CN101463047B - Organic molybdenum compound coupling agent, preparation thereof and surface treating method for molybdenum disulphide powder by using the same - Google Patents
Organic molybdenum compound coupling agent, preparation thereof and surface treating method for molybdenum disulphide powder by using the same Download PDFInfo
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- CN101463047B CN101463047B CN2009100448430A CN200910044843A CN101463047B CN 101463047 B CN101463047 B CN 101463047B CN 2009100448430 A CN2009100448430 A CN 2009100448430A CN 200910044843 A CN200910044843 A CN 200910044843A CN 101463047 B CN101463047 B CN 101463047B
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Abstract
The invention relates to a novel organic molybdenum compound coupling agent, a preparation method thereof and a surface treatment method of molybdenum disulfide powder by the novel organic molybdenum compound coupling agent. The structural formula of the coupling agent is shown in the right formula. An inorganophilic terminal of the organic molybdenum compound coupling agent has good efficiency in chemical reaction with surface of molybdenum disulfide, and is soluble in organic resin solution, which enhances interface compatibility between the molybdenum disulfide and organic resin, can fullyimprove the dispersibility of the molybdenum disulfide and improve the lubricating property of a product. The preparation method is simple and easily operated.
Description
Technical field
The present invention relates to a kind of novel organic-molybdenum compound coupling agent, its preparation method and to the surface treatment method of molybdenumdisulphide powder.
Background technology
Have a kind of sandwich flaggy in the crystal of molybdenum disulfide structure, at two-layer sulphur atom therebetween one deck molybdenum atom, 6 sulphur atoms of arranging around the molybdenum atom in the laminate structure, between them with the strong covalent bond combination.This flaggy is piled up up and down in crystal, makes the sulphur atom layer of a flaggy adjacent with the sulphur atom layer of another flaggy, only depends on weak Van der Waals force combination therebetween, layer with layer between slip easily, so molybdenumdisulphide has oilness.But molybdenumdisulphide and organic resin consistency are poor, use suitable coupling agents that molybdenumdisulphide is carried out surface treatment, can improve the dispersiveness of molybdenumdisulphide, molybdenumdisulphide through the processing of coupling agent activation treatment, because of chemistry or physics chemical action generation molecule organic layer take place in its surface, become close organic property by wetting ability, can improve the consistency of molybdenumdisulphide and organic resin.
Main at present employing silane coupling agent and titante coupling agent carry out surface treatment to molybdenumdisulphide.This coupling agent of two types can improve the consistency of molybdenumdisulphide and inorganic resin, but, its modified effect is general, and molybdenumdisulphide is difficult for being dispersed in the resin solution after modification, even be issued to homodisperse in strong external force, but this liquid phase coating preservation period is short, molybdenumdisulphide is easy to precipitation or segregation, even reunites, and coating concentration is inhomogeneous, must prepare again and disperse before the application, coating also surface-defect can occur.Thereby need a kind of novel molybdenumdisulphide coupling agent, further improve the dispersiveness of solid lubricant.
Summary of the invention
One of purpose of the present invention is to provide a kind of novel organic-molybdenum compound coupling agent.
Two of purpose of the present invention is to provide the preparation method of this coupling agent.
Three of purpose of the present invention is with this coupling agent molybdenumdisulphide to be carried out the surface-treated method.
For achieving the above object, the present invention adopts following technical scheme:
A kind of organic-molybdenum compound coupling agent is characterized in that the structural formula of this coupling agent is:
The molecular formula of this organic-molybdenum compound coupling agent is C
20-23H
39-45MoNO
6, its infared spectrum charateristic avsorption band is at 2920.00～2940.00cm
-1, 2850.00～2860.00cm
-1, 1460.00～1618.00cm
-1, 1103.40cm
-1, 735.80cm
-1The place.
A kind of method for preparing above-mentioned organic-molybdenum compound coupling agent, the concrete steps that it is characterized in that this method are: unsaturated fatty acids, diethanolamine and molybdic acid are pressed (2～5.5): (1～2.5): 1 mixed in molar ratio, reacted 30～240 minutes down at 90～150 ℃, filtering then purifies obtains novel organic-molybdenum compound coupling agent; The structural formula of described unsaturated fatty acids is:
A kind of compound organic-molybdenum compound coupling agent that adopts above-mentioned organic-molybdenum compound coupling agent and γ-An Bingjisanyiyangjiguiwan coupling agent or be mixed and made into Ricinate BYK142, the composition and the mass percentage content that it is characterized in that this compound organic-molybdenum compound coupling agent are: the organic-molybdenum compound coupling agent is 50～80%, and γ-An Bingjisanyiyangjiguiwan coupling agent or Ricinate BYK142 are 20～50%.
A kind ofly adopt above-mentioned organic-molybdenum compound coupling agent that the molybdenumdisulphide powder is carried out the surface-treated method, it is characterized in that the concrete steps of this method are:
1. the molybdenumdisulphide powder of drying treatment being crossed is dissolved in the organic solvent, cleans 30～150 minutes, leaves standstill 15～60 minutes, then the molybdenumdisulphide powder is separated with organic solvent; Dry under 80～200 ℃, to remove the organic solvent of molybdenumdisulphide powder remained on surface, sieve, obtain the molybdenumdisulphide powder of particle diameter in 0.1～100 mu m range;
2. be dissolved in the organic solvent with above-mentioned organic-molybdenum compound coupling agent with through step a gained molybdenumdisulphide powder, uniform mixing, and make molybdenumdisulphide powder surface not have bubble, obtain polymolecularity molybdenumdisulphide suspension; Perhaps,, remove solvent, obtain surface-treated polymolecularity molybdenumdisulphide powder again with this polymolecularity molybdenumdisulphide suspension drying treatment;
The consumption of described organic-molybdenum compound coupling agent is 0.5～8% of a molybdenumdisulphide powder quality;
Described organic solvent is N, dinethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide (DMSO) or vinylbenzene; Perhaps be the mixed organic solvents of 2-propyl alcohol, 1-butanols and dimethylbenzene, wherein be by mass percentage: dimethylbenzene 60～80%, 2-propyl alcohol 0～40%, 1-butanols 0～40%, three's mass percent sum is 100%.
A kind ofly adopt above-mentioned compound organic-molybdenum compound coupling agent that the molybdenumdisulphide powder is carried out the surface-treated method, it is characterized in that the concrete steps of this method are:
3. the molybdenumdisulphide powder of drying treatment being crossed is dissolved in the organic solvent, cleans 30～150 minutes, leaves standstill 15～60 minutes, then the molybdenumdisulphide powder is separated with organic solvent; Dry under 80～200 ℃, to remove the organic solvent of molybdenumdisulphide powder remained on surface, sieve, obtain the molybdenumdisulphide powder of particle diameter in 0.1～100 mu m range;
4. be dissolved in the organic solvent with above-mentioned compound organic-molybdenum compound coupling agent with through step a gained molybdenumdisulphide powder, uniform mixing, and make molybdenumdisulphide powder surface not have bubble, obtain polymolecularity molybdenumdisulphide suspension; Perhaps,, remove solvent, obtain surface-treated polymolecularity molybdenumdisulphide powder again with this polymolecularity molybdenumdisulphide suspension drying treatment;
The consumption of described compound organic-molybdenum compound coupling agent is 0.5～8% of a molybdenumdisulphide powder quality;
Described organic solvent is N, dinethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide (DMSO) or vinylbenzene; Perhaps be the mixed organic solvents of 2-propyl alcohol, 1-butanols and dimethylbenzene, wherein be by mass percentage: dimethylbenzene 60～80%, 2-propyl alcohol 0～40%, 1-butanols 0～40%, three's mass percent sum is 100%.
Organic-molybdenum compound coupling agent of the present invention carries out the polymolecularity molybdenumdisulphide suspension that obtains after the surface treatment or surface-treated polymolecularity molybdenumdisulphide powder to the molybdenumdisulphide powder, in use, consumption routinely, above-mentioned polymolecularity molybdenumdisulphide suspension directly is scattered in the high-molecular resin solution, obtains containing the high-molecular resin solution of polymolecularity molybdenumdisulphide; Or above-mentioned surface-treated polymolecularity molybdenumdisulphide powder is dispersed in the high-molecular resin solution, obtain containing the high-molecular resin solution of polymolecularity molybdenumdisulphide.
The present invention compared with prior art, have following outstanding feature and remarkable advantage: the excellent in efficiency of chemical reaction takes place in the close inorganic end of organic-molybdenum compound coupling agent of the present invention and molybdenumdisulphide surface, and be soluble in organic resin solution, strengthened the interface compatibility of molybdenumdisulphide and organic resin, can substantially improve the dispersiveness of molybdenumdisulphide, improve the product lubricity.Its preparation method is simple, and is easy to operate.
Description of drawings
Fig. 1 is the epoxy coating surface topography map through the preparation of coupling agent surface-treated molybdenumdisulphide.
Fig. 2 is the epoxy coating surface topography map that adopts organic-molybdenum compound coupling agent surface-treated molybdenumdisulphide preparation of the present invention.
Embodiment
Embodiment one: concrete steps are as follows:
1. get the 2mol gaidic acid, the 1mol diethanolamine, the mixing of 1mol molybdic acid places reaction unit, and 90 ℃ were reacted 240 minutes down, and filtering then purifies obtains the organic-molybdenum compound coupling agent, and its structural formula is:
2. get the capacity particle diameter and be the molybdenumdisulphide powder of 0.1 μ m and removed moisture in dry 12 hours down, obtain exsiccant molybdenumdisulphide powder at 100 ℃.
3. above-mentioned exsiccant molybdenumdisulphide powder is dissolved in capacity N, in the dinethylformamide, place the 200ml beaker to remove molybdenumdisulphide powder remained on surface impurity in 10 minutes with 50 hertz of ultrasonic cleaning, static 5 minutes, make above-mentioned molybdenumdisulphide powder be deposited in beaker bottom, with molybdenumdisulphide powder and N, dinethylformamide separates, 80 ℃ of dry down N that removed molybdenumdisulphide powder remained on surface in 8 hours, dinethylformamide obtains cleaning exsiccant molybdenumdisulphide powder.
4. with standard sieve above-mentioned cleaning exsiccant molybdenumdisulphide powder is sieved, obtaining particle diameter is the molybdenumdisulphide powder of 0.1 μ m.
5. employing high-speed stirring, methods such as ultra-sonic dispersion are dissolved in 65gN to above-mentioned 5g organic-molybdenum thing, in the dinethylformamide, adding the above-mentioned particle diameter of 30g is that 0.1 μ m cleans dry molybdenumdisulphide powder, place the 200ml beaker to be uniformly dispersed 10 minutes with 50 hertz of ultra-sonic oscillation, make molybdenumdisulphide powder surface not have bubble, fully soaked into, obtain polymolecularity molybdenumdisulphide suspension by organic-molybdenum compound coupling agent solution.
6. above-mentioned polymolecularity molybdenumdisulphide suspension was descended dry 30 minutes at 50 ℃, remove the solvent of powder surface, obtain the polymolecularity molybdenumdisulphide powder that exsiccant is used to be dispersed in organic resin solution.
Embodiment two:
1. get the 5.5mol octadecenic acid, the 2.5mol diethanolamine, the mixing of 1mol molybdic acid places reaction unit, and 150 ℃ were reacted 120 minutes down, and filtering then purifies obtains the organic-molybdenum thing.
2. get the capacity particle diameter and be the molybdenumdisulphide powder of 1 μ m and removed moisture in dry 8 hours down, obtain exsiccant molybdenumdisulphide powder at 120 ℃.
3. above-mentioned exsiccant molybdenumdisulphide powder is dissolved in the capacity dimethyl sulfoxide (DMSO), place the 200ml beaker to remove molybdenumdisulphide powder remained on surface impurity in 150 minutes with 10 hertz of ultrasonic cleaning, static 20 minutes, make above-mentioned molybdenumdisulphide powder be deposited in beaker bottom, the molybdenumdisulphide powder is separated with dimethylbenzene, 200 ℃ of dry down dimethyl sulfoxide (DMSO) of removing molybdenumdisulphide powder remained on surface in 4 hours obtain cleaning exsiccant molybdenumdisulphide powder.
4. the standard sieve with selected particle diameter sieves above-mentioned cleaning exsiccant molybdenumdisulphide powder, and obtaining particle diameter is the molybdenumdisulphide powder of 1 μ m.
5. employing high-speed stirring, methods such as ultra-sonic dispersion are above-mentioned 1.5g organic-molybdenum thing, 1.5g the γ-An Bingjisanyiyangjiguiwan coupling agent is dissolved in the 55g dimethyl sulfoxide (DMSO), adding the 42g particle diameter is the molybdenumdisulphide of 1 μ m, place the 200ml beaker to be uniformly dispersed 180 minutes with 10 hertz of ultra-sonic oscillation, make molybdenumdisulphide powder surface not have bubble, fully soaked into, obtain polymolecularity molybdenumdisulphide suspension by compound coupling agent solution.
6. above-mentioned polymolecularity molybdenumdisulphide suspension was descended dry 5 minutes at 100 ℃, remove the solvent of powder surface, obtain polymolecularity molybdenumdisulphide powder.
Embodiment three:
1. get the 4mol gaidic acid, the 2mol diethanolamine, the mixing of 1mol molybdic acid places reaction unit, and 120 ℃ were reacted 180 minutes down, and filtering then purifies obtains the organic-molybdenum thing.
2. get the capacity particle diameter and be the molybdenumdisulphide powder of 100 μ m and removed moisture in dry 10 hours down, obtain exsiccant molybdenumdisulphide powder at 110 ℃.
3. above-mentioned exsiccant molybdenumdisulphide powder is dissolved in capacity N, in the N-N,N-DIMETHYLACETAMIDE, place the 200ml beaker to remove molybdenumdisulphide powder remained on surface impurity in 100 minutes with 25 hertz of ultrasonic cleaning, static 10 minutes, make above-mentioned molybdenumdisulphide powder be deposited in beaker bottom, with molybdenumdisulphide powder and N, the N-N,N-DIMETHYLACETAMIDE separates, 150 ℃ of dry down N,N-dimethylacetamide of removing molybdenumdisulphide powder remained on surface in 6 hours obtain cleaning exsiccant molybdenumdisulphide powder.
4. the standard sieve with selected particle diameter sieves above-mentioned cleaning exsiccant molybdenumdisulphide powder, and obtaining particle diameter is the molybdenumdisulphide powder of 100 μ m.
5. employing high-speed stirring, methods such as ultra-sonic dispersion are above-mentioned 1g organic-molybdenum thing, 1g Ricinate BYK142 is dissolved in 43gN, in the N-N,N-DIMETHYLACETAMIDE, adding the 55g particle diameter is the molybdenumdisulphide of 100 μ m, places the 200ml beaker to be uniformly dispersed 100 minutes with 25 hertz of ultra-sonic oscillation, makes molybdenumdisulphide powder surface not have bubble, fully soaked into by coupling agent solution, obtain polymolecularity molybdenumdisulphide suspension.
Referring to Fig. 2 and Fig. 3, Fig. 2 is that coatingsurface is inhomogeneous through the epoxy coating surface topography map of coupling agent surface-treated molybdenumdisulphide preparation.Fig. 3 is the epoxy coating surface topography map that adopts the described method preparation of patent of the present invention, and coatingsurface is more even.
Facts have proved, the molybdenumdisulphide surface is used for composite product after organic-molybdenum compound coupling agent of the present invention or the processing of compound organic-molybdenum compound coupling agent, because the close inorganic end of coupling agent and close organic end be surperficial and organic resin generation chemical reaction or formation tangled structure with molybdenumdisulphide respectively, strengthened the interface compatibility of molybdenumdisulphide and organic resin, so can make the molybdenumdisulphide fillers dispersed even with organic-molybdenum compound coupling agent of the present invention or the processing of compound organic-molybdenum compound coupling agent.
Claims (5)
1. organic-molybdenum compound coupling agent is characterized in that the structural formula of this coupling agent is:
2. method for preparing organic-molybdenum compound coupling agent according to claim 1, the concrete steps that it is characterized in that this method are: unsaturated fatty acids, diethanolamine and molybdic acid are pressed (2～5.5): (1～2.5): 1 mixed in molar ratio, reacted 30～240 minutes down at 90～150 ℃, filtering then purifies obtains the organic-molybdenum compound coupling agent; The structural formula of described unsaturated fatty acids is:
3. compound organic-molybdenum compound coupling agent that adopts organic-molybdenum compound coupling agent according to claim 1 and γ-An Bingjisanyiyangjiguiwan coupling agent or be mixed and made into Ricinate BYK142, the composition and the mass percentage content that it is characterized in that this compound organic-molybdenum compound coupling agent are: the organic-molybdenum compound coupling agent is 50～80%, and γ-An Bingjisanyiyangjiguiwan coupling agent or Ricinate BYK142 are 20～50%.
4. one kind is adopted organic-molybdenum compound coupling agent according to claim 1 that the molybdenumdisulphide powder is carried out the surface-treated method, it is characterized in that the concrete steps of this method are:
A. the molybdenumdisulphide powder of drying treatment being crossed is dissolved in the organic solvent, cleans 30～150 minutes, leaves standstill 15～60 minutes, then the molybdenumdisulphide powder is separated with organic solvent; Dry under 80～200 ℃, to remove the organic solvent of molybdenumdisulphide powder remained on surface, sieve, obtain the molybdenumdisulphide powder of particle diameter in 0.1～100 mu m range;
B. be dissolved in the organic solvent with above-mentioned organic-molybdenum compound coupling agent with through step a gained molybdenumdisulphide powder, uniform mixing, and make molybdenumdisulphide powder surface not have bubble, obtain polymolecularity molybdenumdisulphide suspension; Perhaps,, remove solvent, obtain surface-treated polymolecularity molybdenumdisulphide powder again with this polymolecularity molybdenumdisulphide suspension drying treatment;
The consumption of described organic-molybdenum compound coupling agent is 0.5～8% of a molybdenumdisulphide powder quality;
Described organic solvent is N, dinethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide (DMSO) or vinylbenzene; Perhaps be the mixed organic solvents of 2-propyl alcohol, 1-butanols and dimethylbenzene, wherein be by mass percentage: dimethylbenzene 60～80%, 2-propyl alcohol 0～40%, 1-butanols 0～40%, three's mass percent sum is 100%.
5. one kind is adopted compound organic-molybdenum compound coupling agent according to claim 3 that the molybdenumdisulphide powder is carried out the surface-treated method, it is characterized in that the concrete steps of this method are:
A. the molybdenumdisulphide powder of drying treatment being crossed is dissolved in the organic solvent, cleans 30～150 minutes, leaves standstill 15～60 minutes, then the molybdenumdisulphide powder is separated with organic solvent; Dry under 80～200 ℃, to remove the organic solvent of molybdenumdisulphide powder remained on surface, sieve, obtain the molybdenumdisulphide powder of particle diameter in 0.1～100 mu m range;
B. be dissolved in the organic solvent with above-mentioned compound organic-molybdenum compound coupling agent with through step a gained molybdenumdisulphide powder, uniform mixing, and make molybdenumdisulphide powder surface not have bubble, obtain polymolecularity molybdenumdisulphide suspension; Perhaps,, remove solvent, obtain surface-treated polymolecularity molybdenumdisulphide powder again with this polymolecularity molybdenumdisulphide suspension drying treatment;
The consumption of described compound organic-molybdenum compound coupling agent is 0.5～8% of a molybdenumdisulphide powder quality;
Described organic solvent is N, dinethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide (DMSO) or vinylbenzene; Perhaps be the mixed organic solvents of 2-propyl alcohol, 1-butanols and dimethylbenzene, wherein be by mass percentage: dimethylbenzene 60～80%, 2-propyl alcohol 0～40%, 1-butanols 0～40%, three's mass percent sum is 100%.
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| CN106167506A (en) * | 2016-07-21 | 2016-11-30 | 西北有色金属研究院 | A kind of oil-soluble molybdenum amine complex and preparation method thereof |
| CN111925668A (en) * | 2020-07-14 | 2020-11-13 | 申雨润滑科技有限公司 | Intercalation inlaid coated oil-soluble molybdenum-based lubricating oil additive and preparation method thereof |
| CN113384268B (en) * | 2021-04-28 | 2024-04-12 | 金堆城钼业股份有限公司 | Latent fingerprint developing solution and preparation method thereof |
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| GB967838A (en) * | 1961-08-09 | 1964-08-26 | Exxon Research Engineering Co | Lubricating oil having antiwear additives |
| CN1065067A (en) * | 1991-03-15 | 1992-10-07 | 旭化成工业株式会社 | Be used for pro-oil-molybdenum compound of hydrocarbon hydrocracking and preparation method thereof |
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2009
- 2009-01-04 CN CN2009100448430A patent/CN101463047B/en active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB967838A (en) * | 1961-08-09 | 1964-08-26 | Exxon Research Engineering Co | Lubricating oil having antiwear additives |
| CN1065067A (en) * | 1991-03-15 | 1992-10-07 | 旭化成工业株式会社 | Be used for pro-oil-molybdenum compound of hydrocarbon hydrocracking and preparation method thereof |
Non-Patent Citations (2)
| Title |
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| 张文钲 等.二硫化钼制备与应用研究进展.《润滑油》.2006,第21卷(第4期),19-25. * |
| 张文钲.二硫化钼润滑剂研究进展.《中国钼业》.2006,第30卷(第5期),3-7. * |
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