty acids having 8 to 18 carbon atoms, such as pelargonic acid, 2-ethylhexylic acid, capric acid, undecanoic acid, lauric acid, myristic acid, stearic acid, isostearic acid, and oleic acid. Esters of 10 to 10 monohydric and polyhydric alcohols are used.

Monohydric alcohols include methyl alcohol, ethyl alcohol, propyl alcohol, butyl alcohol, hexyl alcohol, 2-ethylhexyl alcohol, and polyhydric alcohols include glycerin, trimethylolpropane, neopentyl alcohol, pentaerythrol, ethylene Glycol can be exemplified, and the esterification reaction itself may be a known method.

The base oil composed of animal and vegetable fats and oils, mineral oil and synthetic ester is used in an amount of 10 to 90 parts by weight based on 100 parts by weight of the target cold-rolled oil composition.

The olefin having a double bond at the α-position used in the synthesis of the specific alkylphosphonic acid derivative of the present invention includes, for example, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tridecene, 1 to 4 carbon atoms such as 1-tetradecene, 1-pentadecene, 1-hexadecene, 1-heptacene, 1-octadecene, 1-nonadecene, 1-eicosene, 1-docosene, 1-tetracocene, 1-hexacocene, and 1-octacene Α-olefin, and preferably an olefin having 10 to 40 carbon atoms.

If the number of carbon atoms is less than 4, the boiling point and the flash point are low.
Very low synthetic yield. If the number of carbon atoms exceeds 45 or more, the melting point is high and the solubility is poor, which is not preferable.

As the dialkyl phosphite, the alkyl group has 1 to 18 carbon atoms and includes, for example, dimethyl phosphite, diethyl phosphite, diisopropyl phosphite, dibutyl phosphite, dihexyl phosphite, di-2-ethylhexyl phosphite, Didecyl phosphite, didodecyl phosphite, ditetradecyl phosphite, dihexadecyl phosphite, dioctadecyl phosphite, and the like are preferable, and a dialkyl phosphite having 1 to 18 carbon atoms is preferable. Dialkyl phosphites having a large number of carbon atoms are not preferred because they are susceptible to hydrolysis.

The amount of the alkylphosphonic acid derivative of the present invention to be added is from 0.1 to 50 parts by weight per 100 parts by weight of the composition. If the amount is less than 0.1 part by weight, the required rolling lubricity becomes insufficient. If the amount is more than 50 parts by weight, the effect cannot be expected to increase, and the amount is preferably 3 to 35 parts by weight.

The cold rolling oil composition of the present invention is diluted with water,
As the emulsifier used for emulsification, known nonionic surfactants, cationic surfactants and amphoteric surfactants can be used, and the amount of addition is 0.5 to 10 parts by weight based on 100 parts by weight of the whole composition. Department. If the amount is less than 0.5 part by weight, the emulsifying power is insufficient, and if the amount is more than 10 parts by weight, the emulsifying power is not improved. Preferably it is 1.0 to 5.0 parts by weight.

As representative examples of the emulsifier, nonionic and cationic surfactants will be described below.

As the nonionic surfactant, for example, those obtained by adding ethylene oxide to a fatty acid or alicyclic alcohol having 8 to 18 carbon atoms are preferable. Specific examples include known nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenol ethers, sorbitan alkyl ethers, and polyoxyethylene alkyl esters.

Known cationic surfactants can be used, and for example, those described in JP-B-62-14599 can be preferably used. Specifically, dimethylaminoethyl acrylate, diethylaminoethyl acrylate, dimethylaminoethyl methacrylate,
Homopolymer or copolymer such as dimethylaminomethylethylene, diethylaminomethylethylene, vinylpyridine, vinylpiperidine, vinylbenzylamine, etc., N-γ-
Alkyl ethylene diamine acetate, dodecylamine acetate, fatty acid amide condensate, polyoxyethylene amide, N, of a copolymer of α-olefin and maleic anhydride
Examples thereof include N-dialkylaminoalkylenemonoamide derivatives and N, N-dialkylaminoalkyleneimide derivatives. Of these, it is preferable to use an N, N-dialkylaminoalkylene monoamide derivative or an N, N-dialkylaminoalkyleneimide derivative of an α-olefin / maleic anhydride copolymer since the amount of scum generated is the smallest. . Examples of the α-olefin in the copolymer of the α-olefin and maleic anhydride include α-olefins having 12 to 14 carbon atoms, α-olefins having 20 to 28 carbon atoms, and α-olefins having a short prime number of 30 to 50.
Olefins are preferred. In addition, as the alkyl group in the N, N-dialkylaminoalkylene monoamide derivative or the N, N-dialkylaminoalkyleneimide derivative, an alkyl group having 1 to 3 carbon atoms is preferable. 1-4 linear alkylene groups are preferred.

The composition of the present invention may optionally contain known additives, for example, extreme pressure additives such as phosphorus-based extreme pressure additives and sulfur-based extreme pressure additives, and antioxidants. Can be.

Examples of the phosphorus-based extreme pressure additive include tertiary phosphites such as triphenyl phosphite, tri (p-cresyl) phosphite, triisooctyl phosphite, trioleyl phosphite and tristearyl phosphite. , Secondary phosphites such as di-2-ethylhexyl hydrogen phosphite, dioleyl hydrogen phosphite, dilauryl hydrogen phosphite, methyl acid phosphate, ethyl acid phosphate, ethyl acid phosphate, 2-ethylhexyl acid phosphate , Lauryl Acid Phosphate, Oleyl Acid Phosphate, J-2
Acid phosphates such as ethylhexyl acid phosphate; thiophosphites such as trialkyl (C1-18) thiophosphate; di-2-ethylhexyl hydroxymethylphosphonate; triethyl-3-phosphono And phosphonates such as propionate.

Examples of the sulfur-based extreme pressure additives include sulfurized fats and oils such as lard sulfide and rice sulfide bran ester; sulfided terpenes such as diterpene sulfide; sulfides such as dibenzyl sulfide; and sulfided olefins such as isobutene sulfide. Xanthates such as xanthate disulfide,
Organometallic sulfur compounds such as Zn-dialkyldithiophosphite and Zn-dialkyldithiocarbamate are exemplified. Of these, sulfurized fats and oils such as sulfurized rice bran esters are preferred.

The amount of the extreme pressure additive to be added is usually preferably 0.1 to 15.0 parts by weight, more preferably 0.5 to 7.0 parts by weight, based on 100 parts by weight of the base oil. preferable.
If the amount is less than 0.1 part by weight, the extreme pressure lubricity may be insufficient, and if the amount exceeds 15.0 parts by weight, no further effect of the extreme pressure lubrication can be obtained.

As the antioxidant, a phenolic antioxidant is preferred. Particularly, a phenol derivative having a linear or branched alkyl group having 1 to 20 carbon atoms is preferable.

Specifically, for example, 2,6-di-ter
t-butyl-4-methylphenol, 2,2-methylenebis (4-methyl-6-tert-butylphenol), 4,4-thiobis (3-methyl-6-tert-
Butylphenol), 4,4-butylidenebis (3-methyl-6-tert-butylphenol), 4,4-butylidenebis (4-methyl-6-tert-butylphenol), maleated paracresol, 2,2-thiobis (4- Methyl-6-tert-butylphenol),
2,4-dimethyl-6-tert-butylphenol,
1,3,5-trimethyl-2,4,6-tris (3,5
-Di-tert-butyl-4-hydroxybenzyl) benzene and the like. Of these, especially 2,
6-di-tert-butyl-4-methylphenol,
2,2-methylenebis (4-methyl-6-tert-butylphenol), 4.4-butylidenebis (4-methyl-6-tert-butylphenol), 2,4-dimethyl-6-tert-butylphenol, 1,3 5-
Trimethyl-2,4,6-tris (3.5-di-ter
(t-butyl-4-hydroxybenzyl) benzene and the like can be preferably used.

The amount of the antioxidant to be added is usually preferably 0.5 to 8.0 parts by weight, more preferably 1.0 to 3.5 parts by weight, based on 100 parts by weight of the base oil. .
If the amount is less than 0.5 part by weight, the antioxidant effect may be insufficient, and if it exceeds 8.0 parts by weight, no further antioxidant effect can be obtained.

[0056]

The present invention will be described in more detail with reference to the following Examples and Comparative Examples.

[0057]

Examples 1 to 16 The predetermined components shown in Tables 2, 3 and 4 were blended in predetermined amounts to prepare cold rolling oil compositions.
In addition, the thing which does not add the alkylphosphonic acid derivative of this invention is what is marketed conventionally as a cold rolling oil conventionally.

[0058]

Comparative Examples 1 to 10 Cold rolling oil compositions were prepared by blending predetermined components shown in Tables 2 and 4 in predetermined amounts.

The lubricating performance of the above Examples 1 to 16 and Comparative Examples 1 to 10 was measured. The rolling property was evaluated by a two-roll rolling mill, and the seizure resistance was evaluated by lubrication by sliding rolling shown in FIG.

<Test by Rolling Tester> The test oil used was an emulsion (oil temperature: 50 ° C.) having an oil concentration of 3%, and the rolled material (SPCC, 1 × 50 × 50000 mm coil) was rolled by a two-stage roll type rolling mill. The rolling load at a total rolling reduction of 60% was measured under the rolling conditions of the pass.

<Sliding Rolling Test> As the test oil, an emulsion (oil temperature: 50 ° C.) having an oil concentration of 3% was used.
C, 0.4 × 20 mm coil) in a two-stand rolling mill,
Rolling is performed at a roll peripheral speed of 100 mpm and a plate speed of 10 mpm while changing the rolling reduction, and the critical rolling reduction at which image sticking occurs is measured. The greater the rolling reduction, the better the lubricity. still,
The rolling load corresponds to the power consumed during the actual processing, and the seizure resistance correlates with the quality deterioration of the steel sheet surface due to the occurrence of seizure flaws and the life of the rolling roll. However, in FIG. 2, V ₁ indicates the plate speed, V ₁ = 10 mpm, V
₂ shows the roll peripheral speed is V ₂ = 100 mpm. E indicates an emulsion.

[0062]

[Table 2]

However, * in Table 2 indicates the following. * ¹ Synthetic ester; pentaerythritol tetraoleate * ² Inventive product 1: Monoisopropyl octadecylphosphonate * ³ A commercially available phosphoric ester shown in Table 1 [Chemical Formula 5]. * ⁴ Rolling load relative ratio; based on Comparative Example 1.

[0064]

[Table 3]

However, * in Table 3 indicates the following. * ¹ synthetic esters; pentaerythritol tetraoleate * ² invention product 2 (Example 7); octyl phosphonic acid mono dodecyl present invention product 3 (Example 8); alkyl (C ₂₀ -C ₂₈₎ phosphonic acid dihexyl Inventive Product 4 (Example 9); Alkyl (C ₃₀ -C ₄₅ ) Monoethyl Phosphonate Inventive Product 5 (Example 10); Alkyl (C ₁₂ -C ₁₄ ) Monohexadecyl Phosphonate * ³ Table 1 And a commercially available phosphoric ester shown in [Chemical Formula 5]. * ⁴ Rolling load relative ratio; based on Comparative Example 1.

[0066]

[Table 4]

Here, * in Table 4 indicates the following. * ¹ Synthetic ester; pentaerythritol tetraoleate * ² Invention 6; diisopropyl octadecylphosphonate * ³ A commercially available phosphoric ester shown in Table 1 [Formula 6]. * ⁴ Rolling load relative ratio; based on Comparative Example 1.

[Brief description of the drawings]

FIG. 1 shows heating loss curves of various phosphate compounds.

FIG. 2 shows an example of a measuring device used for measuring lubricity, particularly seizure resistance.

[Explanation of symbols]

V _1: plate velocity V _2: roll peripheral speed E: Emulsion 1: coil

──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. ⁶ Identification code FI C10N 20:00 30:06 40:24 70:00 (72) Inventor Mio Sato 1021 Kitamachi, Natabe, Yamatokoriyama City, Nara Prefecture Gaku Kogyo Co., Ltd.

Claims (3)

[Claims] 1. A method according to claim 1, wherein at least one of the alkylphosphonic acid derivatives represented by the following general formulas [Chemical Formula 1] and [Chemical Formula 2] is rolled to a base oil comprising at least one of animal and vegetable fats and oils, mineral oil and synthetic ester. For 100 parts by weight of the oil composition,
A cold rolling oil composition comprising 0.1 to 50 parts by weight. Embedded image (Where R ₁ is a C ₄ -C ₄₅ linear or branched alkyl group;
₂ or R ₃ represents H or a linear or branched alkyl group having ₁ to ₁₈ carbon atoms, a hydroxyalkylene group, an alkenyl group, or an aryl group. ) (However, R ₁ or R ₂ is either H or C
A linear or branched alkyl group having _{4 ~C 45,} R ₃ is H or C ₁ ~
C _{18 represents} a linear or branched alkyl group, a hydroxyalkylene group, an alkenyl group, or an aryl group. ) 2. An alkylphosphonic acid derivative represented by the general formulas [Chem. 1] and [Chem. 2], which has 4 to 45 carbon atoms.
The cold-rolled oil composition according to claim 1, which is synthesized from an olefin having a double bond at the α-position and at least one selected from phosphorous acid, hypophosphorous acid, and dialkyl phosphite. . 3. The cold-rolled oil composition according to claim 1, wherein the animal or vegetable fat is palm oil having a melting point of 10 ° C. or less.