CN117946792A - Hydraulic oil composition and preparation method thereof - Google Patents

Hydraulic oil composition and preparation method thereof Download PDF

Info

Publication number
CN117946792A
CN117946792A CN202211286059.2A CN202211286059A CN117946792A CN 117946792 A CN117946792 A CN 117946792A CN 202211286059 A CN202211286059 A CN 202211286059A CN 117946792 A CN117946792 A CN 117946792A
Authority
CN
China
Prior art keywords
hydraulic oil
linear
branched alkyl
group
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN202211286059.2A
Other languages
Chinese (zh)
Inventor
王玉睿涵
马静
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sinopec Petrochemical Research Institute Co ltd
China Petroleum and Chemical Corp
Original Assignee
Sinopec Petrochemical Research Institute Co ltd
China Petroleum and Chemical Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sinopec Petrochemical Research Institute Co ltd, China Petroleum and Chemical Corp filed Critical Sinopec Petrochemical Research Institute Co ltd
Priority to CN202211286059.2A priority Critical patent/CN117946792A/en
Publication of CN117946792A publication Critical patent/CN117946792A/en
Pending legal-status Critical Current

Links

Classifications

    • 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
    • C10M169/048Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution, non-macromolecular and macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D253/00Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00
    • C07D253/08Heterocyclic compounds containing six-membered rings having three nitrogen atoms as the only ring hetero atoms, not provided for by group C07D251/00 condensed with carbocyclic rings or ring systems
    • 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
    • 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
    • C10M133/40Six-membered ring containing nitrogen and carbon only
    • C10M133/42Triazines
    • 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
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
    • 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
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • 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
    • C10M2207/283Esters of polyhydroxy compounds
    • C10M2207/2835Esters of polyhydroxy compounds 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of saturated carboxylic or carbonic acid
    • C10M2209/062Vinyl esters of saturated carboxylic or carbonic acids, e.g. vinyl acetate
    • 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
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/086Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type polycarboxylic, e.g. maleic acid
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/221Six-membered rings containing nitrogen and carbon only
    • C10M2215/222Triazines
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28Amides; Imides
    • 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
    • C10M2219/02Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
    • C10M2219/022Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
    • 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
    • C10N2030/08Resistance to extreme temperature
    • 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
    • C10N2030/10Inhibition of oxidation, e.g. anti-oxidants
    • 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
    • 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
    • C10N2030/64Environmental friendly compositions
    • 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
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids

Landscapes

  • 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 provides a hydraulic oil composition and a preparation method thereof. The hydraulic oil composition comprises a benzotriazine derivative, an ashless dispersant, an antiwear agent, an antioxidant, a pour point depressant, an antirust agent and hydraulic oil base oil, wherein the structure of the benzotriazine derivative is shown as a formula (I): Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl. The hydraulic oil composition has excellent low-temperature performance, corrosion resistance, rust resistance and oxidation stability.

Description

Hydraulic oil composition and preparation method thereof
Technical Field
The invention relates to the field of lubricating oil, in particular to a hydraulic oil composition and a preparation method thereof.
Background
The hydraulic equipment is worn out in long-term use, thereby generating friction and vibration. The hydraulic oil is used as working medium of automobile, engineering machinery, etc. and has the functions of energy transmission, system lubrication, rust prevention, corrosion prevention and cooling in the hydraulic system. However, the metal in the mechanical equipment can oxidize and corrode with the increase of time in the lubricating oil to generate a catalytic effect, so that the quality of the oil is affected by the deterioration of the oil. To solve the above problems, a metal deactivator is generally added to hydraulic oil to inhibit the catalytic oxidation of metal. The types of the common metal deactivator in the current market are less, the alkalinity of the existing T551 metal deactivator is larger, the heat stability is poor, the sulfur content of the T561 metal deactivator is higher, the sulfur content of an oil product can be increased, and the metal deactivator is not suitable for products with strict requirements on sulfur and phosphorus content.
The prior document CN112521999a discloses a mixture of metal deactivators, but the mixture is not suitable for products with severe sulfur and phosphorus content due to the higher sulfur content. The mixed solvent of methanol and benzene is used in the preparation of the metal deactivator in US 4376635, which is harmful to human body and not friendly to environment. Therefore, the prior art still needs to develop a novel metal deactivator, which improves the problems of poor oil solubility, high sulfur and phosphorus content, poor thermal stability and the like of the traditional metal deactivator on the basis of environmental protection, and can be applied to hydraulic oil used on hydraulic equipment to improve the oil solubility and the thermal stability of the hydraulic oil, inhibit the metal catalysis and improve the corrosion resistance and rust resistance.
Disclosure of Invention
The invention provides a hydraulic oil composition and a preparation method thereof. The hydraulic oil composition has excellent low-temperature performance, corrosion resistance, rust resistance and oxidation stability.
The hydraulic oil composition comprises a benzotriazine derivative, an ashless dispersant, an antiwear agent, an antioxidant, a pour point depressant, an antirust agent and hydraulic oil base oil, wherein the structure of the benzotriazine derivative is shown as a formula (I):
Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
According to the invention, preferably, each R 1、R2 is independently selected from the group consisting of C 4~C10 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C6 linear or branched alkyl, halogen.
According to the invention, the benzotriazine derivative can be one or more of the following compounds:
According to the invention, the preparation method of the benzotriazine derivative comprises the following steps: reacting a compound shown in a formula (alpha) with formaldehyde and R 1NHR2, and collecting a product;
Each R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, halogen-or R 4 COO-substituted linear or branched alkyl of C 1~C10, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
According to the invention, preferably, each R 1、R2 is independently selected from the group consisting of C 4~C10 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C6 linear or branched alkyl, halogen.
According to the present invention, the molar ratio between the compound represented by formula (α) and formaldehyde, R 1NHR2, is optionally (0.8 to 1.2): (0.8-1.5): (0.8 to 1.5), preferably (0.9 to 1.0): (1.0-1.3): (1.1-1.4).
According to the invention, the reaction temperature of the compound of formula (α) with formaldehyde and R 1NHR2 is optionally 50-100deg.C, preferably 60-90deg.C, and the reaction time is 6-48 h, preferably 12-24 h.
According to the invention, the reaction of the compound of formula (alpha) with formaldehyde, R 1NHR2 is:
According to the invention, the compound shown in the formula (alpha) can be one or more of benzotriazinone, methyl substituted benzotriazinone and ethyl substituted benzotriazinone, and the R 1NHR2 can be one or more of di-n-butylamine, di-n-hexylamine, di-n-octylamine and diisooctylamine.
According to the invention, the compound represented by formula (α) is optionally reacted with formaldehyde, R 1NHR2 in the presence of an inert gas, which may be nitrogen or argon.
According to the present invention, a solvent, preferably a protic solvent, may be added to the reaction of the compound of formula (α) with formaldehyde and R 1NHR2, for example, one or more of methanol, ethanol, n-propanol, isopropanol, n-butanol and isobutanol, and the amount of the solvent added is not particularly limited and may be 50% to 500% of the mass of the compound of formula (α). After the reaction is completed, the solvent may be removed by a method conventional in the art, for example, a reduced pressure distillation method.
According to the present invention, after the reaction of the compound represented by the formula (α) with formaldehyde and R 1NHR2 is completed, the reaction product may be subjected to a purification treatment, which includes one or more of water washing, distillation, filtration, drying and recrystallization methods, and is not particularly limited.
According to the invention, the ashless dispersant can be polyisobutylene succinimide, for example, one or more of single polyisobutylene succinimide, double polyisobutylene succinimide, multi-polyisobutylene succinimide and high molecular weight polyisobutylene succinimide can be selected, and common commercial grades comprise T151, T152, T154A and the like.
According to the invention, the antiwear agent may be one or more selected from sulphurised olefins, polysulphides, phosphate esters, nitrogen-containing derivatives of sulphurised phosphoric acid, amine salts of sulphurised phosphoric acid, dialkyldithiocarbamates and aminothioesters, for example, one or more selected from sulphurised isobutene, dibenzyl disulphide, tricresyl phosphate, dibutyl acid phosphite, nitrogen-containing derivatives of sulphurised phosphoric acid, amine salts of sulphurised phosphoric acid and aminothioesters, and common trade names include T321, T322, T323, T304, T305, T306, T307 and the like.
According to the invention, the antioxidant can be one or more of hindered phenol, amine type and phenolic ester type antioxidants, for example, one or more of 2, 6-di-tert-butyl-p-cresol, 4-methylenebis (2, 6-di-tert-butylphenol), 2, 6-di-tert-butyl-alpha-dimethylamino-p-cresol, alkylated diphenylamine and N-phenyl-alpha-naphthylamine, and common commercial grades include T501, T511, T512, T521, T531, T534 and the like.
According to the invention, the pour point depressant can be one or more of styrene fumarate copolymer, alkyl naphthalene, polyalphaolefin and polymethacrylate, and common commercial grades comprise T801, T803A, T, 806, T808A and the like.
According to the invention, the rust inhibitor can be one or more of alkenyl succinate, alkenyl succinic acid, alkenyl succinate and alkenyl imidazoline alkenyl succinate, for example, one or more of dodecenyl succinic acid half ester, dodecenyl succinic acid and heptadecenyl imidazoline alkenyl succinate, and common commercial grades comprise T746, T747A, LZL703 and the like.
According to the invention, the hydraulic oil base oil is preferably a polyol ester base oil, for example, pentaerythritol ester and trimethylolpropane ester, and more preferably a polyol ester base oil with a kinematic viscosity of 10-50 mm 2/s at 40 ℃.
According to the invention, the hydraulic oil composition comprises, by mass, 0.01% -1% of a benzotriazine derivative, 0.01% -5% of an ashless dispersant, 0.01% -3% of an antiwear agent, 0.01% -3% of an antioxidant, 0.01% -3% of a pour point depressant, 0.01% -3% of an antirust agent and a main amount of hydraulic oil base oil.
Other kinds of additives may be added to the hydraulic oil composition of the present invention, and the kind and amount to be added may be in accordance with the prior art, without particular limitation.
The preparation method of the hydraulic oil composition comprises the step of mixing the benzotriazine derivative, the ashless dispersant, the antiwear agent, the antioxidant, the pour point depressant, the antirust agent and the hydraulic oil base oil in proportion. The temperature of the mixing is preferably 40-60 ℃, and the mixing time is preferably 1-6 h.
The hydraulic oil composition disclosed by the invention has excellent low-temperature performance, anti-corrosion and rust-proof performance and oxidation stability, and is environment-friendly.
Drawings
FIG. 1 is a thermogram of benzotriazine derivatives prepared in example 1.
FIG. 2 is an infrared spectrum of the benzotriazine derivative prepared in example 1.
FIG. 3 shows the nuclear magnetic resonance spectrum of the benzotriazine derivative prepared in example 1.
FIG. 4 is a molecular structure diagram of the benzotriazine derivative prepared in example 1.
Detailed Description
The present invention will be described in further detail with reference to examples. But the present invention is not limited thereto. All proportions and parts are by mass unless otherwise indicated.
The main raw materials used are as follows:
Benzotriazinone, analytically pure, purchased from enoKai reagent company;
aqueous formaldehyde solution, wherein the mass concentration of formaldehyde is 37%, purchased from enokak reagent company;
di-n-octylamine, analytically pure, purchased from enoKai reagent company;
Diisooctylamine, analytically pure, purchased from enoKai reagent company;
di-n-hexylamine, analytically pure, purchased from enoKai reagent company;
Di-n-butylamine, analytically pure, purchased from enoKai reagent company;
Methanol, chemically pure, purchased from enoKai reagent company;
Some physical property detection methods used are as follows:
the density is analyzed and measured according to the NB/SH/T0870-2020 method;
The kinematic viscosity is analyzed and measured according to GB/T265;
the total base number is analyzed and measured according to SH/T0251;
the nitrogen content is analyzed and measured according to SH/T0656;
moisture was determined analytically according to GB/T11133.
Example 1
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 18.0g of di-n-octylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 923.1kg/m 3, the kinematic viscosity of 5.431mm 2/s at 100 ℃, the total base number of 142.8mKOH/g, the nitrogen content of 24.13% and the water content of 0.078%.
The benzotriazine derivatives of example 1 have the structure
Example 2
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 18.0g of diisooctylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 921.2kg/m 3, the kinematic viscosity of 5.423mm 2/s at 100 ℃, the total base number of 141.9mKOH/g, the nitrogen content of 24.58% and the water content of 0.075%.
The benzotriazine derivatives of example 2 have the structure
Example 3
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 13.85g of di-n-hexylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction bottle to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 920.1kg/m 3, the kinematic viscosity of 5.428mm 2/s at 100 ℃, the total base number of 143.2mKOH/g, the nitrogen content of 24.25% and the water content of 0.080%.
The benzotriazine derivatives of example 3 have the structure
Example 4
Into a dried three-necked flask equipped with a condenser was charged 10.0g of benzotriazinone and 9.66g of di-n-butylamine. Nitrogen is introduced into the reaction bottle to replace air in the bottle. The temperature is raised to 70 ℃, 6.6g of formaldehyde aqueous solution with 37% formaldehyde mass concentration is dripped into a reaction bottle, 30mL of methanol is added as a reaction solvent after the dripping is finished, and the reaction is carried out for 12 hours under the reflux state at 70 ℃. After stopping the reaction, cooling the reaction liquid to room temperature, carrying out reduced pressure distillation under the condition of vacuum degree of 0.08-0.09 Mpa to obtain reddish brown liquid, cooling to room temperature, and carrying out suction filtration to obtain filtrate, wherein the obtained filtrate is the benzotriazine derivative, the reddish brown liquid has the density of 919.9kg/m 3, the kinematic viscosity of 5.444mm 2/s at 100 ℃, the total base number of 142.5mKOH/g, the nitrogen content of 24.06% and the water content of 0.079%.
The benzotriazine derivatives of example 4 have the structure
Carrying out thermal weight loss, infrared spectrum and nuclear magnetic spectrum analysis on the benzotriazine derivative prepared in the embodiment 1, wherein a Q600 synchronous thermal analyzer is adopted in the thermal weight loss test, the test condition is N 2 atmosphere, the heating rate is 10 ℃/min, and the temperature interval is room temperature to 600 ℃; the infrared spectrum test adopts a Nicolet-560 infrared spectrometer, the scanning times are 16 times, and the resolution is 4; nuclear magnetic test using Bruker AVANCE III 400MHZ nuclear magnetic resonance, 1 H NMR, room temperature operation. The measured thermal weight loss spectrum is shown in figure 1, the infrared spectrum is shown in figure 2, the infrared analysis result is shown in table 1, the nuclear magnetic hydrogen spectrum is shown in figure 3, the molecular structure diagram of the product is shown in figure 4, and the nuclear magnetic analysis result is shown in table 2.
TABLE 1 Infrared spectroscopic analysis of the products
Table 1 shows that the product has a benzene ring and saturated alkyl chain C-H stretching vibration peaks, and has C=O, C=N, N=N and C-N stretching vibration peaks, which can indicate that the synthesized product is the target product.
TABLE 2 Nuclear magnetic Hydrogen Spectrometry analysis results of the products
By combining fig. 3, fig. 4 and table 2, it can be demonstrated that the number and attribution of hydrogen in the nuclear magnetic resonance spectrum are completely consistent with those of the target product, so that the synthesized product can be proved to be the target product, and the purity of the product is higher.
The metal deactivators T551, T561 were used as comparative metal base activators.
Examples 5 to 10 and comparative examples 1 to 3 of hydraulic oil compositions
Examples 5 to 10 and comparative examples 1 to 3, in which hydraulic oil compositions were obtained by preparing the compositions of the formulations shown in Table 3. The hydraulic oil compositions were tested for kinematic viscosity at 40 ℃, -kinematic viscosity at 40 ℃ at low temperature, acid value, pour point, copper corrosion, rust degree, and rotary oxygen bomb, respectively. Wherein the measuring method of the low-temperature kinematic viscosity at the temperature of minus 40 ℃ and the kinematic viscosity at the temperature of 40 ℃ is a GB/T265 method; the acid value measuring method is GB/T7304; the pour point determination method is GB/T3535; the copper sheet corrosion test measurement method is GB/T5096, and the test conditions are (100 ℃,3 h) and (121 ℃ and 48 h); the rust degree test method is GB/T2361, the test temperature is 49 ℃, the humidity is more than 95%, the test time is 72 hours, and the rating method is SH/T0217; the rotary oxygen bomb test method is SH/T0193, and the test conditions are 620kPa and 150 ℃. The test results are shown in Table 3.
The main additives and base oils used were derived as follows:
Contrast metal deactivator T561, xingpu, petrochemical science institute, industrial products
Contrast metal alkali activator T551, xingpu company, petrochemical science institute, industrial product
Ashless dispersant T154A, yangzi petrochemical company, industrial products
Antiwear agent T321, xingpu of petrochemical science research institute, industrial product
Antioxidant T501, xingpu company, petrochemical science research institute, industrial product
Pour point depressant T808A, shenyang great wall lubricating oil manufacturing company, industrial products
Rust inhibitor T747, commercially available from Mallotus Kangtai Lubricant additive Co., ltd
Pentaerythritol ester, 5 cSt pentaerythritol ester of Zhejiang quzhou chemical plant, industrial product, 40 ℃ kinematic viscosity of 22.11mm 2/s, 100 ℃ kinematic viscosity of 5.11mm 2/s
TABLE 3 Table 3

Claims (14)

1. The hydraulic oil composition comprises a benzotriazine derivative, an ashless dispersant, an antiwear agent, an antioxidant, a pour point depressant, an antirust agent and hydraulic oil base oil, wherein the structure of the benzotriazine derivative is shown as a formula (I):
Wherein R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, linear or branched alkyl of C 1~C10 substituted with halogen or R 4 COO-, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
2. The hydraulic fluid composition according to claim 1, wherein R 1、R2 is each independently selected from the group consisting of linear or branched alkyl of C 4~C10 and R 3 is selected from the group consisting of linear or branched alkyl of H, C 1~C6, halogen.
3. The hydraulic fluid composition of claim 1, wherein the benzotriazine derivative is one or more of the following compounds:
4. The hydraulic oil composition according to any one of claims 1 to 3, wherein the method for producing the benzotriazine derivative comprises: reacting a compound shown in a formula (alpha) with formaldehyde and R 1NHR2, and collecting a product;
Each R 1、R2 is independently selected from the group consisting of C 4~C20 linear or branched alkyl, R 3 is selected from the group consisting of H, C 1~C10 linear or branched alkyl, halogen, R 4 COO-, halogen-or R 4 COO-substituted linear or branched alkyl of C 1~C10, and R 4 is selected from the group consisting of C 1~C10 linear or branched alkyl.
5. The hydraulic fluid composition according to claim 4, wherein R 1、R2 is independently selected from the group consisting of linear or branched alkyl groups of C 4~C10 and R 3 is selected from the group consisting of linear or branched alkyl groups of H, C 1~C6, halogen.
6. The hydraulic oil composition according to claim 4, wherein the molar ratio between the compound represented by the formula (α) and formaldehyde, R 1NHR2 is (0.8 to 1.2): (0.8-1.5): (0.8-1.5).
7. The hydraulic oil composition according to claim 4, wherein the compound represented by the formula (α) is reacted with formaldehyde and R 1NHR2 at a temperature of 50 to 100℃for a period of 6 to 48 hours.
8. The hydraulic fluid composition according to claim 4, wherein the compound represented by the formula (α) is selected from one or more of benzotriazinone, methyl-substituted benzotriazinone and ethyl-substituted benzotriazinone, and the R 1NHR2 is selected from one or more of di-n-butylamine, di-n-hexylamine, di-n-octylamine and diisooctylamine.
9. The hydraulic oil composition according to claim 4, wherein the compound represented by the formula (α) is reacted with formaldehyde, R 1NHR2 in the presence of an inert gas.
10. The hydraulic oil composition according to claim 4, wherein a solvent is added to the reaction of the compound represented by the formula (α) with formaldehyde and R 1NHR2, and the solvent is a protic solvent.
11. The hydraulic fluid composition according to any one of claims 1 to 10, wherein the ashless dispersant is polyisobutylene succinimide; the antiwear agent is selected from one or more of sulphurised olefins, polysulphides, phosphate esters, thiophosphoric acid nitrogen-containing derivatives, thiophosphoric acid amine salts, dialkyl dithiocarbamates and amino thioesters; the antioxidant is selected from one or more of hindered phenol, amine type and phenolic ester type antioxidants; the pour point depressant is selected from one or more of styrene fumarate copolymer, alkyl naphthalene, polyalphaolefin and polymethacrylate; the antirust agent is one or more selected from alkenyl succinate, alkenyl succinic acid, alkenyl succinate and alkenyl imidazoline alkenyl succinate; the hydraulic oil base oil is polyol ester base oil.
12. The hydraulic fluid composition according to any one of claims 1 to 10, wherein the ashless dispersant is selected from one or more of a mono-polyisobutylene succinimide, a di-polyisobutylene succinimide, a multi-polyisobutylene succinimide, and a high molecular weight polyisobutylene succinimide; the antiwear agent is selected from one or more of sulfurized isobutylene, dibenzyl disulfide, tricresyl phosphate, acidic dibutyl phosphite, a thiophosphoric acid nitrogen-containing derivative, a thiophosphoric acid amine salt and an aminothioester; the antioxidant is selected from one or more of 2, 6-di-tert-butyl-p-cresol, 4-methylenebis (2, 6-di-tert-butylphenol), 2, 6-di-tert-butyl-alpha-dimethylamino-p-cresol, alkylated diphenylamine and N-phenyl-alpha-naphthylamine; the pour point depressant is styrene fumarate copolymer; the antirust agent is one or more of dodecenyl succinic acid half ester, dodecenyl succinic acid and heptadecenyl imidazoline alkenyl succinate; the hydraulic oil base oil is pentaerythritol ester and/or trimethylolpropane ester.
13. The hydraulic oil composition according to any one of claims 1 to 10, characterized in that the hydraulic oil composition comprises, in mass%, 0.01 to 1% of a benzotriazine derivative, 0.01 to 5% of an ashless dispersant, 0.01 to 3% of an antiwear agent, 0.01 to 3% of an antioxidant, 0.01 to 3% of a pour point depressant, 0.01 to 3% of an antirust agent, and a main amount of a hydraulic oil base oil.
14. The method for preparing the hydraulic oil composition according to any one of claims 1 to 13, comprising the step of mixing the benzotriazine derivative, the ashless dispersant, the antiwear agent, the antioxidant, the pour point depressant, the rust inhibitor and the hydraulic oil base oil in proportion.
CN202211286059.2A 2022-10-20 2022-10-20 Hydraulic oil composition and preparation method thereof Pending CN117946792A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202211286059.2A CN117946792A (en) 2022-10-20 2022-10-20 Hydraulic oil composition and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202211286059.2A CN117946792A (en) 2022-10-20 2022-10-20 Hydraulic oil composition and preparation method thereof

Publications (1)

Publication Number Publication Date
CN117946792A true CN117946792A (en) 2024-04-30

Family

ID=90792699

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202211286059.2A Pending CN117946792A (en) 2022-10-20 2022-10-20 Hydraulic oil composition and preparation method thereof

Country Status (1)

Country Link
CN (1) CN117946792A (en)

Similar Documents

Publication Publication Date Title
CN107935867B (en) Cardanol-based antioxidant, preparation method and application thereof
US3897350A (en) Anti-rust compositions
EP3133077B1 (en) Phosphorous containing compounds and uses thereof
EP2009082B1 (en) Synergistic lubricating oil composition containing a mixture of a nitro-substituted diarylamine and a diarylamine
EP2652098B1 (en) Method and use for improving fluorocarbon elastomer seal compatibility
CA3078908A1 (en) Antioxidant polymeric diphenylamine compositions
EP1068283B1 (en) Lubricant additive composition for inhibiting viscosity increase and dispersency decrease
SG172245A1 (en) Friction modifiers and/or wear inhibitors derived from hydrocarbyl amines and cyclic carbonates
EP3516019B1 (en) Lubricant compositions stabilized by mixtures of diarylamine and hydroxydiarylamine antioxidants
CN117946792A (en) Hydraulic oil composition and preparation method thereof
EP0191967A2 (en) Reaction products of alkenylsuccinic compounds with aromatic amines and lubricant compositions thereof
US5132034A (en) Thioester derived hindered phenols and aryl-amines as antioxidant and antiwear additives
CN111286386A (en) Lubricating oil additive composition
WO2017074672A2 (en) Lubricating oil compositions containing amidine antioxidants
CN115992020B (en) Industrial lubricating oil composition and preparation method thereof
CN109679721B (en) Industrial lubricating oil composition and preparation method thereof
EP3969550B1 (en) Less corrosive organic compounds as lubricant additives
CN111303061B (en) Arylamine compound and preparation method and application thereof
RU2800545C2 (en) Less corrosive organic compounds as lubricant additives
CN117965228A (en) Composite lithium-based lubricating grease and preparation method thereof
CN117917464A (en) Electric automobile lubricating oil composition and preparation method thereof
CN111088099A (en) Gas engine oil composition and preparation method thereof
CN111088100B (en) Diesel engine oil composition and preparation method thereof
US5348671A (en) Lubricant compositions containing arylsulfonic acids, and organo phosphites and reaction products thereof
CN115960664B (en) Worm gear oil composition and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination