CN102504338A - Branch-shaped damping agent and preparation method and use thereof - Google Patents
Branch-shaped damping agent and preparation method and use thereof Download PDFInfo
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Abstract
The invention discloses a branch-shaped damping agent and a preparation method and use thereof. The damping agent is formed by condensing branch-shaped organic montmorillonoid and hindered phenol. The preparation method of the damping agent comprises the following steps: reacting the branch-shaped organic montmorillonoid and the hindered phenol for 2 to 3 hours at 100 to 120 DEG C in a protective atmosphere of N2; vacuumizing till the vacuum degree reaches 120 to130pa, and continuing to react for 2 to 4 hours; ending the reaction, adding acetone to dissolve the product of the reaction completely, dripping the solution into ether, and settling; and filtering and drying. The branch-shaped damping agent disclosed by the invention can be used to prepare a damping rubber material. Compared with the prior art, the branch-shaped damping agent solves the migration problem of small molecular damping agents in a rubber substrate; a damping material prepared by the branch-shaped damping agent disclosed by the invention has the advantages of good damping effect, excellent mechanical and wear-resistance properties, low preparation cost, easy implementation and the like.
Description
Technical field
The present invention relates to a kind of damping agent, specifically, relate to a kind of dendriform damping agent, belong to the damping material technical field.
Background technology
Along with modern science and technology and fast development of modern industry; Mechanical means is tending towards high speed and robotization, therefore with regard to a series of problems such as inevitable generation vibration, noise, repeated stress failures, thus the working accuracy and the quality product of influence machinery; The fatigue damage of acceleration mechanical structure; Shorten the work-ing life of machinery, contaminate environment, the harm people's is healthy.Therefore, novel, the efficient damping material of development and exploitation excellent combination property is a problem demanding prompt solution.
Damping material be a kind of can absorbed oscillation mechanical energy and be converted into the functional materials of heat energy to it, can be divided into piezoelectric damping composite material and organic hybrid damping material that visco-elastic damping material (polymer damping material), composite damping material, the high temperature resistant damping material of ceramic-like and high damping alloy material and development in recent years are got up.Wherein polymer damping material is maximum, the most widely used one type of damping material of research.
At present, both at home and abroad the research of damping capacity is mainly concentrated on copolymerization and blending and modifying, interpenetrating polymer networks, conduction piezo-electric damping.But copolymerization and blending and modifying are only better to the material damping effect that low temperature environment uses down, are unfavorable for the high temperature damping; Interpenetrating polymer networks is mainly used in the coating, and the structural damping material is because removal of solvents is difficult, and cost is high, is difficult to big area and uses; For conduction piezo-electric type damping material, although its damping mechanism does not rely on the glass transition of polymkeric substance, because not matching between inorganic particle filled composite and the polymeric matrix, effciency of energy transfer is lower, and shock attenuation result is not good, can't satisfy actual needs.
Therefore; Be necessary to study the influence of various damping vibration attenuation mechanism and various factor to the damping vibration attenuation effect; Rationally utilize the strong point of various damping vibration attenuation mechanism; Explore a kind of novel damping noise reducing damping material that can satisfy the required high damping requirement of actual engineering, this all has very important realistic meaning to the raising of production and quality product to the improvement of people's living environment and the cost of reduction maintenance, maintenance and equipment replacement.
Summary of the invention
To existing in prior technology the problems referred to above and demand, the purpose of this invention is to provide the good dendriform damping agent of a kind of damping.
For realizing the foregoing invention purpose, the technical scheme that the present invention adopts is following:
A kind of dendriform damping agent is to be carried out condensation reaction and got by dendriform organo montmorillonite and hindered phenol.
A kind of preparation method of described dendriform damping agent comprises the steps: at N
2Protection makes dendriform organo montmorillonite and hindered phenol 100～120 ℃ of reactions 2～3 hours down; Being evacuated to vacuum tightness is 120～130pa, continues reaction 2～4 hours again; Finish reaction, add acetone product is dissolved fully, be added dropwise in the ether then and precipitate; Filter, drying promptly gets described dendriform damping agent.
The mass ratio of described dendriform organo montmorillonite and hindered phenol is preferably 1: 16～and 1: 4.
The volume ratio of described ether and acetone is preferably 1: 1～and 3: 1.
Described drying is recommended as 80～100 ℃ of vacuum-dryings 3～5 hours.
The preparation of described dendriform organo montmorillonite is recommended to comprise the steps:
A) preparation organo montmorillonite
It is in 40～60% the aqueous ethanolic solution that the mixture of organise intercalator and inorganic polynite is added volumetric concentration, 70～90 ℃ of reactions after 2～3 hours down, carries out vacuum-drying and gets in 70～100 ℃;
B) preparation 11-hydrogen full methyl isophthalic acid-six silica alkanol
Octamethylcyclotetrasiloxane and methyl hydrogen dichlorosilane are added in the acetate, at room temperature and logical N
2Stir under the situation after 20～40 minutes and be warming up to 40～60 ℃, be incubated and dewater after 3～5 hours and get;
C) preparation 9-chloro-1, full methyl nine silane of 17-dihydro
The pure and mild trimethylchlorosilane of 11-hydrogen full methyl isophthalic acid-six siloxanes that step b) is made adds in the pyridine, at logical N
2Stir under the situation after 40～60 minutes and be warming up to 60～80 ℃, be incubated 2～4 hours and get;
D) preparation dendriform organo montmorillonite
At N
2Protection down; With the 9-chloro-1 that step c) makes, full methyl nine silane of 17-dihydro and tosic acid are added dropwise in the organo montmorillonite that step a) makes, and drip and finish; In 100～120 ℃ of stirring reactions 8～10 hours; Vacuumize then to remove unreacted monomer, the product that obtains with the methyl alcohol repetitive scrubbing again detects in washings less than till unreacted matters and the polymkeric substance; Product after the washing in 40～50 ℃ of vacuum-dryings 5～7 hours, is promptly obtained the dendriform organo montmorillonite.
Described intercalator preferable methyl trichlorosilane or the dimethyldichlorosilane(DMCS) of organising.
In 1 milliliter of aqueous ethanolic solution of step a): the add-on of the intercalator that organises is preferably 0.5～0.6 milliliter, and the add-on of inorganic polynite is preferably 0.5～1.5 gram.
In 1 milliliter of acetate of step b): the add-on of octamethylcyclotetrasiloxane is preferably 0.01～0.03 mole, and the add-on of methyl hydrogen dichlorosilane is preferably 0.01～0.04 mole.
In 1 milliliter of pyridine of step c): the add-on of 11-hydrogen full methyl isophthalic acid-six silica alkanol is preferably 0.01～0.04 mole, and the add-on of trimethylchlorosilane is preferably 0.005～0.02 mole.
In the step d): 9-chloro-1, the mass ratio of full methyl nine silane of 17-dihydro and organo montmorillonite be preferably 3: 1～6: 1, and the mass ratio of tosic acid and organo montmorillonite is preferably 0.015: 1～and 0.06: 1.
A kind of damping rubber material of using described dendriform damping agent preparation is characterized in that, in the rubber matrix of 100 mass parts, adds described dendriform damping agent 10～15 mass parts.
As preferred version, the composition and the proportioning of described damping rubber material are following:
Described rubber matrix is preferably any one or a few the combination in butyl rubber, Chlorobutyl, paracril, terpolymer EP rubber, styrene-butadiene rubber(SBR), the tree elastomer.
Described vulcanizing agent is preferably sulphur.
A kind of described damping rubber preparation methods is that each of proportional quantity form added in mill, carries out mixing and gets at 40～60 ℃.
Compared with prior art; Dendriform damping agent of the present invention has solved the migration problem of small molecules damping agent in rubber matrix; It is good that the damping rubber material that utilizes dendriform damping agent of the present invention to make has a damping; Mechanical property and wear resisting property are good relatively, reach advantages such as preparation cost is low, easy to implement.
Embodiment
Below in conjunction with embodiment the present invention is done further detailed, complete explanation.
Used inorganic polynite is the product of the SMP trade mark of Zhejiang Feng Hong clay ltd production among the embodiment, and hindered phenol is the product of 2246 trades mark of Milan, Nanjing chemical industry ltd production.
Adopt transmission electron microscope method to observe the size of dendriform damping agent.
Adopt the thermogravimetry of " nano composite polymer/laminated silicate material theory and practice " (QiZongNeng, Shang Wenyu writes, Chemical Industry Press, 2002), the thermal weight loss core temperature of test branch form drag Buddhist nun agent.
Adopt the damping capacity of the DMA-242 type dynamic mechanical analysis appearance testing rubber of the anti-company's production of speeding of Germany.
Adopt the tensile property and the wear hardness of GB 528-83 and GB/T1689-1998 testing rubber.
Embodiment 1
A) inorganic polynite of 25g and 25mL METHYL TRICHLORO SILANE are joined in the there-necked flask; And to add the 50mL volumetric concentration be 40% aqueous ethanolic solution, is heated to 70 ℃, stirring reaction 3 hours; Carry out solid-liquid separation then; The solid that separation is obtained washs, and in 70 ℃ of vacuum-dryings, promptly gets organo montmorillonite again;
B) 0.10mol octamethylcyclotetrasiloxane, 0.20mol methyl hydrogen dichlorosilane and 10mL acetate are added in the four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 40 ℃ of insulation 5h behind the stirring 20min, the 10min that dewaters then obtains a kind of colourless transparent liquid, promptly gets 11-hydrogen full methyl isophthalic acid-six silica alkanol;
C) with in 0.20mol 11-hydrogen full methyl isophthalic acid-six silica alkanol and 0.10mol trimethylchlorosilane and the 10mL pyridine adding four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 60 ℃ of insulation 4h behind the stirring 40min, obtain a kind of colourless transparent liquid, promptly get 9-chloro-1, full methyl nine silane of 17-dihydro;
D) at N
2Protection down; With 40g 9-chloro-1, full methyl nine silane of 17-dihydro and 0.3g tosic acid are added dropwise in the 10g organo montmorillonite, drip to finish; In 100 ℃ of violent stirring 10h; Vacuumize then removing unreacted monomer, the solid product that obtains with the methyl alcohol repetitive scrubbing is till detecting less than unreacted matters and polymkeric substance in washings; Solid product after the washing in 40 ℃ of vacuum-drying 7h, is promptly got the dendriform organo montmorillonite;
E) at N
2Protection mixes 10g dendriform organo montmorillonite and 40g hindered phenol down, in 100 ℃ of reaction 3h; Being evacuated to vacuum tightness then is 130pa; Continue reaction 2h, add 10mL acetone product is dissolved fully, and then dropwise splash in the 10mL ether and precipitate; Filter,, promptly get the dendriform damping agent 80 ℃ of vacuum-dryings 5 hours;
F) 100g butyl rubber, 2g sulphur, 1g captax, 0.3g TM monex TD, 0.5g Triple Pressed Stearic Acid, 3g zinc oxide, 1g antioxidant A, 10g dendriform damping agent are added in the mill, carry out mixingly at 40 ℃, promptly get damping rubber material of the present invention.
The test data of the median size of dendriform damping agent and thermal weight loss core temperature is seen shown in the table 1.
The test data of the dissipation factor of damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
Embodiment 2
A) inorganic polynite of 60g and 33mL METHYL TRICHLORO SILANE are joined in the there-necked flask; And to add the 60mL volumetric concentration be 50% aqueous ethanolic solution, is heated to 80 ℃, stirring reaction 2.5 hours; Carry out solid-liquid separation then; The solid that separation is obtained washs, and in 80 ℃ of vacuum-dryings, promptly gets organo montmorillonite again;
B) 0.20mol octamethylcyclotetrasiloxane, 0.30mol methyl hydrogen dichlorosilane and 15mL acetate are added in the four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 50 ℃ of insulation 4h behind the stirring 30min, the 15min that dewaters then obtains a kind of colourless transparent liquid, promptly gets 11-hydrogen full methyl isophthalic acid-six silica alkanol;
C) with in 0.30mol 11-hydrogen full methyl isophthalic acid-six silica alkanol and 0.15mol trimethylchlorosilane and the 15mL pyridine adding four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 70 ℃ of insulation 3h behind the stirring 50min, obtain a kind of colourless transparent liquid, promptly get 9-chloro-1, full methyl nine silane of 17-dihydro;
D) at N
2Protection down; With 50g 9-chloro-1, full methyl nine silane of 17-dihydro and 0.5g tosic acid are added dropwise in the 15g organo montmorillonite, drip to finish; In 110 ℃ of violent stirring 9h; Vacuumize then removing unreacted monomer, the solid product that obtains with the methyl alcohol repetitive scrubbing is till detecting less than unreacted matters and polymkeric substance in washings; Solid product after the washing in 45 ℃ of vacuum-drying 6h, is promptly got the dendriform organo montmorillonite;
E) at N
2Protection mixes 10g dendriform organo montmorillonite and 80g hindered phenol down, in 110 ℃ of reaction 2.5h; Being evacuated to vacuum tightness then is 125pa; Continue reaction 3h, add 10mL acetone product is dissolved fully, and then dropwise splash in the 20mL ether and precipitate; Filter,, promptly get the dendriform damping agent 90 ℃ of vacuum-dryings 4 hours;
F) 100g Chlorobutyl, 2.5g sulphur, 1.2g captax, 0.4g TM monex TD, 0.8g Triple Pressed Stearic Acid, 4g zinc oxide, 2g antioxidant A, 12g dendriform damping agent are added in the mill; Carry out mixingly at 50 ℃, promptly get damping rubber material of the present invention.
The test data of the median size of dendriform damping agent and thermal weight loss core temperature is seen shown in the table 1.
The test data of the dissipation factor of damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
Embodiment 3
A) inorganic polynite of 105g and 42mL dimethyldichlorosilane(DMCS) are joined in the there-necked flask; And to add the 70mL volumetric concentration be 60% aqueous ethanolic solution, is heated to 90 ℃, stirring reaction 2 hours; Carry out solid-liquid separation then; The solid that separation is obtained washs, and in 90 ℃ of vacuum-dryings, promptly gets organo montmorillonite again;
B) 0.30mol octamethylcyclotetrasiloxane, 0.40mol methyl hydrogen dichlorosilane and 20mL acetate are added in the four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 60 ℃ of insulation 3h behind the stirring 40min, the 20min that dewaters then obtains a kind of colourless transparent liquid, promptly gets 11-hydrogen full methyl isophthalic acid-six silica alkanol;
C) with in 0.40mol 11-hydrogen full methyl isophthalic acid-six silica alkanol and 0.20mol trimethylchlorosilane and the 20mL pyridine adding four-hole boiling flask, at room temperature and logical N
2Under the situation, be warming up to 60 ℃ of insulation 2h behind the stirring 60min, obtain a kind of colourless transparent liquid, promptly get 9-chloro-1, full methyl nine silane of 17-dihydro;
D) at N
2Protection down; With 60g 9-chloro-1, full methyl nine silane of 17-dihydro and 0.6g tosic acid are added dropwise in the 20g organo montmorillonite, drip to finish; In 120 ℃ of violent stirring 8h; Vacuumize then removing unreacted monomer, the solid product that obtains with the methyl alcohol repetitive scrubbing is till detecting less than unreacted matters and polymkeric substance in washings; Solid product after the washing in 50 ℃ of vacuum-drying 5h, is promptly got the dendriform organo montmorillonite;
E) at N
2Protection mixes 10g dendriform organo montmorillonite and 160g hindered phenol down, in 120 ℃ of reaction 2h; Being evacuated to vacuum tightness then is 120pa; Continue reaction 4h, add 10mL acetone product is dissolved fully, and then dropwise splash in the 30mL ether and precipitate; Filter,, promptly get the dendriform damping agent 100 ℃ of vacuum-dryings 3 hours;
F) 100g paracril, 3g sulphur, 1.5g captax, 0.5g TM monex TD, 1.0g Triple Pressed Stearic Acid, 5g zinc oxide, 3g antioxidant A, 15g dendriform damping agent are added in the mill; Carry out mixingly at 60 ℃, promptly get damping rubber material of the present invention.
The test data of the median size of dendriform damping agent and thermal weight loss core temperature is seen shown in the table 1.
The test data of the dissipation factor of damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
Comparative Examples 1
100g butyl rubber, 2g sulphur, 1g captax, 0.3g TM monex TD, 0.5g Triple Pressed Stearic Acid, 3g zinc oxide, 1g antioxidant A and 10g hindered phenol are added in the mill, carry out mixingly at 40 ℃, promptly get existing damping rubber material.
The test data of the dissipation factor of prepared damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
Comparative Examples 2
100g Chlorobutyl, 2.5g sulphur, 1.2g captax, 0.4g TM monex TD, 0.8g Triple Pressed Stearic Acid, 4g zinc oxide, 2g antioxidant A, 12g hindered phenol are added in the mill, carry out mixingly at 50 ℃, promptly get existing damping rubber material.
The test data of the dissipation factor of prepared damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
Comparative Examples 3
100g paracril, 3g sulphur, 1.5g captax, 0.5g TM monex TD, 1.0g Triple Pressed Stearic Acid, 5g zinc oxide, 3g antioxidant A, 15g hindered phenol are added in the mill, carry out mixingly at 60 ℃, promptly get existing damping rubber material.
The test data of the dissipation factor of prepared damping rubber material, tensile strength, elongation at break and abrasion volume is seen shown in the table 2.
The median size of table 1 dendriform damping agent and thermal weight loss core temperature
| Sample | Median size/nm | The thermal weight loss core temperature/℃ |
| Embodiment 1 | 30～50 | 250～300 |
| Embodiment 2 | 50～70 | 300～350 |
| Embodiment 3 | 70～90 | 350～400 |
Visible by table 1: dendriform damping agent provided by the present invention is a nano material, has higher thermal stability.
The performance test data of table 2 damping rubber material
Visible by table 2: the damping rubber material effectiveness in vibration suppression that the present invention obtained is excellent, and mechanical property and wear resisting property are good.
What be necessary at last to explain is: above embodiment only is used for the present invention is described further; Can not be interpreted as the restriction to protection domain of the present invention, some nonessential improvement that those skilled in the art's foregoing according to the present invention is made and adjustment all belong to protection scope of the present invention.
Claims (16)
1. dendriform damping agent is characterized in that: be to be carried out condensation reaction and got by dendriform organo montmorillonite and hindered phenol.
2. the preparation method of the described dendriform damping agent of claim 1 is characterized in that, comprises the steps: at N
2Protection makes dendriform organo montmorillonite and hindered phenol 100～120 ℃ of reactions 2～3 hours down; Being evacuated to vacuum tightness is 120～130pa, continues reaction 2～4 hours again; Finish reaction, add acetone product is dissolved fully, be added dropwise in the ether then and precipitate; Filter, drying promptly gets described dendriform damping agent.
3. the preparation method of dendriform damping agent according to claim 2 is characterized in that: the mass ratio of described dendriform organo montmorillonite and hindered phenol is 1: 16～1: 4.
4. the preparation method of dendriform damping agent according to claim 2 is characterized in that: the volume ratio of described ether and acetone is 1: 1～3: 1.
5. the preparation method of dendriform damping agent according to claim 2 is characterized in that: described drying is 80～100 ℃ of vacuum-dryings 3～5 hours.
6. the preparation method of dendriform damping agent according to claim 2 is characterized in that, the preparation of described dendriform organo montmorillonite comprises the steps:
A) preparation organo montmorillonite
It is in 40～60% the aqueous ethanolic solution that the mixture of organise intercalator and inorganic polynite is added volumetric concentration, 70～90 ℃ of reactions after 2～3 hours down, carries out vacuum-drying and gets in 70～100 ℃;
B) preparation 11-hydrogen full methyl isophthalic acid-six silica alkanol
Octamethylcyclotetrasiloxane and methyl hydrogen dichlorosilane are added in the acetate, at room temperature and logical N
2Stir under the situation after 20～40 minutes and be warming up to 40～60 ℃, be incubated and dewater after 3～5 hours and get;
C) preparation 9-chloro-1, full methyl nine silane of 17-dihydro
The pure and mild trimethylchlorosilane of 11-hydrogen full methyl isophthalic acid-six siloxanes that step b) is made adds in the pyridine, at logical N
2Stir under the situation after 40～60 minutes and be warming up to 60～80 ℃, be incubated 2～4 hours and get;
D) preparation dendriform organo montmorillonite
At N
2Protection down; With the 9-chloro-1 that step c) makes, full methyl nine silane of 17-dihydro and tosic acid are added dropwise in the organo montmorillonite that step a) makes, and drip and finish; In 100～120 ℃ of stirring reactions 8～10 hours; Vacuumize then to remove unreacted monomer, the product that obtains with the methyl alcohol repetitive scrubbing again detects in washings less than till unreacted matters and the polymkeric substance; Product after the washing in 40～50 ℃ of vacuum-dryings 5～7 hours, is promptly obtained the dendriform organo montmorillonite.
7. the preparation method of dendriform damping agent according to claim 6 is characterized in that: the described intercalator that organises is METHYL TRICHLORO SILANE or dimethyldichlorosilane(DMCS).
8. the preparation method of dendriform damping agent according to claim 6 is characterized in that, in 1 milliliter of aqueous ethanolic solution of step a): the add-on of the intercalator that organises is 0.5～0.6 milliliter, and the add-on of inorganic polynite is 0.5～1.5 gram.
9. the preparation method of dendriform damping agent according to claim 6 is characterized in that, in 1 milliliter of acetate of step b): the add-on of octamethylcyclotetrasiloxane is 0.01～0.03 mole, and the add-on of methyl hydrogen dichlorosilane is 0.01～0.04 mole.
10. the preparation method of dendriform damping agent according to claim 6; It is characterized in that; In 1 milliliter of pyridine of step c): the add-on of 11-hydrogen full methyl isophthalic acid-six silica alkanol is 0.01～0.04 mole, and the add-on of trimethylchlorosilane is 0.005～0.02 mole.
11. the preparation method of dendriform damping agent according to claim 6; It is characterized in that; In the step d): 9-chloro-1, the mass ratio of full methyl nine silane of 17-dihydro and organo montmorillonite is 3: 1～6: 1, the mass ratio of tosic acid and organo montmorillonite is 0.015: 1～0.06: 1.
12. an application rights requires the damping rubber material of 1 described dendriform damping agent preparation, it is characterized in that: in the rubber matrix of 100 mass parts, add described dendriform damping agent 10～15 mass parts.
13. damping rubber material according to claim 12 is characterized in that, its composition and proportioning are following:
14. damping rubber material according to claim 13 is characterized in that: described rubber matrix is selected from any one or a few the combination in butyl rubber, Chlorobutyl, paracril, terpolymer EP rubber, styrene-butadiene rubber(SBR), the tree elastomer.
15. damping rubber material according to claim 13 is characterized in that: described vulcanizing agent is a sulphur.
16. claim 12 or 13 described damping rubber preparation methods is characterized in that: each of proportional quantity formed add in mill, carry out mixing at 40～60 ℃.
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| CN103205238A (en) * | 2013-03-14 | 2013-07-17 | 芜湖双翼机电实业有限公司 | Damping agent and application thereof |
| CN103351539A (en) * | 2013-07-23 | 2013-10-16 | 中国工程物理研究院化工材料研究所 | Ethylene-propylene-diene monomer rubber/montmorillonite nanocomposite and preparation method thereof |
| CN104292506B (en) * | 2014-10-03 | 2017-06-06 | 上海工程技术大学 | A kind of hyperbranched damping agent and its preparation method and application |
| CN105199249A (en) * | 2015-10-27 | 2015-12-30 | 上海工程技术大学 | Preparation method for chlorinated butyl damping rubber containing modified montmorillonite damping agent |
| CN106188547A (en) * | 2016-07-08 | 2016-12-07 | 山东大学 | A kind of organosilicon damping additive and preparation method thereof |
| CN106188547B (en) * | 2016-07-08 | 2019-02-01 | 山东大学 | A kind of organosilicon damping additive and preparation method thereof |
| CN106700292A (en) * | 2016-12-16 | 2017-05-24 | 吴中区穹窿山天仲高分子材料技术研究所 | High-elasticity high molecular material |
| CN110128704A (en) * | 2019-06-06 | 2019-08-16 | 上海工程技术大学 | A kind of hindered phenol modified montmorillonoid damping agent and its preparation method and application |
| CN110128704B (en) * | 2019-06-06 | 2021-02-05 | 上海工程技术大学 | Hindered phenol modified montmorillonite damping agent and preparation method and application thereof |
| CN110423410A (en) * | 2019-09-11 | 2019-11-08 | 衡水华瑞工程橡胶有限责任公司 | A kind of shock mount rubber montmorillonite composite material and preparation method thereof |
| CN112876753A (en) * | 2021-01-21 | 2021-06-01 | 中国石油大学(北京) | Covalent organic framework/styrene butadiene rubber composite material and preparation method thereof |
| CN112876753B (en) * | 2021-01-21 | 2021-11-16 | 中国石油大学(北京) | Covalent organic framework/styrene butadiene rubber composite material and preparation method thereof |
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