CN116574549A - Thioether thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive, preparation method and application - Google Patents

Thioether thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive, preparation method and application Download PDF

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CN116574549A
CN116574549A CN202310542166.5A CN202310542166A CN116574549A CN 116574549 A CN116574549 A CN 116574549A CN 202310542166 A CN202310542166 A CN 202310542166A CN 116574549 A CN116574549 A CN 116574549A
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thiadiazole
reaction
additive
lubricating oil
ethyl
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CN116574549B (en
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董均阳
李维民
王晓波
赵改青
张恩惠
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Qingdao Center Of Resource Chemistry & New Materials
Lanzhou Institute of Chemical Physics LICP of CAS
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Qingdao Center Of Resource Chemistry & New Materials
Lanzhou Institute of Chemical Physics LICP of CAS
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    • CCHEMISTRY; METALLURGY
    • 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
    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/32Heterocyclic sulfur, selenium or tellurium compounds
    • C10M135/36Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/121,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/1251,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • 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
    • CCHEMISTRY; METALLURGY
    • 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
    • C10M2207/28Esters
    • C10M2207/2805Esters used as base material
    • CCHEMISTRY; METALLURGY
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106Thiadiazoles
    • CCHEMISTRY; METALLURGY
    • 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
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
    • 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
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/54Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

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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)
  • Lubricants (AREA)

Abstract

The invention discloses a thioether thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive, a preparation method and application. The method comprises the following steps: mixing 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol and dodecyl mercaptan, and stirring to obtain a mixed solution A; dropwise adding hydrogen peroxide into the mixed solution A, heating to 75-80 ℃, and maintaining the temperature to stir for reaction; after stopping the reaction, distilling under reduced pressure to remove the solvent to obtain a tan transparent liquid product; mixing the yellow brown transparent liquid product with the ethyl iodide, heating to 70-75 ℃, maintaining the temperature and stirring for reaction; filtering, drying, washing, and distilling off the solvent under reduced pressure to obtain 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt. The mercaptothiadiazole ionic liquid extreme pressure antiwear additive can be directly applied to synthetic ester lubricating oil and has good extreme pressure antiwear effect.

Description

Thioether thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive, preparation method and application
Technical Field
The invention relates to a thioether thiadiazole ionic liquid extreme pressure antiwear additive for synthetic ester lubricating oil, a preparation method and application thereof, and belongs to the technical field of lubricating oil additives.
Background
The dimercaptothiadiazole can form a stronger adsorption film on a metal friction surface by complexing and coordinating with the metal surface, thereby effectively reducing the friction coefficient between the friction pair metal surfaces. As an extreme pressure antiwear additive of lubricating grease, the dimercaptothiadiazole derivative not only has the general property of the thiadiazole derivative-the complexing and passivating effect on metal, but also has very strong extreme pressure antiwear performance and synergistic antioxidant performance in lubricating grease; particularly, the lubricating grease has excellent bearing, antifriction and antiwear performances under the heavy-load working condition of mechanical equipment, and is widely applied to various high-end equipment and mechanical bearing lubricating grease.
By searching, no report is made on the synthesis of 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt in the prior art.
Because the thiadiazole derivative has strong polarity and is difficult to dissolve in lubricating oil mainly containing aliphatic hydrocarbon, the application range of the thiadiazole derivative is greatly limited, and the thiadiazole derivative can be used as an extreme pressure antiwear additive in lubricating oil only by modifying or modifying the structure of the thiadiazole derivative and enhancing the oil solubility of the thiadiazole derivative. The sulfhydryl thiadiazole ionic liquid extreme pressure antiwear additive is synthesized and prepared by the invention, can be directly applied to synthetic ester lubricating oil, and has good extreme pressure antiwear effect.
Disclosure of Invention
The invention provides a thioether thiadiazole ionic liquid extreme pressure antiwear additive for synthetic ester lubricating oil, a preparation method and application thereof. According to the invention, 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is synthesized for the first time, and the 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is used as a lubricating additive to be added into synthetic ester lubricating oil, so that the extreme pressure wear resistance of the synthetic ester lubricating oil is improved. The invention uses 2, 5-dimercapto-1, 3, 4-thiadiazole, hydrogen peroxide, tertiary dodecyl mercaptan, ethyl iodide and the like as raw materials, and the additive product is obtained through two steps of reactions, and the synthetic route is shown in figure 1:
the invention adopts the following technical scheme:
a thioether thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive has a structure shown in the following formula:
the preparation method of the additive comprises the following steps:
(1) Mixing 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol and dodecyl mercaptan, and stirring to obtain a mixed solution A; dropwise adding hydrogen peroxide into the mixed solution A, heating to 75-80 ℃, and maintaining the temperature to stir for reaction; after stopping the reaction, distilling under reduced pressure to remove the solvent to obtain a tan transparent liquid product;
(2) Mixing the yellow brown transparent liquid product with the ethyl iodide, heating to 70-75 ℃, maintaining the temperature and stirring for reaction; filtering, drying, washing, and distilling off the solvent under reduced pressure to obtain 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt.
Further, the additive is 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt.
Further, in the step (1), the mass ratio of the 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol and dodecyl mercaptan is 1:5.7 to 5.9:2.6 to 2.8. For example, in step (1), the mass ratio of 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol, and dodecyl mercaptan is 1:5.8:2.6 to 2.8, 1:5.7 to 5.9:2.6, 1:5.7 to 5.9:2.7 or 1:5.8:2.7.
further, in the step (1), the reaction is stirred for 2 to 4 hours.
Further, in the step (1), the mass ratio of the 2, 5-dimercapto-1, 3, 4-thiadiazole to the hydrogen peroxide is 1:0.7 to 0.9. For example, the mass ratio of the 2, 5-dimercapto-1, 3, 4-thiadiazole to the hydrogen peroxide is 1:0.8.
further, in the step (2), the molar ratio of the yellow brown transparent liquid product to the ethyl iodide is 1:1.0 to 1.1. For example, the molar ratio of tan clear liquid product to ethyl iodide is 1:1.05.
further, in the step (2), the reaction is stirred for 18 to 22 hours.
The use of the additives described above, said additives being incorporated into synthetic ester lubricating oils.
Further, the additive is added in an amount of 2% based on the mass of the synthetic ester lubricating oil.
The 2, 5-bis (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is synthesized by the following steps:
specifically, the specific synthesis method of the 2, 5-bis (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is as follows: adding 2, 5-dimercapto-1, 3, 4-thiadiazole into a three-necked flask, then adding ethanol into the system, and stirring at room temperature for 0.5-1.0 hour; dodecyl mercaptan is added into a three-necked flask and stirred at room temperature; dropwise adding hydrogen peroxide into the system, controlling the temperature of the system, avoiding rapid heating, slowly heating to 75-80 ℃, maintaining the temperature, and stirring for reaction for 2-4 hours; after the reaction was stopped, the solvent was distilled off under reduced pressure to give a tan clear liquid product.
Adding the yellow brown transparent liquid product and the ethyl iodide into another three-necked flask, slowly heating to 70-75 ℃, maintaining the temperature and stirring for reaction for 18-22 hours; filtering, drying, washing with petroleum ether, distilling under reduced pressure to remove solvent, and obtaining brown solid as additive target product.
The molecular structure is innovative, and 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is synthesized for the first time and used as an antiwear additive of lubricating oil.
The 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt is used as an additive, so that the oil solubility of the thiadiazole derivative is enhanced, the thiadiazole derivative can be applied to the synthesis of ester base oil, and the extreme pressure antiwear performance of the thiadiazole derivative can be effectively improved. Meanwhile, the invention has the advantages of simple synthesis and preparation method, high product yield and the like.
Drawings
FIG. 1 is a synthetic route diagram of 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodisalt;
FIG. 2 is a nuclear magnetic resonance spectrum of 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt.
Detailed Description
The invention will now be described in detail with reference to the accompanying drawings and specific embodiments thereof. The following examples are intended to be illustrative only and the scope of the invention is to be construed as including the full breadth of the claims and by the recitation of the following examples, the full breadth of the claims can be fully set forth by those skilled in the art.
The invention uses 2, 5-dimercapto-1, 3, 4-thiadiazole, hydrogen peroxide, tertiary dodecyl mercaptan, ethyl iodide and the like as raw materials, and the additive product is obtained through two steps of reactions, and the synthetic route is shown in figure 1.
The specific synthesis method is as follows: adding a certain amount of 2, 5-dimercapto-1, 3, 4-thiadiazole into a three-neck flask, then adding a proper amount of ethanol into the system, and stirring at room temperature for 0.5-1.0 hour; adding a certain amount of dodecyl mercaptan into a three-necked flask, and stirring at room temperature; dropwise adding hydrogen peroxide into the system, controlling the temperature of the system, avoiding rapid heating, slowly heating to 75-80 ℃, maintaining the temperature, and stirring for reaction for 2-4 hours; after the reaction was stopped, the solvent was distilled off under reduced pressure to give a tan clear liquid product.
Adding a proper amount of yellow brown transparent liquid product and ethyl iodide into another three-necked flask, slowly heating to 70-75 ℃, maintaining the temperature, and stirring for reaction for 18-22 hours; filtering, drying, washing with petroleum ether, distilling under reduced pressure to remove solvent, and obtaining brown solid as additive target product.
The following raw materials in the examples of the invention are as follows:
synthetic ester base oils (rayleigh, DIPE); traditional commercial antiwear additives ZDDP (Rate Feng Xincai, RF 2202).
Embodiment one:
15g of 2, 5-dimercapto-1, 3, 4-thiadiazole was added to the three-necked flask, followed by adding 110mL of ethanol to the system, and stirring at room temperature for 0.6 hours; 40.4g of dodecyl mercaptan was added to a three-necked flask and stirred at room temperature; dropwise adding hydrogen peroxide (11.4 g in total) into the system, controlling the temperature of the system, avoiding rapid heating, slowly heating to 75 ℃, maintaining the temperature and stirring for reaction for 2 hours; after the reaction was stopped, the solvent was distilled off under reduced pressure to give a tan clear liquid product.
Adding 0.1mol of a yellow brown transparent liquid product and 0.1mol of ethyl iodide into another three-necked flask, slowly heating to 70 ℃, maintaining the temperature and stirring for reaction for 18 hours; filtering, drying, washing with petroleum ether, distilling under reduced pressure to remove solvent, and obtaining the 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt which is the target product of the additive. The molecular structure of the 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt is determined by nuclear magnetic resonance spectroscopy (shown in figure 2). The number of hydrogen atoms in the molecular structure of the target product 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt is consistent with the characteristic result of nuclear magnetic resonance spectroscopy, and the correctness of the molecular structure of the synthesized additive product is proved.
2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt is added into synthetic ester base oil (Rayleigh, DIPE), and the iodized salt accounts for 2.0% of the synthetic ester base oil by mass. The SRV test result shows that when the test load is 500N, the abrasion volume of the synthesized ester base oil sample is 14.36 multiplied by 10 after the ionic liquid additive is added 6 μm 3 Reduced to 2.92×10 6 μm 3 About, the abrasion volume of the synthetic ester base oil sample was measured from that of the conventional commercial antiwear additive ZDDP (Rayleigh Feng Xincai, RF 2202) added14.36×10 6 μm 3 Reduced to 6.35×10 6 μm 3 Left and right.
Embodiment two:
120g of 2, 5-dimercapto-1, 3, 4-thiadiazole was added to the three-necked flask, and then 685g of ethanol was added to the system, followed by stirring at room temperature for 1.0 hour; 325g of dodecyl mercaptan was added to a three-necked flask and stirred at room temperature; hydrogen peroxide (90 g) is added into the system dropwise, the temperature of the system is controlled, and rapid temperature rise is avoided.
Slowly heating to 80 ℃, maintaining the temperature and stirring for reaction for 4 hours; after the reaction was stopped, the solvent was distilled off under reduced pressure to give a tan clear liquid product.
Adding 0.2mol of a yellow brown transparent liquid product and 0.2mol of ethyl iodide into another three-necked flask, slowly heating to 75 ℃, maintaining the temperature and stirring for reaction for 22 hours; filtering, drying, washing with petroleum ether, distilling under reduced pressure to remove solvent, and obtaining the 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt which is the target product of the additive. The molecular structure of the 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt is determined by nuclear magnetic resonance spectroscopy (shown in figure 2).
The 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt synthesized in the second embodiment is added into the synthetic ester base oil, and the iodized salt accounts for 2.0% of the mass of the synthetic ester base oil. The SRV test result shows that when the test load is 500N, the abrasion volume of the synthesized ester base oil sample is 15.19 multiplied by 10 after the ionic liquid additive is added 6 μm 3 Reduced to 2.76×10 6 μm 3 About, the abrasion volume of the synthetic ester base oil sample is 15.19X10 after adding the traditional commercial antiwear additive ZDDP 6 μm 3 Reduced to 6.61×10 6 μm 3 Left and right.
Embodiment III:
45g of 2, 5-dimercapto-1, 3, 4-thiadiazole was added to the three-necked flask, followed by adding 330mL of ethanol to the system, and stirring at room temperature for 0.6 hours; 118g of dodecyl mercaptan was added to a three-necked flask and stirred at room temperature; dropwise adding hydrogen peroxide (34.2 g in total) into the system, controlling the temperature of the system, avoiding rapid heating, slowly heating to 75 ℃, maintaining the temperature and stirring for reaction for 3 hours; after the reaction was stopped, the solvent was distilled off under reduced pressure to give a tan clear liquid product.
Adding 0.1mol of a yellow brown transparent liquid product and 0.1mol of ethyl iodide into another three-necked flask, slowly heating to 70 ℃, maintaining the temperature and stirring for reaction for 20 hours; filtering, drying, washing with petroleum ether, distilling under reduced pressure to remove solvent, and obtaining the 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt which is the target product of the additive. The molecular structure of the 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt is determined by nuclear magnetic resonance spectroscopy (shown in figure 2).
The 2, 5-bis (dodecyl disulfide) -3-ethyl-1, 3, 4-thiadiazole iodized salt synthesized in the third embodiment is added into the synthetic ester base oil, and the iodized salt accounts for 2.0% of the mass of the synthetic ester base oil. The SRV test result shows that when the test load is 500N, the abrasion volume of the synthesized ester base oil sample is 14.90 multiplied by 10 after the ionic liquid additive is added 6 μm 3 Reduced to 2.59X10 6 μm 3 About, the abrasion volume of the synthetic ester base oil sample is 14.90×10 after the traditional commercial antiwear additive ZDDP is added 6 μm 3 Reduced to 6.27×10 6 μm 3 Left and right.
The tribological property evaluation method (i.e., tribological property SRV test) employed in examples 1 to 3 of the present invention is as follows:
adding an ionic liquid additive product into the synthetic ester lubricating oil, and evaluating the tribological performance of the lubricating oil by adopting an Optimel-SRV IV friction and wear testing machine, wherein the friction coefficient is given by the testing machine; the surface topography of the plaque was detected using a microXAM-3D three-dimensional profiler and the wear volume was calculated using software. The test conditions were: the load is 500N, the temperature is 150 ℃, the amplitude is 1mm, the frequency is 25Hz, and the test time is 30min. The upper test ball and the lower test disc are GCr15 steel (SAE 52100, hardness is 59-61 HRC), and the diameter of the upper test ball is 10mm; the lower test disc had a diameter of 24mm and a thickness of 8.0mm. Three lubricant samples were added drop wise to the ball-and-disc contact sites prior to each test.
Table 1 wear volume of example lubricant samples
Sample of Synthetic ester base oils Additive (2%) of the present invention ZDDP(2%)
Example 1 14.36×10 6 μm 3 2.92×10 6 μm 3 6.35×10 6 μm 3
Example 2 15.19×10 6 μm 3 2.76×10 6 μm 3 6.61×10 6 μm 3
Example 3 14.90×10 6 μm 3 2.59×10 6 μm 3 6.27×10 6 μm 3
The present invention is not described in detail in part as being well known to those skilled in the art. The above examples are merely illustrative of preferred embodiments of the invention, which are not exhaustive of all details, nor are they intended to limit the invention to the particular embodiments disclosed. Various modifications and improvements of the technical scheme of the present invention will fall within the protection scope of the present invention as defined in the claims without departing from the design spirit of the present invention.

Claims (9)

1. The sulfide thiadiazole ionic liquid lubricating oil extreme pressure antiwear additive is characterized by having a structure shown in the following formula:
2. the method for preparing the additive as claimed in claim 1, comprising the steps of:
(1) Mixing 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol and dodecyl mercaptan, and stirring to obtain a mixed solution A; dropwise adding hydrogen peroxide into the mixed solution A, heating to 75-80 ℃, and maintaining the temperature to stir for reaction; after stopping the reaction, distilling under reduced pressure to remove the solvent to obtain a tan transparent liquid product;
(2) Mixing the yellow brown transparent liquid product with the ethyl iodide, heating to 70-75 ℃, maintaining the temperature and stirring for reaction; filtering, drying, washing, and distilling off the solvent under reduced pressure to obtain 2, 5-di (dodecyl disulfide group) -3-ethyl-1, 3, 4-thiadiazole iodized salt.
3. The method according to claim 2, wherein in the step (1), the mass ratio of 2, 5-dimercapto-1, 3, 4-thiadiazole, ethanol and dodecyl mercaptan is 1:5.7 to 5.9:2.6 to 2.8.
4. The method according to claim 2, wherein in the step (1), the reaction is stirred for 2 to 4 hours.
5. The method according to claim 1, wherein in the step (1), the mass ratio of the 2, 5-dimercapto-1, 3, 4-thiadiazole to the hydrogen peroxide is 1:0.7 to 0.9.
6. The process of claim 2, wherein in step (2), the molar ratio of tan clear liquid product to ethyl iodide is 1:1.0 to 1.1.
7. The method according to claim 1, wherein in the step (2), the reaction is stirred for 18 to 22 hours.
8. The use of an additive according to claim 1, wherein said additive is added to a synthetic ester lubricant.
9. The use according to claim 8, wherein the additive is added in an amount of 2% by mass of the synthetic ester lubricating oil.
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V. S. GORBUNOV: "Immobilized Acid Catalysts in the Oxidation of Sulfur-Containing Compounds with Hydrogen Peroxide", PETROLEUM CHEMISTRY, vol. 61, no. 2021, 11 November 2021 (2021-11-11), pages 1260 - 1269, XP037646795, DOI: 10.1134/S0965544121110086 *

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