JPS6358873B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to metal rolling oil. Conventionally, palm oil has been used as a rolling oil for steel plates for a long time, but instead, animal and vegetable oils such as beef tallow, lard, Nagasu whale hardened oil, mineral oils, or mixtures of these oils are used as base oils, and additives and oil-based oils are used as rolling oils. Products containing improvers, antioxidants, surfactants, etc. are widely used. On the other hand, the progress of rolling machinery equipment has progressed significantly, and as mills have become larger, there has been a demand for rationalization and precision of the rolling process, such as reducing the number of passes, increasing rolling speed, and increasing the standard accuracy of rolled products. As a result, the conditions for rolling oil are becoming more severe.
Palm oil and tallow-based rolling oils are no longer able to satisfy this condition, but at present no alternative rolling oil has yet been found. The present invention aims to provide a rolling oil that has better rolling performance than conventional palm oil or beef tallow-based rolling oils and can satisfy the harsh rolling processes currently required. The rolling oil of the present invention is composed of the following. At least 1 in 1 molecule obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with a polyamine.
A compound obtained by further adding an alkylene oxide to an amide compound in which active hydrogens remain (hereinafter abbreviated as AO adduct) is reacted with a polyepoxy compound having two or three epoxy groups. This is a metal rolling oil characterized by using a compound obtained by using a compound obtained by using a metal rolling oil.If necessary, it is also possible to mix and use extreme pressure additives, surfactants, antioxidants, etc. The fatty acid carboxylic acids having 12 to 22 carbon atoms used in the present invention include saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, arachic acid, behenic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid, Examples include unsaturated fatty acids such as arachidonic acid. Next, an aliphatic carboxylic acid having 12 to 22 carbon atoms is reacted with a polyamine to obtain an amide compound in which at least one amine group remains in the molecule.The polyamine used here is ethylenediamine,
propylene diamine, hexamethylene diamine,
Examples include diethylenetriamine, triethylenetetramine, tetraethylenepentamine, and pentaethylenehexamine. The above amide compound has a polyamine and a carbon number
It is obtained through an amide reaction with 12 to 22 aliphatic carboxylic acids. To give an example of the reaction conditions, the number of moles of aliphatic carboxylic acid is determined and used in the reaction so that at least one amine group remains in the molecule per mole of polyamine. For example, add 1 mole of lavric acid to 1 mole of ethylenediamine, and add it under a nitrogen gas stream.
The desired amide compound is obtained by reacting at a temperature of 140 to 260°C for 2 to 25 hours. The number of amine groups remaining in the amide compound molecule is calculated from the amine value. Next, an alkylene oxide is added to this amide compound to obtain an AO adduct. The addition reaction of alkylene oxide to this amide compound is also carried out by a conventional method. Examples of the alkylene oxide used here include ethylene oxide and propylene oxide, and these alkylene oxides may be added alone or in a random or block manner, and the number of moles added is The amount is from 2 to 100 mol, preferably from 3 to 60 mol. The AO adduct obtained as described above is reacted with a polyvalent epoxy compound having two or three epoxy groups to obtain a compound used in the metal rolling oil of the present invention. In the reaction between the AO adduct and the polyepoxy compound, 1 mole of the AO adduct is mixed with 0.3 to 2 polyepoxy compounds.
It is obtained by adding moles and reacting at 70-120℃. Examples of the polyepoxy compound having two or three epoxy groups in the present invention include ethylene glycol diglycidyl ether, glycerin triglycidyl ether, adipic acid diglycidyl ester, and succinic acid diglycidyl ester. If amines remain in the resulting reaction product, generally known treatments such as neutralization, quaternization, and amphotericization may be performed as necessary using processing agents suitable for each treatment. After doing so, it can be used. By performing these treatments, the hydrophilicity of the reaction product can be adjusted appropriately according to the usage conditions, and the polarity of the reaction product can also be adjusted to control adsorption to metal surfaces. You can also do it. These reaction products have high performance as rolling oil when used as is, but they can also be used by mixing with conventional rolling oil, and if necessary, extreme pressure additives, surfactants, and antioxidants may be added. It is also possible to use a mixture of the following. The present invention will be explained in more detail with reference to Examples below. Synthesis Example 1 After reacting 200 parts of lauric acid and 60 parts of ethylenediamine at 150 to 160°C under a nitrogen gas stream for 8 hours, addition reaction with 440 parts of ethylene oxide at 140 to 150°C produced a compound with an acid value of 1.8 and a hydroxyl value of 165.3. I got it. Next, 174 parts of ethylene glycol diglycidyl ether was added to this and reacted at 80 to 90°C for 6 hours.
A compound with an acid value of 1.2 and a hydroxyl value of 2.0 was obtained. Synthesis example 2 568 parts of stearic acid, 103 parts of diethylenetriamine
After reacting for 6 hours at 230 to 240°C under a nitrogen gas stream, 220 parts of ethylene oxide was added at 170 to 180°C, and then 174 parts of propion oxide was added to 170 parts of propion oxide.
By chemical addition reaction at ~190℃, acid value 1.2, hydroxyl value 79.5
The compound was obtained. 146 parts of adipic acid diglycidyl ester was added to this and reacted at 90 to 110°C for 6 hours to obtain a compound with an acid value of 0.5 and a hydroxyl value of 25.0. Synthesis Example 3 684 parts of behenic acid and 146 parts of triethylenetetramine were reacted at 200 to 240°C for 20 hours under a stream of air, and then 880 parts of ethylene oxide was added to the reaction mixture at 160 to 180°C.
A compound with an acid value of 3.5 and a hydroxyl value of 63 was obtained. Then,
130 parts of glycerin triglycidyl ether was added to this and reacted at 80 to 90°C for 6 hours to obtain a compound with an acid value of 2.7 and a hydroxyl value of 30.1. Synthesis example 4 202 parts of oleic acid, 116 parts of hexamethylene diamine
After reacting for 10 hours at 180-190°C under a nitrogen gas stream, 870 parts of propylene oxide was added at 170-180°C to obtain a compound with an acid value of 1.5 and a hydroxyl value of 88.5. Next, 230 parts of succinic acid diglycidyl ester was added thereto, and the mixture was reacted at 80 to 90°C for 6 hours to obtain a compound having an acid value of 1.0 and a hydroxyl value of 2.3. Synthesis Example 5 After reacting 894 parts of ricinol residue and 232 parts of pentaethylenehexamine at 190 to 200°C under a nitrogen gas stream for 8 hours, 880 parts of ethylene oxide was reacted at 160 to 170°C.
addition reaction with propylene oxide 580
A portion was subjected to an addition reaction at 180 to 190°C to obtain a compound having an acid value of 1.5 and a hydroxyl value of 130.0. Next, 260 parts of adipic acid diglycidyl ester was added to this, and 80~
The reaction was carried out at 90°C for 5 hours to obtain a compound with an acid value of 1.1 and a hydroxyl value of 78.8. Friction coefficient (μ) of Examples 1 to 5 of rolling oil having the composition shown in Table 1 using the compounds obtained in Synthesis Examples 1 to 5,
The pressure resistance was measured and the results are shown in Table 2 along with the measurement results for tallow rolling oil as a comparative example. In addition, rolling performance tests were conducted by applying a certain amount of rolling oil to the rolled material as it was for Examples 1 and 2, and by supplying it as a 5% concentration emulsion for Examples 3 to 5 and Comparative Examples. . The amount of oil attached to the rolled material was set to 1 g/m ² in all Examples 1 to 5 and Comparative Example. Test results are shown in rolling reduction ratio (%) and rolling load (ton)
The relationship between the rolling performance and the rolling performance is evaluated and shown in Figure 1.

【table】

【table】

[Table] The test method regarding the lubrication performance of the rolling oil of the present invention is as follows. Friction coefficient (μ) test method Soda pendulum type oil tester N type load capacity test method Shell type high speed four ball friction tester rolling test method Rolling mill: Four-roll rolling mill Work roll diameter 150mm x width 140mm Back up Roll diameter 250mm x width 140mm Roll material Chrome steel roll circumferential speed 30m/min Rolling material: SPC-C Thickness 0.6mm x 50mm x length 150mm Measuring method of rolling performance Rolling performance is measured by applying 50mm spacing (l ₁ ) to the steel plate before rolling. Two lines were drawn, the lines were rolled, the distance (l ₂ ) after rolling was measured, and the rolling reduction was determined using the following formula. Rolling ratio (%)=l ₂ −l ₁ /l ₂ ×100 Further, the rolling load (ton) at that time was measured using a load cell.

[Brief explanation of the drawing]

FIG. 1 is a rolling performance comparison diagram showing the rolling performance of Examples 1 to 5 of the rolling oil of the present invention and a comparative example based on the relationship between rolling load and rolling reduction.

Claims (1)

[Claims] 1. A compound obtained by further adding an alkylene oxide to an amide compound in which at least one active hydrogen remains in one molecule, which is obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with a polyamine; A metal rolling oil characterized by using a compound obtained by reacting with a polyvalent epoxy compound having two or three epoxy groups.