CN108047049A - A kind of multi-alkyl cyclopentane lubricant oil composite and preparation method thereof - Google Patents
A kind of multi-alkyl cyclopentane lubricant oil composite and preparation method thereof Download PDFInfo
- Publication number
- CN108047049A CN108047049A CN201711286009.3A CN201711286009A CN108047049A CN 108047049 A CN108047049 A CN 108047049A CN 201711286009 A CN201711286009 A CN 201711286009A CN 108047049 A CN108047049 A CN 108047049A
- Authority
- CN
- China
- Prior art keywords
- pentamethylene
- carboxylic acid
- lubricant oil
- tetrabasic carboxylic
- ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
- C10M129/95—Esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/04—Well-defined cycloaliphatic compounds
- C10M2203/045—Well-defined cycloaliphatic compounds used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
Abstract
The invention discloses a kind of multi-alkyl cyclopentane lubricant oil composites, on the basis of lubricant oil composite gross weight, oil 92 99.8%, additive 0.2 8% based on the mass percentage of component contained by said composition and each component；Base oil is the one or more in positive decyl pentamethylene, n-dodecane cyclopentane and 2 octyldodecyl cyclopentanes；Additive is pentamethylene tetrabasic ester, reacts 2 4h in 120 140 DEG C in the presence of a catalyst by pentamethylene tetrabasic carboxylic acid and alcohol, is then made by washing, distillation.The invention also discloses the preparation methods of said composition.Composition of the present invention has excellent bearing capacity, greasy property, high temperature performance, suitable for space mechanism harsh conditions（At a high speed, high/low temperature, high vacuum etc.）Under hydrodynamic lubrication.
Description
Technical field
The present invention relates to a kind of multi-alkyl cyclopentane lubricant oil composite and preparation method thereof, multi-alkyl cyclopentane lubrications
The lubrication that fluid composition can be used under space mechanism harsh conditions.
Background technology
Multi-alkyl cyclopentane (MACs) has low volatility, high thermal stability and chemical stability, is widely used in
The lubrication of space mechanism.The core five-membered ring of MACs makes this kind of compound have high thermal stability and chemical stability.But
It is weaker to the adsorption capacity of substrate since such compound belongs to non-polar compound, the easy quilt of boundary lubricant film in friction process
It destroys, therefore its extreme pressure property is relatively weak.Following China will give priority to long-life applied satellite, manned space flight and deep space
Detection, the raising of spacecraft integrated level, sensing unit and movable part increase, projected life increases.Necessarily to the synthesis of lubricating oil
Performance requirement is increasingly harsh.In order to meet the requirement applied under the conditions of special operation condition, appropriate antiwear additive is added in, is incited somebody to action favourable
In improvement MACs tribological properties.
Space environmental simulation is it is demonstrated experimentally that conventional additive such as tricresyl phosphate and lead naphthenate can significantly improve MACs
Wearability.But lead additive is toxic, and tricresyl phosphate and multi-alkyl cyclopentane compatibility are bad, can be layered after placement.Cause
This, develops the new additive agent similar to MACs structures and is undoubtedly the optimal selection for improving its tribological property.
The content of the invention
The present invention is intended to provide the multi-alkyl cyclopentane lubricant oil composite that can be used under high/low temperature, big loading condiction and
Its preparation method.
A kind of multi-alkyl cyclopentane lubricant oil composite, it is characterised in that on the basis of lubricant oil composite gross weight, the group
Oil 92-99.8%, additive 0.2-8% based on the mass percentage of component and each component contained by conjunction object；The base oil is
One or more in positive decyl pentamethylene, n-dodecane cyclopentane and 2- octyl groups-dodecyl pentamethylene；The addition
Agent is pentamethylene tetrabasic ester, reacts 2-4h, Ran Houjing in 120-140 DEG C in the presence of a catalyst by pentamethylene tetrabasic carboxylic acid and alcohol
Cross washing, distillation is made.
The number of the substituent group of the positive decyl pentamethylene is 4；The number of the substituent group of the n-dodecane cyclopentane
For 3；The number of the substituent group of the 2- octyl groups-dodecyl pentamethylene is 3.
The pentamethylene tetrabasic ester is pentamethylene tetrabasic carboxylic acid Guerbet ester.
The pentamethylene tetrabasic carboxylic acid Guerbet ester is selected from pentamethylene tetrabasic carboxylic acid 2- butyl octyls ester, pentamethylene tetrabasic carboxylic acid 2-
Hexyl decyl ester or pentamethylene tetrabasic carboxylic acid 2- octyldodecyls.
The molar ratio of the alcohol and pentamethylene tetrabasic carboxylic acid is 5:1；The catalyst is [HSO3-pmim ] HSO4 (pmim
Represent hydroxypropyl methyl imidazoles), dosage is alcohol and the 1-10 wt% of pentamethylene tetrabasic carboxylic acid gross weight.
The preparation method of multi-alkyl cyclopentane lubricant oil composite as described above, it is characterised in that by mass percentage
The base oil of 92-99.8% and the pentamethylene tetrabasic ester of 0.2-8.0% stir 10- in reaction kettle in normal pressure, 20-60 DEG C
Multi-alkyl cyclopentane lubricant oil composite is made in 60min.
Multi-alkyl cyclopentane lubricant oil composite be colourless or yellow liquid, 20 DEG C of density 0.8-0.9 g/cm3, 40 DEG C of fortune
Kinetic viscosity 50-120 cSt, viscosity index (VI)>130, pour point<- 20 DEG C, flash-point>260 DEG C, volatilization loss (wt%, 204 DEG C, 6.5h,
N2 2L/min) <0.1%, 25 DEG C of saturated vapor pressures<1×10-8 Torr。
Lubricant oil composite of the present invention, base oil is similar with additive structure, there is good compatibility.Composition has
Extremely wide liquid temperature scope and extremely low volatilization loss have excellent greasy property and high temperature performance, suitable for a variety of
Rub secondary lubrication, such as steel/steel, ceramic/steel, which can be used for space mechanism harsh conditions（At a high speed, height
Temperature, high vacuum etc.）Under hydrodynamic lubrication.
Lubricant oil composite of the present invention, vacuum tribological property are commented using simulation vacuum condition friction wear testing machine
Valency.Experiment condition：Vacuum degree, 10-4pa；Load, 3N；Rotating speed, 300 rpm；Time, 1h.Experimentally try for 9Cr18 steel balls,
GCr15 steel balls or Si3N4Ball, the 9Cr18 steel disks that lower examination disk is radius 25mm.
Description of the drawings
Fig. 1 is that 9Cr18/9Cr18 frictions are secondary in vacuum environment to rub under three (2- octyldodecyls) pentamethylene lubrication
Coefficient changes over time curve.
Fig. 2 is that the secondary coefficient of friction under 6 composition of embodiment lubrication of 9Cr18/9Cr18 frictions becomes at any time in vacuum environment
Change curve.
Specific embodiment
Embodiment 1
0.1mol pentamethylene tetrabasic carboxylic acid, 0.5mol 2- octyl groups are added in the 500ml three-necked flasks equipped with water knockout drum and condenser pipe
Lauryl alcohol, 50ml toluene and 12.2g [HSO3-pmim ] HSO4(pmim represents hydroxypropyl methyl imidazoles) stirs and is warming up to 140
DEG C, react into water knockout drum that there is no moisture to separate.Room temperature is down to after reaction, and washing, anhydrous magnesium sulfate are dried overnight, mistake
Filter, toluene and excess raw material alcohol is evaporated off after obtain pentamethylene tetrabasic carboxylic acid 2- octyldodecyls.
Embodiment 2
0.1mol pentamethylene tetrabasic carboxylic acid, 0.5mol 2- hexyls are added in the 500ml three-necked flasks equipped with water knockout drum and condenser pipe
Decyl alcohol, 45ml toluene and 10.2g [HSO3-pmim ] HSO4(pmim represents hydroxypropyl methyl imidazoles) stirs and is warming up to 135
DEG C, react into water knockout drum that there is no moisture to separate.Room temperature is down to after reaction, and washing, anhydrous magnesium sulfate are dried overnight, mistake
Filter, toluene and excess raw material alcohol is evaporated off after obtain pentamethylene tetrabasic carboxylic acid 2- hexyl decyl esters.
Embodiment 3
0.1mol pentamethylene tetrabasic carboxylic acid, 0.5mol 2- butyl are added in the 500ml three-necked flasks equipped with water knockout drum and condenser pipe
Octanol, 40ml toluene and 8.2g [HSO3-pmim ] HSO4(pmim represents hydroxypropyl methyl imidazoles) stirs and is warming up to 128 DEG C,
Into water knockout drum, there is no moisture to separate for reaction.It is down to room temperature after reaction, washing, anhydrous magnesium sulfate be dried overnight, filter,
Pentamethylene tetrabasic carboxylic acid 2- butyl octyl esters are obtained after toluene and excess raw material alcohol is evaporated off.
Embodiment 4
By 50g positive decyls pentamethylene and 2.3g pentamethylene tetrabasic carboxylic acid 2- butyl octyl esters in normal pressure, 25 DEG C of stirrings in reaction kettle
Lubricant oil composite is made in 15min.
Embodiment 5
By 50g n-dodecanes cyclopentane and 1.0g pentamethylene tetrabasic carboxylic acid 2- hexyl decyl esters in reaction kettle normal pressure, 30 DEG C
20min is stirred, lubricant oil composite is made.
Embodiment 6
By 50g2- octyldodecyls cyclopentane and 0.8g pentamethylene tetrabasic carboxylic acid 2- octyldodecyls in reaction kettle
Normal pressure, 40 DEG C of stirring 30min, are made lubricant oil composite.
Embodiment 7
By 35g positive decyls pentamethylene, 15g n-dodecanes cyclopentane and 1.5g pentamethylene tetrabasic carboxylic acid 2- butyl octyl esters in anti-
It answers in kettle in normal pressure, 30 DEG C of 40 min of stirring, lubricant oil composite is made.
Embodiment 8
By 10g positive decyls pentamethylene, 40g 2- octyldodecyls cyclopentanes and 1.1g pentamethylene tetrabasic carboxylic acid 2- octyldodecyls
In reaction kettle, in normal pressure, 30 DEG C of stirring 50min, lubricant oil composite is made in base ester.
Embodiment 9
By 5g n-dodecanes cyclopentane, 45g 2- octyldodecyls cyclopentanes and 0.9g pentamethylene tetrabasic carboxylic acid 2- octyl groups ten
In reaction kettle, in normal pressure, 40 DEG C of stirring 50min, lubricant oil composite is made in dialkyl ester.
Embodiment 10
By 10g positive decyls pentamethylene, 5g n-dodecanes cyclopentane, 35g 2- octyldodecyls cyclopentanes and 1.0g rings penta
In reaction kettle, in normal pressure, 60 DEG C of stirring 50min, lubricant oil composite is made in alkane tetrabasic carboxylic acid 2- octyldodecyls.
Table 1 is average friction coefficient of the differentiated friction pair under lubricant oil composite of the present invention lubrication in vacuum environment.
Table 1
It is in table 1 the result shows that lubricant oil composite of the invention has good vacuum tribological property.
Claims (6)
1. a kind of multi-alkyl cyclopentane lubricant oil composite, it is characterised in that on the basis of lubricant oil composite gross weight, the combination
Oil 92-99.8%, additive 0.2-8% based on the mass percentage of component contained by object and each component；The base oil is just
One or more in decyl pentamethylene, n-dodecane cyclopentane and 2- octyl groups-dodecyl pentamethylene；The additive
For pentamethylene tetrabasic ester, 2-4h is reacted in 120-140 DEG C in the presence of a catalyst by pentamethylene tetrabasic carboxylic acid and alcohol, is then passed through
Washing, distillation are made.
2. composition as described in claim 1, it is characterised in that the number of the substituent group of the positive decyl pentamethylene is 4；Institute
The number for stating the substituent group of n-dodecane cyclopentane is 3；The number of the substituent group of the 2- octyl groups-dodecyl pentamethylene is
3。
3. composition as described in claim 1, it is characterised in that the pentamethylene tetrabasic ester is pentamethylene tetrabasic carboxylic acid Ge Er
Bert ester.
4. composition as claimed in claim 3, it is characterised in that the pentamethylene tetrabasic carboxylic acid Guerbet ester is selected from pentamethylene
Tetrabasic carboxylic acid 2- butyl octyls ester, pentamethylene tetrabasic carboxylic acid 2- hexyls decyl ester or pentamethylene tetrabasic carboxylic acid 2- octyldodecyls.
5. composition as described in claim 1, it is characterised in that the molar ratio of the alcohol and pentamethylene tetrabasic carboxylic acid is 5:1；Institute
Catalyst is stated as [HSO3-pmim ] HSO4, dosage is alcohol and the 1-10 wt% of pentamethylene tetrabasic carboxylic acid gross weight.
6. the preparation method of multi-alkyl cyclopentane lubricant oil composite as described in claim 1, it is characterised in that by quality percentage
The base oil of content 92-99.8% and the pentamethylene tetrabasic ester of 0.2-8.0% stir 10- in reaction kettle in normal pressure, 20-60 DEG C
Multi-alkyl cyclopentane lubricant oil composite is made in 60min.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711286009.3A CN108047049B (en) | 2017-12-07 | 2017-12-07 | Polyalkylcyclopentane lubricating oil composition and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711286009.3A CN108047049B (en) | 2017-12-07 | 2017-12-07 | Polyalkylcyclopentane lubricating oil composition and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN108047049A true CN108047049A (en) | 2018-05-18 |
| CN108047049B CN108047049B (en) | 2021-03-30 |
Family
ID=62122716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711286009.3A Active CN108047049B (en) | 2017-12-07 | 2017-12-07 | Polyalkylcyclopentane lubricating oil composition and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108047049B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109370741A (en) * | 2018-12-07 | 2019-02-22 | 兰州工业研究院 | A kind of track switch lubricant oil composite and preparation method thereof |
| CN111019744A (en) * | 2019-11-27 | 2020-04-17 | 中国科学院兰州化学物理研究所 | Polyalkylcyclopentane lubricating oil composition and preparation method and application thereof |
| CN113388434A (en) * | 2020-03-13 | 2021-09-14 | 中国石油化工股份有限公司 | Extreme pressure antiwear agent composition, extreme pressure antiwear agent and space lubricant |
| CN114426900A (en) * | 2020-10-29 | 2022-05-03 | 中国石油化工股份有限公司 | Lead compound, preparation method and application thereof, and lubricating oil composition |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3346598A (en) * | 1964-01-27 | 1967-10-10 | Copolymer Rubber & Chem Corp | Anhydrides and esters of 1, 2, 3, 4-cyclopentanetetracarboxylic acid |
| US5012023A (en) * | 1986-09-19 | 1991-04-30 | Pennzoil Products Company | Lubricants comprising novel cyclopentanes, cyclopentadienes, cyclopentenes, and mixtures thereof and methods of manufacture |
| CN106187759A (en) * | 2016-07-26 | 2016-12-07 | 中国科学院兰州化学物理研究所 | Guerbet alcohol cyclopentane carboxylic acid ester lubricant and preparation method thereof |
-
2017
- 2017-12-07 CN CN201711286009.3A patent/CN108047049B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3346598A (en) * | 1964-01-27 | 1967-10-10 | Copolymer Rubber & Chem Corp | Anhydrides and esters of 1, 2, 3, 4-cyclopentanetetracarboxylic acid |
| US5012023A (en) * | 1986-09-19 | 1991-04-30 | Pennzoil Products Company | Lubricants comprising novel cyclopentanes, cyclopentadienes, cyclopentenes, and mixtures thereof and methods of manufacture |
| CN106187759A (en) * | 2016-07-26 | 2016-12-07 | 中国科学院兰州化学物理研究所 | Guerbet alcohol cyclopentane carboxylic acid ester lubricant and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 马剑琪: "ZrO2纳米微粒的制备、表征及作为MACs添加剂的摩擦学性能", 《摩擦学学报》 * |
| 高平等: "多烷基环戊烷对钢/钢摩擦副的润滑性能研究", 《摩擦学学报》 * |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109370741A (en) * | 2018-12-07 | 2019-02-22 | 兰州工业研究院 | A kind of track switch lubricant oil composite and preparation method thereof |
| CN109370741B (en) * | 2018-12-07 | 2021-08-10 | 兰州工业研究院 | Switch lubricating oil composition and preparation method thereof |
| CN111019744A (en) * | 2019-11-27 | 2020-04-17 | 中国科学院兰州化学物理研究所 | Polyalkylcyclopentane lubricating oil composition and preparation method and application thereof |
| CN113388434A (en) * | 2020-03-13 | 2021-09-14 | 中国石油化工股份有限公司 | Extreme pressure antiwear agent composition, extreme pressure antiwear agent and space lubricant |
| CN113388434B (en) * | 2020-03-13 | 2022-07-15 | 中国石油化工股份有限公司 | Extreme pressure antiwear agent composition, extreme pressure antiwear agent and space lubricant |
| CN114426900A (en) * | 2020-10-29 | 2022-05-03 | 中国石油化工股份有限公司 | Lead compound, preparation method and application thereof, and lubricating oil composition |
| CN114426900B (en) * | 2020-10-29 | 2022-10-21 | 中国石油化工股份有限公司 | Lead compound, preparation method and application thereof, and lubricating oil composition |
Also Published As
| Publication number | Publication date |
|---|---|
| CN108047049B (en) | 2021-03-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108047049A (en) | A kind of multi-alkyl cyclopentane lubricant oil composite and preparation method thereof | |
| CN107090327B (en) | A kind of oleic acid boric acid modification lanthanum-stannic oxide/graphene nano composite lubricating oil and preparation method thereof | |
| CN1931980A (en) | Process of preparing lubricant for hardware production | |
| Rawat et al. | Current and future trends in grease lubrication | |
| CN108130172A (en) | A kind of biodegradable environment-protective lubricant oil and preparation method thereof | |
| JP4409122B2 (en) | Grease composition for bearings | |
| CN104087390A (en) | Refrigerating machine oil | |
| KR20140136449A (en) | Lubricating oil composition and device using same | |
| CN108165351A (en) | A kind of high/low temperature instrument fluid composition and preparation method thereof | |
| JP2019189626A (en) | Compound and fullerene derivative production method | |
| CN109929273A (en) | A kind of preparation and its application of modified graphene oxide | |
| JP6663695B2 (en) | Heat resistant conductive lubricant | |
| CN109073015A (en) | Wet-type friction material with friction improver carrier | |
| CN111019744B (en) | Polyalkylcyclopentane lubricating oil composition and preparation method and application thereof | |
| CN110036095A (en) | Lube base oil and lubricant oil composite containing the lube base oil | |
| CN106947302A (en) | A kind of net taste interfacial agents of net aldehyde and preparation method thereof | |
| CN107445993B (en) | A kind of tyre steel wire cord antioxygen tackifier and its synthetic method and application | |
| CN106187759B (en) | Guerbet alcohol cyclopentane-carboxylic acid ester lubricant and preparation method thereof | |
| CN106281599B (en) | Methyl α-naphthyl acetate ester oil grease composition and preparation method thereof | |
| TWI586800B (en) | A lubricating composition containing nanocomposite particles chelated with metals | |
| Zhang et al. | Investigation of the thermal property and tribological behavior of CaSO4 whisker-modified paper-based composite friction materials | |
| CN1635063A (en) | Ionic liquid containing phosphonate ester functional group, process for preparing same and use thereof | |
| JP4282289B2 (en) | Lubricating oil for fluid bearing and fluid bearing using the same | |
| CN108441278A (en) | A kind of preparation of greases method | |
| CN106190473A (en) | A kind of preparation method of nitrogenous six-membered ring structure borate brake fluid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |