CN118005887A - High-strength and high-toughness polyurethane lubricating material and preparation method and application thereof - Google Patents
High-strength and high-toughness polyurethane lubricating material and preparation method and application thereof Download PDFInfo
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- CN118005887A CN118005887A CN202410160007.3A CN202410160007A CN118005887A CN 118005887 A CN118005887 A CN 118005887A CN 202410160007 A CN202410160007 A CN 202410160007A CN 118005887 A CN118005887 A CN 118005887A
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- polyurethane
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- 239000000463 material Substances 0.000 title claims abstract description 57
- 239000004814 polyurethane Substances 0.000 title claims abstract description 49
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 49
- 230000001050 lubricating effect Effects 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 150000002009 diols Chemical class 0.000 claims description 34
- 229920000515 polycarbonate Polymers 0.000 claims description 34
- 239000004417 polycarbonate Substances 0.000 claims description 34
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 25
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 22
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 22
- 239000003960 organic solvent Substances 0.000 claims description 19
- 239000003054 catalyst Substances 0.000 claims description 18
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 13
- QIKYZXDTTPVVAC-UHFFFAOYSA-N 4-Aminobenzamide Chemical compound NC(=O)C1=CC=C(N)C=C1 QIKYZXDTTPVVAC-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000012295 chemical reaction liquid Substances 0.000 claims description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- -1 p-aminobenzoylaminobenzamide Chemical compound 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000012298 atmosphere Substances 0.000 claims description 3
- 230000001681 protective effect Effects 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 230000003993 interaction Effects 0.000 abstract description 6
- 230000002787 reinforcement Effects 0.000 abstract description 2
- 230000002195 synergetic effect Effects 0.000 abstract description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 10
- 239000012975 dibutyltin dilaurate Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 239000004970 Chain extender Substances 0.000 description 3
- 238000005461 lubrication Methods 0.000 description 3
- 238000001291 vacuum drying Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical compound NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention belongs to the technical field of lubricating materials, and particularly relates to a high-strength and high-toughness polyurethane lubricating material, and a preparation method and application thereof. The invention improves the mechanical property and tribological property of the material mainly by introducing hydrogen bond interaction and a rigid unit. The hydrogen bond is a weak interaction force, but on the material level, a strong hydrogen bond network can be formed by skillfully designing the polyurethane molecular structure, so that the strength and toughness of the material are obviously improved. The introduction of rigid units helps to strengthen the rigidity of the material and to act as reinforcement in the hydrogen bonding network. This rigid unit interacts with hydrogen bonds to form a synergistic effect. In addition, the polyurethane water lubricating material is also improved remarkably in tribology performance through the introduction of hydrogen bonds and rigid units. The high-strength and high-toughness polyurethane lubricating material provided by the invention has better wear resistance and lower friction coefficient, so that the high-strength and high-toughness polyurethane lubricating material has a wide application prospect in the field of tribology.
Description
Technical Field
The invention belongs to the technical field of lubricating materials, and particularly relates to a high-strength and high-toughness polyurethane lubricating material, and a preparation method and application thereof.
Background
With the continuous progress of technology, high strength, high toughness and excellent tribological properties are indispensable key characteristics in the field of materials, in particular in the application field of polyurethane water lubricating materials. The polyurethane material has the characteristics of excellent wear resistance, wide hardness range, high elasticity, high bearing capacity, fatigue resistance, damping capacity, good oil resistance, multiple solvent resistance and the like, so that the polyurethane material becomes one of research hot spots of the current water lubrication bearing material.
However, the conventional polyurethane materials have limitations on the mechanical properties and tribological properties, so researchers have been searching for new methods to improve the tribological and mechanical properties of the materials.
Disclosure of Invention
The invention aims to provide a high-strength and high-toughness polyurethane lubricating material, a preparation method and application thereof, and the polyurethane lubricating material provided by the invention has high strength and high toughness and excellent tribological performance, and has wide application potential in the tribological field.
In order to achieve the above object, the present invention provides the following technical solutions:
The invention provides a preparation method of a high-strength and high-toughness polyurethane lubricating material, which comprises the following steps:
And mixing polycarbonate diol, an organic solvent, a catalyst, hexamethylene diisocyanate and p-aminobenzamide for polymerization reaction to obtain the high-strength and high-toughness polyurethane lubricating material.
Preferably, the polycarbonate diol has an M n of 2000.
Preferably, the ratio of the polycarbonate diol to the hexamethylene diisocyanate is 5g: (0.6-1.2) mL.
Preferably, the mass ratio of the polycarbonate diol to the p-aminobenzoylaminobenzamide is 5: (0.32-1.28).
Preferably, the catalyst is an organotin catalyst, and the dosage ratio of the polycarbonate diol to the catalyst is 5g: (40-90) mu L.
Preferably, the organic solvent includes one or more of N, N-dimethylformamide, N-dimethylacetamide, dimethylsulfoxide and N-methyl-2-pyrrolidone.
Preferably, the polymerization reaction is carried out in a protective gas atmosphere at a temperature of 60 to 80 ℃.
Preferably, the polymerization reaction comprises the steps of: mixing polycarbonate diol, part of organic solvent, catalyst and hexamethylene diisocyanate to perform a first-stage reaction to obtain a first-stage reaction liquid; mixing the first-stage reaction liquid, the para-aminobenzamide and the residual organic solvent to perform a second-stage reaction; the reaction time of the first stage is 2-4 h, and the reaction time of the second stage is 12-8 h.
The invention provides the high-strength and high-toughness polyurethane lubricating material prepared by the preparation method.
The invention provides application of the high-strength and high-toughness polyurethane lubricating material in preparing wear-resistant materials.
The invention provides a preparation method of a high-strength and high-toughness polyurethane lubricating material, which comprises the following steps: and mixing polycarbonate diol, an organic solvent, a catalyst, hexamethylene diisocyanate and p-aminobenzamide for polymerization reaction to obtain the high-strength and high-toughness polyurethane lubricating material. The preparation method provided by the invention improves the mechanical property and tribological property of the material mainly by introducing hydrogen bond interaction and a rigid unit (a unit structure formed by aminobenzamide). The hydrogen bond is a weak interaction force, but on the material level, a strong hydrogen bond network can be formed by skillfully designing the polyurethane molecular structure, so that the strength and toughness of the material are obviously improved. The introduction of rigid units helps to strengthen the rigidity of the material and to act as reinforcement in the hydrogen bonding network. This rigid unit interacts with hydrogen bonds to form a synergistic effect. In addition, the polyurethane water lubricating material is also improved remarkably in tribology performance through the introduction of hydrogen bonds and rigid units. The high-strength and high-toughness polyurethane lubricating material provided by the invention has better wear resistance and lower friction coefficient, so that the high-strength and high-toughness polyurethane lubricating material has a wide application prospect in the field of tribology.
The invention provides the high-strength and high-toughness polyurethane lubricating material prepared by the preparation method. The polyurethane water lubricating material with high strength and high toughness provided by the invention successfully overcomes the limitations of the traditional polyurethane material through hydrogen bond interaction and the introduction of a rigid unit. The excellent performance of the material in mechanical property and tribology property makes the material have wide application potential.
Detailed Description
The invention provides a preparation method of a high-strength and high-toughness polyurethane lubricating material, which comprises the following steps:
And mixing polycarbonate diol, an organic solvent, a catalyst, hexamethylene diisocyanate and p-aminobenzamide for polymerization reaction to obtain the high-strength and high-toughness polyurethane lubricating material.
In the present invention, all preparation materials/components are commercially available products well known to those skilled in the art unless specified otherwise.
In the present invention, M n of the polycarbonate diol is preferably 2000. The organic solvent preferably includes one or more of N, N-dimethylformamide, N-dimethylacetamide, dimethylsulfoxide and N-methyl-2-pyrrolidone, more preferably N, N-dimethylformamide. The catalyst is preferably an organotin catalyst, and is particularly preferably dibutyltin dilaurate. The polycarbonate diol is preferably purchased from Jining Hongming chemical Co., ltd. The dibutyltin dilaurate and hexamethylene diisocyanate are preferably purchased from Anhui Hirsche Corp. The para-aminobenzamide is preferably purchased from zheng alpha chemical company, inc.
In the present invention, the ratio of the polycarbonate diol to the hexamethylene diisocyanate is preferably 5g: (0.6-1.2) mL, particularly preferably 5g:0.6mL, 5g:0.7mL, 5g:0.8mL, 5g:1mL or 5g:1.2mL. The mass ratio of the polycarbonate diol to the p-aminobenzoylaminobenzamide is preferably 5: (0.32 to 1.28), and particularly preferably 5:0.32, 5:0.48, 5:0.64, 5:0.96 or 5:1.28. the ratio of the polycarbonate diol to the catalyst is preferably 5g: (40 to 90). Mu.L, more preferably 5g: (50-75) mu L.
In the present invention, the polycarbonate diol is preferably dried before the polymerization reaction is carried out by the mixing. The drying is preferably vacuum drying, the temperature of the vacuum drying is preferably 100-130 ℃, and the time of the vacuum drying is preferably 4-6 h.
In the present invention, the polymerization reaction is preferably carried out at a temperature of 60 to 80 ℃, and the polymerization reaction is preferably carried out in an atmosphere of a shielding gas, preferably nitrogen. The polymerization reaction preferably comprises the steps of: mixing polycarbonate diol, part of organic solvent, catalyst and hexamethylene diisocyanate to perform a first-stage reaction to obtain a first-stage reaction liquid; and mixing the first-stage reaction liquid, the para-aminobenzamide and the residual organic solvent to perform a second-stage reaction. The order of mixing the polycarbonate diol, part of the organic solvent, the catalyst and the hexamethylene diisocyanate is preferably as follows: dissolving polycarbonate diol in part of an organic solvent to obtain a polycarbonate diol solution; and (3) dropwise adding the catalyst into the polycarbonate diol solution, uniformly stirring, and adding the hexamethylene diisocyanate. The ratio of the polycarbonate diol to the portion of the organic solvent is preferably 5g: (30-60) mL. The temperature of the first stage reaction is preferably 60-80 ℃ and the time is preferably 2-4 h. The order of mixing the first-stage reaction liquid, the para-aminobenzamide and the residual organic solvent is preferably as follows: dissolving para-aminobenzamide in the residual organic solvent to obtain a para-aminobenzamide solution; adding the paraaminobenzamide solution into the first-stage reaction liquid. The dosage ratio of the para-aminobenzoylaminobenzamide to the residual organic solvent is preferably (0.32-1.28) g: (10-40) mL. The temperature of the second stage reaction is preferably 60-80 ℃ and the time is preferably 12-8 h.
After the polymerization reaction is finished, the solvent of the obtained polymerization product is preferably removed, and the high-strength and toughness polyurethane lubricating material is obtained. The invention is not particularly limited to the specific embodiment of the solvent removal.
The invention provides the high-strength and high-toughness polyurethane lubricating material prepared by the preparation method.
The chemical structure of the high-strength and high-toughness polyurethane lubricating material prepared by the invention is shown in formula 1:
in formula 1: n= 6; m is the degree of polymerization.
The invention provides application of the high-strength and high-toughness polyurethane lubricating material in preparing wear-resistant materials. The invention is not particularly limited to the specific embodiments of the application.
The technical solutions provided by the present invention are described in detail below in conjunction with examples for further illustrating the present invention, but they should not be construed as limiting the scope of the present invention.
The sources of the main raw materials used in the following examples and comparative examples are:
Polycarbonate diol from Jining Hongming chemical Co., ltd;
dibutyl tin dilaurate and hexamethylene diisocyanate, available from Anzier technologies, inc.;
p-aminobenzoylaminobenzamide, a company of Zhengzhou alpha chemical Co., ltd.
The chemical reactions in the following examples and comparative examples were carried out in a nitrogen atmosphere at a temperature of 60 ℃.
Example 1
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 0.60ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 0.32G of paraaminobenzoylaminobenzamide was weighed and dissolved in 20mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Example 2
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 0.70ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 0.48G of paraaminobenzoylaminobenzamide was weighed and dissolved in 20mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Example 3
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 0.80ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 0.64G of paraaminobenzoylaminobenzamide was weighed and dissolved in 30mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Example 4
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 1.00ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 0.96G of paraaminobenzoylaminobenzamide was weighed and dissolved in 40mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Example 5
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 1.20ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 1.28G of paraaminobenzoylaminobenzamide was weighed and dissolved in 40mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Comparative example 1
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) 1.40ML of hexamethylene diisocyanate was weighed and added to a three-necked flask for 2 hours.
(3) 1.60G of paraaminobenzoylaminobenzamide was weighed and dissolved in 20mLN, N-dimethylformamide, and reacted for 15 hours after the addition. Finally, the solvent is removed to obtain polyurethane.
Comparative example 2
(1) 5.00G of polycarbonate diol is weighed and placed in a three-neck flask, and after being dried in an oven at 120 ℃ for 3 hours under vacuum, 40mLN, N-dimethylformamide and 5 drops (1 drop volume is 10-15 microliters) of dibutyltin dilaurate are taken out and added, and the mixture is stirred uniformly.
(2) Weighing 0.40mL of hexamethylene diisocyanate, adding the hexamethylene diisocyanate into a three-necked flask for reaction for 2h, and finally removing the solvent to obtain polyurethane.
Test case
(1) Frictional wear test conditions: the friction and wear performance is tested by adopting a high-speed ring block friction and wear testing machine, the dual material is 45# steel, the test load is 200N, the rotating speed is 200rpm, the running time is 2 hours, and the lubrication condition is water lubrication. The coefficient of friction and wear rate were averages of 2-3 tests.
(2) Mechanical property test conditions: the mechanical properties are tested by adopting an electronic universal tensile testing machine, the test is carried out under the condition of room temperature, the sample is prepared according to the ISO527-2/1BB standard, and the tensile rate is 10mm/min.
Table 1 shows the results of tribological properties and mechanical properties of examples 1 to 5 and comparative examples 1 to 2. Example 1 has excellent mechanical properties compared to other examples and comparative examples, wherein the stress of example 1 reaches 48.8MPa, the elongation at break reaches 1352.9%, the toughness reaches 263.9MJ/m 3, the coefficient of friction is 0.014, and the wear rate is 5.45×10 -6mm3/Nm. The results show that the mechanical property and the tribological property of polyurethane are closely related to the content of the chain extender, and generally, the increase of the chain extender can lead to the growth of polyurethane chains, thereby changing the molecular structure and the property of the material. Therefore, a reasonable proportion of chain extender is critical for improving the tribological and mechanical properties of polyurethane.
TABLE 1 mechanical and tribological Properties of polyurethanes
The embodiment shows that the preparation method provided by the invention prepares the novel high-strength and high-toughness polyurethane water lubricating material by introducing hydrogen bond interaction and a rigid unit, has high strength and high toughness and excellent tribological performance, and has wide application potential in the tribological field.
Although the foregoing embodiments have been described in some, but not all embodiments of the invention, other embodiments may be obtained according to the present embodiments without departing from the scope of the invention.
Claims (10)
1. The preparation method of the high-strength and high-toughness polyurethane lubricating material is characterized by comprising the following steps of:
And mixing polycarbonate diol, an organic solvent, a catalyst, hexamethylene diisocyanate and p-aminobenzamide for polymerization reaction to obtain the high-strength and high-toughness polyurethane lubricating material.
2. The method according to claim 1, wherein the polycarbonate diol has an M n of 2000.
3. The method according to claim 1 or 2, wherein the ratio of the polycarbonate diol to the hexamethylene diisocyanate is 5g: (0.6-1.2) mL.
4. The production method according to claim 1 or 2, wherein the mass ratio of the polycarbonate diol and the p-aminobenzoylaminobenzamide is 5: (0.32-1.28).
5. The method according to claim 1, wherein the catalyst is an organotin catalyst, and the polycarbonate diol and the catalyst are used in an amount ratio of 5g: (40-90) mu L.
6. The preparation method according to claim 1, wherein the organic solvent comprises one or more of N, N-dimethylformamide, N-dimethylacetamide, dimethylsulfoxide and N-methyl-2-pyrrolidone.
7. The method according to claim 1, wherein the polymerization reaction is carried out in a protective gas atmosphere at a temperature of 60 to 80 ℃.
8. The preparation method according to claim 1 or 7, wherein the polymerization reaction comprises the steps of: mixing polycarbonate diol, part of organic solvent, catalyst and hexamethylene diisocyanate to perform a first-stage reaction to obtain a first-stage reaction liquid; mixing the first-stage reaction liquid, the para-aminobenzamide and the residual organic solvent to perform a second-stage reaction; the reaction time of the first stage is 2-4 h, and the reaction time of the second stage is 12-8 h.
9. The high-strength and high-toughness polyurethane lubricating material prepared by the preparation method of any one of claims 1 to 8.
10. The use of the high-strength and toughness polyurethane lubricating material as claimed in claim 9 for preparing wear-resistant materials.
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