JPH09227888A - Fluid for traction drive - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a fluid for traction drive, which has antioxidant properties as well as a not lowered fraction coefficient. SOLUTION: This fluid is prepared by adding 0.5-20%, desirably 1-10wt.% pentane or heptane derivative having at least one phenyl group as a side chain (e.g. 2-methyl-2,4-diphenylpentane or 2,4-dimethyl-2-cyclohexyl-4,6-diphenylheptane) to a base of a common fraction drive fluid (e.g. 2-methyl-2,4- dicyclohexylpentane).

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a traction drive fluid. Here, the term "traction drive" typically means a vehicle transmission, specifically a continuously variable transmission.

[0002]

2. Description of the Related Art Conventionally, hydrocarbons having a group in which an aromatic ring such as a cyclohexane ring or a decalin ring has been completely hydrogenated have been used as a fluid for a traction drive. For example, Japanese Examined Patent Publication No. 53-36105 proposes to use 2-methyl-2,4-dicyclohexylpentane as a fluid for a traction drive. In addition, JP-A-62-169897, JP-A-60-258131, and JP-A-58-213098 also disclose the use of hydrocarbons having hydrogenated aromatic rings.

However, since the compounds used in these known techniques have no antioxidant ability by themselves, in order to actually use them in continuously variable transmissions of automobiles, an antioxidant must be added separately. did not become.

The inventors themselves have a performance as a traction drive fluid, and when added to a conventionally used traction drive fluid, can impart an antioxidation function to the fluid, and the traction. As a result of extensive research in search of a compound that reduces the decrease in coefficient, it was found that a specific hydrocarbon having an aromatic ring fulfills this requirement.

[0005]

The object of the present invention is to utilize this knowledge and to maintain a performance as a fluid for a traction drive and to provide a fluid composition having a high antioxidant ability without adding an antioxidant. To provide things.

[0006]

The traction drive fluid of the present invention comprises one or more selected from hydrocarbons represented by the following formulas (I) to (X) in a mass ratio of 0. 5-methyl-2,4-diphenylpentane containing 5-20%

[0007]

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2-methyl-4-cyclohexyl-2-phenylpentane

[0009]

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2-methyl-2-cyclohexyl-4-phenylpentane

[0011]

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2,4-dimethyl-2,4,6-triphenylheptane

[0013]

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2,4-dimethyl-2-cyclohexyl-
4,6-diphenylheptane

[0015]

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2,4-dimethyl-4-cyclohexyl-
2,6-diphenylheptane

[0017]

[Chemical 6]

2,4-dimethyl-6-cyclohexyl-
2,4-diphenylheptane

[0019]

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2,4-dimethyl-2,4-dicyclohexyl-6-phenylheptane

[0021]

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2,4-dimethyl-4,6-dicyclohexyl-2-phenylheptane

[0023]

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2,4-dimethyl-2,6-dicyclohexyl-4-phenylheptane

[0025]

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The balance has a composition which comprises a base material of a conventional traction drive fluid.

Examples of substrates for conventional traction drive fluids are: Dimeric or trimeric hydrides of α-methylstyrene, such as 2-methyl-2,4-. Dicyclohexylpentane 2-Methyl-2,4-dicyclohexylbutane 2,4-Dimethyl-2,4,6-tricyclohexylheptane Hydride of indane compound formed from dimer of α-methylstyrene, even if alkylated Good cyclopentadiene di-hexamer hydrides, alkylated decalin compounds such as trimethyldecalin, isopropyldecalin.

In addition to the above components, a thermal copolymer of cyclopentadiene and vinyl aromatic hydrocarbon or a hydride thereof having a softening point of 40 ° C. or higher, or a mass average molecular weight of 250 or higher. You may add things. Thereby, the traction coefficient is improved. Thermal copolymers of cyclopentadiene and styrene are preferred for this purpose, and their hydrides are particularly preferred. Compounding amount is 5
-20 mass% and preferably 10-15 mass%.

In order to improve the fluidity, poly α-olefin may be added. For this purpose, those having a weight average molecular weight of 100 to 1,000 and having a branch are preferable, and particularly preferable are those having a weight average molecular weight of 100 to 1,000.
It is 1,000 of polybutene and polyisobutylene.
The compounding amount is 10 to 70% by mass, preferably 20 to 60% by mass.

To produce the compounds (I) to (X), the following process may be used, for example.

As the 2-methyl-2,4-diphenylpentane of the formula (I), in which only the straight-chain hydrocarbon moiety is hydrogenated and the aromatic ring is not hydrogenated, α-methylstyrene diamine is used. The monomer (2-methyl-2,4-diphenylpentene) is obtained by stirring for 5 hours at room temperature under a H ₂ pressure of 0.1 MPa in a solvent cyclohexane using a 5% palladium-supported activated carbon catalyst. .

The compounds of the formulas (I) to (III) can be used for the nuclear hydrogenation of dimers or trimers of α-methylstyrene by using a nuclear hydrogenation catalyst (such as nickel system) in H ₂ pressure of 3. 0-6.0M
By adjusting the amount of hydrogen to be added at a molar ratio of 5.8 to 6.8 with respect to the dimer or trimer of α-methylstyrene when the temperature is 180 to 200 ° C. under Pa. ,
It can be obtained as 2-methyl-2,4-dicyclohexylpentane containing these compounds.

The compounds of the formulas (IV) to (X) can be similarly obtained by hydrogenation using a palladium catalyst supported on activated carbon or a nuclear hydrogenation catalyst.

The compounding amount of the compounds of the formulas (I) to (X) is 1
In the case of one kind or two or more kinds and two or more kinds, the total amount thereof is set to 0.5 to 20% by mass, preferably 1 to 10%. If it is less than 0.5%, almost no antioxidation effect can be expected, and if it exceeds 20%, the traction coefficient is lowered because the number of aromatic rings is too large.

[0035]

EXAMPLES In the following examples, the traction coefficient was measured and the antioxidant ability was evaluated as follows.

(Traction coefficient) Using a four-cylinder friction tester, the rotational speed of the drive shaft was 2,000 rpm (4.18 m / min).
s), the slip ratio is 5%, the normal load is 395 kg weight, and the ratio of the transmitted tangential force to the normal load is measured at a test oil temperature of 30 to 120 ° C.

(Antioxidant Ability) 20 g of a sample was placed in each of two sample containers, and a constant temperature air bath adjusted to 170 ° C. (the sample temperature can be maintained at ± 1 ° C. of the test temperature.
Two or more air inlet holes and two or more air outlet holes are provided for proper ventilation. ) In a desiccator and then cooled to room temperature in the dark. Then, the sample is titrated with KOH in isopropanol to determine the total acid number.

Production Example 1 Conventional Fluid for Traction Drive 2-Methyl-2,4-dicyclohexylpentane (A)

[0039]

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Α-Methylstyrene dimer (manufactured by Goi Kasei) 1 kg Nuclear hydrogenation catalyst “N-113” (manufactured by JGC Chemical Co., Ltd.) 100 g Cyclohexane 10 kg was put in a 20 liter autoclave and sealed.
Under hydrogen pressure of 6.0 MPa, the reaction was carried out by stirring at 200 ° C. for 5 hours, and after cooling, the autoclave was opened, and after removing the catalyst by filtration, cyclohexane was evaporated and removed.
1.055 kg of -methyl-2,4-dicyclohexylpentane (A) was obtained.

[Production Example 2] 2-Methyl-2,4-diphenylpentane (I) α-methylstyrene dimer (manufactured by Goi Kasei) 1 kg cyclohexane 10 kg 5% palladium catalyst supported on activated carbon 100 g was placed in a 20 liter autoclave and sealed. did.
The inside of the autoclave was set to a hydrogen atmosphere of 0.1 MPa, and the mixture was stirred at room temperature for 20 hours. Then, the autoclave was opened, the reaction solution was taken out, and the catalyst was removed by filtration.
The filtrate was evaporated to remove cyclohexane and 1 kg of 2-methyl-2,4-diphenylpentane was obtained.

Production Example 3 2-Methyl-4-cyclohexyl-2-phenylpentane (II) and 2-methyl-2-cyclohexyl-4-
Phenylpentane (III) α-methylstyrene dimer (manufactured by Goi Kasei) 1 kg Nuclear hydrogenation catalyst “N-113” (manufactured by JGC Chemicals Co., Ltd.) 100 g Cyclohexane 10 kg was put in a 20 liter autoclave and sealed.
Stir at 200 ° C. under hydrogen pressure of 6.0 MPa to react,
When the amount of hydrogen added reached 6.5 times the mol of 4-methyl-2,4-diphenyl-2-pentene, the supply was stopped and the mixture was cooled. After opening the autoclave, the catalyst was removed and cyclohexane was removed by evaporation to give 2-methyl-2,4-dicyclohexylpentane 92.8% by mass 2-methyl-2-cyclohexyl-4-phenylpentane 4.3% by mass 2. 1.05 kg of a mixture of 2.9% by weight of -methyl-4-cyclohexyl-2-phenylpentane was obtained.

[Production Example 4] Cyclopentadiene-vinyl aromatic hydrocarbon thermal copolymer hydride (B) Cyclopentadiene fraction obtained by steam cracking of naphtha (dicyclopentadiene 75.0% by mass,
Olefin 5.4 mass%, the balance of most is saturated hydrocarbon) 500 g, styrene monomer 125 g, and xylene 775 g under nitrogen atmosphere, pressure 18 kg / cm ² · G,
The reaction was carried out at a temperature of 260 ° C. for 3 hours. From the reaction solution, the inactive fraction in the raw material, the unreacted raw material and the solvent were distilled off at 252 ° C., first under pressure and then under reduced pressure, and then 50 Torr. While maintaining the same temperature for 1 hour under reduced pressure, the second stage polymerization was carried out while distilling off the cyclopentadiene-based condensate. From the reaction vessel, 401 g of cyclopentadiene-vinyl aromatic hydrocarbon thermal copolymer was obtained. Add 3% by mass of hydrogenation catalyst "N-111" (JGC Chemical Co., Ltd.), hydrogenate at a hydrogen pressure of 60 kg / cm ² · G and a reaction temperature of 220 ° C for 6 hours to obtain the desired hydrogenated cyclopentadiene-vinyl aroma. 401 g of a group hydrocarbon thermal copolymer (B) was obtained.
The softening point was 175 ° C. and the mass average molecular weight was 1,300.

Examples 1 to 6 and Comparative Examples 1 to 5 Fluids for traction drive were prepared with the formulations shown in Table 1 below.

Table 1 Category No. Component Blending ratio (mass%) Example 1 2-Methyl-2,4-dicyclohexylpentane (A) 99 2-Methyl-2,4-diphenylpentane (I) 1 Example 2 2-Methyl-2,4- Dicyclohexylpentane (A) 92.8 (Preparation example 2-Methyl-4-2.93 mixed cyclohexyl-2-phenylpentane (II) mixed 2-methyl-2-4.3 product) Cyclohexyl-4-phenylpentane (III) Example 3 2-Methyl-2,4-dicyclohexylpentane (A) 81 2-Methyl-2,4-diphenylpentane (I) 9 Cyclopentadiene-styrene thermal copolymer (B) 10 Example 4 2-Methyl-2, 4-dicyclohexylpentane (A) 40 2-methyl-2,4-diphenylpentane (I) 5 cyclopentadiene-styrene thermal copolymer (B) 5 polybutene (trade name “Polybutene OH” manufactured by Idemitsu Petrochemical) 5 0 Example 5 2-Methyl-2,4-dicyclohexylpentane (A) 80 2,4-Dimethyl-2,4,6- 15 tricyclohexylheptane 2,4-Dimethyl-5 2,4,6-triphenylheptane (IV) Example 6 2-Methyl-2,4-dicyclohexylpentane (A) 75 2-Methyl-2,4-diphenylpentane (I) 5 Polyisobutylene (trade name "pearlream EX" manufactured by NOF Corporation) 20 Comparison Example 1 2-Methyl-2,4-dicyclohexylpentane (A) 100 Comparative Example 2 2-Methyl-2,4-dicyclohexylpentane (A) 45 Cyclopentadiene-styrene thermal copolymer (B) 5 Polybutene (above) 50 Comparative example 3 2-methyl-2,4-dicyclohexyl pentane (A) 80 2,4-dimethyl-2,4,6-20 tricyclohexylphosphine heptane Comparative example 4 2-methyl-2,4-dicyclohexyl Hexyl pentane (A) 90 cyclopentadiene - styrene thermal copolymer (B) 10 Comparative Example 5 2-methyl-2,4-dicyclohexyl pentane (A) 80 polyisobutylene (trade name "PARLEAM EX" manufactured by NOF Corporation) 20 For each of the above formulation examples, the viscosity at 40 ° C. and 100 ° C. and the increase in total acid value as a measure of antioxidant capacity were measured. The results are shown in Table 2 below.

Table 2 Viscosity (mm ² / s) Total acid value increase 40 ° C 100 ° C (mgKOH / g) Example 1 20.9 3.60 1.95 Example 2 21.0 3.62 1.38 Example 3 44.5 5.68 1.06 Example 4 34.1 5.00 0.32 Example 5 52.0 5.88 1.60 Example 6 18.3 3.36 1.48 Comparative Example 1 20.3 3.57 2.99 Comparative Example 2 33.3 4.98 0.70 Comparative Example 3 51.4 5.81 3.02 Comparative Example 4 44.9 5.67 2.88 Comparative Example 5 18.5 3.37 2.81 Traction coefficient of fluid for traction drive Regarding the temperature change, Examples 1 and 2 are shown in FIG. 1 in comparison with Comparative Example 1. Similarly, Examples 3-5 are shown in FIG. 2 in comparison with Comparative Examples 2-4. The temperature change of the traction coefficient of Example 6 is shown in FIG. 3 in comparison with Comparative Example 5. It is clear from these graphs that in the traction drive fluid having the enhanced antioxidation ability according to the present invention, the traction coefficient is not substantially reduced.

[0047]

INDUSTRIAL APPLICABILITY According to the present invention, the compounds of the formulas (I) to (X) having an aromatic ring and a structure having a high traction coefficient are added as a component of a traction drive fluid to lower the traction coefficient. It is possible to obtain a traction drive fluid that suppresses the above and has an antioxidation ability.

[Brief description of drawings]

FIG. 1 is a graph showing a temperature change of a traction coefficient of traction drive fluids of Examples 1 and 2 of the present invention in comparison with Comparative Example 1.

FIG. 2 is a graph showing changes in the traction coefficient of the fluids for traction drive with temperature according to Examples 3 to 5 of the present invention with respect to Comparative Example 2
The graph shown in contrast with 4.

FIG. 3 is a graph showing a temperature change of a traction coefficient of a traction drive fluid of Example 6 of the present invention in comparison with Comparative Example 5.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification number Internal reference number FI technical display location C10N 20:00 20:04 30:10 40:04 70:00 (72) Inventor Toshio Koshi Saitama Prefecture 1134-2 Gongendo, Satte City Inside the Research and Development Center, Cosmo Research Institute

Claims (3)

[Claims] 1. It contains 0.5 to 20% by mass of one or more selected from the following hydrocarbons: 2-methyl-2,4-diphenylpentane 2-methyl-4-cyclohexyl-2 -Phenylpentane 2-methyl-2-cyclohexyl-4-phenylpentane 2,4-dimethyl-2,4,6-triphenylheptane 2,4-dimethyl-2-cyclohexyl-4,6-diphenylheptane 2,4- Dimethyl-4-cyclohexyl-2,6-diphenylheptane 2,4-dimethyl-6-cyclohexyl-2,4-diphenylheptane 2,4-dimethyl-4,6-dicyclohexyl-2-phenylheptane 2,4-dimethyl- 2,6-dicyclohexyl-4-phenylheptane 2,4-dimethyl-2,4-dicyclohexyl-6-phenyl Traction drive fluid heptane balance having a composition consisting of substrate traction drive fluid conventional. 2. A thermal copolymer of cyclopentadiene and vinyl aromatic hydrocarbon or a hydride thereof, comprising:
The traction drive fluid according to claim 1, wherein the fluid has a softening point of 40 ° C. or higher or a mass average molecular weight of 250 or higher. 3. The traction drive fluid according to claim 1, which contains a branched poly-α-olefin having a mass average molecular weight of 100 to 1,000.