WO2017171069A1 - Composition de liquide de travail de métaux insoluble dans l'eau - Google Patents

Composition de liquide de travail de métaux insoluble dans l'eau Download PDF

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Publication number
WO2017171069A1
WO2017171069A1 PCT/JP2017/013783 JP2017013783W WO2017171069A1 WO 2017171069 A1 WO2017171069 A1 WO 2017171069A1 JP 2017013783 W JP2017013783 W JP 2017013783W WO 2017171069 A1 WO2017171069 A1 WO 2017171069A1
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Prior art keywords
carboxylic acid
water
acid
metal
mass
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Ceased
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PCT/JP2017/013783
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English (en)
Japanese (ja)
Inventor
順英 谷野
杉井 秀夫
史明 高木
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Idemitsu Kosan Co Ltd
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Idemitsu Kosan Co Ltd
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Priority to JP2018509697A priority Critical patent/JPWO2017171069A1/ja
Priority to CN201780020492.2A priority patent/CN108884404A/zh
Priority to KR1020187027398A priority patent/KR102346237B1/ko
Publication of WO2017171069A1 publication Critical patent/WO2017171069A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
    • C10M129/28Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/38Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
    • C10M129/40Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04Mixtures of base-materials and additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working

Definitions

  • the present invention relates to a water-insoluble metal working oil composition used for metal working for cutting and / or grinding a metal, and a metal working method.
  • the present invention relates to a water-insoluble metal working oil composition and a metal working method, and relates to a water-insoluble metal working oil composition and a metal working method used for cutting and / or grinding of difficult-to-work materials such as stainless steel. .
  • Patent Document 1 discloses a metal grinding oil composition containing alkali metal borate hydrate having an average particle size of 1 ⁇ m or less in addition to elemental sulfur
  • Patent Document 2 discloses an average particle size of 0 in addition to elemental sulfur
  • a metal grinding oil composition containing ultrafine sodium carbonate of 1 ⁇ m or less is disclosed.
  • Patent Document 3 discloses a metal grinding oil containing a surfactant together with elemental sulfur.
  • the present invention has been made in view of the above circumstances. That is, the problem of the present invention is to reduce the odor in the working environment by suppressing the use of sulfur-based compounds as much as possible, and at the same time, is excellent in metal workability such as cutting workability and grinding workability, and is excellent in water separability. It is to provide a water-insoluble metalworking oil composition and a metalworking method using the composition.
  • the present inventors have found that the water-insoluble metalworking oil composition can solve the above-described problems by including specific amounts of specific components (A) and (B) as essential components. Completed the invention. That is, the present invention provides the following [1] and [2]. [1] 92 to 99.9 parts by mass of base oil (A) having a kinematic viscosity at 40 ° C.
  • the water-insoluble metalworking oil composition which is excellent in metal workability, such as cutting workability and grinding workability, and is excellent in water separability while reducing the odor in a work environment, and this composition
  • the metal processing method using can be provided.
  • the water-insoluble metalworking oil composition according to the present embodiment contains the following component (A) and component (B) at a specific ratio.
  • the sum total of a component (A) and (B) is 100 mass parts.
  • kinematic viscosity in this specification means kinematic viscosity measured based on JISK2283: 2000.
  • the base oil (A) contained in the water-insoluble metalworking oil composition of this embodiment is required to have a kinematic viscosity at 40 ° C. of 5 to 20 mm 2 / s.
  • the kinematic viscosity of the base oil at 40 ° C. is less than 5 mm 2 / s, the flash point is low, which is not preferable in terms of safety.
  • the kinematic viscosity at 40 ° C. exceeds 20 mm 2 / s, the working environment is deteriorated such as adhesion to the machine tool, which is not preferable. Further, for example, there is a possibility of clogging of a grindstone used during grinding, which is not preferable.
  • the kinematic viscosity at 40 ° C. of the base oil (A) is preferably 6 to 15 mm 2 / s, more preferably 8 to 12 mm 2 / s.
  • the base oil (A) is not particularly limited as long as the kinematic viscosity at 40 ° C. is 5 to 20 mm 2 / s, and those normally contained in metal working oils for cutting and / or grinding can be appropriately selected and used. .
  • Specific examples include at least one selected from mineral oil and synthetic oil.
  • mineral oil for example, distillate obtained by subjecting paraffinic crude oil, mixed crude oil or naphthenic crude oil to atmospheric distillation, or distilling the residual oil of atmospheric distillation under reduced pressure, or purifying this according to a conventional method
  • the refined oil obtained by doing this for example, solvent refined oil, hydrogenated refined oil, dewaxed oil, clay-treated oil, etc. can be mentioned.
  • Synthetic oils include, for example, polybutene, polypropylene, ⁇ -olefin oligomers having 8 to 14 carbon atoms and their hydrides, as well as polyol esters (trimethylolpropane fatty acid ester, pentaerythritol fatty acid ester, etc.) and dibasic acid esters. And ester compounds such as aromatic polycarboxylic acid esters and phosphoric acid esters, alkyl aromatic compounds such as alkylbenzene and alkylnaphthalene, polyglycol oils such as polyalkylene glycol, and silicone oils. One type of these base oils may be used, or two or more types may be used in appropriate combination.
  • the water-insoluble metalworking oil composition of the present embodiment contains 92 to 99.9 parts by mass of the base oil (A).
  • the content of the substrate (A) is less than 92 parts by mass, it is disadvantageous in terms of cost.
  • content of a base material (A) exceeds 99.9 mass parts, the following active ingredient (B) is not fully contained, but it is unpreferable since it is inferior to processing performance, for example, grindability and machinability.
  • the content of the base oil (A) is preferably 93 to 99.5 parts by mass, more preferably 95 to 99 parts by mass.
  • the water-insoluble metalworking oil composition of the present embodiment includes a dehydration condensate of an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms and an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms. And at least one carboxylic acid dehydration condensate (B) selected from dehydration condensates of aliphatic carboxylic acid (b1) and different carboxylic acid (b2).
  • aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms for example, a naturally derived carboxylic acid can be used.
  • Naturally occurring carboxylic acids having 10 to 24 carbon atoms include naturally occurring saturated aliphatic carboxylic acids such as castor oil and tall oil fatty acids, and unsaturated aliphatic carboxylic acids having a carboxyl group and a double bond. Can be listed.
  • saturated aliphatic carboxylic acids include capric acid, neodecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid and lignoceric acid.
  • unsaturated aliphatic carboxylic acids include undecylenic acid, oleic acid, elaidic acid, erucic acid, nervonic acid, linoleic acid, ricinoleic acid, ⁇ -linolenic acid, arachidonic acid, ⁇ -linolenic acid, stearidonic acid, eicosapentaenoic acid, And docosahexaenoic acid.
  • the aliphatic carboxylic acid (b1) is preferably ricinoleic acid having one alcoholic hydroxyl group, one carboxyl group, and one double bond.
  • the carboxylic acid (b2) different from the aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms may be a mono- or higher valent saturated aliphatic carboxylic acid or an unsaturated aliphatic carboxylic acid.
  • an aliphatic carboxylic acid having 4 or more carbon atoms is preferable because it may cause an unpleasant odor or metal corrosion.
  • the upper limit of the carbon number of the aliphatic carboxylic acid is not particularly limited, but is usually 30.
  • saturated aliphatic carboxylic acids include caproic acid, enanthic acid, caprylic acid, 2-ethylhexanoic acid, pelargonic acid, isononanoic acid, capric acid, neodecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, Examples include behenic acid and lignoceric acid.
  • Examples of unsaturated aliphatic carboxylic acids include undecylenic acid, oleic acid, elaidic acid, erucic acid, nervonic acid, linoleic acid, ⁇ -linolenic acid, arachidonic acid, ⁇ -linolenic acid, stearidonic acid, eicosapentaenoic acid, and docosahexaenoic acid Etc.
  • the carboxylic acid (b2) different from the aliphatic carboxylic acid (b1) may be different from the carboxylic acid selected as the aliphatic carboxylic acid (b1), and the carbon number thereof overlaps with the aliphatic carboxylic acid (b1). May be.
  • aliphatic carboxylic acids having 10 to 24 carbon atoms are preferable, and aliphatic carboxylic acids having 12 to 20 carbon atoms are more preferable.
  • a dehydration condensation product of an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms can be obtained by dehydration condensation of an aliphatic carboxylic acid (b1) such as ricinoleic acid.
  • dehydration condensation starts by heating to about 200 ° C. in an inert atmosphere, and a dehydration condensate can be obtained.
  • a dehydration condensate of an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms and a carboxylic acid (b2) different from the (b1) is added to the aliphatic carboxylic acid (b1) and the carboxylic acid (b2). Can be obtained by adding dehydration condensation.
  • the aliphatic carboxylic acid (b1) is ricinoleic acid and the carboxylic acid (b2) is oleic acid can be mentioned.
  • the degree of polymerization of the dehydration condensate is adjusted by the reaction time of the dehydration condensation. If the reaction time is long, a condensate having a high degree of polymerization can be obtained.
  • the degree of polymerization of the carboxylic acid dehydration condensate (B) can be represented by an acid value.
  • the acid value of the carboxylic acid dehydration condensate (B) is preferably 5 to 100 mgKOH / g, more preferably 7 to 95 mgKOH / g, and still more preferably 10 to 90 mgKOH / g.
  • excellent processing performance for example, a high grinding amount can be achieved.
  • the carboxylic acid dehydration condensate (B) in the present embodiment preferably has a hydroxyl value of 5 to 50 mgKOH / g, more preferably 10 to 40 mgKOH / g, still more preferably 13 to 35 mgKOH / g.
  • excellent processing performance for example, a high grinding amount can be achieved.
  • the carboxylic acid dehydration condensate (B) in the present embodiment preferably has a saponification value of 150 to 250 mgKOH / g, more preferably 180 to 210 mgKOH / g, and still more preferably 190 to 200 mgKOH / g.
  • the saponification value of the carboxylic acid dehydration condensate (B) is in the above range, excellent processing performance, for example, a high grinding amount can be achieved.
  • the acid value is a value measured based on JIS K 2501: 2003 (indicator method)
  • the hydroxyl value is a value measured based on JIS K 0070: 1992
  • the saponification value is JIS K 2501: 2003.
  • the free hydroxyl group that the obtained carboxylic acid dehydration condensate (B) may have may be capped with any carboxylic acid.
  • the carboxylic acid used for capping is not particularly limited.
  • the water-insoluble metalworking oil composition in the present embodiment includes a dehydration condensate of an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms and an aliphatic carboxylic acid (b1) having 10 to 24 carbon atoms. And 0.1 to 8 parts by mass of at least one carboxylic acid dehydration condensate (B) selected from dehydration condensates of aliphatic carboxylic acid (b1) and different carboxylic acid (b2).
  • the total amount shall fall in the said range.
  • the processing performance for example, the grinding amount is inferior.
  • the content of the carboxylic acid dehydration condensate (B) in the water-insoluble metalworking oil composition is preferably 0.5 to 7 parts by mass, more preferably 1 to 6 parts by mass.
  • the water-insoluble metalworking oil composition of the present embodiment can further contain other components within a range that does not impair the purpose of the present embodiment.
  • other additives at least one selected from the group consisting of oiliness agents, extreme pressure agents, antiwear agents, antioxidants, metal deactivators, rust inhibitors, dispersants, antifoaming agents, and mist inhibitors. Mention may be made of seed additives (C).
  • oily agent examples include maleic acid, alkyl or alkenyl maleic acid, oxalic acid, succinic acid, dibasic acid and esters represented by alkyl or alkenyl succinic acid, tribasic acid and esters thereof, rapeseed oil, soybean white extract
  • fatty acids such as oil, fatty acid esters, and fats.
  • extreme pressure agents simple sulfur such as bulk, powder and molten liquid, sulfur-based extreme pressure agents such as sulfurized fat and polysulfide, and chlorinated paraffin, chlorinated fat, chlorinated fatty acid ester, chlorinated fatty acid, etc.
  • Chlorine extreme pressure agent phosphate ester, thiophosphate ester, dithiophosphate ester, phosphate ester amine salt, thiophosphate ester amine salt, dithiophosphate ester amine salt, phosphite ester, thiophosphite ester, dithiophosphite
  • Examples thereof include phosphorus extreme pressure agents such as acid esters.
  • Examples of the antiwear agent include zinc dithiophosphate (ZnDTP), zinc dithiocarbamate (ZnDTC), molybdenum sulfide oxydithiophosphate (MoDTP), and molybdenum sulfide oxydithiocarbamate (MoDTC).
  • antioxidant examples include amine-based antioxidants such as diphenylamine, alkyldiphenylamine, phenyl- ⁇ -naphthylamine, and alkylphenyl- ⁇ -naphthylamine, and 4,4′-methylene-bis-2,6-di-t-butylphenol. And phenol-based antioxidants such as 2,6-di-t-butyl-p-cresol (DBPC), sulfur-based antioxidants, and molybdenum amine complex-based antioxidants.
  • metal deactivator examples include benzotriazole, triazole derivatives, benzotriazole derivatives, thiadiazole derivatives, and the like.
  • rust inhibitor examples include fatty acid esters of polyhydric alcohols such as sorbitan fatty acid esters.
  • examples of the dispersant include ashless dispersants such as alkyl or alkenyl succinimides, alkyl or alkenyl succinates, and acid amides.
  • examples of the antifoaming agent include silicone-based antifoaming agents such as dimethylpolysiloxane and fluoroethers.
  • mist inhibitor hydrocarbon polymer compounds such as polyisobutylene and ethylene-propylene copolymer can be used. The number average molecular weight of the polymer compound is preferably 100,000 to 3,000,000, more preferably 200,000 to 2,000,000.
  • the water-insoluble metalworking oil composition of the present embodiment comprises an oily agent, extreme pressure agent, antiwear agent, antioxidant, metal deactivator, rust inhibitor, dispersant, antifoaming agent and mist inhibitor.
  • the amount of component (C) added is independently more preferably 0.2 to 2.5 parts by mass, still more preferably 0.4 to 2 parts by mass.
  • the total content of the base oil (A) and the carboxylic acid dehydration condensate (B) is preferably from 80 to 80, based on the total amount (100% by mass) of the water-insoluble metalworking oil composition. 100% by mass, more preferably 95 to 100% by mass.
  • the total content of the base oil (A), the carboxylic acid dehydration condensate (B) and the component (C) is based on the total amount (100% by mass) of the water-insoluble metalworking oil composition. It is preferably 90 to 100% by mass, more preferably 95 to 100% by mass.
  • the water-insoluble metal working oil composition of the present embodiment can be suitably used for metal working, for example, metal cutting and / or grinding, and is preferably used as a grinding oil used for metal grinding.
  • the metal to be processed is not particularly limited, but preferably, iron-based materials such as stainless steel, alloy steel, and carbon steel, aluminum alloys, copper alloys, and the like are mentioned, but iron-based materials, among which stainless steel is preferable. .
  • the metal processing method in this embodiment processes a metal using the water-insoluble metal processing oil composition mentioned above.
  • Examples of metal processing performed using the water-insoluble metal processing oil composition of the present embodiment include various metal processing such as cutting, grinding, punching, polishing, drawing, drawing, and rolling. Among them, grinding is preferable.
  • the method of grinding a metal with a grinding belt can be mentioned, for example.
  • a grinding belt is an abrasive tool consisting of an endless belt in which an abrasive (abrasive grain) is bonded to the surface of a substrate made of cloth, paper, plastic, rubber, etc., and is usually used in grinding. It is possible to select and use one appropriately.
  • abrasive grains for example, alumina can be used.
  • the metal to be processed by this method is as described above.
  • the water-insoluble metalworking oil composition of this embodiment has favorable grindability and can increase the amount of grinding, it can be used suitably for so-called rough grinding. In the grinding process using the grinding belt, for example, as shown in FIG.
  • the workpiece 5 conveyed by the conveyor belt 4 or the like rotates and travels between two or more rollers such as the idle roll 1 and the contact roll 2. This is performed by pressing the surface of the grinding belt 3.
  • the water-insoluble metalworking oil composition 6 of this embodiment is supplied to the part (grinding part) of the work material 5 to which the belt is pressed.
  • the water-insoluble metalworking oil composition 6 of the present embodiment is supplied to the grinding unit from an oil tank 7 provided below the conveying belt 4, and the material that has fallen from the grinding unit is returned to the tank 7. In this way, it is supplied to the grinding part while circulating.
  • use in the said metal processing method of the water-insoluble metal processing oil composition of this embodiment is also provided.
  • Examples 1 to 5 and Comparative Examples 1 to 7 Water-insoluble metalworking oil compositions were prepared using the materials shown in Table 1-1 and Table 1-2 in the proportions shown in the same table. As described above, various performances (grindability, water separability and odor) were evaluated, and comprehensive evaluations (A to C) were performed based on each performance. The results are also shown in Tables 1-1 and 1-2. The unit of the amount of each composition is “parts by mass”.
  • the compounding materials are as follows. ⁇ Material> (1) Base oil (A) Paraffinic base oil (40 ° C. kinematic viscosity: 9.918 mm 2 / s, 100 ° C. kinematic viscosity: 2.714 mm 2 / s: measured according to JIS K 2283: 2000) (2) Carboxylic acid dehydration condensate (B) Carboxylic acid dehydration condensate 1: Condensation product obtained by heat dehydration condensation of ricinoleic acid at 200 ° C.
  • Carboxylic acid dehydration condensate 2 Condensation product obtained by heat dehydration condensation of ricinoleic acid at 200 ° C.
  • Carboxylic acid dehydration condensate 3 Condensation product obtained by heat dehydration condensation of ricinoleic acid at 200 ° C. in a nitrogen stream, followed by heat dehydration condensation by adding oleic acid, acid value: 10 mgKOH / g, hydroxyl value: 33 mgKOH / g, saponification value 192 mg KOH / g (3) (components used in comparative examples) Polysulfide: 40 ° C.
  • Each of the water-insoluble metalworking oil compositions of Examples 1 to 5 is excellent in grinding processing, with excellent evaluation A and overall evaluation A in all of the grinding amount, water separability, and odor evaluation, indicating that it is excellent in grinding processing.
  • Comparative Example 1 containing only the base oil (A) containing no additive the grinding amount is small, and it can be seen that the base oil alone is insufficient as a metal working oil.
  • Comparative Examples 2 to 7 in which the respective components were added instead of the component (B) of the present embodiment the grindability, water separability, and odor were inferior, and none of the comprehensive evaluation was A.
  • a water-insoluble metalworking oil composition that is excellent in metal workability such as cutting workability and grinding workability and excellent in water separability can be obtained while reducing odor in the work environment.
  • the water-insoluble metal working oil composition of the present embodiment can be suitably used for cutting or grinding, particularly grinding using a grinding belt.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

La présente invention concerne une composition de liquide de travail de métaux insoluble dans l'eau qui comprend de 92 à 99,9 parties en masse d'une huile de base (A) qui présente une viscosité cinématique à 40 °C de 5 à 20 mm2/s, et de 0,1 à 8 parties en masse d'au moins un condensat déshydraté d'acide carboxylique (B) sélectionné parmi un condensat déshydraté d'acide carboxylique aliphatique (b1) ayant de 10 à 24 atomes de carbone et un condensat déshydraté d'acide carboxylique aliphatique (b1) ayant de 10 à 24 atomes de carbone et de l'acide carboxylique (b2) qui est différent de l'acide carboxylique aliphatique (b1), le total de l'huile de base (A) et du condensat déshydraté d'acide carboxylique (B) étant de 100 parties en masse.
PCT/JP2017/013783 2016-03-31 2017-03-31 Composition de liquide de travail de métaux insoluble dans l'eau Ceased WO2017171069A1 (fr)

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Application Number Priority Date Filing Date Title
JP2018509697A JPWO2017171069A1 (ja) 2016-03-31 2017-03-31 不水溶性金属加工油組成物
CN201780020492.2A CN108884404A (zh) 2016-03-31 2017-03-31 水不溶性金属加工油组合物
KR1020187027398A KR102346237B1 (ko) 2016-03-31 2017-03-31 불수용성 금속 가공유 조성물

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JP2016-073050 2016-03-31

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JP7430492B2 (ja) * 2019-03-26 2024-02-13 出光興産株式会社 水溶性金属加工油組成物、水溶性金属加工油組成物の製造方法、金属加工液及び金属加工方法
WO2020262518A1 (fr) * 2019-06-28 2020-12-30 出光興産株式会社 Fluide de travail des métaux

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JPH07112368A (ja) * 1993-10-18 1995-05-02 Kawasaki Steel Corp 金属帯研削用長尺研削ベルトのドレッシング方法
JPH08209160A (ja) * 1995-01-31 1996-08-13 Ito Seiyu Kk 潤滑性組成物
JPH108077A (ja) * 1996-06-20 1998-01-13 Daido Kagaku Kogyo Kk 金属塑性加工用潤滑油剤
JP2002294264A (ja) * 2001-03-30 2002-10-09 Kyodo Yushi Co Ltd オンラインロール研削特性に優れる熱間圧延油組成物及び熱間圧延方法

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JP2872445B2 (ja) 1991-05-13 1999-03-17 株式会社ジャパンエナジー 金属研削油
JP2941529B2 (ja) 1991-11-12 1999-08-25 株式会社ジャパンエナジー 金属研削油組成物
JP2941530B2 (ja) 1991-11-12 1999-08-25 株式会社ジャパンエナジー 金属研削油組成物
JP2002146380A (ja) * 2000-11-17 2002-05-22 Daido Chem Ind Co Ltd アルミニウムdi缶用成形加工潤滑剤組成物および該潤滑剤組成物を用いたアルミニウムdi缶成形加工方法
KR20110111308A (ko) * 2009-01-20 2011-10-10 더루우브리졸코오포레이션 마모 성질이 개량된 유압 조성물
JP6051026B2 (ja) * 2012-11-20 2016-12-21 出光興産株式会社 水溶性金属加工油剤、金属加工液、及び金属加工方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS62153394A (ja) * 1985-12-27 1987-07-08 Miyoshi Oil & Fat Co Ltd 金属加工油
JPH07112368A (ja) * 1993-10-18 1995-05-02 Kawasaki Steel Corp 金属帯研削用長尺研削ベルトのドレッシング方法
JPH08209160A (ja) * 1995-01-31 1996-08-13 Ito Seiyu Kk 潤滑性組成物
JPH108077A (ja) * 1996-06-20 1998-01-13 Daido Kagaku Kogyo Kk 金属塑性加工用潤滑油剤
JP2002294264A (ja) * 2001-03-30 2002-10-09 Kyodo Yushi Co Ltd オンラインロール研削特性に優れる熱間圧延油組成物及び熱間圧延方法

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KR102346237B1 (ko) 2021-12-31
JP7342085B2 (ja) 2023-09-11
CN108884404A (zh) 2018-11-23
KR20180127988A (ko) 2018-11-30
JP2022001655A (ja) 2022-01-06
JPWO2017171069A1 (ja) 2019-02-14

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