JPS5832696A - Metal processing lubricant - Google Patents

Abstract

PURPOSE:A lubricant that is composed of a reaction product from a specific alkylene oxide adduct to a partial ester of polyhydric alcohol and a polybasic acid and an epoxy compound, thus being suitably used in metal processing such as wire drawing, cutting and pressing. CONSTITUTION:An alkylene oxide is added to a partial ester resulting from reaction of (A) a polyhydric alcohol with (B) at least one selected from carboxylic acids with alkyl groups of 11 or more carbon atoms, polycarboxylic acid esters and polycarboxylic acid amides. The product is made to react with (C) at least one selected from organic or inorganic polybasic acids having 2 or more functional groups reactive with hydroxyls in the molecule, epoxy compounds and isocyanates. The product or its salt is used as the objective lubricant.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a lubricant used in metal processing such as drawing, wire drawing, cutting 1, -grinding, and pressing.

Metal processing oils such as drawing oils, wire drawing oils, cutting oils, grinding oils, and press oils are generally animal/vegetable fats, mineral oils, or mixtures of mineral oils, oiliness improvers, extreme pressure additives, and rust preventive oils. Add agents, antioxidants, emulsifiers, etc., and use as is.
However, as processing machines become larger and more precise, the hardness of metal materials increases, processing conditions become faster and higher pressure, and the finished surface of the finished product becomes more precise, etc. These conditions are becoming increasingly severe, and at present, conventional lubricants are no longer able to cope with use under these severe conditions.

Consequently, there is a growing demand for the development of lubricants with even higher performance.

The present inventors conducted intensive research focusing on these points, and
Among them, we developed ester of castor oil or its derivatives,
He discovered that it was excellent as a metal rolling oil and filed a patent application (1?! Publication No. 52-20430, Japanese Unexamined Patent Publication No. 1983-1983).
-110192).

After that, as a result of continuing research on these, it was discovered that they have excellent performance as metal working oils such as drawing oils, wire drawing oils, cutting oils, grinding oils, press oils, etc., and this led to the invention of the present application.

The compound of the present invention consists of the following:

That is, a polyhydric alcohol and (6) a carboxylic acid having an alkyl group having 11 or more carbon atoms (b) have at least one alkyl group having 1 or more carbon atoms per molecule, and at least one Polycarboxylic acid ester (C) having a carboxyl group / (A), (B) of a polycarboxylic acid amide having at least one alkyl group having 11 or more carbon atoms in the molecule and at least one carboxyl group ,(
Alkylene oxide (
It has at least one functional group in its molecule that can react with the compound obtained by addition and the hydroxyl group. It is characterized by using at least one type of compound obtained by reacting with at least seven types selected from the group of organic polybasic acids, inorganic polybasic acids, epoxy compounds, and isocyanate compounds, or a salt thereof. It is a lubricant for metal processing.

Examples of the polyhydric alcohol in the present invention include glycerin, polyglycerin, pentaerythritol, sorbitol, and trimethylolpropane.

On the other hand, the carboxyl compounds (A), (B), and (C) that form partial esters with the polyhydric alcohol include (6) diuric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, pehe, and Saturated fatty acids such as neo-acids, side-chain saturated fatty acids such as fatty acids obtained by the oxo method, unsaturated fatty acids such as oleic acid, linoleic acid, linoleic acid, arachidonic acid, ricinoleic acid, polyester acids such as dimer acids, trimer acids, etc. carboxylic acid.

(b) Obtained by polymerizing dibasic carboxylic acids such as succinic acid, adipic acid, arachidonic acid, heptanoacic acid, maleic acid, fumaric acid, itaconic acid, and unsaturated fatty acids;
Polymerized polybasic carboxylic acids consisting of so-called dimer acids and trimer acids, and polycarboxylic acids such as trimellitic acid and lauryl alcohol, palmityl alcohol, cetanol, stearyl alcohol, oleyl alcohol, ethylene glycol oleate, propylene glycol laurate, Propylene glycol stearate, polyethylene glycol palmitate, polyethylene glycol oleate, glycerin stearate, sorbitol laurate, sorbitol oleate, pentaerythritol stearate, etc., and these arachidonic acids.
The same 0.0. Examples include compounds such as amides obtained from polycarboxylic acids of -'- and laurylamine, myristylamine, cetylamine, stearylamine, oleylamine, etc.; It is an essential condition that at least one of the number/1 or more alkyl groups and the carboxyl group of the polycarboxylic acid remains.

These carboxyl compounds (A) and (B)%
A partial ester of at least one of (C) and a polyhydric alcohol can be synthesized by a general method, but it can also be synthesized by a transesterification method using a lower alkyl ester of a carboxyl compound. However, the present invention is not limited in any way by these synthetic methods.

Examples of alkylene oxides that react with the hydroxyl groups remaining in the partial ester of the polyhydric alcohol include ethylene oxide, propylene oxide, and butylene oxide. It is effective whether it is added randomly or in blocks.

A major feature of the present invention is that two or more molecules of a compound obtained by reacting an alkylene oxide with a partial ester of a polyhydric alcohol are bonded by a polyfunctional compound capable of reacting with a hydroxyl group. Examples of functional compounds include organic polybasic acids such as succinic acid, adipic acid, azelaic acid, sebacic acid, maleic acid, hexamaric acid, itaconic acid, dimer acid, trimer acid, and trimellitic acid.

Secondly, inorganic polybasic acids such as phosphoric acid and boric acid.

Thirdly, ethylene glycol diglycidyl ether, glycerint, liglycidyl ether, ester with diglycidyl adipate, succinic acid diglycidyl ester, dimer acid diglycidyl ester, polyalkylene glycol diglycidyl ether, glycerin with alkylene oxide added. triglycidyl ether-gin epoxy compound.

Fourth, methylene diisocyanate, tolylene diisocyanate, hexamethylene diylene diisocyanate, diphenylmethane diisocyanate, nitrodiphenyl diisocyanate, nitrodiphenylmethane diisocyanate, diphenylmethane sulfone diisocyanate, diphenylsulfone diisocyanate, naphthalene diisocyanate, fluorene diisocyanate, chrysene diisocyanate, methoxyphenylene diisocyanate Examples include isocyanate compounds such as incyanate, biphenyl diisocyanate, lint, xybiphenyl diisocyanate, trifylmethane 1-liisocyanate, etc., and alkylene oxide is added to these polyfunctional compounds and the partial ester of the polyhydric alcohol mentioned above. Reactions with the compounds obtained are carried out by conventional methods.

The obtained reaction product is used after the residual acid radicals are neutralized with an inorganic alkali compound, an alkaline earth metal compound, an organic amine and its derivatives, etc., if necessary. By this neutralization, the hydrophilicity of the reaction product can be appropriately adjusted depending on the conditions of use, and the polarity of the reaction product can also be adjusted to control adsorption to metal surfaces.

These reaction products can be used as they are as lubricants for metal processing and have extremely high lubrication performance, but if necessary, they can be used with other lubricating oils, animal or vegetable oils, mineral oils, extreme pressure additives, or antioxidants. It can also be used in combination with surfactants, etc.

The present invention will be explained in more detail with reference to Examples below.

Example 1 Pentaerythritol/, 3AIB, stearic acid 71
0 part was heated to 200 -. under nitrogen gas flow. After reacting at 211 parts C for 6 hours, ethylene oxide lI+ was added at Omt/60~/gO°C using one part potassium hydroxide as a catalyst,
A compound with an acid value of q386 and a hydroxyl value of q386 was obtained. To all of this compound, 73 parts of adipic acid and g parts of para-toluenesulfonic acid were added, and the mixture was reacted at 140°C for 3 hours.
A compound with a hydroxyl value/θO of 2.0 was obtained.

Example cosiglycerin/l, part A, oleic acid,! 3 parts of l-A under nitrogen gas flow, 200-2! After reacting at 0°C for 5 hours, propylene oxide/160m was added at /1.0 to /10°C using potassium hydroxide lS portion as a catalyst to obtain a compound having an acid value of Og and a hydroxyl value of 6θ5. Next, 3 parts of triethylenediamine and 230 parts of tati'-diphenylmethane diisocyanate were added at 120°C, and after the addition was completed, the reaction was carried out at -90°C for an hour.

The obtained compound had an acid value of 02 and a hydroxyl value of 5.

Example 3 After reacting 77,106 parts of trimethylolpro and 6 parts of behen mash at 2'10 to 100°C under a nitrogen gas stream for a period of time, 76 parts of potassium hydroxide was added as a catalyst, and 760 to 1
Add 220 parts of ethylene oxide at 10°C, acid value ko, λ
, a compound having a hydroxyl value SmO was obtained. Next, 3 parts of ethylene glycol diglycidyl ether and 3 parts of boron trifluoride were added, and the mixture was reacted at 0°C for 6 hours to obtain a compound with an acid value of 1 and a hydroxyl value of 1117. After reacting for 1 hour at 1.0°C under a stream of nitrogen gas and further reacting at 200-2'10°C for 5 hours, 15 parts of potassium hydroxide was added as a catalyst.
2200 parts of ethylene oxide was added at 60-110°C to obtain a compound with an acid value of 201 and a hydroxyl value of A/. To this was added 211,2,4 parts of anhydrous phosphorus at 60 to 0°C, and the acid value was 01, hydroxyl value/, 5:, ? The compound was obtained. This product was further neutralized with sodium hydroxide.

Example S Pentaerythritol/part 3A, stearin fermentation! iAg
2 parts, 2 g of dimer powder under a nitrogen gas stream at 200-21°C
After reacting at 10°C for 1 hour, using 2 parts of potassium hydroxide as a catalyst, 7760 parts of propylene oxide was added at 0 to 190°C to reduce the acid value, water, and base value. 2
Compound No. 7 was obtained. Then ethylene glycol diglycidyl ether III! ; 2 parts of boron trifluoride etherate were added, and the reaction was carried out at gθ to 100°C for a period of time to increase the acid value θ.
6. A compound with a hydroxyl group value u% O was obtained.

Example 6 211 parts of stearic acid diglyceride A was reacted with 100 parts of succinic anhydride under a nitrogen gas stream at 100 to 10.degree. The reaction was carried out at 2qO°C for 10 hours. Next, add potassium hydroxide/part as a catalyst and
g Add 220 parts of ethylene oxide at 0℃, acid value 1g,
Hydroxyl value 33. A compound of O was obtained.

The above compound is maintained at qθ~0℃, anhydrous phosphorus m<z7
After the addition, the reaction was continued for an additional hour at 70-gθ°C until the acid value reached 55. A compound having a hydroxyl value of 11.0 was obtained, which was neutralized with sodium hydroxide.

Example 3/3 part of quadipine monolaurylamide, 1 part of stearin pagtt, 396 parts of adipic acid monooleate and 5 parts of diglycerin IAt were mixed under a nitrogen gas flow for 50-2 hours.
After reacting at 10°C for 16 hours, 3 parts of potassium hydroxide was added as a catalyst, and 2qO parts of propylene oxide were added at 10°C to obtain a compound with an acid value of 16 and a hydroxyl value of 3. To this, add triethylene diaminco and S part, and react by adding tolylene diisocyanate/θθ part at 100-110°C, acid value 10 ° hydroxyl value co,
1 of the compound was obtained.

Example: Sephthalic acid monooleylamide lI/A part, stearic acid, rtglI part, glycerin octopus part and para-toluenesulfonic acid part g were heated for 200~J under a nitrogen gas stream. , 0
After reacting for 12 hours at 76 parts of potassium hydroxide, 76 parts of ethyl oxide was added at /g o -l'p°v°C.
32 parts were subjected to an addition reaction to obtain a compound having an acid value of S1 and a hydroxyl value of 600. Next, 3 parts of triethylenediamine and 700 parts of naphthalene diisocyanate were added, and the reaction was carried out at 90 to 110°C for 9 hours to obtain a compound having an acid value of Og1 and a hydroxyl value of Ig.
Example 9 After reacting sorbitol/gum and 56 g of oleic acid at 1.0°C under a nitrogen gas stream for 2 hours, 1 part of potassium hydroxide was added, and ethylene oxide was reacted at /gO-190°C. 0 parts and 290 parts of propylene oxide are subjected to an addition reaction,
A compound with an acid value of θ and a hydroxyl value of 3 was obtained.

Next, 260 parts of adipic/acid diglyl ester and 2 parts of boron trifluoride etherate were added to the
React for 1 hour at ℃, acid value. A compound with a hydroxyl value of 10S was obtained.

As a lubrication performance test of the ester compound of Example/-9,
Friction coefficient ω), pressure resistance (seizure load) ring compression test, drawing test, cutting test, and wire drawing test were conducted.

1) Friction coefficient (P) was measured using a Soda pendulum type oil tester Nλ model, and pressure resistance (seizure load) was measured using a Shell type high speed four-ball friction tester. The results are shown in Table-/.

Table: 2) Ring compression test A ring compression test was conducted under the following conditions, and the results are shown using the coefficient of friction.

Testing machine: Universal material testing machine Compressive load: Got.

Compressed material: Ring material with outer diameter, lQ 1+l x inner diameter 10IIm x height 3mm S, lQC Sample: The measurement results of the compound of Example/1.2.3.44 are shown in Table-C.

Table 2 3) Drawing test A drawing test was conducted under the following conditions, and the results are shown in Table 3 in terms of drawing load and number of seizures.

Testing machine Nidraw pliers drawing speed: / - one pull Pulling material: 5II5-C diameter '7 ws x length 10
0 (Dl sample: Example/Compound: Machine oil-3
Part O = 50 parts Compound of Example 2: # m #
'# Compound of Example DA: l - I: I Compound of Example 9: Machine oil - 3 O parts = SO parts When a steel material was used, the pulling resistance and the number of seizures were measured.

Die temperature: 100°C Table-3 4) Cutting test A cutting test was conducted under the following conditions, and the results were reported on cutting tool 7.
Table q shows the number of cutting materials that were actually cut.

Cutting speed: 7 Q m/m Machining speed: g "7" Cutting material: Free-cutting stainless steel SAK 5L-416F Cutting tool: 5KH-4B Logistics tL: /L/- Judgment Can be cut with 2/bits Judgment based on the number of cutting materials Sample: Example 5 The compounds of Otsu, Ri, and Zan were mixed as cutting oils as follows.

Commercial products Shoseki cut soluble oil formulations A, B, C, D and commercial products were diluted 10 times with wood and subjected to a cutting test.

Table 5) Wire drawing test A wire drawing test was conducted under the following conditions, and the results are shown in Table 5 in terms of the number of wire breaks.

Wire drawing material: Ultra-fine aluminum wire with a diameter of 30μ Judgment: Ultra-fine aluminum wire with a diameter of 30μ is 2 in diameter! ;p
Measurement of the number of wire breakages due to entrainment when drawing an ultra-fine wire Sample 2 The compounds of Example 3.5.9 of the present invention were blended as follows.

Table-5

Claims (1)

[Scope of Claims] Polyhydric alcohols) Carboxylic acids having an alkyl group having 77 or more carbon atoms (b) Having at least one alkyl group having 72 or more carbon atoms in one molecule, and at least one Polycarboxylic acid ester having a carboxyl group (9/polycarboxylic acid amide having at least 7 alkyl groups having 77 or more carbon atoms in the molecule and at least one carboxyl group), (b), (Produced by adding fullkylene oxide to a partial ester with at least one hydroxyl group remaining in its molecule, which is obtained by reacting with at least one member selected from the group 90). , and at least seven types selected from the group of organic polybasic acids, inorganic polybasic acids, epoxy compounds, and isocyanate compounds, each having at least one functional group capable of reacting with a hydroxyl group in the molecule. 1. A lubricant for metal working, characterized in that at least a '+' species is used among a compound obtained by or a salt thereof.