WO2006059687A1 - Lubrifiant pour roulements - Google Patents

Lubrifiant pour roulements Download PDF

Info

Publication number
WO2006059687A1
WO2006059687A1 PCT/JP2005/022099 JP2005022099W WO2006059687A1 WO 2006059687 A1 WO2006059687 A1 WO 2006059687A1 JP 2005022099 W JP2005022099 W JP 2005022099W WO 2006059687 A1 WO2006059687 A1 WO 2006059687A1
Authority
WO
WIPO (PCT)
Prior art keywords
lubricating oil
oil
different
same
compound
Prior art date
Application number
PCT/JP2005/022099
Other languages
English (en)
Japanese (ja)
Inventor
Satoshi Hiyoshi
Satoshi Moriyama
Iwao Hotta
Toshio Yamauchi
Original Assignee
Kyowa Hakko Chemical Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kyowa Hakko Chemical Co., Ltd. filed Critical Kyowa Hakko Chemical Co., Ltd.
Priority to JP2006548006A priority Critical patent/JPWO2006059687A1/ja
Publication of WO2006059687A1 publication Critical patent/WO2006059687A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32—Esters
    • C10M105/36—Esters of polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
    • C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/02—Bearings

Definitions

  • the present invention relates to a bearing lubricating oil containing a dibasic acid diester.
  • dibasic acid diester type is widely used as bearing lubricant, and for example, 2-ethylhexyl ester (DOS) of sebacic acid (see, for example, Patent Document 1) is disclosed.
  • DOS 2-ethylhexyl ester
  • a polyol ester type lubricating oil for bearings is also used.
  • dioctyl ester of 2,4-jetyl-1,5-pentanediol for example, JP-A-2003-321691 is disclosed. ing.
  • the lubricating oil in which the above-mentioned misaligned ester is a base oil also has satisfactory performance as a lubricating oil for bearings that does not sufficiently satisfy properties such as low viscosity and heat resistance. There was no.
  • a lubricant containing a 2,4-dialkyldaltaric acid diester is disclosed.
  • An example of use as a lubricant for a force bearing is not specifically disclosed (for example, see Patent Document 2).
  • Patent Document 1 Japanese Patent Laid-Open No. 2002-097482
  • Patent Document 2 International Publication No. 03Z33451
  • An object of the present invention is to provide a lubricating oil for a bearing having a low viscosity over a wide temperature range and excellent in low-temperature fluidity and heat resistance.
  • the present invention provides the following (1) to (3).
  • a bearing lubricating oil comprising a dibasic acid diester represented by the formula:
  • R 4 are the same or different and linear alkyl having 6 to 10 carbon atoms
  • R 2 and R 3 are the same or different and are methyl or ethyl
  • n is 1 or 2.
  • dibasic acid diester represented by the general formula (I) may be expressed as a compound (I).
  • the present invention provides a lubricating oil for bearings that has a low viscosity over a wide temperature range and is excellent in low-temperature fluidity and heat resistance.
  • examples of lower alkyl include linear or branched alkyl having 1 to 8 carbon atoms, and more specifically, methyl, ethyl, Propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, iso Examples include pentinole, neopentyl, tert pentyl, hexyl, heptyl, octinole, isooctyl, 2-ethylhexyl and the like. In R 2 and R 3 , methyl or ethyl is preferred, and ethyl is more preferred.
  • straight chain alkyl examples include straight chain alkyls having 2 to 40 carbon atoms, and more specific examples include ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, Nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl (stearyl), nonadecyl, eicosyl, docosyl, triacontyl, tetracontyl, etc. More preferred are heptyl, octyl, and nor.
  • the compound (I) comprises a corresponding dibasic acid and 1 to 10 equivalents, preferably 1 to 2 equivalents of an aliphatic alcohol, optionally in the presence of an azeotropic agent and a catalyst. It can be obtained by reacting at 180 ° C.
  • the azeotropic agent include toluene, benzene and the like, and these are usually used in an amount of 0.5 to LOO equivalent to the corresponding dibasic acid.
  • the catalyst include a condensing agent such as p-toluenesulfonic acid, an organic titanium compound or carpositimide, and these are usually 0.001 to 5 equivalents to the corresponding dibasic acid. Used.
  • the corresponding dibasic acid is, for example, in accordance with a known method (for example, “Oka Chemical, 19 ⁇ , No. 12, page 1087 (1970)”, JP-A-6-72948, etc.)
  • the corresponding diol can be produced by treatment in the presence of 1 to 5 equivalents of a base such as sodium hydroxide or potassium hydroxide, preferably at 200 to 320 ° C.
  • a reaction solvent such as an ether solvent such as dibenzyl ether or a hydrocarbon solvent such as liquid paraffin (carbon number 10 to 16) may be used.
  • the corresponding diol can be produced according to a known method (WO97Z19904 or the like).
  • the bearing lubricating oil of the present invention preferably contains 10% by weight or more of compound (I), more preferably 25% by weight or more based on the total weight. It is more preferable to contain 50% by weight or more.
  • the bearing lubricating oil of the present invention may contain ester oil, polyocorephin, mineral, if necessary.
  • Other base oils such as physical oils and silicone oils may be contained.
  • ester oils include fatty acid monoesters, adipic acid diesters, pimelic acid diesters, suberic acid diesters, azelaic acid diesters, sebacic acid diesters, phthalic acid diesters, and polyol polyesters.
  • poly (X-olefin) examples include low molecular weight polybutene, low molecular weight polypropylene, and a-olefin oligomer having 8 to 14 carbon atoms.
  • mineral oil examples include paraffin-based crude oil, intermediate-based crude oil, and naphthene-based crude oil.
  • the amount of other base oils such as ester oil, poly- ⁇ -olefin, mineral oil, silicone oil and the like is not particularly limited, but is preferably 90% by weight or less based on Compound (I). Is more preferably 50% by weight or less.
  • the bearing lubricating oil of the present invention includes a cleaning dispersant, an antioxidant, an extreme pressure agent, a friction modifier, an oily agent, an antifungal agent, a gas phase antifungal agent, and a pour point depressing agent as necessary. It can be obtained by adding additives such as agents, thickeners, preservatives, antifoaming agents, demulsifiers, extreme pressure additives, dyes and fragrances. The addition amount of these additives is not particularly limited, but is preferably 0.001 to 5% by weight in the bearing lubricating oil of the present invention.
  • the bearing lubricating oil of the present invention exhibits low viscosity over a wide temperature range, is excellent in lubricity, low-temperature fluidity, heat resistance, and has a long life.
  • the bearing lubricating oil of the present invention includes, for example, engine oil, automatic transmission oil, continuously variable transmission oil, gear oil, power steering oil, shock absorber oil, turbine oil, hydraulic oil, refrigerating machine oil, rolling oil, bearing oil. It can also be used as grease, lubricating oil for metal processing, and the like.
  • Engine oil means four-cycle gasoline engines for automobiles, motorcycles, trains, ships, submarines, etc., two-cycle gasoline engines, sliding parts of piston rings and cylinders of diesel engines, connecting rods and crankshaft bearings, cams It is a lubricating oil used for lubrication of valve system parts of valve lifters.
  • the automatic transmission oil is a lubricating oil that is used for power transmission, wear adjustment, and lubrication of various gears, which are a hydraulic transmission that controls a fluid transmission, a gear device, a wet clutch, and a hydraulic mechanism.
  • the continuously variable transmission oil is a lubricating oil used for a continuously variable transmission.
  • continuously variable transmissions There are two types of continuously variable transmissions: belt drive type and traction drive type, which are used as transmissions for automobiles, machine tools, industrial machines, etc.
  • a belt-driven continuously variable transmission consists of two pulleys on the engine side and drive wheel side, and a belt hung between them.
  • Lubricating oil is used for lubrication and hydraulic operation of the belt, clutch plate, and hydraulic system.
  • Traction drive type continuously variable transmissions are designed to transmit torque between rolling elements via an oil film, and lubricating oil is used to transmit torque, prevent burning of the rolling elements, and wear.
  • the power steering oil is a lubricating oil used in the power steering device for the purpose of reducing the force applied to the steering wheel.
  • Shock absorber oil is lubricating oil used for shock absorbers in suspension devices for the purpose of providing maneuverability, stability and ride comfort.
  • Turbine oil is lubricating oil used to lubricate turbine bearings and reduction gears, and is used in steam turbines, gas turbines, nuclear turbines, etc. for generators, ships and aircraft.
  • Hydraulic oil is lubricating oil used to lubricate sliding parts of hydraulic equipment and devices, such as construction machinery, machine tools, metal and plastic processing machines, vehicles, ships, aircraft, etc. Used for hydraulic equipment and devices.
  • Refrigerating machine oil is a lubricating oil that is used in the presence of coexistence with refrigerants in a compressor of a refrigerator, and is used in refrigerators for air conditioning, refrigerators, freezing and refrigeration for food processing and distribution, industrial use, etc.
  • the rolling oil is a lubricating oil used for the purpose of imparting lubricity to an excessively-rubbed portion between the material and the roll when rolling a metal material such as steel or an aluminum alloy.
  • Grease is a semi-solid or solid dispersion of an increasing agent in lubricating oil.
  • wheel bearings constant velocity ball joints, universal joints, propeller shaft center supports, clutch release bearings,
  • water pump bearings steering and accelerator linkage mechanisms, electrical equipment bearings, propeller shaft splines, instrument wire cables, wind regulators, body parts such as door mirrors, brake parts, etc.
  • body parts such as door mirrors, brake parts, etc.
  • the metal processing lubricant is a lubricant used for lubrication and cooling by the mechanical force of the metal.
  • a lubricant used for lubrication and cooling by the mechanical force of the metal.
  • There are various types such as a cutting fluid, a rolling fluid, a pressing lubricant, and a drawing fluid.
  • the application of the bearing oil or grease using the bearing lubricant of the present invention is not particularly limited, but an electronic device having a drive motor, such as a hard disk, a convection fan, a mobile phone, a laser printer, a digital Copiers, laser platemakers, measuring instruments, barcode readers, and other devices that require rotating devices such as magnetic disks, optical disks, flexible disks, mini disks, compact disks, laser disks, DVDs, Blu-ray discs, digital Playing, recording, recording, recording device for video, video tape, etc., household appliances having a drive motor, for example, refrigerator, microwave oven, vacuum cleaner, washing machine, dryer, electric fan, air conditioner, shaver, etc.
  • a drive motor for example, refrigerator, microwave oven, vacuum cleaner, washing machine, dryer, electric fan, air conditioner, shaver, etc.
  • Precision machinery such as watches, cameras, turbine generators, compressors, Roaming machines, robots, radars, artificial satellites, space stations, etc.
  • Toys with motors for driving such as remote controllers, radio-controlled devices, etc.
  • transportation equipment such as (electric) cars, trains, ships, submarines, airplanes, rockets, etc.
  • Medical equipment with motors for use such as pumps for artificial hearts, pumps for artificial dialysis, handpieces, medical beds, nursing beds, electric wheelchairs, massage chairs, etc. Can do.
  • Kinematic viscosity Using a Canon-Fenske viscometer, it was measured under the temperature conditions of 40 ° C and 100 ° C according to the method defined in (JIS K2283). The kinematic viscosity at 0 ° C was calculated using the viscosity index.
  • the pour point was measured by the method defined in (JIS K2269).
  • 2,4-Jetyldartaric acid 583 2,4-Jetyldartaric acid 583.
  • lg manufactured by Kyowa Hakko Chemical
  • heptanol 650.7 g manufactured by Wako Pure Chemical Industries
  • octanol 247.4 g manufactured by Wako Pure Chemical Industries
  • 2,4-Jetyldartalic acid 550.3g (manufactured by Kyowa Hakko Chemical), octanol 456.9g (manufactured by Wako Pure Chemical Industries), and nonanol 506.lg (manufactured by Wako Pure Chemical Industries) were charged into the reaction flask and stirred well.
  • Toluenesulfonic acid monohydrate 5.6 g (manufactured by Kyowa Hakko Chemical) was added and refluxed for 4 hours.
  • Compound 2 (dioctyl ester) has a low viscosity and excellent heat resistance as compared with compound 6 [di (2-ethylhexyl) ester].
  • Compound 3 (dinol ester) Compared with compound 7 [di (3,5,5-trimethylhexyl) ester], it has low viscosity and excellent heat resistance. Therefore, the composites obtained in Examples 1 to 5 are suitable for bearing lubricating oil applications.
  • the present invention provides a lubricating oil for bearings that has a low viscosity over a wide temperature range and is excellent in low-temperature fluidity and heat resistance.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L’invention décrit un lubrifiant pour roulements caractérisé en ce qu’il contient un diester d’acide dibasique représenté par la formule générale (I) ci-dessous (dans laquelle R2 et R3 peuvent être identiques ou différents et représentent respectivement un alkyle inférieur ; R1 et R4 peuvent être identiques ou différents et représentent respectivement un alkyle linéaire ; et n représente un entier de 1 à 3). Dans la formule générale (I) ci-dessus, il est préférable que R1 et R4 puissent être identiques ou différents et représentent un alkyle linéaire ayant de 6 à 10 atomes de carbone, R2 et R3 soient identiques ou différents et représentent respectivement un groupe méthyle ou éthyle, et que n soit égal à 1 ou 2. Le lubrifiant pour roulements a une viscosité faible sur une large plage de température et il présente une fluidité à basse température, une résistance à la chaleur et des propriétés analogues excellentes.
PCT/JP2005/022099 2004-12-01 2005-12-01 Lubrifiant pour roulements WO2006059687A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2006548006A JPWO2006059687A1 (ja) 2004-12-01 2005-12-01 軸受用潤滑油

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2004348803 2004-12-01
JP2004-348803 2004-12-01

Publications (1)

Publication Number Publication Date
WO2006059687A1 true WO2006059687A1 (fr) 2006-06-08

Family

ID=36565120

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2005/022099 WO2006059687A1 (fr) 2004-12-01 2005-12-01 Lubrifiant pour roulements

Country Status (2)

Country Link
JP (1) JPWO2006059687A1 (fr)
WO (1) WO2006059687A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008133233A1 (fr) * 2007-04-23 2008-11-06 Idemitsu Kosan Co., Ltd. Fluide hydraulique et système hydraulique
CN105579431A (zh) * 2013-09-20 2016-05-11 株式会社Moresco 含有醚的单酯化合物及其利用

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52133916A (en) * 1976-04-30 1977-11-09 Zenkoku Sekiyu Kougiyou Kiyoud Dicarboxylate and method of its method of manufacturing
JP2001115180A (ja) * 1999-10-21 2001-04-24 Koyo Seiko Co Ltd 動圧軸受用導電性潤滑剤
JP2002348586A (ja) * 2001-05-23 2002-12-04 Citizen Watch Co Ltd 潤滑油組成物およびそれを用いた精密部品および軸受け
WO2003033451A1 (fr) * 2001-10-10 2003-04-24 Kyowa Yuka Co., Ltd. Diester d'acide dibasique

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS52133916A (en) * 1976-04-30 1977-11-09 Zenkoku Sekiyu Kougiyou Kiyoud Dicarboxylate and method of its method of manufacturing
JP2001115180A (ja) * 1999-10-21 2001-04-24 Koyo Seiko Co Ltd 動圧軸受用導電性潤滑剤
JP2002348586A (ja) * 2001-05-23 2002-12-04 Citizen Watch Co Ltd 潤滑油組成物およびそれを用いた精密部品および軸受け
WO2003033451A1 (fr) * 2001-10-10 2003-04-24 Kyowa Yuka Co., Ltd. Diester d'acide dibasique

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008133233A1 (fr) * 2007-04-23 2008-11-06 Idemitsu Kosan Co., Ltd. Fluide hydraulique et système hydraulique
US8299004B2 (en) 2007-04-23 2012-10-30 Idemitsu Kosan Co., Ltd. Hydraulic fluid and hydraulic system
CN105579431A (zh) * 2013-09-20 2016-05-11 株式会社Moresco 含有醚的单酯化合物及其利用
CN105579431B (zh) * 2013-09-20 2018-05-04 株式会社Moresco 含有醚的单酯化合物及其利用
US10077229B2 (en) 2013-09-20 2018-09-18 Moresco Corporation Ether-containing monoester compound and use thereof

Also Published As

Publication number Publication date
JPWO2006059687A1 (ja) 2008-06-05

Similar Documents

Publication Publication Date Title
KR101581070B1 (ko) 냉동 시스템용 폴리올 에스테르 윤활제의 제조
AU2011237762B2 (en) Refrigeration oil and compositions with carbon dioxide refrigerant
EP0577374B1 (fr) Composition de graisse pour palier au roulement à grande vitesse
JP6186056B2 (ja) 含エーテルモノエステル化合物およびその利用
US20100181523A1 (en) Carbon dioxide-based working fluids for refrigeration and air conditioning systems
JP6113844B2 (ja) 複合ポリエステル組成物、潤滑剤組成物、潤滑剤及び複合ポリエステル組成物の製造方法
US8685271B2 (en) Refrigeration oil and compositions with hydrocarbon refrigerants
CN102712862A (zh) 用于制冷系统的润滑剂
WO2007001445A2 (fr) Composition d'additifs lubrifiants polyvalents
CN104093822A (zh) 含有烃制冷剂的制冷油和组合物
WO2015016260A1 (fr) Procédé de production pour composition de polyester composite, composition de polyester composite, composition lubrifiante, et lubrifiant
JPS62153393A (ja) トラクシヨン流体
WO2006059687A1 (fr) Lubrifiant pour roulements
JP6472024B2 (ja) 潤滑性基油及び液晶性グリース化合物を含む潤滑剤組成物、並びに機械装置
JP2011225661A (ja) 耐摩耗性に優れる潤滑油組成物
JP2001003070A (ja) グリース組成物
JP5149010B2 (ja) 潤滑油、並びに、脂環式化合物及びその製造法
EP4263769A1 (fr) Fluide de transmission
JP2009007440A (ja) 油類用添加剤およびこれを含有する潤滑油
JPH0245595A (ja) 合成潤滑油
JP5487975B2 (ja) 潤滑油剤
JP2021147558A (ja) 混合液晶潤滑剤
WO2006112082A1 (fr) Composition lubrifiante

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KM KN KP KR KZ LC LK LR LS LT LU LV LY MA MD MG MK MN MW MX MZ NA NG NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SM SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GM KE LS MW MZ NA SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LT LU LV MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 2006548006

Country of ref document: JP

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 05811658

Country of ref document: EP

Kind code of ref document: A1

WWW Wipo information: withdrawn in national office

Ref document number: 5811658

Country of ref document: EP