A room temperature gelling gel lubricant and its preparation method and application

The cross-linked network is formed by the borate exchange reaction of components A and B, which solves the problem of gel formation of gel lubricants at room temperature, realizes direct coating and filling of tiny gaps on mechanical parts, significantly reduces the friction coefficient, and is suitable for the lubrication of various mechanical parts.

CN119662332BActive Publication Date: 2025-10-10LANZHOU INSTITUTE OF CHEMICAL PHYSICS CHINESE ACADEMY OF SCIENCES
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Patent Information

Application Number
CN202411833750.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-12-13
Publication Date
2025-10-10
Estimated Expiration
2044-12-13

AI Technical Summary

Technical Problem

Existing gel lubricants need to be heated to form a gel before they can be used, making it difficult to completely fill the tiny gaps and pores between mechanical parts, limiting their lubrication effect.

Method used

A mixture of components A and B is used, wherein component A includes lipoic acid derivatives and alkylboronic acid, and component B includes phenyldiboronic acid ester. A cross-linked network is formed through a borate exchange reaction at room temperature, so that the lubricant gels at room temperature and can be directly coated on mechanical parts and fill tiny gaps and pores.

Benefits of technology

It can form gel at room temperature, adapt to complex mechanical structures, avoid lubricant creep and leakage, significantly reduce friction coefficient, and is suitable for lubrication of various mechanical parts.

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Abstract

The present application relates to the technical field of lubricant, and provides a room-temperature gelling gel lubricant as well as a preparation method and application thereof.The gel lubricant provided by the present application comprises component A and component B, raw materials for preparing the component A include lipoic acid derivative, alkyl boronic acid and precursor oil; the component B comprises phenyldiboronic acid ester and precursor oil.The gel lubricant provided by the present application has room-temperature gelling capacity, and when used, the lubricant in solution state can be coated in mechanical parts first, so that the lubricant can be fully filled in the tiny gaps and pores between parts, and then the gelation is carried out after standing, so as to avoid the climbing and leakage of the lubricant.The gel lubricant provided by the present application can adapt to the complex mechanical structure change, has excellent tribological performance, can significantly reduce the friction coefficient of base oil, is suitable for lubricating various mechanical parts, and has simple preparation method, convenient use, wide application range and wide application prospect.
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Description

Technical Field

[0001] The present invention relates to the technical field of lubricants, in particular to a room temperature gel lubricant and a preparation method and application thereof. Background Art

[0002] In the industrial sector, approximately one-third of energy consumption is used to overcome friction, while wear and tear increases the cost of repairing and replacing mechanical components. Using efficient lubricants to reduce friction and wear plays a vital role in minimizing energy loss, improving mechanical efficiency, and extending the service life of machinery.

[0003] As a new type of semi-solid lubricant, gel lubricants exhibit excellent thixotropic properties, preventing lubricant creep and leakage while also avoiding high viscous resistance and providing excellent lubrication. However, current gel lubricants require heating to gel. For use, they must be heated to gel before being applied to mechanical parts. This gelling-before-applying method makes it difficult for the gel lubricant to completely fill the tiny gaps and pores between components, limiting its lubricating properties. Summary of the Invention

[0004] In light of this, the present invention provides a room-temperature gel lubricant, its preparation method, and its application. The gel lubricant provided by the present invention can gel at room temperature and can be applied to mechanical components before gelling. It can adapt to complex mechanical structures and completely fill tiny gaps and pores between components, thereby achieving effective lubrication.

[0005] In order to achieve the above-mentioned object of the invention, the present invention provides the following technical solutions:

[0006] A room temperature gel lubricant comprises a component A and a component B; the raw materials for preparing the component A comprise a thioctic acid derivative, an alkylboronic acid, and a precursor oil; the thioctic acid derivative is hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate; the mass fraction of the thioctic acid derivative in the raw materials for preparing the component A is 5% to 20%;

[0007] The B component comprises phenyl diboric acid ester and precursor oil; the mass fraction of phenyl diboric acid ester in the B component is 5% to 15%.

[0008] Preferably, the alkyl boronic acid includes one or more of n-butyl boronic acid, n-hexyl boronic acid, n-octyl boronic acid and n-decyl boronic acid; the molar amount of the alkyl boronic acid is 30% to 70% of the molar amount of the lipoic acid derivative.

[0009] Preferably, the preparation method of the component A comprises: heating and mixing a lipoic acid derivative, a precursor oil and an alkyl boronic acid and then cooling the mixture to obtain the component A.

[0010] Preferably, the preparation method of the B component comprises: mixing phenylenediboric acid, diol and precursor oil and performing an esterification reaction to obtain the B component.

[0011] Preferably, the diol includes one or more of 1,2-decanediol, 1,2-dodecanediol, 1,2-tetradecanediol and 1,2-hexadecanediol; and the molar ratio of the phenylenediboronic acid to the diol is 1:(2-2.1).

[0012] Preferably, the precursor oil in the component A and the component B is an ester oil.

[0013] Preferably, the ester oil includes one or more of diester lubricating oil, polyol ester lubricating oil and dipentaerythritol ester lubricating oil.

[0014] Preferably, the mass ratio of component A to component B is (1-2):1.

[0015] The present invention also provides a method for preparing the room temperature gel lubricant described in the above scheme, comprising the following steps: mixing component A and component B to obtain the room temperature gel lubricant.

[0016] The present invention also provides the use of the room temperature gel lubricant described in the above scheme or the room temperature gel lubricant prepared by the preparation method described in the above scheme in lubricating mechanical parts.

[0017] The present invention provides a room-temperature gel lubricant, comprising components A and B. Component A is prepared from raw materials comprising a thioctic acid derivative, an alkyl boronic acid, and a precursor oil. The thioctic acid derivative is hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate. The mass fraction of the thioctic acid derivative in the raw materials of component A is 5% to 20%. Component B comprises phenyl diboronate and a precursor oil. The mass fraction of phenyl diboronate in component B is 5% to 15%. The gel lubricant provided by the present invention comprises components A and B, wherein component A comprises a thioctic acid derivative and an alkyl boronic acid. The thioctic acid derivative can undergo ring-opening polymerization to form a linear polymer, while a portion of the thioctic acid derivative reacts with the alkyl boronic acid to form a borate ester. After components A and B are mixed, components A and B undergo a borate exchange reaction at room temperature, thereby forming a cross-linked network and gelling the lubricant. The gel lubricant provided by the present invention has the ability to gel at room temperature. When used, the lubricant in a solution state can be first applied to mechanical parts to allow the lubricant to fully fill the tiny gaps and pores between the parts, and then allowed to stand for gelation to prevent the lubricant from creeping and leaking. The gel lubricant provided by the present invention can adapt to changes in complex mechanical structures and overcome the disadvantage that semi-solid lubricants (grease, gel) are not easy to fill into the tiny gaps and pores of parts. In addition, the gel lubricant provided by the present invention has excellent tribological properties and can significantly reduce the friction coefficient of the base oil. It is suitable for lubricating various mechanical parts, and has a simple preparation method, is easy to use, and has a wide range of applications. BRIEF DESCRIPTION OF THE DRAWINGS

[0018] Figure 1 This is a test chart of the room temperature gelling performance of the gel lubricant prepared in Example 1;

[0019] Figure 2 The friction coefficient curves of diester lubricant A51 and the gel lubricants obtained in Examples 1 to 4 are shown. DETAILED DESCRIPTION

[0020] The present invention provides a room temperature gel lubricant, comprising a component A and a component B; the raw materials for preparing the component A include a thioctic acid derivative, an alkylboronic acid, and a precursor oil; the thioctic acid derivative is hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate; the mass fraction of the thioctic acid derivative in the component A is 5% to 20%;

[0021] The B component comprises phenyl diboric acid ester and precursor oil; the mass fraction of phenyl diboric acid ester in the B component is 5% to 15%.

[0022] In the present invention, the raw materials for preparing the A component include lipoic acid derivatives, and the lipoic acid derivatives are 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl) propionic acid hexadecyl ester, and the structural formula is shown in Formula I:

[0023]

[0024] The present invention has no special requirements on the preparation method of the lipoic acid derivatives, and they can be prepared using methods well known to those skilled in the art.

[0025] In the present invention, the mass fraction of the lipoic acid derivative in the raw materials for preparing component A is 5% to 20% (the total mass of the lipoic acid derivative, alkyl boronic acid and precursor oil in component A is 100%), specifically 5%, 8%, 9%, 10%, 12%, 15% or 20%.

[0026] In the present invention, the raw materials for preparing component A include alkylboric acid; the alkylboric acid preferably includes one or more of n-butylboric acid, n-hexylboric acid, n-octylboric acid and n-decylboric acid; the molar amount of the alkylboric acid is preferably 30% to 70% of the molar amount of the thioctic acid derivative, specifically 30%, 40%, 50%, 60% or 70%.

[0027] In the present invention, the component A includes a precursor oil, which is preferably an ester oil. The ester oil preferably includes one or more of diester lubricating oil, polyol ester lubricating oil and dipentaerythritol ester lubricating oil; in a specific embodiment of the present invention, the ester oil is preferably diester lubricating oil A51.

[0028] In the present invention, the preparation method of the component A preferably includes: heating and mixing a lipoic acid derivative, a precursor oil and an alkyl boronic acid, and then cooling to obtain the component A; the temperature of the heating and mixing is preferably 120 to 150°C, specifically 120°C, 130°C, 140°C or 150°C, and the time of the heating and mixing is preferably 10 to 30 minutes, specifically 15 minutes, 20 minutes or 25 minutes; the cooling is specifically cooling to room temperature.

[0029] In the present invention, the component B includes phenyl diboric acid ester; the mass fraction of phenyl diboric acid ester in the component B is 5% to 15%, specifically 5%, 8%, 10%, 15% or 15%.

[0030] In the present invention, the B component includes a precursor oil, which is preferably an ester oil, and the ester oil preferably includes one or more of diesters, polyol esters and dipentaerythritol esters; in a specific embodiment of the present invention, the ester oil is preferably diester lubricant A51.

[0031] In the present invention, the preparation method of the B component preferably comprises: mixing phenylenediboronic acid, a diol and a precursor oil and performing an esterification reaction to obtain the B component; the phenylenediboronic acid is preferably terephthalic acid; the diol preferably comprises one or more of 1,2-decanediol, 1,2-dodecanediol, 1,2-tetradecanediol and 1,2-hexadecanediol. In a specific embodiment of the present invention, the diol is preferably 1,2-decanediol, or preferably a mixture of 1,2-decanediol and 1,2-tetradecanediol, and the mixture is preferably The molar ratio of 1,2-decanediol to 1,2-tetradecanediol is preferably 1:(1-1.1); the molar ratio of phenyldiboric acid to diol is preferably 1:(2-2.1); the temperature of the esterification reaction is preferably 120-150°C, specifically 120°C, 130°C, 140°C or 150°C, and the time of the esterification reaction is preferably 10-30 minutes, specifically 15 minutes, 20 minutes or 25 minutes; after the esterification reaction is completed, the reaction solution is cooled to room temperature to obtain the B component.

[0032] In the present invention, the mass ratio of component A to component B is preferably (1-2):1, specifically 1:1, 1.5:1 or 2:1.

[0033] The present invention also provides a method for preparing the room temperature gel lubricant described in the above scheme, comprising the following steps: mixing component A and component B to obtain the room temperature gel lubricant.

[0034] In the present invention, the mixing is preferably carried out at room temperature, the mixing time is preferably 10 minutes, and the mixing is preferably performed by stirring. In the present invention, after the components A and B are mixed, a lubricant in a solution is obtained, which is then allowed to stand at room temperature to form a gel, and the standing time is preferably 6 hours. In a specific application embodiment of the present invention, after the components A and B are mixed, the lubricant in a solution is preferably applied to a mechanical part, and then allowed to stand at room temperature to form a gel.

[0035] The present invention also provides the use of the room temperature gel lubricant described in the above scheme or the room temperature gel lubricant prepared by the preparation method described in the above scheme in lubricating mechanical parts.

[0036] The following will be combined with the embodiments of the present invention to clearly and completely describe the technical solutions of the present invention. Obviously, the embodiments described are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without making creative efforts are within the scope of protection of the present invention.

[0037] In the following examples, hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate was prepared by the following method:

[0038] Levodopa (10 mmol), p-toluenesulfonic acid (11 mmol), and hexadecanol (12 mmol) were suspended in toluene (50 mL) and heated under Dean Stark conditions for 24 hours. The toluene was removed under reduced pressure to yield a viscous liquid, which was dissolved in ethyl acetate (50 mL) and refrigerated for 8 hours. The white solid, hexadecyl (3,4-dihydroxyphenyl)propionate p-toluenesulfonate (DOPA-TsOH), was collected by filtration. 1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (10 mmol) was added to a solution of lipoic acid (10 mmol) in DMF (50 mL), followed by hydroxybenzotriazole (10 mmol). The solution was stirred at 0°C for 30 minutes and then at room temperature for 1.5 hours, after which triethylamine (30 mmol) was added dropwise. DOPA-TsOH (10 mmol) was added, and the mixture was stirred at room temperature overnight in the dark. 50 mL of ethyl acetate (100 mL) was added, the mixture was washed three times with water (50 mL), and the combined aqueous phase was re-extracted with ethyl acetate (20 mL). The combined organic phase was washed with brine (50 mL) and dried over anhydrous MgSO4. The solvent was removed under reduced pressure, and the crude mixture was purified by column chromatography to obtain hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propanoate.

[0039] Example 1

[0040] To 6 g of diester lubricant A51, 0.61 g of hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate and 0.06 g of n-butylboric acid were added, and the mixture was heated and stirred at 130° C. for 20 min to obtain component A.

[0041] 0.17 g of terephthalic acid and 0.36 g of 1,2-decanediol were added to 5 g of diester lubricant A51, and the mixture was heated and stirred at 130° C. for 20 min to obtain component B.

[0042] Mix 1 g of component A and 1 g of component B, stir at room temperature for 10 min, and let stand for 6 h to obtain a gel lubricant.

[0043] Example 2

[0044] To 6 g of diester lubricant A51, 0.61 g of hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate and 0.09 g of n-octylboric acid were added, and the mixture was heated and stirred at 130° C. for 20 min to obtain component A.

[0045] 0.17 g of terephthalic acid, 0.18 g of 1,2-decanediol and 0.24 g of 1,2-tetradecanediol were added to 5 g of diester lubricant A51, and the mixture was heated and stirred at 130° C. for 20 min to obtain component B.

[0046] Mix 1 g of component A and 1 g of component B, stir at room temperature for 10 min, and let stand for 6 h to obtain a gel lubricant.

[0047] Example 3

[0048] The preparation method of component A is the same as that of Example 1, and the preparation method of component B is the same as that of Example 2.

[0049] Mix 1 g of component A and 1 g of component B, stir at room temperature for 10 min, and let stand for 6 h to obtain a gel lubricant.

[0050] Example 4

[0051] The preparation method of component A is the same as that of Example 2, and the preparation method of component B is the same as that of Example 1.

[0052] Mix 1 g of component A and 1 g of component B, stir at room temperature for 10 min, and let stand for 6 h to obtain a gel lubricant.

[0053] Performance Testing

[0054] Room temperature gelling performance test: The photos of components A and B in Example 1 after stirring and mixing for 10 minutes and standing at room temperature for 6 hours are shown in the following figure. Figure 1 shown; according to Figure 1 It can be seen that component A and component B are in a liquid state when they are just mixed, and form a gel after standing at room temperature for 6 hours, indicating that the gel lubricant of the present invention has good gelling properties at room temperature.

[0055] Friction Coefficient Testing: The tribological properties of the gel lubricants obtained in Examples 1-4 were evaluated using an SRV-V micro-vibration friction and wear tester manufactured by Optimol Grease GmbH of Germany, and compared with diester lubricant A51. The test conditions were: load 200 N, temperature 25°C, frequency 25 Hz, amplitude 1 mm, and test time 30 min. The upper test ball was a GCr15 steel ball, and the lower test specimen was a GCr15 steel block.

[0056] The friction coefficient curve is as follows Figure 2 The average friction coefficient test results are shown in Table 1.

[0057] Table 1 Average friction coefficient of A51 and Examples 1 to 4

[0058] Sample number A51 Example 1 Example 2 Example 3 Example 4 Average friction coefficient 0.1433 0.1309 0.1250 0.1255 0.1256

[0059] According to Table 1 and Figure 2 It can be seen from the data in that the gel lubricants prepared by the present invention all have a low friction coefficient.

[0060] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principles of the present invention. These improvements and modifications should also be regarded as within the scope of protection of the present invention.

Claims

1. A room temperature gel lubricant, characterized in that: The invention comprises a component A and a component B; the raw materials for preparing the component A include a lipoic acid derivative, an alkylboronic acid, and a precursor oil; the lipoic acid derivative is hexadecyl 2-(5-(1,2-dithiolan-3-yl)pentanamido)-3-(3,4-dihydroxyphenyl)propionate; and the mass fraction of the lipoic acid derivative in the raw materials for preparing the component A is 5% to 20%; The B component includes phenyl diboric acid ester and precursor oil; the mass fraction of phenyl diboric acid ester in the B component is 5% to 15%.

2. The room temperature gel lubricant according to claim 1, characterized in that: The alkyl boronic acid includes one or more of n-butyl boronic acid, n-hexyl boronic acid, n-octyl boronic acid and n-decyl boronic acid; the molar amount of the alkyl boronic acid is 30% to 70% of the molar amount of the lipoic acid derivative.

3. The room temperature gel lubricant according to claim 1, characterized in that: The preparation method of the component A comprises: heating and mixing a lipoic acid derivative, a precursor oil and an alkyl boric acid and then cooling the mixture to obtain the component A.

4. The room temperature gel lubricant according to claim 1, characterized in that: The preparation method of the B component comprises: mixing phenylenediboric acid, diol and precursor oil and performing esterification reaction to obtain the B component.

5. The room temperature gel lubricant according to claim 4, characterized in that: The diol includes one or more of 1,2-decanediol, 1,2-dodecanediol, 1,2-tetradecanediol and 1,2-hexadecanediol; and the molar ratio of the phenylenediboronic acid to the diol is 1:(2-2.1).

6. The room temperature gel lubricant according to claim 1, characterized in that: The precursor oil in the components A and B is ester oil.

7. The room temperature gel lubricant according to claim 6, characterized in that: The ester oil includes one or more of diester lubricating oil, polyol ester lubricating oil and dipentaerythritol ester lubricating oil.

8. The room temperature gel lubricant according to claim 1, characterized in that: The mass ratio of component A to component B is (1~2):

1.

9. The method for preparing the room temperature gel lubricant according to any one of claims 1 to 8, characterized in that: The following steps are involved: Component A and component B are mixed to obtain the room temperature gel lubricant.

10. Use of the room temperature gel lubricant according to any one of claims 1 to 8 or the room temperature gel lubricant prepared by the preparation method according to claim 9 in lubricating mechanical parts.

Citation Information

Patent Citations

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    CN104877748A

  • Viscosity Modifiers in Controlled Release Lubricant Additive Gels

    US20080108531A1