WO2015146908A1 - 水溶性金属加工油および金属加工用クーラント - Google Patents

水溶性金属加工油および金属加工用クーラント Download PDF

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WO2015146908A1
WO2015146908A1 PCT/JP2015/058733 JP2015058733W WO2015146908A1 WO 2015146908 A1 WO2015146908 A1 WO 2015146908A1 JP 2015058733 W JP2015058733 W JP 2015058733W WO 2015146908 A1 WO2015146908 A1 WO 2015146908A1
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water
mass
soluble metalworking
component
metalworking oil
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PCT/JP2015/058733
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English (en)
French (fr)
Japanese (ja)
Inventor
洋介 地曳
史明 高木
友彦 北村
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出光興産株式会社
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Priority to US15/129,436 priority Critical patent/US20170175030A1/en
Priority to KR1020167023754A priority patent/KR20160137981A/ko
Priority to CN201580016335.5A priority patent/CN106459823B/zh
Priority to EP15768985.2A priority patent/EP3124583A4/en
Publication of WO2015146908A1 publication Critical patent/WO2015146908A1/ja

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    • 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
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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    • 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
    • C10M129/16Ethers
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    • 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
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20Thiols; Sulfides; Polysulfides
    • C10M135/22Thiols; Sulfides; Polysulfides containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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    • C10M145/00Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/24Polyethers
    • C10M145/26Polyoxyalkylenes
    • C10M145/34Polyoxyalkylenes of two or more specified different types
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/022Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
    • C10M2207/126Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/085Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing carboxyl groups; Derivatives thereof
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02Unspecified siloxanes; Silicones
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    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/70Soluble oils
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working

Definitions

  • the present invention relates to a water-soluble metalworking oil and a metalworking coolant obtained by diluting it with water.
  • Metalworking fluids used in metalworking are classified into oil-based (oil-based) and water-based (water-based), but water-based types that are excellent in cooling and infiltration properties and do not pose a fire hazard are frequently used.
  • oil-based oil-based
  • water-based water-based
  • solution-based oil agent that does not contain mineral oil is frequently used (for example, see Patent Document 1).
  • Solution oils have good cooling and rot resistance, but are inferior to non-water, emulsion, and solve systems in terms of lubricity. Insufficient lubricity causes deterioration of the machined surface roughness, reduction of the grinding wheel life, or grinding burn.
  • polyalkylene glycol (PAG) is mix
  • An object of the present invention is to provide a water-soluble metalworking oil that is excellent in lubricity and wear resistance even under severe processing conditions, and a metalworking coolant obtained by diluting it with water.
  • the present inventors use a water-soluble oil agent in combination with a dicarboxylic acid having a sulfide structure, a polyalkylene oxide adduct of a polyhydric alcohol such as PAG or pentaesitol, and a monocarboxylic acid, thereby improving lubricity and resistance. It has been found that the wearability can be improved, and the reduction of the grinding wheel life and grinding burn can be suppressed. The present invention has been completed based on this finding. That is, the present invention provides the following water-soluble metalworking oil and metalworking coolant.
  • a water-soluble metal comprising a dicarboxylic acid containing a sulfide structure, (B) a polyalkylene glycol, (C) a polyhydric alcohol polyalkylene oxide adduct, and (D) a monocarboxylic acid.
  • Processing oil A coolant for metal processing, wherein the above-mentioned water-soluble metal processing oil is diluted with water to 2 to 200 times (volume).
  • the water-soluble metalworking oil (stock solution) of the present invention exhibits good lubricity and wear resistance when diluted with water to form a metalworking coolant. Therefore, when the coolant for metal processing of the present invention is used for grinding, it is difficult to cause deterioration of the machined surface roughness even under severe processing conditions, and it is possible to sufficiently suppress grinding burn and a decrease in the life of the grindstone.
  • the water-soluble metal processing oil of the present invention includes (A) a dicarboxylic acid containing a sulfide structure, (B) a polyalkylene glycol, and (C) a polyhydric alcohol polyalkylene oxide adduct. And (D) a monocarboxylic acid.
  • This processing oil is a stock solution, which is diluted with water to obtain the metal processing coolant of the present invention.
  • the present invention will be described in detail.
  • the component (A) in the present processing oil is a dicarboxylic acid containing a sulfide structure and has an effect of improving lubricity.
  • a dicarboxylic acid having a structure represented by the following formula (1) is particularly excellent from the viewpoint of improving lubricity.
  • R 1 and R 2 are hydrocarbon groups having 1 to 5 carbon atoms, and n is an integer of 1 to 8 inclusive. If the carbon number of R 1 or R 2 is 6 or more, the water solubility may decrease.
  • the total carbon number in the dicarboxylic acid of the above formula (1) is 4 or more and 12 or less, but 6 or more and 10 or less is preferable from the viewpoint of water solubility and lubricity.
  • R 1 and R 2 are preferably alkylene groups, and examples thereof include a methylene group, an ethylene group, a methylethylene group, a propylene group, and a butylene group.
  • An ethylene group is particularly preferable from the viewpoints of water solubility and lubricity.
  • n is 9 or more, the structure becomes unstable and may be decomposed. Therefore, n is preferably 6 or less, more preferably 2 or less, and even more preferably 1.
  • dicarboxylic acids examples include thiodipropionic acid, dithiodipropionic acid, thiodiacetic acid, thiodisuccinic acid, dithiodiacetic acid, and dithiodibutyric acid.
  • a compounding quantity of a component 0.1 mass% or more and 14 mass% or less are preferable on the basis of the stock solution whole quantity, 1 mass% or more and 10 mass% or less are more preferable, and 2 mass% or more and 5 mass% or less are more preferable.
  • there are too many compounding quantities of (A) component there exists a possibility that the rust prevention property at the time of diluting a stock solution with water may fall.
  • [(B) component] (B) component in this processing oil is polyalkylene glycol, and contributes to improvement of lubricity similarly to (A) component, but also contributes to improvement of abrasion resistance.
  • a component (B) it is preferable to use at least one of polyalkylene glycols represented by the following formulas (2) and (3) from the viewpoint of improving lubricity and wear resistance.
  • EO means an ethylene oxide unit
  • PO means a propylene oxide unit
  • a and c are each independently an integer of 1 to 30, and b is an integer of 5 to 100.
  • the total number of EO structures in formula (2) is preferably 10 or more and 30 or less, and the total number of PO structures is preferably 10 or more and 50 or less, more preferably 20 or more and 40 or less. If the total number of EO structures exceeds 60, the lubricity when diluted with water may be reduced. Further, if the total number of PO structures exceeds 100, the water solubility may decrease.
  • R 3 is an alkyl group having 1 to 30 carbon atoms. If the number of carbon atoms in R 3 exceeds 30, water solubility may be reduced.
  • R′O is an oxide unit selected from PO and EO and may be used as a mixture.
  • the molar fraction of EO in R′O is preferably less than 1 from the viewpoint of defoaming properties when diluted with water.
  • d is an integer of 1 to 50. If the number of carbon atoms in R 3 exceeds 30, water solubility may be reduced.
  • the mass average molecular weight of the component (B) described above is preferably 500 or more and 10,000 or less, and more preferably 1000 or more and 5000 or less. In any case where the mass average molecular weight is less than 500 or more than 10,000, there is a possibility that the lubricity when diluted with water is lowered.
  • the (B) component polyalkylene glycols of the formulas (2) and (3) may be used alone or in combination. In addition, the polyalkylene glycols of the formulas (2) and (3) may be used in a mixture of various structures having different EO structures and PO unit numbers.
  • the preferable compounding quantity of a component is 10 mass% or more and 60 mass% or less on the basis of the undiluted
  • Component (C) component in this processing oil is at least any one from the compound of following formula (4) to the compound of following formula (7). Component (C) contributes to improvement of wear resistance.
  • R 11 to R 14 are each independently an alkylene group having 1 to 5 carbon atoms. e to h are each independently an integer of 1 to 30.
  • R 4 is an alkyl group having 1 to 30 carbon atoms.
  • R 21 to R 23 are each independently an alkylene group having 1 to 5 carbon atoms.
  • i to k are each independently an integer of 1 to 30.
  • R 5 and R 6 are each independently an alkyl group having 1 to 30 carbon atoms.
  • R 31 and R 32 are each independently an alkylene group having 1 to 5 carbon atoms.
  • l and m are each independently an integer of 1 to 30.
  • R 7 to R 9 are each independently an alkyl group having 1 to 30 carbon atoms.
  • R 41 is an alkylene group having 1 to 5 carbon atoms.
  • n is an integer of 1-30.
  • an EO adduct of pentaerythritol or an EO adduct of trimethylolpropane is more preferable from the viewpoint of improving wear resistance.
  • the blending amount of component (C) is preferably 5% by mass or more and 30% by mass or less based on the total amount of processing oil from the viewpoint of wear resistance at a normal dilution rate.
  • Component (D)] (D) component in this processing oil is monocarboxylic acid, and contributes to improvement of lubricity and abrasion resistance.
  • a monocarboxylic acid a so-called long-chain carboxylic acid is preferable, and specifically, a compound of the following formula (8) is preferable.
  • R 10 is a hydrocarbon group having 11 or more carbon atoms.
  • the hydrocarbon group may be linear or branched and may be saturated or unsaturated. From the viewpoints of lubricity and wear resistance, tall oil fatty acids are preferred.
  • the long chain carboxylic acid examples include lauric acid, stearic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, palmitic acid, ricinoleic acid, hydroxy fatty acids (eg, ricinoleic acid, 12-hydroxystearic acid, etc. ), Arachidic acid, behenic acid, melissic acid, isostearic acid, soybean oil fatty acid extracted from oil and fat, coconut oil fatty acid, rapeseed oil fatty acid, tall oil fatty acid (C18) and the like.
  • the blending amount of component (D) is preferably 1% by mass or more and 20% by mass or less based on the total amount of processing oil from the viewpoint of lubricity and wear resistance at a normal dilution rate.
  • This processing oil mix blends above-mentioned (A) component to (D) component with water, and makes it a stock solution.
  • This processing oil (stock solution) is preferably 40% by mass or more and 90% by mass or less, and more preferably 60% by mass, based on the total amount of processing oil based on the total amount of processing oil (A) to (D). % To 80% by mass.
  • the blending amount of the component (A) to the component (D) is less than 40% by mass, when the dilution ratio with water is too high when the processing oil is used in the field, the lubricity decreases (the friction coefficient) Rise).
  • the stock solution stability means that the stock solution is not uniform due to phase separation, solid insolubility, precipitation, or the like.
  • the proportion of water for preparing the stock solution is preferably 15% by mass or more and 75% by mass or less based on the total amount of processing oil.
  • the processing oil (stock solution) may be used as it is, but is preferably diluted with water to a ratio (volume ratio) of 2 to 200 times, more preferably 5 to 100 times. Used as coolant for metal processing.
  • a nonionic surfactant is further blended in the processing oil as the component (E).
  • a nonionic surfactant is particularly preferable from the viewpoint of its effect.
  • an acetylene glycol-based surfactant for example, acetylene glycol and its alkylene oxide adduct described in JP2011-12249A can be suitably used.
  • an acetylene glycol EO adduct is suitable.
  • a compounding quantity of a component it is preferable that they are 0.1 mass% or more and 20 mass% or less on the basis of the undiluted
  • the defoaming property at the time of dilution will deteriorate.
  • the processing oil preferably further contains alkanolamine as the component (F).
  • This alkanolamine reacts with the above-mentioned component (A) or component (D) to become an alkanolamine carboxylate and further improve the lubricity.
  • Alkanolamine also functions as a rust inhibitor.
  • the alkanolamine is not particularly limited, and primary, secondary, and tertiary amines can be used in combination. However, if only a primary amine is used, the amine is highly volatile, and the working environment may be deteriorated in terms of odor. Therefore, when a primary amine is used, it is preferable to combine a secondary amine or a tertiary amine. A tertiary amine is preferred from the viewpoint of odor.
  • the primary amine include, for example, 1-amino-2-propanol, 2-amino-2-methyl-1-propanol, 1-amino-2-butanol, 2-amino-1-propanol, 3-amino- Examples include 2-butanol.
  • 1-amino-2-propanol and 2-amino-2-methyl-1-propanol are particularly preferable in terms of rust prevention against iron.
  • the above-described components may be used singly or in combination of two or more.
  • secondary amines include, for example, diethanolamine, di (n-propanol) amine, diisopropanolamine, N-methylmonoethanolamine, N-ethylmonoethanolamine, N-cyclomonoethanolamine, Nn-propyl.
  • examples thereof include monoethanolamine, Ni-propyl monoethanolamine, Nn-butyl monoethanolamine, Ni-butyl monoethanolamine, and Nt-butyl monoethanolamine.
  • the above-described components may be used singly or in combination of two or more.
  • tertiary amine examples include N-methyldiethanolamine, N-ethyldiethanolamine, triethanolamine, N-cyclohexyldiethanolamine, Nn-propyldiethanolamine, Ni-propyldiethanolamine, Nn-butyldiethanolamine, N -I-butyldiethanolamine, Nt-butyldiethanolamine and the like.
  • One kind of the above-described components may be used, or two or more kinds may be used.
  • the blending amount of the component (F) is preferably 20% by mass or more and 55% by mass or less based on the total amount of processing oil (stock solution).
  • the blending amount of the component (F) is less than 20% by mass, if the dilution ratio with water is too high when the processing oil is used in the field, the rust prevention property may be lowered.
  • the blending amount of the component (F) exceeds 55% by mass, the stock solution stability is lowered.
  • carboxylic acids examples include caproic acid, nonanoic acid, isononanoic acid, trimethylhexanoic acid, neodecanoic acid, and decanoic acid having 8 to 10 carbon atoms from the viewpoint of defoaming property and stability of hard water.
  • monocarboxylic acids such as these
  • dicarboxylic acids such as nonanedioic acid having 9 to 12 carbon atoms, undecanedioic acid, sebacic acid, and dodecanedioic acid.
  • the above-described trimethylhexanoic acid is excellent in the effect (hard water stability) of reducing the formation of a solid on the liquid surface when the processing oil (stock solution) is diluted with water.
  • an alkyl group which comprises the principal chain of carboxylic acid what has a branched structure is preferable at the point of decay resistance.
  • dibasic acid is superior in rust prevention when used as a salt, but from the viewpoint of stability of the stock solution (hard to insolubilize), dibasic acid and monobasic acid are mixed. Are preferably used.
  • extreme pressure agents can be suitably mix
  • extreme pressure agents oily agents, bactericides (preservatives), metal deactivators, and antifoaming agents.
  • the extreme pressure agent include a sulfur-based extreme pressure agent, a phosphorus-based extreme pressure agent, an extreme pressure agent containing sulfur and a metal, and an extreme pressure agent containing phosphorus and a metal.
  • These extreme pressure agents can be used singly or in combination of two or more. Any extreme pressure agent may be used as long as it contains a sulfur atom or a phosphorus atom in the molecule and can exhibit load resistance and wear resistance.
  • extreme pressure agents containing sulfur in the molecule include sulfurized fats and oils, sulfurized fatty acids, sulfurized esters, sulfurized olefins, dihydrocarbyl polysulfides, thiadiazole compounds, alkylthiocarbamoyl compounds, triazine compounds, thioterpene compounds, dialkylthiodipropionate compounds, etc. Can be mentioned.
  • the blending amount of these extreme pressure agents is blended in the stock solution so as to be about 0.05% by mass or more and 0.5% by mass or less on the basis of the final diluent (coolant) from the viewpoint of the blending effect.
  • oily agent examples include aliphatic compounds such as aliphatic alcohols and fatty acid metal salts, and ester compounds such as polyol esters, sorbitan esters, and glycerides.
  • the blending amount of these oil-based agents is blended in the stock solution so as to be about 0.2% by mass or more and 2% by mass or less based on the coolant from the viewpoint of the blending effect.
  • bactericides examples include 2-pyridylthio-1-oxide salts. Specific examples include 2-pyridylthio-1-oxide sodium, bis (2-pyridyldithio-1-oxide) zinc, and bis (2-sulfidepyridine-1-olato) copper.
  • the blending amount of these bactericides is blended in the stock solution so as to be about 0.01% by mass or more and 5% by mass or less based on the coolant from the viewpoint of blending effect.
  • the metal deactivator examples include benzotriazole, benzotriazole derivatives, imidazoline, pyrimidine derivatives, and thiadiazole. One of these may be used alone, or two or more may be used in combination.
  • the blending amount of the metal deactivator is blended in the stock solution so as to be about 0.01% by mass or more and 3% by mass or less based on the coolant from the viewpoint of blending effect.
  • the antifoaming agent include methyl silicone oil, fluorosilicone oil, and polyacrylate. The blending amount of these antifoaming agents is blended in the stock solution so as to be about 0.004 mass% or more and 0.08 mass% or less on the basis of the blending effect.
  • the water-soluble metalworking oil of the present invention is appropriately diluted with water so as to have an appropriate concentration according to the purpose of use, and includes grinding, cutting, polishing, drawing, drawing, rolling, etc. It can be suitably used in various metal processing fields.
  • the grinding process includes cylindrical grinding, internal grinding, surface grinding, centerless grinding, tool grinding, honing, super-finishing, and special curved grinding (eg screw grinding, gear grinding, cam grinding). , Roll grinding).
  • a composition defined as “a composition formed by blending component (A) and component (B)” is not limited to “a composition containing component (A) and component (B)”.
  • a composition containing a modified product in which the component is modified in place of at least one of the component (A) and the component (B)” or “a reaction product obtained by reacting the component (A) with the component (B)” Also included are “compositions comprising products”.
  • Example 1 demonstrates this invention further in detail, this invention is not limited at all by these examples.
  • Comparative Examples 1 to 6 After preparing a water-soluble metalworking oil (stock solution) according to the formulation shown in Table 1, each stock solution was diluted 20 times (volume) with tap water to obtain each sample oil. Each sample oil was subjected to a block-on-ring test to evaluate lubricity and wear resistance. Test conditions and evaluation items (evaluation methods) are as follows. The results are shown in Table 1.
  • Block-on-ring testing machine (manufactured by Maruhishi Engineering Co., Ltd.) Load: 100N Rotation speed: 500rpm (53m / min) Time: 10min Ring: SAE 4620STEEL Block: S45C

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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)
PCT/JP2015/058733 2014-03-28 2015-03-23 水溶性金属加工油および金属加工用クーラント WO2015146908A1 (ja)

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US15/129,436 US20170175030A1 (en) 2014-03-28 2015-03-23 Water-soluble metalworking fluid, and metalworking coolant
KR1020167023754A KR20160137981A (ko) 2014-03-28 2015-03-23 수용성 금속 가공유 및 금속 가공용 쿨런트
CN201580016335.5A CN106459823B (zh) 2014-03-28 2015-03-23 水溶性金属加工油和金属加工用冷却剂
EP15768985.2A EP3124583A4 (en) 2014-03-28 2015-03-23 Water-soluble metalworking fluid, and metalworking coolant

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WO2017171065A1 (ja) * 2016-03-31 2017-10-05 出光興産株式会社 水溶性焼入れ油組成物
WO2018124120A1 (ja) * 2016-12-28 2018-07-05 花王株式会社 水系インク用の洗浄液
EP3412756A1 (de) * 2017-06-06 2018-12-12 Rhenus Lub GmbH & Co. KG Kühlschmierstoff für kompositmaterialien
CN113677781A (zh) * 2019-04-12 2021-11-19 巴斯夫欧洲公司 含有支化醇丙氧基化物的金属加工流体
CN113337326B (zh) * 2020-06-10 2023-05-23 沙索(中国)化学有限公司 一种包含水溶性的基于甘油的聚亚烷基二醇的水性组合物及其用途
EP3957708A1 (de) 2020-08-17 2022-02-23 Speira GmbH Kühlschmierstoff für das kaltwalzen von aluminium
CN115989312A (zh) * 2020-08-31 2023-04-18 出光兴产株式会社 水溶性金属加工油剂
FR3124800A1 (fr) * 2021-07-01 2023-01-06 Totalenergies Marketing Services Composition lubrifiante aqueuse pour le travail des métaux
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US20170175030A1 (en) 2017-06-22
CN106459823B (zh) 2020-01-24
KR20160137981A (ko) 2016-12-02
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