EP0339088B1 - Fluide de traction ameliore - Google Patents

Fluide de traction ameliore Download PDF

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Publication number
EP0339088B1
EP0339088B1 EP87906219A EP87906219A EP0339088B1 EP 0339088 B1 EP0339088 B1 EP 0339088B1 EP 87906219 A EP87906219 A EP 87906219A EP 87906219 A EP87906219 A EP 87906219A EP 0339088 B1 EP0339088 B1 EP 0339088B1
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EP
European Patent Office
Prior art keywords
fluid
ester
traction
component
carbon atoms
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Lifetime
Application number
EP87906219A
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German (de)
English (en)
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EP0339088A1 (fr
EP0339088A4 (fr
Inventor
Narihiko Yoshimura
Hirotaka Tomizawa
Yasuji Komatsu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tonen General Sekiyu KK
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Tonen Corp
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Publication of EP0339088A4 publication Critical patent/EP0339088A4/fr
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    • C10M171/002—Traction fluids
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Definitions

  • This invention relates to an improved traction fluid. More particularly, it relates to a traction fluid comprising a blend of an ester compound or its derivative in which a cyclohexyl ring is connected to a linear-chain hydrocarbon through an ester linkage, and a defined hydrocarbon polymer or defined polymeric ester as the base oil.
  • Traction drive power transmissions which transmit power to a driven part through a traction drive mechanism in automobiles and industrial machinery have recently attracted attention, and in recent years research and development in this area has been progressing.
  • a traction drive mechanism is a power transmitting mechanism using a rolling friction. Unlike conventional drive mechanisms, it does not use any gears. This enables reduced vibrations and noise, as well as providing smooth speed changes in highspeed rotation.
  • An important goal in the automobile industry is to improve automobile fuel economy. It has been suggested that if the traction drive were to be used for automobile transmissions, in order to convert the transmission to the continuous variable-speed transmission, that fuel consumption could be reduced by at least 20% over conventional transmission systems. This is because the drive can always be in the optimum fuel consumption region of an engine.
  • traction coefficient is defined as the ratio of the tractional force that is caused by slipping at the contact points between rotators which are in contact with each other in a power transmission of the rolling friction type to the normal load.
  • a traction fluid must be comprised of a lubricating oil having a high traction coefficient. It is known that a traction fluid possessing a molecular structure having a naphthene ring exhibits such a high performance. "Santotrack®,” manufactured by the Monsanto Chemical Company, is widely known as a commercially available traction fluid. Japanese Patent Publication No. 47-35763 discloses di(cyclohexyl)alkane and dicyclohexane as traction fluids having a naphthene ring.
  • Japanese Patent Laid Open No. 59-191797 discloses a traction fluid containing an ester compound having a naphthene ring. It discloses that an ester obtained by the hydrogenation of the aromatic nucleus of dicyclohexyl cyclohexanedicarboxylate or dicyclohexyl phthalate is preferred as the traction fluid.
  • JP-A-61188495 describes a synthetic lubricating fluid comprising a cyclohexyl cyclohexanecarboxylate and a poly (alpha-olefin).
  • the inventors have made extensive and intensive studies to develop a traction fluid which not only exhibits a high traction coefficient, but is also economical. As a result the inventors found that the combination of a specific amount of a given hydrocarbon polymer, or given polymeric ester and an ester compound or its derivative in which a cyclohexyl ring is connected to a linear-chain hydrocarbon through an ester linkage, can provide a high-performance and economical base oil fluid. This invention is based on this finding.
  • This invention relates to a traction fluid characterized by being a blend of (i) an ester or its derivative, in which the ester is represented by the general formula: wherein A' is an ester linkage of -COO- or -OOC-, n is an integer of 1 to 14, R1 is a member selected from among a hydrogen atom and alkyl groups having 1 to 8 carbon atoms, and R2s are the same or different and are a member selected from among a hydrogen atom and alkyl groups having 1 to 3 carbon atoms, with (ii) from 0.1 to 95% by weight of a polyolefin, a hydrocarbon polymeric compound having a naphthene ring or an alkylstyrene polymer, or a polymer of an ester compound having a side chain of an alkyl group and/or cyclohexyl ring, component (ii) having a traction coefficient of 0.075 to 0.085.
  • A' is an ester linkage of
  • a first object of this invention is to provide a high-performance traction fluid having a high traction coefficient.
  • a second object of this invention is to provide a traction fluid which is not only economical but is also readily available and easily applicable to transmissions.
  • the traction fluid of this invention comprises a base oil comprised of two components, i.e., component A comprised of an ester or its derivative, and a specific amount of component B comprised of a defined hydrocarbon polymer or defined polymeric ester
  • the component(i) of this invention is an ester compound or its derivative in which a cyclohexyl ring is connected to a linear-chain hydrocarbon through an ester linkage and has the above-mentioned structural formula.
  • A' of the ester linkage is -COO- or -OOC-, and the number, n, of the carbon atoms in the hydrocarbon skeleton, is 1 to 14, preferably 2 to 10. When n is zero, the traction coefficient is low, while when n is 15 or more the viscosity is unfavorably high.
  • This ester or derivative thereof prepared by the methods stated below has a viscosity of 3 to 150 cst, preferably 4 to 120 cst, at 40°C, and 1 to 20 cst, preferably 1 to 16 cst, at 100°C,
  • the derivative of the ester include an amino compound, a halide compound, and an ether compound.
  • the component (i) can be prepared by any of the following methods:
  • the first method comprises an esterification reaction of a monohydric alcohol with a cyclohexanecarboxylic acid compound.
  • the monohydric alcohol has 1 to 14 carbon atoms, preferably 2 to 10 carbon atoms, in its main chain.
  • examples of the monohydric alcohol include ethanol, propanol, 2-propanol, butanol, 2-methyl-2-propanol, 3,3,5-trimethyl-1-hexanol, and 3,3,5,5-tetramethyl-1-hexanol.
  • cyclohexanecarboxylic acid compound examples include, besides cyclohexanecarboxylic acid, those having an alkyl group with 1 to 8 carbon atoms, e.g., methylcyclohexanecarboxylic acid, ethylcyclohexanecarboxylic acid, etc. Cyclohexanecarboxylic acid is particularly preferred.
  • the esterification reaction is conducted in the presence of an excess amount of the alcohol or acid. When the esterification is conducted under excess acid conditions, 1 mol of the monohydric alcohol compound is reacted with 1 to 2 mol (particularly preferably 1.2 to 1.8 mol) of the acid.
  • the reaction temperature is about 150 to 250°C, preferably 170 to 230°C, and the reaction time is 10 to 40 hr, preferably 15 to 25 hr.
  • the esterification reaction may be conducted under either elevated or reduced pressures, it is preferable to do so at atmospheric pressure, from the standpoint of ease of reaction operation. Under these conditions the excess acid serves as a catalyst.
  • An alkylbenzene such as xylene or toluene can be added in a suitable amount as a solvent. The addition of the solvent enables the reaction temperature to be easily controlled.
  • water formed during the reaction evaporates. The reaction is terminated when an equimolar amount of the water, with respect to the alcohol, has evaporated.
  • the excess acid is neutralized with an aqueous alkaline solution and removed by washing with water.
  • the reaction is conducted using equimolar amounts of the acid and the alcohol in the presence of a catalyst.
  • the catalyst include phosphoric acid, p-toluenesulfonic acid, and sulfuric acid.
  • the most preferable catalyst is phosphoric acid, because it enhances the reaction rate and increases the yield of the ester.
  • the reaction product is distilled under reduced pressure to remove water and the solvent, thereby obtaining the ester compound of this invention.
  • the esterification reaction When the esterification reaction is conducted under excess alcohol conditions, 1 mol of the cyclohexanecarboxylic acid compound is reacted with 1 to 2 mol (particularly preferably 1.2 to 1.8 mol) of the alcohol.
  • the reaction temperature is about 150 to 250°C, preferably 170 to 230°C, and the reaction time is 10 to 40 hr, preferably 15 to 25 hr.
  • the esterification reaction may be conducted under either elevated or reduced pressures, it is preferable that it be done at atmospheric pressure, from the standpoint of ease of reaction operation. Under these conditions the excess acid serves as a catalyst.
  • An alkylbenzene such as xylene or toluene can be added in a suitable amount as a solvent.
  • the addition of the solvent enables the reaction temperature to be easily controlled.
  • water which has been formed during the reaction evaporates.
  • the reaction is terminated when an equimolar amount of the water, with respect to the acid, has evaporated.
  • the catalysts include phosphoric acid, p-toluenesulfonic acid and sulfuric acid.
  • the most preferred catalyst is phosphoric acid, because it enhances the reaction rate and increases the yield of the ester.
  • the reaction product is neutralized with an aqueous alkaline solution and is washed with water to remove the unreacted acid and catalyst. Finally, the reaction product is distilled under reduced pressure to remove water, the solvent, and the excess alcohol, thereby obtaining the ester compound of this invention.
  • the second method of producing the component (i) of this invention comprises esterification of a cyclohexanol compound with a carboxylic acid having 2 to 15 carbon atoms in its main chain.
  • the cyclohexanol compounds include, besides cyclohexanol, those having an alkyl group with 1 to 8 carbon atoms, e.g., methylcyclohexanol, ethylcyclohexanol, and tert-butylcyclohexanol. Cyclohexanol is particularly preferred.
  • the dicarboxylic acid includes one having 2 to 15 carbon atoms in its main chain, preferably one having 3 to 11 carbon atoms.
  • the carboxylic acids include acetic, propionic, butyric, lauric, trimethylhexanoic, and tetramethylhexanoic acids.
  • the esterification reaction is conducted in the presence of an excess amount of the acid or alkali. When the esterification reaction is conducted under excess acid conditions, 1 mol of a cyclohexanol compound is reacted with 1 to 2 mol (particularly preferably 1.2 to 1.8 mol) of the acid.
  • the reaction temperature is about 150 to 250°C, preferably 170 to 230°C, and the reaction time is 10 to 40 hr, preferably 15 to 25 hr.
  • this esterification reaction may be conducted under either elevated or reduced pressures, it is preferable to do so at atmospheric pressure, from the standpoint of ease of reaction operation.
  • Phosphoric acid, p-toluenesulfonic acid, or sulfuric acid is used as the catalyst.
  • the most preferable catalyst is phosphoric acid, because it enhances the reaction rate and increases the yield of the ester.
  • An alkylbenzene such as xylene or toluene can be added in a suitable amount as a solvent. The addition of the solvent enables the reaction temperature to be easily controlled.
  • water which has been formed during the reaction evaporates.
  • the reaction is terminated when an equimolar amount of the water, with respect to the alcohol, has evaporated.
  • the catalyst and the excess acid are removed by neutralizing them with an aqueous alkaline solution and washing them with water.
  • the reaction product is finally distilled, under reduced pressure, to remove the water and solvent, thereby obtaining the ester compound of this invention.
  • the esterification reaction When the esterification reaction is conducted under excess alcohol conditions, 1 mol of the carboxylic acid is reacted with 1 to 2 mol (particularly preferably 1.2 to 1.8 mol) of the cyclohexanol compound.
  • the reaction temperature is about 150 to 250°C, preferably 170 to 230°C, and the reaction time is 10 to 40 hr, preferably 15 to 25 hr.
  • the esterification reaction may be conducted under either elevated or reduced pressures, it is preferred that it be conducted at atmospheric pressure, from the standpoint of ease of reaction operation.
  • An alkylbenzene such as xylene or toluene can be added in a suitable amount as a solvent. The addition of the solvent enables the reaction temperature to be easily controlled.
  • the reaction proceeds, water which has been formed during the reaction evaporates.
  • the reaction is terminated when an equimolar amount of the water, with respect to the carboxylic acid, has evaporated.
  • the catalyst include phosphoric acid, p-toluenesulfonic acid, and sulfuric acid.
  • the most preferred catalyst is phosphoric acid, because it enhances the reaction rate and increases the yield of the ester.
  • the reaction product is neutralized with an aqueous alkaline solution, and it is then washed with water to remove the catalyst. Finally, the reaction product is distilled under reduced pressure to remove the water, the solvent, and the excess alcohol, thereby obtaining the ester compound of this invention.
  • the hydrocarbon polymer is a polyolefin, a hydrocarbon polymeric compound having a naphthene ring, or an alkylstyrene polymer
  • the polymeric ester is a polymer of an ester compound having a side chain of an alkyl group and/or cyclohexyl ring.
  • the polyolefin include a poly- ⁇ -olefin, an olefin copolymer, a polymer obtained by saturating the unsaturated bonds of one of the above polymers with hydrogen, and a modified polymer obtained by modifying one of the above polymers with a small amount of a modifier.
  • the modifier include alkylcarboxylic acids, alcohols, and amines.
  • a poly- ⁇ -olefin is particularly preferred.
  • the poly- ⁇ -olefin which is a preferred component (ii) has either a quaternary carbon atom or a tertiary carbon atom in its main chain, and is a polymer of an ⁇ -olefin having 3 to 5 carbon atoms or the hydrogenation product thereof.
  • the poly- ⁇ -olefin include polypropylene, polybutene, polyisobutylene and polypentene and the hydrogenation products thereof. Particularly preferred are polybutene and polyisobutylene and the hydrogenation products thereof.
  • the polyisobutylene is represented by the following structural formula:
  • the hydrogenation product of the polyisobutylene is represented by the following structural formula: In the above-mentioned formula, the degree of polymerization, n, is 6 to 200.
  • polybutene and polyisobutylene may be commercially available ones, they may also be produced by conventional polymerization methods.
  • the hydrogenation product thereof is produced by reacting polyisobutylene or the like in the presence of hydrogen.
  • the molecular weight of the poly- ⁇ -olefin is preferably in the range of 500 to 10,000, more preferably in the range of 900 to 5,000.
  • the molecular weight can be adjusted by suitable methods such as decomposition of a poly- ⁇ -olefin having a high molecular weight and mixing with poly- ⁇ -olefins having different molecular weights.
  • the olefin copolymer can be obtained by polymerization of two or more olefins selected from among ethylene, propylene, butene, pentene, and styrene.
  • OCP has such a structure that the olefins are irregularly linked with each other, as opposed to a poly- ⁇ -olefin, such as polybutene, which has a regular gem-dialkyl structure.
  • Examples of the defined polymeric ester useful as component (ii) include polymethacrylate or its derivative represented by the following general formula: wherein R is a hydrocarbon group having 1 to 18 carbon atoms and n is an integer of 100 to 5,000, and polyacrylate or its derivative represented by the general formula: wherein R is a hydrocarbon group having 1 to 18 carbon atoms and n is an integer of 100 to 5,000.
  • a preferred esteric polymer is polycyclohexyl acrylate or polycyclohexyl methacrylate having the above general formula in which R is a cyclohexyl ring having 6 to 12 carbon atoms and n is an integer of 200 to 250.
  • Component (i) in this invention e.g., an ester of 3,5,5-trimethylhexanoic acid with cyclohexanol, exhibits a traction coefficient of 0.080 to 0.090, while component (ii) e.g., polybutene, exhibits a traction coefficient of 0.075 to 0.085.
  • both components (i) and (ii) of this invention have a lower traction coefficient than those of commercially available traction fluids. Therefore, they cannot exhibit a high performance if they are used singly or individually in a traction drive device.
  • an excellent traction fluid can be obtained by blending component (i) with 0.1 to 95% by weight, particularly preferably 10 to 70% by weight, of component (ii), which is comprised of a defined hydrocarbon polymer or defined polymeric ester.
  • a hydrocarbon group such as an alkyl group of component (ii) cooperates with the cyclohexyl ring in component (i ) to exhibit a synergistic effect (in respect to improvement of the traction coefficient).
  • component (ii) is inexpensive and exhibits excellent viscosity characteristics, a traction fluid exhibiting an enhanced traction coefficient can be economically obtained by blending the component (i) with 0.1 to 95% by weight of the component (ii).
  • additives may also be added to the traction fluid of this invention, depending on its applications. Specifically, when the traction device is subjected to a high temperatures and a large load, at least one additive selected from among an antioxidant, a wear inhibitor, and a corrosion inhibitor, may be added in an amount of 0.01 to 5% by weight.
  • traction fluid as used in this invention is intended to mean a fluid for use in devices which transmit a rotational torque through spot contact or line contact, or for use in transmissions having a similar structure.
  • the traction fluid of this invention exhibits a traction coefficient higher than those of conventionally known fluids, i.e., exhibits a traction coefficient 1 to 10 % higher than those of the conventional fluids, although the value varies depending on the viscosity. Therefore, the traction fluid of this invention can be advantageously used for relatively low power drive transmissions, including internal combustion engines of small passenger cars, spinning machines, and food processing machines, as well as for large power drive transmissions such as industrial machines, etc.
  • the traction fluid of this invention exhibits a remarkably superior traction coefficient compared to conventional fluids. The reason why it does so is not yet fully understood. Basically, however, the reason is believed to reside in the unique molecular structure of the traction fluid of this invention.
  • the component (i) of the traction fluid of this invention comprises an ester having a cyclohexyl ring in its molecule.
  • the ester linkage brings about an interdipolar force between the molecules. It is believed that this interdipolar force brings the fluid into a stable glassy state under high load conditions, thereby increasing the shearing force,
  • component (ii) of the traction fluid of this invention has a hydrocarbon group such as an alkyl group. Therefore, when the traction device is under high load conditions the cyclohexyl ring in the component (i) is firmly engaged, like gears, with the alkyl group in component (ii), while when the device is released from the load this engagement is quickly broken, thereby causing fluidization.
  • Ester A1 of this invention was synthesized by the following method: First, 150.2 g of cyclohexanol and 158.2 g of 3,5,5-trimethylhexanoic acid (wherein the mole ratio of the alcohol to the acid was 1.5:1) were charged into a reactor, and phosphoric acid was added in an amount of 1 % by weight based on the total weight of the reactants. Then the reactor was heated to 180°C and the contents of the reactor were allowed to react at a temperature in the range of 170°C to 200°C under atmospheric pressure. The heating was stopped at a point when the water generated during the reaction amounted to the same number of moles as the above acid.
  • the reaction mixture was washed with an alkaline solution to remove unreacted compounds, i.e., cyclohexanol, and the phosphoric acid catalyst, from a mixture of a reaction product. i.e., an ester of cyclohexanol with trimethylhexanoic acid, the unreacted compounds, and phosphoric acid, followed by vacuum distillation, thereby isolating a pure diester A1.
  • the ester thus produced was blended with polybutene B1 having an average molecular weight of 900 to 2350, an olefin copolymer (OCP) B2* or an esteric polymer B3**, followed by measurement of the traction coefficient.
  • OCP olefin copolymer
  • the measurement conditions of the traction coefficient were as follows:
  • the traction fluid obtained by this invention was found to be remarkably superior in its traction performance to the conventional fluids, as shown in Table 1.
  • the traction fluid of this invention comprises a blend of a compound (component (i)) in which a cyclohexyl ring is connected to a linear-chain hydrocarbon through an ester linkage, and a specific amount of a defined hydrocarbon polymer or defined polymeric ester.
  • a traction fluid not only exhibits an extremely high traction coefficient but is also inexpensive and has excellent viscosity characteristics.
  • the use of the traction fluid of this invention in a power transmission particularly a traction drive device results in a remarkable increase in shearing force under a high load. This enables the size of the device to be reduced, as well as reducing its costs.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
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  • Lubricants (AREA)

Abstract

Fluide de traction amélioré préparé en combinant un ester représenté par la formule générale (I) (où A' représente une liaison ester de -COO- ou -OOC-, n est compris entre 1 et 14, R1 représente un atome d'hydrogène ou un groupe alkyle comportant de 1 à 8 atomes de carbone, les groupes R2 sont identiques ou différents et représentent chacun un atome d'hydrogène ou un groupe alkyle comportant de 1 à 3 atomes de carbone) ou ses dérivés avec entre 0,1 et 95 % en poids d'un polymère d'hydrocarbure ou d'un polymère d'ester. Ce fluide est utilisé pour des transmissions de puissance motrice, notamment dans un dispositif d'entraînement par traction.

Claims (10)

  1. Fluide de traction comprenant (i) un ester représenté par la formule :
    Figure imgb0011
     dans laquelle A' représente une liaison ester du groupe -COO- ou -OOC-, n représente un nombre entier de 1 à 14, le groupe R₁ est choisi entre l'hydrogène et des groupes alkyle ayant 1 à 8 atomes de carbone, et chacun des groupes R₂, qui peuvent être identiques ou différents, est choisi indépendamment entre l'hydrogène et des groupes alkyle ayant 1 à 3 atomes de carbone, ou un de ses dérivés, et (ii) 0,1 à 95 % en poids d'une polyoléfine, d'un composé polymérique hydrocarboné ayant un noyau naphtène ou d'un polymère d'alkylstyrène, ou bien d'un polymère d'un ester ayant une chaîne latérale formée d'un groupe alkyle et/ou d'un noyau cyclohexyle, le constituant (ii) ayant un coefficient de traction de 0,075 0,085.
  2. Fluide suivant la revendication 1, comprenant 10 à 70 % en poids de constituant (ii).
  3. Fluide suivant la revendication 1 ou la revendication 2, dans lequel le constituant (ii) est une polyoléfine.
  4. Fluide suivant l'une quelconque des revendications 1 à 3, dans lequel le constituant (ii) est un polybutène.
  5. Fluide suivant l'une quelconque des revendications 1 à 4, dans lequel le constituant (ii) possède un poids moléculaire moyen de 500 à 10 000.
  6. Fluide suivant l'une quelconque des revendications 1 à 5, dans lequel le groupe R₁ de l'ester est choisi entre l'hydrogène et des groupes alkyle ayant 1 à 4 atomes de carbone.
  7. Fluide suivant l'une quelconque des revendications 1 à 6, dans lequel l'indice n de l'ester est un nombre entier de 1 à 10.
  8. Fluide suivant l'une quelconque des revendications 1 à 7, dans lequel le groupe R₂ de l'ester est un atome d'hydrogène ou un groupe méthyle.
  9. Fluide de traction suivant l'une quelconque des revendications 1 à 8, comprenant en outre au moins un additif choisi entre un antioxydant, un agent anti-usure et un inhibiteur de corrosion, en une quantité de 0,01 à 5 % en poids.
  10. Utilisation d'un ester représenté par la formule :
    Figure imgb0012
     dans laquelle A' représente une liaison ester d'un groupe -COO-ou -OOC-, n représente un nombre entier de 1 à 14, le groupe R₁ est choisi entre l'hydrogène et des groupes alkyle ayant 1 à 8 atomes de carbone, et chacun des groupes R₂, qui peuvent être identiques ou différents, est choisi indépendamment entre l'hydrogène et des groupes alkyle ayant 1 à 3 atomes de carbone ; ou d'un de ses dérivés conjointement avec un constituant choisi entre une polyoléfine, un composé polymérique hydrocarboné ayant un noyau naphtène ou un polymère d'alkylstyrène, ou bien un polymère d'un ester ayant une chaîne latérale formée d'un groupe alkyle et/ou d'un noyau cyclohexyle, ledit constituant ayant un coefficient de traction de 0,075 0,085, comme huile de base pour fluide de traction.
EP87906219A 1987-09-25 1987-09-25 Fluide de traction ameliore Expired - Lifetime EP0339088B1 (fr)

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PCT/JP1987/000706 WO1989002911A1 (fr) 1987-09-25 1987-09-25 Fluide de traction ameliore

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DE4025494A1 (de) * 1990-08-11 1992-02-13 Roehm Gmbh Syntheseoele, die ganz oder teilweise aus oligomeren bzw. cooligomeren von (meth)acrylsaeureestern und 1-alkenen bestehen
US6995295B2 (en) 2002-09-23 2006-02-07 Exxonmobil Chemical Patents Inc. Alkylaromatics production
US7732389B2 (en) 2005-02-04 2010-06-08 Exxonmobil Chemical Patents Inc. Lubricating fluids with low traction characteristics

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US3440894A (en) * 1966-10-13 1969-04-29 Monsanto Co Tractants and method of use
IT943590B (it) * 1970-07-06 1973-04-10 Sun Oil Co Lubrificante comprendente un com posto organico a struttura geminale
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
JPH0631373B2 (ja) * 1985-02-15 1994-04-27 東燃株式会社 合成潤滑流体
JPH0631365B2 (ja) * 1985-12-27 1994-04-27 東燃株式会社 トラクシヨン流体
JPS62230895A (ja) * 1986-03-31 1987-10-09 Toa Nenryo Kogyo Kk 改良トラクシヨン用フル−ド
JPS62283192A (ja) * 1986-06-02 1987-12-09 Toa Nenryo Kogyo Kk 合成トラクシヨン用フル−ド
JPH0774350B2 (ja) * 1986-06-02 1995-08-09 東燃料株式会社 合成トラクシヨンフル−ド
JPH0774351B2 (ja) * 1986-06-10 1995-08-09 東燃株式会社 合成潤滑フル−ド

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EP0339088A4 (fr) 1989-12-28
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WO1989002911A1 (fr) 1989-04-06
DE3785586D1 (de) 1993-05-27

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