CN105602650B - It is a kind of based on carbon nano tube modified nanometer additive and its preparation method and application - Google Patents
It is a kind of based on carbon nano tube modified nanometer additive and its preparation method and application Download PDFInfo
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- CN105602650B CN105602650B CN201510961886.0A CN201510961886A CN105602650B CN 105602650 B CN105602650 B CN 105602650B CN 201510961886 A CN201510961886 A CN 201510961886A CN 105602650 B CN105602650 B CN 105602650B
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- 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
- C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
- C10M125/02—Carbon; Graphite
-
- 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
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
-
- 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
- C10M177/00—Special methods of preparation of lubricating compositions; Chemical modification by after-treatment of components or of the whole of a lubricating composition, not covered by other classes
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/04—Elements
- C10M2201/041—Carbon; Graphite; Carbon black
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/14—Inorganic compounds or elements as ingredients in lubricant compositions inorganic compounds surface treated with 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
Abstract
The invention discloses a kind of based on carbon nano tube modified nanometer additive, which is multi-walled carbon nanotube polymeric phosphoric acid ester.Application the invention also discloses the preparation method of the nanometer additive and its in polyethers.Nanometer additive of the present invention can form stable dispersion in polyethers, have good thermal stability, in high temperature 150oC shows excellent antifriction antiwear characteristic.
Description
Technical field
The present invention relates to a kind of based on carbon nano tube modified nanometer additive and its preparation method and application.
Background technology
It is right with the fast development of turbogenerator, auto industry, farm equipment and microelectron-mechanical industrial equipment etc.
It is also being stepped up in the demand for the lubricant that can effectively use under high temperature environment, and this hot environment also results in
Lubricant based on mineral oil can not bear to use under such conditions for a long time.In order to solve these problems, many efficient
Syntholube such as polyalphaolefin（PAO）And polyethers（PAG）Etc. being developed to meet the needs of to hot environment.In addition,
The antiwear and friction-reducing additive that can be used in high-temperature lubricant is also seldom, and which greatly limits answering for high-temperature lubricant
With.
Before research shows that by adding nano material in the lubricant（Such as carbon nanotube, graphene, fullerene and
Graphite nano plate）The tribological property of lubricant can be improved.This is a fast-developing emerging field, because of nano material
Minimum size and prodigious specific surface area so that nano material is different from traditional lubriation material.In addition, in order to prepare
Can polydispersion, long-time stable be present in the nano material in different solvents or oil lubricant, had good several method
It is used to polymer by being covalently bonded in nano material.In these methods, atom transfer radical polymerization
（ATRP）It is using a kind of most methods.For example, polymer ions liquid is grafted onto carbon by Pei little Wei etc. in this way
On nanotube（Pei little Wei etc., J. Polym. Sci., Part A, Polym. Chem. 2008,46,7225）.Tribology
Test result show this nano material can in a kind of ionic liquid stable dispersion, and can significantly improve this ion
The tribological property of liquid.Other than ATRP, Kerscher etc.（Benjamin Kerscher, et. al.
Macromolecules 2013, 46, 4395）The method modified by ring-opening polymerisation effect and chain terminal is by tree-shaped ion
Liquid polymers are grafted onto on graphene.The graphene ionic liquid nano flake of this tree-shaped functionalization can easily exist
Several week of dispersion disperseed in water and can stablized.
Carbon nanotube is modified and the research for being used as lubricating additive there are many reports.However, almost
It does not report and is related to polymeric phosphoric acid ester（PPEs）By being covalently bonded on carbon nanomaterial, and will be after this modification
Carbon nanomaterial be used as additive.Work before us shows that phosphate in the case of a high temperature can be very
Excellent antifriction antiwear characteristic is shown in more lubricant greases（Wu Xinhu etc., RSC Adv. 2014,4,6074；RSC
Adv., 2014, 4, 54760； Ind. Eng. Chem. Res. 2014, 53, 5660）, therefore by dendrimers phosphorus
Acid esters（PPEs）By being covalently bound to carbon nanotube（CNT）On perhaps can be meaningful.By the way that PPEs is bonded with CNT,
The CNT-PPEs nano materials that we can be designed that should be able to have good conductive property, thermal stability outstanding and machinery
Stability, good tribological property and the characteristic for capableing of stable dispersion in lubricating oil.
Invention content
The purpose of the present invention is to provide it is a kind of can use under high temperature environment based on carbon nano tube modified nanometer
Additive and its preparation method and application, the nanometer additive is by covalent bond by polymeric phosphoric acid ester linkage to carbon nanotube
On, the nano material in conjunction with after can largely disperse in lubricating oil, and can several week of stable dispersion, in addition in height
It can significantly improve the anti-wear and wear-resistant performance of lubricating oil under temperature.
Based on carbon nano tube modified nanometer additive, it is characterised in that the nanometer additive is poly- for multi-walled carbon nanotube-
Close object phosphate（Abbreviation MWCNT-PPEs）, concrete structure formula is shown in formula I.
The preparation method of nanometer additive as described above, it is characterised in that the preparation method includes the following steps：
1）The poly- 3- ethyls -3- hydroxymethyl-oxetanes of hydroxylated multi-walled carbon nanotubes -（Abbreviation MWCNT-PEHO）System
It is standby
By hydroxylated multi-walled carbon nanotubes（Abbreviation MWCNT-OH）CH is added under protection of argon gas2Cl2With boron trifluoride second
Ether（BF3·OEt2）In, 15 ~ 30 min are ultrasonically treated, 3- ethyl -3- hydroxymethyl-oxetanes are then slowly added dropwise（EHO）,
40 ~ 50 h of reaction is stirred at room temperature under protection of argon gas, is quenched after reaction with ethyl alcohol, washs, is drying to obtain MWCNT-PEHO；
2）The preparation of multi-walled carbon nanotube-polymeric phosphoric acid ester
MWCNT-PEHO, chlorination diphenyl phosphate and lewis acid catalyst are added in toluene under protection of argon gas,
90 ~ 110oC is stirred to react 12 ~ 15 h, is filtered to remove solvent, and washing is drying to obtain MWCNT-PPEs.
The mass volume ratio of the hydroxylated multi-walled carbon nanotubes and 3- ethyl -3- hydroxymethyl-oxetanes is 4 ~ 6
mg/mL。
The CH2Cl2Volume ratio with boron trifluoride ether is 10 ~ 30.
The mass volume ratio of the MWCNT-PEHO and chlorination diphenyl phosphate is 20 ~ 33 mg/mL.
The lewis acid catalyst is anhydrous Aluminum chloride or anhydrous magnesium chloride, and quality used is MWCNT-PEHO mass
10% ~ 30%.
Application of the nanometer additive in polyethers as described above, it is characterised in that the nanometer additive accounts for polyether quality
0.04~0.10%。
The optium concentration of the nanometer additive is the 0.08% of polyether quality.
MWCNT-PPEs of the present invention is in polyethers（PAG）In have good dispersibility, can be with several star of stable dispersion
Phase.
MWCNT-PPEs of the present invention is added in polyethers, 150oWhen C, load 25N, additive amount 0.04-0.10%
The anti-wear and wear-resistant performance of base oil PAG can be significantly improved.
MWCNT-PPEs of the present invention is added in polyethers, 150oThe MWCNT-PPEs of C, optium concentration 0.08% exist
It is 100N that maximum in PAG, which bears load,.
Description of the drawings
Fig. 1 is raw material MWCNT-OH, intermediate MWCNT-PEHO and final product MWCNT-PPEs in embodiment 1
Pyrolysis temperature curve.
Fig. 2 is that concentration is 0%, 0.04%, 0.06%, 0.08% respectively, 0.10% 1 product of embodiment（MWCNT-PPEs）Add
It is added to polyethers（PAG）In, in 150 DEG C, frequency 25Hz, load 25N on SRV-IV micro-vibration friction wear testing machines, amplitude 1
The relation curve that friction coefficient changes over time under the operating mode of mm.
Fig. 3 is 1 product of embodiment that concentration is respectively 0%, 0.04%, 0.06%, 0.08% and 0.10%（MWCNT-PPEs）
It is added to polyethers（PAG）In, it shakes in 150 DEG C, frequency 25Hz, load 25N on SRV-IV micro-vibration friction wear testing machines
1 mm grinds the wear volume of spot under long mill 30min operating modes.
Fig. 4 is that concentration is that 0% and 0.08% MWCNT-PPEs are added to polyethers respectively（PAG）In, it shakes SRV-IV is micro-
In 150 DEG C, frequency 25Hz on dynamic friction abrasion tester, the friction coefficient load change when load increases to 200N from 25N
Relation curve.
Specific implementation mode
Embodiment 1
Step（1）The poly- 3- ethyls -3- hydroxymethyl-oxetanes of multi-walled carbon nanotube -（MWCNT-PEHO）Preparation：It will
100 mg MWCNT-OH are added to 50 mL CH under protection of argon gas2Cl2With 2 mL boron trifluoride ether（BF3·OEt2）In,
It is ultrasonically treated 20 min.Then by sampling pump by 20 mL 3- ethyl -3- hydroxymethyl-oxetanes（EHO）Last 2 h drops
It is added in reaction system.48 h of reaction are stirred at room temperature in reaction mixture under protection of argon gas, are quenched with ethyl alcohol after having reacted.In order to
The PEHO not being bonded with MWCNT-OH is removed, filtered product disperses in ethanol again, and filtering washs number with ethyl alcohol
It is secondary, finally use CHCl3It washed once.Product is 60oC is dried in vacuo 4h.
Step（2）Multi-walled carbon nanotube-polymeric phosphoric acid ester（MWCNT-PPEs）Preparation：Under protection of argon gas by 100
Mg MWCNT-PEHO, 3.5 mL chlorinations diphenyl phosphates and 20 mg anhydrous Aluminum chlorides are added in 50 mL toluene.Instead
Answer mixture 110oC is stirred to react 15 h.It is filtered to remove solvent, again with toluene is washed three times.It is dispersed in again after drying
In ionized water, filtering, washing for several times, is finally washed three times with ethyl alcohol again.Vacuum 60oC is dried overnight.
Embodiment 2
Step（1）It is same as Example 1.
Step（2）Multi-walled carbon nanotube-polymeric phosphoric acid ester（MWCNT-PPEs）Preparation：Under protection of argon gas by 100
Mg MWCNT-PEHO, 3.5 mL chlorinations diphenyl phosphates and 20 mg anhydrous magnesium chlorides are added in 50 mL toluene.Instead
Answer mixture 110oC is stirred to react 15 h.It is filtered to remove solvent, again with toluene is washed three times.It is dispersed in again after drying
In ionized water, filtering, washing for several times, is finally washed three times with ethyl alcohol again.Vacuum 60oC is dried overnight.
Embodiment 3
Step（1）It is same as Example 1.
Step（2）Multi-walled carbon nanotube-polymeric phosphoric acid ester（MWCNT-PPEs）Preparation：Under protection of argon gas by 100
Mg MWCNT-PEHO, 3.5 mL chlorinations diphenyl phosphates and 20 mg aluminum trichloride (anhydrous)s are added in 50 mL toluene.Instead
Answer mixture 90oC is stirred to react 15 h.It is filtered to remove solvent, again with toluene is washed three times.It is dispersed in again after drying
In ionized water, filtering, washing for several times, is finally washed three times with ethyl alcohol again.Vacuum 60oC is dried overnight.
Evaluation of Thermal Stability
Thermal stability is measured by 449 C Jupiter simultaneous TG-DSC of STA.It will be in embodiment 1
Each 5mg of raw material MWCNT-OH, intermediate product MWCNT-PEHO, product MWCNT-PPEs is put into sample cell, and test temperature is from 20
~800 oC, temperature increase rate are 10 oC/min is measured in a nitrogen environment.As a result as shown in Fig. 1.MWCNT-PPEs's
Heat decomposition temperature is 369oC is higher than raw material MWCNT-PEHO（272oC）.Simultaneously it is also seen that product from attached drawing 1
No longer contain intermediate MWCNT-PEHO in MWCNT-PPEs.
The tribological property of product is evaluated：
MWCNT-PPEs prepared by embodiment 1 is added to polyethers（PAG）In, it is configured to a concentration of 0%, 0.04%,
0.06%, 0.08% and 0.10% dispersion, its tribological property of overall merit：
1. using the SRV-IV micro-vibration friction wear testing machine test concentrations point of Optimol greases company of Germany production
Not Wei 0%, 0.04%, 0.06%, 0.08% and 0.10% 1 product of embodiment（MWCNT-PPEs）It is added to polyethers（PAG）In,
150 DEG C, frequency 25Hz, amplitude 1mm, the friction coefficient f under the operating mode of load 25N when 30 min of long mill, testing steel ball used is
The GCr15 bearing steels of Φ=10mm, lower sample are the GCr15 blooms of 24 × 7.9mm of Φ.As a result see attached drawing 2.As seen from the figure,
In 150 DEG C of temperature, this compound can lubricate steel-steel frictional pair well as additive, and friction coefficient is greatly lowered, and subtracts
Effect of rubbing is extremely apparent.
2. it is respectively 0%, 0.04%, 0.06% using the non-contacting Surface Tester test concentrations of MicroXAM 3D,
0.08% and 0.10% 1 product of embodiment（MWCNT-PPEs）It is added to polyethers（PAG）In, 150oC, frequency 25Hz, amplitude
1mm, the wear volume under the operating mode of load 25N after long mill 30min.Test result is as shown in Fig. 3, after the additive is added,
The wear volume of mill spot is substantially reduced.Show that the additive has good anti-wear effect.
3. using the SRV-IV micro-vibration friction wear testing machine test concentrations point of Optimol greases company of Germany production
Not Wei 0% and 0.08% 1 product of embodiment（MWCNT-PPEs）It is added in polyethers PAG, at 150 DEG C, frequency 25Hz, amplitude
1mm, for friction coefficient f with the relation curve of load change, it is Φ=10mm's to test steel ball used under the operating mode of 25 ~ 200 N of load
GCr15 bearing steels, lower sample are the GCr15 blooms of 24 × 7.9mm of Φ.As a result see attached drawing 4.As seen from the figure, when load from
When 25N increases to 100N, 1 product of embodiment（MWCNT-PPEs）Friction coefficient significantly reduce.Show 1 product of example
150 oIt is 100N that maximum under C, which bears load,.
Claims (8)
1. based on carbon nano tube modified nanometer additive, it is characterised in that the nanometer additive is multi-walled carbon nanotube-polymerization
Object phosphate, concrete structure formula are shown in formula I.
2. the preparation method of nanometer additive as described in claim 1, it is characterised in that the preparation method includes the following steps：
1）The preparation of the poly- 3- ethyls -3- hydroxymethyl-oxetanes of hydroxylated multi-walled carbon nanotubes -
CH is added in hydroxylated multi-walled carbon nanotubes under protection of argon gas2Cl2In boron trifluoride ether, it is ultrasonically treated 15 ~ 30
Then min is slowly added dropwise 3- ethyl -3- hydroxymethyl-oxetanes, 40 ~ 50 h of reaction is stirred at room temperature under protection of argon gas, instead
It is quenched with ethyl alcohol after answering, washs, be drying to obtain MWCNT-PEHO；
2）The preparation of multi-walled carbon nanotube-polymeric phosphoric acid ester
MWCNT-PEHO, chlorination diphenyl phosphate and lewis acid catalyst are added in toluene under protection of argon gas, 90 ~
110 oC is stirred to react 12 ~ 15 h, is filtered to remove solvent, and washing is drying to obtain MWCNT-PPEs.
3. preparation method as claimed in claim 2, it is characterised in that the hydroxylated multi-walled carbon nanotubes and 3- ethyl -3- hydroxyls
The mass volume ratio of methy oxetane is 4 ~ 6 mg/mL.
4. preparation method as claimed in claim 2, it is characterised in that the CH2Cl2Volume ratio with boron trifluoride ether is 10
~30。
5. preparation method as claimed in claim 2, it is characterised in that the matter of the MWCNT-PEHO and chlorination diphenyl phosphate
Amount volume ratio is 20 ~ 33 mg/mL.
6. preparation method as claimed in claim 2, it is characterised in that the lewis acid catalyst is anhydrous Aluminum chloride or nothing
Aqueous magnesium chloride, quality used are the 10% ~ 30% of MWCNT-PEHO mass.
7. application of the nanometer additive as described in claim 1 in polyethers, it is characterised in that the nanometer additive accounts for polyethers
The 0.04 ~ 0.10% of quality.
8. the use as claimed in claim 7, it is characterised in that the nanometer additive accounts for the 0.08% of polyether quality.
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| CN108163838B (en) * | 2017-12-30 | 2020-01-14 | 武汉工程大学 | Schiff base copper complex modified carbon nanotube and preparation method and application thereof |
| CN112080329B (en) * | 2020-09-21 | 2021-07-23 | 中国科学院兰州化学物理研究所 | Multi-wall carbon nanotube nano friction reducer and application thereof |
| CN114045184B (en) * | 2021-11-05 | 2022-12-06 | 中国科学院兰州化学物理研究所 | Carbon-silicon composite nanofluid antifriction and antiwear additive and application thereof |
| CN115491242B (en) * | 2022-09-01 | 2023-04-21 | 兰州空间技术物理研究所 | Organic phosphate modified graphene oxide powder and application thereof |
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