JP3009256B2 - Extreme pressure additive - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

This invention relates to extreme pressure additives, and more particularly to extreme pressure additives used in water-soluble metalworking fluids.

[0002]

2. Description of the Related Art Conventionally, extreme pressure additives for improving the performance of metalworking fluids include chlorinated organic compounds such as chlorinated paraffins and chlorinated fatty acid esters, and sulfurized oils and fats.
Sulfur-containing organic compounds such as sulfurized olefins and dialkyl polysulfides are known. However, all of these compounds are almost or completely insoluble in water, and are used in water-soluble metalworking oils by dissolving them in mineral oil or by using surfactants as they are in emulsions using surfactants. I could only do it. To achieve water solubility or easy dispersibility in water,
Attempts have been made to use amine salts of sulfurized fatty acids. However, although this substance is easily emulsified in water, it is hardly solubilized, and when used as a component of a water-soluble metalworking oil, it lacks stability and easily proliferates bacteria, resulting in the generation of hydrogen sulfide.

[0003]

SUMMARY OF THE INVENTION US Pat. No. 4,25
No. 0,046 discloses G (2-) as an extreme pressure additive.
The use of (hydroxyethyl) disulfide is described. However, this material does not dissolve water-soluble metalworking fluids.
Compatibility with many other additives used in manufacturing
poor. Also, JP-A-63-284294 discloses that
Disulfur 3-mercaptopropionate as an extreme pressure additive
The use of water-soluble salts of the amides is described. However, although this material has quite good extreme pressure properties,
It is inconvenient to prepare a water-soluble metalworking oil which lacks lubricity and has balanced performance.

[0004]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies in order to solve the above-mentioned problems of the conventional products, and as a result, they have excellent performance and stable water solubility. Invented the pressure additive.

That is, the present invention provides

Embedded image wherein R is an organic group of an acid represented by RSR′COOH (wherein R represents an alkyl group or a cycloalkyl group having 6 to 20 carbon atoms, and R ′ represents an alkylene group having 1 to 3 carbon atoms). An extreme pressure additive comprising a water-soluble salt with a nitrogen-containing compound .

Further, the present invention provides

Embedded image RSR'COOH (wherein, R represents an alkyl group or a cycloalkyl group having 6 to 20 carbon atoms, R 'represents an alkylene group having 1 to 3 carbon atoms) organic acid represented by The present invention relates to a water-soluble metalworking oil containing an extreme pressure additive comprising a water-soluble salt with a nitrogen-containing compound .

[0007]

The acid represented by the above formula (1) includes alkyl (or cycloalkyl) thioglycolic acid, alkyl (or cycloalkyl) -2-methylpropionic acid,
Alkyl (or cycloalkyl) thiopropionic acid,
There are organic acids containing a sulfur atom, such as alkyl (or cycloalkyl) thiobutyric acid. Such acids, octyl thioglycolate, dodecyl thioglycolate, Oh click <br/> Chi thio propionic acid, lauryl-thio propionic acid, octadecyl thio acid, cyclohexyl thio acid, octylthio-2-methylpropionic acid, Laurylthio-2-methylpropionic acid and the like are exemplified.

The organic acid containing a sulfur atom represented by the above formula (1) is a compound having one mercapto group and one carboxyl group, ie, thioglycolic acid, mercaptopropionic acid, mercapto-2-propionic acid, mercaptobutyric acid. And an olefin or cycloolefin having an appropriate molecular weight and structure can be easily prepared by addition in the presence of a peroxide catalyst.

The extreme pressure additive of the present invention is an organic nitrogen compound of these acids.
It is composed of a water-soluble salt with an element-containing compound . Including organic nitrogen
A water-soluble salt with an organic compound means a salt with any organic nitrogen-containing compound having a solubility in water at room temperature of at least 0.01%, preferably at least 0.1%.

The water-soluble salt of the above-mentioned acid with an organic nitrogen-containing compound can be prepared by a known method for neutralizing an organic acid containing a sulfur atom represented by the formula (1) using an organic nitrogen-containing compound . .

As such organic nitrogen-containing compounds for neutralization , monoalkylamines, dialkylamines,
Monoamines such as trialkylamines, monocycloalkylamines, dicycloalkylamines, diamines substituted with 1 to 4 alkyl groups, at least one of the alkyl groups having a hydrophilic property such as a hydroxyl group or a polyoxyethylene group There are alkyl monoamines and alkyl diamines having a group. Of these, monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, triisopropanolamine, methyldiethanolamine, ethyldiethanolamine, butyldiethanolamine, cyclohexyldiethanolamine, N, N, N ', N'-
It is particularly advantageous to use tetrakis (2-hydroxypropyl) ethylenediamine and the like.

The extreme pressure additive of the present invention is used in an amount of 0.01 to 20% by weight, preferably 0.1 to 20% by weight, in the desired water-soluble metal working oil.
It is added at a concentration of 1 to 10% by weight. The extreme pressure additive of the present invention can be used alone in a water-soluble metal working oil, but is generally used together with various other additives used in a water-soluble metal working oil.

Representative of such additives are:
Oily agent for enhancing the lubricating effect of water-soluble metalworking oil,
There are a rust inhibitor for preventing corrosion or rusting, a bactericide for preventing bacterial growth or corrosion, and an antifoaming agent.

Oily agents for enhancing the lubricating effect of such water-soluble metalworking oils include amine salts of fatty acids such as oleic acid, ricinoleic acid, stearic acid and ricinoleic acid polycondensate, polyoxyethylene glycol, polyoxyethylene glycol and polyoxyethylene glycol. And polyalkylene glycols such as oxypropylene glycol and polyoxyethylene polyoxypropylene glycol. Such an oil agent is preferably added to the target water-soluble metalworking oil at a concentration of about 0.1 to 30% by weight.

As the rust preventive for preventing the above-mentioned corrosion or rust, tertiary butyl benzoic acid, caprylic acid, caproic acid, capric acid, 2-ethylhexyl acid,
Monobasic organic acids such as isononanoic acid, oleic acid and ricinoleic acid, or water-soluble amine salts of dibasic organic acids such as adipic acid, azelaic acid, sebacic acid, dodecane diacid, etc. It is preferably added to the metal working oil at a concentration of about 0.1 to 30% by weight.

[0016] As a bactericide, triazine, 1,1
2-pen tool isothiazolin-3-one, 5-chloro-2
-Methyl-4-isothiazolin-3-one and the like,
0.001-1% by weight in the target water-soluble metalworking oil
It is preferable to add at a concentration of about.

Further, examples of the antifoaming agent include kerosene, polydimethylsiloxane, polyoxyethylene polyoxypropylene block polyol, and the like. The antifoaming agent has a concentration of about 0.01 to 5% by weight in the target water-soluble metal processing oil. It is preferably added.

The water-soluble metalworking oil of the present invention is basically composed of the extreme pressure additive of the present invention or the above-mentioned other additives and water. The water phase is preferably 50 to 99% by weight. When preparing the water-soluble metalworking oil of the present invention, the water-soluble salt of the present invention, or an aqueous solution thereof is mixed with other additives and stored in the form of a concentrate, and when used, the above-mentioned appropriate water-soluble salt is used. It can be used after diluting to a concentration.

The water-soluble metalworking oil of the present invention does not need to use mineral oil or synthetic oil as a base oil, but may use a base oil if desired. In this case, a surfactant is usually added to the base oil. It is in the form of an emulsion.

[0020]

Example 1 The extreme pressure characteristics of an aqueous solution of triethanolamine salt of laurylthiopropionic acid were measured using a four-ball tester. The data showing the measured values with respect to the sulfur content of the aqueous solution are as follows, and it can be seen that the extreme pressure performance of the extreme pressure additive of the present invention is excellent.

[0021]

[Table 1]

[0022] 30 parts by weight of triethanolamine salt of Example 2-octyl thio propionic acid (OTPA), polyethylene glycol 10 parts by weight of average molecular weight 1500, a triethanolamine salt 20 parts by weight of isononanoic acid for rust resistance imparting Was prepared, and water was added thereto to prepare a concentrate containing 40% by weight of water. This was diluted 10 times with water to prepare a water-soluble metalworking oil of the present invention. The extreme pressure properties of this were measured and compared with a water-soluble metalworking oil without the triethanolamine salt of octylthiopropionic acid. The results are as follows, which shows that the extreme pressure additive of the present invention is excellent in the effect of imparting extreme pressure.

[0023]

[Table 2]

Example 3 A formulation containing 30 parts by weight of a diethanolamine salt of lauryl thioglycolic acid (LTGA), 10 parts by weight of a polyethylene glycol fatty acid ester having an average molecular weight of 2,000, and 10 parts by weight of a triethanolamine salt of tertiary butyl benzoic acid was prepared. Prepared, water is added to this, water 50% by weight
A concentrate containing was prepared. This was diluted 10 times with water to prepare a water-soluble metalworking oil of the present invention. The extreme pressure properties of this were measured and compared with a water-soluble metalworking oil without the diethanolamine salt of laurylthioglycolic acid. The results are as follows, which shows that the extreme pressure additive of the present invention is excellent in the effect of imparting extreme pressure.

[0025]

[Table 3]

In the four-ball test, four steel balls of the same diameter are piled up in a pyramid shape, the lower three are fixed, rotated while applying a load, and lubricated by a high-pressure friction surface formed at a point contact portion. This is to evaluate the performance of the oil agent. The fusion load is the minimum load at which four steel balls fuse within one minute. The pressure friction index (PWI) is a coefficient of silicate based on the load and wear scar diameter in the load-wear / relationship diagram obtained by measurement using a four-ball tester. The larger this number, the better the extreme pressure performance.

[0027]

The extreme pressure additive of the present invention comprises a water-soluble salt of an acid represented by the above formula (1) with an organic nitrogen-containing compound, and has excellent extreme pressure performance and is stable. It also possesses water solubility.

──────────────────────────────────────────────────続 き Continuation of the front page (72) Inventor Einosuke Ito 7-35 Higashiogu, Arakawa-ku, Tokyo Inside Adeca Fine Chemical Co., Ltd. (56) References JP-A-60-144395 (JP, A) 48-47 (JP, A) U.S. Pat. No. 4,786,424 (US, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C10M 135/26 CA (STN) REGISTRY (STN)

Claims (2)

(57) [Claims] (1) RSR'COOH (wherein, R represents an alkyl group or cycloalkyl group having 6 to 20 carbon atoms, and R 'represents an alkylene group having 1 to 3 carbon atoms). An extreme pressure additive consisting of a water-soluble salt of the indicated acid with an organic nitrogen-containing compound . 2. RSR'COOH (wherein R represents an alkyl group or cycloalkyl group having 6 to 20 carbon atoms, and R 'represents an alkylene group having 1 to 3 carbon atoms). A water-soluble metalworking oil comprising an extreme pressure additive consisting of a water-soluble salt of the indicated acid with an organic nitrogen-containing compound .