CN112522000A - Lubricating oil additive and preparation method thereof - Google Patents

Lubricating oil additive and preparation method thereof Download PDF

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Publication number
CN112522000A
CN112522000A CN202011202677.5A CN202011202677A CN112522000A CN 112522000 A CN112522000 A CN 112522000A CN 202011202677 A CN202011202677 A CN 202011202677A CN 112522000 A CN112522000 A CN 112522000A
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lubricating oil
parts
hydroxy
benzoxazolyl
benzophenone
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程淑芹
黄振城
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Si'ao Biotechnology Development Co ltd
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Si'ao Biotechnology Development Co ltd
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M161/00—Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/12—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M177/00—Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/14—Inorganic compounds or elements as ingredients in lubricant compositions inorganic compounds surface treated with organic compounds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C10M2215/222—Triazines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/04—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having a silicon-to-carbon bond, e.g. organo-silanes

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

The invention discloses a lubricating oil additive which is characterized by comprising the following components in parts by weight: 20-30 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 5-10 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3-5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.5-1.5 parts of a dispersing agent. The invention also provides a preparation method of the lubricating oil additive. The lubricating oil additive provided by the invention can effectively improve the comprehensive performance of lubricating oil, improve the lubricating effect, the wear-resistant and antifriction performance, the oxidation resistance and the performance stability of the lubricating oil, effectively avoid corrosion to devices and effectively prolong the service life.

Description

Lubricating oil additive and preparation method thereof
Technical Field
The invention relates to the technical field of lubricating oil, in particular to a lubricating oil additive and a preparation method thereof.
Background
The lubricating oil additive is the essence of modern high-grade lubricating oil, can make up and improve the deficiency of base oil performance, endows lubricating oil with certain new performance, is an important component of lubricating oil, and directly influences the service performance of lubricating oil by the type, quality and addition proportion.
The common additives in the lubricating oil mainly comprise an antioxidant, an antiwear agent, a friction modifier (also called oiliness agent), an extreme pressure additive, a detergent, a dispersant, a foam inhibitor, an anti-corrosion antirust agent, a pour point improver, a viscosity index improver and the like according to functions, and are used for improving the tribological performance of base oil, reducing the frictional resistance between friction pairs, reducing the abrasion and the scuffing and finally achieving the purpose of improving the bearing capacity of the lubricating oil under the condition of boundary lubrication. However, the existing lubricating oil additive has a relatively single function, and needs to be added in a large amount to achieve a good performance improvement effect, and too much additive affects viscosity-temperature performance and low-temperature performance, so that the use requirement under an extremely harsh environment cannot be met. In addition, the existing lubricating oil additive has the defects of easy electrochemical corrosion, poor lubricating and oxidation resistance performance under high temperature conditions, further improved performance stability and poor compatibility with base oil.
For example, the chinese patent application No. 201710539273.7 relates to the technical field of lubricant additives, and discloses a lubricant additive for fullerene applications, which comprises the following raw materials in parts by weight: 60-63 parts of base oil, 8.4-10.1 parts of fullerene, 0.5-1.50 parts of oil-soluble yellow, 4.0-4.4 parts of viscosity regulator, 0.1-1.5 parts of antioxidant, 0.2-0.8 part of dispersant, 0.1-0.5 part of reinforcing agent, 5.1-8.4 parts of modified calcite powder and 7.4-8.2 parts of nano silicon dioxide.
The lubricating oil additive applied to the fullerene can avoid the early oxidation of lubricating oil by adding the fullerene into the additive, and the metal surface of an engine can not generate the negative effects of oxidation corrosion and the like on the surface of the engine due to components such as sulfur, phosphorus and the like. However, the dispersion performance of the product is poor due to more added raw materials, and the viscosity-temperature performance and the low-temperature performance need to be further improved.
There is still a need in the art to develop a lubricant additive which can effectively improve the comprehensive performance of the lubricant, improve the lubricating effect, wear resistance and friction reduction performance, oxidation resistance and performance stability of the lubricant, effectively avoid corrosion to devices and effectively prolong the service life.
Disclosure of Invention
The invention aims to provide a lubricating oil additive and a preparation method thereof, and the preparation method has the advantages of simple process, low energy consumption, low equipment investment, high preparation efficiency and high finished product qualification rate, and is suitable for continuous large-scale production; the lubricating oil additive prepared by the method can effectively improve the comprehensive performance of the lubricating oil, improve the lubricating effect, the wear-resistant and antifriction performance, the oxidation resistance and the performance stability of the lubricating oil, effectively avoid corrosion to devices and effectively prolong the service life.
In order to achieve the purpose, the technical scheme adopted by the invention is that the lubricating oil additive is characterized by comprising the following components in parts by weight: 20-30 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 5-10 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3-5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.5-1.5 parts of a dispersing agent.
The dispersant suitable for the present embodiment is not particularly limited as long as it can be advantageously used in the present embodiment as a dispersant conventional in the art having a dispersing effect on each component. In one embodiment of the invention, the dispersant is tween, oleic acid, an imine compound, sodium dodecylbenzenesulfonate, span-80 or a mixture of two or more thereof.
Further, the p- (2-benzoxazolyl) benzyl chloride-modified adenosine has the following structural formula:
Figure DEST_PATH_IMAGE002
in one embodiment of the present invention, the preparation method of the p- (2-benzoxazolyl) benzyl chloride modified adenosine comprises the following steps: reacting p- (2-benzo)Oxazolyl) benzyl chloride, adenosine and a basic catalyst are added into an organic solvent, stirred and reacted for 6-8 hours at the temperature of 60-70 ℃, then the solvent is removed by rotary evaporation, and the p- (2-benzoxazolyl) benzyl chloride modified adenosine is obtained by the steps of liquid separation, water absorption by anhydrous magnesium sulfate and rotary evaporation in sequence. Nuclear magnetic characterization was as follows:1H NMR (400MHz，DMSO):8.68 (s, 1H),8.12 (s, 1H),7.26 (d, 8H), 7.36 (d, 4H), 7.12 (t, 4H),6.03 (d, 1H),4.32 (m, 4H,), 3.65-3.91 (t, 5H,),2.0 (t, 3H)。
in one embodiment of the invention, the molar ratio of the p- (2-benzoxazolyl) benzyl chloride, adenosine, basic catalyst and organic solvent is 2:1 (1-2): 20-30.
In one embodiment of the present invention, the basic catalyst is at least one of sodium hydroxide, sodium carbonate, potassium hydroxide, potassium carbonate; the organic solvent is any one of acetonitrile, dimethyl sulfoxide and N, N-dimethylformamide.
The method of separating liquid suitable for the technical scheme of the present invention is not particularly limited, and in one example of the present invention, the liquid separation is performed by using a mixture of dichloromethane and water mixed in a mass ratio of 3:1 as a liquid separation system.
The method for preparing 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes suitable for the technical scheme of the present invention is not particularly limited, and in one example of the present invention, the method for preparing 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes comprises: dispersing the rare earth oxide nanotube in ethanol, adding 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, stirring and reacting at 50-70 ℃ for 4-6 hours, and then removing the ethanol by rotary evaporation to obtain the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube.
In one embodiment of the invention, the mass ratio of the rare earth oxide nanotube, the ethanol and the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is (3-5): 18-28): 0.2-0.5.
In one embodiment of the present invention, the rare earth oxide nanotube is prepared by the method of chinese patent application No. 200610116365.6, example 1.
Another object of the present invention is to provide a method for preparing the lubricating oil additive, which comprises the following steps: the components are uniformly mixed according to the parts by weight, and then are milled and sieved by a 900-sand 1300-mesh sieve to obtain a finished product of the lubricating oil additive.
The preparation method of the lubricating oil additive provided by the invention has the advantages of simple process, low energy consumption, low equipment investment, high preparation efficiency and high finished product qualification rate, and is suitable for continuous large-scale production.
The lubricating oil additive provided by the invention overcomes the defects that the existing lubricating oil additive has relatively single function, needs to be added in a large amount to achieve a better performance improvement effect, causes influence on viscosity-temperature performance and low-temperature performance due to too much additive, and cannot meet the use requirement under extremely harsh environment; the technical problems that the lubricating oil additive on the market is easy to cause electrochemical corrosion, the lubricating and antioxidant performance is poor under the high-temperature condition, the performance stability needs to be further improved, and the compatibility with the base oil is poor are also solved; through the synergistic effect of the components, the prepared lubricating oil additive can effectively improve the comprehensive performance of the lubricating oil, improve the lubricating effect, the wear-resistant and friction-reducing performance, the oxidation resistance and the performance stability of the lubricating oil, effectively avoid corrosion to devices and effectively prolong the service life.
According to the lubricating oil additive provided by the invention, the lubricating effect, the wear resistance and the extreme pressure property of lubricating oil can be effectively improved by adding the p- (2-benzoxazolyl) benzyl chloride modified adenosine, and the addition of the p- (2-benzoxazolyl) benzyl chloride modified adenosine does not contain an ionic salt structure, so that the anti-corrosion property is better improved; under the multiple actions of electronic effect, steric effect and conjugate effect of each group, the viscosity-temperature performance can be improved, so that the lubricating oil added with the additive has excellent oxidation stability and temperature-resistant stability.
According to the lubricating oil additive provided by the invention, the added 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube has the advantages of effectively improving the wear-resisting and friction-reducing properties due to the smooth surface of the rare earth oxide nanotube, improving the corrosion resistance and stabilizing the comprehensive properties and performances; the surface is modified by 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, so that the dispersibility of the benzophenone can be improved, and the compatibility between the benzophenone and other components can be enhanced. And the performance stability and the extreme pressure performance of the modified benzophenone are effectively improved by modifying the introduced benzophenone structure.
The lubricating oil additive provided by the invention is added with 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine, so that the anti-wear performance of the lubricating oil is improved, and functional elements contained in the lubricating oil can not be separated in the long-term use process of the lubricating oil, so that the long-term use stability and durability of the lubricating oil are good, the use time of the lubricating oil in machinery is long, the replacement times of the lubricating oil in the machinery are reduced under the condition of ensuring the stable operation of the machinery, the oil-saving effect is saved, and the efficiency and the service life of an engine using the lubricating oil are improved.
Detailed Description
The following detailed description of preferred embodiments of the invention will be made.
The lubricating oil additive is characterized by comprising the following components in parts by weight: 20-30 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 5-10 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3-5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.5-1.5 parts of a dispersing agent.
The dispersant suitable for the present embodiment is not particularly limited as long as it can be advantageously used in the present embodiment as a dispersant conventional in the art having a dispersing effect on each component. In one embodiment of the invention, the dispersant is tween, oleic acid, an imine compound, sodium dodecylbenzenesulfonate, span-80 or a mixture of two or more thereof.
Further, the p- (2-benzoxazolyl) benzyl chloride-modified adenosine has the following structural formula:
Figure DEST_PATH_IMAGE002A
in one embodiment of the present invention, the preparation method of the p- (2-benzoxazolyl) benzyl chloride modified adenosine comprises the following steps: adding p- (2-benzoxazolyl) benzyl chloride, adenosine and a basic catalyst into an organic solvent, stirring and reacting at 60-70 ℃ for 6-8 hours, then performing rotary evaporation to remove the solvent, and sequentially performing liquid separation, water absorption by anhydrous magnesium sulfate and rotary evaporation to obtain the p- (2-benzoxazolyl) benzyl chloride modified adenosine. Nuclear magnetic characterization was as follows:1H NMR (400MHz，DMSO):8.68 (s, 1H),8.12 (s, 1H),7.26 (d, 8H), 7.36 (d, 4H), 7.12 (t, 4H),6.03 (d, 1H),4.32 (m, 4H,), 3.65-3.91 (t, 5H,),2.0 (t, 3H)。
in one embodiment of the invention, the molar ratio of the p- (2-benzoxazolyl) benzyl chloride, adenosine, basic catalyst and organic solvent is 2:1 (1-2): 20-30.
In one embodiment of the present invention, the basic catalyst is at least one of sodium hydroxide, sodium carbonate, potassium hydroxide, potassium carbonate; the organic solvent is any one of acetonitrile, dimethyl sulfoxide and N, N-dimethylformamide.
The method of separating liquid suitable for the technical scheme of the present invention is not particularly limited, and in one example of the present invention, the liquid separation is performed by using a mixture of dichloromethane and water mixed in a mass ratio of 3:1 as a liquid separation system.
The method for preparing 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes suitable for the technical scheme of the present invention is not particularly limited, and in one example of the present invention, the method for preparing 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes comprises: dispersing the rare earth oxide nanotube in ethanol, adding 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, stirring and reacting at 50-70 ℃ for 4-6 hours, and then removing the ethanol by rotary evaporation to obtain the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube.
In one embodiment of the invention, the mass ratio of the rare earth oxide nanotube, the ethanol and the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is (3-5): 18-28): 0.2-0.5.
In one embodiment of the present invention, the rare earth oxide nanotube is prepared by the method of chinese patent application No. 200610116365.6, example 1.
Another object of the present invention is to provide a method for preparing the lubricating oil additive, which comprises the following steps: the components are uniformly mixed according to the parts by weight, and then are milled and sieved by a 900-sand 1300-mesh sieve to obtain a finished product of the lubricating oil additive.
Due to the application of the technical scheme, compared with the prior art, the invention has the following advantages:
(1) the preparation method of the lubricating oil additive provided by the invention has the advantages of simple process, low energy consumption, low equipment investment, high preparation efficiency and high finished product qualification rate, and is suitable for continuous large-scale production.
(2) The lubricating oil additive provided by the invention overcomes the defects that the existing lubricating oil additive has relatively single function, needs to be added in a large amount to achieve a better performance improvement effect, causes influence on viscosity-temperature performance and low-temperature performance due to too much additive, and cannot meet the use requirement under extremely harsh environment; the technical problems that the lubricating oil additive on the market is easy to cause electrochemical corrosion, the lubricating and antioxidant performance is poor under the high-temperature condition, the performance stability needs to be further improved, and the compatibility with the base oil is poor are also solved; through the synergistic effect of the components, the prepared lubricating oil additive can effectively improve the comprehensive performance of the lubricating oil, improve the lubricating effect, the wear-resistant and friction-reducing performance, the oxidation resistance and the performance stability of the lubricating oil, effectively avoid corrosion to devices and effectively prolong the service life.
(3) According to the lubricating oil additive provided by the invention, the lubricating effect, the wear resistance and the extreme pressure property of lubricating oil can be effectively improved by adding the p- (2-benzoxazolyl) benzyl chloride modified adenosine, and the addition of the p- (2-benzoxazolyl) benzyl chloride modified adenosine does not contain an ionic salt structure, so that the anti-corrosion property is better improved; under the multiple actions of electronic effect, steric effect and conjugate effect of each group, the viscosity-temperature performance can be improved, so that the lubricating oil added with the additive has excellent oxidation stability and temperature-resistant stability.
(4) According to the lubricating oil additive provided by the invention, the added 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube has the advantages of effectively improving the wear-resisting and friction-reducing properties due to the smooth surface of the rare earth oxide nanotube, improving the corrosion resistance and stabilizing the comprehensive properties and performances; the surface is modified by 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, so that the dispersibility of the benzophenone can be improved, and the compatibility between the benzophenone and other components can be enhanced. And the performance stability and the extreme pressure performance of the modified benzophenone are effectively improved by modifying the introduced benzophenone structure.
(5) The lubricating oil additive provided by the invention is added with 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine, so that the anti-wear performance of the lubricating oil is improved, and functional elements contained in the lubricating oil can not be separated in the long-term use process of the lubricating oil, so that the long-term use stability and durability of the lubricating oil are good, the use time of the lubricating oil in machinery is long, the replacement times of the lubricating oil in the machinery are reduced under the condition of ensuring the stable operation of the machinery, the oil-saving effect is saved, and the efficiency and the service life of an engine using the lubricating oil are improved.
Example 1
Embodiment 1 provides a lubricating oil additive, which is characterized by comprising the following components in parts by weight: 20 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 5 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.5 part of dispersing agent; the dispersant is tween.
The p- (2-benzoxazolyl) benzyl chloride modified adenosine has the following structural formula:
Figure DEST_PATH_IMAGE002AA
the preparation method of the p- (2-benzoxazolyl) benzyl chloride modified adenosine comprises the following steps: adding p- (2-benzoxazolyl) benzyl chloride, adenosine and a basic catalyst into an organic solvent, stirring and reacting for 6 hours at 60 ℃, then performing rotary evaporation to remove the solvent, and sequentially performing liquid separation, water absorption by anhydrous magnesium sulfate and rotary evaporation to obtain p- (2-benzoxazolyl) benzyl chloride modified adenosine; the molar ratio of the p- (2-benzoxazolyl) benzyl chloride to the adenosine to the basic catalyst to the organic solvent is 2:1:1: 20; the alkaline catalyst is sodium hydroxide; the organic solvent is acetonitrile.
The liquid separation is carried out by taking a mixture formed by mixing dichloromethane and water according to a mass ratio of 3:1 as a liquid separation system.
The preparation method of the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube comprises the following steps: dispersing the rare earth oxide nanotube in ethanol, adding 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, stirring at 50 ℃ for reacting for 4 hours, and then performing rotary evaporation to remove the ethanol to obtain the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube; the mass ratio of the rare earth oxide nanotube to the ethanol to the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is 3:18: 0.2.
The preparation method of the lubricating oil additive is characterized by comprising the following steps of: the components are uniformly mixed according to the parts by weight, and then are milled and sieved by a 900-mesh sieve to obtain a finished product of the lubricating oil additive.
Example 2
Example 2 provides a lubricating oil additive, the formulation and preparation method of which are substantially the same as those of example 1, except that the lubricating oil additive comprises the following components in parts by weight: 23 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 6 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3.5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.7 part of dispersing agent; the mass ratio of the rare earth oxide nanotube to the ethanol to the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is 3.5:20: 0.3; the molar ratio of the p- (2-benzoxazolyl) benzyl chloride to the adenosine to the basic catalyst to the organic solvent is 2:1:1.2: 22.
Example 3
Example 3 provides a lubricating oil additive, the formulation and preparation method of which are substantially the same as in example 1, except that the lubricating oil additive comprises the following components in parts by weight: 25 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 7.5 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube, 4 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 1 part of dispersing agent; the mass ratio of the rare earth oxide nanotube to the ethanol to the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is 4:23: 0.35; the molar ratio of the p- (2-benzoxazolyl) benzyl chloride to the adenosine to the basic catalyst to the organic solvent is 2:1:1.5: 25.
Example 4
Example 4 provides a lubricating oil additive, the formulation and preparation method of which are substantially the same as in example 1, except that the lubricating oil additive comprises the following components in parts by weight: 28 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 9 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 4.5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 1.4 parts of a dispersing agent; the mass ratio of the rare earth oxide nanotube to the ethanol to the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is 4.5:26: 0.45; the molar ratio of the p- (2-benzoxazolyl) benzyl chloride to the adenosine to the basic catalyst to the organic solvent is 2:1:1.8: 28.
Example 5
Example 5 provides a lubricating oil additive, the formulation and preparation method of which are substantially the same as in example 1, except that the lubricating oil additive comprises the following components in parts by weight: 30 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 10 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 1.5 parts of a dispersing agent; the mass ratio of the rare earth oxide nanotube to the ethanol to the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is 5:28: 0.5; the molar ratio of the p- (2-benzoxazolyl) benzyl chloride to the adenosine to the basic catalyst to the organic solvent is 2:1:2: 30.
Comparative example 1
Comparative example 1 provides a lubricating oil additive having substantially the same formulation and preparation as in example 1, except that p- (2-benzoxazolyl) benzyl chloride-modified adenosine was not added.
Comparative example 2
Comparative example 2 provides a lubricant additive having substantially the same formulation and preparation as in example 1, except that 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes were not added.
Comparative example 3
Comparative example 3 provides a lubricating oil additive having substantially the same formulation and method of preparation as in example 1, except that 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine was not added.
Comparative example 4
Comparative example 4 provides a lubricant additive having substantially the same formulation and preparation method as in example 1, except that the rare earth oxide nanotubes are used instead of the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone-modified rare earth oxide nanotubes.
Comparative example 5
Comparative example 5 provides a lubricating oil additive, the formulation and preparation of which were substantially the same as in example 1, except that adenosine was used in place of p- (2-benzoxazolyl) benzyl chloride-modified adenosine.
The lubricating oil additives obtained in the above examples 1 to 5 and comparative examples 1 to 5 were dispersed in a polyalphaolefin base oil having a code number of Spectrasyn8 at an addition level of 5% by weight to form lubricating oil samples, which were then subjected to corresponding performance tests, and the test results are shown in Table 1. The test method is as follows:
(1) four-ball experiment: testing according to ASTM D-2783; in the test results of the four-ball experiment, the maximum non-seizure load PB value indicates the maximum load of the steel ball without seizure in a lubricating state at a certain temperature and a certain rotating speed, and the higher the PB value is, the better the lubricating performance of the lubricating oil is. The sintering load PD value indicates that the load is increased step by step, the upper steel ball and the lower steel ball are sintered at high temperature due to the overlarge load, the equipment has to stop running, and the higher the PD value is, the better the extreme pressure lubricating performance of the lubricating oil is. The value d of the wear scar diameter represents the size of the wear scar diameter of the bearing steel spherical surface caused by friction, and the smaller the value d is, the better the wear resistance and lubricity of the lubricating oil is; the test conditions for the scrub spot diameter were: the load is 294N, the rotating speed is 1455r/min, the long grinding time is 30min under the room temperature condition, the used steel ball is a GCr15 standard bearing steel ball with the diameter of 12.7mm, and the hardness is 60-63 HRC.
(2) Pour point: the test was performed according to GB/T3535-2006.
(3) Corrosion experiments: the test was carried out according to GB/T5096 for copper sheets at 121 ℃ for 3 hours.
TABLE 1 Properties of samples of examples and comparative examples
Item Maximum no-seize load (PB)/N Sintering load (PD)/N Abrasive grain diameter d/mm Pour point C Corrosion property/grade
Example 1 889 2019 0.20 -34 2a
Example 2 894 2023 0.16 -36 1b
Example 3 899 2031 0.12 -39 1b
Example 4 907 2045 0.10 -41 1b
Example 5 915 2061 0.08 -44 1b
Comparative example 1 821 1832 0.35 -27 2b
Comparative example 2 804 1787 0.46 -29 2b
Comparative example 3 816 1819 0.38 -27 2b
Comparative example 4 810 1803 0.41 -30 2a
Comparative example 5 826 1863 0.29 -29 2a
As can be seen from the above table, the lubricating oil formed by adding the lubricating oil additive disclosed in the embodiment of the invention to the base oil has better extreme pressure performance and lubricating performance and better corrosion resistance, which is the result of the synergistic effect of the components.
The above-mentioned embodiments are merely illustrative of the technical concept and features of the present invention, and the purpose thereof is to enable those skilled in the art to understand the content of the present invention and implement the invention, and not to limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be covered by the scope of the present invention.

Claims (9)

1. The lubricating oil additive is characterized by comprising the following components in parts by weight: 20-30 parts of p- (2-benzoxazolyl) benzyl chloride modified adenosine, 5-10 parts of 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotubes, 3-5 parts of 3, 4-dihydro-3-hydroxy-4-oxo-1, 2, 3-benzotriazine and 0.5-1.5 parts of a dispersing agent.
2. The lubricant additive of claim 1, wherein the dispersant is tween, oleic acid, an imine compound, sodium dodecylbenzenesulfonate, span-80, or a mixture of two or more thereof.
3. The lubricant additive of claim 1, wherein the p- (2-benzoxazolyl) benzyl chloride-modified adenosine has the formula:
Figure DEST_PATH_IMAGE001
。
4. the lubricant additive according to claim 3, wherein the preparation method of the p- (2-benzoxazolyl) benzyl chloride modified adenosine comprises the following steps: adding p- (2-benzoxazolyl) benzyl chloride, adenosine and a basic catalyst into an organic solvent, stirring and reacting at 60-70 ℃ for 6-8 hours, then performing rotary evaporation to remove the solvent, and sequentially performing liquid separation, water absorption by anhydrous magnesium sulfate and rotary evaporation to obtain the p- (2-benzoxazolyl) benzyl chloride modified adenosine.
5. The lubricant additive as claimed in claim 4, wherein the molar ratio of p- (2-benzoxazolyl) benzyl chloride, adenosine, basic catalyst and organic solvent is 2:1 (1-2): 20-30.
6. The additive for lubricating oil of claim 4, wherein the basic catalyst is at least one of sodium hydroxide, sodium carbonate, potassium hydroxide, and potassium carbonate; the organic solvent is any one of acetonitrile, dimethyl sulfoxide and N, N-dimethylformamide.
7. The lubricant additive as claimed in claim 1, wherein the preparation method of the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube comprises: dispersing the rare earth oxide nanotube in ethanol, adding 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone, stirring and reacting at 50-70 ℃ for 4-6 hours, and then removing the ethanol by rotary evaporation to obtain the 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone modified rare earth oxide nanotube.
8. The lubricant additive as claimed in claim 7, wherein the mass ratio of the rare earth oxide nanotubes, ethanol, and 2-hydroxy-4- (3-triethoxysilylpropoxy) benzophenone is (3-5): (18-28): (0.2-0.5).
9. A method for preparing the lubricating oil additive according to any one of claims 1 to 8, comprising the steps of: the components are uniformly mixed according to the parts by weight, and then are milled and sieved by a 900-sand 1300-mesh sieve to obtain a finished product of the lubricating oil additive.
CN202011202677.5A 2020-11-02 2020-11-02 Lubricating oil additive and preparation method thereof Withdrawn CN112522000A (en)

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