JP3912829B2 - Water-soluble processing oil - Google Patents

Description

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【表３】

【表４】

[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a water-soluble processing oil used for metal processing, and more particularly to a water-soluble processing oil used for metal cutting, grinding, rolling, forging and the like.
[0002]
[Prior art]
Conventionally, metal processing oil has been used as an oil type, but from the viewpoint of fire risk and workability, a water-soluble processing oil has been used instead of oil solubility. In particular, in cutting and grinding, water-soluble processing fluids are widely used because of their excellent cooling properties. These water-soluble processing oils include lubricants, extreme pressure additives, rust inhibitors, surfactants, etc. (fatty acids such as oleic acid and castor oil fatty acids, alkali metal salts such as naphthenic acid and rosin acid, or amine salts. However, since it is diluted with water and used, there is a problem that performance is deteriorated due to microbial decomposition, and rust is likely to occur in the workpiece and processing apparatus.
Conventionally, preservatives have been used to prevent microbial degradation. However, preservatives are prone to hand roughness and are not durable.
[0003]
Several proposals have been made in order to solve such problems that performance degradation due to microbial decomposition and rust are likely to occur. For example, JP-A-1-215889 discloses propylene oxide adducts of amines, JP-A-62-70493 discloses amino acids and derivatives thereof, JP-A-58-67979 discloses polyaminoamide compounds, JP-A 61-272292 proposes an alkanolamine ester having an aromatic ring or a cyclo ring, and as others, a salt of an amine and a carboxylic acid and an amide of an amine and a carboxylic acid are known.
[0004]
[Problems to be solved by the invention]
However, none of these water-soluble processing oils are excellent in rust prevention, antibacterial properties and processing performance, and can be used only in a limited form depending on the purpose. The present invention has been made to solve such problems, and provides a water-soluble processing oil excellent in processability, antibacterial properties, and rust prevention properties.
[0005]
[Means for Solving the Problems]
Provided is a water-soluble processing oil containing at least one selected from the group consisting of salts of amide compounds obtained by the reaction of an amino acid having 1 to 10 carbon atoms and a monocarboxylic acid having 6 to 20 carbon atoms.
[0006]
DETAILED DESCRIPTION OF THE INVENTION
The amino acid referred to in the present invention may be any of neutral amino acids, acidic amino acids, or basic amino acids. Those having 1 to 3 carboxyl groups and 1 to 3 amino groups in the molecule are preferred. Further, the molecule may contain a cyclo ring, an aromatic ring, a hydroxyl group, an amide bond, or sulfur. Illustrative examples include glycine, alanine, valine, leucine, isoleucine, serine, cystine, asparagine, aspartic acid, glutamine, glutamic acid, lysine, ornithine, arginine, phenylalanine, aminobenzoic acid and the like. Preferably, it is a C4-C8 amino acid.
[0007]
The carboxylic acid having 6 to 20 carbon atoms may be any of aliphatic, aromatic, or alicyclic saturated or unsaturated monocarboxylic acid. For example, saturated fatty acids such as hexanoic acid, octanoic acid, 2-ethylhexanoic acid, nonanoic acid, isononanoic acid, decanoic acid, neodecanoic acid, dodecanoic acid, pentadecanoic acid, heptadecanoic acid, stearic acid, and 12-hydroxystearic acid, undecylene From unsaturated fatty acids such as acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid, aromatic or alicyclic carboxylic acids such as benzoic acid, t-butylbenzoic acid, cyclohexane acid, butylcyclohexane acid, and natural fats and oils Mixed fatty acids (such as tall oil fatty acid, coconut fatty acid, and beef tallow fatty acid). Preferred are aliphatic carboxylic acids and aromatic carboxylic acids having 6 to 18 carbon atoms.
[0008]
The amino acids having two or more amino groups in the molecule need not all be amidated and may be partial amides.
[0009]
The salt of the amide compound of the present invention is a salt with a carboxyl group possessed by an amino acid, and alkali metal salts, amine salts, alkanolamine salts, ammonium salts and the like are used. Illustrative examples include alkali metal salts such as K, Na and Ca, mono, di or trimethylamine, mono, di or triethylamine, mono, di or tributylamine, mono or dicyclohexylamine, amine salts such as ethylenediamine and diethylenetriamine, mono, di or Alkanolamine salts such as triethanolamine, mono-, di- or triisopropanolamine. Preferred are K, Na, ammonium, or alkanolamine salts.
[0010]
The amides of the present invention can be prepared by methods known to the public. For example, it can be obtained by reacting an amino acid and an acid chloride of a carboxylic acid in the presence of a tertiary amine such as triethylamine in a solvent such as methyl dichloride, chloroform or ether, generally at a low temperature of about 0 ° C. Alternatively, it can be carried out using the Schotten-Baumann reaction using an aqueous alkali solution.
[0011]
As the water-soluble processing oil according to the present invention, the blending amount of the amide of the present invention is not particularly limited, but it is usually 5 to 80% by weight as the processing oil and is diluted with water when used. The dilution factor may be appropriately selected depending on the type of material to be processed and the required performance. However, when the amide compound according to the present invention in the diluted water is 0.1% by weight or less, the rust prevention property is deteriorated, which is not preferable.
[0012]
The water-soluble processing oil of the present invention may be appropriately blended with conventional additives such as mineral oils, animal and vegetable oils, fatty acids, fatty acid esters, extreme pressure additives, surfactants, and preservatives as desired.
[0013]
【Example】
EXAMPLES Hereinafter, although an Example demonstrates this invention concretely, this invention is not limited to these Examples.
[0014]
[Amidated products of amino acids and monocarboxylic acids used in Examples and their synthesis (amide compounds No. 1 to 20 shown in Table 1)]
Amide compound no. Synthesis of 1 α-chlorocarboxylic acid was synthesized by reacting 1 mol weight of hexanoic acid with thionyl chloride at 80-100 ° C., and then this α-chlorocarboxylic acid was converted to 1 mol weight of leucine and 0.005 mol weight. In a chloroform solution in which the catalyst triethylamine was dissolved, the reaction was conducted dropwise at 0 to 10 ° C., and hydrogen chloride by-produced was removed by washing with pure water. After dehydration, chloroform was distilled off to distill off the target substance. Got.
[0015]
Amide compound no. Synthesis of 2-20.
Using the amino acids and monocarboxylic acids shown in Table 1, amide compound NO. 1 was obtained in the same manner as in 1.
[0016]
[Examples 1 to 29]
Tests were carried out on the components shown in Table 2 (triethanolamine salts and sodium salts of the amide compounds shown in Table 1) having concentrations (1, 0.5 and 0.1% by weight) shown in the same table. The friction coefficient, the pressure resistance, the rust resistance, and the antibacterial property were measured by the evaluation test method described below. The results are shown in Table 2.
[0017]
(1) Method for measuring friction coefficient The friction coefficient was measured at a liquid temperature of 25 ° C. using a Kamata pendulum type friction tester.
[0018]
(2) Measuring method of pressure resistance The pressure resistance was measured by a sequential load method at 200 rpm using an Iwata type four-ball lubrication tester.
[0019]
(3) Measuring method of rust prevention After immersing the dry cutting swarf of the casting (FC250) in the test solution for 10 minutes, cut the test solution, transfer it to a petri dish and leave it in a constant temperature room at 30 ° C. for 3 days to rust. The condition was observed.
Criteria-: No rusting +: There is rusting [0020]
(4) Antibacterial measurement method A 10-ml flat plate-shaped ordinary agar medium is prepared in a petri dish with a diameter of 10 cm, and a septic solution (a liquid for use with a cutting fluid with a bacterial count of 10 ⁵ cells / ml or more) is 1 micron on this medium. After liters were applied to the entire surface and air-dried for 10 minutes, 1 ml of the test solution was dropped on the center of the agar medium, and the cells were cultured in a thermostat at 30 ° C. for 3 days. The determination of the result was evaluated in the following four stages by comparing the propagation state of the bacteria in the lower part of the test droplet with the peripheral part.
0: No breeding 1: Slight breeding compared to the surrounding area 2: Breeding to some extent but less than the surrounding area 3: Breeding to the same extent as the surrounding area [0021]
[Comparative Examples 1 to 11]
An evaluation test was performed in the same manner as in the Examples, using a 1% by weight aqueous solution of the components shown in Table 3 as a test solution. The results are shown in Table 3.
[0022]
[Examples 30 to 32]
Using the 1% by weight aqueous solution of the components shown in Table 4 (triethanolamine salt of the amide compound shown in Table 1) as a test solution, the following tapping test was conducted to evaluate the cutting performance. The results are shown in Table 4.
(5) Tapping test conditions and evaluation method Processing machine: Vertical NC milling machine (manufactured by Enshu)
Machining tool: M12 x 1.25 hand tap (high-speed steel, manufactured by Yamaha)
Cutting conditions: Cutting speed 6m / min, feed 200mm / min, depth 20mm non-penetrating, pilot hole diameter 10.7mm
Work material: S45C
[0023]
Evaluation method: Inspect the threaded hole after machining with a screw limit gauge (Kuroda GP-IPM12P1.25), and continue machining until an abnormality is found in the threaded hole. The number of screw holes that can be used was defined as the tool life.
[0024]
[Comparative Examples 12-15]
A tapping test was conducted in the same manner as in the above example using an aqueous solution of 1% by weight of the components shown in Table 4 as a test solution. The results are shown in Table 4.
[0025]
【The invention's effect】
As described above, the salt of the amide compound of the present invention has excellent processing performance, and is excellent in rust prevention and antibacterial properties. Therefore, the water-soluble processing oil of the present invention not only has excellent processing performance compared to conventional oils, but also has excellent rust prevention and antibacterial properties, so there is little deterioration in performance and deterioration due to rot and rust. Can be used stably for a long time.
[Table 1]

[Table 2]

[Table 3]

[Table 4]

Claims (2)

A water-soluble processing oil containing at least one selected from the group consisting of salts of amide compounds obtained by a reaction of an amino acid having 1 to 10 carbon atoms and a monocarboxylic acid having 6 to 20 carbon atoms.   The water-soluble processing oil according to claim 1, wherein the monocarboxylic acid is an aliphatic carboxylic acid having 6 to 18 carbon atoms and an aromatic carboxylic acid.