Hydrolysis-resistant and corrosion-resistant integrated organic borate lubricating oil additive as well as preparation method and application thereof

The integrated hydrolysis-resistant and anti-corrosion-proof organic borate ester lubricant additive prepared through the esterification reaction solves the problem that existing additives are prone to hydrolysis in high humidity and corrosive environments, and achieves the improvement of high stability and environmental protection performance.

CN119552180APending Publication Date: 2025-03-04QINGHAI UNIVERSITY
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Patent Information

Application Number
CN202411730881.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2024-11-29
Publication Date
2025-03-04

AI Technical Summary

Technical Problem

The existing organic borate ester lubricant additives are prone to hydrolysis reactions in high humidity and corrosive environments, resulting in degradation in performance. In addition, traditional phosphorus-containing and sulfur-containing additives have environmental pollution and toxicity problems.

Method used

An integrated hydrolysis and corrosion resistance-resistant organic borate ester lubricating oil additive is prepared by esterification. The general structure of the organic borate group and boron source derivative is a specific hydrocarbon group and a specific preparation method is used to improve its stability in a high humidity and corrosive environment.

Benefits of technology

This additive not only maintains excellent lubricating performance, but also significantly improves stability and durability in high humidity and corrosive environments, avoids environmental pollution, and meets environmental protection requirements.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention discloses an anti-hydrolysis and anti-corrosion integrated organic borate lubricating oil additive as well as a preparation method and application thereof, and relates to the technical field of lubricating oil additives. Organic borate is prepared by mixing salicylaldehyde and primary amine according to a molar ratio, carrying out heating reflux water diversion reaction on the organic borate and a toluene solvent in an argon protection environment until no water is generated, and continuing the reaction to obtain an anti-hydrolysis and anti-corrosion organic borate lubricating oil additive. Then naturally cooling, continuously adding a certain amount of boron source into the system, and continuously heating until a reflux water diversion reaction is performed until no water is generated; continuously reacting, carrying out reduced pressure rotary evaporation to remove the toluene solvent to obtain oily liquid, carrying out reduced pressure concentration to obtain a crude product, and carrying out reduced pressure distillation to remove byproducts to further obtain a crude product; performing column separation on the crude product by using a developing solvent; the target compound is obtained. The lubricating oil additive has the beneficial effects that the lubricating oil additive does not contain phosphorus, sulfur and halogen, can avoid the defects of corrosion and sintering of parts, has excellent hydrolytic stability and corrosion resistance, has excellent characteristics in the aspect of tribology, and is a green and environment-friendly lubricating oil additive.
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Description

Technical Field

[0001] The present invention relates to the technical field of lubricating oil additives, and in particular to an organic borate lubricating oil additive with integrated hydrolysis resistance and corrosion protection and a preparation method thereof. Background Art

[0002] With the widespread application of industrial equipment and mechanical systems, lubricants and their additives play a vital role in reducing friction and wear, extending equipment life and improving efficiency. However, with the complexity of use conditions, lubricant additives must not only have traditional anti-wear, friction reduction, extreme pressure and other properties, but also have higher corrosion resistance, oxidation resistance and good anti-hydrolysis stability. With increasingly stringent environmental regulations, traditional phosphorus- and sulfur-containing lubricant additives have gradually exposed problems such as environmental pollution and toxicity, especially under harsh working conditions such as high temperature, high pressure and high humidity. Their use is subject to many restrictions. This makes the development of sulfur-free and phosphorus-free green and environmentally friendly lubricant additives an important research direction in the field of tribology.

[0003] As an emerging lubricant additive, organic borate esters have attracted widespread attention due to their excellent anti-wear, friction-reducing and environmental protection properties. Borate ester additives can not only form a protective film with low shear strength on the metal surface, effectively reducing friction and wear, but also have good environmental performance, especially showing great potential in replacing traditional phosphorus-containing and sulfur-containing additives. However, organic borate esters also face some technical bottlenecks, such as easy hydrolysis reaction in water-containing or high-humidity environments, resulting in performance degradation. In addition, some organic borate ester additives are easily damaged in corrosive environments, affecting their protective performance.

[0004] In response to these problems, domestic and foreign scholars have conducted a lot of research in recent years, trying to improve the hydrolysis resistance and corrosion resistance of organic borate esters by modifying the molecular structure, adding anti-hydrolysis agents, or compounding other functional additives. For example, the introduction of large steric groups or long-chain alkyl structures can improve their hydrolysis resistance to a certain extent, while compounding antioxidants, anti-corrosion and other functional additives can further enhance their stability under harsh working conditions. Summary of the invention

[0005] In view of the deficiencies in the prior art, the present invention provides an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection and a preparation method thereof, so as to solve the problems of green environmental protection and performance defects of lubricant additives.

[0006] The present invention protects an organic borate lubricant additive that integrates hydrolysis resistance and corrosion protection. The general structural formula of the organic borate lubricant additive is:

[0007]

[0008] The R1 is a straight or branched hydrocarbon group of 6 to 18 carbon atoms;

[0009] R2 is any one of a, b, and c;

[0010] Among them, the general structural formula of a is: -X is any one of -H, -NH2, -COOH, -OH, -CH3 and -CH2CH3 groups;

[0011] b is: biphenyl; c is: naphthyl;

[0012] The boron source of the organic borate lubricant additive is phenylboric acid and its derivatives.

[0013] Preferably, R1 is a straight chain of 6, 8, 12 or 16 carbon atoms.

[0014] Preferably, the -X is any one of -H, -OH, -NH2 and -CH3 groups.

[0015] Preferably, the biphenyl group is any one of 2-biphenyl, 3-biphenyl and 4-biphenyl; the structural formula of the biphenyl group is:

[0016]

[0017] Preferably, the naphthyl group is: 1-naphthyl or 2-naphthyl; the structural formula of the naphthyl group is:

[0018]

[0019] Preferably, the boron source of the organic borate lubricant additive is phenylboric acid and its derivatives; the phenylboric acid and its derivatives are any one of 2-aminophenylboric acid, 2-carboxyphenylboric acid, 2-hydroxyphenylboric acid, 2-methylphenylboric acid, 2-ethylphenylboric acid, 2-biphenylboric acid, 3-biphenylboric acid, 4-biphenylboric acid, 1-naphthylboric acid and 2-naphthylboric acid.

[0020] The present invention also protects a method for preparing an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection, comprising the following steps:

[0021] S1: Take a certain amount of salicylaldehyde and primary amine in a molar ratio of 1:1 and mix them in a three-necked flask filled with toluene solvent;

[0022] S2: Heat to 110°C under argon protection, reflux and react until no water is generated, and continue the reaction for 2 hours;

[0023] S3: After the reaction is completed, the temperature is naturally lowered to 40-60°C, and a certain amount of boron source is continuously added to the above system;

[0024] S4: Continue heating to 110°C to reflux and react until no water is generated; after continuing the reaction for 2 hours, remove the toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product;

[0025] S5: removing by-products by distillation under reduced pressure at 120-180° C. to further obtain a crude product;

[0026] S6: By volume ratio V 环己烷 :V 二氯甲烷 =8:1 developing solvent to separate the crude product by column separation; the above-mentioned target compound is obtained, and the yield of the target compound is 80%-92%;

[0027] The typical reaction equation involved in the above reaction is:

[0028]

[0029] Preferably, the molar mass of the boron source is 0.094 mol.

[0030] Preferably, the primary amine is any one of n-hexylamine, n-octylamine, dodecylamine, hexadecylamine and n-hexylamine.

[0031] The present invention also protects the use of an organic borate lubricant additive that integrates hydrolysis resistance and corrosion protection. The additive is added to a base oil as an organic borate lubricant.

[0032] The beneficial effects of the present invention are as follows: the present invention obtains an anti-hydrolysis and anti-corrosion integrated organic borate lubricant additive through esterification reaction of phenylboric acid and its derivatives. The additive not only maintains the excellent lubrication performance of the organic borate, but also optimizes the molecular structure and introduces anti-hydrolysis and anti-corrosion components. It does not contain phosphorus, sulfur, and halogen, and can significantly improve its stability and durability in high humidity and corrosive environments, ensuring reliable performance under extreme working conditions.

[0033] In addition, the organic borate ester has excellent hydrolysis stability and corrosion resistance. When added to engine oil as an organic borate ester lubricant, it has excellent properties in tribology and is a green and environmentally friendly lubricant additive. In summary, the additive of the invention can not only increase the service life of the lubricant, reduce the wear of mechanical equipment, meet current environmental protection requirements, but also have broad market application prospects. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] Figure 1 is the general structural formula of an organic borate lubricant additive;

[0035] Figure 2 This is the H NMR spectrum of the additive BS-2 of the present invention;

[0036] Figure 3 This is the H NMR spectrum of the additive BS-3 of the present invention;

[0037] Figure 4 The anti-wear performance test of the additive BS-3 of the present invention;

[0038] Figure 5 The friction reduction performance test of the additive BS-3 of the present invention is as follows;

[0039] Figure 6 The corrosion resistance test of the additive BS-3 of the present invention is carried out;

[0040] Figure 7 This is a comparison card for testing the corrosion resistance of the additive BS-3 of the present invention. DETAILED DESCRIPTION

[0041] The technical solution of the present invention will be clearly and completely described below in conjunction with the embodiments. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0042] A method for preparing an organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance comprises the following steps:

[0043] S1: Take a certain amount of salicylaldehyde and primary amine in a molar ratio of 1:1 and mix them in a three-necked flask filled with toluene solvent;

[0044] S2: Heat to 110°C under argon protection, reflux and react until no water is generated, and continue the reaction for 2 hours;

[0045] S3: After the reaction is completed, the temperature is naturally lowered to 40-60°C, and a certain amount of boron source is continuously added to the above system;

[0046] S4: Continue heating to 110°C to reflux and react until no water is generated; continue the reaction for 2 hours, then perform vacuum rotary evaporation at 60-100°C to remove the toluene solvent to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product;

[0047] S5: removing by-products by distillation under reduced pressure at 120-180° C. to further obtain a crude product;

[0048] S6: By volume ratio V 环己烷 :V 二氯甲烷 =8:1 developing solvent to separate the crude product by column to obtain the above target compound;

[0049] The typical reaction equation involved in the above reaction is:

[0050]

[0051] Among them, the molar mass of the boron source is 0.094 mol.

[0052] The primary amine is any one of n-hexylamine, n-octylamine, dodecylamine, hexadecylamine and n-hexylamine.

[0053] Example 1

[0054] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (10.19 g) of n-hexylamine are weighed, mixed and added into a 500 mL three-necked flask with 150 mL of toluene, wherein the toluene is a water-carrying agent, and heated to 110° C. under argon protection for reflux and water separation reaction until no water is generated, and the reaction is terminated after continuing the reaction for 2 hours, and then the temperature is naturally lowered to 40-60° C., 0.094 mol (11.46 g) of phenylboric acid is continued to be added to the above system, and the system is continued to be heated to 110° C. for reflux and water separation reaction until no water is generated; after continuing the reaction for 2 hours, the toluene solvent is removed by vacuum rotary evaporation to obtain an oily liquid, and the crude product is obtained by vacuum concentration; part of the by-products are removed by vacuum distillation at 120° C. to obtain a crude product, and cyclohexane and dichloromethane are selected as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 92%, which was recorded as BS-1 and has the structural formula:

[0055]

[0056] Among them, the boron content of the additive prepared above is 3.49%;

[0057] The reaction equation for the above reaction is:

[0058]

[0059] Example 2

[0060] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (12.92 g) of n-octylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (12.97 g) of 2-hydroxyphenylboric acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 140° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 90%, which was recorded as BS-2 and has the structural formula:

[0061]

[0062] Wherein, the boron content of the additive prepared above is 3.06%;

[0063] The reaction equation for the above reaction is:

[0064]

[0065] The structure of the target compound was 1 H-NMR characterization, the spectrum is attached Figure 2 , the detailed data are as follows:

[0066] 1H NMR (600MHz, Chloroform-d) δ / ppm: 9.15(s, 1H), 8.23(s, 1H), 7.91(s, 1H), 7.58(s, 1H), 7.41(s, 1H), 7.32(s, 1H), 7.11(d, J=8.1Hz, 1H), 7.06(s, 1H), 6.98(s, 1H), 6.90(s, 1H), 6.80(d, J=8.1Hz, 1H), 3.40(d, J=56.2Hz, 2H), 1.56(s, 2H), 1.11(s, 6H), 0.75(s, 3H). Obviously, the chemical shift and quantity of all hydrogens in the target compound BS-2 are consistent with the theoretical structure, proving that the BS-2 compound was successfully prepared.

[0067] Example 3

[0068] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (18.54 g) of dodecylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (12.87 g) of 2-aminophenylboronic acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 160° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 88%, which was recorded as BS-3 and has the structural formula:

[0069]

[0070] Wherein, the boron content of the additive prepared above is 2.65%;

[0071] The reaction equation for the above reaction is:

[0072]

[0073] The structure of the target compound was 1 H-NMR characterization, the spectrum is attached Figure 3 , the detailed data are as follows:

[0074] 1H NMR(600MHz,Chloroform-d)δ / ppm:9.27(s,1H),8.14(d,J=16.9Hz,1H),7.98(d,J=7.3Hz,2H),7.59– 7.56(m,2H),7.40(dd,J=14.5,7.2Hz,2H),7.07(d,J=8.4Hz,1H),6.97(t,J=7.5Hz,1H),5.45(s,1H), 5.00(s,1H),3.74–3.48(m,2H),1.83(d,J=14.8,5.1Hz,1H),1.67(d,J=10.4,6.0Hz,1H),1.29(t,J=21.4,11.3,9.1Hz,18H),0.92(t,J=7.0Hz,3H). Obviously, the chemical shift and quantity of all hydrogens in the target compound BS-3 are consistent with the theoretical structure, proving that the BS-3 compound was successfully prepared.

[0075] Example 4

[0076] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (24.15 g) of hexadecylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (12.78 g) of 2-methylphenylboronic acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 180° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 86%, which was recorded as BS-4 and has the structural formula:

[0077]

[0078] Wherein, the boron content of the additive prepared above is 2.33%;

[0079] The reaction equation for the above reaction is:

[0080]

[0081] Example 5

[0082] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (10.19 g) of n-hexylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (18.61 g) of 4-biphenylboric acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 120° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷=8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 88%, which was recorded as BS-5 and has the structural formula:

[0083]

[0084] Wherein, the boron content of the additive prepared above is 2.80%;

[0085] The reaction equation for the above reaction is:

[0086]

[0087] Example 6

[0088] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (12.92 g) of n-octylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (16.17 g) of 1-naphthylboric acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 140° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 86%, which was recorded as BS-6 and has the structural formula:

[0089]

[0090] Wherein, the boron content of the additive prepared above is 2.79%;

[0091] The reaction equation for the above reaction is:

[0092]

[0093] Example 7

[0094] Preparation of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection: weigh 0.1 mol (12.21 g) of salicylaldehyde and 0.1 mol (18.54 g) of dodecylamine, mix and add into a 500 mL three-necked flask, add 150 mL of toluene as a water-carrying agent, heat to 110° C. under argon protection, reflux and separate water reaction until no water is generated, continue to react for 2 hours, end the reaction, then naturally cool to about 40-60° C., continue to add 0.094 mol (16.17 g) of 2-naphthylboric acid to the above system, continue to heat to 110° C. reflux and separate water reaction until no water is generated; continue to react for 2 hours, remove toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; remove part of the by-products by vacuum distillation at 160° C. to obtain a crude product, select cyclohexane and dichloromethane as developing agents for column separation of the crude product, wherein the volume ratio is V 环己烷 :V 二氯甲烷 =8:1, the obtained crude product was separated by column, and the target compound was collected with a yield of 84%, which was recorded as BS-7 and has the structural formula:

[0095]

[0096] Among them, the boron content of the additive prepared above is 2.44%;

[0097] The reaction equation for the above reaction is:

[0098]

[0099] Example 8

[0100] The target compounds BS-1, BS-2, BS-3, BS-4, BS-5, BS-6 and BS-7 prepared above were added into pure POE 100 base oil at a mass fraction of 2%, and their tribological properties were evaluated by a four-ball machine. The base oil without any additives was used as a reference. The results are shown in Table 1.

[0101] Table 1 Tribological properties test results of POE 100 base oil and additives

[0102]

[0103]

[0104] The load-carrying capacity of oil is measured by the anti-seizing load P D (N) and anti-seizure load P B (N) indicates that, as can be seen from Table 1, at a 2% addition amount, the additive provided by the present invention has an effect on the P of the base oil. D (N) and P B(N) is greatly improved, indicating that the load-bearing capacity of the base oil is significantly improved. After adding the additive provided by the present invention, the wear spot diameter of the oil is significantly reduced, indicating that the present invention has a good anti-wear effect. The friction coefficient of the oil is greatly reduced, indicating that the additive of the present invention has excellent friction reduction performance. In addition, the friction performance evaluation results show that BS-3 exhibits the best comprehensive friction reduction, anti-wear, and extreme pressure resistance performance.

[0105] The specific analysis is as follows:

[0106] 1. Anti-wear performance test of additive BS-3

[0107] Through testing, the anti-wear performance of BS-3 additive added to POE 100 base oil at a mass fraction of 0%, 1%, 2%, 3%, and 4% was shown in the figure. The results showed that when the content of the additive was 2%, the wear spot diameter was 0.409mm compared with the blank (0.854mm). It can be seen that the BS-3 additive exhibited obvious anti-wear performance, and its wear spot diameter was significantly reduced by 52.1% (see the attached Figure 4 ).

[0108] 2. Friction reduction performance test of additive BS-3

[0109] Through testing, the friction coefficient of the blank group (pure base oil) was compared and analyzed by adding BS-3 additive to POE100 base oil at a mass fraction of 0%, 1%, 2%, 3%, and 4%. The results showed that the friction coefficient of the blank group (pure base oil) was 0.122. When the BS-3 additive content was 2%, its friction coefficient could be maintained at 0.042 after 3000s. Obviously, the friction coefficient was reduced by 65.6%, indicating that the BS-3 additive can play a good role in reducing friction (see the attached Figure 5 ).

[0110] Example 9

[0111] In order to further investigate the hydrolysis stability, the target compound BS-3 with the best friction performance among the target compounds BS-1, BS-2, BS-3, BS-4, BS-5, BS-6, and BS-7 prepared above was subjected to a hydrolysis stability test;

[0112] 1. Test methods

[0113] (1) At room temperature, add 1 g of non-phosphorus-sulfur organic borate additive sample into 20 mL of base oil POE 100 in a 50 mL beaker, and heat and stir the beaker in a 60 °C water bath until the sample is evenly dissolved.

[0114] (2) Place the treated oil sample at room temperature and leave it open.

[0115] (3) Observe whether there is any precipitation or turbidity of the oil sample. If so, it can be judged that the synthesized organic borate has been hydrolyzed in the base oil. The hydrolysis stability of the synthesized organic borate was evaluated based on the length of time the hydrolysis occurs.

[0116] 2. Test results

[0117] Table 2 Borate ester hydrolysis stability test results

[0118]

[0119] For comparison, tributyl borate (purchased directly from Aladdin), which is often used as a control experiment, was selected for research. As shown in the table above, the BS-3 test sample remained transparent without solid precipitation on the 100th day; while the tributyl borate test sample became oily and turbid on the 3rd day and hydrolyzed. In summary, the BS-3 compound has good hydrolytic stability.

[0120] Example 10

[0121] The target compound BS-3 with the best friction performance among the target compounds BS-1, BS-2, BS-3, BS-4, BS-5, BS-6 and BS-7 prepared above was subjected to a corrosion resistance test;

[0122] 1. Test methods

[0123] (1) According to GB / T 5096-2017 “Petroleum Products Copper Strip Corrosion Test Method”, the corrosion resistance of the product is measured;

[0124] (2) Adding different proportions of organic borate additive BS-3 to POE 100 base oil, the mass fractions are (0%, 1%, 2%, 3%, 4%), and each proportion is about 30g.

[0125] (3) The copper sheet corrosion measuring instrument was set to 150°C. The polished copper sheets were placed in glass tubes containing different mass fractions of organic borate, and the entire glass tube was placed in the copper sheet corrosion measuring equipment. After being placed in a 150°C constant temperature bath for three hours, the copper sheet was taken out after the temperature cooled down, and the residual oil sample on the surface of the copper sheet was cleaned with petroleum ether, and then compared with the standard colorimetric card.

[0126] 2. Test results

[0127] Table 3 Copper sheet corrosion grade

[0128]

[0129] By attaching Figure 6 , 7And analysis in Table 3. Comparing with the standard card, it can be seen that POE 100 base oil has a certain corrosiveness to copper sheets, and the corrosion level is 1b. After adding the additive, the corrosion of the copper sheet is reduced, indicating that BS-3 has a certain anti-corrosion performance, and the corrosion level is <1a. When the content of the additive is 4%, the corrosion level is still <1a, indicating that the additive has good anti-corrosion performance.

Claims

1. An organic borate lubricant additive with integrated hydrolysis resistance and corrosion protection, characterized in that: The general structural formula of the organic borate lubricant additive is: The R1 is a straight or branched hydrocarbon group of 6 to 18 carbon atoms; R2 is any one of a, b, and c; Among them, the general structural formula of a is: Wherein -X is any one of -H, -NH2, -COOH, -OH, -CH3 and -CH2CH3 groups; b is: biphenyl; c is: naphthyl; The boron source of the organic borate lubricant additive is phenylboric acid and its derivatives.

2. The organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The R1 is a straight chain of 6, 8, 12 or 16 carbon atoms.

3. The organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The -X is any one of -H, -OH, -NH2 and -CH3 groups.

4. The organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The biphenyl group is any one of 2-biphenyl, 3-biphenyl and 4-biphenyl. The structural formulas of the biphenyl groups are:

5. The organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The naphthyl group is: 1-naphthyl or 2-naphthyl; The structural formula of the naphthyl group is:

6. The organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The phenylboronic acid and its derivatives are any one of 2-aminophenylboronic acid, 2-carboxyphenylboronic acid, 2-hydroxyphenylboronic acid, 2-methylphenylboronic acid, 2-ethylphenylboronic acid, 2-biphenylboronic acid, 3-biphenylboronic acid, 4-biphenylboronic acid, 1-naphthylboronic acid and 2-naphthylboronic acid.

7. The method for preparing the organic borate lubricant additive according to any one of claims 1 to 6, characterized in that: The following steps are involved: S1: Take a certain amount of salicylaldehyde and primary amine in a molar ratio of 1:1 and mix them in a three-necked flask filled with toluene solvent; S2: Heat to 110°C under argon protection, reflux and react until no water is generated, and continue the reaction for 2 hours; S3: After the reaction is completed, the temperature is naturally lowered to 40-60°C, and a certain amount of boron source is continuously added to the above system; S4: Continue heating to 110°C to reflux and react until no water is generated; after continuing the reaction for 2 hours, remove the toluene solvent by vacuum rotary evaporation to obtain an oily liquid, and concentrate under reduced pressure to obtain a crude product; S5: removing by-products by distillation under reduced pressure at 120-180° C. to further obtain a crude product; S6: Take the developing agent and press V 环己烷 :V 二氯甲烷 =8:1 volume ratio to perform column separation on the crude product; to obtain the above-mentioned target compound, the yield of the target compound is 80%-92%; The typical reaction equation involved in the above reaction is:

8. The method for preparing the organic borate lubricant additive according to claim 7, characterized in that: The molar mass of the boron source is 0.094 mol.

9. The method for preparing the organic borate lubricant additive according to claim 7, characterized in that: The primary amine is any one of n-hexylamine, n-octylamine, dodecylamine, hexadecylamine and n-hexylamine.

10. The use of an organic borate lubricant additive with integrated hydrolysis resistance and corrosion resistance according to claim 1, characterized in that: The additive is added into base oil as organic borate lubricant.