CN115305136B - High-temperature chain oil with excellent adhesive property and preparation method thereof - Google Patents

High-temperature chain oil with excellent adhesive property and preparation method thereof Download PDF

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Publication number
CN115305136B
CN115305136B CN202210920787.8A CN202210920787A CN115305136B CN 115305136 B CN115305136 B CN 115305136B CN 202210920787 A CN202210920787 A CN 202210920787A CN 115305136 B CN115305136 B CN 115305136B
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oil
mdi
temperature chain
chain oil
diphenylamine
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CN115305136A (en
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乔志
张利
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Lubemater Qingdao Material Technology Co ltd
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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
    • 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
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
    • 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
    • C10M177/00—Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
    • 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
    • C10M2207/28—Esters
    • C10M2207/285—Esters of aromatic polycarboxylic acids
    • C10M2207/2855—Esters of aromatic polycarboxylic acids 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
    • C10M2215/10—Amides of carbonic or haloformic acids
    • 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
    • C10M2215/223—Five-membered rings containing nitrogen and carbon only
    • 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
    • C10M2215/28—Amides; Imides
    • 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
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
    • 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
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/041—Triaryl phosphates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02—Pour-point; Viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/38—Conveyors or chain belts

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

The invention discloses high-temperature chain oil with excellent adhesive property and a preparation method thereof, and relates to the technical field of chain oil. The high-temperature chain oil is prepared from synthetic ester base oil, MDI-functionalized diphenylamine epoxy soybean oil additive, a thiophenol ester antioxidant, an antiwear agent and a dispersing agent, wherein the MDI-functionalized diphenylamine epoxy soybean oil additive is prepared by reacting 4-aminodiphenylamine with epoxy soybean oil and then reacting with MDI. The high-temperature chain oil disclosed by the invention has excellent oxidation resistance, can enhance the adhesion performance, and can be used for remarkably improving the problem of poor adhesion of the chain oil.

Description

High-temperature chain oil with excellent adhesive property and preparation method thereof
Technical Field
The invention belongs to the technical field of chain oil, and particularly relates to high-temperature chain oil with excellent adhesive property and a preparation method thereof.
Background
The synthetic ester high-temperature chain oil is widely applied to chain transmission in a high-temperature environment, and the application fields of the synthetic ester high-temperature chain oil mainly comprise a high-temperature oven, an automobile coating production line, an artificial board production line, a polyvinyl chloride glove production line and the like.
At present, along with the enlargement, the rapidness and the high temperature of mechanical equipment, high requirements are put forward on whether high-temperature chain oil can provide sufficient lubrication at higher temperature and higher speed. The oxidation resistance at high temperature is directly related to the degradation trend of the oil product, and if the oxidation resistance of the oil product is poor, the oil product is extremely volatile to generate oil smoke under a severe high-temperature environment. The volatilized oil smoke not only can influence the workshop environment, but also can bring about certain environmental pollution.
At the same time, the viscosity of the lubricating oil gradually decreases with increasing ambient temperature. Especially under the high temperature condition, the viscosity of the lubricating oil is generally very small, and the sufficient adhesion performance cannot be provided, so that the stability of a lubricating oil film cannot be ensured. Therefore, development of a chain oil having excellent adhesion properties even in a high-temperature use environment is a hot spot of current research.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides high-temperature chain oil with excellent adhesive property and a preparation method thereof.
In order to achieve the above purpose, the present invention provides the following technical solutions:
the high-temperature chain oil with excellent adhesive property is prepared from the following raw materials in percentage by mass:
82-98% of synthetic ester base oil
0.1-10% of MDI functionalized diphenylamine epoxy soybean oil additive
0.1-3% of a thiophenol ester antioxidant
0.1-3% of antiwear agent
0.1-2% of a dispersant;
the MDI functionalized diphenylamine epoxy soybean oil additive is prepared by reacting 4-aminodiphenylamine with epoxy soybean oil and then reacting with MDI.
Preferably, the synthetic ester base oil is trimellitate.
Preferably, the MDI is diphenylmethane diisocyanate MDI-100.
Further preferably, the preparation method of the MDI functionalized diphenylamine epoxy soybean oil additive comprises the following steps:
10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine are subjected to ring opening reaction for 3-6h at the temperature of 80-90 ℃, and then MDI with the same molar ratio of 4-aminodiphenylamine is added at the temperature of 80-90 ℃ for stirring reaction for 2-3h.
Preferably, the thiophenol ester antioxidant is at least one of thiodipropionic acid bisdodecyl ester, thiodipropionic acid bisoctadecyl ester and 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) ethyl propionate ].
Preferably, the antiwear agent is a mixture of tricresyl phosphate T306 and benzotriazole fatty acid amine salt T406.
Preferably, the dispersant is polyisobutylene succinimide T154.
The invention also provides a preparation method of the high-temperature chain oil with excellent adhesive property, which comprises the steps of mixing the synthetic ester base oil, the MDI functionalized diphenylamine epoxy soybean oil additive, the thiophenol ester antioxidant, the antiwear agent and the dispersant in proportion, and uniformly stirring at 75-85 ℃ to prepare the high-temperature chain oil. The preferred stirring temperature is 80 ℃.
Compared with the prior art, the invention has the following beneficial effects:
the chain oil is prepared by taking the MDI functionalized diphenylamine epoxy soybean oil additive as a raw material, the structure of the chain oil contains the diphenylamine structure of-NH-to provide oxidation resistance, the oxidation resistance of the chain oil compounded with the thiophenol antioxidant is better, and the adhesive force between the chain oil and the metal surface can be enhanced by containing the-N-COO-group after the reaction of isocyanate and hydroxyl. Therefore, the high-temperature chain oil disclosed by the invention not only has excellent oxidation resistance, but also can enhance the adhesion performance of the high-temperature chain oil, and the problem of poor adhesion of the chain oil is remarkably solved.
Detailed Description
The following detailed description of the invention is provided in connection with specific embodiments thereof to provide further clarity and understanding of the objects, features and advantages of the invention. Several embodiments of the invention are presented. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Example 1
A high-temperature chain oil with excellent adhesive property is prepared by the following steps:
(1) Mixing 10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine, stirring and reacting for 4 hours at 85 ℃, then adding 2.51g of MDI, stirring and reacting for 2 hours at 85 ℃ to obtain the MDI functionalized diphenylamine epoxidized soybean oil additive.
(2) 96g of isotridecyl trimellitate, 1g of MDI functionalized diphenylamine epoxy soybean oil additive, 1g of antioxidant ethyl 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of antiwear agent T306, 0.5g of T406 and 0.5g of dispersant T154 are mixed and stirred for 60min at 80 ℃.
Example 2
A high-temperature chain oil with excellent adhesive property is prepared by the following steps:
(1) Mixing 10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine, stirring and reacting for 4 hours at 85 ℃, then adding 2.51g of MDI, stirring and reacting for 2 hours at 85 ℃ to obtain the MDI functionalized diphenylamine epoxidized soybean oil additive.
(2) 95g of isotridecyl trimellitate, 2g of MDI functionalized diphenylamine epoxy soybean oil additive, 1g of antioxidant ethyl 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of antiwear agent T306, 0.5g of T406 and 0.5g of dispersant T154 are mixed and stirred for 60min at 80 ℃.
Example 3
A high-temperature chain oil with excellent adhesive property is prepared by the following steps:
(1) Mixing 10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine, stirring and reacting for 4 hours at 85 ℃, then adding 2.51g of MDI, stirring and reacting for 2 hours at 85 ℃ to obtain the MDI functionalized diphenylamine epoxidized soybean oil additive.
(2) 91g of isotridecyl trimellitate, 5g of MDI functionalized diphenylamine epoxy soybean oil additive, 2g of antioxidant ethyl 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of antiwear agent T306, 0.5g of T406 and 0.5g of dispersant T154 are mixed and stirred for 60min at 80 ℃.
Example 4
A high-temperature chain oil with excellent adhesive property is prepared by the following steps:
(1) Mixing 10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine, stirring and reacting for 4 hours at 85 ℃, then adding 2.51g of MDI, stirring and reacting for 2 hours at 85 ℃ to obtain the MDI functionalized diphenylamine epoxidized soybean oil additive.
(2) 88g of isotridecyl trimellitate, 8g of MDI functionalized diphenylamine epoxy soybean oil additive, 2g of antioxidant ethyl 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of antiwear agent T306, 0.5g of T406 and 0.5g of dispersant T154 are mixed and stirred for 60min at 80 ℃.
Comparative example 1
A preparation method of chain oil comprises the following steps:
(1) 97g of isotridecyl trimellitate, 1g of an antioxidant of ethyl 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of an antiwear agent T306, 0.5g of T406 and 0.5g of a dispersing agent T154 are mixed and stirred at 80 ℃ for 60min.
Comparative example 2
A preparation method of chain oil comprises the following steps:
96g of isotridecyl trimellitate, 2g of antioxidant 2,2' -thiobis [3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate ], 1g of antiwear agent T306, 0.5g of T406 and 0.5g of dispersant T154 are mixed and stirred at 80 ℃ for 60min.
TABLE 1 data for examples 1-4 and comparative examples 1-2
Figure SMS_1
The test method of each performance index is as follows:
kinematic viscosity: GB/T265 petroleum product kinematic viscosity determination method
Open flash point: determination of flash Point and ignition Point of GB/T3536 Petroleum products (Cleveland open cup method)
Oxidation resistance: SH/T0719 method for measuring oxidation induction period of lubricating oil (pressure differential scanning calorimetry), (temperature, 220 ℃ C.; nitrogen pressure 35bar; oxygen flow 100 ml/min)
Abrasion resistance: SH/T0189 method for measuring antiwear property of lubricating oil (four-ball method)
Evaporation loss: baking in an oven (260 ℃,50g of oil, 2 h)
Analysis of test results: the chain oil of examples 1-4, to which the MDI functionalized diphenylamine epoxy soybean oil additive is added, has a PDSC time which is significantly longer than that of comparative examples 1-2 and a 260 ℃ high temperature evaporation loss which is significantly smaller than that of comparative examples 1-2 at 220 ℃, which shows that the additive and the thiophenol ester antioxidant have synergistic effect, the oxidation resistance of the chain oil composition is enhanced, the service life is prolonged and the volatilization of oil smoke is reduced.
In addition, examples 1-4 provide slightly improved oxidation resistance with increased MDI functionalized diphenylamine-based epoxidized soybean oil additives, indicating that the additives themselves provide some oxidation resistance. The four ball mill spots of examples 1-4 and comparative examples 1-2 were each less than 0.5mm in diameter, exhibiting very excellent abrasion resistance.
The chain oil prepared in examples 1-4 has excellent transportation viscosity and open flash index performance at 40 ℃, particularly has enhanced adhesion to the chain, and is suitable for lubrication of the chain in a high-temperature environment.
The foregoing examples illustrate only a few embodiments of the invention and are described in detail herein without thereby limiting the scope of the invention. It should be noted that it will be apparent to those skilled in the art that several variations and modifications can be made without departing from the spirit of the invention, which are all within the scope of the invention. Accordingly, the scope of protection of the present invention is to be determined by the appended claims.

Claims (7)

1. The high-temperature chain oil with excellent adhesive property is characterized by comprising the following raw materials in percentage by mass:
82-98% of synthetic ester base oil
0.1-10% of MDI functionalized diphenylamine epoxy soybean oil additive
0.1-3% of a thiophenol ester antioxidant
0.1-3% of antiwear agent
0.1-2% of a dispersant;
the MDI functionalized diphenylamine epoxy soybean oil additive is prepared by reacting 4-aminodiphenylamine with epoxy soybean oil and then reacting with MDI;
the preparation method of the high-temperature chain oil with excellent adhesive property comprises the following steps: mixing the synthetic ester base oil, the MDI functionalized diphenylamine epoxy soybean oil additive, the thiophenol ester antioxidant, the antiwear agent and the dispersant in proportion, and uniformly stirring at 75-85 ℃ to prepare the high-temperature chain oil.
2. The high temperature chain oil excellent in adhesion property according to claim 1, wherein the synthetic ester base oil is trimellitate.
3. The high temperature chain oil excellent in adhesion property according to claim 1, wherein the MDI is diphenylmethane diisocyanate MDI-100.
4. The high temperature chain oil excellent in adhesion property according to claim 3, wherein the MDI functionalized diphenylamine-based epoxidized soybean oil additive is prepared by the following method:
10g of epoxidized soybean oil and 1.84g of 4-aminodiphenylamine are subjected to ring opening reaction for 3-6h at the temperature of 80-90 ℃, and then MDI with the same molar ratio of 4-aminodiphenylamine is added at the temperature of 80-90 ℃ for stirring reaction for 2-3h.
5. The high temperature chain oil excellent in adhesion property according to claim 1, wherein the thiophenol ester antioxidant is ethyl 2,2' -thiobis [3- (3, 5-di-t-butyl-4-hydroxyphenyl) propionate ].
6. The high-temperature chain oil excellent in adhesion property according to claim 1, wherein the antiwear agent is a mixture of tricresyl phosphate T306 and benzotriazole fatty acid amine salt T406.
7. The high temperature chain oil excellent in adhesion property according to claim 1, wherein the dispersant is polyisobutylene succinimide T154.
CN202210920787.8A 2022-08-02 2022-08-02 High-temperature chain oil with excellent adhesive property and preparation method thereof Active CN115305136B (en)

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CN101886018B (en) * 2010-07-06 2014-01-29 中国海洋石油总公司 Functional urea-based lubricating grease and preparation method thereof
CN105176638B (en) * 2015-06-30 2018-05-08 上海禾泰特种润滑科技股份有限公司 Chain greasisng oil complexing agent and preparation method thereof
CN107541307B (en) * 2017-08-31 2020-02-14 青岛中科润美润滑材料技术有限公司 Plant oil-based amine antioxidant additive and preparation method thereof
CN109355061B (en) * 2018-09-27 2020-06-02 新丰见微化工实业有限公司 Epoxy soybean oil adhesive with function of modifying polyurethane by amine curing agent and preparation method thereof
CN111205911B (en) * 2020-01-15 2021-04-09 山东奇士登润滑科技有限公司 Long-life synthetic high-temperature chain oil and preparation method thereof

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