CN111574560A - Phosphorus-containing ionic liquid and preparation method and application thereof - Google Patents
Phosphorus-containing ionic liquid and preparation method and application thereof Download PDFInfo
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- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims abstract description 85
- 229910052698 phosphorus Inorganic materials 0.000 title claims abstract description 85
- 239000011574 phosphorus Substances 0.000 title claims abstract description 85
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 48
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 239000002199 base oil Substances 0.000 claims abstract description 51
- 239000010687 lubricating oil Substances 0.000 claims abstract description 24
- 239000000654 additive Substances 0.000 claims abstract description 12
- 230000000996 additive effect Effects 0.000 claims abstract description 8
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 9
- 238000001704 evaporation Methods 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 8
- KYVBNYUBXIEUFW-UHFFFAOYSA-N 1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(=N)N(C)C KYVBNYUBXIEUFW-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 7
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 4
- 239000003957 anion exchange resin Substances 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 235000005687 corn oil Nutrition 0.000 claims description 3
- 239000002285 corn oil Substances 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 230000000694 effects Effects 0.000 description 12
- 229910000831 Steel Inorganic materials 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 231100000241 scar Toxicity 0.000 description 7
- 239000000243 solution Substances 0.000 description 5
- 238000005299 abrasion Methods 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000001050 lubricating effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 230000001603 reducing effect Effects 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003139 buffering effect Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/30—Phosphinic acids R2P(=O)(OH); Thiophosphinic acids, i.e. R2P(=X)(XH) (X = S, Se)
- C07F9/301—Acyclic saturated acids which can have further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C277/00—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C277/08—Preparation of guanidine or its derivatives, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups of substituted guanidines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/04—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to acyclic carbon atoms of a carbon skeleton
-
- 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
- C10M141/10—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 phosphorus-containing compound
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
- C10M2223/063—Ammonium or amine salts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Lubricants (AREA)
Abstract
The invention discloses a phosphorus-containing ionic liquid and a preparation method and application thereof. And the phosphorus-containing ionic liquid serving as an additive is uniformly mixed with the base oil to obtain the phosphorus-containing lubricating oil. The phosphorus-containing ionic liquid has excellent wear resistance and friction reduction performance when being used as a lubricating oil additive.
Description
Technical Field
The invention belongs to the technical field of lubricating oil, and particularly relates to lubricating oil based on phosphorus-containing ionic liquid as an additive and a preparation method thereof.
Background
The lubricating oil is a liquid or semisolid lubricating agent used for reducing friction loss and protecting machines and workpieces in various automobiles and mechanical equipment, and mainly plays roles in lubrication, rust prevention, sealing, buffering and the like.
In the current lubricating oil market, the traditional lubricating oil additives are still the dominant ones. The traditional lubricating oil additive contains elements such as sulfur, chlorine and the like, the pollution to the environment in the use process is not in accordance with the environment-friendly idea, and meanwhile, a compound lubricating film is generated due to instantaneous high temperature and high pressure in the friction process, and the compound lubricating film is hard and brittle, so that the compound lubricating film continuously falls off in the friction process, the friction effect is reduced, and mechanical hardware is corroded.
The ionic liquid is in a liquid state at or near room temperature and is completely composed of positive and negative ions. The ionic liquid has the advantages of nonflammability and explosiveness, low melting point, low volatility, good oxidation resistance, high thermal stability and the like, and functional groups are introduced into ions of the ionic liquid to functionalize the ionic liquid by the aid of designability of the ionic liquid.
Therefore, the design and development of the anti-wear and anti-friction lubricating oil have great significance.
Disclosure of Invention
One of the purposes of the invention is to provide a phosphorus-containing ionic liquid.
The invention also aims to provide the phosphorus-containing lubricating oil which takes the phosphorus-containing ionic liquid as an additive and has excellent wear-resistant and friction-reducing properties.
The technical scheme adopted by the invention is as follows: a phosphorus-containing ionic liquid, the phosphorus-containing ionic liquid being comprised of a cation and an anion;
the cation is
The anion is
A preparation method of a phosphorus-containing ionic liquid, wherein the structural formula of the phosphorus-containing ionic liquid is shown as (I), and the preparation method comprises the following steps: dissolving tetramethylguanidine and di (2-ethylhexyl) phosphate in cyclohexane, stirring at room temperature for 24-48h, extracting the product with water, evaporating and concentrating to obtain phosphorus-containing ionic liquid with structural formula shown in (I);
further, the above preparation method, in terms of mole ratio, tetramethylguanidine: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
A preparation method of a phosphorus-containing ionic liquid, wherein the structural formula of the phosphorus-containing ionic liquid is shown as (II), and the preparation method comprises the following steps: dissolving tetrabutylammonium bromide in water, and passing through 717 anion exchange resin to obtain a hydroxyl intermediate water solution; adding di (2-ethylhexyl) phosphate into the hydroxyl intermediate water solution, stirring for 24-48h at room temperature, and evaporating and concentrating to obtain phosphorus-containing ionic liquid with a structural formula shown as (II);
further, the preparation method comprises the following steps of (1) according to a molar ratio, tetrabutylammonium bromide: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
The phosphorus-containing ionic liquid provided by the invention is used as an additive in the preparation of phosphorus-containing lubricating oil.
Further, the method comprises the step of uniformly mixing the phosphorus-containing ionic liquid and the base oil to obtain the phosphorus-containing lubricating oil.
Furthermore, the addition amount of the phosphorus-containing ionic liquid is 0.5-3.0% of the mass of the base oil.
Further, the base oil is selected from the group consisting of 500N base oil, PAO base oil, 400SN base oil, GTL430 base oil, corn oil, synthetic ester 6180 base oil, a51 base oil and NP451 base oil.
The invention has the beneficial effects that:
1. the phosphorus-containing ionic liquid prepared by the invention has the advantages of simple preparation process, low raw material cost and good oil solubility.
2. The phosphorus-containing ionic liquid prepared by the invention does not contain sulfur or halogen, and is relatively friendly to the environment.
3. The phosphorus-containing ionic liquid prepared by the invention can be used as an additive to be applied to lubricating oil, and has excellent wear-resistant and antifriction properties.
4. The phosphorus-containing ionic liquid prepared by the invention is only added into the basic lubricating oil by 0.5-3.0 wt%, the addition amount is small, and the cost is reduced.
Detailed Description
The foregoing aspects of the present invention are described in further detail with reference to specific examples, which are intended to represent only some embodiments, rather than all embodiments, of the present invention, and all technical equivalents which may be resorted to based on the teachings of the present invention are intended to fall within the scope of the present invention.
A phosphorus-containing ionic liquid having a formula as shown in (I) or (II):
a preparation method of a phosphorus-containing ionic liquid comprises the following steps: dissolving tetramethylguanidine and di (2-ethylhexyl) phosphate in cyclohexane, stirring at room temperature for 24-48h, extracting the product with water, and evaporating and concentrating to obtain the phosphorus-containing ionic liquid with the structural formula shown in (I).
Further, the above preparation method, in terms of mole ratio, tetramethylguanidine: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
A preparation method of a phosphorus-containing ionic liquid comprises the following steps: dissolving tetrabutylammonium bromide in water, and passing through 717 anion exchange resin to obtain a hydroxyl intermediate water solution; adding the di (2-ethylhexyl) phosphate into the hydroxyl intermediate water solution, stirring for 24-48h at room temperature, filtering, evaporating and concentrating to obtain the phosphorus-containing ionic liquid with the structural formula shown as (II).
Further, the preparation method comprises the following steps of (1) according to a molar ratio, tetrabutylammonium bromide: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
Example 1
The preparation method of the phosphorus-containing ionic liquid comprises the following steps:
dissolving 1mol of tetramethylguanidine and 1.2mol of di (2-ethylhexyl) phosphate in 50mL of cyclohexane, stirring at room temperature for 48 hours, extracting a product with water, evaporating and concentrating to obtain a target product, namely phosphorus-containing ionic liquid-1, and drying for later use; the structural formula of the phosphorus-containing ionic liquid-1 is shown as (I).
Example 2
The preparation method of the phosphorus-containing ionic liquid comprises the following steps:
1mol of tetrabutylammonium bromide was dissolved in 30mL of water to prepare an aqueous tetrabutylammonium bromide solution. And (3) passing the tetrabutylammonium bromide aqueous solution through a 717 anion exchange resin to obtain a hydroxyl intermediate aqueous solution. Adding 1.2mol of di (2-ethylhexyl) phosphate into the obtained hydroxyl intermediate aqueous solution, stirring at room temperature for 48h, evaporating and concentrating to obtain a target product, namely phosphorus-containing ionic liquid-2, and drying for later use; the structural formula of the phosphorus-containing ionic liquid-2 is shown as (II):
example 3
Phosphorus-containing lubricating oil
The preparation method comprises the following steps: and uniformly mixing the phosphorus-containing ionic liquid and the base oil to obtain the phosphorus-containing lubricating oil.
The addition amount of the phosphorus-containing ionic liquid is 0.5-3.0% of the mass of the base oil.
The base oil is selected from the group consisting of 500N base oil, PAO base oil, 400SN base oil, GTL430 base oil, corn oil, synthetic ester 6180 base oil, A51 base oil and NP451 base oil.
Influence of addition amount of (I) phosphorus-containing ionic liquid-1 on frictional wear performance of phosphorus-containing GTL430 lubricating oil
Preparation of the phosphorus-containing GTL430 lubricating oil: the phosphorus-containing ionic liquid-1 prepared in example 1 was added to GTL430 base oil and mixed well. The addition amount of the phosphorus-containing ionic liquid-1 is shown in Table 1, and the addition amount of the phosphorus-containing ionic liquid-1 is 0.5-3.0 wt% of the mass of the GTL430 base oil.
Frictional wear performance test: the friction performance of the phosphorus-containing ionic liquid-1 in GTL430 base oil is measured by adopting a four-ball friction wear testing machine produced by Jinan blue wave testing equipment Co. The steel ball material GCR15, the diameter is 12.7mm, the hardness is 63, the test conditions are as follows: the load is 147N, the temperature is 75 ℃, the time is 60min, and the rotating speed is 1200 r/min. The average coefficient of friction and the size of the wear scar diameter for the steel/steel friction pair are shown in table 1.
TABLE 1 anti-wear and anti-friction Effect of phosphorus-containing Ionic liquids-1 as additives in GTL430 base oils
As can be seen from Table 1, the average friction coefficient in the GTL430 base oil to which the phosphorus-containing ionic liquid-1 was not added was 0.097, and the wear scar diameter was 0.691 mm. Compared with pure base oil, the GTL430 base oil added with different amounts of phosphorus-containing ionic liquid-1 has obviously improved antifriction and antiwear effects, and when the addition amount of the phosphorus-containing ionic liquid-1 is 1.5%, the minimum average friction coefficient is 0.065, and the antifriction effect is optimal. When the addition amount is 1.5%, the minimum diameter of the abrasion spot is 0.398mm, and the abrasion resistant effect is optimal.
Influence of addition amount of (II) phosphorus-containing ionic liquid-2 on frictional wear performance of phosphorus-containing GTL430 lubricating oil
Preparation of the phosphorus-containing GTL430 lubricating oil: the phosphorus-containing ionic liquid-2 prepared in example 2 was added to GTL430 base oil and mixed well. The addition amount of the phosphorus-containing ionic liquid-2 is shown in Table 2, and the addition amount of the phosphorus-containing ionic liquid-2 is 0.5-3.0 wt% of the mass of the GTL430 base oil.
Frictional wear performance test: the friction performance of ionic liquid-2 in GTL430 base oil is measured by adopting a four-ball friction wear testing machine produced by Jinan blue wave testing equipment Co. The steel ball material GCR15, the diameter is 12.7mm, the hardness is 63, the test conditions are as follows: the load is 147N, the temperature is 75 ℃, the time is 60min, and the rotating speed is 1200 r/min. The average coefficient of friction and the size of the wear scar diameter for the steel/steel friction pair are shown in table 2.
TABLE 2 anti-wear and anti-friction Effect of phosphorus-containing Ionic liquids-2 as additives in GTL430 base oils
As can be seen from Table 2, the average friction coefficient in the GTL430 base oil to which the phosphorus-containing ionic liquid-2 was not added was 0.097, and the wear scar diameter was 0.691 mm. Compared with pure base oil, the GTL430 base oil added with different amounts of phosphorus-containing ionic liquid-2 has obviously improved antifriction and antiwear effects, when the addition amount of the ionic liquid-2 is 1.5%, the minimum average friction coefficient is 0.061, the antifriction effect is optimal, when the addition amount is 1.5%, the minimum diameter of a wear scar is 0.360mm, and the antiwear effect is optimal.
Influence of addition amount of (tri) phosphorus-containing ionic liquid-2 on frictional wear performance of phosphorus-containing 500N lubricating oil
Preparation of phosphorus-containing 500N lubricating oil: the phosphorus-containing ionic liquid-2 prepared in example 2 was added to 500N base oil and mixed well. The amount of the phosphorus-containing ionic liquid-2 added is shown in Table 3, and the amount of the phosphorus-containing ionic liquid-2 added is 0.5 to 3.0 wt% based on the mass of 500N base oil.
Frictional wear performance test: the friction performance of ionic liquid-3 in GTL430 base oil is measured by adopting a four-ball friction wear testing machine produced by Jinan blue wave testing equipment Co. The steel ball material GCR15, the diameter is 12.7mm, the hardness is 63, the test conditions are as follows: the load is 147N, the temperature is 75 ℃, the time is 60min, and the rotating speed is 1200 r/min. The average coefficient of friction and the size of the wear scar diameter for the steel/steel friction pair are shown in table 3.
TABLE 3 anti-wear and anti-friction Effect of phosphorus-containing Ionic liquids-2 as additives in 500N base oils
As can be seen from Table 3, the average friction coefficient in the 500N base oil to which the phosphorus-containing ionic liquid-2 was not added was 0.110 and the wear scar diameter was 0.687 mm. Compared with pure base oil, the 500N added with different amounts of phosphorus-containing ionic liquid-2 has obviously improved friction reducing and wear resisting effects, when the addition amount of the phosphorus-containing ionic liquid-2 is 2.0 percent, the minimum average friction coefficient is 0.065, and the friction reducing effect is optimal. When the addition amount is 2.0%, the minimum diameter of the abrasion spot is 0.349mm, and the abrasion resistant effect is optimal.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (9)
1. A phosphorus-containing ionic liquid, characterized in that the phosphorus-containing ionic liquid is composed of a cation and an anion;
the cation is
The anion is
2. The preparation method of the phosphorus-containing ionic liquid is characterized in that the structural formula of the phosphorus-containing ionic liquid is shown as (I), and the preparation method comprises the following steps: dissolving tetramethylguanidine and di (2-ethylhexyl) phosphate in cyclohexane, stirring at room temperature for 24-48h, extracting the product with water, evaporating and concentrating to obtain phosphorus-containing ionic liquid with structural formula shown in (I);
3. the method according to claim 2, wherein the molar ratio of tetramethylguanidine: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
4. The preparation method of the phosphorus-containing ionic liquid is characterized in that the structural formula of the phosphorus-containing ionic liquid is shown as (II), and the preparation method comprises the following steps: dissolving tetrabutylammonium bromide in water, and passing through 717 anion exchange resin to obtain a hydroxyl intermediate water solution; adding di (2-ethylhexyl) phosphate into the hydroxyl intermediate water solution, stirring for 24-48h at room temperature, and evaporating and concentrating to obtain phosphorus-containing ionic liquid with a structural formula shown as (II);
5. the process according to claim 4, wherein the molar ratio of tetrabutylammonium bromide: di (2-ethylhexyl) phosphate 1: 1.2-1.5.
6. Use of the phosphorus-containing ionic liquid of claim 1 as an additive in the preparation of a phosphorus-containing lubricating oil.
7. The use of claim 6, wherein the method comprises mixing the phosphorus-containing ionic liquid and the base oil uniformly to obtain the phosphorus-containing lubricating oil.
8. The use according to claim 7, wherein the phosphorus-containing ionic liquid is added in an amount of 0.5-3.0% by mass of the base oil.
9. Use according to claim 7, wherein the base oil is selected from the group consisting of 500N base oil, PAO base oil, 400SN base oil, GTL430 base oil, corn oil, synthetic ester 6180 base oil, A51 base oil and NP451 base oil.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112142778A (en) * | 2020-10-10 | 2020-12-29 | 中国科学院兰州化学物理研究所 | Ionic liquid with oil solubility and water solubility as well as preparation method and application thereof |
| CN116143829A (en) * | 2022-12-23 | 2023-05-23 | 中国科学院兰州化学物理研究所 | High extreme pressure proton type ionic liquid, preparation method and application thereof as oil-based additive |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101358156A (en) * | 2007-08-03 | 2009-02-04 | 赢创戈尔德施米特有限公司 | Use of ionic liquids for the lubrication of components in wind power plants |
| US20100093577A1 (en) * | 2006-12-19 | 2010-04-15 | Craig Ritchie | Lubricting oil compositions and uses |
| CN108863761A (en) * | 2018-06-15 | 2018-11-23 | 浙江大学 | A kind of hydrophobicity quaternary ammonium type biocompatible ions liquid and its preparation method and application |
-
2020
- 2020-06-03 CN CN202010492000.3A patent/CN111574560A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20100093577A1 (en) * | 2006-12-19 | 2010-04-15 | Craig Ritchie | Lubricting oil compositions and uses |
| CN101358156A (en) * | 2007-08-03 | 2009-02-04 | 赢创戈尔德施米特有限公司 | Use of ionic liquids for the lubrication of components in wind power plants |
| CN108863761A (en) * | 2018-06-15 | 2018-11-23 | 浙江大学 | A kind of hydrophobicity quaternary ammonium type biocompatible ions liquid and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| 朱丽丽等: "膦酸酯离子液体在合成多元醇酯过程中的双重作用:从催化剂到合成酯的减摩抗磨添加剂", 《摩擦学学报》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112142778A (en) * | 2020-10-10 | 2020-12-29 | 中国科学院兰州化学物理研究所 | Ionic liquid with oil solubility and water solubility as well as preparation method and application thereof |
| CN116143829A (en) * | 2022-12-23 | 2023-05-23 | 中国科学院兰州化学物理研究所 | High extreme pressure proton type ionic liquid, preparation method and application thereof as oil-based additive |
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