Grease and method for producing the same

Abstract

The present application provides a kind of lubricating grease and its preparation method.The lubricating grease of the present application comprises organic phosphorus compound, rust inhibitor, optional antioxidant, optional extreme pressure antiwear agent, thickening agent and main amount of lubricating base oil, the structure of the organic phosphorus compound is shown as formula (I): wherein at least one A group exists, selected from the group shown as formula (II), the group shown as formula (III) or the group shown as formula (IV);Wherein the definition of each group is described in the specification.The lubricating grease of the present application has excellent antioxidant performance, anticorrosion performance, colloid stability and extreme pressure antiwear performance, and is suitable for the servo system of various mechanical equipment.

Description

Technical Field

[0001] This invention relates to a lubricating grease, and more particularly to a lubricating grease with excellent antioxidant properties and extreme pressure anti-wear properties. Background Technology

[0002] Grease is a solid to semi-fluid product prepared by dispersing a thickener in a liquid lubricant. It has lubricating, protective and sealing functions and is widely used in industries such as industrial machinery, agricultural machinery, transportation, aerospace, and electronic information.

[0003] Lubricating grease is crucial for the long-term reliable operation of mechanical components in harsh environments. Some equipment's servo systems have stringent requirements for high and low temperatures, speeds, and loads, necessitating lubricating greases with excellent antioxidant and extreme pressure anti-wear properties. Therefore, developing lubricating greases with superior antioxidant and extreme pressure anti-wear properties remains a research direction for those skilled in the art. Summary of the Invention

[0004] This invention proposes a lubricating grease and its preparation method.

[0005] The grease of the present invention comprises an organophosphorus compound, a rust inhibitor, an optional antioxidant, an optional extreme pressure anti-wear agent, a thickener, and a major amount of a lubricating base oil, wherein the organophosphorus compound has the structure shown in formula (I):

[0006]

[0007] In formula (I), HO is bonded to the benzene ring; y R groups are bonded to the benzene ring; y is selected from integers between 0 and 4; and each R group is independently selected from H and C. 1-10 Straight-chain or branched alkyl groups; n is an integer between 1 and 10; R1 is independently selected from C 1-20 A straight-chain or branched alkylene group; the R2s in the n repeating units may be the same or different from each other, and each is independently selected from C. 1-20 Straight-chain or branched alkylene groups; R3 is selected from H and C. 1-20 Straight-chain or branched alkyl; the A groups in the n repeating units may be the same or different from each other, and each is independently selected from... The groups shown, the groups shown in formula (III) and the groups shown in formula (IV) include at least one A group selected from the group shown in formula (II), the group shown in formula (III) or the group shown in formula (IV);

[0008]

[0009] The R4 groups are each independently selected from H and C. 1-20 Straight-chain or branched alkyl groups;

[0010] The R0 groups are each independently selected from R5 and OR5, wherein the R5 groups are selected from H and C. 1-20 Straight-chain or branched alkyl groups and C 6-18 aryl, wherein the aryl group is optionally coated with one or more C 1-4 The R5 group may be substituted with a straight-chain or branched alkyl group, and may be optionally substituted with one or more halogens or hydroxyl groups.

[0011] In equations (II), (III), and (IV), * represents the junction with equation (I);

[0012] Each of the G1 groups is independently selected from R6, OR6, and the bonding end of the group of formula (I'), wherein the R6 group is selected from H, C 1-20 Straight-chain or branched alkyl groups and C 6-18 aryl, wherein the aryl group is optionally coated with one or more C 1-4 The R6 group may be substituted with a straight-chain or branched alkyl group, and may optionally be substituted with one or more halogens or one or more hydroxyl groups.

[0013]

[0014] The definitions of HO, R, y, R1, R2, R3, and n in equation (I') are the same as in equation (I);

[0015] The A' group in formula (I') is selected from The groups shown, the groups shown in formula (III), the groups shown in formula (IV), the groups shown in formula (III'), and the groups shown in formula (IV')

[0016]

[0017] The definition of the R0 group in formula (IV') is the same as that in formulas (II), (III) and (IV); the * in formulas (III') and (IV') represents the bonding end with formula (I'); the △ in formulas (III') and (IV') represents the bonding end bonded to formula (I) or the bonding end bonded to a group in formula (I') other than the group it contains; the △ in formulas (III') and (IV') do not bond to each other;

[0018] The G1' groups are each independently selected from R6, OR6, and the Δ-bonded ends of formula (I') groups other than the group they belong to, where the R6 group is selected from H, C 1-20 Straight-chain or branched alkyl groups and C 6-18 aryl, wherein the aryl group is optionally coated with one or more C 1-4The R6 group may be substituted with a straight-chain or branched alkyl group, and may optionally be substituted with one or more halogens or hydroxyl groups.

[0019] According to the present invention, the R5 and R6 groups can each be independently selected from methyl, ethyl, hydroxymethyl, chloromethyl, and phenyl, for example, the R5 group is selected from methyl or ethyl, and the R6 group is selected from phenyl.

[0020] According to the present invention, preferably, in formulas (I) and (I'), HO is located at the meta position on the chain containing R1 on the benzene ring, y is an integer between 1 and 3, y R groups are located at the para or ortho position on the chain containing R1 on the benzene ring, and the R groups are selected from C 1-4 Straight-chain or branched alkyl groups, n being an integer between 1 and 5, and R1 being independently selected from C1. 1-10 A straight-chain or branched alkylene group, wherein the R2 in each of the n repeating units is independently selected from C 1-10 A straight-chain or branched alkylene group, where R3 is selected from H and C. 1-10 Straight-chain or branched alkyl groups; each of the R4 groups is independently selected from H and C. 1-10 Straight-chain or branched alkyl groups; the R5 group is selected from H, C 1-10 Straight-chain or branched alkyl groups and C 6-10 Aryl group; the R6 group is selected from H, C 1-10 Straight-chain or branched alkyl groups and C 6-10 Aryl.

[0021] According to the present invention, more preferably, in formulas (I) and (I'), HO is located at the meta position on the chain containing R1 on the benzene ring, y is 1, the R group is located at the para position on the chain containing R1 on the benzene ring, the R group is selected from tert-butyl, n is an integer between 1 and 3, and R1 is independently selected from C 1-4 A straight-chain or branched alkylene group, wherein the R2 in each of the n repeating units is independently selected from C 1-4 A straight-chain or branched alkylene group, where R3 is selected from H and C. 1-4 Straight-chain or branched alkyl groups; each of the R4 groups is independently selected from H and C. 1-4 Straight-chain or branched alkyl groups; the R5 group is selected from H, C 1-4 Straight-chain or branched alkyl and phenyl groups; the R6 group is selected from H, C 1-4 Straight-chain or branched alkyl and phenyl groups.

[0022] According to the present invention, the individual groups in the organophosphorus compound conform to the bonding rules.

[0023] According to the present invention, examples of the organophosphorus compound include one or more of the following structural compounds:

[0024]

[0025]

[0026]

[0027] According to the present invention, the method for preparing the organophosphorus compound includes the following steps:

[0028] (1) React the compound shown in formula (α) with the peroxide;

[0029]

[0030] In formula (α), HO is bonded to the benzene ring; y R groups are bonded to the benzene ring; y is selected from integers between 0 and 4; and each R group is independently selected from H and C. 1-10 Straight-chain or branched alkyl groups; n is an integer between 1 and 10; R1 is independently selected from C 1-20 A straight-chain or branched alkylene group; the R2s in the n repeating units may be the same or different from each other, and each is independently selected from C. 1-20 Straight-chain or branched alkylene groups; R3 is selected from H and C. 1-20 Straight-chain or branched alkyl; the A” groups in the n repeating units may be the same or different from each other, and each is independently selected from... The R4 groups are each independently selected from H and C. 1-20 Straight-chain or branched alkyl groups;

[0031] (2) React the reaction product of step (1) with the compound shown in formula (β) and collect the product;

[0032]

[0033] In formula (β), the X group is selected from R5 and OR5, where the R5 group is selected from H and C. 1-20 Straight-chain or branched alkyl groups and C 6-18 aryl, wherein the aryl group is optionally coated with one or more C 1-4 The R5 group is optionally substituted with one or more halogens, and the R5 group is optionally substituted with one or more hydroxyl groups; the X' group is selected from R6 and OR6, wherein the R6 group is selected from H and C. 1-20 Straight-chain or branched alkyl groups and C 6-18 aryl, wherein the aryl group is optionally coated with one or more C 1-4 The R6 group may be substituted with a straight-chain or branched alkyl group, and may optionally be substituted with one or more halogens or hydroxyl groups.

[0034] According to the present invention, the R5 and R6 groups can each be independently selected from methyl, ethyl, hydroxymethyl, chloromethyl, and phenyl, for example, the R5 group is selected from methyl or ethyl, and the R6 group is selected from phenyl.

[0035] According to the present invention, preferably, in formula (α), HO is located at the meta position on the chain containing R1 on the benzene ring, y is an integer between 1 and 3, y R groups are located at the para or ortho position on the chain containing R1 on the benzene ring, and the R groups are selected from C 1-4 Straight-chain or branched alkyl groups, n being an integer between 1 and 5, and R1 being independently selected from C1. 1-10 A straight-chain or branched alkylene group, wherein the R2 in each of the n repeating units is independently selected from C 1-10 A straight-chain or branched alkylene group, where R3 is selected from H and C. 1-10 Straight-chain or branched alkyl groups; each of the R4 groups is independently selected from H and C. 1-10 Straight-chain or branched alkyl groups; the R5 group is selected from H, C 1-10 Straight-chain or branched alkyl groups and C 6-10 Aryl group; the R6 group is selected from H, C 1-10 Straight-chain or branched alkyl groups and C 6-10 Aryl.

[0036] According to the present invention, more preferably, in formula (α), HO is located at the meta position on the chain containing R1 on the benzene ring, y is 1, the R group is located at the para position on the chain containing R1 on the benzene ring, the R group is selected from tert-butyl, n is an integer between 1 and 3, and R1 is independently selected from C 1-4 A straight-chain or branched alkylene group, wherein the R2 in each of the n repeating units is independently selected from C 1-4 A straight-chain or branched alkylene group, where R3 is selected from H and C. 1-4 Straight-chain or branched alkyl groups; each of the R4 groups is independently selected from H and C. 1-4 Straight-chain or branched alkyl groups; the R5 group is selected from H, C 1-4 Straight-chain or branched alkyl and phenyl groups; the R6 group is selected from H, C 1-4 Straight-chain or branched alkyl and phenyl groups.

[0037] According to the present invention, in step (1), the compound represented by formula (α) can be selected from cashew phenol and alkylated cashew phenol. The alkylated cashew phenol can be obtained by reacting cashew phenol with an alkylating agent, for example, by reacting cashew phenol with tert-butyl chloride to obtain tert-butylated cashew phenol.

[0038] According to the present invention, in step (1), the peroxide is preferably one or more of hydrogen peroxide, formic acid, peracetic acid, persulfonic acid, m-chloroperoxybenzoic acid, tert-butyl hydroperoxide, tert-butyl peracetic acid, methyl ethyl ketone peroxide, benzoyl peroxide and cyclohexanone peroxide, more preferably one or more of hydrogen peroxide, formic acid, peracetic acid and persulfonic acid.

[0039] According to the present invention, in step (2), the compound represented by formula (β) may be selected from one or more of alkoxyphosphoric acid, aryloxyphosphoric acid, alkoxyphosphonic acid, haloalkylphosphonic acid and hydroxysubstituted alkylphosphoric acid, for example, one or more of methylphosphonic acid, chloromethylphosphonic acid, phenoxyphosphoric acid, ethoxyphosphoric acid, hydroxymethylphosphonic acid and phenoxymethoxyphosphoric acid may be selected.

[0040] According to the present invention, the equivalence ratio between the compound represented by formula (α) and the peroxide and the compound represented by formula (β) is preferably 1:0.5 to 10:0.5 to 10, more preferably 1:2 to 5:2 to 5.

[0041] According to the present invention, the reaction temperature of step (1) is preferably 0-100°C, more preferably 20-80°C; the reaction temperature of step (2) is preferably 50-150°C, more preferably 70-120°C.

[0042] According to the present invention, a catalyst may be added in step (1), preferably an acidic catalyst, such as one or more of concentrated sulfuric acid, zinc chloride, aluminum trichloride, benzenesulfonic acid and titanate, and the amount of catalyst added is preferably 0.01% to 3% of the compound shown in formula (α). After the reaction in step (1) is completed, the catalyst may be removed by alkaline washing and / or water washing.

[0043] According to the present invention, a catalyst may be added in step (2), preferably an acidic catalyst, such as one or more of concentrated sulfuric acid, zinc chloride, aluminum trichloride, benzenesulfonic acid and titanate, and the amount of catalyst added is preferably 0.5% to 10% of the compound shown in (α). After the reaction in step (2) is completed, the catalyst may be removed by alkaline washing and / or water washing.

[0044] According to the present invention, the reaction steps (1) and (2) can be carried out in the presence of a diluent and / or a solvent, or without the use of a diluent and / or a solvent.

[0045] According to the present invention, the diluent may be selected from one or more of API Group I, II, III, IV and V base oils. Common products or grades include 150SN, 200SN, 350SN, 500SN, 650SN, 150BS, HVI-100, HVI-150, HVI-200, HVI-350, HVI-400, HVI-500, HVI-150BS, PAO4, PAO6, PAO8, PAO10, alkylbenzene, alkylnaphthalene, etc.

[0046] According to the present invention, the solvent may be water, C 6-20 Aromatic hydrocarbons (such as benzene, toluene, xylene, and cumene), C 6-10Alkanes (such as n-hexane, cyclohexane, and petroleum ether), solvent gasoline, etc. These solvents may be used individually, or in combination of two or more. The solvents may be removed after the reaction is complete, using methods known to those skilled in the art, such as under normal or reduced pressure.

[0047] According to a particular embodiment of the present invention, the diluent and / or solvent may be added at any stage of the reaction step in the amounts conventional in the art, without particular limitation.

[0048] According to the present invention, the reaction can be carried out under the protection of an inert gas atmosphere. Examples of inert gases include nitrogen and argon, and there is no particular limitation.

[0049] According to the present invention, the aforementioned preparation method can produce a single organophosphorus compound, a mixture of multiple organophosphorus compounds, or a mixture of one or more organophosphorus compounds with the aforementioned diluent (if used) as the reaction product. These reaction products are all contemplated by the present invention, and their different forms do not affect the achievement of the effects of the present invention. Therefore, in the context of this specification, these reaction products are collectively referred to as organophosphorus compounds without distinction. In view of this, according to the present invention, there is no absolute necessity for further purification of the reaction product or for further separation of an organophosphorus compound with a specific structure from the reaction product. Of course, such purification or separation is preferred for further enhancing the intended effects of the present invention, but is not essential to the present invention. Nevertheless, methods for purification or separation, such as column chromatography or preparative chromatography, can be cited as examples.

[0050] According to the present invention, the rust inhibitor is preferably selected from benzotriazole rust inhibitors and / or sulfonate rust inhibitors. Examples include one or more of benzotriazole, barium petroleum sulfonate, sodium petroleum sulfonate, and basic dinonylnaphthalene sulfonate. Common trade names include T701, T702, T705, T706, etc.

[0051] According to the present invention, the antioxidant is preferably selected from one or more of amine antioxidants, phenolic antioxidants and phenolic ester antioxidants. Examples include one or more of diphenylamine, alkylated diphenylamine, N-phenyl-α-naphthylamine, 2,6-di-tert-butyl-p-cresol and 3,5-di-tert-butyl-4-hydroxyphenyl acrylate. Common trade names include T501, T512, T531, T534, etc.

[0052] According to the present invention, the extreme pressure anti-wear agent is preferably selected from one or more of organomolybdenum, molybdenum sulfide, organophosphorus, dialkyl dithiocarbamate, phosphate ester, thiophosphate ester and aminothioester. Examples include one or more of di(2-ethylhexyl)dithiophosphate oxymolybdenum sulfide, dibutyldithiocarbamate oxymolybdenum sulfide, molybdenum disulfide, tricresyl phosphate and phenyl thiophosphate. Common commercial brands include T306, T309, T351, etc.

[0053] According to the present invention, the thickener is preferably one or more of lithium-based thickeners, composite lithium-based thickeners, composite aluminum-based thickeners, and polyurea thickeners, and more preferably composite lithium-based thickeners. The preparation method of the thickener is not particularly limited by existing technology.

[0054] According to the present invention, the lubricating base oil is preferably selected from one or more of mineral oil, vegetable oil, and synthetic oil, and more preferably synthetic oil. The synthetic oil may be selected from one or more of polyalphaolefin, alkylnaphthalene, and ester oil, and examples may include one or more of PAO4, PAO6, PAO8, PAO10, alkylnaphthalene, diisooctyl sebacate, and trimethylolpropane ester.

[0055] According to the present invention, optionally, the grease comprises, by weight percentage, 0.01% to 10% of the aforementioned organophosphorus compound, 0.01% to 5% of rust inhibitor, 0% to 5% of antioxidant, 0% to 5% of extreme pressure anti-wear agent, 3% to 35% of thickener, and 60% to 95% of base oil; preferably, the grease comprises 1% to 5% of the aforementioned organophosphorus compound, 0.1% to 1% of rust inhibitor, 0.5% to 2% of antioxidant, 0.5% to 5% of extreme pressure anti-wear agent, 5% to 20% of thickener, and 75% to 90% of base oil.

[0056] The method for preparing the lubricating grease of the present invention includes: mixing and refining a lubricating base oil and a thickener, then mixing the mixture with the aforementioned organophosphorus compound, rust inhibitor, optional antioxidant, and optional extreme pressure anti-wear agent, and grinding the mixture into a grease. The refining temperature is preferably 160–240°C, more preferably 180–220°C; the refining time is 10–240 min, preferably 20–60 min. All the lubricating base oil and thickener can be mixed and refined together, or a portion of the lubricating base oil and thickener can be mixed and refined first, and then mixed with the remaining lubricating base oil, the aforementioned organophosphorus compound, rust inhibitor, optional antioxidant, and optional extreme pressure anti-wear agent.

[0057] According to the present invention, a composite lithium-based grease can be prepared by using a composite lithium-based thickener.

[0058] According to the present invention, the preparation method of the composite lithium-based grease includes: mixing and heating a portion of lubricating base oil, fatty acids, and small molecule acids in a reaction vessel to 40–100°C; adding an aqueous solution of lithium hydroxide; heating to remove water; continuing to heat to 190–220°C for high-temperature refining; adding the remaining lubricating base oil; cooling to 60–120°C; adding the aforementioned organophosphorus compound, rust inhibitor, optional antioxidant, and optional extreme pressure anti-wear agent; and grinding into a grease. The fatty acid is C... 12 ~C 20 fatty acids and / or C 12 ~C 20 The hydroxy fatty acid may be one or more of lauric acid, palmitic acid, stearic acid, and 12-hydroxystearic acid; the small molecule acid is C2-C6. 11 The organic acid can be one or more selected from acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid, oxalic acid, adipic acid, azelaic acid, sebacic acid, and terephthalic acid. The equivalent ratio between the fatty acid and the small molecule acid can be 1:1 to 4:1, preferably 1.5:1 to 3:1. The ratio between the sum of the equivalents of the fatty acid and the small molecule acid and the equivalent of the lithium hydroxide can be, for example, 1:1 to 1:2, according to existing technology.

[0059] The grease of this invention has excellent antioxidant properties, corrosion resistance, colloidal stability, and extreme pressure anti-wear properties, and is suitable for servo systems of various mechanical equipment. Attached Figure Description

[0060] Figure 1 The infrared spectrum of the product of Example 2 is shown below.

[0061] Figure 2 The image shows the carbon NMR spectrum of the product from Example 2. Detailed Implementation

[0062] The present invention will be further illustrated by the following embodiments, but these are not intended to limit the scope of the invention.

[0063] The raw materials used are as follows:

[0064] Cashew phenol, Shanghai Wujing Chemical Technology Co., Ltd., industrial products

[0065] Zinc chloride, Sinopharm Chemical Reagent Co., Ltd., analytical grade

[0066] Concentrated sulfuric acid, Sinopharm Chemical Reagent Co., Ltd., analytical grade.

[0067] Hydrogen peroxide (30%), Sinopharm Chemical Reagent Co., Ltd., analytical grade.

[0068] Formic acid, Sinopharm Chemical Reagent Co., Ltd., analytical grade

[0069] Methylphosphonic acid, Sinopharm Chemical Reagent Co., Ltd., chemically pure

[0070] Chloromethylphosphonic acid, Sinopharm Chemical Reagent Co., Ltd., chemically pure

[0071] Ethoxyphenoxyphosphate, Sinopharm Chemical Reagent Co., Ltd., chemically pure

[0072] tert-butyl chloride, Sinopharm Chemical Reagent Co., Ltd., analytical grade

[0073] Toluene, Sinopharm Chemical Reagent Co., Ltd., analytical grade

[0074] PAO10 base oil, Sinopec Yanshan Petrochemical Branch, industrial products

[0075] Di(2-ethylhexyl)dithiophosphate molybdenum oxysulfide, Vanderbilt (Beijing) Trading Co., Ltd., Industrial Products

[0076] Benzotriazole, Nanjing Guangjun Chemical Co., Ltd., Industrial Product

[0077] 2,6-Di-tert-butyl-p-cresol, Aladdin Reagent Co., Ltd., chemically pure

[0078] Molybdenum disulfide, Zhengzhou Hesheng Chemical Co., Ltd., industrial products

[0079] Example 1: Preparation of tert-butylated epoxy cashew phenol

[0080] Take 100g of cashew nut shell powder, 8g of formic acid, 0.3g of sulfuric acid, and 200g of hydrogen peroxide, and add them to a three-necked flask equipped with a mechanical stirrer, reflux condenser, and temperature control. Turn on the stirrer and heat. Maintain the reaction temperature at 70℃ and react for 3 hours. After the reaction is complete, cool down to obtain a brownish-red transparent liquid. Filter the reaction product and wash it with 5% KOH solution, then wash it with distilled water until neutral. Distill the organic phase under reduced pressure at 100Pa and 150℃ for 1 hour to remove water and unreacted raw materials, obtaining an orange-red transparent liquid epoxidized cashew nut shell powder.

[0081] 35g of epoxidized cashew nut shell phenol was dissolved in 100ml of acetone. After dissolution, the solution was transferred to a 250ml three-necked reaction flask, and 0.9g of zinc chloride catalyst was added. The mixture was stirred and heated. The reaction temperature was maintained at 60℃. 9.5g of tert-butyl chloride was slowly added dropwise to the reaction flask. After the addition was complete, the reaction was continued for 3 hours. After the reaction was completed, the temperature was lowered to obtain a brownish-red transparent liquid. The reaction product was filtered and washed with 5% KOH solution, then washed with distilled water until neutral. The product was then distilled under reduced pressure at 1000Pa and 120℃ for 1 hour to remove the solvent, water, and unreacted raw materials, yielding a brownish-red viscous liquid, tert-butylated epoxidized cashew nut shell phenol.

[0082] An example reaction formula for the above reaction is shown below.

[0083]

[0084]

[0085] Example 2

[0086] 20g of the tert-butylated epoxy cashew phenol prepared in Example 1, 0.2g of concentrated sulfuric acid, 10g of water, and 100g of toluene were added to a three-necked flask equipped with a mechanical stirrer and a reflux condenser. The mixture was stirred, heated, and refluxed at 85°C for 1 hour. Then, 50g of an aqueous solution of methylphosphonic acid (containing 10g of methylphosphonic acid) was added dropwise. After the addition was complete, the reaction was continued under reflux for 5 hours, and then the reaction was stopped. The product was washed three times with water, and finally the solvent was evaporated to obtain organophosphorus compound W-01 with a phosphorus content of 9.8%.

[0087] Since the reactants are a mixture of tert-butylated epoxide cashew phenols such as monoepoxides, diepoxides, and triepoxides, there are many reactions and reaction products. Therefore, the main reaction formulas that represent the reaction with tert-butylated epoxide cashew phenols as raw materials are shown in the following example.

[0088]

[0089] The product prepared in Example 2 was subjected to infrared spectroscopy and nuclear magnetic resonance analysis. The infrared spectrum is shown in the figure. Figure 1 The analysis results are shown in Table 1, and the NMR spectra are shown in Table 1. Figure 2 The analysis results are shown in Table 2.

[0090] Table 1 Infrared analysis results of the products

[0091]

[0092] Table 1 shows that the product contains characteristic peaks such as C-OH stretching vibration peak, P=O stretching vibration peak, benzene ring skeleton stretching vibration peak, POC stretching vibration peak, and PO stretching vibration peak, which indicates that the synthesized product is the target compound.

[0093] Table 2. Results of NMR spectroscopy analysis of the products

[0094]

[0095] The C element assignments in Table 2 indicate that the synthesized product is the target compound.

[0096] Example 3

[0097] 20g of the tert-butylated epoxy cashew phenol prepared in Example 1, 0.2g of concentrated sulfuric acid, 10g of water, and 100g of toluene were added to a three-necked flask equipped with a mechanical stirrer and a reflux condenser. The mixture was stirred, heated, and refluxed at 95°C for 1 hour. Then, 50g of an aqueous solution of chloromethylphosphonic acid (containing 10g of chloromethylphosphonic acid) was added dropwise. After the addition was complete, the reaction was continued under reflux for 3 hours, and then the reaction was stopped. The product was washed three times with water, and finally the solvent was evaporated to obtain the organophosphorus compound W-02 with a phosphorus content of 8.1%.

[0098] Example 4

[0099] 20g of the tert-butylated epoxy cashew phenol prepared in Example 1, 0.2g of concentrated sulfuric acid, 10g of water, and 100g of toluene were added to a three-necked flask equipped with a mechanical stirrer and a reflux condenser. The mixture was stirred, heated, and refluxed at 110°C for 1 hour. Then, 20g of ethoxyphenoxyphosphoric acid was added dropwise. After the addition was complete, the reaction was continued under reflux for 6 hours, at which point the reaction was stopped. The product was washed three times with water, and finally the solvent was evaporated to obtain the organophosphorus compound W-03, which had a phosphorus content of 7.5%.

[0100] Example 5

[0101] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel. Heat to remove water and continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 5g of W-01 and 1g of benzotriazole, and grind into a grease after cooling to room temperature.

[0102] Example 6

[0103] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 15g of W-01 and 1g of benzotriazole, and grind into a grease after cooling to room temperature.

[0104] Example 7

[0105] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Then, continue heating to 210°C for high-temperature refining for 20 minutes. Add 140g of PAO 10 base oil and cool to 120°C. Add 25g of W-01 and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0106] Example 8

[0107] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Then, continue heating to 210°C for high-temperature refining for 20 minutes. Add 140g of PAO 10 base oil and cool to 120°C. Add 15g of W-02 and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0108] Example 9

[0109] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel. Heat to remove water and continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 15g of W-03 and 1g of benzotriazole, and grind into a grease after cooling to room temperature.

[0110] Comparative Example 1

[0111] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 15g of bis(2-ethylhexyl)dithiophosphate molybdenum oxysulfide and 1g of benzotriazole, and grind into a grease after cooling to room temperature.

[0112] The performance of the greases in Examples 5-9 and Comparative Example 1 was evaluated using the methods GB / T 3498, GB / T269, GB / T 7326, SH / T 0719, SH / T 0325, NB / SH / T 0324, SH / T 0202, and SH / T 0204. The evaluation results are shown in Table 3.

[0113] Table 3 Evaluation Results

[0114]

[0115] Example 10

[0116] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 5g of W-01, 2.5g of 2,6-di-tert-butyl-p-cresol, and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0117] Example 11

[0118] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil and cool to 120°C. Add 10g of W-01, 5g of molybdenum oxysulfide (2-ethylhexyl) dithiophosphate, and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0119] Example 12

[0120] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil and cool to 120°C. Add 15g of W-01, 10g of molybdenum disulfide, 2.5g of 2,6-di-tert-butyl-p-cresol, and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0121] Comparative Example 2

[0122] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel. Heat to remove water and continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 7.5g of 2,6-di-tert-butyl-p-cresol and 1g of benzotriazole, cool to room temperature, and grind into a grease.

[0123] Comparative Example 3

[0124] Mix 300g of PAO 10 base oil, 43.59g of 12-hydroxystearic acid, and 14.61g of sebacic acid in a reaction vessel and heat to 85°C. Mix 13.37g of lithium hydroxide monohydrate with 60g of distilled water and heat to 95°C. After the lithium hydroxide is completely dissolved, add it to the reaction vessel and heat to remove water. Continue heating to 210°C for high-temperature refining for 20 minutes. Then add 140g of PAO 10 base oil, cool to 120°C, add 25g of molybdenum disulfide, 2.5g of 2,6-di-tert-butyl-p-cresol, and 1g of benzotriazole. After cooling to room temperature, grind into a grease.

[0125] The performance of the greases from Examples 10, 11, 12, Comparative Example 2, and Comparative Example 3 was evaluated using the methods GB / T 3498, GB / T 269, GB / T 7326, SH / T 0719, SH / T 0325, NB / SH / T 0324, SH / T0202, and SH / T 0204. The evaluation results are shown in Table 4.

[0126] Table 4 Evaluation Results

[0127]

Claims

1. A lubricating grease comprising an organophosphorus compound, a rust inhibitor, optionally an antioxidant, optionally an extreme pressure anti-wear agent, a thickener, and a predominantly lubricating base oil, wherein the organophosphorus compound comprises one or more compounds with the following structures: 。 2. The lubricating grease according to claim 1, characterized in that, The method for preparing the organophosphorus compound includes the following steps: (1) To react (α) compound with peroxide; The (α) compound is tert-butylated cashew phenol; (2) React the reaction product of step (1) with compound (β); The (β) compound is selected from one or more of methylphosphonic acid, chloromethylphosphonic acid, and ethoxyphenoxyphosphoric acid.

3. The lubricating grease according to claim 2, characterized in that, In step (1), the peroxide is selected from one or more of hydrogen peroxide, peroxyformic acid, peracetic acid, persulfonic acid, m-chloroperoxybenzoic acid, tert-butyl hydroperoxide, tert-butyl peracetic acid, methyl ethyl ketone peroxide, benzoyl peroxide and cyclohexanone peroxide.

4. The lubricating grease according to claim 2, characterized in that, The equivalence ratio between (α) compound and peroxide, and (β) compound is 1:0.5~10:0.5~10; the reaction temperature of step (1) is 0-100℃; the reaction temperature of step (2) is 50-150℃.

5. The lubricating grease according to claim 2, characterized in that, The equivalence ratio between (α) compound and peroxide, and (β) compound is 1:2~5:2~5; the reaction temperature of step (1) is 20-80℃; the reaction temperature of step (2) is 70-120℃.

6. The lubricating grease according to any one of claims 1 to 5, characterized in that, The rust inhibitor is selected from benzo[a]azole rust inhibitors and / or sulfonate rust inhibitors; the antioxidant is selected from one or more of amine antioxidants, phenolic antioxidants, and phenolic ester antioxidants; the extreme pressure anti-wear agent is selected from one or more of organic molybdenum, molybdenum sulfide, dialkyl dithiocarbamate, phosphate ester, thiophosphate ester, and aminothioester; the thickener is selected from one or more of lithium-based thickeners, composite lithium-based thickeners, composite aluminum-based thickeners, and polyurea thickeners; the lubricating base oil is selected from one or more of mineral oil, vegetable oil, and synthetic oil.

7. The lubricating grease according to any one of claims 1 to 5, characterized in that, By weight percentage, the grease contains 0.01% to 10% organophosphorus compound, 0.01% to 5% rust inhibitor, 0% to 5% antioxidant, 0% to 5% extreme pressure anti-wear agent, 3% to 35% thickener, and 60% to 95% base oil.

8. The lubricating grease according to any one of claims 1 to 5, characterized in that, By weight percentage, the grease comprises 1% to 5% organophosphorus compound, 0.1% to 1% rust inhibitor, 0.5% to 2% antioxidant, 0.5% to 5% extreme pressure anti-wear agent, 5% to 20% thickener, and 75% to 90% base oil.

9. A method for preparing the lubricating grease according to any one of claims 1 to 8, comprising: The lubricating base oil and thickener are mixed and refined, and then mixed with the aforementioned organophosphorus compound, rust inhibitor, optional antioxidant, and optional extreme pressure anti-wear agent, and ground into grease.

10. A method for preparing the lubricating grease according to any one of claims 1 to 8, wherein the lubricating grease is a complex lithium-based lubricating grease, and the method for preparing the complex lithium-based lubricating grease comprises: Part of the lubricating base oil, fatty acids and small molecule acids are mixed and heated in a reaction vessel to 40~100℃. An aqueous solution of lithium hydroxide is added, and after heating to remove water, the temperature is further raised to 190~220℃ for high-temperature refining. The remaining lubricating base oil is added and cooled to 60~120℃. The aforementioned organophosphorus compound, rust inhibitor, optional antioxidant, and optional extreme pressure anti-wear agent are added and ground into grease.

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