CN114230756A - Organosilicon modified polyurethane damping material and preparation method thereof - Google Patents
Organosilicon modified polyurethane damping material and preparation method thereof Download PDFInfo
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- CN114230756A CN114230756A CN202111612455.5A CN202111612455A CN114230756A CN 114230756 A CN114230756 A CN 114230756A CN 202111612455 A CN202111612455 A CN 202111612455A CN 114230756 A CN114230756 A CN 114230756A
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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
- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
- C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
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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
- 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
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
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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
- 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
- C08G18/4825—Polyethers containing two hydroxy groups
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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
- 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
- C08G18/61—Polysiloxanes
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention relates to an organic silicon modified polyurethane damping material and a preparation method thereof, belonging to the technical field of polyurethane elastomer modification. The organic silicon modified polyurethane damping material comprises a component A and a component B, wherein the component A comprises the following raw materials in percentage by mass: 40-72% of polyether glycol, 3-10% of hydroxyl-terminated silicone oil and 28-43% of diisocyanate; the component B is 4-15% of chain extender. The organic silicon modified polyurethane damping material has higher damping performance; the invention also provides a simple and feasible preparation method.
Description
Technical Field
The invention relates to an organic silicon modified polyurethane damping material and a preparation method thereof, belonging to the technical field of polyurethane elastomer modification.
Background
With the continuous development of industrial technology in recent years, noise and vibration bring great trouble and harm to people. Noise in the mechanical industry, aerospace and military fields attracts people's attention. Polyurethane damping materials have been developed as a functional material to achieve a vibration absorbing effect. The organosilicon material has the advantages of thermal stability, weather resistance, low-temperature flexibility and the like due to high Si-O bond energy and bond angles and bond lengths larger than those of C-O, and has the defects of poor performances such as lower tensile strength, difficult room-temperature curing and the like due to the structural limitation of the organosilicon material. The polyurethane is modified by the organic silicon, so that the excellent performances of the organic silicon and the polyurethane can be fully exerted, and the performance defects of the organic silicon and the polyurethane can be made up.
At present, many researchers have studied by a method of blending polyurethane and other polymer materials, and the damping performance, mechanical property, heat resistance and the like of the material can be effectively improved by adding the filler into a polyurethane system, but the form of the filler also influences the damping performance, and the improper addition of the filler form and proportion often takes the difference into consideration. The direct research on the damping performance of polyurethane by means of grafting, blending, embedding and the like is less, and the influence on the damping performance caused by the form and size of the added filler can be improved by the means.
Patent 202011369707.1 discloses a method for preparing polyurethane elastomer damping material by one-step method, wherein polyester polyol is prepared by adding a certain proportion of phthalic acid, and although the damping performance is improved, the one-step method has the defect of insufficient reaction.
Disclosure of Invention
The invention aims to solve the technical problem of overcoming the defects in the prior art and providing an organic silicon modified polyurethane damping material which has higher damping performance; the invention also provides a simple and feasible preparation method.
The organic silicon modified polyurethane damping material comprises a component A and a component B,
wherein the component A comprises the following raw materials in percentage by mass:
40-72% of polyether glycol, 3-10% of hydroxyl-terminated silicone oil and 28-43% of diisocyanate;
the component B is 4-15% of chain extender.
Preferably, the polyether diol is one or more of a polyoxypropylene diol, a polytetramethylene diol, or a polyoxyethylene diol.
Preferably, the polyether glycol has a number average molecular weight of 2000-3000.
Preferably, the molecular weight of the hydroxyl-terminated silicone oil is 1000-2000.
Preferably, the diisocyanate is one or more of diphenylmethane diisocyanate (MDI), dicyclohexylmethane diisocyanate (HMDI), or Hexamethylene Diisocyanate (HDI).
Preferably, the chain extender is one or more of Ethylene Glycol (EG), diethylene glycol (DEG) or 1, 4-Butanediol (BDO).
The preparation method of the organic silicon modified polyurethane damping material comprises the following steps:
(1) weighing a certain amount of polyether glycol and hydroxyl-terminated silicone oil, filling into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating at 110-130 ℃ for 2-3 hours, removing micromolecule low-boiling substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80-90 ℃ for reaction after the system is naturally heated to obtain an NCO-terminated prepolymer;
(2) accurately weighing a certain amount of prepolymer, continuously stirring at 80-90 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for about 2-3min, pouring into a preheated mold, placing into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
According to the invention, the hydroxyl-terminated silicone oil is introduced into the polyurethane elastomer, and the introduction of the organic silicon can increase the flexibility of polyurethane molecular chains, reduce the glass transition temperature, make the phenomenon of microphase separation more obvious and improve the damping performance of the material.
Compared with the prior art, the invention has the following beneficial effects:
(1) the invention adopts a two-step method to prepare the organic silicon modified polyurethane elastomer, so that the reaction of each component is more complete, and the local defect caused by non-uniform components in the material is overcome;
(2) according to the invention, the damping factor is improved from 0.362 to 0.378 by adding the hydroxyl-terminated silicone oil with different proportions, so that the damping performance is improved;
(3) the preparation method is scientific, reasonable, simple and feasible, and is beneficial to industrial production.
Detailed Description
The present invention is further illustrated by the following examples, but the scope of the present invention is not limited thereto, and modifications of the technical solutions of the present invention by those skilled in the art should be within the scope of the present invention.
Example 1
Polyether glycol 53.4%
MDI 37％
BDO 9.6％
The number average molecular weight of the polyester diol is 2000, the chain extender is 1, 4-Butanediol (BDO), and the diisocyanate is MDI.
The R value of the above formulation was 1.001.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol, filling the polyether glycol into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum-pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring accurately weighed and pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain the NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 2min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Example 2
Polyether type diol 58.37%
MDI 29.83％
BDO 8.8％
3 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 3000, the chain extender is 1, 4-Butanediol (BDO), and the diisocyanate is MDI.
The R value of the above formulation is 1.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl-terminated silicone oil, filling the polyether glycol and the hydroxyl-terminated silicone oil into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain an NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 3min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Example 3
Polyether type diol 65.93%
MDI 23.02％
EG 6.05％
5 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 2000, the chain extender is Ethylene Glycol (EG), and the diisocyanate is MDI.
The R value of the above formulation was 1.003.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl-terminated silicone oil, filling the polyether glycol and the hydroxyl-terminated silicone oil into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain an NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 2min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Example 4
Polyether diol 64.5%
HDI 19.8％
DEG 7.7％
8 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 2000, the diisocyanate is Hexamethylene Diisocyanate (HDI), and the chain extender is diethylene glycol (DEG).
The R value of the above formulation is 1.004.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl-terminated silicone oil, filling the polyether glycol and the hydroxyl-terminated silicone oil into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain an NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 3min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Comparative example 1
Polyether glycol 51.8%
MDI 35.9％
BDO 9.3％
3 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 2000, the chain extender is 1, 4-Butanediol (BDO), and the diisocyanate is MDI.
The R value of the above formulation was 1.001.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl silicone oil, filling into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain the NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 2min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Comparative example 2
Polyether diol 50.7%
MDI 35.2％
BDO 9.1％
5 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 2000, the chain extender is 1, 4-Butanediol (BDO), and the diisocyanate is MDI.
The R value of the above formulation was 1.001.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl silicone oil, filling into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain the NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 2min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Comparative example 3
49.1 percent of polyether glycol
MDI 34.1％
BDO 8.8％
8 percent of hydroxyl silicone oil
The number average molecular weight of the polyester diol is 2000, the chain extender is 1, 4-Butanediol (BDO), and the diisocyanate is MDI.
The R value of the above formulation was 1.001.
The preparation process comprises the following steps: weighing a certain amount of polyether glycol and hydroxyl silicone oil, filling into a three-neck flask, respectively connecting the three-neck flask with a mechanical stirring device and a vacuum pumping device, dehydrating for 2 hours at 120 +/-10 ℃, removing micromolecule low-boiling-point substances such as water molecules and the like, then cooling to below 60 ℃, pouring weighed and accurately pre-melted diisocyanate into the three-neck flask, and setting the temperature at 80 ℃ for reaction after the system is naturally heated to obtain the NCO end-capped prepolymer.
Accurately weighing a certain amount of prepolymer, continuously stirring at 85 +/-5 ℃, vacuumizing to remove bubbles, quickly pouring the weighed chain extender into the prepolymer, stirring for 2min, pouring into a preheated mold, putting into an oven to vulcanize for 2 hours after gel is formed, taking out, curing at room temperature for one week, and testing the damping factor.
Comparative examples 1 to 4 show that different isocyanates, different chain extenders and different proportions of hydroxyl silicone oil can be reacted. Example 1 was studied by adding different proportions of hydroxy silicone oil to the same proportions of polyether glycol, MDI and BDO, i.e. comparative examples 1-3.
Comparing the organosilicon modified polyurethane damping materials obtained in the embodiment 1 and the comparative examples 1 to 3, and directly measuring a damping loss factor and temperature (tan delta-T) by a dynamic mechanical analysis method to judge the damping performance of the material, wherein the larger the tan delta value is, the larger the temperature range of tan delta which is more than or equal to 0.3 is, the better the damping performance of the material is. Table 1 shows the influence of the amount of added hydroxy silicone oil on the mechanical properties, and table 2 shows the data of the influence of the content of hydroxy silicone oil on the dynamic mechanical properties.
TABLE 1 influence of the amount of hydroxy silicone oil added on the mechanical Properties
| Name (R) | Content of hydroxysilicone oil/%) | Tensile strength/MPa | Elongation at break% |
| Example 1 | 0％ | 4.28 | 316 |
| Comparative example 1 | 3％ | 4.72 | 347 |
| Comparative example 2 | 5％ | 4.91 | 392 |
| Comparative example 3 | 8％ | 5.23 | 384 |
TABLE 2 data sheet of the influence of the content of hydroxy silicone oil on the dynamic mechanical properties
| Name (R) | Content of hydroxysilicone oil/%) | tanδ | tan delta is more than or equal to 0.3 temperature range/DEG C |
| Example 1 | 0％ | 0.362 | 60.08/90.19 |
| Comparative example 1 | 3％ | 0.369 | 53.94/90.57 |
| Comparative example 2 | 5％ | 0.374 | 52.72/91.82 |
| Comparative example 3 | 8％ | 0.378 | 50.43/91.82 |
As can be seen from Table 1, with the increase of the amount of the hydroxyl silicone oil, the tensile strength of the material is gradually increased, while the elongation at break is increased and then decreased, and the analysis reason is that on one hand, the addition of the hydroxyl silicone oil enables more hydrogen bonds to be formed between the soft and hard segments, so that the acting force between molecules is increased, the tensile strength is increased, on the other hand, the hydroxyl silicone oil enables the compatibility between the soft and hard segments to be decreased, the tensile strength is decreased, and the comprehensive effect is finally expressed as the improvement of the tensile strength. The Si-O bond in the hydroxyl silicone oil has good flexibility and can improve the elongation at break, but when the content of the hydroxyl silicone oil exceeds a certain content, microphase separation is hindered to a certain degree, so the elongation at break shows a trend of reduction.
As can be seen from Table 2, the maximum damping loss factor of the material increases from 0.362 to 0.378 as the content of the hydroxyl silicone oil increases. Analysis shows that when the hydroxyl silicone oil is embedded into polyurethane, Si-CH3And the number of Si-O bonds is increased, the flexibility is increased by the Si-O, meanwhile, additional friction is increased when the soft segment and the hard segment move relatively, more energy is dissipated, less energy is stored, the damping loss factor is increased, and the damping performance is improved.
The foregoing is merely an example of the present invention and common general knowledge of known specific structures and features of the embodiments is not described herein in any greater detail. It should be noted that, for those skilled in the art, without departing from the structure of the present invention, several changes and modifications can be made, which should also be regarded as the protection scope of the present invention, and these will not affect the effect of the implementation of the present invention and the practicability of the patent. The scope of the claims of the present application shall be determined by the contents of the claims, and the description of the embodiments and the like in the specification shall be used to explain the contents of the claims.
Claims (10)
1. An organic silicon modified polyurethane damping material comprises a component A and a component B, and is characterized in that:
wherein the component A comprises the following raw materials in percentage by mass:
40-72% of polyether glycol, 3-10% of hydroxyl-terminated silicone oil and 28-43% of diisocyanate;
the component B is 4-15% of chain extender.
2. The silicone-modified polyurethane damping material of claim 1, wherein: the polyether glycol is one or more of polypropylene oxide glycol, polytetramethylene glycol or polyethylene oxide glycol.
3. The silicone-modified polyurethane damping material of claim 1, wherein: the number average molecular weight of the polyether glycol is 2000-3000.
4. The silicone-modified polyurethane damping material of claim 1, wherein: the molecular weight of the hydroxyl-terminated silicone oil is 1000-2000.
5. The silicone-modified polyurethane damping material of claim 1, wherein: the diisocyanate is one or more of diphenylmethane diisocyanate, dicyclohexylmethane diisocyanate or hexamethylene diisocyanate.
6. The silicone-modified polyurethane damping material of claim 1, wherein: the chain extender is one or more of ethylene glycol, diethylene glycol or 1, 4-butanediol.
7. A method for preparing the organosilicon modified polyurethane damping material as described in any one of claims 1-6, wherein: the method comprises the following steps:
(1) filling polyether glycol and hydroxyl-terminated silicone oil into a three-neck flask, vacuum dehydrating, pouring diisocyanate, and naturally heating the system to react to prepare an-NCO terminated prepolymer;
(2) and (3) defoaming the weighed prepolymer in vacuum, pouring the chain extender into the mixture, stirring the mixture, pouring the mixture into a mold, putting the mold into an oven for vulcanization, and taking out the mold for curing at room temperature.
8. The preparation method of the organosilicon modified polyurethane damping material according to claim 7, wherein the preparation method comprises the following steps: in the step (1), vacuum dehydration is carried out for 2-3 hours at the temperature of 110-.
9. The preparation method of the organosilicon modified polyurethane damping material according to claim 7, wherein the preparation method comprises the following steps: in the step (1), the temperature is increased to 80-90 ℃.
10. The preparation method of the organosilicon modified polyurethane damping material according to claim 7, wherein the preparation method comprises the following steps: in the step (2), vacuum defoaming is carried out at the temperature of 80-90 ℃.
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108976763A (en) * | 2018-05-02 | 2018-12-11 | 歌尔股份有限公司 | Silicon oil modified polyurethane elastomer vibrating diaphragm and loudspeaker monomer |
| CN109400842A (en) * | 2018-11-21 | 2019-03-01 | 广东中瀚新材料有限公司 | A kind of polyurethane elastomer material and its preparation method and application of width temperature range application |
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2021
- 2021-12-27 CN CN202111612455.5A patent/CN114230756A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108976763A (en) * | 2018-05-02 | 2018-12-11 | 歌尔股份有限公司 | Silicon oil modified polyurethane elastomer vibrating diaphragm and loudspeaker monomer |
| CN109400842A (en) * | 2018-11-21 | 2019-03-01 | 广东中瀚新材料有限公司 | A kind of polyurethane elastomer material and its preparation method and application of width temperature range application |
Non-Patent Citations (1)
| Title |
|---|
| 李连震: ""船用有机硅改性聚氨酯阻尼材料的制备及性能研究"", 《中国优秀硕士学位论文全文数据库（工程科技I辑）》, pages 020 - 41 * |
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