CN113025408A - Biodegradable lubricating oil and preparation method thereof - Google Patents
Biodegradable lubricating oil and preparation method thereof Download PDFInfo
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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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/048—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution, non-macromolecular and macromolecular compounds
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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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
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- 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
- C10M2201/087—Boron oxides, acids or salts
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/08—Aldehydes; Ketones
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/40—Fatty vegetable or animal oils
- C10M2207/402—Castor oils
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
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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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/086—Imides
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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
- 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
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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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
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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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
Abstract
The invention discloses a biodegradable lubricating oil and a preparation method thereof, wherein the lubricating oil comprises the following raw materials: by weight, 40-50 parts of plant-based synthetic oil, 4-8 parts of an antiwear agent, 70-80 parts of diisooctyl sebacate, 3-5 parts of a preservative, 2-5 parts of a defoaming agent, 200 parts of water 150-; the antiwear agent is mainly prepared by reacting imine additive, boric acid, molybdenum trioxide and alcohol; the imine additive is mainly prepared by the reaction of 4-methyl phthalic anhydride, N-bromosuccinimide, benzoyl peroxide, triethylamine, pyridine and hydroxylamine hydrochloride. Molybdenum trioxide is added, molybdenum elements are introduced, and boric acid esters have a mutual synergistic effect, so that the wear resistance and friction reduction performance of the antiwear agent are further improved, the overall performance of the lubricating oil is improved, and the practicability is higher; the process is reasonable in design and simple to operate, and the prepared lubricating oil has excellent antirust property and extreme pressure wear resistance, is easy to biodegrade, and can avoid bacterial pollution.
Description
Technical Field
The invention relates to the technical field of lubricating oil, in particular to biodegradable lubricating oil and a preparation method thereof.
Background
The lubricating oil is a liquid or semisolid lubricating agent which is used on various types of automobiles and mechanical equipment to reduce friction and protect machinery and machined parts, and mainly plays roles of lubrication, auxiliary cooling, rust prevention, cleaning, sealing, buffering and the like.
At present, mineral oil is generally selected as base oil of lubricating oil, but because the mineral oil has high toxicity, is difficult to degrade when being discharged into the atmosphere, has poor environmental friendliness, and cannot meet the requirements of low toxicity, low pollution and sustainable development advocated by the existing society, the development of a biodegradable lubricating oil and a preparation method thereof become one of the technical problems to be urgently solved in order to improve the degradation performance of the lubricating oil.
Disclosure of Invention
The present invention aims to provide a biodegradable lubricating oil and a preparation method thereof, so as to solve the problems in the background technology.
In order to solve the technical problems, the invention provides the following technical scheme:
a biodegradable lubricating oil, wherein the component raw materials of the lubricating oil comprise: by weight, 40-50 parts of plant-based synthetic oil, 4-8 parts of an antiwear agent, 70-80 parts of diisooctyl sebacate, 3-5 parts of a preservative, 2-5 parts of a defoaming agent, 200 parts of water 150-containing materials, 3-6 parts of an antioxidant and 2-5 parts of a viscosity regulator.
According to an optimized scheme, the antiwear agent is mainly prepared by reacting an imine additive, boric acid, molybdenum trioxide and alcohol.
According to an optimized scheme, the imine additive is mainly prepared by reacting 4-methyl phthalic anhydride, N-bromosuccinimide, benzoyl peroxide, triethylamine, pyridine and hydroxylamine hydrochloride.
In an optimized scheme, the plant-based synthetic oil is castor oil; the preservative is sodium diacetate.
In an optimized scheme, the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
According to an optimized scheme, the preparation method of the biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide, heating to 70-80 ℃, carrying out reflux reaction, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 60-65 ℃, carrying out heat preservation reaction, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 90-100 ℃, reacting for 14-16h, cooling, and carrying out suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene, adding alcohol, reacting for 3-4h under the condition of nitrogen, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent;
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate, adding an antiwear agent, a preservative, a defoaming agent and water, continuing stirring, adding an antioxidant and a viscosity regulator, and continuing stirring to obtain a finished product.
The optimized scheme comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 15-20min, heating to 70-80 ℃, carrying out reflux reaction, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 60-65 ℃, carrying out heat preservation reaction for 2-3h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 90-100 ℃, carrying out reaction for 14-16h, cooling, and carrying out suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 10-20min, adding alcohol, reacting for 3-4h under the condition of nitrogen, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent;
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 30-40min, adding an antiwear agent, a preservative, a defoaming agent and water, continuously stirring for 20-25min, adding an antioxidant and a viscosity regulator, and continuously stirring for 20-30min to obtain a finished product.
In an optimized scheme, the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
in the optimized scheme, in the step (2), the reaction temperature is 130-140 ℃.
In an optimized scheme, in the step (1), the reflux reaction time is 6-7 h.
Compared with the prior art, the invention has the following beneficial effects:
the invention discloses a biodegradable lubricating oil and a preparation method thereof, wherein the selection of base oil can influence the biodegradation performance of the lubricating oil, and compared with the biodegradation performance of mineral oil, the plant-based synthetic oil has the advantages of good abrasion resistance, no toxicity and easy degradation, so that the mineral oil is greatly replaced as the base oil component of the lubricating oil at present; according to the application, the base oil is selected to be castor oil, diisooctyl sebacate is added into the castor oil, the castor oil is good in lubricating property but poor in oxidation stability, the diisooctyl sebacate has excellent thermal oxidation stability, and the diisooctyl sebacate are compounded and have a synergistic effect to serve as the base oil of lubricating oil, so that the performance stability of the lubricating oil can be guaranteed.
The invention also adds an antiwear agent, the prior lubricating oil generally selects boric acid ester as a lubricating oil additive to improve the wear resistance and the antifriction performance of the lubricating oil, but the conventional boric acid ester has poor hydrolysis resistance, nitrogen atoms are generally introduced in the prior art to improve the hydrolysis resistance and the wear resistance of the boric acid ester, but the prior art generally selects and introduces substances such as amide and the like, which are more common, but the invention creatively synthesizes an imine additive, the aim of introducing nitrogen elements is achieved by introducing imine bonds, the imine additive is mainly prepared by the reaction of 4-methyl phthalic anhydride, N-bromosuccinimide, benzoyl peroxide, triethylamine, pyridine and hydroxylamine hydrochloride, and the imine additive with a quaternary ammonium salt and N-hydroxyphthalimide structure is prepared, and the imine bond is contained in the imine additive, can coordinate and form the coordinate bond with the boron atom, still introduced the alcohol simultaneously in antiwear agent course of working, the alcohol includes n-octadecyl alcohol and cyclohexanol, and n-octadecyl alcohol can bond each other and form triester with imine additive, boric acid, and n-octadecyl alcohol still has long carbon chain simultaneously, greatly increased the steric hindrance, forms the hindrance to the hydrone to the hydrolytic resistance of lubricating oil has been improved greatly.
Meanwhile, cyclohexyl is introduced into the cyclohexanol, so that the steric hindrance of the antiwear agent is effectively increased, and the hydrolysis stability of the antiwear agent is further improved; meanwhile, the quaternary ammonium salt is also contained in the imine additive, has antibacterial performance, and can effectively avoid degradation of vegetable oil due to bacterial pollution, so that the problems of viscosity reduction and lubricating effect reduction are solved.
Molybdenum trioxide is added, molybdenum elements are introduced, and boric acid esters have a synergistic effect mutually, so that the wear resistance and friction reduction performance of the antiwear agent are further improved, the overall performance of the lubricating oil is improved, and the practicability is higher.
The application discloses biodegradable lubricating oil and a preparation method thereof, the process design is reasonable, the operation is simple, the prepared lubricating oil not only has excellent rust resistance and extreme pressure wear resistance, but also is easy to biodegrade, the bacterial pollution can be avoided, and the practicability is higher.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 15min, heating to 70 ℃, carrying out reflux reaction for 7h, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 60 ℃, carrying out heat preservation reaction for 3h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to 90 ℃, reacting for 16h, cooling, and carrying out suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 10min, adding alcohol, reacting for 3h under the condition of nitrogen at the reaction temperature of 140 ℃, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent; the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 30min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 20min, adding an antioxidant and a viscosity regulator, and continuing to stir for 20min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 40 parts of plant-based synthetic oil, 4 parts of an antiwear agent, 70 parts of diisooctyl sebacate, 3 parts of a preservative, 2 parts of a defoaming agent, 150 parts of water, 3 parts of an antioxidant and 2 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Example 2:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 18min, heating to 75 ℃, carrying out reflux reaction for 6.5h, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 63 ℃, keeping the temperature and reacting for 2.5h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 95 ℃, reacting for 15h, cooling, and performing suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 15min, adding alcohol, reacting for 3.4h under the condition of nitrogen at the reaction temperature of 135 ℃, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent; the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 32min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 23min, adding an antioxidant and a viscosity regulator, and continuing to stir for 28min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 45 parts of plant-based synthetic oil, 6 parts of an antiwear agent, 75 parts of diisooctyl sebacate, 4 parts of a preservative, 3 parts of a defoaming agent, 180 parts of water, 5 parts of an antioxidant and 3 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Example 3:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 20min, heating to 80 ℃, carrying out reflux reaction for 6h, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 65 ℃, keeping the temperature and reacting for 2 hours, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 100 ℃, reacting for 14 hours, cooling, and performing suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 20min, adding alcohol, reacting for 4h under the condition of nitrogen at the reaction temperature of 130 ℃, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent; the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 40min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 25min, adding an antioxidant and a viscosity regulator, and continuing to stir for 25min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 50 parts of plant-based synthetic oil, 8 parts of an antiwear agent, 80 parts of diisooctyl sebacate, 5 parts of a preservative, 5 parts of a defoaming agent, 200 parts of water, 6 parts of an antioxidant and 5 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Comparative example 1:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 18min, heating to 75 ℃, carrying out reflux reaction for 6.5h, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 63 ℃, keeping the temperature and reacting for 2.5h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 95 ℃, reacting for 15h, cooling, and performing suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 15min, adding alcohol, reacting for 3.4h under the condition of nitrogen at the reaction temperature of 135 ℃, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent; the alcohol is cyclohexanol.
(3) Mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 32min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 23min, adding an antioxidant and a viscosity regulator, and continuing to stir for 28min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 45 parts of plant-based synthetic oil, 6 parts of an antiwear agent, 75 parts of diisooctyl sebacate, 4 parts of a preservative, 3 parts of a defoaming agent, 180 parts of water, 5 parts of an antioxidant and 3 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Comparative example 1 was modified from example 2, in which comparative example 1 no n-octadecanol was added and the remaining components and process parameters were identical to those of example 2.
Comparative example 2:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 18min, heating to 75 ℃, carrying out reflux reaction for 6.5h, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 63 ℃, keeping the temperature and reacting for 2.5h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 95 ℃, reacting for 15h, cooling, and performing suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 15min, adding alcohol, reacting for 3.4h under the condition of nitrogen at the reaction temperature of 135 ℃, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent; the alcohol is n-octadecyl alcohol.
(3) Mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 32min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 23min, adding an antioxidant and a viscosity regulator, and continuing to stir for 28min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 45 parts of plant-based synthetic oil, 6 parts of an antiwear agent, 75 parts of diisooctyl sebacate, 4 parts of a preservative, 3 parts of a defoaming agent, 180 parts of water, 5 parts of an antioxidant and 3 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Comparative example 2 was modified from example 2, in which comparative example 2 no cyclohexanol was added, and the remaining components and process parameters were identical to those of example 2.
Comparative example 3:
a preparation method of biodegradable lubricating oil comprises the following steps:
(1) mixing and stirring boric acid, molybdenum trioxide and toluene for 15min, adding alcohol, reacting for 3.4h under the condition of nitrogen at the reaction temperature of 135 ℃, cooling after the reaction is finished, performing suction filtration, and performing rotary evaporation to remove the toluene to obtain the antiwear agent; the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
(2) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 32min, adding an antiwear agent, a preservative, a defoaming agent and water, continuing to stir for 23min, adding an antioxidant and a viscosity regulator, and continuing to stir for 28min to obtain a finished product.
In this embodiment, the lubricating oil comprises the following raw materials: by weight, 45 parts of plant-based synthetic oil, 6 parts of an antiwear agent, 75 parts of diisooctyl sebacate, 4 parts of a preservative, 3 parts of a defoaming agent, 180 parts of water, 5 parts of an antioxidant and 3 parts of a viscosity regulator.
The vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate; the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
Comparative example 3 was modified from example 2, in comparative example 3 no imine additive was added, and the remaining components and process parameters were identical to those of example 2.
And (3) detection test:
1. the anti-wear agents prepared in the examples 1 to 3 are respectively tested for hydrolytic stability, and the specific test method is as follows: adding 8g of an antiwear agent into 150g of castor oil, stirring and dissolving, putting the mixed oil sample into a container filled with deionized water, sealing a preservative film, putting the container into a 50 ℃ oven with the relative humidity of the environment of 95 percent and the turbidity of the oil sample as a hydrolysis point, and recording the hydrolysis time.
2. 10uL of escherichia coli bacterial liquid with the viable count of 16700 bacteria/uL is taken, the bacterial liquid is diluted to 1000uL, 100uL of coated plate is taken, a 10mm round piece is soaked in the lubricating oil prepared in the embodiment 1-3, the membrane is pasted on the plate and cultured for 36h at room temperature, and the diameter of the inhibition zone is measured.
| Item | Example 1 | Example 2 | Example 3 |
| Hydrolysis time/h | >150h | >150h | >150h |
| Diameter/mm of bacteriostatic circle | 14.4 | 15.5 | 14.8 |
3. Biodegradability test: samples of the lubricating oils prepared in examples 1 to 3 and comparative examples 1 to 3 were taken and tested according to GB/T21856-2008, respectively, and the biodegradation rate after 14 days was recorded.
4. The lubricating oil samples prepared in examples 1-3 and comparative examples 1-3 were selected and tested for antiwear performance according to SH/T0189-.
| Item | Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 | Comparative example 3 |
| The biodegradation rate% | 92.4％ | 93.5％ | 92.6％ | 94.2％ | 94.3％ | 94.7％ |
| Abrasive grain diameter/mm | 0.35 | 0.32 | 0.34 | 0.45 | 0.48 | 0.73 |
And (4) conclusion: the imine additive is prepared by reaction of 4-methyl phthalic anhydride, N-bromosuccinimide, benzoyl peroxide, triethylamine, pyridine and hydroxylamine hydrochloride, and the imine additive with a quaternary ammonium salt and an N-hydroxyphthalimide structure is prepared.
The application discloses biodegradable lubricating oil and a preparation method thereof, the process design is reasonable, the operation is simple, the prepared lubricating oil not only has excellent rust resistance and extreme pressure wear resistance, but also is easy to biodegrade, the bacterial pollution can be avoided, and the practicability is higher.
Finally, it should be noted that: although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that changes may be made in the embodiments and/or equivalents thereof without departing from the spirit and scope of the invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (10)
1. A biodegradable lubricating oil characterized by: the lubricating oil comprises the following raw materials in parts by weight: by weight, 40-50 parts of plant-based synthetic oil, 4-8 parts of an antiwear agent, 70-80 parts of diisooctyl sebacate, 3-5 parts of a preservative, 2-5 parts of a defoaming agent, 200 parts of water 150-containing materials, 3-6 parts of an antioxidant and 2-5 parts of a viscosity regulator.
2. The biodegradable lubricating oil according to claim 1, characterized in that: the antiwear agent is mainly prepared by reacting imine additive, boric acid, molybdenum trioxide and alcohol.
3. The biodegradable lubricating oil according to claim 2, characterized in that: the imine additive is mainly prepared by the reaction of 4-methyl phthalic anhydride, N-bromosuccinimide, benzoyl peroxide, triethylamine, pyridine and hydroxylamine hydrochloride.
4. The biodegradable lubricating oil according to claim 1, characterized in that: the vegetable-based synthetic oil is castor oil; the preservative is sodium diacetate.
5. The biodegradable lubricating oil according to claim 1, characterized in that: the defoaming agent is a polysiloxane type defoaming agent; the antioxidant is phosphate antioxidant.
6. A preparation method of biodegradable lubricating oil is characterized by comprising the following steps: the method comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide, heating to 70-80 ℃, carrying out reflux reaction, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 60-65 ℃, carrying out heat preservation reaction, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 90-100 ℃, reacting for 14-16h, cooling, and carrying out suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene, adding alcohol, reacting for 3-4h under the condition of nitrogen, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent;
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate, adding an antiwear agent, a preservative, a defoaming agent and water, continuing stirring, adding an antioxidant and a viscosity regulator, and continuing stirring to obtain a finished product.
7. The method for preparing a biodegradable lubricating oil according to claim 6, characterized in that: the method comprises the following steps:
(1) mixing and stirring carbon tetrachloride, 4-methyl phthalic anhydride, N-bromosuccinimide and benzoyl peroxide for 15-20min, heating to 70-80 ℃, carrying out reflux reaction, cooling to room temperature after reaction, and carrying out suction filtration and washing to obtain a material A;
heating A, N, N-dimethylformamide and triethylamine to 60-65 ℃, carrying out heat preservation reaction for 2-3h, cooling to room temperature, adding pyridine and hydroxylamine hydrochloride, controlling the temperature to be 90-100 ℃, carrying out reaction for 14-16h, cooling, and carrying out suction filtration to obtain an imine additive;
(2) mixing and stirring an imine additive, boric acid, molybdenum trioxide and toluene for 10-20min, adding alcohol, reacting for 3-4h under the condition of nitrogen, cooling after the reaction is finished, performing suction filtration, and removing the toluene by rotary evaporation to obtain the antiwear agent;
(3) mixing and stirring plant-based synthetic oil and diisooctyl sebacate for 30-40min, adding an antiwear agent, a preservative, a defoaming agent and water, continuously stirring for 20-25min, adding an antioxidant and a viscosity regulator, and continuously stirring for 20-30min to obtain a finished product.
8. The method for preparing a biodegradable lubricating oil according to claim 7, characterized in that: the alcohol comprises n-octadecyl alcohol and cyclohexanol, and the volume ratio of the n-octadecyl alcohol to the cyclohexanol is 1: 1.
9. the method for preparing a biodegradable lubricating oil according to claim 7, characterized in that: in the step (2), the reaction temperature is 130-140 ℃.
10. The method for preparing a biodegradable lubricating oil according to claim 7, characterized in that: in the step (1), the reflux reaction time is 6-7 h.
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| CN113789212A (en) * | 2021-10-15 | 2021-12-14 | 冠仕(上海)新能源科技有限公司 | Environment-friendly biodegradable lubricating oil and preparation process thereof |
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