Method for improving compatibility of carbamates with a hydraulic transmission oil

Abstract

The application discloses a method for improving the compatibility of carbamate compounds with hydraulic transmission oil, and specifically comprises the following steps: step 1, stirring di-n-octylamine, isopropyl alcohol and sodium hydroxide, and adding dichloride disulfide under stirring, standing, removing the water layer, washing the oil layer with dilute hydrochloric acid and water until neutral, stirring after water removal, and adding sulfuryl chloride to obtain a mixture A; step 2, stirring the mixture A obtained in step 1 with 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-amine carbamate, adding an ammonia solution in the reaction, standing, removing water by layer separation, and adding base oil after oil layer pressure reduction and dissolution, and stirring after heating to obtain a liquid mixture; and step 3, adding the liquid mixture obtained in step 2 into hydraulic transmission oil. The method solves the problem of poor compatibility of carbamate compounds with hydraulic transmission oil.

Description

Technical Field

[0001] The invention belongs to the technical field of hydraulic transmission oil preparation, and particularly relates to a method for improving the compatibility of carbamate 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 No. 8 hydraulic transmission oil widely used in China 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 obsolete Allison-C4 (TES-228) standards; the top 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-T04 specifications or obtain AllisonTES-439 specifications certification.

[0004] The gearbox that works with hydraulic transmission oil contains structural components such as gears and bearings. These components are generally made of copper or other alloys. During the operation of the gearbox, gears and bearings and other components are under great pressure. Under the conditions of long-term operation and extremely harsh working conditions of construction machinery, these components are prone to wear and tear. Hydraulic transmission oil products with better performance can reduce wear and tear and protect the components in the gearbox.

[0005] Caterpillar's TO-4 specification evaluates anti-wear performance and uses the FZG gear anti-wear test (ASTMD4998) method to evaluate hydraulic transmission oil. Only hydraulic transmission oil that passes the ASTM D4998 test can meet Caterpillar's construction machinery anti-wear requirements for oil products. Currently, most domestic No. 8 hydraulic transmission oils do not meet the requirements of Caterpillar's TO-4 specification.

[0006] Nitrogen-containing compounds and their heterocyclic derivatives are a class of lubricant additives with excellent performance. Carbamate compounds have the excellent performance of nitrogen-containing heterocyclic derivatives and have good friction and wear properties, but their compatibility with hydraulic transmission oil is poor, which limits their application. Summary of the Invention

[0007] The purpose of the present invention is to provide a method for improving the compatibility of carbamate compounds with hydraulic transmission oil, thereby solving the problem of poor compatibility of carbamate compounds with hydraulic transmission oil.

[0008] The technical solution adopted by the present invention is a method for improving the compatibility of carbamate compounds with hydraulic transmission oil, which specifically includes the following steps:

[0009] Step 1: dioctylamine, isopropyl alcohol, and sodium hydroxide are stirred and disulfur dichloride is added under stirring. The mixture is allowed to stand to separate the water layer, and the oil layer is washed with dilute hydrochloric acid and water respectively until neutral. After removing the water, sulfuryl chloride is added with stirring to obtain a mixture A;

[0010] Step 2: reacting the mixture A obtained in step 1 with 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate by stirring, adding a 10% ammonia aqueous solution to the reaction, standing the reaction mixture to remove moisture, decompressing the oil layer and desolventizing the oil layer, adding a base oil, and heating and stirring to obtain a liquid mixture;

[0011] Step 3: Add the liquid mixture obtained in step 2 into the hydraulic transmission oil.

[0012] The present invention is also characterized in that:

[0013] In step 1, the mass ratio of dioctylamine, isopropyl alcohol and sodium hydroxide is 20:20:1;

[0014] The mass ratio of dioctylamine to disulfur dichloride is 5:3;

[0015] The mass ratio of disulfur dichloride to sulfuryl chloride is 1:1.

[0016] In step 1, the stirring temperature is 0° C., the stirring time after adding disulfur dichloride is 1 h, and the stirring time after adding sulfuryl chloride is 1 h.

[0017] In step 2, the mass ratio of mixture A, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate and aqueous ammonia solution is 25:17.5 to 30:1;

[0018] The mass ratio of mixture A to base oil is 4 to 6:1.

[0019] In step 2, the base oil is a pentaerythritol ester base oil and the kinematic viscosity at 100°C is 4.0 mm 2 / s-10.0mm 2 / s.

[0020] In step 2, the stirring temperature is 10° C. to 20° C., and the reaction is carried out for 2 hours after adding the ammonia solution.

[0021] In step 2, the structural formula of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate is:

[0022]

[0023] In step 3, the mass ratio of the liquid mixture to the hydraulic transmission oil is 1:8.8-9.2.

[0024] In step 3, the hydraulic transmission oil is No. 8 hydraulic transmission oil.

[0025] The beneficial effects of the present invention are as follows: the method for improving the compatibility of carbamate compounds with hydraulic transmission oil can stably dissolve 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-yl carbamate in the hydraulic transmission oil, effectively solves the compatibility problem of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-yl carbamate with the hydraulic transmission oil, improves the storage stability of the lubricating oil, increases the anti-wear performance of the hydraulic transmission oil, and increases the oil change cycle of the hydraulic transmission oil to meet the Caterpillar TO-4 standard requirements, saves ingredients, and has a simple process method. DETAILED DESCRIPTION

[0026] The present invention is described in detail below with reference to specific embodiments.

[0027] The method for improving the compatibility of carbamate compounds with hydraulic transmission oil of the present invention specifically comprises the following steps:

[0028] Step 1: dioctylamine, isopropyl alcohol, and sodium hydroxide are stirred at 0°C, and disulfur dichloride is added under stirring. After stirring for 1 hour, the mixture is allowed to stand to separate the water layer, and the oil layer is washed with dilute hydrochloric acid and water until neutral. After removing the water, sulfuryl chloride is added with stirring and stirred for 1 hour to obtain a mixture A.

[0029] The mass ratio of dioctylamine, isopropyl alcohol and sodium hydroxide is 20:20:1;

[0030] The mass ratio of dioctylamine to disulfur dichloride is 5:3;

[0031] The mass ratio of disulfur dichloride to sulfuryl chloride is 1:0.98~1.02;

[0032] Step 2, stirring the mixture A obtained in step 1 with 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate at a temperature of 10° C. to 20° C., adding a 10% ammonia aqueous solution to the reaction, reacting for 2 hours, standing and stratifying to remove moisture, decompressing the oil layer and desolventizing it, adding base oil, and heating and stirring at 80° C. for 1 hour to obtain a liquid mixture;

[0033] The mass ratio of mixture A, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate and aqueous ammonia solution is 25:17.5 to 30:1;

[0034] The mass ratio of mixture A to base oil is 4 to 6:1;

[0035] The base oil is pentaerythritol ester base oil and the kinematic viscosity at 100°C is 4.0 mm 2 / s-10.0mm 2 / s;

[0036] The structural formula of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate is:

[0037]

[0038] Step 3, adding the liquid mixture obtained in step 2 to the hydraulic transmission oil;

[0039] Among them, the mass ratio of the liquid mixture to the hydraulic transmission oil is 1:8.8~9.2, and the hydraulic transmission oil is No. 8 hydraulic transmission oil.

[0040] The 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate in each embodiment and comparative example is a commercially available 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate product, di-n-octylamine, isopropyl alcohol, sodium hydroxide, disulfur dichloride, sulfuryl chloride and aqueous ammonia solution are all commercially available products, and No. 8 hydraulic transmission oil is a commercially available No. 8 hydraulic transmission oil product.

[0041] Example 1

[0042] Step 1: 1000 parts of dioctylamine, 1000 parts of isopropyl alcohol, and 50 parts of sodium hydroxide were stirred at 0°C, and 600 parts of disulfur dichloride were added under stirring. After stirring for 1 hour, the mixture was allowed to stand to separate the water layer, and the oil layer was washed with dilute hydrochloric acid and water until neutral. After removing the water, 600 parts of sulfuryl chloride were added with stirring and stirred for 1 hour to obtain a mixture A.

[0043] Step 2: stirring 1000 parts of the mixture A obtained in step 1 with 950 parts of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate at a temperature of 15° C., adding 40 parts of a 10% ammonia aqueous solution to the reaction mixture, reacting for 2 hours, standing the mixture to remove moisture, desolvating the oil layer under reduced pressure, adding 200 parts of pentaerythritol ester base oil, and heating and stirring the mixture at 80° C. for 1 hour to obtain a liquid mixture;

[0044] Step 3: Add the liquid mixture obtained in step 2 to No. 8 hydraulic transmission oil;

[0045] The mass ratio of the liquid mixture to the hydraulic transmission oil is 1:9.

[0046] Example 2

[0047] The difference from Example 1 is that 1000 parts of the mixture A obtained in step 1 and 950 parts of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate are stirred and reacted at a temperature of 10°C.

[0048] Example 3

[0049] The difference from Example 1 is that 1000 parts of the mixture A obtained in step 1 and 950 parts of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate are stirred and reacted at a temperature of 20°C.

[0050] Example 4

[0051] The difference from Example 1 is that 1000 parts of the mixture A obtained in step 1 and 700 parts of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate are stirred and reacted.

[0052] Example 5

[0053] The difference from Example 1 is that 1000 parts of the mixture A obtained in step 1 and 1200 parts of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate are stirred and reacted.

[0054] Example 6

[0055] The difference from Example 1 is that: 1000 parts of dioctylamine, 1000 parts of isopropanol and 50 parts of sodium hydroxide are stirred, the temperature is controlled at 0°C, and 600 parts of disulfur dichloride are added under stirring. After stirring for 1 hour, the mixture is allowed to stand to separate the water layer, and the oil layer is washed with dilute hydrochloric acid and water until neutral. After removing water, 588 parts of sulfuryl chloride are added with stirring and stirred for 1 hour to obtain a mixture A.

[0056] Example 7

[0057] The difference from Example 1 is that: 1000 parts of dioctylamine, 1000 parts of isopropanol and 50 parts of sodium hydroxide are stirred, the temperature is controlled at 0°C, and 600 parts of disulfur dichloride are added under stirring. After stirring for 1 hour, the mixture is allowed to stand to separate the water layer, and the oil layer is washed with dilute hydrochloric acid and water until neutral. After removing water, 612 parts of sulfuryl chloride are added with stirring and stirred for 1 hour to obtain a mixture A.

[0058] Example 8

[0059] The difference from Example 1 is that in step 2, 250 parts of pentaerythritol ester base oil are added, and the mixture is heated and stirred at 80° C. for 1 hour to obtain a liquid mixture.

[0060] Example 9

[0061] The difference from Example 1 is that in step 2, 167 parts of pentaerythritol ester base oil are added, and the mixture is heated and stirred at 80° C. for 1 hour to obtain a liquid mixture.

[0062] Example 10

[0063] The difference from Example 1 is that the liquid mixture obtained in step 2 is added to No. 8 hydraulic transmission oil; wherein the mass ratio of the liquid mixture to the hydraulic transmission oil is 1:8.8.

[0064] Example 11

[0065] The difference from Example 1 is that the liquid mixture obtained in step 2 is added to No. 8 hydraulic transmission oil; wherein the mass ratio of the liquid mixture to the hydraulic transmission oil is 1:9.2.

[0066] Comparative Example 1

[0067] The difference from Example 1 is that in step 2, the mass fraction of 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate is 1400 parts.

[0068] Comparative Example 2

[0069] The difference from Example 1 is that in step 2, the base oil adopts commercially available HVI P6 base oil.

[0070] Comparative Example 3

[0071] The difference from Example 1 is that in step 2, the base oil is commercially available PAO 6 base oil.

[0072] Performance Characterization

[0073] Using an FZG gear wear tester and ASTM D4998 method, No. 8 hydraulic transmission oil and K8-22 heavy-duty hydraulic transmission fluid (which meets Caterpillar TO-4 standard) were tested, measuring the average wear value and the maximum single wear value three times.

[0074] (1) Specific test data for No. 8 hydraulic transmission oil and K8-22 heavy-duty hydraulic transmission fluid are shown in Table 1.

[0075] Table 1

[0076]

[0077] (2) Specific test data of the hydraulic transmission oil in the embodiments and comparative examples are shown in Table 2.

[0078] Table 2

[0079] product Three times average value / mg Single maximum value / mg Example 1 85 117 Example 4 88 123 Example 6 95 137 Comparative Example 1 - - Comparative Example 2 123 147 Comparative Example 3 127 149

[0080] As can be seen from Table 2, the hydraulic transmission oil obtained in Example 1 of the present invention has relatively excellent anti-wear performance. The three average wear values ​​and the single maximum wear value can meet the requirements and reach the requirements of Caterpillar TO-4 specifications. Example 3 cannot be tested on the FZG gear anti-wear tester because needle-shaped crystals are precipitated after being placed at room temperature for 24 hours after being dissolved with No. 8 hydraulic transmission oil.

Claims

1. A method for improving the compatibility of carbamate compounds with hydraulic transmission oil, characterized in that: The specific steps include: Step 1: dioctylamine, isopropyl alcohol, and sodium hydroxide are stirred and disulfur dichloride is added under stirring. The mixture is allowed to stand to separate the water layer, and the oil layer is washed with dilute hydrochloric acid and water respectively until neutral. After removing the water, sulfuryl chloride is added with stirring to obtain a mixture A; Step 2: reacting the mixture A obtained in step 1 with 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate by stirring, adding a 10% ammonia aqueous solution to the reaction, standing the reaction mixture to remove moisture, decompressing the oil layer and desolventizing the oil layer, adding a base oil, and heating and stirring to obtain a liquid mixture; In step 2, the mass ratio of mixture A, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl-methyl-N-ylcarbamate and aqueous ammonia solution is 25:17.5~30:1; In step 2, the base oil is a pentaerythritol ester base oil and the kinematic viscosity at 100°C is 4.0 mm 2 / s -10.0mm 2 / s; The mass ratio of mixture A to base oil is 4~6:1; Step 3: Add the liquid mixture obtained in step 2 into the hydraulic transmission oil.

2. The method for improving the compatibility of carbamate compounds with hydraulic transmission oil according to claim 1, characterized in that: In step 1, the mass ratio of dioctylamine, isopropyl alcohol and sodium hydroxide is 20:20:1; The mass ratio of dioctylamine to disulfur dichloride is 5:3; The mass ratio of disulfur dichloride to sulfuryl chloride is 1:0.98~1.

02.

3. The method for improving the compatibility of carbamate compounds with hydraulic transmission oil according to claim 1, characterized in that: In step 1, the stirring temperature is 0° C., the stirring time after adding disulfur dichloride is 1 h, and the stirring time after adding sulfuryl chloride is 1 h.

4. The method for improving the compatibility of carbamate compounds with hydraulic transmission oil according to claim 1, characterized in that: In step 2, the stirring temperature is 10° C. to 20° C., and the reaction is carried out for 2 hours after adding the ammonia solution.

5. The method for improving the compatibility of carbamate compounds with hydraulic transmission oil according to claim 1, characterized in that: In step 3, the mass ratio of the liquid mixture to the hydraulic transmission oil is 1:8.8-9.

2.

6. The method for improving the compatibility of carbamate compounds with hydraulic transmission oil according to claim 1, characterized in that: In step 3, the hydraulic transmission oil is No. 8 hydraulic transmission oil.

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