CN108219096B - Surface-hydrophobic buffer material and preparation method and application thereof - Google Patents
Surface-hydrophobic buffer material and preparation method and application thereof Download PDFInfo
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/50—Polyethers having heteroatoms other than oxygen
- C08G18/5021—Polyethers having heteroatoms other than oxygen having nitrogen
- C08G18/5069—Polyethers having heteroatoms other than oxygen having nitrogen prepared from polyepoxy compounds
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
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- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/321—Polymers modified by chemical after-treatment with inorganic compounds
- C08G65/328—Polymers modified by chemical after-treatment with inorganic compounds containing other elements
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/333—Polymers modified by chemical after-treatment with organic compounds containing nitrogen
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/337—Polymers modified by chemical after-treatment with organic compounds containing other elements
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
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Abstract
The invention belongs to the field of functional materials, and discloses a buffer material with a hydrophobic surface, and a preparation method and application thereof. The buffer material comprises the following raw materials in parts by weight: 70-100 parts of fluorinated polyether polyol, 30-50 parts of 5613 polyether, 3-3.6 parts of water, 1-1.14 parts of silicone oil L-5601, 0.06-0.08 part of 33% triethylene diamine solution, 0.12 part of stannous octoate and 47.7-50 parts of toluene diisocyanate. And mixing the substances, and then foaming at 60 ℃ to prepare the buffer material with the hydrophobic surface. The buffer material has excellent hydrophobic property, can prevent the performance deterioration caused by the water absorption of the surface of the material when the buffer material is used in a high-humidity environment, and has certain application in the aspect of ice prevention.
Description
Technical Field
The invention belongs to the field of functional materials, and particularly relates to a buffer material with a hydrophobic surface, and a preparation method and application thereof.
Background
In recent years, with the rapid increase of the economy of China and the demand of high-quality materials, the buffer material is widely applied to the fields of furniture, automobile accessories, shoe materials, sports equipment, medical appliances and the like. The excellent performance of the cushioning material in various application fields is all derived from the special viscoelastic characteristics of the material, namely, when the material is impacted by pressure, the material is subjected to elastic deformation meeting Hooke's law and unrecoverable plastic deformation at the same time, namely, the deformation of the cushioning material is an organic combination of the two deformations. The plastic deformation consumes most of the impact energy, while the elastic deformation accumulates some of the energy to allow the cushioning material to slowly return to its pre-stressed shape after the external force is removed. Essentially, under the action of pressure, the molecular structure of the material can generate 'flow' displacement, deform to fit the contour of the pressure application surface, and spread the supporting points to the whole contact surface, so that the pressure can be dispersed on the whole contact surface. This feature is also referred to as the "pressure-uniform dispersion characteristic" of the cushioning material. According to the action principle, the principle of the performance of the cushioning material depends greatly on the cross-linked network structure, the cell size and the uniformity in the material.
The reason why the buffer material is used in a humid environment for a long time at present is that the buffer performance is sharply reduced is that the partial chain segment of polyurethane is hydrolyzed due to the weak hydrophobic property of the surface. The existing buffer material causes the deterioration of the buffer performance under high humidity environment and icing-prone condition due to high water absorption rate.
Disclosure of Invention
In order to overcome the defects and shortcomings of the prior art, the invention mainly aims to provide a buffer material with a hydrophobic surface.
The invention also aims to provide a preparation method of the buffer material with the hydrophobic surface. According to the method, through the surface property of the fluorinated polymer, the enrichment of fluorinated groups on the surface and the ordered arrangement on the surface, the polyether polyol can be used for obtaining the buffer material with stronger hydrophobicity, so that the problems of hydrophobicity, low-temperature anti-icing and the like of the material are solved.
It is a further object of the present invention to provide a use of a buffer material having a hydrophobic surface.
The purpose of the invention is realized by the following technical scheme:
the surface-hydrophobic buffer material is prepared from the following raw materials in parts by weight:
the synthesis method of the fluorinated polyether polyol comprises the following steps:
s1, mixing [ Bmim ]]Cl-H2Mixing O mixed solvent (1-butyl-3-methylimidazolium chloride-water) and PECH (hydroxyl-terminated polyepichlorohydrin), heating to 95 ℃ to uniformly mix the solvents, and adding NaN3Reacting at the constant temperature of 94-96 ℃ for 10h, washing with hot deionized water to remove salt in the mixed solution, and distilling at the temperature of 98 ℃ under reduced pressure for 1h to obtain a compound GAP (polyazidyl glycidyl ether);
s2, dropwise adding anhydrous Tetrahydrofuran (THF) to NaBH4Adding into ice water bath at 0-5 deg.C to make NaBH4Completely dissolving, then dropwise adding anhydrous Tetrahydrofuran (THF) diluent of the compound GAP obtained in the step S1, stirring for reaction for 1h, heating to room temperature, and transferring into an oil bath kettle at 90 ℃ for reflux reaction for 8 h;
s3, using saturated NH4Cl adjusts the pH of the final solution from step S2 to quench NaBH4Filtering, removing solvent by rotary evaporation at 60 deg.C, and using CH2Cl2Extracting, filtering, and rotary evaporating at 40 deg.C to remove CH as solvent2Cl2To obtain a compound 1;
s4, dissolving trifluoromethyl p-quinol, the compound 1 obtained in the step S3 and acetylacetone in dichloromethane, reacting at 50 ℃ for 3h, and removing the solvent by rotary evaporation to obtain the fluorinated polyether polyol.
The concentration of the anhydrous tetrahydrofuran diluent of the compound GAP in the step S2 was 0.25 g/mL.
The pH value in step S3 is 7-8.
The molar ratio of trifluoromethyl to quinol, compound 1 and acetylacetone in step S4 is 1:1: 1.
The preparation method of the buffer material with the hydrophobic surface comprises the following steps: mixing fluorinated polyether polyol, 5613 polyether, water, silicone oil L-560, triethylene diamine, stannous octoate and toluene diisocyanate; and foaming the obtained mixture at 60 ℃ to prepare the buffer material with hydrophobic surface.
The buffer material with hydrophobic surface is applied to the field of hydrophobic buffer materials.
The synthetic method for GAP compounds described in step S1 is described in the Synthesis of Glycidyl Azo Polymers (GAPs) via binary capillary liquids-water mixtures with out catalysts Greenchemistry 2016,18, 1364-.
The synthesis reaction formula of the fluorinated polyether polyol is shown in the following formulas (1) and (2):
compared with the prior art, the invention has the following beneficial effects:
the prepared polyether polyol can be used for obtaining the buffer material with excellent surface hydrophobic property, the buffer material has excellent hydrophobic property, the performance degradation caused by the water absorption of the surface of the material when the buffer material is used in a high-humidity environment can be prevented, and meanwhile, the polyether polyol has certain application in the aspect of ice prevention
Detailed Description
The present invention will be described in further detail with reference to examples, but the embodiments of the present invention are not limited thereto.
The synthetic methods for GAP compounds in step 1 described in examples 1-3 below are all described in the references Synthesis of Glycidyl Azo Polymers (GAPs) via binary reagents-water mixtures with a novel Chemistry 2016,18, 1364-.
Example 1:
1. respectively taking equal mass of [ Bmim [ ]]Cl-H2Placing O mixed solvent in a three-neck flask, taking PECH (average molecular weight 3000) in the three-neck flask, and adding oil bathHeating to 95 deg.C to mix well, adding excess NaN3Keeping the temperature at 95 ℃ (± 1 ℃) for reaction for 10 hours, washing with hot deionized water to remove salt in the mixed solution, and distilling at 98 ℃ under reduced pressure for 1 hour to obtain a compound GAP;
2. a250 mL three-necked flask was charged with 7.47g of NaBH4Adding into ice water mixed bath at 0-5 deg.C, slowly adding 150mL anhydrous Tetrahydrofuran (THF) dropwise to make NaBH4After complete dissolution, a dilution of compound GAP (5g GAP in 20mL anhydrous Tetrahydrofuran (THF)) was slowly added dropwise, the reaction stirred for 1h, warmed to room temperature, and transferred to a 90 ℃ oil bath for reflux for 8 h.
3. After the reaction is finished, saturated NH is used4Cl adjusting the pH of the solution to 7-8, quenching NaBH4Filtering, rotary evaporating at 60 deg.C to remove THF, and using CH2Cl2Extracting and filtering, removing the solvent CH by rotary evaporation at 40 DEG C2Cl2Compound 1 (molecular weight 2600) was obtained.
4. Then dissolving trifluoromethyl paraquinol, the compound 1 and acetylacetone in dichloromethane, reacting for 3h at 50 ℃, and removing the solvent by rotary evaporation to obtain the brown yellow liquid fluorinated polyether polyol 1, wherein the viscosity of the fluorinated polyether polyol 1 is 3000mPas at 25 ℃.
Example 2:
1. respectively taking equal mass of [ Bmim [ ]]Cl-H2Placing O mixed solvent in a three-neck flask, placing PECH (average molecular weight 4000) in the three-neck flask, heating to 95 deg.C in oil bath to mix them uniformly, adding excessive NaN3Keeping the temperature at 95 ℃ (± 1 ℃) for reaction for 10 hours, washing with hot deionized water to remove salt in the mixed solution, and distilling under reduced pressure at 98 ℃ for 1 hour to obtain a compound GAP.
2. A250 mL three-necked flask was charged with 7.47g of NaBH4Adding into ice water mixed bath at 0-5 deg.C, slowly adding 150mL anhydrous Tetrahydrofuran (THF) dropwise to make NaBH4After complete dissolution, a dilution of compound GAP (5g GAP in 20mL anhydrous Tetrahydrofuran (THF)) was slowly added dropwise, the reaction stirred for 1h, warmed to room temperature, and transferred to a 90 ℃ oil bath for reflux for 8 h.
3. After the reaction is finished, saturated NH is used4Cl conditioning solutionTo a pH of 7-8, quenching the NaBH4Filtering, and rotary evaporating at 60 deg.C to remove solvent anhydrous Tetrahydrofuran (THF) and THF, using CH2Cl2Extracting, filtering, and rotary evaporating at 40 deg.C to remove CH as solvent2Cl2Compound 1 (molecular weight 3600) was obtained.
4. Then dissolving trifluoromethyl paraquinol, the compound 1 and acetylacetone in dichloromethane, reacting for 3h at 50 ℃, and rotationally evaporating to remove the solvent to obtain the brown yellow liquid fluorinated polyether polyol 2, wherein the viscosity of the fluorinated polyether polyol 2 is 4000mpas at 25 ℃.
Example 3:
1. respectively taking equal mass of [ Bmim [ ]]Cl-H2Placing O mixed solvent in a three-neck flask, placing PECH (average molecular weight 5000) in the three-neck flask, heating to 95 deg.C in oil bath to mix them uniformly, adding excessive NaN3Keeping the temperature at 95 ℃ (± 1 ℃) for reaction for 10 hours, washing with hot deionized water to remove salt in the mixed solution, and distilling under reduced pressure at 98 ℃ for 1 hour to obtain a compound GAP.
2. A250 mL three-necked flask was charged with 7.47g of NaBH4Adding into ice water mixed bath at 0-5 deg.C, slowly adding 150mL anhydrous Tetrahydrofuran (THF) dropwise to make NaBH4After complete dissolution, a dilution of compound GAP (5g GAP in 20mL anhydrous Tetrahydrofuran (THF)) was slowly added dropwise, the reaction stirred for 1h, warmed to room temperature, and transferred to a 90 ℃ oil bath for reflux for 8 h.
3. After the reaction is finished, saturated NH is used4Cl adjusting the pH of the solution to 7-8, quenching NaBH4Filtering, and rotary evaporating at 60 deg.C to remove anhydrous Tetrahydrofuran (THF) and THF, using CH2Cl2Extracting, filtering, and rotary evaporating at 40 deg.C to remove CH as solvent2Cl2Compound 1 (molecular weight 4600) is obtained.
4. Then dissolving trifluoromethyl paraquinol, the compound 1 and acetylacetone in dichloromethane, reacting for 3h at 50 ℃, and rotationally evaporating to remove the solvent to obtain the brown yellow liquid fluorinated polyether polyol 3, wherein the viscosity of the fluorinated polyether polyol 3 is 4500mpas at 25 ℃.
Example 4:
the fluorinated polyether polyol 1 obtained in example 1 was mixed with other raw materials in the following ratio, stirred uniformly, and soaked at 60 ℃ to prepare a buffer material with a hydrophobic surface, and the obtained buffer material was subjected to a performance test, see table 1.
Example 5:
the fluorinated polyether polyol 2 obtained in example 2 was mixed with other raw materials in the following ratio, stirred uniformly, and soaked at 60 ℃ to prepare a buffer material with a hydrophobic surface, and the obtained buffer material was subjected to a performance test, see table 1.
Example 6:
the fluorinated polyether polyol 3 obtained in example 3 was mixed with other raw materials in the following ratio, stirred uniformly, and soaked at 60 ℃ to prepare a buffer material with a hydrophobic surface, and the obtained buffer material was subjected to a performance test, see table 1.
Example 7:
the fluorinated polyether polyol 1 obtained in example 1 was mixed with other raw materials in the following ratio, stirred uniformly, and soaked at 60 ℃ to prepare a buffer material with a hydrophobic surface, and the obtained buffer material was subjected to a performance test, see table 1.
TABLE 1 Performance testing of the cushioning materials of the present invention
| Serial number | Inspection item |
| Contact angle (°) | |
| Example 4 | 100 |
| Example 5 | 120 |
| Example 6 | 150 |
| Example 7 | 150 |
Note: the contact angle is greater than 90 degrees and can be judged as hydrophobic, and the contact angle is greater than 150 degrees and can be judged as superhydrophobic.
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.
Claims (6)
1. A buffer material having a hydrophobic surface, characterized by: the buffer material is prepared from the following raw materials in parts by weight:
70-100 parts of fluorinated polyether polyol
5613 polyether 30-50 parts
3-3.6 parts of water
Silicon oil L-5601-1.14 parts
0.06-0.08 part of triethylene diamine solution with the mass fraction of 33 percent
0.12 part of stannous octoate
47.7-50 parts of toluene diisocyanate
The synthesis method of the fluorinated polyether polyol comprises the following steps:
s1, mixing [ Bmim ]]Cl-H2Mixing O mixed solvent and hydroxyl-terminated polyepichlorohydrin, heating to 95 ℃ to uniformly mix the O mixed solvent and the hydroxyl-terminated polyepichlorohydrin, and adding NaN3Reacting for 10 hours at the constant temperature of 94-96 ℃, washing with hot deionized water to remove salt in the mixed solution, and distilling under reduced pressure at the temperature of 98 ℃ for 1 hour to obtain a compound polyazidine glycidyl ether;
s2, dropwise adding anhydrous tetrahydrofuran to NaBH4Adding into ice water bath at 0-5 deg.C to make NaBH4Completely dissolving, then dropwise adding anhydrous tetrahydrofuran diluent of the compound polyazidine glycidyl ether obtained in the step S1, stirring for reaction for 1h, heating to room temperature, and transferring into an oil bath kettle at 90 ℃ for reflux reaction for 8 h;
s3, using saturated NH4Cl adjusts the pH of the final solution from step S2 to quench NaBH4Filtering, removing solvent by rotary evaporation at 60 deg.C, and using CH2Cl2Extracting, filtering, and rotary evaporating at 40 deg.C to remove CH as solvent2Cl2To obtain a compound 1;
s4, dissolving trifluoromethyl p-quinol, the compound 1 obtained in the step S3 and acetylacetone in dichloromethane, reacting at 50 ℃ for 3h, and removing the solvent by rotary evaporation to obtain the fluorinated polyether polyol.
2. The surface-hydrophobic buffer material of claim 1, wherein: the concentration of the anhydrous tetrahydrofuran diluent of the compound polyaziridinyl glycidyl ether in step S2 was 0.25 g/mL.
3. The surface-hydrophobic buffer material of claim 1, wherein: the pH value in step S3 is 7-8.
4. The surface-hydrophobic buffer material of claim 1, wherein: the molar ratio of trifluoromethyl to quinol, compound 1 and acetylacetone in step S4 is 1:1: 1.
5. The method for preparing a buffer material with hydrophobic surface according to any of claims 1-4, characterized by comprising the steps of: mixing fluorinated polyether polyol, 5613 polyether, water, silicone oil L-560, a triethylene diamine solution with the mass fraction of 33%, stannous octoate and toluene diisocyanate; and foaming the obtained mixture at 60 ℃ to prepare the buffer material with hydrophobic surface.
6. Use of a buffer material according to any of claims 1 to 4, the surface of which is hydrophobic, in the field of hydrophobic buffer materials.
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| CN110105537B (en) * | 2019-04-25 | 2021-08-13 | 江南大学 | Polyurethane rigid foam material and preparation method thereof |
| CN110041874A (en) * | 2019-05-08 | 2019-07-23 | 苏州十一方生物科技有限公司 | A kind of fluorinated polyether polyol prepolymer and preparation method thereof and pressure-sensitive hot melt adhesive |
| CN112266461B (en) * | 2020-09-29 | 2022-04-12 | 广东互典缓冲材料技术有限公司 | Buffer material capable of being used in low-temperature environment and preparation method and application thereof |
| CN113025185A (en) * | 2021-03-17 | 2021-06-25 | 成都诺比侃科技有限公司 | Graphene super-hydrophobic anticorrosive paint and preparation method thereof |
| CN115058224B (en) * | 2022-06-27 | 2023-09-22 | 浙江华峰合成树脂有限公司 | Reactive polyurethane hot melt adhesive |
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