JP5883315B2 - Lubricating oil composition for metal working - Google Patents

Description

  The present invention relates to a lubricating oil composition for metal working, and more particularly, when plastic working such as deep drawing, punching, drawing, cold forging of metals or alloys thereof, particularly non-ferrous metals such as aluminum or aluminum alloys. The present invention relates to a lubricating oil composition for metal working, which is excellent in workability, can suppress the amount of metal wear powder generated, and can provide a product with excellent surface quality.

  From the standpoint of improving productivity, the lubricating oil composition for metal working to be used for metal working such as drawing of metal or its alloy, particularly non-ferrous metal such as aluminum or aluminum alloy, should basically have. The performance is required to be excellent in metal workability such as drawing performance. At the same time, it is required that the quality of the metal surface after processing is good, for example, that no wear adheres to the surface of the workpiece or damage does not occur.

Conventionally, metal processing lubricants used for drawing and deep drawing of non-ferrous metals such as aluminum or aluminum alloys are blended with mineral oils and synthetic hydrocarbon oils and oily agents such as alcohols, fatty acid esters and fatty acids. Have been used (see, for example, Patent Documents 1 to 3).
Patent Document 1 discloses a lubricating oil composition for an aluminum alloy sheet containing a polyalphaolefin, which is a polymer of 1-alkene having a specific carbon number, and a fatty acid polyol ester (Claim 1), and deep drawing. Molding is also described (paragraph [0052] etc.).
Patent Document 2 discloses a lubricating oil composition for aluminum alloy plates containing a monoester having a specific number of carbon atoms and an oxo alcohol, and a press molding method using the same (Claims 1 and 6). In addition, a cylindrical drawing experiment is performed as a press molding experiment (paragraph [0067] and the like).
Patent Document 3 discloses a lubricating oil composition for processing an aluminum compound containing 1 to 8 hydroxyl groups and containing an alcohol compound having 2 to 27 carbon atoms (Claim 1). As a specific processing method, The effect in the tapping test is shown (paragraphs [0096] to [0102]).

However, in recent years, in metal processing of metals or alloys thereof, workability that can be processed at high speed is required in order to process with high dimensional accuracy for product design and to improve productivity.
In addition, metal products have become lighter, stronger, smaller and thinner, and the processing conditions have become more stringent, and the amount of metal wear powder generated during processing has increased. If the amount of generated abrasion powder increases, it intervenes between the tool and the workpiece, thereby reducing the dimensional accuracy of the product and adversely affecting the surface quality. For example, the case of a prismatic lithium ion battery When processing, first, it is necessary to deeply draw an aluminum or aluminum alloy plate using a rectangular punch having a rectangular cross section so that the bottom portion is perpendicular to the side surface. Such processing requires high processing performance. Moreover, in this processing, it is necessary to perform the processing over a long distance. As a result, the amount of wear increases, and wear powder adheres to the workpiece, resulting in increased surface damage.
Under such circumstances, the metalworking lubricating oil composition is required to have higher workability and wear resistance than conventional metalworking lubricating oil compositions.

JP 2008-274256 A JP 2007-211100 A JP 2010-184970 A

  The present invention has been made in view of such a situation, and is used when deep drawing a non-ferrous metal such as a lubricating oil composition for metal working that is excellent in workability of a metal or an alloy thereof, particularly aluminum or an aluminum alloy. An object of the present invention is to provide a metal working lubricating oil composition that is excellent in workability, and at the same time, can suppress the generation of metal wear powder and surface damage to obtain a product having excellent surface quality.

  As a result of intensive research to develop a lubricating oil composition for metal working having the above-mentioned preferable properties, the present inventors have determined a glycerin derivative having a specific structure as a base oil having a specific property and composition. It was found that the object can be achieved by using a lubricating oil composition blended at a ratio of The present invention has been completed based on such knowledge.

That is, the present invention
(1) A base oil consisting of mineral oil and / or synthetic oil and having a kinematic viscosity at 40 ° C. of 50 to 300 mm ² / s, and based on the total amount of the composition (A)

[Wherein, R ¹ is an alkyl group, an alkenyl group or an arylalkyl group, R ² and R ³ are each independently a hydrogen atom or a methyl group, A ¹ O and A ² O are each independently an oxyalkylene group, n Are 0, 1 or 2, p, q are average addition mole numbers, respectively, and p + q shows the number of 0-5. ]
A lubricating oil composition for metal working, comprising 0.01 to 10% by mass of a glycerin derivative represented by:
(2) The lubricating oil composition for metal working according to (1), wherein the kinematic viscosity at 40 ° C. is 80 to 260 mm ² / s,
(3) Lubricating oil composition for metalworking as described in said (1) or (2) whose kinematic viscosity in 40 degreeC is 120-200 mm < ² > / s,
(4) The lubricating oil composition for metal working according to any one of the above (1) to (3), wherein the% C _{P of the} base oil is 65 to 85,
(5) In the glycerin derivative, R ¹ in the general formula (I) is an alkyl group or alkenyl group having 12 to 24 carbon atoms, R ² and R ³ are each a hydrogen atom, n is 1, p = 0, q = The lubricating oil composition for metal working according to any one of the above (1) to (4), which is 0,
(6) The lubricating oil composition for metalworking according to any one of (1) to (5), further comprising 0.1 to 15% by mass of an oily agent,
(7) The lubricating oil composition for metal processing according to any one of (1) to (6), wherein the metal processing is deep drawing of an aluminum material or an aluminum alloy material,
(8) A deep drawing method using the lubricating oil composition for metal working according to any one of (1) to (7) above, wherein an aluminum material or an aluminum alloy material is subjected to a drawing ratio of 1.5 or more,
Is to provide.

  According to the present invention, a lubricating oil composition for metal working excellent in workability of a metal or an alloy thereof, particularly excellent in workability when deep drawing a non-ferrous metal such as aluminum, and at the same time generation of metal wear powder and surface damage It is possible to provide a lubricating oil composition for metalworking capable of obtaining a product excellent in surface quality by suppressing the above.

The lubricating oil composition for metal working of the present invention (hereinafter sometimes simply referred to as a lubricating oil composition) is composed of mineral oil and / or synthetic oil and has a kinematic viscosity at 40 ° C. of 50 to 300 mm ² / s. A lubricating oil composition comprising an oil and a glycerin derivative having a specific structure.
[Base oil]
In the lubricating oil composition of the present invention, it is necessary to use a base oil having a kinematic viscosity at 40 ° C. of 50 to 300 mm ² / s.
If the kinematic viscosity at 40 ° C. is less than 50 mm ² / s, the film thickness of the lubricating film between the workpiece and the die or punch becomes insufficient in deep drawing, so that necessary workability cannot be obtained. On the other hand, the higher the kinematic viscosity at 40 ° C, the greater the film thickness of the lubricating film and the higher the processing performance. However, when it exceeds 300 mm ² / s, the effect tends to saturate or decrease, and handling becomes difficult. Therefore, it is not preferable. For this reason, the kinematic viscosity at 40 ° C. of the base oil is preferably at least 60 mm ² / s, more preferably at least 80 mm ² / s, and particularly preferably equal to or greater than 120 mm ² / s. As the base oil has a kinematic viscosity at 40 ° C. of 60 mm ² / s or more, 80 mm ² / s or more, 120 mm ² / s or more, the processing performance increases.
Meanwhile, the kinematic viscosity at 40 ° C. required to be at most 300 mm ² / s, more preferably less 280 mm ² / s, more preferably less ^{260mm 2 / s, 200mm 2 /} s or less is particularly preferred.

The base oil used in the present invention, together with% C _A measured by n-d-M method is 5 or less,% C _P is what is preferably 65 or more 85 or less. If% _CP is 65 or more, it can have a desired viscosity index, and if% _CP is 85 or less, it is uniform without reducing the solubility of other base oils and additives. There is an effect of obtaining a stable composition.
% C _A is 3 or less, more preferably preferably 1 or less,% C _P is more preferably not more 70 or more 80 or less.
The% C _N of ,, base oil,% C _A and% C because _P is a remainder of Noto, preferably in the range of 10 to 35 or less.
Further, the viscosity index of the base oil of the present invention is preferably 70 or more, more preferably 90 or more, and particularly preferably 100 or more. The base oil having a viscosity index of 70 or more has a small change in viscosity due to a change in temperature, and can exhibit lubricating characteristics in a wide temperature range.

As the base oil in the present invention, mineral oil and / or synthetic oil satisfying the above properties and composition are used.
Among these, various mineral oils can be exemplified. For example, distillate obtained by subjecting paraffin-based crude oil, intermediate-based crude oil, or naphthenic-based crude oil to atmospheric distillation, or distilling oil obtained by subjecting atmospheric distillation residue oil to vacuum distillation, or purifying it according to a conventional method. For example, solvent refined oil, hydrorefined oil, hydrocracked oil, dewaxed oil, and clay-treated oil can be used. Also, slack wax hydroisomerized oil can be used.

  Synthetic oils include, for example, poly-α-olefins having 8 to 14 carbon atoms, olefin copolymers (for example, ethylene-propylene copolymers), branched olefins such as polybutene and polypropylene, hydrides thereof, and polyol esters ( Trimethylolpropane fatty acid ester, pentaerythritol fatty acid ester, and the like), alkylbenzene, and the like can be used.

  In the lubricating oil composition of the present invention, as the base oil, one kind of the mineral oil may be used, two or more kinds may be used in combination, and one kind of the synthetic oil may be used. You may use combining more than a seed. Further, one or more mineral oils and one or more synthetic oils may be used in combination.

  In the lubricating oil composition of the present invention, as an additive, the general formula (I)

(Hereinafter referred to as “component (A)”).
The glycerin derivative of the component (A) exhibits effects such as improving processability and suppressing generation of wear powder.
In the general formula (I), R ¹ is an alkyl group, alkenyl group or arylalkyl group, R ² and R ³ are each independently a hydrogen atom or methyl group, and A ¹ O and A ² O are each independently oxy An alkylene group, n is 0, 1 or 2, and p + q represents a number of 0 to 5 in terms of the average number of moles added.
The alkyl group and alkenyl group in R ¹ are preferably those having 12 to 18 carbon atoms, and may be linear, branched or cyclic. Examples thereof include various dodecyl groups, tridecyl groups, tetradecyl groups, pentadecyl groups, hexadecyl groups, octadecyl groups, various dodecenyl groups, tridecenyl groups, tetradecenyl groups, pentadecenyl groups, hexadecenyl groups, octadecenyl groups, and the like.
Examples of the arylalkyl group in R ¹ include benzyl group, phenethyl group, phenylpropyl group, tolylmethyl group, tolylethyl group, xylylmethyl group, and xylylethyl group.
R ¹ is particularly preferably an alkyl group or alkenyl group having 12 to 18 carbon atoms from the viewpoint of the above effects.

R ² and R ³ each represent a hydrogen atom or a methyl group. In the present invention, both are preferably hydrogen atoms from the viewpoint of the above effects. Further, n is 0, 1 or 2, but in the present invention, n is preferably 0 or 1 from the viewpoint of the above effect.
When R ² and R ³ are hydrogen atoms and n is 0, glycerin is used as a raw material for the glycerin derivative represented by the general formula (I), and when n is 1, diglycerin is used as the raw material. When n is 2, triglycerin is used as the raw material. In the present invention, glycerin or diglycerin where n is 0 or 1 is preferable.
A ¹ O and A ² O each represent an oxyalkylene group, and as the oxyalkylene group, an oxyethylene group and an oxypropylene group are preferable from the viewpoints of availability and the above effects. By adding alkylene oxide to the hydroxyl group of glycerin, diglycerin, or triglycerin, the above A ¹ O or A ² O can be formed. As the alkylene oxide, ethylene oxide is particularly preferable from the viewpoint of the above-described effects. Moreover, this alkylene oxide may be used 1 type and may be used in combination of 2 or more type. That is, A ¹ O and A ² O may be the same or different, and when there are a plurality of A ¹ O and A ² O, the plurality of A ¹ O may be the same or different, A plurality of A ² O may be the same or different.
p and q are average addition mole numbers of alkylene oxide, respectively, and p + q is a number in the range of 0-5 in the present invention. When this average addition mole number exceeds 5, the solubility to a base oil will fall and the effect as (A) component may not fully be exhibited. p + q is preferably 0, that is, a glycerin derivative to which no alkylene oxide is added is preferable from the viewpoint of the above effect.
In the lubricating oil composition of the present invention, as the glycerin derivative of the component (A), the general formula (Ia)

[Wherein, R ^1a represents an alkyl group or alkenyl group having 12 to 18 carbon atoms, and m represents 0 or 1. ]
A monoalkyl or monoalkenyl ether of mono- or diglycerin represented by the formula is preferably used.
Examples of the glycerin monoalkyl or monoalkenyl ether represented by the general formula (Ia) include various glycerin monododecyl ethers such as glycerin monolauryl ether and various glycerin monotetradecyl ethers such as glycerin monomyristyl ether, Various glycerin monohexadecyl ethers such as glycerin monopalmityl ether, various glycerin monooctadecyl ethers such as glycerin monostearyl ether, various glycerin monooctadecenyl ethers such as glycerin monooleyl ether, and these glycerin as diglycerin Examples include substituted compounds.
Among these, in particular, a monoalkyl or monoalkenyl ether of diglycerin in which m is 1 in the general formula (Ia) is preferably used.

  The monoalkyl or monoalkenyl ether of mono- or diglycerin represented by the general formula (Ia) can be produced by a conventionally known method.

In the lubricating oil composition of the present invention, as the glycerin derivative of the component (A), one type may be used alone, or two or more types may be used in combination. Moreover, the content is selected in the range of 0.01-10 mass% on the basis of the total amount of the composition. If this content is less than 0.01% by mass, the above-mentioned effect is not sufficiently exhibited, and the object of the present invention cannot be achieved. On the other hand, when it exceeds 10 mass%, the solubility (uniformity) in base oil will worsen, and workability and surface quality may also fall. The content of the component (A) is preferably 0.05 to 8% by mass, and more preferably 0.1 to 5% by mass.
The lubricating oil composition of the present invention preferably further contains an oily agent as the component (B). There is no restriction | limiting in particular as an oil-based agent used as this (B) component, It can select suitably from what was conventionally used as an oil-based agent in metalworking oil conventionally. Examples of such oily agents include alcohols, fatty acids and fatty acid esters.

Preferable examples of the alcohols include monovalent aliphatic saturated or unsaturated alcohols having 8 to 18 carbon atoms. The alcohol may be linear or branched, and specific examples thereof include linear or branched octanol, decanol, dodecanol, Examples include tetradecanol, hexadecanol, octadecanol, octenol, decenol, dodecenol, tetradecenol, hexadecenol, octadecenol and the like.
Examples of fatty acids include higher saturated or unsaturated fatty acids such as palmitic acid, stearic acid, isostearic acid, hydroxystearic acid, dimer acid, oleic acid, and icosanoic acid.

Furthermore, examples of the fatty acid esters include esters composed of an aliphatic carboxylic acid having 6 to 22 carbon atoms and an aliphatic alcohol having 1 to 18 carbon atoms. Here, the aliphatic carboxylic acid having 6 to 22 carbon atoms may be a monobasic acid, a polybasic acid of dibasic acid or higher, and either saturated or unsaturated. Also good. Furthermore, it may be linear or may have a branched chain. Examples of such aliphatic carboxylic acids are linear or branched, octanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, hydroxyoctadecanoic acid, icosanoic acid, octenoic acid , Decenoic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, octadecenoic acid, hydroxyoctadecenoic acid, icosenic acid, octanedioic acid, decanedioic acid, dodecanedioic acid, tetradecanedioic acid, hexadecanedioic acid, octadecanedioic acid, icosanedioic acid Examples include acids, octenedioic acid, decenedioic acid, dodecenedioic acid, tetradecenedioic acid, hexadecenedioic acid, octadecenedioic acid, icosendioic acid and the like.
Moreover, monohydric alcohol may be sufficient as a C1-C18 aliphatic alcohol, polyhydric alcohol may be sufficient, and either saturated or unsaturated may be sufficient. Further, it may be linear or branched, but usually a monohydric alcohol is used. Examples of such alcohols include methanol, ethanol, allyl alcohol, or linear or branched propanol, butanol, pentanol, hexanol, octanol, decanol, dodecanol, tetradecanol, hexadecanol. , Octadecanol, butenol, pentenol, hexenol, octenol, decenol, dodecenol, tetradecenol, hexadecenol, octadecenol and the like. Among these, those having 6 to 18 carbon atoms are preferable, and those having 8 to 18 carbon atoms are more preferable.

In the lubricating oil composition of the present invention, as the oily agent of component (B), one type may be used alone, or two or more types may be used in combination. Moreover, it is preferable that the content is selected in the range of 0.1-15 mass% on the basis of the total amount of the lubricating oil composition. If this content is in the above range, it can act together with the glycerin derivative of the component (A) and exert a desired effect. A preferable content is 0.5 to 10% by mass, and more preferably 1 to 8% by mass.
In the lubricating oil composition of the present invention, various additives such as an extreme pressure agent, an anti-wear agent, an antioxidant, a rust inhibitor, a corrosion inhibitor, and an antifoam are optionally added as long as the object of the present invention is not impaired. An agent, a viscosity index improver, an antistatic agent and the like can be appropriately contained.

  Examples of extreme pressure agents include sulfur compounds such as sulfurized olefins, dialkyl polysulfides, diarylalkyl polysulfides, diaryl polysulfides, phosphate esters, thiophosphate esters, phosphite esters, alkyl hydrogen phosphites, phosphate amine amine salts, Phosphorus compounds such as phosphoric ester amine salts are listed. Examples of the antiwear agent include zinc dithiophosphate (ZnDTP), zinc dithiocarbamate (ZnDTC), molybdenum sulfide oxydithiophosphate (MoDTP), and molybdenum sulfide oxydithiocarbamate. (MoDTC).

  Examples of the antioxidant include amines such as alkylated diphenylamine, phenyl-α-naphthylamine and alkylated α-naphthylamine, phenols such as 2,6-di-t-butyl-p-cresol, and 2,6 -Sulfur-based compounds such as di-t-butyl-4- [4,6-bis (octylthio) -1,3,5-triazin-2-ylamino] phenol and dilaurylthiodipropionate.

Examples of rust inhibitors and corrosion inhibitors include sorbitan esters, neutral alkali metal or alkaline earth metal sulfonate, alkali metal or alkaline earth metal phenate, alkali metal or alkaline earth metal salicylate, thiadiazole, benzotriazole, Examples of the antifoaming agent include dimethylpolysiloxane and fluoroether.
Examples of the viscosity index improver include polymethacrylate, dispersed polymethacrylate, olefin copolymer (for example, ethylene-propylene copolymer) and the like.
Preferred examples of the antistatic agent include amine derivatives, succinic acid derivatives, poly (oxyalkylene) glycols and partial esters of polyhydric alcohols, which are nonmetallic antistatic agents.

[Lubricating oil composition]
The lubricating oil composition of the present invention is preferably a kinematic viscosity at 40 ° C. is 50 to 300 mm ² / s, more preferably 60~280mm ² / s, to be 80~260mm ² / s Further preferred is 120 to ²⁰⁰ mm ² / s. If the kinematic viscosity at 40 ° C. is 50 mm ² / s or more, the effect of enhancing the processing performance by forming a sufficient lubricating film is exhibited in deep drawing and the like, and if it is 300 mm ² / s or less, handling is easy. is there.
The lubricating oil composition for metal working of the present invention is suitably used for metal working of metals or alloys thereof, particularly plastic working such as deep drawing, punching, drawing, cold forging. In particular, in deep drawing of non-ferrous metals such as aluminum and alloys thereof, it is possible to obtain a product that is excellent in workability, can suppress the amount of metal wear powder generated, and is excellent in surface quality.

[Metal processing method]
The metal working method in the present invention is a deep drawing method for an aluminum material or an aluminum alloy material using the lubricating oil composition for metal working. In this deep drawing method, it is possible to process under severe processing conditions. For example, good processing can be performed even under a drawing ratio of 1.5 or more, further 1.6 or more, and particularly 1.7 or more.

EXAMPLES Next, although an Example demonstrates this invention further in detail, this invention is not limited at all by these examples.
In addition, about the lubricating oil composition for metal working obtained in each example, the deep drawing experiment was conducted on the conditions shown below, and various characteristics were calculated | required.
<Conditions for deep drawing experiment>
(1) Work material Aluminum alloy: A3003-H24, Φ70.00mm disk, plate thickness 0.28mm
(2) Test equipment Automatic universal sheet testing machine: “USM-350D type” (manufactured by Tokyo Tester Co., Ltd.)
Dice: Φ40.90mm × R5mm
Punch: Φ40.00mm × R4mm
Clearance: 0.45mm
Wrinkle holding force: 4.0kN
Punch ascent speed: 20mm / sec (uses high-speed test unit)
Sample oil application method: Apply 1 ml each on both sides of work material Drawing ratio: 1.75
<Evaluation items>
(1) Maximum punch load (kN):
Evaluate the workability of the product. The lower the maximum punch load is, the lower the load can be formed, the higher the workability and the higher the productivity.
(2) Abrasion powder generation amount:
The surface of the product was wiped off with gauze, the amount of black stain due to wear powder was visually confirmed, and evaluated according to the following evaluation criteria.
Evaluation criteria ○: No black stain (wear powder) △: Black stain (less than 1/3 of the surface (side surface))
×: Black stain (1/3 or more of the surface (side surface))
(3) Surface damage:
The presence / absence and degree of damage were visually confirmed and evaluated according to the following evaluation criteria.
Evaluation criteria ○: No damage ×: Damaged

Examples 1-8 and Comparative Examples 1-4
Lubricating oil compositions for metal working having the compositions shown in Table 1 were prepared and their characteristics were evaluated. The results are shown in Table 1.

[note]
1) Base oil A: hydrorefined mineral oil (40 ° C. kinematic viscosity 130 mm ² / s,% C _P 72.3,% C _A 0.0,% C _N 27.7, viscosity index 107)
2) Base oil B: hydrorefined mineral oil (40 ° C. kinematic viscosity 90 mm ² / s,% C _P 72.0,% C _A 0.0,% C _N 28.0, viscosity index 107)
3) Base oil C: hydrorefined mineral oil (40 ° C. kinematic viscosity 260 mm ² / s,% C _P 72.7,% C _A 0.0,% C _N 27.3, viscosity index 107)
4) Base oil D: hydrorefined mineral oil (40 ° C. kinematic viscosity 200 mm ² / s,% C _P 72.6,% C _A 0.0,% C _N 27.4, viscosity index 107)
5) Base oil E: hydrorefined mineral oil (40 ° C. kinematic viscosity 12 mm ² / s,% C _P 76.2,% C _A 0.4,% C _N 23.4, viscosity index 114)
5) Glycerin derivative-I: Diglycerin monooleyl ether 6) Glycerin derivative-II: Monoglycerin monooleyl ether 7) Glycerin derivative-III: Monooleic acid POE (2) Glyceryl 8) Additive A: Addition of oleyl alcohol 9) Agent B: Oleic acid 10) Additive C: Trimethylolpropane trioleate

As can be seen from Table 1, the lubricating oil compositions for metalworking of the present invention (Examples 1 to 8) have a maximum punch load as low as 7.3 kN or less, excellent workability, and no wear powder is observed. No surface damage is seen and the workability is good.
On the other hand, Comparative Example 1 using base oil E (40 ° C. kinematic viscosity 12 mm ² / s) that does not satisfy the requirements of kinematic viscosity has a maximum punch than Example 1 using base oil A (130 mm ² / s). The load is high (7.4 kN), and wear powder and surface damage are poor. Moreover, Comparative Examples 2-4 which mix | blended any of the various oil-based agents AC instead of the glycerol derivative of this invention have favorable performance also about all the maximum punch loads, the amount of abrasion powder, and surface damage. There is nothing and it turns out that workability is inferior.

  The lubricating oil composition for metal working of the present invention is excellent in workability when metal-working non-ferrous metals such as aluminum, in particular, deep drawing of aluminum or aluminum alloy metal, and suppresses the generation amount of metal wear powder. A product with excellent surface quality can be obtained.

Claims (10)

A base oil composed of mineral oil and / or synthetic oil and having a kinematic viscosity at 40 ° C. of 50 to 280 mm ² / s, based on the total amount of the composition, (A) General formula (I)

[Wherein, R ¹ is an alkyl group, an alkenyl group or an arylalkyl group, R ² and R ³ are each independently a hydrogen atom or a methyl group, A ¹ O and A ² O are each independently an oxyalkylene group, n Are 0, 1 or 2, p, q are average addition mole numbers, respectively, and p + q shows the number of 0-5. ]
The lubricating oil composition for metalworking characterized by including 0.01-10 mass% of glycerol derivatives represented by these. The lubricating oil composition for metal working according to claim 1, wherein the kinematic viscosity at 40 ° C. is 80 to 260 mm ² / s. The kinematic viscosity at 40 ° C is 120 to 200 mm ² / s, and the lubricating oil composition for metal working according to claim 1 or 2. Metalworking lubricating oil composition according to any one of claims 1 to 3% _{C P} of base oil is 65 to 85. In the glycerin derivative, R ¹ in the general formula (I) is an alkyl group or alkenyl group having 12 to 24 carbon atoms, R ² and R ³ are each a hydrogen atom, n is 1, p = 0, and q = 0. The lubricating oil composition for metal working according to any one of claims 1 to 4.   Furthermore, the lubricating oil composition for metalworking in any one of Claims 1-5 containing 0.1-15 mass% of oiliness agents.   The metal working lubricating oil composition according to any one of claims 1 to 6, wherein the metal working is deep drawing of an aluminum material or an aluminum alloy material. % C of base oil _N Is a lubricating oil composition for metal working according to any one of claims 1 to 7. The lubricating oil composition for metal working according to any one of claims 1 to 8, wherein the base oil is a hydrorefined oil. A deep drawing method using the lubricating oil composition for metal processing according to any one of claims 1 to 9 , wherein an aluminum material or an aluminum alloy material is subjected to a drawing ratio of 1.5 or more.