CN110818640A - Corrosion inhibition lubricant for alcohol-based clean fuel oil and preparation method thereof - Google Patents
Corrosion inhibition lubricant for alcohol-based clean fuel oil and preparation method thereof Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D235/26—Oxygen atoms
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/232—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring
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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
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/38—Heterocyclic nitrogen compounds
- C10M133/44—Five-membered ring containing nitrogen and carbon only
- C10M133/46—Imidazoles
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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
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- C10M2215/224—Imidazoles
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Abstract
The invention discloses a corrosion inhibition lubricant for alcohol-based clean fuel and a preparation method thereof. Dispersing 2-hydroxybenzimidazole in methanol or ethanol, adding alkali while stirring, adding double alkyl halides and potassium iodide, and heating for reaction; cooling to room temperature, adding alkali, adding long-chain alkyl halide, heating for reaction, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for methanol/ethanol gasoline and diesel oil. At the use temperature, when the dosage of the corrosion inhibition lubricant prepared by the invention is 10-500mg/L, the corrosion inhibition rate on the copper sheet is more than 90%, and the friction coefficient is reduced by more than 30%. The method is simple and convenient, the product can be used as an additive without purification, and the product has good corrosion inhibition effect.
Description
Technical Field
The invention relates to the technical field of additives for clean fuel oil, in particular to a corrosion inhibition lubricant for alcohol-based clean fuel oil and a preparation method thereof.
Background
With the proposal of energy conservation, environmental protection and low carbon economy, the vehicle alternative fuel is widely concerned. At present, gasoline and diesel oil mixed with methanol/ethanol are also put on the market in addition to gasoline and diesel oil produced by traditional petroleum refining. Methanol and ethanol have properties similar to gasoline in many respects and are therefore considered to be the most promising new energy source for replacing gasoline in internal combustion engines, particularly spark ignition engines. At present, methanol gasoline or ethanol gasoline is popularized and used in a plurality of provinces and cities such as Shanxi, Henan and the like in China. However, there is a problem of corrosiveness in the use of methanol gasoline or ethanol gasoline. Formaldehyde, formic acid, a large amount of water vapor, unburned methanol and the like generated in the methanol combustion reaction process are corrosive to the metal surface, so that corrosion and abrasion can be caused to an engine fuel system, and the method becomes one of key problems restricting the development of methanol fuel. The existence of water in the ethanol gasoline activates the problems of acid corrosion and electrochemical corrosion of metals. When no water is contained in gasoline, the acidic corrosion is very weak, mainly the corrosion of metals caused by active sulfides. And the existence of water in the ethanol gasoline can cause the ionization of acid, so that the acid corrosion of the active metal is intensified, and other corrosion behaviors are activated. In addition, the corrosion inhibitor is used as an additive of the lubricating oil, and plays an important role in the storage and use processes of the finished lubricating oil. Particularly water-based lubricating materials, lubricating materials that contact non-ferrous metal parts, and lubricating materials that operate at high temperatures and chemical conditions. The existing methanol/ethanol gasoline and diesel oil corrosion inhibition lubricants are all monomolecular heterocyclic compounds, play a role in protection by adsorbing and forming a film on the surface of metal, and the coupled heterocyclic compounds are more beneficial to adsorbing and forming a film on the surface of metal, so that the corrosion inhibition efficiency can be greatly improved.
The 2-hydroxybenzimidazole has three hetero atoms, has strong adsorption capacity, can be strongly adsorbed on the metal surface to form a protective film to play a corrosion inhibition role, but has large polarity, higher solubility in methanol and ethanol and difficult dissolution in gasoline and diesel oil, so the 2-hydroxybenzimidazole is difficult to be directly used as a gasoline and diesel oil additive. Thus, long chain alkyl groups can be introduced into the molecule to enhance its oil solubility.
Disclosure of Invention
The invention aims to solve the problems of lubricity and corrosivity in methanol/ethanol gasoline and diesel oil, and provides a corrosion-inhibiting lubricant for alcohol-based clean fuel oil and a preparation method thereof.
In order to achieve the purpose, the invention adopts the technical scheme that:
a preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in 5-20 times of methanol or ethanol in mass in a container, wherein the 2-hydroxybenzimidazole, the methanol and the ethanol are industrial-grade and above-purity products;
secondly, adding alkali A into the container in a mass ratio of 1:1-1.1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is sodium hydroxide or potassium hydroxide with the purity of industrial grade or above;
thirdly, adding a bishaloalkane and potassium iodide, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2-2.2, the bishaloalkane is one or a mixture of more than one of industrial-grade 1, 2-dichloroethane, 1, 3-dichloroethane, 1, 4-dichloroethane, 1, 2-dibromoethane, 1, 3-dibromoethane and 1, 4-dibromoethane, and the potassium iodide accounts for 1-5% of the amount of the 2-hydroxybenzimidazole substance, and the potassium iodide is a product with industrial-grade purity or more;
fourthly, heating the solution in the container to 40-78 ℃ under stirring, and reacting for 1-6 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is sodium hydroxide or potassium hydroxide with the purity of industrial grade or above, and the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1-1.1;
sixthly, adding long-chain alkyl halide with the mass ratio of 1:1-1.5 to the 2-hydroxybenzimidazole substance into the container under stirring, wherein the long-chain alkyl halide is one or a mixture of more than one of industrial-grade chloro-n-octane, chloro-dodecane, chloro-hexadecane, chloro-octadecane, bromo-n-octane, bromo-dodecane, bromo-hexadecane and bromo-octadecane;
seventhly, heating the solution to 40-78 ℃ under stirring, and reacting for 1-6 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
The invention adopts the technical scheme, and the technical idea is as follows: the 2-hydroxybenzimidazole has three hetero atoms, has strong adsorption capacity, can be strongly adsorbed on the metal surface to form a protective film to play a corrosion inhibition role, but has large polarity, higher solubility in methanol and ethanol and difficult dissolution in gasoline and diesel oil, so the 2-hydroxybenzimidazole is difficult to be directly used as a gasoline and diesel oil additive. The molecule has an active reaction group of an amino group and a hydroxyl group, can be linked through a double halogenated hydrocarbon to form a gemini type functional reagent, increases the solubility of the molecule in gasoline and diesel oil, and further introduces a long-chain alkyl group to the molecule to obtain a molecule with the following structure (wherein R is an alkyl connecting arm with 2-4 carbons, and R' is a long-chain alkyl with 8-18 carbons), enhances the oil solubility of the molecule, so that on the basis of adsorption film formation, a low-polarity protective film is formed, the contact between a corrosion medium and metal is inhibited, the corrosion resistance is improved, and an oil film is formed between the metals to play a role in lubrication and improve the lubricity.
The method is simple and convenient, the product can be used as an additive without purification, can be completely dissolved when being added into gasoline and diesel oil, and has better corrosion inhibition effect. According to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), the diameter of a wear scar is measured, and according to the corrosion inhibition performance of a petroleum product copper sheet corrosion test method (GB-T5096-1985), under the use temperature, when the dosage of the corrosion inhibition lubricant for the methanol/ethanol clean fuel prepared by the invention is 10-500mg/L, the corrosion inhibition rate on the copper sheet is more than 90%, and the friction coefficient is reduced by more than 30%.
Detailed Description
The invention is further illustrated by the following examples. It should be understood that the method described in the examples is only for illustrating the present invention and not for limiting the present invention, and that simple modifications of the preparation method of the present invention based on the concept of the present invention are within the scope of the claimed invention.
Example 1
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in ethanol with the mass being 20 times that of the 2-hydroxybenzimidazole in a reaction kettle, wherein the 2-hydroxybenzimidazole and the ethanol are chemically pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is chemically pure potassium hydroxide;
thirdly, adding a bishaloalkane and potassium iodide into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2, the potassium iodide accounts for 1% of the amount of the 2-hydroxybenzimidazole substance, the bishaloalkane is chemically pure 1, 2-dichloroethane, and the potassium iodide is a chemically pure product;
fourthly, heating the solution in the reaction kettle to 78 ℃ under stirring, and reacting for 2 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is chemically pure potassium hydroxide, and the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1;
sixthly, adding long-chain alkyl halide with the amount ratio of 2-hydroxybenzimidazole substance being 1:1 into the solution under stirring, wherein the long-chain alkyl halide is chemically pure bromooctadecane;
seventhly, heating the solution to 78 ℃ under stirring, and reacting for 2 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is loaded into a glass chromatography column which is 3cm in delicacy and 1.2m in lengthAfter the mixing, column chromatography silica gel loaded with 2-hydroxybenzimidazole derivatives is evenly paved on the upper part of the column chromatography silica gel, then column chromatography silica gel with the thickness of 2cm is paved on the column chromatography silica gel, and absorbent cotton with the height of 3cm is added on the upper part of the column chromatography silica gel for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),4.37(4H,s),3.73(4H,t,J＝7.6Hz),1.20-1.33(64H,m),0.95(6H,t,J＝7.6Hz)。
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared in the embodiment is 500mg/L, the corrosion inhibition rate on the copper sheet is 99.1%, and the friction coefficient is reduced by 33%.
Example 2
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in methanol with 18 times of mass in a reaction kettle, wherein the 2-hydroxybenzimidazole and the methanol are analytically pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1.1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is analytically pure sodium hydroxide;
thirdly, adding a bishaloalkane and potassium iodide into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2, the potassium iodide accounts for 2% of the amount of the 2-hydroxybenzimidazole substance, the bishaloalkane is analytically pure 1, 3-dichloroethane, and the potassium iodide is analytically pure product;
fourthly, heating the solution in the reaction kettle to 65 ℃ under stirring, and reacting for 3 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is analytically pure sodium hydroxide, and the mass ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1;
sixthly, adding long-chain alkyl halide with the mass ratio of 1:1 to the 2-hydroxybenzimidazole substance into the solution under stirring, wherein the long-chain alkyl halide is analytically pure chlorohexadecane;
seventhly, heating the solution to 65 ℃ under stirring, and reacting for 3 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is loaded into a glass chromatography column which is 3cm in delightful and 1.2m in length, after the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative is evenly paved on the upper part of the column chromatography silica gel, then the column chromatography silica gel with the thickness of 2cm is paved on the column chromatography silica gel, and absorbent cotton with the height of 3cm is added on the upper part of the column chromatography silica gel for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),3.93(4H,t,J＝7.6Hz),3.72(4H,t,J＝7.6Hz),2.10(2H,t,J＝7.6Hz),1.21-1.33(56H,m),0.95(6H,t,J＝7.6Hz).
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared by the embodiment is 400mg/L, the corrosion inhibition rate on the copper sheet is 98.6%, and the friction coefficient is reduced by 34%.
Example 3
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in 15 times of ethanol by mass in a reaction kettle, wherein the 2-hydroxybenzimidazole and the ethanol are analytically pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is analytically pure potassium hydroxide;
thirdly, adding a bishaloalkane and potassium iodide into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2.1, the potassium iodide accounts for 3% of the amount of the 2-hydroxybenzimidazole substance, the bishaloalkane is analytically pure 1, 2-dibromoethane, and the potassium iodide is an analytically pure product;
fourthly, heating the solution in the reaction kettle to 70 ℃ under stirring, and reacting for 3 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is analytically pure potassium hydroxide, and the mass ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1.1;
sixthly, adding long-chain alkyl halide which is analytically pure bromododecane into the solution in a mass ratio of 1:1.1 to the 2-hydroxybenzimidazole substance under stirring;
seventhly, heating the solution to 70 ℃ under stirring, and reacting for 3 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is loaded into a glass chromatography column which is 3cm in delightful and 1.2m in length, after the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative is evenly paved on the upper part of the column chromatography silica gel, then the column chromatography silica gel with the thickness of 2cm is paved on the column chromatography silica gel, and absorbent cotton with the height of 3cm is added on the upper part of the column chromatography silica gel for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),4.36(4H,s),3.72(4H,t,J＝7.6Hz),1.21-1.32(40H,m),0.96(6H,t,J＝7.6Hz).
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared in the embodiment is 300mg/L, the corrosion inhibition rate on the copper sheet is 96.9%, and the friction coefficient is reduced by 40%.
Example 4
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in methanol with the mass being 10 times that of the 2-hydroxybenzimidazole in a reaction kettle, wherein the 2-hydroxybenzimidazole and the methanol are chemically pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is chemically pure sodium hydroxide;
thirdly, adding a bishaloalkane and potassium iodide into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2, the potassium iodide accounts for 4% of the amount of the 2-hydroxybenzimidazole substance, the bishaloalkane is chemically pure 1, 4-dichloroethane, and the potassium iodide is a chemically pure product;
fourthly, heating the solution in the reaction kettle to 60 ℃ under stirring, and reacting for 4 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is chemically pure sodium hydroxide, and the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1;
sixthly, adding long-chain alkyl halide which is a chemically pure substance, namely chlorooctadecane, into the solution in a mass ratio of 1:1 to the 2-hydroxybenzimidazole substance under stirring;
seventhly, heating the solution to 60 ℃ under stirring, and reacting for 4 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is filled into the container of 3cmAnd a glass chromatographic column with the length of 1.2m, evenly paving column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative on the upper part of the glass chromatographic column after the glass chromatographic column is evenly loaded, paving column chromatography silica gel with the thickness of 2cm, and adding absorbent cotton with the height of 3cm on the upper part for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),3.94(4H,t,J＝7.6Hz),3.72(4H,t,J＝7.6Hz),1.19(4H,t,J＝7.6Hz),1.21-1.32(64H,m),0.95(6H,t,J＝7.6Hz).
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared by the embodiment is 200mg/L, the corrosion inhibition rate on the copper sheet is 95.8%, and the friction coefficient is reduced by 35%.
Example 5
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in 8 times of ethanol by mass in a reaction kettle, wherein the 2-hydroxybenzimidazole and the ethanol are industrial products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1.1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is industrial-grade potassium hydroxide;
thirdly, adding a bishaloalkane which is industrial-grade 1, 3-dichloroethane and is 5 percent of potassium iodide in the amount of the 2-hydroxybenzimidazole substance into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1: 2.2;
fourthly, heating the solution in the reaction kettle to 60 ℃ under stirring, and reacting for 4 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is industrial-grade potassium hydroxide, and the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1.1;
sixthly, adding long-chain alkyl halide which is brominated octadecane of an industrial-grade substance into the solution in a mass ratio of 1:1.2 with stirring;
seventhly, heating the solution to 60 ℃ under stirring, and reacting for 4 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is loaded into a glass chromatography column which is 3cm in delightful and 1.2m in length, after the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative is evenly paved on the upper part of the column chromatography silica gel, then the column chromatography silica gel with the thickness of 2cm is paved on the column chromatography silica gel, and absorbent cotton with the height of 3cm is added on the upper part of the column chromatography silica gel for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),3.93(4H,t,J＝7.6Hz),3.72(4H,t,J＝7.6Hz),2.10(2H,t,J＝7.6Hz),1.21-1.33(56H,m),0.95(6H,t,J＝7.6Hz).
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared in the embodiment is 200mg/L, the corrosion inhibition rate on the copper sheet is 94.1%, and the friction coefficient is reduced by 42%.
Example 6
A preparation method of a corrosion inhibition lubricant for alcohol-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzimidazole in methanol with 5 times of mass in a reaction kettle, wherein the 2-hydroxybenzimidazole and the methanol are industrial products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzimidazole substance under stirring, wherein the alkali A is industrial-grade sodium hydroxide;
thirdly, adding a bishaloalkane and potassium iodide into the reaction kettle, wherein the amount ratio of the bishaloalkane to the 2-hydroxybenzimidazole substance is 1:2.2, the potassium iodide accounts for 5% of the amount of the 2-hydroxybenzimidazole substance, the bishaloalkane is industrial grade 1, 2-dibromoethane, and the potassium iodide is an industrial grade product;
fourthly, heating the solution in the reaction kettle to 50 ℃ under stirring, and reacting for 6 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the alkali B is industrial-grade sodium hydroxide, and the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1.1;
sixthly, adding long-chain alkyl halide which is an industrial-grade bromododecane and has the mass ratio to the 2-hydroxybenzimidazole substance of 1:1.3 into the solution under stirring;
seventhly, heating the solution to 50 ℃ under stirring, and reacting for 6 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
And adding 2g of the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized to obtain the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative. 50g of column chromatography silica gel is loaded into a glass chromatography column which is 3cm in delightful and 1.2m in length, after the column chromatography silica gel loaded with the 2-hydroxybenzimidazole derivative is evenly paved on the upper part of the column chromatography silica gel, then the column chromatography silica gel with the thickness of 2cm is paved on the column chromatography silica gel, and absorbent cotton with the height of 3cm is added on the upper part of the column chromatography silica gel for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with 50:1 (volume ratio) ethyl acetate eluent, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzimidazole derivative, and using the 2-hydroxybenzimidazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.70(4H,d,J＝7.6Hz),7.25(4H,t,J＝7.6Hz),4.36(4H,s),3.72(4H,t,J＝7.6Hz),1.21-1.32(40H,m),0.96(6H,t,J＝7.6Hz).
The wear-point diameter is measured according to the method specified by a lubricant extreme pressure performance test method (four-ball method) (GB/T12583-1998), and the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985). At the use temperature, when the dosage of the corrosion inhibition lubricant prepared in the embodiment is 100mg/L, the corrosion inhibition rate on the copper sheet is 91.7%, and the friction coefficient is reduced by 36%.
Claims (8)
1. The preparation method of the corrosion inhibition lubricant for the alcohol-based clean fuel oil is characterized by comprising the following steps of:
firstly, dispersing 2-hydroxybenzimidazole in 5-20 times of methanol or ethanol by mass in a container;
secondly, adding alkali A into the container in a mass ratio of 1:1-1.1 to the 2-hydroxybenzimidazole substance under stirring;
thirdly, adding the dihalogenated alkane and the 2-hydroxybenzimidazole substance into the container in a mass ratio of 1:2-2.2, and adding the potassium iodide accounting for 1-5% of the 2-hydroxybenzimidazole substance;
fourthly, heating the solution in the container to 40-78 ℃ under stirring, and reacting for 1-6 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution, wherein the amount ratio of the alkali B to the 2-hydroxybenzimidazole substance is 1: 1-1.1;
sixthly, adding long-chain alkyl halide with the amount ratio of 2-hydroxybenzimidazole substance being 1:1-1.5 into the container under stirring;
seventhly, heating the solution to 40-78 ℃ under stirring, and reacting for 1-6 hours;
and eighthly, cooling to room temperature, and filtering out insoluble substances to obtain the corrosion inhibition lubricant for the methanol/ethanol clean fuel oil.
2. The preparation method of the corrosion inhibition lubricant for the alcohol-based clean fuel oil according to claim 1, wherein in the first step, the 2-hydroxybenzimidazole, the methanol and the ethanol are products with purity of industrial grade and above.
3. The method for preparing the corrosion-inhibiting lubricant for the alcohol-based clean fuel oil as claimed in claim 1, wherein the alkali A in the second step is sodium hydroxide or potassium hydroxide with the purity of industrial grade or above.
4. The method for preparing the corrosion-inhibiting lubricant for the alcohol-based clean fuel oil as claimed in claim 1, wherein the bis-alkyl halide in the third step is selected from industrial grade and above 1, 2-dichloroethane, 1, 3-dichloroethane, 1, 4-dichloroethane, 1, 2-dibromoethane, 1, 3-dibromoethane, methyl ethyl ketone, ethyl methyl ketone, ethyl,
One or more than one mixture of 1, 4-dibromoethane, and the potassium iodide is a product with the purity of industrial grade and above.
5. The preparation method of the corrosion inhibition lubricant for the alcohol-based clean fuel oil as claimed in claim 1, wherein the alkali B in the fifth step is sodium hydroxide or potassium hydroxide with purity of industrial grade or above.
6. The method for preparing the corrosion inhibition lubricant for the alcohol-based clean fuel as claimed in claim 1, wherein the long-chain alkyl halide in the sixth step is one or more than one selected from chloro-n-octane, chloro-dodecane, chloro-hexadecane, chloro-octadecane, bromo-n-octane, bromo-dodecane, bromo-hexadecane and bromo-octadecane with industrial grade or higher purity.
7. The corrosion inhibition lubricant for alcohol-based clean fuel oil, which is obtained by the preparation method according to any one of claims 1 to 6.
8. The corrosion inhibiting lubricant for alcohol-based clean fuel according to claim 7, characterized in that the corrosion inhibiting lubricant comprises a compound of the following structural formula:
wherein R is an alkyl connecting arm with 2-4 carbons, and R' is a long-chain alkyl with 8-18 carbons.
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