WO1989001021A1 - Fluide de traction - Google Patents

Fluide de traction Download PDF

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Publication number
WO1989001021A1
WO1989001021A1 PCT/JP1987/000565 JP8700565W WO8901021A1 WO 1989001021 A1 WO1989001021 A1 WO 1989001021A1 JP 8700565 W JP8700565 W JP 8700565W WO 8901021 A1 WO8901021 A1 WO 8901021A1
Authority
WO
WIPO (PCT)
Prior art keywords
acid
carbon atoms
traction
component
coefficient
Prior art date
Application number
PCT/JP1987/000565
Other languages
English (en)
Japanese (ja)
Inventor
Narihiko Yoshimura
Hirotaka Tomizawa
Yasuji Komatsu
Original Assignee
Toa Nenryo Kogyo Kabushiki Kaisha
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
Priority to JP61019227A priority Critical patent/JPS62177099A/ja
Application filed by Toa Nenryo Kogyo Kabushiki Kaisha filed Critical Toa Nenryo Kogyo Kabushiki Kaisha
Priority to DE8787904959T priority patent/DE3784732D1/de
Priority to EP87904959A priority patent/EP0328642B1/fr
Priority to PCT/JP1987/000565 priority patent/WO1989001021A1/fr
Publication of WO1989001021A1 publication Critical patent/WO1989001021A1/fr
Priority to US08/013,113 priority patent/US5259978A/en

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    • C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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Definitions

  • the present invention relates to a flux for traction and, more particularly, to a diester having two cyclohexyl rings. It relates to a fluid for traction, which is obtained by blending the derivative with a branched polyphenylene refine as an oil. is there .
  • Back-end technology 'A drive train that transmits power to a driven part by a tractive drive mechanism in an automobile or an industrial machine.
  • Live power transmission systems have received attention, and research and development has been actively pursued in recent years.
  • the friction drive mechanism is a power transmission mechanism that uses rolling friction, etc., which reduces vibration and noise because it does not use gears as in the past. High-speed rotation can be performed very smoothly.
  • improving fuel efficiency of automobiles has become an important issue.However, if a transmission is applied to the transmission of an automobile and a continuously variable transmission is used, Since the engine can always be operated in the engine's highest fuel consumption range, the fuel consumption can be reduced by more than 20% compared to the conventional transmission system.
  • the friction coefficient is the traction force generated by slipping of the contact portions of the rotating bodies that come into contact with each other in the rolling friction / power transmission device. It is defined as the ratio to the normal load 3 ⁇ 4.
  • the flux for fractionation must be a lubricating oil with an attraction coefficient, and its molecular structure has a naphthene ring. It has been confirmed that it exhibits high performance, and Monsanto's Santrac® j is widely known as a commercial product.
  • Naphthenic rings Japanese Patent Publication No. 7-35763-II discloses di- (cyclohexyl), al-cyclone or dicyclohexyl as a flux for a fraction having a The patent discloses that the alkane compound contains a perhydrogenated (alpha-methyl) styrene polymer or hydridene. It is stated that the fraction containing a compound such as an iron compound has a high level of the friction coefficient.
  • a branched polyolefin fin is specified for a diester or a derivative thereof in which a cyclohexyl ring is linked via a chain hydrocarbon. It has been confirmed that the combination provides a base oil flow with higher performance economically, and the present invention has been completed.
  • the present invention has the general formula
  • R 1 is a heterocyclic or heterocyclic hydrogen atom and carbon number 1 to 10. 8 selected from alkyl groups
  • R 2 is an atom or a group selected from the group consisting of a hydrogen atom and an alkyl group having 1 to 3 carbon atoms.
  • a second object of the present invention is to provide a high-performance flux for a fraction having a high fraction coefficient.
  • a second object of the present invention is to provide a flux for traction which is economical, easily available, and can be easily applied to the package K.
  • the flux for fractionation according to the present invention comprises a two-component base oil, a diester or its derivative as an A component, and a branch as a B component. It is a mixture of specific and specific polyphenylene olefins.
  • the A component of the present invention is a diester having two cyclohexyl rings or a diastereomer thereof, and has the structural formula described above. .
  • a ′ in the ester bond is 1 C00— or —00C, and the number n of carbon atoms in the chain hydrocarbon skeleton is 1 to 10, and 1 to 4 is particularly preferable.
  • n 0, the fraction coefficient is low, and when n is 11 or more, the viscosity / $ increases, which is not preferable.
  • This ester or derivative thereof is produced by the following method and has a viscosity of 5 to 50 es at 40 ° C, particularly preferably 7 to 30 est, and 1 to 100 at 100 ° C. It has a viscosity of 10 est, particularly preferably 26 est.
  • Examples of the Leno invitation include an amino compound and a cellulose compound.
  • Component A can be produced by any of the following methods.
  • the second method is a method based on an esterification reaction between a divalent alcohol compound and a cyclohexanone carbonate compound.
  • the divalent alcohol compound one having a main chain carbon number of 1 to 10 is selected, and particularly a divalent alcohol compound having 1 to 4 carbon atoms. Is preferred. More specifically, ethylene glycol, 1-3-prong, 1-3-butane, and 1-4-butane And so on.
  • Cyclohexanic soleponic acid which is a compound that has an alkyl group of 1 to 3 carbon atoms in addition to cyclohexan carboxylic acid.
  • an acid excess condition That is, the acid is reacted with 2 to 5 moles (particularly preferably 2.5 to 4 moles) of the acid per 1 mole of the divalent alcohol compound.
  • the reaction temperature is 150-250 ° C, preferably 170-230.
  • the reaction time is 10
  • the pressure of the reaction may be pressurized or depressurized, but normal pressure is preferred in terms of the reaction operation. Under these conditions, excess acid acts as a catalyst. Also An appropriate amount of alkylbenzen such as xylene or toluene can be added as a medium.
  • the reaction and temperature can be easily controlled by the addition of the solvent. As the reaction proceeds, the generated water evaporates. When the water becomes twice as much as the alcohol, the reaction is terminated. Excess acid is neutralized with an aqueous solution of alkali and removed by washing with water. When using an acid that is difficult to remove by alkaline washing, use a catalyst with a 2- to 2.5-fold molar amount of the acid.
  • phosphoric acid paraluenesulfonic acid, sulfuric acid, etc.
  • sulfuric acid etc.
  • the diester compound of the present invention can be obtained by finally distilling the reaction product under reduced pressure to distill water and a solvent.
  • the second method for producing the component A of the present invention is an ester of cyclohexanol compound and a dicarpone with a main chain having 3 to 12 carbon atoms. It is a method based on Cyclohexanol compounds include, in addition to cyclohexanol, an alkyl group having 1 to ⁇ carbon atoms, such as methyl cyxanol. Hexanol, tertiary cyclohexanol, and the like. Particularly preferred is cyclohexanol. As di-disulfonic acid, those having a main chain of 3 to 12 carbon atoms are preferred, preferably those having a main chain of 3 to 6 carbon atoms. is there .
  • the esterification reaction is carried out at a molar ratio of alcohol to acid of 2: 1.
  • alcohol excess is preferred since the former may produce by-products of monohydric sulfonic acid.
  • a 2.5- to 5-fold molar reaction of the dinorponic acid with the byeonole compound is carried out with respect to the cycloalkyl.
  • the reaction temperature is 150-250, preferably 170-230.
  • the reaction time is 10 to 40 hours, preferably 15 to 25 hours.
  • the reaction pressure is pressurized. Decreased): C may be used, but normal pressure is preferred in terms of the reaction operation.
  • Alkylbenzenes such as xylene and toluene are preferred solvents.
  • As a catalyst use phosphoric acid, paratoluenesulfonic acid, sulfuric acid or the like. It is most preferred to use phosphoric acid to increase the reaction rate and increase the ester yield.
  • the esterification product of the present invention can be obtained by finally distilling the reaction product under reduced pressure to distill water, a solvent, and alcohol of the stabbing.
  • Polyphenylene olefin as a component has a quaternary carbon atom or a tertiary carbon atom in the main chain, and therefore has 3 to 5 carbon atoms.
  • Alpha 1-year-old polymer and its hydrogenated product For example, polypropyrene, polybutene, polyisobutylene, polypentene and their hydrogenated products, but particularly preferred. What is polybutene, polyisobutylene and its hydrogenated products.
  • Polyisobutylene can be represented by the following structural formula. ⁇ CH 3 CH 3 CH 3
  • n 6 to 200 in the degree of polymerization.
  • Polybutene and polyisobutylene may be commercially available products, or they can be produced by known polymerization methods.
  • the hydrogenated product is produced by reacting polyisobutylene or the like with the presence of hydrogen.
  • Particularly preferred polyolefin fins have a molecular weight in the range of 500 to "! 000, more preferably a molecular weight in the range of 900 to 5,000.
  • the molecular weight can be adjusted by adjusting the molecular weight of the polymer: the decomposition of a polyolefin resin, the molecular weight of a polyolefin resin with a different molecular weight can be adjusted. It is advisable to rely on mixing, etc.
  • 0CP alpha one-year-old refin copolymer
  • B component of the present invention because 0CP is obtained by combining two or more alpha-one-year-old fins.
  • the A component for example, the succinic acid and the jelly of the hex u-hexanol have a traction coefficient of 0.102 to 0.106.
  • the B component for example, ⁇ polybutene, has a traction coefficient of 0.075-0.0 ⁇ 5.
  • the ⁇ component of the present invention has a high traction coefficient, even if the ⁇ component alone is applied to the traction-hiding, the performance can be exhibited. Wear .
  • the A component be combined with the B component's one-year-old polyolefin ref. 0.1 to 95: m%, especially 10 to 70 weight%. It can be used as a preferred fractional flow for the field.
  • the gem-alkyl group of the B component is synergistic with the syl ring at the mouth of the A component. Effect (effect of improving the fraction coefficient).
  • the B component is inexpensive and has excellent viscosity properties, the blend coefficient of 0.1 to 95% by weight with respect to the A component will lower the friction coefficient. We can proudly obtain a flux for traxation.
  • additives can be added to the fluid for fractionation according to the present invention according to the intended use. That is, if the traction device is subject to high temperatures and heavy loads, one or more of an antioxidant, an antiwear agent, or an antioxidant may be used. Of these additives can be incorporated in an amount of about 0.01 to 5 times 1%. If a high viscosity index is required around the circumference, a known viscosity The viscosity index improver may be combined with ⁇ - ⁇ ⁇ heavy a%. However, the use of a polymethacrylate (ie, the addition of a 4-year-old copolymer) lowers the traction 3 coefficient, so that the content of these additives is 4% by weight or less. It is hoped that
  • the fluid for torque is a device for transmitting a rotating torque by point contact or line contact, and a device for transmitting the rotating torque.
  • the flux for flux according to the present invention has a higher (flux3 coefficient) than conventionally known fluids, and depends on properties such as viscosity. However, there is a C that increases the cushion coefficient by 5 to 5% higher than that of the conventional product.Therefore, there is a 'C. Therefore, the flux for the fraction of the present invention is used.
  • Re-K is a relatively low-power transmission device, such as internal combustion engines for small passenger cars, spinning machines and food production machines, as well as high-power industrial machines. It can also be applied favorably to wraparound wrapping.
  • the flux for fractionation according to the present invention has a much higher fractional coefficient than known fluxes.
  • the reason for expressing the high fractional coefficient for that reason is that [[, which has not yet been completely elucidated, basically means that the fraction for the fractionation of the present invention is used. It is thought to be based on the unique molecular structure of the rule.
  • the component A of the fractional fluid of the present invention has a diester 'C * having two cyclohexyl rings in the compound. Intermolecular dipole force due to steeple linkage Will work. It is considered that this dipole interrogation increases the shearing force by changing the fluid to a stable glass state under the high load conditions of the traxyn device.
  • the B component of the fraction for traction according to the present invention has a gem-dialkyl type.
  • the quaternary carbon is fr. Therefore, when the load of the flux ⁇ -instrument is high, it is possible that there is a hexacyclic ring of the A component and the geoi-dialkyl moiety of the quaternary carbon of the B component. Like the -I-a, it is thought that when it is released from the load, it will quickly release and become fluidized.
  • Jester A ⁇ of the present invention was synthesized by the following method. First, 250 mL of ethanol and 104 g of malonic acid (0.4 mol per 1 mol of cyclohexanol) were introduced into the reaction vessel into the reaction vessel.
  • Measuring device Soda type 4 Roller fluxion tester Test conditions: Oil temperature 2, Roller temperature 30
  • 0 CP is an aged refine copolymer, specifically, a polymer of ethylene and propylene (average molecular weight of 150,000 to 300,000).
  • PMA is a polymer acrylate, and is generally a polymer with an average molecular weight of about 50,000 to 300,000.
  • the present invention is directed to a polyolefin having a branch to an A component such as a diester having two silyl rings and a chain hydrocarbon as a skeleton. It is a fluid for fractionation that has a specific combination of the ⁇ component of the tin and has not only a very high fractional coefficient but also a low cost or viscosity characteristic. It is excellent.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)

Abstract

Fluide de traction préparé en formant un composé diester représenté par la formule générale (I) à partir de 0,1 à 95 % en poids d'une poly-alpha-oléfine ramifiée. Dans la formule, A' représente une liaison ester de -COO- ou -OOC-, n est compris entre 1 et 10, les groupes R1 représentent un ou deux membres sélectionnés parmi un atome d'hydrogène et un groupe alkyle possédant de 1 à 8 atomes de carbone, et les groupes R2 représentent un ou deux membres sélectionnés parmi un atome d'hydrogène et un groupe alkyle possédant de 1 à 3 atomes de carbone. Des dérivés de ce composé sont également décrits. Ce fluide est utilisé de préférence dans une unité de transmission de puissance motrice, notamment dans une unité d'entraînement par traction.
PCT/JP1987/000565 1987-07-23 1987-07-30 Fluide de traction WO1989001021A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
JP61019227A JPS62177099A (ja) 1987-07-30 1986-01-31 トラクシヨン用フル−ド
DE8787904959T DE3784732D1 (de) 1987-07-30 1987-07-30 Antriebsfluessigkeit.
EP87904959A EP0328642B1 (fr) 1987-07-30 1987-07-30 Fluide de traction
PCT/JP1987/000565 WO1989001021A1 (fr) 1987-07-30 1987-07-30 Fluide de traction
US08/013,113 US5259978A (en) 1987-07-23 1993-02-01 Traction fluid composition comprising a cyclohexyl diester and branched poly-α-olefin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/JP1987/000565 WO1989001021A1 (fr) 1987-07-30 1987-07-30 Fluide de traction

Publications (1)

Publication Number Publication Date
WO1989001021A1 true WO1989001021A1 (fr) 1989-02-09

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PCT/JP1987/000565 WO1989001021A1 (fr) 1987-07-23 1987-07-30 Fluide de traction

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Country Link
EP (1) EP0328642B1 (fr)
JP (1) JPS62177099A (fr)
DE (1) DE3784732D1 (fr)
WO (1) WO1989001021A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004026998A1 (fr) * 2002-09-18 2004-04-01 Idemitsu Kosan Co., Ltd. Compositions de liquide d'entrainement par traction

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Publication number Priority date Publication date Assignee Title
GB8626510D0 (en) * 1986-11-06 1986-12-10 Shell Int Research Ester compounds as lubricants
JPS62177099A (ja) * 1987-07-30 1987-08-03 Toa Nenryo Kogyo Kk トラクシヨン用フル−ド
JPH0747752B2 (ja) * 1989-09-16 1995-05-24 株式会社コスモ総合研究所 トラクションドライブ用流体
US6372696B1 (en) 1999-11-09 2002-04-16 The Lubrizol Corporation Traction fluid formulation
US7045488B2 (en) 2002-05-16 2006-05-16 The Lubrizol Corporation Cylic oligomer traction fluid

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JPS53127970A (en) * 1977-04-14 1978-11-08 Nippon Oil & Fats Co Ltd Synthetic lubricating oil compound
JPS5496667A (en) * 1977-12-29 1979-07-31 Bayer Ag Ester carboxylate of pentaerythritol
JPS5968397A (ja) * 1982-10-13 1984-04-18 Cosmo Co Ltd リヤアクスル用ギヤ油組成物
JPS59191797A (ja) * 1983-04-14 1984-10-30 Nippon Petrochem Co Ltd トラクシヨンドライブ用流体
JPS619497A (ja) * 1984-06-25 1986-01-17 Nippon Oil Co Ltd 自動変速機油組成物
JPS6119697A (ja) * 1984-07-06 1986-01-28 Nippon Steel Chem Co Ltd トラクシヨンオイル組成物

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US3440894A (en) * 1966-10-13 1969-04-29 Monsanto Co Tractants and method of use
DE2117323C3 (de) * 1971-04-08 1978-08-31 Robert Bosch Gmbh, 7000 Stuttgart Temperaturschalter
US4529852A (en) * 1983-07-12 1985-07-16 Cherry Electrical Products Corporation Electrical appliance interlock switch
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JPS53127970A (en) * 1977-04-14 1978-11-08 Nippon Oil & Fats Co Ltd Synthetic lubricating oil compound
JPS5496667A (en) * 1977-12-29 1979-07-31 Bayer Ag Ester carboxylate of pentaerythritol
JPS5968397A (ja) * 1982-10-13 1984-04-18 Cosmo Co Ltd リヤアクスル用ギヤ油組成物
JPS59191797A (ja) * 1983-04-14 1984-10-30 Nippon Petrochem Co Ltd トラクシヨンドライブ用流体
JPS619497A (ja) * 1984-06-25 1986-01-17 Nippon Oil Co Ltd 自動変速機油組成物
JPS6119697A (ja) * 1984-07-06 1986-01-28 Nippon Steel Chem Co Ltd トラクシヨンオイル組成物

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004026998A1 (fr) * 2002-09-18 2004-04-01 Idemitsu Kosan Co., Ltd. Compositions de liquide d'entrainement par traction
US7956226B2 (en) 2002-09-18 2011-06-07 Idemitsu Kosan Co., Ltd Traction drive fluid compositions

Also Published As

Publication number Publication date
JPS62177099A (ja) 1987-08-03
DE3784732T2 (fr) 1993-06-17
EP0328642A1 (fr) 1989-08-23
EP0328642B1 (fr) 1993-03-10
JPH0588760B2 (fr) 1993-12-24
EP0328642A4 (fr) 1989-07-25
DE3784732D1 (de) 1993-04-15

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