CN112662455A - Degradable lubricating oil and preparation method thereof - Google Patents
Degradable lubricating oil and preparation method thereof Download PDFInfo
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Abstract
The invention discloses degradable lubricating oil which is characterized by comprising the following components in parts by weight: 35-45 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 2-5 parts of polyphenol nanotube, 15-25 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.5-1.0 part of antioxidant, 0.8-1.2 parts of viscosity agent and 0.3-0.6 part of dispersant. The invention also provides a preparation method of the degradable lubricating oil. The gasoline degradable lubricating oil provided by the invention has good degradability, obvious lubricating effect, good thermal stability, low-temperature performance and oxidation stability, and can meet the requirements of high-grade, large-span and multi-level lubricating oil on low-temperature dynamic viscosity and boundary pumping temperature.
Description
Technical Field
The invention relates to the technical field of lubricating oil, in particular to degradable lubricating oil and a preparation method thereof.
Background
In recent years, with the acceleration of global industrialization progress, various mechanical devices are widely used, which drives the rapid development of the lubricating oil industry. The lubricating oil is a liquid or semisolid lubricating agent used on various types of automobiles and mechanical equipment to reduce friction and protect machines and workpieces, and mainly plays roles in lubrication, cooling, rust prevention, cleaning, sealing, buffering and the like. However, when the lubricating oil is used in large quantities, the lubricating oil inevitably enters the environment through various ways such as transportation, leakage, splashing, overflowing or improper discharge, and seriously pollutes soil, land, rivers and lakes, and influences or even destroys the ecological environment and ecological balance. These environmental problems are increasingly emphasized as people become increasingly conscious of environmental crises. The development of degradable lubricating oil is an effective way for solving the problem, and is the mainstream direction of the development of the lubricating oil industry in the future.
At present, most of lubricating oil takes mineral oil as base oil, the biodegradability of the lubricating oil in natural environment is poor, accumulation in the environment is easy to pollute the ecological environment, and a series of environmental problems are caused. The problem of environmental pollution brought by lubricating oil is more and more emphasized, so that the vegetable oil is used for replacing mineral oil to be used as the base oil of the lubricating oil more and more widely, but the existing lubricating oil prepared by using the vegetable oil as the base oil has insufficient stability and biodegradability, is easy to form oil sludge and sediment at high temperature, is easy to solidify at low temperature, and has unsatisfactory low-temperature performance, and the defects limit the further development of the vegetable oil-based lubricating oil. Besides, the lubricating oil on the market also has the defects that the lubricating effect is limited, and the thermal stability, the viscosity-temperature performance and the wear resistance are required to be further improved.
For example, patent CN103773569A discloses a degradable lubricating oil consisting of a base oil; an antioxidant; a rust inhibitor; an anti-foaming agent; a metal deactivator; breaking the emulsifier; an antiwear agent; a detergent; a viscosity index improver; copper oxide powder; metal magnesium powder. The antioxidant is a mixture of diarylamine and zinc dialkyl dithiophosphate; the rust inhibitor is an ethoxy phenol; the antifoaming agent is alkyl methacrylate copolymer; the metal deactivator is benzotriazole; the demulsifier is polyalkoxy polyol; the antiwear agent is dialkyl dithiophosphate; the detergent is sulfurized calcium alkyl phenate; the viscosity index improver is polyalkylmethacrylate. Although the lubricating oil has better performance in biodegradability, the lubricating performance of the lubricating oil is inferior to that of common synthetic lubricating oil.
The degradable lubricating oil has good degradability, obvious lubricating effect, good thermal stability, low-temperature performance and oxidation stability, and can meet the requirements of high-grade, large-span and multi-level lubricating oil on low-temperature dynamic viscosity and boundary pumping temperature.
Disclosure of Invention
The invention aims to provide degradable lubricating oil and a preparation method thereof, and the preparation method has the advantages of simple process, low energy consumption, low equipment investment, convenient operation and control, high preparation efficiency and high qualified rate of finished products, and is suitable for continuous large-scale production; the degradable lubricating oil prepared by the method has good degradability, obvious lubricating effect, good thermal stability, low-temperature performance and oxidation stability, and can meet the requirements of high-grade, large-span and multi-level lubricating oil on low-temperature dynamic viscosity and boundary pumping temperature.
In order to achieve the purpose, the invention adopts the technical scheme that the degradable lubricating oil is characterized by comprising the following components in parts by weight: 35-45 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 2-5 parts of polyphenol nanotube, 15-25 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.5-1.0 part of antioxidant, 0.8-1.2 parts of viscosity agent and 0.3-0.6 part of dispersant.
In one embodiment of the invention, the dispersant is triethylhexylphosphoric acid, vinyl bis stearamide, glycerol monostearate, polyethylene glycol, monoallybutyldiimide, or a mixture of two or more thereof.
In one embodiment of the invention, the viscosity agent is selected from hydrogenated styrene diene copolymers, polymethacrylates, ethylene propylene copolymers or mixtures of two or more thereof.
In one embodiment of the present invention, the antioxidant is at least one of 2, 6-tertiary butyl-4-methylphenol, bis (3, 5-tertiary butyl-4-hydroxyphenyl) sulfide, pentaerythrityl tetrakis [ beta- (3, 5-tertiary butyl-4-hydroxyphenyl) propionate ] and bisdodecanol.
In one embodiment of the present invention, the method for preparing the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture in ice-water bath for 3 to 5 hours, then refluxing and stirring the mixture for 15 to 20 hours at the temperature of between 50 and 60 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate.
In one embodiment of the invention, the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1 (6-10) to 0.6-1: 0.4.
In one embodiment of the invention, the hydroxyl terminated polyether has a number average molecular weight of 450.
The organic solvent suitable for the process of the present invention is not particularly limited as long as it can dissolve part or all of 2, 5-furandicarboxylic acid, hydroxyl-terminated polyether, carbodiimide, 4-dimethylaminopyridine and facilitate the polycondensation reaction without causing side reactions and can be advantageously used in the process of the present invention. In one embodiment of the present invention, the organic solvent is perfluorobutyltetrahydrofuran.
The polyphenol nanotubes in the method of the present invention may be polyphenol nanotubes known in the art, for example, polyphenol nanotubes prepared by the method of the chinese patent application No. 201711080741.5. In one embodiment of the present invention, the polyphenol nanotube is the polyphenol nanotube prepared in the chinese patent application No. 201711080741.5, example 1.
In an embodiment of the invention, the preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 4-6 hours at 70-80 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 3-6 times, and finally performing rotary evaporation to remove water to obtain the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil.
In one embodiment of the invention, the mass ratio of the nicotinamide adenine dinucleotide, the epoxidized kitchen waste oil, the alkaline catalyst and the N, N-dimethylformamide is (0.1-0.3):1, (0.5-0.8): 8-15).
The epoxidized kitchen waste oil in the method can be epoxidized kitchen waste oil known in the art, for example, epoxidized waste oil prepared by the method disclosed in the Chinese patent application No. 201810555964.0. In one embodiment of the present invention, the epoxidized kitchen waste oil is epoxidized illegal cooking oil prepared in example 1 of chinese patent application No. 201810555964.0.
The basic catalyst suitable for the process of the present invention is not particularly limited and may be a conventional basic catalyst known in the art. In one embodiment of the present invention, the basic catalyst is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate, and potassium carbonate.
Another object of the present invention is to provide a method for preparing the degradable lubricating oil, which is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 2-4 hours at 65-75 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
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 degradable lubricating oil provided by the invention has the advantages of simple process, low energy consumption, low equipment investment, convenience in operation and control, high preparation efficiency and finished product qualification rate, and is suitable for continuous large-scale production.
(2) The degradable lubricating oil provided by the invention overcomes the defects that the existing lubricating oil mostly takes mineral oil as base oil, has poor biodegradability in natural environment, is easy to pollute the ecological environment due to accumulation in the environment, and generates a series of environmental problems; the base oil-based lubricating oil has the defects of insufficient stability and biodegradability, easy formation of oil sludge and precipitates at high temperature, easy solidification at low temperature and unsatisfactory low-temperature performance; the technical problems that lubricating oil on the market is limited in lubricating effect and thermal stability, viscosity-temperature performance and wear resistance need to be further improved are also solved; through the synergistic effect of the components, the prepared degradable lubricating oil has good degradability, obvious lubricating effect, good thermal stability, low-temperature performance and oxidation stability, and can meet the requirements of high-grade, large-span and multi-level lubricating oil on low-temperature dynamic viscosity and boundary pumping temperature.
(3) According to the degradable lubricating oil provided by the invention, the added nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate have good degradability; the waste oil is used, so that the waste is changed into valuable, the resources are recycled, the cost is saved, and the environment protection is facilitated; the polyphenol nanotube has good oxidation resistance, so that the lubricating oil has good oxidation stability and good degradation performance, and the nanotube has a smooth structure, so that the wear resistance of the lubricating oil is improved, and the lubricating effect is obviously improved; the addition of the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate introduces fluorine-containing silicone oil and furan structures, and the synergistic effect ensures that the prepared lubricating oil has good comprehensive performance, good viscosity-temperature performance and low-temperature performance, obvious lubricating effect, excellent film-forming performance and extreme pressure performance and good stability.
(4) According to the degradable lubricating oil provided by the invention, the epoxidized kitchen waste oil is modified by the nicotinamide adenine dinucleotide, so that the extreme pressure property and the lubricating property can be effectively improved, and the prepared lubricating oil has better comprehensive performance. The nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate all contain more active groups, so that the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate have good compatibility and dispersibility, and the performance stability of lubricating oil can be effectively improved.
Detailed Description
The following detailed description of preferred embodiments of the invention will be made.
The degradable lubricating oil is characterized by comprising the following components in parts by weight: 35-45 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 2-5 parts of polyphenol nanotube, 15-25 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.5-1.0 part of antioxidant, 0.8-1.2 parts of viscosity agent and 0.3-0.6 part of dispersant.
In one embodiment of the invention, the dispersant is triethylhexylphosphoric acid, vinyl bis stearamide, glycerol monostearate, polyethylene glycol, monoallybutyldiimide, or a mixture of two or more thereof.
In one embodiment of the invention, the viscosity agent is selected from hydrogenated styrene diene copolymers, polymethacrylates, ethylene propylene copolymers or mixtures of two or more thereof.
In one embodiment of the present invention, the antioxidant is at least one of 2, 6-tertiary butyl-4-methylphenol, bis (3, 5-tertiary butyl-4-hydroxyphenyl) sulfide, pentaerythrityl tetrakis [ beta- (3, 5-tertiary butyl-4-hydroxyphenyl) propionate ] and bisdodecanol.
In one embodiment of the present invention, the method for preparing the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture in ice-water bath for 3 to 5 hours, then refluxing and stirring the mixture for 15 to 20 hours at the temperature of between 50 and 60 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate.
In one embodiment of the invention, the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1 (6-10) to 0.6-1: 0.4.
In one embodiment of the invention, the hydroxyl terminated polyether has a number average molecular weight of 450.
The organic solvent suitable for the process of the present invention is not particularly limited as long as it can dissolve part or all of 2, 5-furandicarboxylic acid, hydroxyl-terminated polyether, carbodiimide, 4-dimethylaminopyridine and facilitate the polycondensation reaction without causing side reactions and can be advantageously used in the process of the present invention. In one embodiment of the present invention, the organic solvent is perfluorobutyltetrahydrofuran.
The polyphenol nanotubes in the method of the present invention may be polyphenol nanotubes known in the art, for example, polyphenol nanotubes prepared by the method of the chinese patent application No. 201711080741.5. In one embodiment of the present invention, the polyphenol nanotube is the polyphenol nanotube prepared in the chinese patent application No. 201711080741.5, example 1.
In an embodiment of the invention, the preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 4-6 hours at 70-80 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 3-6 times, and finally performing rotary evaporation to remove water to obtain the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil.
In one embodiment of the invention, the mass ratio of the nicotinamide adenine dinucleotide, the epoxidized kitchen waste oil, the alkaline catalyst and the N, N-dimethylformamide is (0.1-0.3):1, (0.5-0.8): 8-15).
The epoxidized kitchen waste oil in the method can be epoxidized kitchen waste oil known in the art, for example, epoxidized waste oil prepared by the method disclosed in the Chinese patent application No. 201810555964.0. In one embodiment of the present invention, the epoxidized kitchen waste oil is epoxidized illegal cooking oil prepared in example 1 of chinese patent application No. 201810555964.0.
The basic catalyst suitable for the process of the present invention is not particularly limited and may be a conventional basic catalyst known in the art. In one embodiment of the present invention, the basic catalyst is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate, and potassium carbonate.
Another object of the present invention is to provide a method for preparing the degradable lubricating oil, which is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 2-4 hours at 65-75 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
The preparation method of the degradable lubricating oil provided by the invention has the advantages of simple process, low energy consumption, low equipment investment, convenience in operation and control, high preparation efficiency and finished product qualification rate, and is suitable for continuous large-scale production.
The degradable lubricating oil provided by the invention overcomes the defects that the existing lubricating oil mostly takes mineral oil as base oil, has poor biodegradability in natural environment, is easy to pollute the ecological environment due to accumulation in the environment, and generates a series of environmental problems; the base oil-based lubricating oil has the defects of insufficient stability and biodegradability, easy formation of oil sludge and precipitates at high temperature, easy solidification at low temperature and unsatisfactory low-temperature performance; the technical problems that lubricating oil on the market is limited in lubricating effect and thermal stability, viscosity-temperature performance and wear resistance need to be further improved are also solved; through the synergistic effect of the components, the prepared degradable lubricating oil has good degradability, obvious lubricating effect, good thermal stability, low-temperature performance and oxidation stability, and can meet the requirements of high-grade, large-span and multi-level lubricating oil on low-temperature dynamic viscosity and boundary pumping temperature.
According to the degradable lubricating oil provided by the invention, the added nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate have good degradability; the waste oil is used, so that the waste is changed into valuable, the resources are recycled, the cost is saved, and the environment protection is facilitated; the polyphenol nanotube has good oxidation resistance, so that the lubricating oil has good oxidation stability and good degradation performance, and the nanotube has a smooth structure, so that the wear resistance of the lubricating oil is improved, and the lubricating effect is obviously improved; the addition of the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate introduces fluorine-containing silicone oil and furan structures, and the synergistic effect ensures that the prepared lubricating oil has good comprehensive performance, good viscosity-temperature performance and low-temperature performance, obvious lubricating effect, excellent film-forming performance and extreme pressure performance and good stability.
According to the degradable lubricating oil provided by the invention, the epoxidized kitchen waste oil is modified by the nicotinamide adenine dinucleotide, so that the extreme pressure property and the lubricating property can be effectively improved, and the prepared lubricating oil has better comprehensive performance. The nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate all contain more active groups, so that the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, the polyphenol nanotube and the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate have good compatibility and dispersibility, and the performance stability of lubricating oil can be effectively improved.
Example 1
Embodiment 1 provides a degradable lubricating oil, which is characterized by comprising the following components in parts by weight: 35 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 2 parts of polyphenol nanotube, 15 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.5 part of antioxidant, 0.8 part of viscosity agent and 0.3 part of dispersant.
The dispersant is triethylhexylphosphoric acid; the viscous agent is hydrogenated styrene diene copolymer; the antioxidant is 2, 6-tertiary butyl-4-methylphenol.
The preparation method of the 2, 5-furan dicarboxylic acid/hydroxyl terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture for 3 hours in ice water bath, then refluxing and stirring the mixture for 15 hours at 50 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain a 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate; the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1:6:0.6: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
The preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 4 hours at 70 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 3 times, and finally performing rotary evaporation to remove water to obtain nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil; the mass ratio of the nicotinamide adenine dinucleotide to the epoxidized kitchen waste oil to the N, N-dimethylformamide is 0.1:1:0.5: 8; the alkaline catalyst is sodium hydroxide.
The preparation method of the degradable lubricating oil is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 2 hours at 65 ℃, then carrying out three-roller treatment, and finally transferring the mixture treated by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
Example 2
Embodiment 2 provides a degradable lubricating oil, which is characterized by comprising the following components in parts by weight: 37 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 3 parts of polyphenol nanotube, 17 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.6 part of antioxidant, 0.9 part of viscosity agent and 0.4 part of dispersant.
The dispersant is vinyl bis stearamide; the viscous agent is polymethacrylate; the antioxidant is bis (3, 5-tertiary butyl-4-hydroxyphenyl) thioether.
In one embodiment of the present invention, the method for preparing the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture for 3.5 hours in ice water bath, then refluxing and stirring the mixture for 17 hours at 52 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain a 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate; the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1:7:0.7: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
The preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 4.5 hours at 72 ℃, performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product for 4 times by using water, and finally performing rotary evaporation to remove water to obtain nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil; the mass ratio of the nicotinamide adenine dinucleotide to the epoxidized kitchen waste oil to the N, N-dimethylformamide is 0.15:1:0.6: 9; the alkaline catalyst is potassium hydroxide.
The preparation method of the degradable lubricating oil is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 2.5 hours at 67 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
Example 3
Embodiment 3 provides a degradable lubricating oil, which is characterized by comprising the following components in parts by weight: 40 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 3.5 parts of polyphenol nanotube, 20 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.75 part of antioxidant, 1 part of viscosity agent and 0.45 part of dispersant.
The dispersant is stearic acid monoglyceride; the viscosity agent is an ethylene propylene copolymer; the antioxidant is tetra [ beta- (3, 5-tertiary butyl-4-hydroxyphenyl) propionic acid ] pentaerythritol ester.
The preparation method of the 2, 5-furan dicarboxylic acid/hydroxyl terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture for 4 hours in ice water bath, then refluxing and stirring the mixture for 18 hours at 55 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain a 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate; the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1:8:0.8: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
The preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 5 hours at 75 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 5 times, and finally performing rotary evaporation to remove water to obtain nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil; the mass ratio of the nicotinamide adenine dinucleotide to the epoxidized kitchen waste oil to the N, N-dimethylformamide is 0.2:1:0.65: 12; the alkaline catalyst is sodium carbonate.
The preparation method of the degradable lubricating oil is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 3 hours at 70 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
Example 4
Embodiment 4 provides a degradable lubricating oil, which is characterized by comprising the following components in parts by weight: 43 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 4.5 parts of polyphenol nanotube, 23 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.9 part of antioxidant, 1.1 parts of viscosity agent and 0.5 part of dispersant; the dispersing agent is a mixture formed by mixing triethyl hexyl phosphoric acid, vinyl distearamide, stearic acid monoglyceride, polyethylene glycol and mono-alkenyl succinimide according to the mass ratio of 1:1:3:2: 2; the viscous agent is a mixture formed by mixing hydrogenated styrene diene copolymer, polymethacrylate and ethylene propylene copolymer according to the mass ratio of 2:3: 1; the antioxidant is a mixture formed by mixing 2, 6-tertiary butyl-4-methylphenol, bis (3, 5-tertiary butyl-4-hydroxyphenyl) thioether, tetra [ beta- (3, 5-tertiary butyl-4-hydroxyphenyl) propionic acid ] pentaerythritol ester and docosanol ester according to the mass ratio of 1:3:2: 2.
The preparation method of the 2, 5-furan dicarboxylic acid/hydroxyl terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture in an ice-water bath for 4.5 hours, then refluxing and stirring the mixture at 58 ℃ for 19 hours, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain a 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate; the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1:9.5:0.9: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
The preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 5.5 hours at 78 ℃, performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 5 times, and performing rotary evaporation to remove water to obtain nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil; the mass ratio of the nicotinamide adenine dinucleotide to the epoxidized kitchen waste oil to the N, N-dimethylformamide is 0.25:1:0.75: 13; the alkaline catalyst is prepared by mixing sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate according to the mass ratio of 1:4:3: 2.
The preparation method of the degradable lubricating oil is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 3.5 hours at 73 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
Example 5
Embodiment 5 provides a degradable lubricating oil, which is characterized by comprising the following components in parts by weight: 45 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 5 parts of polyphenol nanotube, 25 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 1.0 part of antioxidant, 1.2 parts of viscosity agent and 0.6 part of dispersant.
The dispersant is a monoalkenyl succinimide; the viscosity agent is an ethylene propylene copolymer; the antioxidant is a didodecanol ester.
The preparation method of the 2, 5-furan dicarboxylic acid/hydroxyl terminated polyether polycondensate comprises the following steps: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture for 5 hours in ice water bath, then refluxing and stirring the mixture for 20 hours at the temperature of 60 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain a 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate; the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl-terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1:10:1: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
The preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 6 hours at 80 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product with water for 6 times, and finally performing rotary evaporation to remove water to obtain nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil; the mass ratio of the nicotinamide adenine dinucleotide to the epoxidized kitchen waste oil to the N, N-dimethylformamide is 0.3:1:0.8: 15; the alkaline catalyst is potassium carbonate.
The preparation method of the degradable lubricating oil is characterized by comprising the following steps: mixing the components in parts by weight, stirring and reacting for 4 hours at 75 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
Comparative example 1
Comparative example 1 provides a degradable lubricating oil whose formulation and preparation method are substantially the same as those of example 1, except that no polyphenol nanotubes are added.
Comparative example 2
Comparative example 2 provides a degradable lubricating oil, the formulation and preparation method of which are substantially the same as those of example 1, except that nicotinamide adenine dinucleotide-modified epoxidized kitchen waste oil is not added.
Comparative example 3
Comparative example 3 provides a degradable lubricating oil having substantially the same formulation and preparation as in example 1 except that no 2, 5-furandicarboxylic acid/hydroxyl terminated polyether polycondensate was added.
Comparative example 4
Comparative example 4 provides a degradable lubricating oil, the formulation and preparation method of which are substantially the same as in example 1, except that epoxidized kitchen waste oil is used in place of nicotinamide adenine dinucleotide-modified epoxidized kitchen waste oil.
The samples obtained in examples 1 to 5 and comparative examples 1 to 4 were subjected to the relevant performance tests, the test results are shown in Table 1, the test methods are 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) Biodegradability: the test was carried out according to the experimental protocol of CEC L-33-A-93 (the precursor is CEC L-33-T-82) of the European Union.
TABLE 1 Properties of samples of examples and comparative examples
As can be seen from the above table, the degradable lubricating oil disclosed in the embodiment of the invention has better extreme pressure performance, degradation performance and lubricating performance, which are 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 (10)
1. The degradable lubricating oil is characterized by comprising the following components in parts by weight: 35-45 parts of nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil, 2-5 parts of polyphenol nanotube, 15-25 parts of 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate, 0.5-1.0 part of antioxidant, 0.8-1.2 parts of viscosity agent and 0.3-0.6 part of dispersant.
2. The degradable lubricating oil of claim 1, wherein the dispersant is triethylhexylphosphoric acid, vinyl bis stearamide, stearic acid monoglyceride, polyethylene glycol, mono alkenyl succinimide, or a mixture of two or more thereof.
3. The degradable lubricating oil of claim 1, wherein the viscosity agent is selected from hydrogenated styrene-diene copolymers, polymethacrylates, ethylene propylene copolymers, or mixtures of two or more thereof.
4. The degradable lubricating oil of claim 1, wherein the antioxidant is at least one of 2, 6-tertiary butyl-4-methylphenol, bis (3, 5-tertiary butyl-4-hydroxyphenyl) sulfide, pentaerythrityl tetrakis [ β - (3, 5-tertiary butyl-4-hydroxyphenyl) propionate ] and didodecyl alcohol ester.
5. The degradable lubricating oil of claim 1, wherein the 2, 5-furandicarboxylic acid/hydroxyl terminated polyether polycondensate is prepared by a method comprising: adding 2, 5-furandicarboxylic acid and hydroxyl-terminated polyether into an organic solvent, then adding carbodiimide and 4-dimethylamino pyridine into the organic solvent, stirring the mixture in ice-water bath for 3 to 5 hours, then refluxing and stirring the mixture for 15 to 20 hours at the temperature of between 50 and 60 ℃, then precipitating the mixture in water, and performing rotary evaporation to remove water, residual solvent and byproducts to obtain the 2, 5-furandicarboxylic acid/hydroxyl-terminated polyether polycondensate.
6. The degradable lubricating oil of claim 5, wherein the molar ratio of the 2, 5-furandicarboxylic acid, the hydroxyl terminated polyether, the organic solvent, the carbodiimide and the 4-dimethylamino pyridine is 1:1 (6-10): 0.6-1: 0.4; the organic solvent is perfluorobutyl tetrahydrofuran.
7. The degradable lubricating oil of claim 1, wherein the preparation method of the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil comprises the following steps: adding nicotinamide adenine dinucleotide, epoxidized kitchen waste oil and an alkaline catalyst into N, N-dimethylformamide, stirring and reacting for 4-6 hours at 70-80 ℃, then performing rotary evaporation to remove the N, N-dimethylformamide, washing the crude product for 3-6 times by using water, and finally performing rotary evaporation to remove water to obtain the nicotinamide adenine dinucleotide modified epoxidized kitchen waste oil.
8. The degradable lubricating oil of claim 7, wherein the mass ratio of nicotinamide adenine dinucleotide, epoxidized kitchen waste oil, alkaline catalyst and N, N-dimethylformamide is (0.1-0.3):1, (0.5-0.8): (8-15).
9. The degradable lubricating oil of claim 7, wherein the basic catalyst is at least one of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate.
10. A method for preparing a degradable lubricating oil according to any one of claims 1 to 9, characterized by comprising the steps of: mixing the components in parts by weight, stirring and reacting for 2-4 hours at 65-75 ℃, then processing the mixture by a three-roller machine for three times, and finally transferring the mixture processed by the three-roller machine to a vacuumizing and degassing device to remove air to obtain the degradable lubricating oil.
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