A kind of methyl acrylate-methyl oleate copolymer lubricating oil and preparation method thereof

Abstract

This patent application discloses a methyl acrylate methyl oleate copolymer lubricating oil, which contains at least one of compound I and compound II. This patent also applies for the disclosure of the preparation method of the lubricating oil, including the following steps: S1, methyl oleate, N, N-dimethylformamide and benzoyl peroxide are mixed at room temperature to obtain solvent A; S2, after methyl acrylate and azobisisobutyronitrile are mixed and stirred, solvent B is obtained; S3, the reaction environment is controlled to make solvent B and solvent A mixed reaction; S4, after the reaction is completed, hydroquinone is added to obtain a mixture; S5, after the mixture is decompressed and distilled to remove unreacted raw materials and N, N-dimethylformamide, methyl propionate methyl oleate copolymer lubricating oil product is obtained. The lubricating oil of the present invention not only has a high viscosity index, but also has good low-temperature fluidity and good anti-emulsification.

Description

Technical Field

[0001] The invention relates to the technical field of lubricating oils, and in particular to a methyl acrylate-methyl oleate copolymer lubricating oil and a preparation method thereof. Background Art

[0002] With the technological progress and development in the fields of automobile, aerospace, industry, etc., the demand structure for lubricating base oils will change.

[0003] With the continuous advancement of science and technology, lubricant technology is also continuously improving. New lubricants can better protect equipment, increase equipment life, and meet increasingly stringent environmental protection and high-performance requirements, such as developing cleaner and more energy-saving products. At the same time, environmental protection and sustainable development requirements have prompted the lubricant industry to develop in the direction of low sulfur, low phosphorus, low aromatics and other environmentally friendly directions. At the same time, biodegradable lubricant products are also being explored to reduce the impact on the environment. How to improve the antioxidant, wear resistance, low temperature fluidity, high temperature stability and other properties of synthetic base oils to meet the needs of high-end equipment and extreme working conditions has become the main research direction of synthetic base oils.

[0004] As an important biodiesel raw material, methyl oleate is mixed with diesel in a certain proportion. It has the advantages of being renewable and environmentally friendly, and can effectively reduce harmful substances in exhaust emissions. As a lubricating base oil, methyl oleate has good lubrication properties and low-temperature fluidity. It can be used as a synthetic lubricating base oil or additive to prepare high-performance lubricating oils to improve the anti-oxidation and anti-wear properties of lubricating oils. However, methyl oleate has low viscosity and poor anti-emulsification effect, which limits the further application of methyl oleate. Methyl polyacrylate has good weather resistance, color retention and adhesion. In the lubrication field, it is added to lubricating oils as a tackifier, anti-wear agent, thickener, etc. to improve the performance of lubricating base oils, but it cannot be used as a base oil.

[0005] In order to improve the lubricating properties of methyl oleate and polyacrylate and broaden their application scope in the lubrication field, the present invention provides a methyl acrylate-methyl oleate copolymer lubricating oil and a preparation method of the lubricating oil. Summary of the invention

[0006] In order to overcome the deficiencies of the prior art, the object of the present invention is to provide a methyl acrylate-methyl oleate copolymer lubricating oil, which has not only a high viscosity index but also good low-temperature fluidity and good anti-emulsification properties.

[0007] The technical solution adopted by the present invention is as follows:

[0008] A methyl acrylate-methyl oleate copolymer lubricant, the methyl acrylate-methyl oleate copolymer lubricant comprising at least one of compound I and compound II, wherein compound I is Compound II is In the formula, m>1, n>1.

[0009] The present invention also discloses a method for preparing a methyl acrylate-methyl oleate copolymer lubricating oil, comprising the following steps:

[0010] S1. Methyl oleate, N,N-dimethylformamide and benzoyl peroxide are mixed at room temperature to prepare solvent A, and solvent A is placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel;

[0011] S2, introducing azobisisobutyronitrile into methyl acrylate and mixing and stirring to prepare solvent B, and placing solvent B in a constant pressure dropping funnel;

[0012] S3, after removing the air in the three-necked flask with nitrogen, control the reaction temperature at 80-100°C, add solvent B at a rate of 15-20 drops per minute, and start the stirring device to stir the mixed solvent A and solvent B. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours;

[0013] S4, after the reaction in S3 is completed, hydroquinone is added, and the reaction is continued with stirring for 1 hour to obtain a mixture;

[0014] S5. Distill the mixture under reduced pressure to remove unreacted methyl oleate, methyl acrylate and N,N-dimethylformamide, thereby obtaining methyl propionate-methyl oleate copolymer lubricating oil.

[0015] As a preferred embodiment of the present invention, in step S1, the amount of N,-N-dimethylformamide added does not exceed 50% of the sum of the masses of methyl oleate and methyl acrylate.

[0016] As a preferred embodiment of the present invention, in step S1, the amount of benzoyl peroxide added is 1%-2% of the sum of the mass of methyl oleate and methyl acrylate.

[0017] As a preferred embodiment of the present invention, in step S2, the amount of azobisisobutyronitrile added is 0.5%-1% of the mass of methyl acrylate.

[0018] As a preferred embodiment of the present invention, the molar ratio of methyl acrylate to methyl oleate is 1:1-2.

[0019] As a preferred embodiment of the present invention, in step S4, the amount of hydroquinone added is 0.5%-1% of the sum of the mass of methyl oleate and methyl acrylate.

[0020] As a preferred embodiment of the present invention, in step S5, the distillation temperature is 100-120°C, and the vacuum pressure is ≤1000Pa.

[0021] Beneficial effects of the present invention:

[0022] At present, methyl acrylate and methyl oleate are used separately for the following two reasons: First, methyl acrylate and methyl oleate are not easy to polymerize, and the polymerization conditions are not easy to control, so the effect of the polymerized products is difficult to guarantee. Second, due to cost considerations, the cost of polymerizing the two is high and difficult to promote.

[0023] Although methyl acrylate and methyl oleate are both valuable for use, they are limited when used alone, making it difficult to exert the maximum effect. The present invention can obtain a lubricating oil combining the advantages of methyl oleate and polyacrylate by polymerizing the two according to certain conditions and proportions. Since methyl acrylate is easy to self-polymerize, and methyl oleate is not easy to polymerize, therefore, if you want to combine these two substances, you need to strictly control the reaction conditions. If the conditions of the polymerization reaction are improperly controlled, it is difficult to obtain the compounds of the two structures, and it is difficult to obtain a high-performance lubricating oil. The present invention, by introducing azobisisobutyronitrile (AIBN) into methyl acrylate, methyl acrylate dissolved with azobisisobutyronitrile can promote the polymerization of methyl oleate. At the same time, during the polymerization reaction of the two, by accurately controlling the number of drops of 15-20 drops per minute, acrylic acid can be effectively prevented from self-polymerization. If the drop acceleration is too fast, methyl acrylate will quickly self-polymerize, and there are too many self-polymerization structures, resulting in uneven molecular structure, and the effective components of the final product are too few, which will reduce the product effect. Although too slow a droplet acceleration can reduce self-polymerization, it will also reduce the preparation efficiency, leading to an increase in time cost and thus an increase in preparation cost.

[0024] The lubricating oil prepared by the present invention has a viscosity index range of about 170-220. The viscosity index is used to evaluate the quality of the lubricating oil. The viscosity index <35 is a low viscosity index lubricating oil; 35-80 is a medium viscosity index lubricating oil; 80-110 is a high viscosity index lubricating oil; and 110 or more is a super-high viscosity index lubricating oil. The lubricating oil prepared by the present invention has a higher viscosity index and can meet the standard of super-high-grade lubricating oil. The lubricating oil prepared by the present invention has good low-temperature fluidity and good anti-emulsification properties after measurement. Compared with lubricating oils of the same cost on the market, it has higher quality and is more conducive to promotion. DETAILED DESCRIPTION

[0025] Typical embodiments that embody the features and advantages of the present invention will be described in detail in the following description. It should be understood that the present invention can have various changes in different embodiments without departing from the scope of the present invention, and the descriptions therein are essentially used as illustrations rather than to limit the present invention.

[0026] Example 1

[0027] This embodiment discloses a methyl acrylate-methyl oleate copolymer lubricant, which contains at least one of compound I and compound II, wherein compound I is Compound II is In the formula, m>1, n>1. Compound I and compound II are effective components of the product.

[0028] This embodiment also discloses a method for preparing a methyl acrylate-methyl oleate copolymer lubricating oil, comprising the following steps:

[0029] S1. 148.3 g of methyl oleate, 50 g of N,N-dimethylformamide (DMF) and 1.92 g of benzoyl peroxide (BPO) were mixed at room temperature to prepare solvent A, and solvent A was placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel for standby use.

[0030] S2. Weigh 43 g of methyl acrylate, add 0.22 g of azobisisobutyronitrile, stir and dissolve to obtain solvent B, and place solvent B in a constant pressure dropping funnel for later use.

[0031] S3. Use nitrogen to remove the air in the three-necked flask, control the reaction temperature at 80°C, start the stirring device, open the constant pressure dropping funnel, slowly add solvent B, control the dropping speed to 15-20 drops per minute, until the addition is complete. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours.

[0032] S4. After the reaction in step S3 is completed, 1.91 g of hydroquinone is added to the reaction system, the temperature is controlled at 80° C., and the reaction is continued with stirring for 1 hour to obtain a mixture.

[0033] S5. The mixture after the reaction is transferred to a vacuum distillation apparatus for vacuum distillation. The distillation temperature is controlled at 120° C. and the vacuum pressure is 700 Pa. After removing unreacted methyl oleate, methyl acrylate, N,N-dimethylformamide and other substances, methyl propionate-methyl oleate copolymer lubricating oil is obtained.

[0034] Example 2

[0035] The preparation method disclosed in this embodiment comprises the following steps:

[0036] S1. 148.3 g of methyl oleate, 85 g of N,N-dimethylformamide (DMF) and 3.4 g of benzoyl peroxide (BPO) were mixed at room temperature to prepare solvent A, and solvent A was placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel for standby use.

[0037] S2. Weigh 22 g of methyl acrylate, add 0.22 g of azobisisobutyronitrile, stir and dissolve to obtain solvent B, and place solvent B in a constant pressure dropping funnel for later use.

[0038] S3. Use nitrogen to remove the air in the three-necked flask, control the reaction temperature at 100°C, start the stirring device, open the constant pressure dropping funnel, slowly add solvent B, control the dropping speed to 15-20 drops per minute, until the addition is complete. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours.

[0039] S4. After the reaction in step S3 is completed, 1.0 g of hydroquinone is added to the reaction system, the temperature is controlled at 100° C., and the reaction is continued with stirring for 1 hour to obtain a mixture.

[0040] S5. The mixture after the reaction is transferred to a vacuum distillation apparatus for vacuum distillation, and the distillation temperature is controlled at 100° C. and the vacuum pressure is 500 Pa. After removing unreacted methyl oleate, methyl acrylate, N,N-dimethylformamide and other substances, methyl propionate-methyl oleate copolymer lubricating oil is obtained.

[0041] Example 3

[0042] The preparation method disclosed in this embodiment comprises the following steps:

[0043] S1. 148.3 g of methyl oleate, 25 g of N,N-dimethylformamide (DMF) and 2.5 g of benzoyl peroxide (BPO) were mixed at room temperature to prepare solvent A, and solvent A was placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel for standby use.

[0044] S2. Weigh 35 g of methyl acrylate, add 0.3 g of azobisisobutyronitrile, stir and dissolve to obtain solvent B, and place solvent B in a constant pressure dropping funnel for later use.

[0045] S3. Use nitrogen to remove the air in the three-necked flask, control the reaction temperature at 95°C, start the stirring device, open the constant pressure dropping funnel, slowly add solvent B, control the dropping speed to 15-20 drops per minute, until the addition is complete. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours.

[0046] S4. After the reaction in step S3 is completed, 1.2 g of hydroquinone is added to the reaction system, the temperature is controlled at 95° C., and the reaction is continued with stirring for 1 hour to obtain a mixture.

[0047] S5. The mixture after the reaction is transferred to a vacuum distillation apparatus for vacuum distillation. The distillation temperature is controlled at 120° C. and the vacuum pressure is 600 Pa. After removing unreacted methyl oleate, methyl acrylate, N,N-dimethylformamide and other substances, methyl propionate-methyl oleate copolymer lubricating oil is obtained.

[0048] Example 4

[0049] The preparation method disclosed in this embodiment comprises the following steps:

[0050] S1. 148.3 g of methyl oleate, 80 g of N,N-dimethylformamide (DMF) and 3 g of benzoyl peroxide (BPO) were mixed at room temperature to prepare solvent A, and solvent A was placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel for standby use.

[0051] S2. Weigh 30 g of methyl acrylate, add 0.15 g of azobisisobutyronitrile, stir and dissolve to obtain solvent B, and place solvent B in a constant pressure dropping funnel for later use.

[0052] S3. Use nitrogen to remove the air in the three-necked flask, control the reaction temperature at 90°C, start the stirring device, open the constant pressure dropping funnel, slowly add solvent B, control the dropping speed to 15-20 drops per minute, until the addition is complete. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours.

[0053] S4. After the reaction in step S3 is completed, 1.0 g of hydroquinone is added to the reaction system, the temperature is controlled at 100° C., and the reaction is continued with stirring for 1 hour to obtain a mixture.

[0054] S5. The mixture after the reaction is transferred to a vacuum distillation apparatus for vacuum distillation. The distillation temperature is controlled at 110° C. and the vacuum pressure is 800 Pa. After removing unreacted methyl oleate, methyl acrylate, N,N-dimethylformamide and other substances, methyl propionate-methyl oleate copolymer lubricating oil is obtained.

[0055] Performance Testing

[0056] The lubricating oils prepared in Examples 1-4 were tested for their indexes, and the results are shown in Table 1. In Table 1, the kinematic viscosity at different temperatures was measured according to the method of "Method for Determination of Kinematic Viscosity of Petroleum Products and Calculation of Dynamic Viscosity": GB / T 265; the viscosity index was measured according to the method of "Method for Calculation of Petroleum Viscosity Index": GB / T 1995; the flash point (opening) and pour point were measured according to the method of "Method for Determination of Pour Point of Petroleum Products": GB / T3535; and the demulsibility was measured according to the method of "Method for Determination of Water Separability of Petroleum and Synthetic Liquids": GB / T7305.

[0057] Table 1

[0058]

[0059]

[0060] As can be seen from Table 1, the viscosity index of the lubricating oils prepared in Examples 1-4 ranges from about 170 to 220, which has a higher viscosity index and a lower pour point than mineral oil (currently the viscosity index of mineral oil is generally 80-100), and has good low-temperature fluidity.

[0061] As can be seen from Table 1, the anti-emulsification performance of the lubricating oils prepared in Examples 1-4 at 82°C reaches 12-15, which has good anti-emulsification performance. Since the polymer molecules contain ester structures, their biodegradability and lubrication properties are better than mineral oils. Compared with monomers such as polymethyl acrylate and methyl oleate, this polymer lubricating oil has a wider range of applications in the lubrication field.

[0062] The above-mentioned embodiments are only preferred embodiments of the present invention and cannot be used to limit the scope of protection of the present invention. Any non-substantial changes and substitutions made by technicians in this field on the basis of the present invention shall fall within the scope of protection required by the present invention.

Claims

1. A methyl acrylate-methyl oleate copolymer lubricating oil, characterized in that: The methyl acrylate-methyl oleate copolymer lubricating oil comprises at least one of compound I and compound II, wherein compound I is Compound II is In the formula, m>1, n>1.

2. A method for preparing a methyl acrylate-methyl oleate copolymer lubricating oil, characterized in that: The following steps are involved: S1. Methyl oleate, N,N-dimethylformamide and benzoyl peroxide are mixed at room temperature to prepare solvent A, and solvent A is placed in a three-necked flask equipped with a stirring device and a constant pressure dropping funnel; S2, introducing azobisisobutyronitrile into methyl acrylate and mixing and stirring to prepare solvent B, and placing solvent B in a constant pressure dropping funnel; S3, after removing the air in the three-necked flask with nitrogen, control the reaction temperature at 80-100°C, add solvent B at a rate of 15-20 drops per minute, and start the stirring device to stir the mixed solvent A and solvent B. After the addition of solvent B is completed, continue stirring the reaction for 4-6 hours; S4, after the reaction in S3 is completed, hydroquinone is added, and the reaction is continued with stirring for 1 hour to obtain a mixture; S5. Distill the mixture under reduced pressure to remove unreacted methyl oleate, methyl acrylate and N,N-dimethylformamide, thereby obtaining methyl propionate-methyl oleate copolymer lubricating oil.

3. The preparation method according to claim 2, characterized in that: In step S1, the amount of N,-N-dimethylformamide added does not exceed 50% of the sum of the masses of methyl oleate and methyl acrylate.

4. The preparation method according to claim 2, characterized in that: In step S1, the amount of benzoyl peroxide added is 1%-2% of the sum of the mass of methyl oleate and methyl acrylate.

5. The preparation method according to claim 2, characterized in that: In step S2, the amount of azobisisobutyronitrile added is 0.5%-1% of the mass of methyl acrylate.

6. The preparation method according to claim 2, characterized in that: The molar ratio of methyl acrylate to methyl oleate is 1:1-2.

7. The preparation method according to claim 2, characterized in that: In step S4, the amount of hydroquinone added is 0.5%-1% of the sum of the mass of methyl oleate and methyl acrylate.

8. The preparation method according to claim 2, characterized in that: In step S5, the distillation temperature is 100-120°C, and the vacuum pressure is ≤1000Pa.

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