CN109096216A - Benzotriazole functionalization corrosion resistant ionic liquid and its preparation method and application - Google Patents

Benzotriazole functionalization corrosion resistant ionic liquid and its preparation method and application Download PDF

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CN109096216A
CN109096216A CN201810938116.8A CN201810938116A CN109096216A CN 109096216 A CN109096216 A CN 109096216A CN 201810938116 A CN201810938116 A CN 201810938116A CN 109096216 A CN109096216 A CN 109096216A
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ionic liquid
benzotriazole
bta
functionalization
corrosion resistant
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张松伟
胡丽天
李毅
丁奇
秦宝锋
李昊坤
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Lanzhou Institute of Chemical Physics LICP of CAS
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Lanzhou Institute of Chemical Physics LICP of CAS
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D249/00Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18Benzotriazoles
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/04Monocyclic monocarboxylic acids
    • C07C63/06Benzoic acid
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
    • C10M129/48Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/50Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring monocarboxylic
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/38Heterocyclic nitrogen compounds
    • C10M133/44Five-membered ring containing nitrogen and carbon only
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/141Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • C10M2209/1045Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives

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  • General Chemical & Material Sciences (AREA)
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Abstract

The invention discloses benzotriazole functionalization corrosion resistant ionic liquids, and the structural formula of the ionic liquid is as follows, referred to as [CxCyBTA] [Bz]:, wherein x is R1Carbon atom number in group, y R2Carbon atom number in group.Application the invention also discloses the preparation method of the ionic liquid and its in terms of lubricant.Ionic liquid of the present invention has excellent corrosion resistance, and the lubricant compositions containing the ionic liquid have good tribological property.

Description

Benzotriazole functionalization corrosion resistant ionic liquid and its preparation method and application
Technical field
The present invention relates to benzotriazole functionalization corrosion resistant ionic liquid and its preparation method and application, the ionic liquids Body has excellent corrosion resistance, and the lubricant compositions containing the ionic liquid have good tribological property.
Background technique
Friction causes a large amount of mechanical energy to be depleted, and corrodes and wears, and is the major reason of component of machine failure.According to not Statistics completely, there are about 1/3 energy consumptions in the whole world in friction, and about 80% component of machine failure results from abrasion, there are about 1/3 metal smelting is scrapped in the industry due to corrosion.Lubricating oil is control friction, reduces abrasion and inhibit the important of corrosion Means.In use, lubricating oil can occur to aoxidize and be degraded under the action ofs moisture, oxygen and metal ion etc., thus rotten Metallic rubbing pairs are lost, lubricating oil military service performance is reduced.Halogen, sulphur, phosphorous additive have good inhibition to metallic rubbing pairs Effect, while also there is good greasy property, it is to improve lubricating oil military service performance, the secondary effective means of protection friction.However The problems such as excessive use of such additive will cause soil pollution, water eutrophication, therefore develop with anticorrosive and profit Slip energy, environmentally friendly, free of contamination multifunction additive are the urgent needs of China's equipment manufacture, there is wide answer Use prospect.
Ionic liquid refers in the complete fuse salt being made of anions and canons that near room temperature is in a liquid state, and has unique Property and function.According to the various combination of anions and canons, type is innumerable, this imply that it is in lubrication anticorrosion field Have broad application prospects (Ye C, Liu W, Chen Y, Yu L. Chem. Commun. 2001:2244-2245;Qu J, Bansal DG, Yu B, Howe JY, Luo H, Dai S. ACS Appl. Mater. Interfaces. 2012; 4:997-1002).
Summary of the invention
The purpose of the present invention is to provide benzotriazole functionalization corrosion resistant ionic liquid and preparation method thereof and answer With.
The present invention starts with from the Molecular Design of ionic liquid, prepares and has both lubrication and Corrosion Protection, not halogen The multifunctional ion liquid additive of the elements such as element, sulphur, phosphorus is expected to be widely applied in lubrication engineering and industrial circle acquirement.
Benzotriazole functionalization corrosion resistant ionic liquid, it is characterised in that the structural formula of the ionic liquid is as follows, letter Claim [CxCyBTA] [Bz]:
, wherein x is R1Carbon atom number in group, y R2In group Carbon atom number.
The R1、R2Group is the alkyl that carbon atom number is 1-16.
The R1Group is one of ethyl or normal-butyl;The R2Group is normal-butyl, n-hexyl or n-tetradecane base One of.
The preparation method of benzotriazole functionalization corrosion resistant ionic liquid as described above, it is characterised in that specific steps Are as follows: by [CxCyBTA] Br is dissolved in distilled water, and sodium benzoate is added, in 40-80 DEG C of reaction 16-30h, after reaction, cool down It to room temperature, is extracted with chloroform, collects chloroform and mutually remove water, filtrate is collected by filtration and rotates removing solvent, it is dry through 80-120 DEG C of vacuum Dry 24-36 h obtains benzotriazole functionalization corrosion resistant ionic liquid;[the CxCyBTA] structural formula of Br is
[the CxCyBTA] molar ratio of Br and sodium benzoate is 1:1.1 ~ 1.5.
The application of benzotriazole functionalization corrosion resistant ionic liquid as described above, it is characterised in that by [CxCyBTA] [Bz] is dissolved in the oil of polyethylene glycol basis, can be obtained benzotriazole functionalization corrosion resistance through ultrasonic wave dispersion 1-5 min The lubricant compositions of ionic liquid.
[C in the lubricant compositionsxCyBTA] mass fraction of [Bz] is 1-3%, the quality point of polyethylene glycol basis oil Number is 97-99%.
Polyethylene glycol basis oil is one of PEG200, PEG400, PEG600.
The benzotriazole functionalization corrosion resistant ionic liquid that the present invention obtains has excellent corrosion resistance, tool Body testing scheme is completed by following steps:
It prepares the dilution heat of sulfuric acid of the corrosion resistant ionic liquid of functionalization containing benzotriazole: taking 0.5 × 10-3 mol [CxCyBTA] [Bz] ionic liquid is dissolved in 500 mL, and in the sulfuric acid standard solution of 0.5 mol/L, being configured to molar concentration is 1 [the C of mmol/LxCyBTA] [Bz] dilution heat of sulfuric acid, be used for subsequent electrochemical test.
Electrochemistry experiment: the copper-tin alloy sample block polished is chosen as working electrode, platinum electrode is as auxiliary electrode, mercury ∣ Mercurous sulfate electrode as reference electrode, electrolyte be respectively molar concentration be 0.5 mol/L sulfuric acid standard solution and mole Concentration is the [C of 1 mmol/LxCyBTA] [Bz] dilution heat of sulfuric acid, on electrochemical workstation Gamry Reference 3000 Carry out electrochemical impedance spectroscopy and dynamic potential polarization curve test.Electrochemical impedance spectroscopy test be under the open circuit potential of solution into Row, the sinusoidal magnitude of application is 5.0 mV, and range of scanned frequencies is 105Hz to 10-1Hz, dynamic potential polarization curve scanning electricity The range of position is -350 mV to 350 mV relative to working electrode open circuit potential, and sweep speed is 0.5 mV/s, working electrode Exposed area be 1.0 cm2
Electrochemistry experiment result: analyzing electrochemistry experiment result by Gamry Echem. Analyst software, Obtain relevant electrochemical parameter (see Table 1).The result shows that corruption of the copper-tin alloy in the sulfuric acid standard solution of 0.5 mol/L Erosion current density is big, and corrosion condition is serious;Several benzotriazole functionalization corrosion resistant ionic liquids prepared by the present invention are equal Inhibition efficiency with higher, excellent corrosion resistance can substantially inhibit dilute sulfuric acid to the corrosion condition of copper-tin alloy.
The dilution heat of sulfuric acid of 1 dilution heat of sulfuric acid of table and the corrosion resistant ionic liquid of functionalization containing benzotriazole is to copper Polarization resistance (the R of tin alloy corrosionp), inhibition efficiency (ηEIS), corrosion electric current density (icorr) and inhibition efficiency (ηTafel)
The lubricant compositions for the corrosion resistant ionic liquid of functionalization containing benzotriazole that the present invention obtains have good rub It wipes and learns performance, specific testing scheme is completed by following steps:
It is anticorrosive that functionalization containing benzotriazole has been investigated on Optimol company SRV-IV micro-vibration friction wear testing machine The tribological property of the lubricant compositions of property ionic liquid, and compared with conventional ionic liquid [BMIM] [BF4].It is selected to carry 100 N of lotus, 100 DEG C of temperature, 25 Hz of frequency, 1 mm of amplitude, 30 min of experimental period experimentally tries as 52100 steel of AISI Ball, lower sample are copper-tin alloy sample block.After frictional experiment, using MicroXAM company non-contact 3-D surface profiler Detect the abrasion condition of copper-tin alloy sample block.The experimental results showed that the corrosion resistant ionic liquid of functionalization containing benzotriazole Lubricant compositions show lower and stable coefficient of friction and excellent abrasion resistance.
The lubricant combination of 2 polyethylene glycol of table basis oil and the corrosion resistant ionic liquid of functionalization containing benzotriazole Object is as steel/copper-tin alloy lubricant average friction coefficient
Detailed description of the invention
Fig. 1 is the dilution heat of sulfuric acid of dilution heat of sulfuric acid and the corrosion resistant ionic liquid of functionalization containing benzotriazole to copper The electrochemical impedance spectroscopy comparison diagram of tin alloy corrosion.
Fig. 2 is the dilution heat of sulfuric acid of dilution heat of sulfuric acid and the corrosion resistant ionic liquid of functionalization containing benzotriazole to copper The dynamic potential polarization curve comparison diagram of tin alloy corrosion.
Fig. 3 is the lubricant compositions of polyethylene glycol basis oil and the corrosion resistant ionic liquid of functionalization containing benzotriazole Compare figure as the real-time coefficient of friction of steel/copper-tin alloy lubricant.
Fig. 4 is the lubricant compositions of polyethylene glycol basis oil and the corrosion resistant ionic liquid of functionalization containing benzotriazole Compare figure as steel/copper-tin alloy lubricant average abrasion volume.
Specific embodiment
Illustrate the present invention below by specific embodiment, is to further describe and is not intended to limit the present invention.
Embodiment 1
23.8g benzotriazole is mixed with 30% NaOH aqueous solution of 100ml, 32.9g bromobutane and the 1g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 6h at 50 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three times, Revolving removes residual moisture.35.6g bromination of n-butane is added into system, back flow reaction is for 24 hours at 60 DEG C.Then it is cooled to room Ethyl acetate is added in temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and is dried in vacuo through 80 DEG C 24 h obtain 1,3- dibutyl benzotriazole bromide ionic liquid, are denoted as [C4C4BTA]Br。
By 31.2g [C4C4BTA] Br is dissolved in distilled water, adds 17.3g sodium benzoate, react 20h at 50 DEG C.Instead It after answering, is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 4h.It crosses and filters out Desiccant is removed, filtrate is collected and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, obtains the anti-corruption of benzotriazole functionalization Corrosion ionic liquid, is denoted as [C4C4BTA][Bz]。
By 2 g benzotriazole functionalization corrosion resistant ionic liquid [C4C4BTA] [Bz] be dissolved in 98 g base oil PEG600 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG600+2% [C4C4BTA][Bz]。
Embodiment 2
23.8g benzotriazole is mixed with 30% NaOH aqueous solution of 100ml, 32.9g bromobutane and the 1g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 6h at 50 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three times, Revolving removes residual moisture.35.6g bromination of n-butane is added into system, back flow reaction is for 24 hours at 60 DEG C.Then it is cooled to room Ethyl acetate is added in temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and is dried in vacuo through 80 DEG C 24 h obtain 1,3- dibutyl benzotriazole bromide ionic liquid, are denoted as [C4C4BTA]Br。
By 31.2g [C4C4BTA] Br is dissolved in distilled water, adds 17.3g sodium benzoate, react 20h at 50 DEG C.Instead It after answering, is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 4h.It crosses and filters out Desiccant is removed, filtrate is collected and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, obtains the anti-corruption of benzotriazole functionalization Corrosion ionic liquid, is denoted as [C4C4BTA][Bz]。
By 2 g benzotriazole functionalization corrosion resistant ionic liquid [C4C4BTA] [Bz] be dissolved in 98 g base oil PEG200 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG200+2% [C4C4BTA][Bz]。
Embodiment 3
23.8g benzotriazole is mixed with 30% NaOH aqueous solution of 100ml, 32.9g bromobutane and the 1g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 6h at 50 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three times, Revolving removes residual moisture.35.6g bromination of n-butane is added into system, back flow reaction is for 24 hours at 60 DEG C.Then it is cooled to room Ethyl acetate is added in temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and is dried in vacuo through 80 DEG C 24 h obtain 1,3- dibutyl benzotriazole bromide ionic liquid, are denoted as [C4C4BTA]Br。
By 31.2g [C4C4BTA] Br is dissolved in distilled water, adds 17.3g sodium benzoate, react 20h at 50 DEG C.Instead It after answering, is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 4h.It crosses and filters out Desiccant is removed, filtrate is collected and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, obtains the anti-corruption of benzotriazole functionalization Corrosion ionic liquid, is denoted as [C4C4BTA][Bz]。
By 3 g benzotriazole functionalization corrosion resistant ionic liquid [C4C4BTA] [Bz] be dissolved in 97 g base oil PEG200 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG200+3% [C4C4BTA][Bz]。
Embodiment 4
59.5g benzotriazole is mixed with 30% NaOH aqueous solution of 330ml, 82.2g bromobutane and the 3g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 10h at 60 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three Secondary, revolving removes residual moisture.107.2g bromo n-hexane, back flow reaction 30h at 80 DEG C are added into system.Then it is cooled to Ethyl acetate is added in room temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and does through 90 DEG C of vacuum Dry 24 h obtains 1- butyl -3- hexyl benzotriazole bromide ionic liquid, is denoted as [C4C6BTA]Br。
By 34g [C4C6BTA] Br is dissolved in distilled water, adds 20.2g sodium benzoate, react for 24 hours at 60 DEG C.Reaction After, it is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 3h.It is filtered to remove Desiccant collects filtrate and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, it is anticorrosive to obtain benzotriazole functionalization Property ionic liquid, is denoted as [C4C6BTA][Bz]。
By 3 g benzotriazole functionalization corrosion resistant ionic liquid [C4C6BTA] [Bz] be dissolved in 97 g base oil PEG200 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG200+3% [C4C6BTA][Bz]。
Embodiment 5
35.7g benzotriazole is mixed with 30% NaOH aqueous solution of 150ml, 49.3g bromobutane and the 1g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 10h at 60 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three Secondary, revolving removes residual moisture.144.1g bromotetradecane, back flow reaction 48h at 90 DEG C are added into system.Then it is cooled to Ethyl acetate is added in room temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and through 120 DEG C of vacuum Dry 36 h, obtain 1- ethyl -3- myristyl benzo triazole bromide ionic liquid, are denoted as [C4C14BTA]Br。
By 84.8g [C4C14BTA] Br is dissolved in distilled water, adds 40.3g sodium benzoate, react 30h at 80 DEG C. After reaction, it is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 5h.Filtering Desiccant is removed, filtrate is collected and rotates removing solvent, then through 120 DEG C of 36 h of vacuum drying, obtains benzotriazole functionalization Corrosion resistant ionic liquid is denoted as [C4C14BTA][Bz]。
By 3 g benzotriazole functionalization corrosion resistant ionic liquid [C4C14BTA] [Bz] be dissolved in 97 g base oils In PEG200, disperses 1 min through ultrasonic wave, can be obtained the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Lubricant compositions are denoted as PEG200+3% [C4C14BTA][Bz]。
Embodiment 6
23.8g benzotriazole is mixed with 30% NaOH aqueous solution of 100ml, 26.1g bromoethane and the 1g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 6h at 40 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three times, Revolving removes residual moisture.32.9g bromination of n-butane is added into system, back flow reaction is for 24 hours at 60 DEG C.Then it is cooled to room Ethyl acetate is added in temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and is dried in vacuo through 80 DEG C 24 h obtain 1- ethyl -3- butyl benzotriazole bromide ionic liquid, are denoted as [C2C4BTA]Br。
By 28.4g [C2C4BTA] Br is dissolved in distilled water, adds 17.3g sodium benzoate, react 16h at 40 DEG C.Instead It after answering, is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 3h.It crosses and filters out Desiccant is removed, filtrate is collected and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, obtains the anti-corruption of benzotriazole functionalization Corrosion ionic liquid, is denoted as [C2C4BTA][Bz]。
By 1 g benzotriazole functionalization corrosion resistant ionic liquid [C2C4BTA] [Bz] be dissolved in 99 g base oil PEG200 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG200+1% [C2C4BTA][Bz]。
Embodiment 7
59.5g benzotriazole is mixed with 30% NaOH aqueous solution of 300ml, 70.8g bromoethane and the 3g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 10h at 50 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three Secondary, revolving removes residual moisture.107.2g bromo n-hexane, back flow reaction 30h at 80 DEG C are added into system.Then it is cooled to Ethyl acetate is added in room temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and does through 80 DEG C of vacuum Dry 24 h obtains 1- ethyl -3- hexyl benzotriazole bromide ionic liquid, is denoted as [C2C6BTA]Br。
By 62.4g [C2C6BTA] Br is dissolved in distilled water, adds 37.5g sodium benzoate, react 20h at 50 DEG C.Instead It after answering, is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 3h.It crosses and filters out Desiccant is removed, filtrate is collected and rotates removing solvent, then through 80 DEG C of 24 h of vacuum drying, obtains the anti-corruption of benzotriazole functionalization Corrosion ionic liquid, is denoted as [C2C6BTA][Bz]。
By 1 g benzotriazole functionalization corrosion resistant ionic liquid [C2C6BTA] [Bz] be dissolved in 99 g base oil PEG400 In, disperse 1 min through ultrasonic wave, can be obtained the lubricant of the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Composition is denoted as PEG400+1% [C2C6BTA][Bz]。
Embodiment 8
47.6g benzotriazole is mixed with 30% NaOH aqueous solution of 250ml, 52.3g bromoethane and the 2g tetrabutyl is then added Ammonium bromide, magnetic agitation reacts 8h at 50 DEG C.After reaction, organic phase is collected, and is washed with distilled water organic phase three times, Revolving removes residual moisture.144.1g bromotetradecane, back flow reaction 36h at 90 DEG C are added into system.Then it is cooled to room Ethyl acetate is added in temperature, through filtering on sand core funnel, washs precipitating with ethyl acetate, collects precipitating and does through 100 DEG C of vacuum Dry 36 h obtains 1- ethyl -3- myristyl benzo triazole bromide ionic liquid, is denoted as [C2C14BTA]Br。
By 84.8g [C2C14BTA] Br is dissolved in distilled water, adds 40.3g sodium benzoate, react 30h at 60 DEG C. After reaction, it is cooled to room temperature, three times with chloroform extraction, collects chloroform and be added to anhydrous Na2SO4Water removal stands 5h.Filtering Desiccant is removed, filtrate is collected and rotates removing solvent, then through 100 DEG C of 36 h of vacuum drying, obtains benzotriazole functionalization Corrosion resistant ionic liquid is denoted as [C2C14BTA][Bz]。
By 3 g benzotriazole functionalization corrosion resistant ionic liquid [C2C14BTA] [Bz] be dissolved in 97 g base oils In PEG600, disperses 1 min through ultrasonic wave, can be obtained the 100 g corrosion resistant ionic liquid of functionalization containing benzotriazole Lubricant compositions are denoted as PEG600+3% [C2C14BTA][Bz]。

Claims (9)

1. benzotriazole functionalization corrosion resistant ionic liquid, it is characterised in that the structural formula of the ionic liquid is as follows, referred to as [CxCyBTA] [Bz]:
, wherein x is R1Carbon atom number in group, y R2In group Carbon atom number.
2. ionic liquid as described in claim 1, it is characterised in that the R1、R2Group is the alkane that carbon atom number is 1-16 Base.
3. ionic liquid as claimed in claim 2, it is characterised in that the R1Group is one of ethyl or normal-butyl;Institute State R2Group is one of normal-butyl, n-hexyl or n-tetradecane base.
4. the preparation method of benzotriazole functionalization corrosion resistant ionic liquid as described in any one of claims 1 to 3, It is characterized in that specific steps are as follows: by [CxCyBTA] Br is dissolved in distilled water, sodium benzoate is added, in 40-80 DEG C of reaction 16-30h, After reaction, it is cooled to room temperature, is extracted with chloroform, collect chloroform and mutually remove water, filtrate is collected by filtration and rotates removing solvent, pass through 80-120 DEG C of vacuum drying 24-36 h, obtains benzotriazole functionalization corrosion resistant ionic liquid;[the CxCyBTA]Br Structural formula be
5. preparation method as claimed in claim 4, it is characterised in that [the CxCyBTA] molar ratio of Br and sodium benzoate is 1:1.1~1.5。
6. benzotriazole functionalization corrosion resistant ionic liquid is in terms of lubricant as described in any one of claims 1 to 3 Application.
7. application as claimed in claim 6, it is characterised in that by [CxCyBTA] [Bz] be dissolved in the oil of polyethylene glycol basis, through super Sound wave dispersion 1-5 min can be obtained the lubricant compositions of benzotriazole functionalization corrosion resistant ionic liquid.
8. the use as claimed in claim 7, it is characterised in that [C in the lubricant compositionsxCyBTA] [Bz] quality point Number is 1-3%, and the mass fraction of polyethylene glycol basis oil is 97-99%.
9. application as claimed in claim 7 or 8, it is characterised in that polyethylene glycol basis oil be PEG200, PEG400, One of PEG600.
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CN110655967A (en) * 2019-06-13 2020-01-07 徐武警 Functional polymer coated ionic liquid lubricating oil additive and preparation method and application thereof
CN110655967B (en) * 2019-06-13 2022-08-09 圣保路石油化工(天津)股份有限公司 Functional polymer coated ionic liquid lubricating oil additive and preparation method and application thereof
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CN110862356A (en) * 2019-12-04 2020-03-06 中国科学院兰州化学物理研究所 Benzotriazole functionalized quaternary ammonium salt ionic liquid and preparation method and application thereof
CN110845430B (en) * 2019-12-04 2021-03-09 中国科学院兰州化学物理研究所 Benzotriazole functionalized quaternary ammonium salt and preparation method and application thereof
CN111004669A (en) * 2019-12-11 2020-04-14 中国科学院兰州化学物理研究所 Ionic liquid lignin lubricating composition and preparation method and application thereof
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