JP2000109868A - Additive for traction drive oil - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an additive which gives an excellent wear resistance and an excellent scoring resistance to a traction drive oil by blending a boron- containing phosphoric acid derivative having a specific absorbance in each of a phosphorus nuclear magnetic resonance spectroscopic measurement and a boron nuclear magnetic resonance spectroscopic measurement. SOLUTION: A boron-containing phosphoric acid derivative having an absorbance at 10 to -5 ppm in a phosphorus nuclear magnetic resonance spectroscopic measurement and absorbances both at 5 to -ppm and/or at -20 to -25 ppm is added to an additive for a traction drive oil. Although the composition and the structure of the boron-containing phosphoric acid derivative are not limited, a reaction product between a phosphorus compound such as a phosphoric ester, an acidic phosphoric ester, a phosphonic ester or the like, and a boron-containing compound such as boric acid, a boric ester, a boron- containing imide or the like, is preferably cited.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a novel traction drive oil additive, and more particularly, to a traction drive oil having excellent scoring resistance, wear resistance, surface fatigue life resistance and the like. It relates to additives that can be provided.

[0002]

2. Description of the Related Art Traction drive oil is used in traction drive devices (friction drive devices by rolling contact), for example, continuously variable transmissions for automobiles, continuously variable transmissions for industrial use, hydraulic equipment and the like. In particular, a traction drive continuously variable transmission used as a transmission for automobiles has a high surface pressure contact portion such as a gear or a rolling bearing as a constituent mechanical element, and has a high traction coefficient as a traction drive oil used for it. For the purpose of preventing wear and scoring (seizure) of the above-mentioned constituent mechanical elements, those having excellent wear resistance and scoring resistance have been used. That is, as a traction drive oil used in a continuously variable transmission for automobiles, a traction drive oil that has been used in the past has been used in which a combination of a sulfur-based additive and a phosphorus-based additive having excellent wear resistance and scoring resistance is blended. . By the way, automotive transmissions have recently tended to be downsized, lightened, and have a large transmission power capacity. With regard to the form of damage to lubricated parts, surface fatigue damage such as pitting is mainly caused. However, the combined use of a sulfur-based additive and a phosphorus-based additive that imparts abrasion resistance and scoring resistance cannot be expected to have much effect on surface fatigue damage, but rather has an adverse effect in many cases. Therefore, it is desired to develop an additive capable of imparting excellent wear resistance and scoring resistance and surface fatigue life resistance to a traction drive oil used in a continuously variable transmission for automobiles. Was. As the phosphoric acid ester type or phosphite ester type lubricating oil additive, for example, (1) general formula (I)

[0003]

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Wherein R is an alkyl group having 2 or 3 carbon atoms, R ¹ , R ² and R ³ are alkyl groups having 1 to 18 carbon atoms, and X ¹ , X ² and X ³ are O or S ) (US Pat. No. 2,750,342);
(2) General formula (II)

[0005]

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Wherein X represents O or S, at least one X is S, n is 0 or 1, at least three n are 1, and R ^{4 to} R ⁶ are alkyl groups. Or an aromatic group) and an ester comprising an aromatic amine (US Pat. No. 3,467,738), (3) Ya-S-Yb... (III) [Wherein Ya is

[0007]

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Wherein Z is a divalent hydrocarbyl group, R ⁷ and R ⁸ are a hydrocarbyl group having 1 to 10 carbon atoms, a hydrocarbyloxy group or a hydrocarbyl mercapto group, R ⁹ is a hydrogen atom or a hydrocarbyl group, X
Is O or S, Yb is -R ¹⁰ H or -R ¹⁰ -S-R ¹¹ (R
¹⁰ is a divalent hydrocarbyl group having 1 to 30 carbon atoms, and R ¹¹ is a hydrogen atom or Ya). (US Pat. No. 4,081,387); (4) a compound represented by the general formula:
(IV)

[0009]

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Wherein R ¹² is an alkyl group or an alkenyl group, R ¹³ is a hydroxyl group, an alkoxy group, an alkenyloxy group or R ¹² O— (CH ₂ CH ₂ O) _k —, and k is a number of 2 to 4. Show. (US Pat. No. 4,579,976)
No. 2), (5) General formula (V)

[0011]

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Wherein R ¹⁴ is a hydrocarbon group, p is 1-3,
R ¹⁵ is an alkylene group, q is 1 to 12, X ⁴ and X ⁵ are-
O—, —NH—, or —S—, R ¹⁶ and ¹⁷ are alkylene groups, r is 0 or 1, and when r is 1, Y ¹ is —O
-, - NH -, - S -, - a S-S or -CH _2,
When r is 0, R ¹⁶ and R ¹⁷ combine to form a cyclic heterocyclic structure. (US Patent No. 4776)
969), (6) a reaction product of a sulfur composition, di- or trihydrocarbyl phosphite and an amine compound (WO88 / 3554), (7) (a) β
A hydroxyethyl thioether compound, (b) dihydrocarbyl hydrogen phosphite and / or trihydrocarbyl phosphite, and (c) a reactive hydroxyl group and containing a reactive mercapto group or -SCH ₂ CH ₂ OH group. Reaction product with a compound having no compound (WO89 / 12666)
Are disclosed. However, these phosphate and phosphite-based lubricating oil additives can simultaneously provide traction drive oil with sufficient resistance to scoring, abrasion and surface fatigue life. However, it was not always satisfactory.

[0013]

Under such circumstances, the present invention imparts excellent abrasion resistance and scoring resistance to a traction drive oil used in a continuously variable transmission for an automobile under such circumstances. It is another object of the present invention to provide a novel additive capable of imparting surface fatigue life resistance.

[0014]

Means for Solving the Problems The present inventors have conducted intensive studies to develop the above-mentioned additive for traction drive oil having excellent performance, and as a result, have determined phosphorus nuclear magnetic resonance spectroscopy and boron nuclear magnetic resonance. In the spectroscopic measurement, it was found that those containing boron-containing phosphoric acid derivatives each having a specific absorption can be suitable for the purpose. The present invention
It has been completed based on such knowledge. That is,
The present invention relates to a method for measuring phosphorus nuclear magnetic resonance spectroscopy.
It has an absorption at 5 ppm, and in boron nuclear magnetic resonance spectroscopy, 5 to -5 ppm and / or -20 to -25 p
An object of the present invention is to provide an additive for a traction drive oil comprising a boron-containing phosphoric acid derivative having absorption in each of pm.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION The boron-containing phosphoric acid derivative contained in the additive for traction drive oil of the present invention has an absorption at 10 to -5 ppm in phosphorus nuclear magnetic resonance spectroscopy. In spectrometry, 5
It has absorption in each of -5 ppm and / or -20-25 ppm. The boron-containing phosphoric acid derivative may have the above-mentioned properties, and its composition and structure are not particularly limited. Examples thereof include a phosphoric acid ester, an acid phosphate, a phosphite, and an acid phosphite. And reaction products of phosphoric acid compounds such as phosphites and hypophosphites with boron-containing compounds such as boric acid, borate esters and boron-containing imides. Among the phosphoric acid-based compounds, phosphate esters and acidic phosphate esters are represented by the general formula (VI)

[0016]

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[In the formula, R ¹⁸ , R ¹⁹ and R ²⁰ each represent a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms which may contain one or more oxygen atoms and / or sulfur atoms. , They may be the same or different,
R ¹⁸ , R ¹⁹ and R ²⁰ are not hydrogen atoms at the same time. And the compound represented by the following formula: In the above general formula (VI), the hydrocarbon group having 1 to 20 carbon atoms out of R ¹⁸ , R ¹⁹ and R ²⁰ includes 1 to 20 carbon atoms.
20 linear or branched alkyl groups, having 3 to 3 carbon atoms
Examples thereof include a cycloalkyl group having 20 carbon atoms, a linear or branched alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, and an aralkyl group having 7 to 20 carbon atoms. Examples of the alkyl group having 1 to 20 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, and a hexyl group. Octyl, 2-ethylhexyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl and the like. Examples of the cycloalkyl group having 3 to 20 carbon atoms include a cyclopentyl group, a cyclohexyl group, a methylcyclohexyl group, and a cyclooctyl group. Examples of the alkenyl group having 2 to 20 carbon atoms include an allyl group, a propenyl group, a butenyl group, an octenyl group, a decenyl group, and an oleyl group. 6 to 2 carbon atoms
Examples of the aryl group of 0 include a phenyl group, a tolyl group,
Xylyl group, naphthyl group, etc., having 7 to 2 carbon atoms.
Examples of the aralkyl group of 0 include a benzyl group, a phenethyl group, a naphthylmethyl group and the like.

The hydrocarbon group having 1 to 20 carbon atoms may contain one or more oxygen atoms and / or sulfur atoms, that is, one or more ether groups or thioethers in the main chain. Groups or both. Examples of such hydrocarbon groups include hexyloxymethyl, hexyloxyethyl, octyloxymethyl, octyloxyethyl, dodecyloxymethyl, dodecyloxyethyl, hexadecyloxymethyl, and hexadecyloxy. Ethyl, hexylthiomethyl, hexylthioethyl, octylthiomethyl, octylthioethyl, dodecylthiomethyl, dodecylthioethyl, hexadecylthiomethyl, hexadecylthioethyl, and the like.

Examples of the phosphoric acid ester and the acidic phosphoric acid ester represented by the general formula (VI) include tri (hexyl) phosphate, tri (octyl) phosphate, tri (dodecyl) phosphate, tri (hexadecyl) phosphate, and tri (hexadecyl) phosphate. (Hexylthioethyl) phosphate, tri (octylthioethyl) phosphate, tri (dodecylthioethyl) phosphate, tri (hexadecylthioethyl) phosphate, mono- or di-hexyl hydrogen phosphate, mono- or di-octyl hydrogen phosphate, Mono- or di-dodecyl hydrogen phosphate, mono- or di-hexadecyl hydrogen phosphate, mono- or di- (hexylthioethyl) hydrogen phosphate, mono- or di-
(Octylthioethyl) hydrogen phosphate,
Mono- or di- (dodecylthioethyl) hydrogen phosphate, mono- or di- (hexadecylthioethyl)
Hydrogen phosphate, mono- or di-octenyl hydrogen phosphate, mono- or di-oleyl hydrogen phosphate, mono- or di-cyclohexyl hydrogen phosphate, mono- or di-phenyl hydrogen phosphate, mono- or di-tolyl hydrogen phosphate, Mono or di-benzyl hydrogen phosphate, mono or di-phenethyl hydrogen phosphate and the like can be mentioned. Further, as the phosphite or acidic phosphite, a general formula
(VII)

[0020]

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(Wherein R ¹⁸ , R ¹⁹ and R ²⁰ are the same as above, and they may be the same or different, but R ¹⁸ , R ¹⁹ and R ²⁰ may be A phosphite or an acid phosphite represented by the general formula (VIII):

[0022]

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(Wherein, R ¹⁸ and R ¹⁹ are the same as above, and they may be the same or different. However, it is preferable that R ¹⁸ and R ¹⁹ be a hydrogen atom at the same time. ) Is preferred. The general formula
Examples of the phosphites and acidic phosphites represented by (VII) and (VIII) include, for example, tri (hexyl) phosphite, tri (octyl) phosphite, tri (decyl) phosphite, and tri (hexadecyl) Phosphite, tri (hexylthioethyl) phosphite, tri (octylthioethyl) phosphite, tri (dodecylthioethyl) phosphite, tri (hexadecylthioethyl) phosphite, mono- or di-hexyl hydrogen phosphite, Mono- or di-octyl hydrogen phosphite, mono or di-dodecyl hydrogen phosphite, mono or di-hexadecyl hydrogen phosphite, mono or di- (hexylthioethyl)
Hydrogen phosphite, mono- or di- (octylthioethyl) hydrogen phosphite, mono- or di- (dodecylthioethyl) hydrogen phosphite, mono- or di- (hexadecylthioethyl) hydrogen phosphite, mono or Di-octenyl hydrogen phosphite, mono or di-oleyl hydrogen phosphite, mono or di-cyclohexyl hydrogen phosphite, mono or di-phenyl hydrogen phosphite, mono or di-tolyl hydrogen phosphite, mono Or di-benzyl hydrogen phosphite, mono- or di-phenethyl hydrogen phosphite and the like. Further, as the hypophosphite, a compound represented by the general formula (IX)

[0024]

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Wherein R ²¹ is one or more oxygen atoms and / or
Or a hydrocarbon group having 1 to 20 carbon atoms which may be interrupted by a nitrogen atom. The phosphinic ester represented by the formula (1) is preferably exemplified. In the general formula (IX), a hydrocarbon group having 1 to 20 carbon atoms represented by R ²¹ and a hydrocarbon having 1 to 20 carbon atoms which may be interrupted by one or more oxygen atoms and / or sulfur atoms. The group is as described in the description of R ^{18 to} R ²⁰ in the general formula (VI). Examples of the phosphinic ester represented by the general formula (IX) include hexyl phosphinate, octyl phosphinate, dodecyl phosphinate, hexadecyl phosphinate, hexyl thioethyl phosphinate, octyl thioethyl phosphinate, and dodecyl thioethyl phosphinate. Carbonate, hexadecylthioethyl phosphinate, octenyl phosphinate, oleyl phosphinate, cyclohexyl phosphinate, phenyl phosphinate, toluyl phosphinate, benzyl phosphinate, phenethyl phosphinate and the like. On the other hand, among the boron-containing compounds, the borate ester is represented by the general formula (X) B (OR ²² ) _m (OH) _{3 -m} (X) (wherein R ²² has 1 carbon atom) ~ 20 hydrocarbon groups, m is 1 ~
Indicates an integer of 3. )). In the above general formula (X), examples of the hydrocarbon group having 1 to 20 carbon atoms represented by R ²² include the aforementioned general formula
1 to 2 carbon atoms exemplified in the description of R ^{18 to} R ²⁰ in (VI)
The same as the hydrocarbon group of 0 can be mentioned. Examples of the borate represented by the general formula (X) include, for example, mono, di or tri-methyl borate, mono, di or tri-ethyl borate, mono, di or tri-propyl borate, mono, di or tri-propyl borate. Butyl borate, mono, di or tri-hexyl borate, mono, di or tri-octyl borate, mono, di or tri-dodecyl borate, mono, di or tri-hexadecyl borate, mono, di or tri-octadecyl borate, mono , Di- or tri-eicosyl borate. Further, as the boron-containing imide, for example, a boron-containing imide-based dispersant conventionally used as an additive for a lubricating oil can be used. As the boron-containing imide dispersant, for example, the general formula (XI)

[0026]

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A monopolyalkenyl or polyalkylsuccinimide represented by the general formula (XII):

[0028]

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The bispolyalkenyl or po represented by
Lialkyl succinimide treated with boron compound
And the like. In the above general formulas (XI) and (XII)
Is R^{twenty three}, R^{twenty five}And R²⁶Are each about 2 to 10 carbon atoms
Degree of α-olefin oligomer residue or its hydride
And R ^{twenty five}And R²⁶Are the same but different
You may. Also R^{twenty four}, R²⁷And R²⁸Each have 2 carbon atoms
4 to 4 alkylene groups;²⁷And R²⁸Same as each other
It may be one or different. s is an integer from 1 to 10, t is
0 or an integer of 1 to 10. Above polyalkenyl
Or polyalkyl succinimides
Nil succinimide is preferred, especially a weight average molecular weight of 5
Polybutenyl succinimide of about 00 to 3000 is preferred.
Suitable. In addition, the amount of nitrogen and boron is particularly restricted.
There is no limit. This boron-containing phosphoric acid derivative is usually
At least one selected from the group consisting of
Reacts with at least one selected from elemental compounds
It is manufactured by letting it do. In this reaction,
The proportion of the acid-based compound and the boron-containing compound used is usually
0.1: 1 to 10: 1, preferably 0.3: 1 to 3:
1, more preferably in the range of 0.5: 1 to 2: 1
You. The reaction temperature is generally 0 to 200 ° C, preferably
It is selected in the range of 80 to 150 ° C. This reaction is without catalyst
It may be performed, or may be performed in the presence of a catalyst. In addition,
In conducting this reaction, mineral oil or xylene
A solvent such as ren can be used. The reaction time is
Reaction temperature, seeds of phosphoric acid compounds and boron-containing compounds as raw materials
Type, depending on the presence of catalysts and solvents, etc.
Cannot be used, but is generally preferred for 0.1 to 24 hours.
In other words, about 0.5 to 10 hours is sufficient.

The traction drive oil additive of the present invention contains at least one selected from the boron-containing phosphoric acid derivatives thus obtained, and includes, for example, extreme pressure additives and antiwear agents. When added to a traction drive oil as a friction modifier, a fatigue life improver, etc., excellent wear resistance, scoring resistance, surface fatigue life resistance, etc. can be simultaneously imparted. The additives for traction drive oils of the present invention may optionally contain various conventionally known additives for lubricating oils, such as detergents / dispersants, antioxidants, and rust inhibitors, as long as the object of the present invention is not impaired. , Defoamers, viscosity index improvers, pour point depressants, demulsifiers, other extreme pressure agents and antiwear agents. The additive of the present invention has a content of the boron-containing phosphoric acid derivative of 0.01 to 10% by weight, preferably 0.1 to 10% by weight based on the total amount of the traction drive oil based on the base oil.
It is desirable to mix them in the range of 5% by weight.

[0031]

EXAMPLES Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Production Example 1 In a 300 ml flask, 42.7 g (0.1 mol) of di (octylthioethyl) hydrogen phosphite and boron-containing imide (boron content: 2.0% by weight)
After adding 54.0 g (0.1 mol as boric acid) and stirring to obtain a homogenized product, a homogenized product was obtained.
After stirring at 130 ° C. for 5 hours, a reaction product was obtained.

FIG. 1 is a phosphorus nuclear magnetic resonance spectroscopy chart of di (octylthioethyl) hydrogen phosphite, FIG. 2 is a boron nuclear magnetic resonance spectroscopy chart of boron-containing imide, and FIGS. 5 and 6 show a phosphorus nuclear magnetic resonance spectral chart and a boron nuclear magnetic resonance spectral chart of the reaction product, respectively. The nuclear magnetic resonance spectroscopy was measured under the following conditions. Measurement solvent: hexane Measurement temperature: room temperature Measurement mode: single pulse method (non-decoupling) Resonance frequency: P-NMR; 202 MHz B-NMR; 160 MHz Standard substance (0 ppm): P-NMR; orthophosphoric acid B-NMR; Boric acid Production Example 2 In a 300 ml flask, 30.6 g (0.1 mol) of di (octyl) hydrogen phosphite and 90.2 g (0.1 mol) of tri (eicosyl) borate were placed.
After stirring to obtain a homogenized product, the mixture was stirred at 80 ° C. for 5 hours under a nitrogen stream to obtain a reaction product.

Production Example 3 In a 300 ml flask, 30.6 g (0.1 mol) of di (2-ethylhexyl) hydrogen phosphite and an imide containing boron (boron content: 2.0% by weight)
After adding 54.0 g (0.1 mol as boric acid) and stirring to obtain a homogenized product, a homogenized product was obtained.
After stirring at 130 ° C. for 5 hours, a reaction product was obtained. Production Example 4 In a 300 ml flask, 32.2 g (0.1 mol) of di (octyl) hydrogen phosphate and 54.0 g of boron-containing imide (boron content 2.0% by weight) (0.1 mol as boric acid) And stirred to obtain a homogenized product, followed by stirring at 130 ° C. for 5 hours under a nitrogen stream to obtain a reaction product. Production Example 5 In a 300 ml flask, 53.9 g (0.1 mol) of di (dodecylthioethyl) hydrogen phosphite and 23.0 g (0.1 mol) of tributyl borate were added, and the mixture was stirred to be homogeneous. After obtaining a homogenized product by stirring at 80 ° C. for 5 hours under a nitrogen stream, a reaction product was obtained.

Production Example 6 In a 300 ml flask, 42.7 g (0.1 mol) of di (octylthioethyl) hydrogen phosphite and 108.0 g of boron-containing imide (boron content 0.35% by weight) were added. 0.035 mol) as an acid)
After stirring to obtain a homogenized product, the mixture was stirred at 130 ° C. for 5 hours under a nitrogen stream to obtain a reaction product.
7 and 8 show a phosphorus nuclear magnetic resonance spectroscopy chart and a boron nuclear magnetic resonance spectroscopy chart of the reaction product, respectively. The measurement conditions of the nuclear magnetic resonance spectroscopy were measured under the same conditions as in Production Example 1. Production Example 7 In a 300-mL flask, 42.7 g (0.1 mol) of di (octylthioethyl) hydrogen phosphite and 42.7 g of boron-containing imide (boron content 0.35% by weight) were added. (0.014 mol) and stirred to obtain a homogenized product, followed by stirring at 130 ° C. for 5 hours under a nitrogen stream to obtain a reaction product. 9 and 10 show a phosphorus nuclear magnetic resonance spectroscopy chart and a boron nuclear magnetic resonance spectroscopy chart of the reaction product, respectively. The measurement conditions of the nuclear magnetic resonance spectroscopy were measured under the same conditions as in Production Example 1.

Production Example 8 In a 300-ml flask, 42.7 g (0.1 mol) of di (octylthioethyl) hydrogen phosphite and 12.6 g (0.01 mol) of tri (eicosyl) borate were added.
4 mol) and stirred to obtain a homogenized product, and then stirred at 80 ° C. for 5 hours under a nitrogen stream to obtain a reaction product. Example 1 Production Example Based on Synthetic Oil [Naphthenic Synthetic Oil, Kinematic Viscosity: 20 mm ² / sec (40 ° C.), 4 mm ² / sec (100 ° C.)] Based on Total Traction Drive Oil Composition 2% by weight of the reaction product obtained in Step 1, 1% by weight of a detergent / dispersant (succinimide), 0.5% by weight of an antioxidant (amine-based antioxidant), and 0.1 of a rust preventive (fatty acid ester) By weight, 0.1% by weight of an antifoaming agent (silicone-based antifoaming agent) was blended to prepare a traction drive oil composition. The performance of this traction drive oil composition is
It was evaluated by a block-on-ring friction and wear test.
Table 1 shows the results. The test conditions are as follows. Ring material: SAE 4620 steel Block material: SAE 01 steel Test temperature: 130 ° C. Rotation speed: 0.367 m / s Load: 1500 N Test time: 60 minutes Test item: Ring appearance, ring wear, block wear width , Block wear, friction coefficient change

Examples 2 to 8 In the same manner as in Example 1, except that the reaction products obtained in Production Examples 2 to 5 were used instead of the reaction products obtained in Production Example 1. To prepare a traction drive oil composition, and its performance was evaluated. The results are shown in Table 1. Comparative Example 1 A traction drive oil composition was prepared in the same manner as in Example 1 except that a commercially available tri (decyl) phosphite was used instead of the reaction product obtained in Production Example 1. And evaluated its performance. The results are shown in Table 1. Comparative Example 2 A traction drive oil composition was prepared in the same manner as in Example 1 except that a commercially available tri (2-ethylhexyl) phosphate was used instead of the reaction product obtained in Production Example 1. It was prepared and its performance was evaluated. The results are shown in Table 1. Comparative Example 3 A traction drive oil composition was prepared in the same manner as in Example 1 except that the reaction product obtained in Production Example 1 was not used, and its performance was evaluated.
The results are shown in Table 1.

[0037]

[Table 1]

(Note) (1) Ring appearance ：: smooth ×: black change (2) Friction coefficient change ：: less than 0.01 ×: 0.01 or more

[0039]

The additive of the present invention is used in traction drive oils used in continuously variable transmissions for automobiles, continuously variable transmissions for industrial use, hydraulic equipment, etc., and particularly in traction drive oils used in continuously variable transmissions for automobiles. When added, excellent wear resistance, scoring resistance and surface fatigue life resistance can be simultaneously provided. By using the additive of the present invention, a traction drive device oil having a small size and a large transmission capacity can be obtained.

[Brief description of the drawings]

FIG. 1 is a phosphorus nuclear magnetic resonance spectroscopy chart of di (octylthioethyl) hydrogen phosphite used in Production Example 1.

FIG. 2 is a boron nuclear magnetic resonance spectroscopy chart of the boron-containing imide used in Production Example 1.

FIG. 3 is a phosphorus nuclear magnetic resonance spectroscopy chart of a homogenized product in Production Example 1.

FIG. 4 is a boron nuclear magnetic resonance spectroscopy chart of a homogenized product in Production Example 1.

5 is a phosphorus nuclear magnetic resonance spectroscopy chart of the reaction product obtained in Production Example 1. FIG.

FIG. 6 is a boron nuclear magnetic resonance spectroscopy chart of the reaction product obtained in Production Example 1.

FIG. 7 is a phosphorus nuclear magnetic resonance spectroscopy chart of the reaction product obtained in Production Example 6.

FIG. 8 is a boron nuclear magnetic resonance spectroscopy chart of the reaction product obtained in Production Example 6.

FIG. 9 is a phosphorus nuclear magnetic resonance spectroscopy chart of a reaction product obtained in Production Example 7.

FIG. 10 is a boron nuclear magnetic resonance spectroscopy chart of the reaction product obtained in Production Example 7.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C10N 30:06 40:04

Claims (1)

[Claims] In a nuclear magnetic resonance spectroscopy of phosphorus, 10
Has an absorption at about -5 ppm, and has a -5 to -5 ppm and / or -20 to -2 in boron nuclear magnetic resonance spectrometry.
An additive for a traction drive oil comprising a boron-containing phosphoric acid derivative having an absorption in each of 5 ppm.