WO2023038045A1 - 潤滑油基油およびポリエーテル化合物 - Google Patents

潤滑油基油およびポリエーテル化合物 Download PDF

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WO2023038045A1
WO2023038045A1 PCT/JP2022/033502 JP2022033502W WO2023038045A1 WO 2023038045 A1 WO2023038045 A1 WO 2023038045A1 JP 2022033502 W JP2022033502 W JP 2022033502W WO 2023038045 A1 WO2023038045 A1 WO 2023038045A1
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carbon atoms
base oil
lubricating base
formula
aralkyl
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French (fr)
Japanese (ja)
Inventor
太一 島田
康幸 笹田
真一 山本
大輔 猪木
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JNC Corp
JNC Petrochemical Corp
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JNC Corp
JNC Petrochemical Corp
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Priority to CN202280052367.0A priority Critical patent/CN117716006A/zh
Priority to JP2023546960A priority patent/JPWO2023038045A1/ja
Publication of WO2023038045A1 publication Critical patent/WO2023038045A1/ja
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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
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/18Ethers, e.g. epoxides
    • 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
    • C10M107/00Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/02Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation

Definitions

  • the present invention relates to polyethers for lubricating base oils.
  • Lubrication used for power machinery such as internal combustion engines of automobiles, electric motors of electric vehicles, reduction gears that reduce power from power engines, sliding parts of rotary bearings such as turbines, compressors used in refrigerators and heat pumps, etc.
  • oil is required to be a compound with a lower viscosity.
  • the molecular weight As a general property of chemical substances used in lubricating oils, the lower the molecular weight, the lower the viscosity.
  • low-molecular-weight compounds generally have a low boiling point, and accordingly the flash point tends to be low. Lowering the flash point obviously poses a problem in ensuring the safety of the environment in which the lubricating oil is used, and lowering the boiling point causes problems such as evaporation and dissipation of the base oil in an open environment.
  • a technique for solving the combustibility problem it is considered to impart flame retardancy to lubricating oil, but for example, it is known to contain 10% or more water in the lubricating oil composition. be.
  • lubricating oils containing water are obviously not suitable for use in environments exposed to high temperatures, such as internal combustion engines, because the water easily evaporates.
  • a gear oil composition containing a base oil and an extreme pressure agent wherein as the base oil, a condensed phosphoric acid ester represented by the following general formula (1) is contained in an amount of 20% by mass or more based on the total amount of the base oil.
  • an extreme pressure agent containing sulfur is contained in an amount of 0.2 to 10% by mass with respect to the total amount of the gear composition, and the kinematic viscosity of the gear oil composition at 40° C. is 50 to 1000 mm.
  • Patent Document 1 “A lubricant composition characterized by containing tribasic calcium phosphate as a flame retardant/fire resistant agent.”
  • Patent Document 2 "Containing one or more selected from dodecafluoroheptanol, hexadecafluorononanol, and tetrafluoro-1,2-diiodoethane as a base oil and a foaming substance that generates an inert gas during foaming, and foaming
  • Q 0 cal/g
  • T 0 the exothermic start temperature
  • T 0 the content of the foaming substance is W (% by weight)
  • Lubricating oils are usually composed of only a single compound, which is rare, and includes lubricating base oils, antioxidants, dispersants, antiwear agents, viscosity index improvers, extreme pressure additives, flame retardant Additives such as agents and antifoaming agents are added to make a lubricating oil composition.
  • the low-viscosity lubricating oil when the base oil is low-viscosity, it often has a low boiling point and a low flash point. In order to solve these problems, it is known to increase the flash point by adding a halogen to the substance used in the base oil, but the problem that the disposal cost is high because the lubricating oil after use becomes a waste containing halogen. was there.
  • An object of the present invention is to solve the above-mentioned conventional technical problems, and to provide a lubricating base oil having a low viscosity, a high boiling point and a high flash point, and a polyether compound to be contained in this lubricating base oil. be.
  • R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms or aralkyl having 7 to 12 carbon atoms, in which at least one hydrogen is halogen, optionally replaced by 5 alkoxy, at least one methylene optionally replaced by vinylene, oxygen, or sulfur, X 1 and X 2 are independently hydrogen, at least one methylene replaced by oxygen or aralkyl having 7 to 10 carbon atoms in which at least one methylene may be replaced by oxygen, and R 3 , R 4 , R 5 and R 6 are independently is hydrogen, alkyl having 1 to 10 carbon atoms, or aralkyl having 7 to 10 carbon atoms.
  • polyether for lubricating base oil As a lubricating base oil and cooling medium for internal combustion engines, electric motors, speed reducers, bearings, compressors of refrigerators, etc., low viscosity lubricating oil and cooling efficiency It is possible to provide a medium with a high , and energy saving can be realized.
  • R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms or aralkyl having 7 to 12 carbon atoms, in which at least one hydrogen is halogen, optionally replaced by 5 alkoxy, at least one methylene optionally replaced by vinylene, oxygen, or sulfur, X 1 and X 2 are independently hydrogen, at least one methylene replaced by oxygen C 1-10 alkyl which may be is hydrogen, alkyl having 1 to 10 carbon atoms, or aralkyl having 7 to 10 carbon atoms.
  • a lubricating oil composition containing the lubricating base oil according to any one of [1] to [8] and an additive.
  • R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms or aralkyl having 7 to 12 carbon atoms
  • X 1 and X 2 are independently hydrogen
  • at least one methylene is alkyl having 1 to 10 carbon atoms which may be replaced by oxygen
  • one of X 1 and X 2 is hydrogen the other is alkyl having 1 to 10 carbon atoms or aralkyl having 7 to 10 carbon atoms
  • R 3 , R 4 , R 5 and R 6 are independently hydrogen, alkyl having 1 to 10 carbon atoms , or aralkyl having 7 to 10 carbon atoms.
  • R 1 and R 2 are independently alkyl having 5 to 12 carbon atoms or aralkyl having 7 to 12 carbon atoms, and R 3 is branched alkyl having 3 to 5 carbon atoms. and R 4 , R 5 and R 6 are hydrogen, and X 1 and X 2 are methyl.
  • R 1 and R 2 are independently 2-methylpropyl, 2-ethylbutyl, or 2-ethylhexyl, and R 3 , R 4 , R 5 , and R 6 are hydrogen; and X 1 and X 2 are independently 2-methylpropyloxymethyl, 2-ethylbutyloxymethyl, or 2-ethylhexyl.
  • R 1 and R 2 are independently 2-methylpropyl or 2-ethylbutyl; R 3 , R 4 , R 5 and R 6 are hydrogen; The compound according to item [14], wherein 1 and X2 are methyl.
  • R 1 and R 2 are independently alkyl having 1 to 12 carbon atoms or aralkyl having 7 to 12 carbon atoms.
  • alkyl having 1 to 12 carbon atoms include linear or branched ones.
  • Linear alkyl includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl and the like.
  • branched alkyl examples include isopropyl, 1-methylpropyl, 2-methylpropyl, t-butyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1,2-dimethylpropyl, 1-ethyl propyl, 2-ethylpropyl, 1,1-diethylpropyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,3 , 3-trimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1-propylbutyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 4,4- dimethylpentyl, 1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, 4-
  • aralkyl having 7 to 10 carbon atoms which is R 1 or R 2 in formula (1)
  • at least one hydrogen may be replaced by halogen, alkoxy having 1 to 5 carbon atoms, and at least one methylene is , vinylene, oxygen, or sulfur.
  • this replacement may result in more than 10 carbon atoms.
  • aralkyls include benzyl, phenethyl, 2-phenylpropyl, cumyl, hydrocinnamyl, benshydryl, methylbenzyl, t-butylbenzyl, and the like.
  • X 1 and X 2 are independently hydrogen, alkyl having 1 to 10 carbon atoms in which at least one methylene may be replaced by oxygen, or alkyl having 7 to 10 carbon atoms in which at least one methylene may be replaced by oxygen and when one of X 1 and X 2 is hydrogen, the other is alkyl having 1 to 10 carbon atoms or aralkyl having 7 to 10 carbon atoms.
  • alkyl having 1 to 10 carbon atoms are as follows.
  • Linear alkyl includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl and the like.
  • branched alkyl examples include isopropyl, 1-methylpropyl, 2-methylpropyl, t-butyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1,2-dimethylpropyl, 1-ethyl propyl, 2-ethylpropyl, 1,1-diethylpropyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,3 , 3-trimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1-propylbutyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 4,4- dimethylpentyl, 1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, 4-
  • alkyl in which at least one methylene is replaced by oxygen are methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonanooxy, decanooxy, methoxymethyl, methoxyethyl, methoxypropyl, methoxybutyl.
  • methoxypentyl methoxyhexyl, methoxyheptyl, methoxyoctyl, methoxynonyl, methoxydecyl, ethoxymethyl, ethoxymethyl, ethoxyethyl, ethoxypropyl, propoxymethyl, butoxymethyl, pentyloxymethyl, hexyloxymethyl, heptyloxymethyl , octyloxymethyl, nonyloxymethyl, 2-propenyloxy, 2-butenyloxy, 2-pentenyloxy, 2-hexenyloxymethyl, 2-propenyloxymethyl, 2-butenyloxymethyl, 2-pentenyloxymethyl, 2- hexenyloxymethyl, 2-methylpropyloxymethyl, 2-methylpropyloxyethyl, 2-methylpropyloxypropyl, 2-methylpropyloxybutyl, 2-methylpropyloxypentyl, 2-methylpropyloxyhexyl, 2-eth
  • R 3 , R 4 , R 5 , and R 6 are independently hydrogen, alkyl of 1 to 10 carbons, or aralkyl of 7 to 10 carbons.
  • alkyl having 1 to 10 carbon atoms are as follows. Linear alkyl includes methyl, ethyl, n-propyl, n-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl and the like.
  • branched alkyl examples include isopropyl, 1-methylpropyl, 2-methylpropyl, t-butyl, 1,1-dimethylpropyl, 2,2-dimethylpropyl, 1,2-dimethylpropyl, 1-ethyl propyl, 2-ethylpropyl, 1,1-diethylpropyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1,3 , 3-trimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 3,3-dimethylbutyl, 1-propylbutyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 4,4- dimethylpentyl, 1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, 4-
  • alkyl in which at least one methylene is replaced by oxygen are methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonanooxy, decanooxy, methoxymethyl, methoxyethyl, methoxypropyl, methoxybutyl.
  • methoxypentyl methoxyhexyl, methoxyheptyl, methoxyoctyl, methoxynonyl, methoxydecyl, ethoxymethyl, ethoxymethyl, ethoxyethyl, ethoxypropyl, propoxymethyl, butoxymethyl, pentoxymethyl, 2-propenyloxy, 2-butenyloxy , 2-pentenyloxy, hexyloxymethyl, heptyloxymethyl, octyloxymethyl, nonyloxymethyl, 2-propenyloxy, 2-butenyloxy, 2-pentenyloxy, 2-hexenyloxymethyl, 2-propenyloxymethyl, 2 -butenyloxymethyl, 2-pentenyloxymethyl, 2-hexenyloxymethyl, 2-methylpropyloxymethyl, 2-methylpropyloxybutyl, 2-methylpropyloxymethyl, 2-methylpropyloxybutyl, 2-methylpropyl
  • aralkyl For C7-C10 aralkyl, at least one hydrogen may be replaced by halogen, C1-C5 alkoxy, and at least one methylene may be replaced by vinylene, oxygen, or sulfur. . Here, this replacement may result in more than 10 carbon atoms.
  • aralkyls include benzyl, phenethyl, 2-phenylpropyl, cumyl, hydrocinnamyl, benshydryl, methylbenzyl, t-butylbenzyl, and the like.
  • Polyethers used in the lubricating base oil of the present invention include 1,2,3-trisbutoxypropane, 1,2,3-tris(2-methylpropyloxy)propane, 1,2,3-trispene Toxypropane, 1,2,3-trishexoxypropane, 1,2,3-trisheptoxypropane, 1,2,3-trisoctoxypropane, 1,2,3-tris(2-ethylhexyloxy) propane, 2,2-bis(butoxymethyl)-1,3-bis(butoxy)propane, 2,2-bis(2-methylpropyloxymethyl)-1,3-bis(2-methylpropyloxy)propane, 2,2-bis(pentoxymethyl)-1,3-bis(pentoxy)propane, 2,2-bis(hexytoxymethyl)-1,3-bis(hexytoxy)propane, 2,2-bis(heptoxymethyl) )-1,3-bis(heptoxy)propane, 2,2-bis(octoxy
  • Compound (1) can be produced by the organic chemical method described above or by a dehydration reaction of commercially available compound (Pr-1) and compound (Pr-2) using an acid catalyst or the like.
  • halides that can be produced from Pr-2 by halogenation with hydrobromic acid or the like, mesylates (OMs) and tosylates (OTs) derived from methanesulfonic anhydride (MsO) and p-toluenesulfonyl chloride (TsCl) ) and compound (Pr-1) in the presence of a base such as potassium carbonate to synthesize compound (1).
  • Compound (1) in which R 1 and R 2 are asymmetrical can be produced by carrying out the above production conditions in multiple steps.
  • the water content in the raw polyether for lubricating base oil is preferably in the range of 0 to 98% by weight.
  • the content of the lubricating base oil may be 50% by mass or more, 60% by mass or more, 70% by mass or more, 80% by mass or more, 90% by mass or more, or 95% by mass or more based on the total amount of refrigerating machine oil.
  • lubricating oil additives examples include acid scavengers, antioxidants, extreme pressure agents, oiliness agents, antifoaming agents, metal deactivators, antiwear agents, viscosity index improvers, pour point depressants, detergent dispersants agents and the like.
  • the content of these additives may be 10% by mass or less or 5% by mass or less based on the total amount of lubricating oil.
  • An ⁇ -olefin polymer is a polymer having structural units derived from an ⁇ -olefin.
  • the ⁇ -olefin polymer may be used alone or in combination of two or more.
  • the refrigerating machine oil preferably contains an extreme pressure agent from the viewpoint of further improving wear resistance.
  • Suitable extreme pressure agents include phosphorus-based extreme pressure agents.
  • Phosphorus-based extreme pressure agents include, for example, phosphates, acidic phosphates, amine salts of acidic phosphates, chlorinated phosphates, phosphites, and phosphorothionates.
  • the phosphate ester is preferably triphenyl phosphate (TPP) or tricresyl phosphate (TCP).
  • the content of the phosphorus-based extreme pressure agent may be, for example, 0.2% by mass or more, preferably 0.5 to 5% by mass, more preferably 1 to 4% by mass, and particularly preferably It is 1.5 to 3% by mass.
  • the refrigerating machine oil according to the present embodiment normally exists in a refrigerating machine in the form of a working fluid composition mixed with a refrigerant. That is, the working fluid composition for a refrigerator according to the present embodiment contains the above-described refrigerator oil and refrigerant.
  • the content of the refrigerator oil in the working fluid composition for a refrigerator may be 1 to 500 parts by mass, or 2 to 400 parts by mass with respect to 100 parts by mass of the refrigerant.
  • Refrigerants include hydrocarbon refrigerants, saturated fluorohydrocarbon refrigerants, unsaturated fluorohydrocarbon refrigerants, fluorine-containing ether refrigerants such as perfluoroethers, bis(trifluoromethyl)sulfide refrigerants, and trifluoroiodide methane. Examples include refrigerants and natural refrigerants such as ammonia and carbon dioxide.
  • the hydrocarbon refrigerant is preferably a hydrocarbon having 1 to 5 carbon atoms, more preferably a hydrocarbon having 2 to 4 carbon atoms.
  • hydrocarbons include methane, ethylene, ethane, propylene, propane (R290), cyclopropane, normal butane, isobutane (R600a), cyclobutane, methylcyclopropane, 2-methylbutane, normal pentane, or these Mixtures of two or more are included.
  • the hydrocarbon refrigerant is preferably a hydrocarbon refrigerant that is gaseous at 25° C. and 1 atm, more preferably propane, normal butane, isobutane, 2-methylbutane or a mixture thereof.
  • the saturated fluorocarbon refrigerant preferably has 1 to 3 carbon atoms, more preferably 1 to 2 carbon atoms.
  • Specific examples of saturated fluorocarbon refrigerants include difluoromethane (R32), trifluoromethane (R23), pentafluoroethane (R125), 1,1,2,2-tetrafluoroethane (R134), 1, 1,1,2-tetrafluoroethane (R134a), 1,1,1-trifluoroethane (R143a), 1,1-difluoroethane (R152a), fluoroethane (R161), 1,1,1,2,3 , 3,3-heptafluoropropane (R227ea), 1,1,1,2,3,3-hexafluoropropane (R236ea), 1,1,1,3,3,3-hexafluoropropane (R236fa), 1,1,1,3,3-pentafluoropropane (R245fa) and 1,
  • the saturated fluorocarbon refrigerant is appropriately selected from the above depending on the application and required performance.
  • the unsaturated fluorohydrocarbon (HFO) refrigerant is preferably unsaturated fluorohydrocarbon having 2 to 3 carbon atoms, more preferably fluoropropene, and still more preferably fluoropropene having 3 to 5 fluorine atoms.
  • the unsaturated fluorohydrocarbon refrigerants are preferably 1,2,3,3,3-pentafluoropropene (HFO-1225ye), 1,3,3,3-tetrafluoropropene (HFO-1234ze), 2, Any of 3,3,3-tetrafluoropropene (HFO-1234yf), 1,2,3,3-tetrafluoropropene (HFO-1234ye), and 3,3,3-trifluoropropene (HFO-1243zf) One or a mixture of two or more.
  • the unsaturated fluorocarbon refrigerant is preferably one or more selected from HFO-1225ye, HFO-1234ze and HFO-1234yf from the viewpoint of physical properties of the refrigerant.
  • the unsaturated fluorohydrocarbon refrigerant may be fluoroethylene, preferably 1,1,2,3-trifluoroethylene.
  • the refrigerating machine oil and the working fluid composition for a refrigerating machine according to the present embodiment can be used for air conditioners, refrigerators, open or closed car air conditioners, dehumidifiers, water heaters, and freezers having reciprocating or rotary hermetic compressors. , refrigerated warehouses, vending machines, showcases, refrigerators in chemical plants, refrigerators having centrifugal compressors, and the like.
  • the refrigerating machine oil and the working fluid composition for a refrigerating machine according to the present embodiment can be used with the above-described refrigerants, but are particularly preferably used with hydrocarbon refrigerants in terms of low-temperature characteristics and compatibility when mixed with refrigerants. .
  • the refrigerating machine oil preferably contains an extreme pressure agent from the viewpoint of further improving wear resistance.
  • Suitable extreme pressure agents include phosphorus-based extreme pressure agents.
  • Phosphorus-based extreme pressure agents include, for example, phosphates, acidic phosphates, amine salts of acidic phosphates, chlorinated phosphates, phosphites, and phosphorothionates.
  • the phosphate ester is preferably triphenyl phosphate (TPP) or tricresyl phosphate (TCP).
  • the content of the phosphorus-based extreme pressure agent may be, for example, 0.2% by mass or more, preferably 0.5 to 5% by mass, more preferably 1 to 4% by mass, and particularly preferably It is 1.5 to 3% by mass.
  • a lubricating base oil having an aniline point of 70° C. or higher is used, the effect of the extreme pressure agent tends to be better.
  • the lubricating base oil containing the polyether represented by formula (1) is used as a medium for cooling, it is preferably a lubricating base oil composition that does not substantially contain water.
  • a lubricating base oil composition containing a polyether represented by formula (1) has excellent insulating and heat resistance properties and improved heat transfer properties. In particular, since it has excellent insulating properties, even if the coolant composition leaks due to an accident or the like, secondary disasters such as short circuits can be suppressed. In addition, since the lubricating base oil composition containing the polyether of the present application has excellent heat resistance, even if it is heated in a cooling system, the insulating properties hardly deteriorate. Furthermore, the lubricating base oil composition containing the polyether of the present application has excellent heat transfer properties, and thus has high cooling performance. Therefore, it can be preferably used in electric devices, hybrid vehicles, electric vehicles, and other vehicles equipped with driving motors.
  • An example of cooling means for electronic equipment is a method of at least partially (partially or completely) immersing the electronic equipment in a coolant composition.
  • a power card can be placed in physical contact with a cooling medium for cooling.
  • the cooling liquid composition is required to have a very high insulating property because the electronic device and the cooling liquid composition are in direct contact with each other.
  • the lubricating base oil composition containing the polyether of the present application has very excellent insulating properties, is non-toxic, and hardly corrodes, so it can be preferably used in a cooling system having such a cooling structure. can.
  • the lubricating base oil containing the polyether represented by formula (1) is used as a medium for cooling, in addition to the above components, an antioxidant, a rust inhibitor, a friction modifier, an anticorrosive, Optional ingredients such as viscosity index improvers, pour point depressants, dispersants/surfactants, antiwear agents, or solid lubricants may also be included.
  • the content of the optional component in the lubricating base oil is, for example, 0.1 to 20% by mass, preferably 10% by mass or less, preferably 5% by mass or less, preferably 1% by mass or less. is.
  • ⁇ Method for measuring properties of lubricating oil composition (1) Kinematic viscosity (40°C, 100°C) It was measured using a glass capillary viscometer at each temperature in accordance with JIS K2283 and JIS Z8803. (2) Flash point In the examples, it was measured according to JIS K2265-4 (Cleveland open type). (3) Boiling point Here, "boiling point” refers to normal boiling point (boiling point under 1 atm), and the boiling point was measured according to JIS K2254. (4) Viscosity index Viscosity index was determined by a method conforming to JIS K2283 (5) Density Density was determined by a method conforming to JIS K2249
  • the temperature was gradually raised to 50° C., and after foaming subsided, the temperature was further raised to 60 to 70° C., and the reaction was carried out at the same temperature for 3 hours.
  • the reaction solution was poured into ice water at room temperature to stop the reaction, then the organic layer was separated, the aqueous layer was extracted with cyclopentylmethyl ether, the organic layers were combined, and mixed with 1N-hydrochloric acid, saturated sodium hydrogencarbonate aqueous solution and saturated saline. and dried over anhydrous sodium sulfate.
  • the temperature was gradually raised to 50° C., and after foaming subsided, the temperature was further raised to 60 to 70° C., and the reaction was carried out at the same temperature for 3 hours.
  • the reaction solution was poured into ice water at room temperature to stop the reaction, then the organic layer was separated, the aqueous layer was extracted with cyclopentylmethyl ether, the organic layers were combined, and mixed with 1N-hydrochloric acid, saturated sodium hydrogencarbonate aqueous solution and saturated saline. and dried over anhydrous sodium sulfate.
  • Table 1 shows 2,2,4-trimethyl-1,3-pentanediol diisobutyrate (Ex-1), an existing substance that is a polyvalent ester as a high flash point substance, as Comparative Example 1.
  • 2,2,4-trimethyl-1,3-pentanediol diisobutyrate has a flash point exceeding 100° C., it is not suitable as a lubricating base oil with high kinematic viscosity and low viscosity.
  • Examples 7-9 viscosity index
  • the kinematic viscosities of Compound 1-1001, Compound 1-2001, and Compound 1-3001 were measured, and the viscosity index was calculated therefrom and shown in Table 2.
  • the viscosity index was obtained by a method conforming to JIS K2283.
  • Each calculation method is as follows. Method A is a calculation method when the viscosity index is less than 100, and Method B is a calculation method when the viscosity index is 100 or more.
  • Vl Viscosity index
  • U Measured kinematic viscosity (40°C)
  • H Measured from JIS K2283:2000.
  • N (logH-logU)/logY Y: Measured value of kinematic viscosity (100°C), H, L: Quoted from values described in JIS K2283:2000.
  • composition examples of Lubricant Base Oils Containing Compound (1) Composition Examples 1 to 23
  • the invention is further illustrated by compositional examples containing compound (1).
  • the invention is not limited by the composition examples, as the composition examples are typical examples.
  • the present invention includes mixtures of the composition of Composition Example 1 and the composition of Composition Example 2, in addition to the compositions of Composition Examples.
  • the invention also includes mixtures prepared by mixing at least two of the compositions of the Composition Examples.
  • DS164, DS166, and DS168 used in composition examples are commercially available PAO-based synthetic base oils (manufactured by Ineos, UK).
  • the ratio (percentage) of each component is the weight percentage (% by weight) based on the weight of each component without additives.
  • the composition table summarizes the kinematic viscosity (measured at 40°C and 100°C) together with the weight of each component. The physical properties were measured according to the methods described above, and Table 4 shows the measured values as they are (without extra
  • the compound of the present invention has a low viscosity, it has a high flash point and excellent viscosity-temperature characteristics and low-temperature fluidity.

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57198736A (en) * 1981-06-01 1982-12-06 Hayashi Kasei Kk Magnesium silicate powder having treated surface for filler in synthetic resin
JPH08311470A (ja) * 1995-05-16 1996-11-26 Kao Corp 合成潤滑油
WO2006025253A1 (ja) * 2004-08-30 2006-03-09 Idemitsu Kosan Co., Ltd. 流体軸受用潤滑油組成物
JP2006064151A (ja) * 2004-08-30 2006-03-09 Matsushita Electric Ind Co Ltd 流体軸受装置、ならびにそれを用いたスピンドルモータ及び磁気ディスク装置
JP2013523978A (ja) * 2010-04-06 2013-06-17 ケムチュア コーポレイション 冷凍油及び二酸化炭素冷媒組成物

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* Cited by examiner, † Cited by third party
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JPS57198736A (en) * 1981-06-01 1982-12-06 Hayashi Kasei Kk Magnesium silicate powder having treated surface for filler in synthetic resin
JPH08311470A (ja) * 1995-05-16 1996-11-26 Kao Corp 合成潤滑油
WO2006025253A1 (ja) * 2004-08-30 2006-03-09 Idemitsu Kosan Co., Ltd. 流体軸受用潤滑油組成物
JP2006064151A (ja) * 2004-08-30 2006-03-09 Matsushita Electric Ind Co Ltd 流体軸受装置、ならびにそれを用いたスピンドルモータ及び磁気ディスク装置
JP2013523978A (ja) * 2010-04-06 2013-06-17 ケムチュア コーポレイション 冷凍油及び二酸化炭素冷媒組成物

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