A method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil

Through the reflux reaction of 2-methylthio-4,6-diethylamine-1,3,4-triazine and hydraulic transmission oil and high-temperature vacuum treatment, the compatibility problem of triazine-containing sulfur compounds and hydraulic transmission oil is solved, the friction durability and dynamic friction coefficient are improved, and the Allison-C4 standard is met.

CN117343775BActive Publication Date: 2025-08-22PETROCHINA CO LTD
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Patent Information

Application Number
CN202210748049.X
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-06-29
Publication Date
2025-08-22
Estimated Expiration
2042-06-29

AI Technical Summary

Technical Problem

The compatibility problem of triazine-containing sulfur-containing compounds with hydraulic transmission oil limits its application in hydraulic transmission oil, affecting friction performance and durability.

Method used

By reflux reaction with 2-methylthio-4,6-diethylamine-1,3,4-triazine and hydraulic transmission oil, combined with high-temperature vacuum deacidization treatment, a stable liquid mixture was prepared and added to the hydraulic transmission oil to improve compatibility.

Benefits of technology

It improves the friction durability of hydraulic transmission oil, and the dynamic friction coefficient reaches the Allison-C4 standard, improves the storage stability of lubricating oil, and simplifies the process.

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Patent Text Reader

Abstract

The invention discloses a method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil, specifically: 2 methylthio 4,6 diethylamino 1,3,4 triazine, toluene and chloroform are mixed and stirred, followed by adding n-butyraldehyde, base oil and p-toluenesulfonic acid, gradually heating up, and performing reflux reaction, then transferring to a high-temperature vacuum deacidification kettle, under the conditions of a vacuum degree of 100Pa and a temperature of 260 ° C, performing deacidification reaction for 1 hour, removing solvent and residual acid, cooling, filtering while hot to obtain a liquid mixture; the liquid mixture is then added to hydraulic transmission oil. The method of the present invention effectively solves the problem of compatibility of 2 methylthio 4,6 diethylamino 1,3,4 triazine with hydraulic transmission oil, can increase the friction durability of hydraulic transmission oil, improve the dynamic friction coefficient when hydraulic transmission oil shifts, and meet the Allison C4 standard requirements.
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Description

Technical Field

[0001] The invention belongs to the technical field of hydraulic transmission oil, and particularly relates to a method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil. Background Art

[0002] Hydraulic transmission fluid, also known as automatic transmission fluid (ATF) or automatic transmission oil, is often used as a working medium in vehicle automatic transmissions consisting of a torque converter, a hydraulic coupling and a mechanical transmission. It plays a role in transmitting energy in the vehicle transmission through the kinetic energy of the liquid.

[0003] The hydraulic transmission oils sold in China are generally divided into three technical levels. The widely used No. 8 hydraulic transmission oil is the lowest level; the hydraulic transmission oil products that meet some expired international OEM specifications are the middle level, such as some hydraulic transmission oil products that meet the now-obsolete Allison-C4 (TES-228) standards; the top-level hydraulic transmission oil products meet the current international OEM specifications or obtain OEM certification, such as hydraulic transmission oil products that need to meet Caterpillar-TO4 specifications or obtain AllisonTES-439 specifications certification.

[0004] Friction performance is the core performance of hydraulic transmission oil, which mainly affects the shifting experience of engineering machinery drivers. International OEM specifications use the SAE No. 2 friction tester to evaluate the friction performance of hydraulic transmission oil. The main data examined are the maximum dynamic friction coefficient, mid-point dynamic friction coefficient, braking time, and number of friction cycles of the hydraulic transmission oil product. There are obvious differences in friction performance between hydraulic transmission oil products of different technical levels.

[0005] Nitrogen-containing compounds and their heterocyclic derivatives are a class of lubricant additives with excellent performance, including good corrosion resistance, oxidation resistance and excellent friction properties. Triazine-type sulfur-containing compounds have the excellent properties of nitrogen-containing heterocyclic derivatives, but their application is mainly limited by their compatibility with hydraulic transmission oils. Summary of the Invention

[0006] The purpose of the present invention is to provide a method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil, thereby increasing the friction durability of the hydraulic transmission oil and improving the dynamic friction coefficient of the hydraulic transmission oil during gear shifting.

[0007] The technical solution adopted by the present invention is a method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil. Specifically, 80-160 parts of 2-methylthio-4,6-diethylamino-1,3,4-triazine, 200 parts of toluene and 500 parts of chloroform are mixed and stirred, and then 160 parts of n-butyraldehyde, 1000 parts of base oil and 5 parts of p-toluenesulfonic acid are added. The temperature is gradually increased and a reflux reaction is carried out. The mixture is then transferred to a high-temperature vacuum deacidification kettle and deacidified for 1 hour under conditions of a vacuum degree of 100 Pa and a temperature of 260°C to remove the solvent and residual acid. The mixture is then cooled to 80°C and filtered while hot to obtain a liquid mixture. The liquid mixture is then added to the hydraulic transmission oil.

[0008] The present invention is also characterized in that:

[0009] The reflux reaction temperature was 150° C., and the reflux reaction time was 8 hours.

[0010] The amount of liquid mixture added is 1% of the mass of the hydraulic transmission oil.

[0011] The mass fraction of 2-methylthio-4,6-diethylamino-1,3,4-triazine is 110-150 parts.

[0012] The structural formula of 2-methylthio-4,6-diethylamino-1,3,4-triazine is:

[0013]

[0014] The base oil is pentaerythritol ester base oil, and the kinematic viscosity of the base oil at 100°C is 4.0mm 2 / s-10.0mm 2 / .

[0015] The hydraulic transmission oil is No. 8 hydraulic transmission oil.

[0016] The beneficial effects of the present invention are as follows: the method of the present invention can stably dissolve 2-methylthio-4,6-diethylamino-1,3,4-triazine in hydraulic transmission oil, effectively solves the compatibility problem of 2-methylthio-4,6-diethylamino-1,3,4-triazine and hydraulic transmission oil, improves the storage stability of the lubricating oil, increases the friction durability of the hydraulic transmission oil, and improves the dynamic friction coefficient of the hydraulic transmission oil during gear shifting, so that the hydraulic transmission oil meets the Allison-C4 standard requirements, saves ingredients, and the process method is simple. DETAILED DESCRIPTION

[0017] The present invention is described in detail below with reference to specific embodiments.

[0018] The present invention provides a method for improving the compatibility of triazine-based sulfur-containing compounds with hydraulic transmission oil. Specifically, the method comprises: mixing 80-160 parts of 2-methylthio-4,6-diethylamino-1,3,4-triazine, 200 parts of toluene, and 500 parts of chloroform, then adding 160 parts of n-butyraldehyde, 1000 parts of base oil, and 5 parts of p-toluenesulfonic acid; gradually heating the mixture, and performing reflux reaction at a temperature of 150° C. for 8 hours; then transferring the mixture into a high-temperature vacuum deacidification kettle, performing a deacidification reaction for 1 hour at a vacuum degree of 100 Pa and a temperature of 260° C. to remove the solvent and residual acid; then cooling the mixture to 80° C. and filtering the mixture while hot to obtain a liquid mixture; and then adding the liquid mixture to the hydraulic transmission oil to improve the compatibility of the triazine-based sulfur-containing compounds with the hydraulic transmission oil.

[0019] The amount of the liquid mixture added is 1% of the mass of the hydraulic transmission oil; the hydraulic transmission oil is commercially available No. 8 hydraulic transmission oil;

[0020] The base oil is pentaerythritol ester base oil, and the kinematic viscosity of the base oil at 100°C is 4.0mm 2 / s-10.0mm 2 / s;

[0021] Preferably, the mass fraction of 2-methylthio-4,6-diethylamino-1,3,4-triazine is 110-150 parts;

[0022] The structural formula of 2-methylthio-4,6-diethylamino-1,3,4-triazine is:

[0023]

[0024] The base oils in the following examples and comparative examples are commercially available hydrogenated base oil, PAO base oil and pentaerythritol ester base oil, respectively. The kinematic viscosity of the base oils at 100°C is 6.0 mm 2 / s;

[0025] Example 1

[0026] The hydraulic transmission oil of this embodiment is obtained by mixing the liquid mixture shown in Table 1 with No. 8 hydraulic transmission oil;

[0027] Wherein, based on the total mass of the hydraulic transmission oil, the mass percentage of the liquid mixture is 1%.

[0028] Table 1 Liquid mixture

[0029]

[0030]

[0031] Example 2

[0032] The composition of the hydraulic transmission oil of this embodiment is substantially the same as that of the hydraulic transmission oil of embodiment 1, except that the liquid mixture shown in Table 2 is used to replace the liquid mixture in embodiment 1.

[0033] Table 2 Liquid mixture

[0034] name Parts by weight 2-Methylthio-4,6-diethylamino-1,3,4-triazine 150 Toluene 200 Chloroform 500 n-Butyraldehyde 150 Pentaerythritol esters 1000 p-Toluenesulfonic acid 5

[0035] Example 3

[0036] The composition of the hydraulic transmission oil of this embodiment is substantially the same as that of the hydraulic transmission oil of embodiment 1, except that the liquid mixture shown in Table 3 is used to replace the liquid mixture in embodiment 1.

[0037] Table 3 Liquid mixture

[0038] name Parts by weight 2-Methylthio-4,6-diethylamino-1,3,4-triazine 180 Toluene 200 Chloroform 500 n-Butyraldehyde 150 Pentaerythritol esters 1000 p-Toluenesulfonic acid 5

[0039] Comparative Example 1

[0040] The composition of the hydraulic transmission oil of this comparative example is substantially the same as that of the hydraulic transmission oil of Example 1, except that:

[0041] The base oil in the liquid mixture is a commercially available HVI P6 base oil.

[0042] Comparative Example 2

[0043] The composition of the hydraulic transmission oil of this comparative example is substantially the same as that of the hydraulic transmission oil of Example 1, except that:

[0044] The base oil in the liquid mixture is a commercially available PAO 6 base oil.

[0045] An SAE No. 2 friction tester was used, using the JASO M348 method, and a standard paper-based friction plate. The number of friction cycles and the average midpoint dynamic friction coefficient of No. 8 hydraulic transmission oil, KRA3 heavy-duty hydraulic transmission oil (meeting the Allison-C4 standard), and the hydraulic transmission oils in the examples and comparative examples were tested. The test was terminated when the stopping time exceeded 1 second.

[0046] Specific test data of No. 1 and No. 8 hydraulic transmission oils are shown in Table 4, where μd is the average midpoint dynamic friction coefficient of the entire test.

[0047] Table 4 Test data results of No. 8 hydraulic transmission oil

[0048] product Number of cycles μd No. 8 hydraulic transmission oil 1500 0.027 KRA3 heavy-duty hydraulic transmission oil 4000 0.034

[0049] 2. Specific test data of the hydraulic transmission oil in the embodiments and comparative examples are shown in Table 5, where μd is the average mid-point dynamic friction coefficient.

[0050] Table 5 Test data results of hydraulic transmission oil in Examples and Comparative Examples

[0051] product Number of cycles μd Example 1 2400 0.028 Example 2 4700 0.041 Example 3 - - Comparative Example 1 1600 0.024 Comparative Example 2 1600 0.023

[0052] As can be seen from Table 5, the hydraulic transmission oil obtained in Example 2 of the present invention has relatively excellent friction performance, as evidenced by the number of cycles and the average mid-point dynamic friction coefficient, both exceeding those of heavy-duty hydraulic transmission oil meeting the Allison-C4 specification, meeting the requirements of the Allison-C4 specification. However, Example 3 could not be tested on an SAE No. 2 friction tester because needle-shaped crystals precipitated after being dissolved in No. 8 hydraulic transmission oil and left at room temperature for 24 hours.

[0053] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, rather than to limit it. Although the present invention has been described in detail with reference to the above embodiments, those skilled in the art should understand that they can still modify the technical solutions described in the above embodiments, or replace some or all of the technical features therein with equivalents. However, these modifications or replacements do not cause the essence of the corresponding technical solutions to deviate from the scope of the technical solutions of the embodiments of the present invention.

Claims

1. A method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil, characterized in that: Specifically, 80-160 parts by weight of 2-methylthio-4,6-diethylamino-1,3,4-triazine, 200 parts by weight of toluene and 500 parts by weight of chloroform are mixed and stirred, and then 160 parts by weight of n-butyraldehyde, 1000 parts by weight of base oil and 5 parts by weight of p-toluenesulfonic acid are added, and the temperature is gradually increased and reflux reaction is carried out, and then the mixture is transferred to a high-temperature vacuum deacidification kettle, and a deacidification reaction is carried out for 1 hour under the conditions of a vacuum degree of 100 Pa and a temperature of 260° C. to remove the solvent and residual acid, and then the mixture is cooled to 80° C. and filtered while hot to obtain a liquid mixture; and then the liquid mixture is added to the hydraulic transmission oil. The base oil is pentaerythritol ester base oil, and the kinematic viscosity of the base oil at 100°C is 4.0mm 2 / s -10.0mm 2 / s; the hydraulic transmission oil is No. 8 hydraulic transmission oil.

2. The method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil according to claim 1, characterized in that: The reflux reaction temperature was 150° C., and the reflux reaction time was 8 hours.

3. The method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil according to claim 1, characterized in that: The amount of liquid mixture added is 1% of the mass of the hydraulic transmission oil.

4. The method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil according to claim 1, characterized in that: The weight proportion of 2-methylthio-4,6-diethylamino-1,3,4-triazine is 110-150 parts.

5. The method for improving the compatibility of triazine sulfur-containing compounds with hydraulic transmission oil according to claim 1, characterized in that: The structural formula of 2-methylthio-4,6-diethylamino-1,3,4-triazine is: 。

Citation Information

Patent Citations

  • Green triazine lubricating oil additive as well as preparation method and application thereof

    CN114292682A

  • Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby

    GB922040A