JPS6358878B2 - - 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 one hydroxyl group in the molecule obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with castor oil or hydrogenated castor oil.
An addition reaction product (hereinafter abbreviated as "AO adduct") obtained by further adding an alkylene oxide to a partial ester of castor oil or a partial ester of hydrogenated castor oil in the form of a residual form of a dicarboxylic acid It is a metal rolling oil characterized by using a compound obtained by reaction, and if necessary, it is also possible to mix and use extreme pressure additives, surfactants, antioxidants, etc. This invention Examples of fatty acid carboxylic acids having 12 to 22 carbon atoms include saturated fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid, and arachidonic acid. Unsaturated fatty acids such as A partial ester of castor oil with at least one hydroxyl group remaining or a hydrogenated partial ester of castor oil is obtained.A partial ester of castor oil with at least one hydroxyl group remaining in the molecule or a hydrogenated partial ester is obtained. A partial ester of castor oil is one in which on average at least one hydroxyl group remains in the molecule after esterification.The above partial ester of castor oil or partial ester of hydrogenated castor oil is prepared by a conventional method. It is obtained by performing an esterification reaction between castor oil or hydrogenated castor oil and an aliphatic carboxylic acid having 12 to 22 carbon atoms.An example of the reaction conditions is that 1 mole of castor oil or hydrogenated castor oil is On the other hand, the number of moles of aliphatic carboxylic acid is determined and used in the reaction so that at least one hydroxyl group remains in the molecule.For example, castor oil or hydrogenated castor oil 1
Add 1 to 2 moles of aliphatic carboxylic acid per mole, and heat at a temperature of 140 to 260℃ under a nitrogen gas flow for 2 to 25 hours.
The desired partial ester is obtained by a time reaction. The number of hydroxyl groups remaining in the partial ester molecule is calculated from the hydroxyl value. Next, an alkylene oxide is added to this partial ester compound to obtain an AO adduct. The addition reaction of alkylene oxide to this partial ester compound is also carried out by a conventional method. Examples of the alkylene oxide used here include ethylene oxide and propylene oxide. Only one type of these alkylene oxides may be added, or two types may be added randomly or in blocks, 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 dicarboxylic acid to obtain a compound used in the metal rolling oil of the present invention. The reaction between the AO adduct and dicarboxylic acid is obtained by adding 0.3 to 2 moles of dicarboxylic acid to 1 mole of the AO adduct and reacting at 130 to 200°C. Dicarboxylic acids in the present invention include succinic acid,
Examples include adipic acid, azelaic acid, sebacic acid, and maleic acid. The compound obtained by reacting the above-mentioned AO adduct with dicarboxylic acid has high performance as a rolling oil when used as is, but it can also be used by mixing with conventional rolling oil, and if necessary, extreme pressure Additives, surfactants, antioxidants, etc. may also be added. EXAMPLES The present invention will be explained in more detail below with reference to Examples. The numbers in the examples indicate parts by weight. Synthesis Example 1 284 parts of stearic acid, 935 parts of castor oil, and 12 parts of para-toluene sulfonic acid (hereinafter abbreviated as "PTSA") were placed in a reactor and reacted at 150 to 180°C for 6 hours under a nitrogen gas flow to react with the acid. An ester having an average value of 1.0 and a hydroxyl value of 89.5 and having an average of 2 hydroxyl groups remaining in the molecule was obtained. Ethylene oxide 264 to this ester
1 part was subjected to an addition reaction at 180 to 200°C in the presence of 3 parts of caustic potassium to obtain an AO adduct. Add 202 parts of sebacic acid and 7 parts of PTSA to the obtained AO adduct to give 180 to 200
The reaction was carried out at ℃ for 8 hours to obtain a compound having an acid value of 4.8 and a hydroxyl value of 11. Synthesis Example 2 568 parts of stearic acid, 939 parts of hydrogenated castor oil with an iodine value of 2.0, and 15 parts of PTSA were mixed under a stream of nitrogen gas to
The reaction was carried out at 180° C. for 6 hours to obtain an ester having an acid value of 2.0 and a hydroxyl value of 39.2, with an average of one hydroxyl group remaining in the molecule. An addition reaction of 880 parts of ethylene oxide to this ester was carried out in the presence of 3 parts of caustic potassium to obtain an AO adduct. 188 parts of azelaic acid and 8.5 parts of PTSA were added to the obtained AO adduct at 180-200℃.
After reacting for 12 hours, a compound with an acid value of 6.0 and a hydroxyl value of 5.0 was obtained. Synthesis Example 3 200 parts of lauric acid, 940 parts of hydrogenated castor oil with an iodine value of 2.5, and 11 parts of PTSA were mixed under a stream of nitrogen gas to
The reaction was carried out at 160° C. for 8 hours to obtain an ester having an acid value of 0.9 and a hydroxyl value of 96.2, with an average of 2 hydroxyl groups in the molecule and remaining esters. An addition reaction of 580 parts of propylene oxide to this ester was carried out in the presence of 2.3 parts of caustic potassium to obtain an AO adduct. 118 parts of succinic acid and 6 parts of PTSA were added to the obtained AO adduct and reacted at 180 to 200°C for 8 hours to obtain a compound with an acid value of 3.8 and a hydroxyl value of 7.5. Synthesis Example 4 340 parts of behenic acid, 935 parts of castor oil, and 13 parts of PTSA were reacted at 170 to 180°C for 6 hours under a nitrogen gas flow, leaving an average of 2 hydroxyl groups in the molecule with an acid value of 0.8 and a hydroxyl value of 85.6. A dripping ester was obtained. This ester was reacted with 1300 parts of ethylene oxide in the presence of 3 parts of caustic potassium at 170-180°C to obtain an AO adduct. 146 parts of adipic acid to the obtained AO adduct;
6 parts of PTSA was added and reacted at 180 to 200°C for 8 hours to obtain a compound with an acid value of 5.4 and a hydroxyl value of 10.2. Synthesis Example 5 282 parts of oleic acid, 935 parts of castor oil, and 12 parts of PTSA were reacted at 150 to 180°C for 6 hours under a nitrogen gas flow.
An ester having an acid value of 1.1 and a hydroxyl value of 89.5 was obtained in which an average of 2 hydroxyl compounds remained in the molecule.
An addition reaction of 264 parts of ethylene oxide to this ester was carried out in the presence of 3 parts of caustic potassium to obtain an AO adduct. 49 parts of maleic anhydride to the obtained AO adduct;
4 parts of PTSA was added and reacted at 180-200°C for 8 hours to obtain a compound with an acid value of 2.6 and a hydroxyl value of 31.6. Synthesis example 6 ricinoleic acid 300 parts, castor oil 935 parts, PTSA12
The mixture was reacted for 5 hours at 160-170°C under a nitrogen gas stream to obtain an ester having an acid value of 1.1 and a hydroxyl value of 137.6, with an average of 3 hydroxyl groups remaining in the molecule.
This ester was subjected to an addition reaction of 440 parts of ethylene oxide at 160 to 170°C in the presence of 3 parts of caustic potassium, and then an addition reaction of 290 parts of propylene oxide at 170 to 180°C to obtain an AO adduct. Add 98 parts of maleic anhydride and 6 parts of PTSA to the obtained AO adduct,
Reacted at 180-200℃ for 8 hours, acid value 1.2, hydroxyl value
17.5 compounds were obtained. Friction coefficient (μ) of Examples 1 to 6 of rolling oil having the composition shown in Table 1 using the compounds obtained in Synthesis Examples 1 to 6,
Pressure resistance was measured, and the results are shown in Table 2 along with the measurement results for tallow-based 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 6 and Comparative Examples. . The amount of oil attached to the rolled material was set to 1 g/m ² in all Examples 1 to 6 and Comparative Example. Test results are shown in rolling reduction ratio (%) and rolling load (ton)
The relationship between rolling performance and rolling performance is evaluated and shown in Figure 1.

【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 width 50mm x length 150mm Measuring method of rolling performance 50mm intervals (l ₁ ) on 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 partial ester of castor oil in which at least one hydroxyl group remains in the molecule, obtained by reacting an aliphatic carboxylic acid having 12 to 22 carbon atoms with castor oil or hydrogenated castor oil; A metal rolling oil characterized in that a compound obtained by reacting an addition reaction product obtained by further adding an alkylene oxide to a partial ester of hydrogenated castor oil and a dicarboxylic acid is used.