CN112375013B - Urea-based gel lubricant used in wide temperature range and preparation method and application thereof - Google Patents
Urea-based gel lubricant used in wide temperature range and preparation method and application thereof Download PDFInfo
- Publication number
- CN112375013B CN112375013B CN202011292016.6A CN202011292016A CN112375013B CN 112375013 B CN112375013 B CN 112375013B CN 202011292016 A CN202011292016 A CN 202011292016A CN 112375013 B CN112375013 B CN 112375013B
- Authority
- CN
- China
- Prior art keywords
- urea
- ureido
- gel
- temperature range
- based gel
- 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.)
- Active
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
- C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
- C07C273/1827—X being H
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
- C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
- C07C275/14—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- 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
- C10M115/00—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof
- C10M115/08—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof containing nitrogen
-
- 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
- C10M169/02—Mixtures of base-materials and thickeners
-
- 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
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
- C10M2205/163—Paraffin waxes; Petrolatum, e.g. slack wax 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
- C10M2207/2805—Esters 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/10—Amides of carbonic or haloformic acids
- C10M2215/102—Ureas; Semicarbazides; Allophanates
- C10M2215/1026—Ureas; Semicarbazides; Allophanates used as thickening material
Abstract
The invention relates to the technical field of lubricants, in particular to a carbamido gel lubricant used in a wide temperature range and a preparation method and application thereof. According to the invention, the ureido gel factor with the structure shown in the formula I or II contains ureido functional groups, the ureido functional groups have high thermal stability, and a network structure can be formed through hydrogen bond interaction between the ureido gel factors, so that the ureido gel factor has excellent thermal stability, and finally, the ureido gel lubricant used in a wide temperature range and prepared by the ureido gel factor has more excellent thermal stability than base oil; meanwhile, a network structure formed among the carbamido gel factors binds the base oil, so that the prepared lubricant can be prevented from creeping and losing in the friction process.
Description
Technical Field
The invention relates to the technical field of lubricants, in particular to a carbamido gel lubricant used in a wide temperature range and a preparation method and application thereof.
Background
It is known that the use of lubricant is an effective means for reducing friction and wear, which effectively avoids unnecessary material loss and economic loss caused by friction. Along with the development of society, the lubricant is diversified, and each lubricant has different characteristics, has advantages and simultaneously has inevitable disadvantages. The lubricants commonly used at present can be classified into gas lubricants, liquid lubricants, solid lubricants and semi-solid lubricants according to their physical forms. However, the gas lubricant is expensive, has low bearing capacity and requires high design and processing difficulty of the bearing; the liquid lubricant has the problems of oil leakage, oil seepage, volatilization loss and the like; the solid lubricant is complex to prepare, small in heat conductivity coefficient and poor in fluidity.
The gel lubricant is a novel semisolid lubricating material, has excellent thermal reversible performance and thixotropic performance, and is widely concerned due to the fact that the gel lubricant has a low friction coefficient and good abrasion resistance in a friction process. According to the different gel forming methods, gels can be divided into chemical gels (covalent bond crosslinking) and physical gels (non-covalent bond crosslinking), wherein the organic small molecule gels in the physical gels are also called supramolecular gels. The supermolecule gel lubricant is solid like lubricating grease when standing still, can effectively avoid creeping loss of the lubricant, has flowing performance like lubricating oil when being subjected to shearing force in the using process, effectively avoids the phenomenon of poor oil of the lubricant, and has the double characteristics of the lubricating oil and the lubricating grease, so that the gel lubricant is concerned by people.
However, the current international research on the supramolecular gel lubricant is few, and most gel lubricants have the problems of narrow phase transition temperature range, complex synthesis and the like, are not suitable for being used in a wide temperature range, and limit the application of the gel lubricants in the field of tribology.
Disclosure of Invention
The invention aims to provide a carbamido gel lubricant used in a wide temperature range, a preparation method and application thereof.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides a carbamido gelator which has a structure shown in a formula I or a formula II:
wherein R and R' are independently straight-chain alkyl containing 8-18 carbon atoms;
R1is-C6H12-。
Preferably, said R and R' are of the same kind;
r and R' are simultaneously-C8H17、-C12H25or-C18H37。
The invention also provides a preparation method of the carbamido gelator in the technical scheme, which comprises the following steps:
mixing amine, isocyanate and dichloromethane, and carrying out addition reaction to obtain the ureido gelator;
the amine is R-NH2Or R' -NH2(ii) a The isocyanate is O ═ C ═ N-R1-N ═ C ═ O or R — N ═ C ═ O;
wherein R and R' are independently straight-chain alkyl containing 8-18 carbon atoms; r1is-C6H12-。
Preferably, the amine is n-octylamine, primary dodecylamine or octadecylamine;
the isocyanate is octyl isocyanate, hexamethylene diisocyanate, dodecyl isocyanate or octadecyl isocyanate;
the molar ratio of the isocyanate to the amine is 1:1 or 1: 2.
Preferably, the addition reaction is carried out under ice bath conditions,
the temperature of the ice bath is 0 ℃; the time of the addition reaction is 10-90 min.
The invention also provides the application of the carbamido gelator in the technical scheme in the gelling field.
The invention also provides a carbamido gel lubricant used in a wide temperature range, which comprises a carbamido gel factor and base oil;
the mass ratio of the urea-based gelator to the base oil is (5-40): 100, respectively;
the ureido gelator is the ureido gelator in the technical scheme.
Preferably, the base oil is a synthetic hydrocarbon oil or an ester oil.
The invention also provides a preparation method of the carbamido gel lubricant used in the wide temperature range, which comprises the following steps:
under the condition of heating, mixing the ureido gel factor and the base oil, and then cooling to obtain the ureido gel lubricant used in the wide temperature range;
the heating temperature is 80-200 ℃.
The invention also provides the application of the urea-based gel lubricant used in the wide temperature range in the technical scheme in the field of mechanical lubrication.
The invention provides a ureido gel factor, which has a structure shown in a formula I or a formula II, wherein the ureido gel factor contains ureido functional groups, the ureido functional groups have high thermal stability, and a network structure can be formed by the interaction of hydrogen bonds among the ureido gel factors, so that the ureido gel factor has excellent thermal stability, and finally, the prepared ureido gel lubricant used in a wide temperature range has excellent thermal stability; meanwhile, a network structure formed among the carbamido gel factors binds the base oil, so that the prepared lubricating oil can be prevented from creeping and losing in the friction process;
the invention also provides a preparation method of the carbamido gelator in the technical scheme, which comprises the following steps: and mixing amine, isocyanate and dichloromethane, and carrying out addition reaction to obtain the ureido gelator. The preparation method has the advantages of simple process, one-step synthesis, no redundant synthesis steps, high yield and suitability for industrial production.
The invention also provides a carbamido gel lubricant used in a wide temperature range, which comprises a carbamido gel factor and base oil; the mass ratio of the urea-based gelator to the base oil is (5-40): 100, respectively; the ureido gelator is the ureido gelator in the technical scheme. The carbamido gel lubricant used in the wide temperature range can keep a gel state in a wide temperature range, has the performances of friction reduction and wear resistance, can prevent the problems of leakage, creeping and the like of lubricating oil, and has good mechanical stability.
Drawings
FIG. 1 is a diagram of the mixture of the ureido gelling factors described in examples 1-6 with base oil after standing for different periods of time;
FIG. 2 is a graph of the coefficient of friction of the urea-based gel lubricant for wide temperature range use described in examples 1 and 4 and 500SN described in comparative example 1 under wide temperature range conditions.
Detailed Description
The invention provides a carbamido gelator which has a structure shown in a formula I or a formula II:
wherein R and R' are independently straight-chain alkyl containing 8-18 carbon atoms;
R1is-C6H12-。
In the present invention, the kinds of R and R' are preferably the same; preferably, R and R' are simultaneously-C8H17、-C12H25or-C18H37。
The invention also provides a preparation method of the carbamido gelator in the technical scheme, which comprises the following steps:
mixing amine, isocyanate and dichloromethane, and carrying out addition reaction to obtain the ureido gelator;
the amine is R-NH2Or R' -NH2(ii) a The isocyanate is O ═ C ═ N-R1-N ═ C ═ O or R — N ═ C ═ O;
wherein R and R' are independently straight-chain alkyl containing 8-18 carbon atoms; r1is-C6H12-。
In the present invention, all the raw materials are commercially available products well known to those skilled in the art unless otherwise specified.
In the present invention, the amine is preferably n-octylamine, primary dodecylamine or octadecylamine; the isocyanate is preferably octyl isocyanate, hexamethylene diisocyanate, dodecyl isocyanate or stearyl isocyanate. In the present invention, the methylene chloride is preferably a solvent in which the amine and the isocyanate are reacted.
In the present invention, the molar ratio of the isocyanate and the amine is preferably 1:1 or 1: 2. In the present invention, when the isocyanate and amine are in a molar ratio of 1:1 and the isocyanate is R-N ═ C ═ O or R '-N ═ C ═ O (R and R' are independently linear alkyl groups containing 8 to 18 carbon atoms), the urea-based gelling factor has a structure represented by formula i (monourea gelling factor); when the molar ratio of the isocyanate to the amine is 1:2 and the isocyanate is hexamethylene diisocyanate, the urea-based gel factor has a structure represented by formula II (diurea gel factor).
In the invention, the mass ratio of the amount of the amine substance to the dichloromethane is preferably 1mol (5-20) L, and more preferably 1mol: 10L.
In the present invention, the order of mixing is preferably such that after the amine is dissolved in methylene chloride, the isocyanate is added dropwise.
In the present invention, the mixing is preferably performed under ice bath conditions, and the temperature of the ice bath is preferably 0 ℃. The mixing is also preferably carried out under stirring, which is not subject to any particular limitation in the present invention, and can be carried out by a procedure well known to those skilled in the art.
In the invention, the time of the addition reaction is preferably 10 to 90min, more preferably 20 to 60min, and most preferably 40 to 50 min. In the present invention, the addition reaction starts when the isocyanate is added dropwise, but for the sake of clarity of controlling the time of the addition reaction, the reaction time of 10 to 90min is preferably started from the time point after the isocyanate is added dropwise.
After the addition reaction is finished, the method also preferably comprises post-treatment, wherein the post-treatment preferably comprises stopping stirring, heating to room temperature, and then sequentially filtering and washing. The filtration is not limited in any way by the present invention, and can be carried out by a process well known to those skilled in the art; the washing agent is preferably dichloromethane, and the number of washing is preferably 5.
The invention also provides the application of the carbamido gelator in the technical scheme in the gelling field.
The invention also provides a carbamido gel lubricant used in a wide temperature range, which comprises a carbamido gel factor and base oil;
the mass ratio of the urea-based gelator to the base oil is (5-40): 100, respectively;
the ureido gelator is the ureido gelator in the technical scheme or the ureido gelator prepared by the preparation method in the technical scheme.
In the present invention, the base oil is preferably a synthetic hydrocarbon oil or an ester oil; in an embodiment of the invention, the base oil is specifically selected to be a 500SN base oil.
The mass ratio of the urea-based gelator to the base oil is (5-40): 100, preferably (10-25): 100, more preferably (16-22): 1.
the invention also provides a preparation method of the carbamido gel lubricant used in the wide temperature range, which comprises the following steps:
under the condition of heating, mixing the ureido gel factor and the base oil, and then cooling to obtain the ureido gel lubricant used in the wide temperature range;
the heating temperature is 80-200 ℃.
In the present invention, the mixing is preferably carried out under stirring, and the stirring is not particularly limited in the present invention and may be carried out by a process known to those skilled in the art.
In the present invention, a gel is formed during said cooling.
The invention also provides the application of the urea-based gel lubricant used in the wide temperature range in the technical scheme in the field of mechanical lubrication. In the present invention, the mechanical lubrication is preferably lubrication of bearings, gears or guide rails. The method of the present invention is not particularly limited, and any method known to those skilled in the art may be used.
The urea-based gel lubricant for use in a wide temperature range provided by the present invention, the preparation method and the use thereof will be described in detail with reference to the following examples, which should not be construed as limiting the scope of the present invention.
Example 1
Under the ice bath condition (0 ℃), dissolving (0.01mol) n-octylamine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.01mol) octyl isocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gel factor (recorded as 1 a');
0.05669g (0.02mmol) of the 1a 'was added to 10g of 500SN base oil, and the mixture was heated (85 ℃ C.) and stirred to completely dissolve the 1a', and then cooled naturally, and after 1min, the urea-based gel lubricant (described as 1a) used in the wide temperature range was obtained.
Example 2
Under ice bath conditions (0 ℃), dissolving (0.01mol) dodecyl primary amine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.01mol) dodecyl isocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gel factor (recorded as 1 b');
0.0793g (0.02mmol) of the urea-based gel lubricant (1 b) was added to 10g of 500SN base oil, and the mixture was heated (85 ℃ C.) and stirred to completely dissolve the 1b', and then cooled naturally for 1min to obtain the urea-based gel lubricant (1 b) for use in a wide temperature range.
Example 3
Under ice bath conditions (0 ℃), dissolving (0.015mol) octadecylamine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.015mol) octadecyl isocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gel factor (recorded as 1 c');
0.1128g (0.02mmol) of the 1c 'was added to 10g of 500SN base oil, and the mixture was heated (85 ℃ C.) and stirred to completely dissolve the 1c', and then cooled naturally for 1min to obtain the urea-based gel lubricant (described as 1c) used in the wide temperature range.
Example 4
Under ice bath conditions (0 ℃), dissolving (0.02mol) n-octylamine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.01mol) hexamethylene diisocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gelator (recorded as 2 a');
0.0953g (0.02mmol) of the 2a 'was added to 10g of 500SN base oil, and the 2a' was completely dissolved by heating (180 ℃) with stirring, and then cooled naturally, and after 1min, the urea-based gel lubricant (described as 2a) used in the wide temperature range was obtained.
Example 5
Under the ice bath condition (0 ℃), dissolving (0.02mol) dodecyl primary amine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.01mol) hexamethylene diisocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gel factor (recorded as 2 b');
0.1077g (0.02mmol) of the 2b 'was added to 10g of 500SN base oil, and the 2b' was completely dissolved by heating (180 ℃) with stirring, and then cooled naturally for 1min to obtain the urea-based gel lubricant (described as 2b) for use in a wide temperature range.
Example 6
Under the ice bath condition (0 ℃), dissolving (0.02mol) octadecylamine in 100mL dichloromethane, stirring for dissolving, then dropwise adding (0.01mol) hexamethylene diisocyanate, stirring for 30min, stopping stirring after the reaction is completed, raising the temperature to room temperature, filtering and washing to obtain the ureido gelator (recorded as 2 c');
0.141g (0.02mmol) of the 2c 'was added to 10g of 500SN base oil, and the 2c' was completely dissolved by heating (180 ℃) with stirring, and then cooled naturally for 1min to obtain the urea-based gel lubricant (described as 2c) for use in a wide temperature range.
Comparative example 1
Base oil 500SN was used as a blank control.
Test example
FIG. 1 is a diagram showing the mixture of the urea-based gelling factor used in the wide temperature range described in examples 1 to 6 and base oil, after mixing, left for different periods of time. As can be seen from FIG. 1, after cooling for 1min, the urea-based gel lubricant used in the wide temperature range for the wide temperature range of the present invention is an opaque gelatinous semisolid, has a certain structural stability, and can maintain the initial gelatinous state after being left for one month. And when the base oil is colorless and transparent, the urea-based gel lubricant used in the wide temperature range formed is white.
Testing of antifriction and antiwear Properties
And (3) testing the antifriction and antiwear properties: testing the lubricating performance of the carbamido supermolecule gel by using an SRV-IV reciprocating friction tester, wherein the friction couple adopts a ball-disc contact mode, the material is GCr15 bearing steel, and the diameter of the steel ball is 10 mm; under the condition of applying a certain normal load, the steel ball slides back and forth according to the set frequency and amplitude, and the lubricating performance of the lubricant is represented by measuring the friction coefficient and the wear rate in the relative sliding process of the ball and the disc. The specific experimental conditions are as follows: the reciprocating sliding frequency is 25Hz, the amplitude is 1mm, the normal phase load is 100N, the temperature is 25 ℃, the test is carried out for 40min, and the lubricant is the urea-based gel lubricant used in the wide temperature range of 500SN described in the comparative example and the wide temperature range of the examples 1-6 respectively;
friction and wear performance test under solid load condition
The urea-based gel lubricants used over a wide temperature range as described in examples 1-6 and the 500SN described in comparative example 1 were tested: the test is carried out by adopting an SRV-IV micro-vibration friction abrasion tester produced by German optimol grease company, and the test conditions are as follows: the test ball is an AISI52100 steel ball (the diameter is 10mm) in the experiment, and the lower sample is an AISI52100 steel block (the hardness is 700 HV);
the test results are: the urea-based gel lubricants used in the wide temperature ranges of examples 1 to 6 all had an average coefficient of friction of 0.125 and an average wear volume of 13803 μm3，13113μm3，2339μm3，11620μm3，9946.5μm3And 1731.5 μm3(ii) a The comparative example had an average coefficient of friction of 0.185 and an average wear volume of 77545.5 μm3。
Friction performance test under wide temperature range condition
The urea-based gel lubricants used over a wide temperature range prepared in examples 1 and 4 and the 500SN described in comparative example 1 were tested: the test is carried out by adopting an SRV-IV micro-vibration friction abrasion tester produced by German optimol grease company, and the test conditions are as follows: the test ball is an AISI52100 steel ball (the diameter is 10mm) in the experiment, and the lower sample is an AISI52100 steel block (the hardness is 700 HV);
the test results are shown in FIG. 2, where FIG. 2 shows the friction coefficients of the urea-based gel lubricant for wide temperature ranges prepared in examples 1 and 4 and 500SN described in comparative example 1 under the wide temperature range conditions; as can be seen from FIG. 2, the urea-based gel lubricant used in a wide temperature range according to the present invention has a good lubricating effect in a wide temperature range.
From the above, the urea-based gel lubricant used in a wide temperature range provided by the invention has excellent antifriction and antiwear performances and good mechanical stability.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (5)
1. A urea-based gel lubricant, characterized by consisting of a urea-based gelling factor and a base oil;
the mass ratio of the urea-based gelator to the base oil is 0.05669 g: 10g of a mixture;
the ureido gelator has a structure shown in a formula I:
wherein R and R' are the same in kind; r and R' are simultaneously-C8H17；
The base oil is 500SN base oil;
the urea-based gel lubricant is used in the field of mechanical lubrication.
2. The urea-based gel lubricant according to claim 1, wherein the process for the preparation of the urea-based gel factor comprises the steps of:
mixing amine, isocyanate and dichloromethane, and carrying out addition reaction to obtain the ureido gelator;
the amine is n-octylamine; the isocyanate is octyl isocyanate; the molar ratio of the isocyanate to the amine is 1: 1.
3. the urea-based gel lubricant of claim 2, wherein the addition reaction is carried out under ice bath conditions,
the temperature of the ice bath is 0 ℃; the time of the addition reaction is 10-90 min.
4. The method of preparing the urea-based gel lubricant of claim 1, comprising the steps of:
mixing the urea-based gel factor and the base oil under the heating condition, and cooling to obtain the urea-based gel lubricant;
the heating temperature is 80-200 ℃.
5. Use of the urea-based gel lubricant of claim 1 in the field of mechanical lubrication.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011292016.6A CN112375013B (en) | 2020-11-18 | 2020-11-18 | Urea-based gel lubricant used in wide temperature range and preparation method and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202011292016.6A CN112375013B (en) | 2020-11-18 | 2020-11-18 | Urea-based gel lubricant used in wide temperature range and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN112375013A CN112375013A (en) | 2021-02-19 |
| CN112375013B true CN112375013B (en) | 2022-03-01 |
Family
ID=74584149
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202011292016.6A Active CN112375013B (en) | 2020-11-18 | 2020-11-18 | Urea-based gel lubricant used in wide temperature range and preparation method and application thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN112375013B (en) |
Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4115284A (en) * | 1976-06-21 | 1978-09-19 | Nippon Oil Co., Ltd. | Brake grease compositions |
| US4780231A (en) * | 1986-04-22 | 1988-10-25 | Nippon Oil Co., Ltd. | Diurea grease composition |
| US5059336A (en) * | 1989-08-22 | 1991-10-22 | Nippon Seiko Kabushiki Kaisha | Grease composition for high speed anti-friction bearing |
| CN1056313A (en) * | 1991-04-13 | 1991-11-20 | 中国人民解放军空军油料研究所 | Polyurea grease composite |
| JPH05255685A (en) * | 1992-03-11 | 1993-10-05 | Ntn Corp | Porous slide bearing |
| CN1781969A (en) * | 2004-08-11 | 2006-06-07 | 莱茵化学莱茵瑙有限公司 | Method for preparing powdery (poly) urea |
| JP2007039570A (en) * | 2005-08-03 | 2007-02-15 | Cosmo Sekiyu Lubricants Kk | Water-containing lubricating oil composition and property stabilizer used in the same |
| CN101273117A (en) * | 2005-09-28 | 2008-09-24 | Ntn株式会社 | Waterproof grease and hermetically filled with the grease, rolling bearing and hub bearing |
| JP2009173767A (en) * | 2008-01-24 | 2009-08-06 | Nsk Ltd | Lubricant composition, rolling bearing, and rolling bearing for supporting wheel |
| CN101629121A (en) * | 2009-08-12 | 2010-01-20 | 中国石油化工股份有限公司 | Novel lubricating grease and preparation method thereof |
| CN109667835A (en) * | 2019-01-25 | 2019-04-23 | 中国科学院兰州化学物理研究所 | It is impregnated with the self-lubricating oily bearing and preparation method thereof of lubricationg jelly |
| CN110831681A (en) * | 2017-06-29 | 2020-02-21 | 原子能和替代能源委员会 | Carboxamide for separating uranium (VI) and plutonium (IV) without reducing plutonium (IV) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITVA20000023A1 (en) * | 2000-07-19 | 2002-01-19 | Lamberti Spa | HEAT-STABLE PVC COMPOSITIONS. |
| US7665835B2 (en) * | 2005-11-30 | 2010-02-23 | Xerox Corporation | Phase change inks and methods for making same |
| FR3027029B1 (en) * | 2014-10-10 | 2018-03-16 | Centre National De La Recherche Scientifique (Cnrs) | COMPOSITION BASED ON BIS-UREES FOR FORMING STABLE GELS |
-
2020
- 2020-11-18 CN CN202011292016.6A patent/CN112375013B/en active Active
Patent Citations (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4115284A (en) * | 1976-06-21 | 1978-09-19 | Nippon Oil Co., Ltd. | Brake grease compositions |
| US4780231A (en) * | 1986-04-22 | 1988-10-25 | Nippon Oil Co., Ltd. | Diurea grease composition |
| US5059336A (en) * | 1989-08-22 | 1991-10-22 | Nippon Seiko Kabushiki Kaisha | Grease composition for high speed anti-friction bearing |
| CN1056313A (en) * | 1991-04-13 | 1991-11-20 | 中国人民解放军空军油料研究所 | Polyurea grease composite |
| JPH05255685A (en) * | 1992-03-11 | 1993-10-05 | Ntn Corp | Porous slide bearing |
| CN1781969A (en) * | 2004-08-11 | 2006-06-07 | 莱茵化学莱茵瑙有限公司 | Method for preparing powdery (poly) urea |
| JP2007039570A (en) * | 2005-08-03 | 2007-02-15 | Cosmo Sekiyu Lubricants Kk | Water-containing lubricating oil composition and property stabilizer used in the same |
| CN101273117A (en) * | 2005-09-28 | 2008-09-24 | Ntn株式会社 | Waterproof grease and hermetically filled with the grease, rolling bearing and hub bearing |
| JP2009173767A (en) * | 2008-01-24 | 2009-08-06 | Nsk Ltd | Lubricant composition, rolling bearing, and rolling bearing for supporting wheel |
| CN101629121A (en) * | 2009-08-12 | 2010-01-20 | 中国石油化工股份有限公司 | Novel lubricating grease and preparation method thereof |
| CN110831681A (en) * | 2017-06-29 | 2020-02-21 | 原子能和替代能源委员会 | Carboxamide for separating uranium (VI) and plutonium (IV) without reducing plutonium (IV) |
| CN109667835A (en) * | 2019-01-25 | 2019-04-23 | 中国科学院兰州化学物理研究所 | It is impregnated with the self-lubricating oily bearing and preparation method thereof of lubricationg jelly |
Non-Patent Citations (8)
| Title |
|---|
| "Investigations providing a plausible mechanism in the hexamethyldisilazane-catalyzed trimerization of alkyl isocyanates";Mihaela Roman等;《Tetrahedron》;20101210;第67卷;第1510页第3.2部分，Scheme 2 * |
| "Self-Assembly of Bisurea Compounds in Organic Solvents and on Solid Substrates";Jan van Esch等;《Chem. Eur. J.》;19971231;第3卷;Table 1-2，第1241页右栏最后1段 * |
| "Urea and Thiourea Derivatives as Low Molecular-Mass Organogelators";Mathew George等;《Chem. Eur. J.》;20050322;第11卷;Scheme 1, Table 1、3 * |
| Jan van Esch等."Self-Assembly of Bisurea Compounds in Organic Solvents and on Solid Substrates".《Chem. Eur. J.》.1997,第3卷 * |
| Mathew George等."Urea and Thiourea Derivatives as Low Molecular-Mass Organogelators".《Chem. Eur. J.》.2005,第11卷 * |
| Mihaela Roman等."Investigations providing a plausible mechanism in the hexamethyldisilazane-catalyzed trimerization of alkyl isocyanates".《Tetrahedron》.2010,第67卷第1510页第3.2部分，Scheme 2. * |
| 基于脲基氢键组装的功能超分子凝胶;王赛等;《化学进展》;20140115(第01期);第125-139页 * |
| 预制二脲稠化剂制备二脲润滑脂的工艺研究;徐辉等;《石油商技》;20151215(第06期);第42-43页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN112375013A (en) | 2021-02-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5460671B2 (en) | Thermoreversible gel-like composition having lubricity, bearing lubricant, and bearing system using them | |
| Guo et al. | The study of hexanoate-based protic ionic liquids used as lubricants in steel-steel contact | |
| Yu et al. | Supramolecular gel lubricants based on amino acid derivative gelators | |
| CN104160006A (en) | Grease composition | |
| Kreivaitis et al. | Investigating the tribological properties of PILs derived from different ammonium cations and long chain carboxylic acid anion | |
| CN107502407A (en) | High temperature gel lubricant compositions and preparation method thereof | |
| Khatri et al. | Halogen-free ammonium–organoborate ionic liquids as lubricating additives: the effect of alkyl chain lengths on the tribological performance | |
| JPH0660316B2 (en) | Diurea grease composition | |
| CN112375013B (en) | Urea-based gel lubricant used in wide temperature range and preparation method and application thereof | |
| CN105062614A (en) | Grease composition and bearing | |
| JPS58187492A (en) | Lubricant | |
| Li et al. | Oil-soluble deep eutectic solvent as high-performance green lubricant additives for PAO 40 and PEG 200 | |
| CN109852455B (en) | Cholesterol supramolecular gel lubricant and preparation method and application thereof | |
| EP0103864B1 (en) | Triurea grease compositions | |
| Venkataramani et al. | Synthesis, evaluation and applications of complex esters as lubricants: A basic study | |
| CN114315669A (en) | Methionine amide micromolecule lubricating oil additive and synthetic method and application thereof | |
| US4076639A (en) | Lubricant compositions | |
| RU2713451C1 (en) | Low-temperature eco-friendly grease and a method for production thereof | |
| CN111635336B (en) | Fluorine-functionalized gel factor, preparation method and application thereof, supramolecular gel lubricant and preparation method thereof | |
| JP2553142B2 (en) | Urea grease composition | |
| JP3150787B2 (en) | Grease composition for rotating machine bearings | |
| Guo et al. | Linear alkyl-benzenesulfonate-based protic ionic liquids: Physicochemical properties and tribological performance as lubricant additives to a non-polar base oil | |
| JP3921061B2 (en) | Grease composition | |
| JP7399468B2 (en) | organic friction modifier | |
| US6074994A (en) | Non-aqueous solvent-free lamellar liquid crystalline lubricants |
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 |