CN110699129B - Preparation method of corrosion inhibition lubricant for coal-based clean fuel oil - Google Patents

Preparation method of corrosion inhibition lubricant for coal-based clean fuel oil Download PDF

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CN110699129B
CN110699129B CN201911127431.3A CN201911127431A CN110699129B CN 110699129 B CN110699129 B CN 110699129B CN 201911127431 A CN201911127431 A CN 201911127431A CN 110699129 B CN110699129 B CN 110699129B
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hydroxybenzoxazole
reaction kettle
coal
clean fuel
purity
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CN110699129A (en
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王进
周瑞
黄风林
杨鹏辉
汤颖
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Dongying Hengkun Petroleum Technology Co ltd
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Xian Shiyou University
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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
    • C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/06—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic nitrogen-containing compound
    • 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
    • C10L1/233—Organic compounds containing nitrogen containing nitrogen in a heterocyclic ring containing nitrogen and oxygen in the ring, e.g. oxazoles
    • 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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • 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
    • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen

Abstract

The invention relates to a preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil. Dispersing 2-hydroxybenzoxazole in methanol, adding alkali under stirring, adding long-chain alkyl halide and potassium iodide, and heating to react under stirring; cooling to room temperature, and adding alkali; adding the double halogenated alkyl and the alkyl phenol, and heating for reaction; cooling to room temperature, filtering out insoluble substances to obtain the coal-based clean fuel composite additive, wherein the abrasion wear diameter is reduced by more than 40% when the dosage of the coal-based clean fuel composite additive is 500-5000mg/L, the corrosion inhibition rate on the copper sheet is more than 90% when the dosage of the coal-based clean fuel composite additive is 100-1000mg/L, and the additive has better lubricating, cleaning and corrosion-retarding effects on clean fuel.

Description

Preparation method of corrosion inhibition lubricant for coal-based clean fuel oil
Technical Field
The invention relates to the technical field of clean fuel additives, in particular to a preparation method of a corrosion inhibition lubricant for coal-based clean fuel.
Background
With the proposal of energy conservation, environmental protection and low carbon economy, the vehicle alternative fuel is widely concerned. At present, besides gasoline and diesel oil produced by traditional petroleum refining, fuel oil produced by hydrogenation of coal tar is also put on the market. Coal tar is one of liquid products obtained in the processes of dry distillation, gasification or pyrolysis of coal, contains a large amount of unsaturated hydrocarbons such as olefin and polycyclic aromatic hydrocarbon, sulfur and nitrogen compounds, has high acidity, high colloid content and poor product stability (light stability, storage stability and oxidation stability), and cannot be delivered as high-quality fuel oil. The coal tar is subjected to hydrogenation modification process, under the action of a certain temperature, pressure and catalyst, desulfurization, unsaturated hydrocarbon saturation, denitrification reaction and aromatic hydrocarbon saturation can be completed, the purposes of improving the stability and reducing the sulfur content and the aromatic hydrocarbon content are achieved, naphtha and high-quality fuel oil are finally obtained, the product quality can reach the indexes of gasoline, diesel blend oil and the like, the use value of the coal tar is improved, the quality of the tar oil is improved and reasonably utilized, meanwhile, the pollution to the environment is reduced, and the coal tar is clean fuel oil. However, fuel oil produced by coal tar hydrogenation has poor lubricity, and various additives need to be added during blending.
At present, benzoxazoles are often used as sulfur-free lubricants, but the adsorption capacity and the film forming effect of benzoxazoles are poor compared with sulfur-containing compounds, so that the amount of benzoxazoles needs to be increased to ensure a good lubricating effect and a corrosion-retarding effect.
The 2-hydroxybenzoxazole 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 high polarity, high solubility in methanol and ethanol and difficult dissolution in gasoline and diesel oil, so the 2-hydroxybenzoxazole is difficult to be directly used as a gasoline and diesel oil additive. The molecule has a reactive group of hydroxyl, and long-chain alkyl can be introduced to the molecule through the reaction of halogenated hydrocarbon, so as to obtain the molecule with the following structure (the following formula is shown in the specification, wherein R is the long-chain alkyl). The oil solubility of the lubricant is enhanced, so that a low-polarity protective film is formed on the basis of adsorption film formation, the contact of a corrosive medium and metals 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. Although long-chain alkylphenol has good oil solubility and strong adsorption effect on the metal surface, the phenol group structure is easy to be oxidized, so that the color of the product can be deepened along with the prolonging of the standing time, and the product can be converted into a relatively stable phenyl ether compound. The functional compound with a gemini structure (shown in the following formula, wherein X is an alkyl connecting arm with 2-4 carbons, and R is long-chain alkyl) is formed by converting the bihalohydrocarbon into the diphenyl ether, so that the adsorption capacity of unit molecules and the coverage area after the unit molecules are adsorbed on the metal surface can be enhanced. The long-chain alkylphenol and the long-chain alkyl benzoxazole have similar structures, and the long-chain alkyl phenol and the long-chain alkyl benzoxazole are compounded to form a formula which can play a role in synergy.
Figure GDA0003029187830000021
Disclosure of Invention
In order to overcome the defects of the prior art, the invention aims to provide a preparation method of a corrosion-inhibiting lubricant for coal-based clean fuel oil, and the prepared composite additive has the functions of improving the lubricity and reducing the fuel corrosivity.
In order to achieve the purpose, the invention adopts the technical scheme that:
a preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with the mass 5-20 times of that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are products with the purity of industrial grade and above;
secondly, adding alkali A with the amount ratio of 1:1-1.1 to the 2-hydroxybenzoxazole substance into the reaction kettle under stirring, wherein the alkali A is sodium hydroxide or potassium hydroxide with the purity of industrial grade or above;
thirdly, adding long-chain alkyl halide and potassium iodide which account for 1-5 percent of the amount of the 2-hydroxybenzoxazole substance into the reaction kettle in a ratio of 1:1-1.5 under stirring, wherein the long-chain alkyl halide is chloro-n-octane, chloro-dodecane, chloro-hexadecane, chloro-octadecane, bromo-n-octane, bromo-dodecane, bromo-hexadecane, bromo-octadecane and a mixture thereof with industrial grade and above purity, and the potassium iodide is a product with industrial grade and above purity;
fourthly, heating the solution in the reaction kettle to 40-78 ℃ under stirring, and reacting for 1-6 hours;
fifthly, cooling to room temperature, and adding alkali B with the amount ratio of 1:1-1.1 to the 2-hydroxybenzoxazole substance into the solution in the reaction kettle, wherein the alkali B is sodium hydroxide or potassium hydroxide with the purity of industrial grade and above;
sixthly, adding a double halogenated alkane with the amount ratio of the double halogenated alkane to the 2-hydroxybenzoxazole substance being 1:2-2.2 into the solution of the reaction kettle, wherein the double halogenated alkane is industrial grade and above purity 1, 2-dichloroethane, 1, 3-dichloroethane, 1, 4-dichloroethane, 1, 2-dibromoethane, 1, 3-dibromoethane, 1, 4-dibromoethane and a mixture thereof;
seventhly, adding alkylphenol which is nonyl phenol, cardanol and a composition thereof with the purity of industrial grade and above to the 2-hydroxybenzoxazole substance in a quantitative ratio of 1: 0.5-2;
and step eight, heating the solution in the reaction kettle to 40-78 ℃ under stirring, reacting for 1-6 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
The invention has the beneficial effects that:
each component in the coal-based clean fuel oil composite additive has rich lone pair electrons, can be adsorbed on the surface of metal through coordination with metal atoms to form an organic protective film to slow down corrosion, and has a good lubricating effect in an aromatic structure and a long-chain alkyl structure, so that the compound has the effects of corrosion inhibition and lubrication.
When the coal-based clean fuel composite additive is used in an amount of 500-5000mg/L, the diameter of an abrasion mark is measured according to a method specified by a lubricant extreme pressure performance measuring 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), the diameter of the abrasion mark is reduced by more than 40%, and when the amount is 100-1000mg/L, the corrosion inhibition rate on a copper sheet is more than 90%.
Examples
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 coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with 5 times of mass in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are industrial-grade products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is industrial sodium hydroxide;
adding long-chain alkyl halide and potassium iodide which account for 1% of the amount of the 2-hydroxybenzoxazole substances into the reaction kettle in a ratio of 1:1.2 under stirring, wherein the long-chain alkyl halide is industrial chloro-n-octane, and the potassium iodide is an industrial product;
fourthly, heating the solution in the reaction kettle to 40 ℃ under stirring, and reacting for 6 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution in the reaction kettle, wherein the amount ratio of the alkali B to the 2-hydroxybenzoxazole substance is 1:1, and the alkali B is industrial sodium hydroxide;
sixthly, adding a double halogenated alkyl with the amount ratio of 2-hydroxybenzoxazole substances to 2-hydroxybenzoxazole substances being 1:2.2 into the solution in the reaction kettle, wherein the double halogenated alkyl is industrial-grade 1, 2-dichloroethane;
seventhly, adding alkylphenol which is industrial-grade nonyl phenol and has the amount ratio of 1:0.5 to the 2-hydroxybenzoxazole substance;
and step eight, heating the solution in the reaction kettle to 40 ℃ under stirring, reacting for 6 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
And adding 2g of the coal-based clean fuel composite additive into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the 2-hydroxybenzoxazole derivative. 50g of column chromatography silica gel is filled into a glass chromatography column with the diameter of 3cm and the length of 1.2m, after the column chromatography silica gel loaded with the 2-hydroxybenzoxazole 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, 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 an eluant of which the volume ratio of ethyl acetate is 50:1, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzoxazole derivative, and using the 2-hydroxybenzoxazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.25(2H,d,J＝7.6Hz),7.20(2H,d,J＝7.6Hz),3.91(2H,t,J＝7.6Hz),1.20-1.43(12H,m),0.95(3H,t,J＝7.6Hz).
The diameter of the wear-resisting spot is measured according to a method specified by a lubricant extreme pressure performance measuring 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), wherein when the dosage of the coal-based clean fuel composite additive is 500mg/L, the diameter of the wear-resisting spot is reduced by 41 percent, and when the dosage of the coal-based clean fuel composite additive is 500mg/L, the corrosion inhibition rate on a copper sheet is 98.5 percent.
Example 2
A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with the mass 8 times that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are industrial-grade products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1.1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is industrial-grade potassium hydroxide;
thirdly, adding long-chain alkyl halide and potassium iodide into the reaction kettle under stirring, wherein the mass ratio of the long-chain alkyl halide to the 2-hydroxybenzoxazole substance is 1:1.1, and the potassium iodide accounts for 1.5% of the mass of the 2-hydroxybenzoxazole substance, wherein the long-chain alkyl halide is industrial-grade bromododecane, and the potassium iodide is an industrial-grade product;
fourthly, heating the solution in the reaction kettle to 50 ℃ under stirring, and reacting for 5 hours;
fifthly, cooling to room temperature, and adding alkali B with the mass ratio of 2-hydroxybenzoxazole substance to 2-hydroxybenzoxazole substance being 1:1.1 into the solution in the reaction kettle, wherein the alkali B is industrial-grade potassium hydroxide;
sixthly, adding a double halogenated alkyl with the amount ratio of the double halogenated alkyl to the 2-hydroxybenzoxazole substance being 1:2.1 into the solution in the reaction kettle, wherein the double halogenated alkyl is industrial-grade 1, 3-dichloroethane;
seventhly, adding alkylphenol which is industrial-grade cardanol and has the amount ratio of 1:0.8 to the 2-hydroxybenzoxazole substance;
and step eight, heating the solution in the reaction kettle to 50 ℃ under stirring, reacting for 5 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
And adding 2g of the coal-based clean fuel composite additive into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the 2-hydroxybenzoxazole derivative. Loading 50g column chromatography silica gel into glass chromatography column with diameter of 3cm and length of 1.2m, uniformly spreading column chromatography silica gel loaded with 2-hydroxybenzoxazole derivative on the upper partColumn chromatography silica gel with a thickness of 2cm is spread on the upper part, and absorbent cotton with a height of 3cm is added on the upper part for buffering. After elution with 100ml of petroleum ether, 100ml of petroleum ether was exchanged: eluting with an eluant of which the volume ratio of ethyl acetate is 50:1, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzoxazole derivative, and using the 2-hydroxybenzoxazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.25(2H,d,J＝7.6Hz),7.20(2H,d,J＝7.6Hz),3.91(2H,t,J＝7.6Hz),1.20-1.44(20H,m),0.95(3H,t,J＝7.6Hz).
The diameter of the wear-resisting spot is measured according to a method specified by a lubricant extreme pressure performance measuring 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), wherein when the dosage of the coal-based clean fuel composite additive is 1500mg/L, the diameter of the wear-resisting spot is reduced by 45%, and when the dosage of the coal-based clean fuel composite additive is 400mg/L, the corrosion inhibition rate on a copper sheet is 96.3%.
Example 3
A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with the mass being 10 times that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are chemical pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is chemically pure sodium hydroxide;
thirdly, adding long-chain alkyl halide and potassium iodide which account for 2 percent of the amount of the 2-hydroxybenzoxazole substance in a ratio of 1:1.2 into the reaction kettle under stirring, wherein the long-chain alkyl halide is chemically pure chlorohexadecane, 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 in the reaction kettle, wherein the amount ratio of the alkali B to the 2-hydroxybenzoxazole substance is 1:1.1, and the alkali B is chemically pure sodium hydroxide;
sixthly, adding a double halogenated alkyl with the amount ratio of the double halogenated alkyl to the 2-hydroxybenzoxazole substance being 1:2.1 into the solution of the reaction kettle, wherein the double halogenated alkyl is chemically pure 1, 4-dichloroethane;
seventhly, adding alkylphenol which is chemically pure nonyl phenol and has the mass ratio of 1:1 to the 2-hydroxybenzoxazole substance;
and step eight, heating the solution in the reaction kettle to 60 ℃ under stirring, reacting for 4 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
And adding 2g of the coal-based clean fuel composite additive into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the 2-hydroxybenzoxazole derivative. 50g of column chromatography silica gel is filled into a glass chromatography column with the diameter of 3cm and the length of 1.2m, after the column chromatography silica gel loaded with the 2-hydroxybenzoxazole 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, 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 an eluant of which the volume ratio of ethyl acetate is 50:1, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzoxazole derivative, and using the 2-hydroxybenzoxazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.25(2H,d,J＝7.6Hz),7.20(2H,d,J＝7.6Hz),3.91(2H,t,J＝7.6Hz),1.20-1.44(28H,m),0.95(3H,t,J＝7.6Hz).
The diameter of the wear-resisting spot is measured according to a method specified by a lubricant extreme pressure performance measuring 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), wherein when the dosage of the coal-based clean fuel composite additive is 2000mg/L, the diameter of the wear-resisting spot is reduced by 53 percent, and when the dosage of the coal-based clean fuel composite additive is 300mg/L, the corrosion inhibition rate on a copper sheet is 95.9 percent.
Example 4
A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol 15 times of the mass of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are analytically pure products;
secondly, adding alkali A into the reaction kettle in a quantitative ratio of 1:1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is analytically pure potassium hydroxide;
adding long-chain alkyl halide and potassium iodide which account for 3% of the amount of the 2-hydroxybenzoxazole substance into the reaction kettle in a ratio of 1:1.3 under stirring, wherein the long-chain alkyl halide is analytically pure chlorooctadecane, and the potassium iodide is 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 in the reaction kettle, wherein the amount ratio of the alkali B to the 2-hydroxybenzoxazole substance is 1:1.1, and the alkali B is analytically pure potassium hydroxide;
sixthly, adding a double halogenated alkane which is analytically pure 1, 3-dibromoethane into the solution of the reaction kettle, wherein the amount ratio of the double halogenated alkane to the 2-hydroxybenzoxazole substance is 1: 2;
seventhly, adding alkylphenol which is analytically pure cardanol and is in a mass ratio of 1:1.2 to the 2-hydroxybenzoxazole substance;
and step eight, heating the solution in the reaction kettle to 70 ℃ under stirring, reacting for 3 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
And adding 2g of the coal-based clean fuel composite additive into 4g of column chromatography silica gel, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the 2-hydroxybenzoxazole derivative. 50g of column chromatography silica gel is filled into a glass chromatography column with the diameter of 3cm and the length of 1.2m, after the column chromatography silica gel loaded with the 2-hydroxybenzoxazole 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, 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 an eluant of which the volume ratio of ethyl acetate is 50:1, collecting the eluent, evaporating the solvent to obtain the 2-hydroxybenzoxazole derivative, and using the 2-hydroxybenzoxazole derivative for nuclear magnetic resonance analysis.1H NMR(CDCl3,400MHz),δ:7.25(2H,d,J＝7.6Hz),7.20(2H,d,J＝7.6Hz),3.91(2H,t,J＝7.6Hz),1.21-1.47(32H,m),0.96(3H,t,J＝7.6Hz).
The wear-resisting spot diameter is measured according to a method specified by a lubricant extreme pressure performance measuring 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), wherein when the dosage of the coal-based clean fuel composite additive is 2500mg/L, the wear-resisting spot diameter is reduced by 55%, and when the dosage is 200mg/L, the corrosion inhibition rate on a copper sheet reaches 97.2%.
Example 5
A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with the mass being 18 times that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are analytically pure products;
secondly, adding alkali A into the reaction kettle in a quantitative ratio of 1:1.1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is analytically pure sodium hydroxide;
adding long-chain alkyl halide and potassium iodide accounting for 4% of the amount of the 2-hydroxybenzoxazole substances into the reaction kettle under stirring, wherein the long-chain alkyl halide is a mixture of chloro-n-octane and bromo-octadecane, the amount ratio of the long-chain alkyl halide to the amount of the 2-hydroxybenzoxazole substances is 1:1.15, the amount ratio of the long-chain alkyl halide to the amount of the analytically pure substances is 1:2, and the potassium iodide is analytically pure products;
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 in the reaction kettle, wherein the amount ratio of the alkali B to the 2-hydroxybenzoxazole substance is 1:1, and the alkali B is analytically pure sodium hydroxide;
sixthly, adding a double halogenated alkyl with the amount ratio of 2-hydroxybenzoxazole substances to 2-hydroxybenzoxazole substances being 1:2.1 into the solution in the reaction kettle, wherein the double halogenated alkyl is analytically pure 1, 2-dibromoethane;
seventhly, adding alkylphenol which is analytically pure nonyl phenol and has the amount ratio of 1:1.5 to the 2-hydroxybenzoxazole substance;
and step eight, heating the solution in the reaction kettle to 65 ℃ under stirring, reacting for 3 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
The wear-mark diameter is measured according to a method specified by a lubricant extreme pressure performance measuring 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), wherein when the dosage of the coal-based clean fuel composite additive is 3000mg/L, the wear-mark diameter is reduced by 61%, and when the dosage is 200mg/L, the corrosion inhibition rate on a copper sheet reaches 92.6%.
Example 6
A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil comprises the following steps:
firstly, dispersing 2-hydroxybenzoxazole in methanol with the mass being 20 times that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are chemical pure products;
secondly, adding alkali A into the reaction kettle in a mass ratio of 1:1 to the 2-hydroxybenzoxazole substance under stirring, wherein the alkali A is chemically pure potassium hydroxide;
thirdly, adding long-chain alkyl halide and potassium iodide which account for 5 percent of the amount of the 2-hydroxybenzoxazole substance into the reaction kettle in a quantitative ratio of 1:1.2 to the 2-hydroxybenzoxazole substance under stirring, wherein the long-chain alkyl halide is a mixture of chlorododecane and bromooctadecane in a quantitative ratio of 2:1 to a chemically pure substance, and the potassium iodide is a chemically pure product;
fourthly, heating the solution in the reaction kettle to 78 ℃ under stirring, and reacting for 3 hours;
fifthly, cooling to room temperature, and adding alkali B into the solution in the reaction kettle, wherein the amount ratio of the alkali B to the 2-hydroxybenzoxazole substance is 1:1.1, and the alkali B is chemically pure potassium hydroxide;
sixthly, adding a double halogenated alkane which is a mixture of 1, 2-dichloroethane and 1, 4-dichloroethane with the amount ratio of chemically pure substances to the 2-hydroxybenzoxazole substances being 1:2.1 into the solution of the reaction kettle;
seventhly, adding alkylphenol with the amount ratio of 2-hydroxybenzoxazole substance being 1:2, wherein the alkylphenol is a nonyl phenol and cardanol composition with the amount ratio of chemically pure substance being 4: 1;
and step eight, heating the solution in the reaction kettle to 78 ℃ under stirring, reacting for 2 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
The wear-mark diameter is measured according to a method specified by a lubricant extreme pressure performance measuring method (four-ball method) (GB/T12583-1998), the corrosion inhibition performance is measured according to a petroleum product copper sheet corrosion test method (GB-T5096-1985), the wear-mark diameter is reduced by 65% when the dosage of the coal-based clean fuel composite additive is 5000mg/L, and the corrosion inhibition rate on a copper sheet reaches 95.6% when the dosage of the coal-based clean fuel composite additive is 100 mg/L.

Claims (6)

1. A preparation method of a corrosion inhibition lubricant for coal-based clean fuel oil is characterized by comprising the following steps:
1) dispersing 2-hydroxybenzoxazole in methanol with the mass 5-20 times of that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are products with the purity of industrial grade and above;
2) adding alkali A into the reaction kettle in a mass ratio of 1:1-1.1 with 2-hydroxybenzoxazole substances under stirring;
3) adding long-chain alkyl halide and potassium iodide which account for 1-5% of the amount of the 2-hydroxybenzoxazole substance into the reaction kettle in a ratio of 1:1-1.5 with the amount of the 2-hydroxybenzoxazole substance under stirring;
4) heating the solution in the reaction kettle to 40-78 ℃ under stirring, and reacting for 1-6 hours;
5) cooling to room temperature, and adding alkali B into the solution in the reaction kettle in a mass ratio of 1:1-1.1 to the 2-hydroxybenzoxazole substance;
6) adding dihaloalkane with the amount ratio of 2-hydroxybenzoxazole substance to 2-2.2 into the solution of the reaction kettle;
7) then adding alkylphenol which is in the amount ratio of 1:0.5-2 to the 2-hydroxybenzoxazole substance;
8) heating the solution in the reaction kettle to 40-78 ℃ under stirring, reacting for 1-6 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
2. The preparation method of the corrosion inhibition lubricant for the coal-based clean fuel oil according to claim 1, characterized by comprising the following steps:
in the step 2), the alkali A is sodium hydroxide or potassium hydroxide with the purity of industrial grade and above;
in the step 3), the long-chain alkyl halide is selected from industrial grade and above-purity chloro-n-octane, chloro-dodecane, chloro-hexadecane, chloro-octadecane, bromo-n-octane, bromo-dodecane, bromo-hexadecane, bromo-octadecane and mixtures thereof, and the potassium iodide is an industrial grade and above-purity product;
in the step 5), the alkali B is sodium hydroxide or potassium hydroxide with the purity of industrial grade or above;
in the step 6), the double halogenated alkyl is 1, 2-dichloroethane, 1, 2-dibromoethane and a mixture thereof with the purity of industrial grade and above;
in the step 7), the alkylphenol is nonyl phenol, cardanol and a composition thereof with the purity of industrial grade and above.
3. The corrosion inhibition lubricant for the coal-based clean fuel is characterized by comprising long-chain alkyl benzoxazole and double-long-chain alkyl phenyl ether shown as the following formula, wherein the mass ratio of the substances is 1: 0.5-2:
Figure FDA0003029187820000021
wherein X is an alkyl linking arm with 2-4 carbons, and R is a long-chain alkyl.
4. The corrosion inhibition lubricant for the coal-based clean fuel oil is characterized by being prepared by the following method:
1) dispersing 2-hydroxybenzoxazole in methanol with the mass 5-20 times of that of the 2-hydroxybenzoxazole in a reaction kettle, wherein the 2-hydroxybenzoxazole and the methanol are products with the purity of industrial grade and above;
2) adding alkali A into the reaction kettle in a mass ratio of 1:1-1.1 with 2-hydroxybenzoxazole substances under stirring;
3) adding long-chain alkyl halide and potassium iodide which account for 1-5% of the amount of the 2-hydroxybenzoxazole substance into the reaction kettle in a ratio of 1:1-1.5 with the amount of the 2-hydroxybenzoxazole substance under stirring;
4) heating the solution in the reaction kettle to 40-78 ℃ under stirring, and reacting for 1-6 hours;
5) cooling to room temperature, and adding alkali B into the solution in the reaction kettle in a mass ratio of 1:1-1.1 to the 2-hydroxybenzoxazole substance;
6) adding dihaloalkane with the amount ratio of 2-hydroxybenzoxazole substance to 2-2.2 into the solution of the reaction kettle;
7) then adding alkylphenol which is in the amount ratio of 1:0.5-2 to the 2-hydroxybenzoxazole substance;
8) heating the solution in the reaction kettle to 40-78 ℃ under stirring, reacting for 1-6 hours, cooling to room temperature, and filtering out insoluble substances to obtain the coal-based clean fuel composite additive.
5. The corrosion inhibition lubricant for the coal-based clean fuel oil as claimed in claim 4, is characterized in that:
in the step 2), the alkali A is sodium hydroxide or potassium hydroxide with the purity of industrial grade and above;
in the step 3), the long-chain alkyl halide is industrial grade and above-purity chloro-n-octane, chloro-dodecane, chloro-hexadecane, chloro-octadecane, bromo-n-octane, bromo-dodecane, bromo-hexadecane, bromo-octadecane and a mixture thereof, and the potassium iodide is industrial grade and above-purity product;
in the step 5), the alkali B is sodium hydroxide or potassium hydroxide with the purity of industrial grade and above;
in the step 6), the double halogenated alkyl is 1, 2-dichloroethane, 1, 2-dibromoethane and a mixture thereof with the purity of industrial grade and above;
in the step 7), the alkylphenol is nonyl phenol, cardanol and a composition thereof with the purity of industrial grade and above.
6. Use of the corrosion-inhibiting lubricant for coal-based clean fuel oil according to any one of claims 3 to 5 as a clean fuel oil additive.
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