CN116217813A - Modified ethylene propylene diene monomer and ethylene propylene diene monomer composite elastomer and preparation method thereof - Google Patents
Modified ethylene propylene diene monomer and ethylene propylene diene monomer composite elastomer and preparation method thereof Download PDFInfo
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- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
- C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
- C08F255/06—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms on to ethene-propene-diene terpolymers
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- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
- C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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- C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C08K5/134—Phenols containing ester groups
- C08K5/1345—Carboxylic esters of phenolcarboxylic acids
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K3/16—Halogen-containing compounds
- C08K2003/168—Zinc halides
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- C—CHEMISTRY; METALLURGY
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2296—Oxides; Hydroxides of metals of zinc
Abstract
The invention belongs to the technical field of high polymer materials, and discloses a modified ethylene propylene diene monomer and ethylene propylene diene monomer composite elastomer and a preparation method thereof. Adding EPDM, an initiator, MAH and St into mixing equipment for mixing to obtain MAH-g-EPDM; adding MAH-g-EPDM, ATA ligand and antioxidant into mixing equipment for mixing to obtain modified ethylene propylene diene monomer, wherein the modified ethylene propylene diene monomer is ATA functionalized ethylene propylene diene monomer. According to the invention, by constructing a dynamic cross-linking network structure with multiple hydrogen bonds and metal-ligand coordination, the strength and toughness of the ethylene propylene diene monomer are enhanced by cooperating with a covalent bond chemical cross-linking network, the rubber adhesive elasticity is effectively regulated, the damping performance of the ethylene propylene diene monomer is improved, the self-repairing characteristic of the material is simultaneously endowed, the micro-damage is automatically repaired in a thermal environment, and the service life is prolonged.
Description
The application is a divisional application of a compound ethylene propylene diene monomer elastomer with the application date of 2017, 12 month and 22 date, the application number of 201711401143.3 and the invention name of an ethylene propylene diene monomer compound elastomer and a preparation method thereof.
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to a modified ethylene propylene diene monomer and ethylene propylene diene monomer composite elastomer and a preparation method thereof.
Background
The viscoelastic damping material plays a great role in the technical field of vibration reduction and noise reduction. Rubber is the most widely used viscoelastic damping material, but most rubber matrixes are poor in mechanical property, low in tensile strength and poor in toughness, and meanwhile, network structures are easily damaged to fail under a strong vibration working condition, so that further application of the rubber is limited. In recent years, with the development of supermolecular chemistry, researchers modify the structure of a material through molecular design, construct a dynamic cross-linked network by using non-covalent bonds, improve the strength and toughness of the material, endow self-repairing characteristics and provide ideas for the design of high-performance damping rubber.
Ethylene Propylene Diene Monomer (EPDM) is saturated nonpolar rubber, has excellent chemical medium resistance, heat and oxygen aging resistance, heat and humidity resistance and electrical insulation, can be used for a long time at the temperature of-60 ℃ to 135 ℃, and has the advantages of minimum density, high filling property, low ablation rate, high specific heat and good comprehensive performance compared with other general rubber. Therefore, the method is widely applied to various fields such as aerospace, rail transit, automobiles, buildings, cushioning packaging materials and the like, and the yield and the consumption are rapidly improved in recent years. As Maleic Anhydride (MAH) has the characteristic of easy grafting with a polymer at the melt processing temperature, the maleic anhydride rubber is further modified, a dynamic cross-linked network is constructed by utilizing a multi-form non-covalent bond, the strength and toughness of the rubber can be improved, and meanwhile, the thermal reversible repair characteristic is endowed. At present, ethylene propylene diene monomer materials still have some problems to be solved, for example, the relation between a molecular structure and damping performance is not completely established; the explanation of the newly derived damping mechanisms (e.g. dynamic bonds, gradient composition/structure) is still unclear; high damping and excellent mechanical properties are not easy to be compatible, and the problems need to be further researched and solved.
Disclosure of Invention
Aiming at the defects and shortcomings of the prior art, the invention aims to provide a modified ethylene propylene diene monomer, ethylene propylene diene monomer composite elastomer and a preparation method thereof.
The invention also aims to provide the modified ethylene propylene diene monomer and ethylene propylene diene monomer composite elastomer prepared by the method.
The invention aims at realizing the following technical scheme:
the preparation method of the modified ethylene propylene diene monomer comprises the following preparation steps:
(1) Adding EPDM, an initiator, MAH and St into mixing equipment for mixing to obtain MAH-g-EPDM;
(2) Adding MAH-g-EPDM, ATA ligand and antioxidant into mixing equipment for mixing to obtain modified ethylene propylene diene monomer, wherein the modified ethylene propylene diene monomer is ATA functionalized ethylene propylene diene monomer.
Preferably, the mixing device in the step (1) is a torque rheometer, and the mixing temperature is 170 ℃, the rotating speed is 60rpm, and the time is 8min.
Preferably, after the mixing in step (1), the method further comprises purifying the product, wherein the purification is as follows: vacuum drying and sublimating the grafted product to remove unreacted maleic anhydride monomer on the surface layer of the product, and then dissolving the product in xylene heated and refluxed to obtain a hot solution; and then the hot solution is filtered by a nickel screen and then is dripped into an acetone solution, white floccules are taken and dried after precipitation and filtration, and the purified MAH-g-EPDM is obtained.
Preferably, the ATA ligand in step (2) has a molar mass of 0.3 to 1.5 times the molar mass of anhydride in MAH-g-EPDM; the antioxidant in the step (2) is antioxidant 1010, and the addition amount of the antioxidant is 0.3% of the mass of MAH-g-EPDM.
Preferably, the mixing device in the step (2) is a torque rheometer, and the mixing temperature is 160 ℃, the rotating speed is 50rpm, and the time is 20min.
The invention also provides the modified ethylene propylene diene monomer prepared by the preparation method.
The invention also provides a preparation method of the ethylene propylene diene monomer composite elastomer, which comprises the following steps:
uniformly mixing the modified ethylene propylene diene monomer, zinc chloride metal salt and a vulcanization system, and vulcanizing to obtain an ethylene propylene diene monomer composite elastomer; the modified ethylene propylene diene monomer is the modified ethylene propylene diene monomer of claim 6.
Preferably, white carbon black or terpene resin is also added in the mixing process for blending modification; the addition amount of the white carbon black is 10-20 phr, and the addition amount of the terpene resin is 2-32 phr.
Preferably, the vulcanization system is a vulcanization system consisting of zinc oxide, stearic acid, TMTD and sulfur; the vulcanization conditions are as follows: vulcanizing was performed on a press at 160℃and 10MPa for a vulcanizing time of Tc90.
The invention also provides the ethylene propylene diene monomer composite elastomer prepared by the preparation method.
The principle of the invention is as follows: based on the maleated ethylene propylene diene monomer, triazole groups are introduced to construct a plurality of hydrogen bond coordination sites to form a hydrogen bond crosslinking network; and then adding metal ions and triazole groups to form a coordination crosslinking network or further adding white carbon black or terpene resin to blend and modify, and then adding a vulcanization system to form a stable covalent crosslinking network, so as to finally form a polymer network structure with the synergistic effect of the stable covalent crosslinking network and the dynamic non-covalent crosslinking network. The obtained ethylene propylene diene monomer composite elastomer has the tensile strength of 7-11 MPa, the elongation at break of 300-1000% and the heat reversible self-repairing efficiency of more than 70%.
The invention has the following advantages and beneficial effects:
by designing the molecular layer of the ethylene propylene diene monomer, a dynamic cross-linking network structure with multiple hydrogen bonds and metal-ligand coordination is constructed, the strength and toughness of the ethylene propylene diene monomer are enhanced by cooperating with a covalent bond chemical cross-linking network, the rubber elasticity is effectively regulated, the damping performance of the ethylene propylene diene monomer is improved, the self-repairing characteristic of the ethylene propylene diene monomer is simultaneously endowed, the micro-damage is automatically repaired in a thermal environment, and the service life is prolonged.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions of the prior art, the drawings that are needed in the embodiments will be briefly described below, it being obvious that the drawings in the following description are only some embodiments of the present invention, and that other drawings may be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 is a schematic illustration of the preparation flow of the mEPDM-xATA-yZn vulcanizate of example 1.
FIG. 2 is a schematic illustration of the preparation flow of mEPDM-ATA-yZn-nCW vulcanized rubber in example 2.
FIG. 3 is a schematic diagram of the preparation flow of mEPDM-ATA-yZn-qCH vulcanizate in example 3.
FIG. 4 shows the IR spectra of mEPDM0 obtained in step (1), mEPDM0-ATA obtained in step (2) and pure EPDM in the examples.
FIG. 5 is a graph showing the results of cyclic loading and unloading tests of samples 1 to 4 and comparative samples obtained in examples.
Detailed Description
The present invention will be described in further detail with reference to examples, but embodiments of the present invention are not limited thereto.
Example 1
(1) 36g of EPDM (100 phr), 0.72g of MAH (2 phr), 0.018g of initiator 101 (0.05 phr) and 0.8g of St (nSt =nMAH) were added in this order to a preheated torque rheometer, kneaded for 8 minutes at 170℃under processing conditions of 60rpm, and discharged to give a graft MAH-g-EPDM, designated mEPDM0 (MAH grafting yield: 1.18%).
(2) The preparation method comprises the steps of adding the mEPDM0, the antioxidant 1010 (0.3 wt.% of the mEPDM 0) and different amounts of 3-amino-1, 2, 4-triazole (ATA) in the formula proportion and a certain sequence in the step (1) into a preheated torque rheometer, and mixing for 20 minutes at 160 ℃ and 50rpm to obtain ATA functionalized Ethylene Propylene Diene Monomer (EPDM) 0-xATA (x=molar ratio nATA: nMAH) series samples respectively.
TABLE 1
(3) 100phr of mEPDM0-ATA (nATA: nMAH=1), 5phr of zinc oxide, 1phr of stearic acid, 1.5phr of TMTD1.5phr of zinc chloride and 1.5phr of sulfur are added according to the formula proportion of the table 2 and a certain sequence by using an open mill, the materials are uniformly mixed by using a diagonal cutter method, triangular package, rolling and sheet discharging after six thin passes are carried out, and the mEPDM0-ATA-yZn (y=nZnCl 2: nMAH) series rubber compound is prepared. The rubber was allowed to stand for 12 hours and vulcanized on a press at 160℃under a pressure of 10MPa for a vulcanization time of Tc90, giving an mEPDM-ATA-yZn series elastomer, designated as sample 1, mEPDM-ATA-0.4 Zn. The procedure of zinc chloride addition was omitted to obtain a series of vulcanized gums of mEPDM-xATA (nATA: nMAH=x), which was designated as sample 2. Samples prepared with EPDM added only to the vulcanization system were comparative samples.
TABLE 2
The preparation flow of the implementation mEPDM-xATA-yZn vulcanized rubber is shown in figure 1.
The IR spectra of mEPDM0 obtained in step (1), mEPDM0-ATA obtained in step (2) and pure EPDM in this example are shown in FIG. 4. The characteristic absorption peak of maleic anhydride is 1780cm < -1 >, the characteristic absorption peak of MAH-g-EPDM modified by ATA is obviously weakened at 1780cm < -1 >, and the characteristic absorption peak of aromatic imine group is appeared at 1726cm < -1 >. Meanwhile, the newly appeared characteristic absorption peak at 1519cm-1 was considered to be caused by C-N=C stretching vibration in the five-membered ring of triazole. The results above demonstrate that ATA reacts with MAH-g-EPDM, which has successfully incorporated ATA functionality into the EPDM matrix.
Example 2
Step (1) and step (2) are the same as in example 1.
(3) 100phr of mEPDM0-ATA (nATA: nMAH=1), 10/20phr of white carbon black (n phr CW) by a precipitation method with different amounts, 5phr of zinc oxide, 1phr of stearic acid, 1.5phr of TMTDI and 1.5phr of zinc chloride (nZn: nMAH=y; y=0.4) are added according to a certain sequence, the materials are uniformly mixed by a diagonal cutter method, and the mixture is subjected to triangular wrapping, rolling and sheet discharging after six thin passes, thus obtaining the mEPDM0-ATA-yZn-nCW series rubber compound. The rubber material was left to stand for 12 hours and vulcanized on a press at 160℃under a pressure of 10MPa for a vulcanization time Tc90, giving an mEPDM-ATA-yZn-nCW series elastomer, designated mEPDM-ATA-0.4Zn-10CW as sample 3.
The preparation flow of the mEPDM-ATA-yZn-nCW vulcanized rubber is shown in FIG. 2.
Example 3
Step (1) and step (2) are the same as in example 1.
(3) 100phr of mEPDM0-ATA (nATA: nMAH=1), 2/8/16/32phr of terpene resin (qphr CH) with different amounts, 5phr of zinc oxide, 1phr of stearic acid, 1.5phr of TMTDI, 1.5phr of zinc chloride (nZn: nMAH=y; y=0.4) and 1.5phr of sulfur are added according to a certain sequence, the materials are uniformly mixed by a diagonal cutter method, the materials are wrapped in a triangular manner, rolled, and the materials are discharged after six times of thinning, so that the mEPDM0-ATA-yZn-qCH series rubber compound is prepared. The rubber material was left to stand for 12 hours and vulcanized on a press at 160℃under a pressure of 10MPa for a vulcanization time of Tc90, giving an mEPDM-ATA-yZn-qCH series elastomer, designated mEPDM-ATA-0.4Zn-32CH as sample 4.
The preparation flow of the mEPDM-ATA-yZn-qCH vulcanized rubber in this example is shown in FIG. 3.
The cyclic loading and unloading test results of samples 1-4 and the comparative samples obtained in the above examples are shown in FIG. 5, and the retractive curve comprises an area which can characterize damping performance. Compared with pure EPDM, the elastomer forming a stable covalent cross-linked network has improved damping performance, and the elastomer adding metal ions and triazole groups to form a coordination cross-linked network has better damping performance than the elastomer without metal ions, wherein sample 3 (white carbon black blending modified sample) has the best damping performance, and sample 4 (terpene resin blending modified sample) has lower damping performance than sample 1, because the coordination cross-linking of terpene resin and metal bonds is stable, the motion absorption kinetic energy of intramolecular rotation, transmission and the like is weaker, and the damping performance is relatively lower.
The tensile strength and elongation at break and the cyclic stretch retraction damping heat repair efficiency test results of the samples 1 to 4 and the comparative sample obtained in the above examples are shown in table 3.
TABLE 3 Table 3
As can be seen from the results of Table 3, the elastic body forming a stable covalent cross-linked network has improved tensile strength and thermal reversible repair rate compared with pure EPDM, wherein sample 4 (terpene resin blending modified sample) has better tensile strength and elongation at break, and the thermal reversible repair rate is highest.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.
Claims (10)
1. The preparation method of the modified ethylene propylene diene monomer comprises the following preparation steps:
(1) Adding EPDM, an initiator, MAH and St into mixing equipment for mixing to obtain MAH-g-EPDM;
(2) Adding MAH-g-EPDM, ATA ligand and antioxidant into mixing equipment for mixing to obtain modified ethylene propylene diene monomer, wherein the modified ethylene propylene diene monomer is ATA functionalized ethylene propylene diene monomer.
2. The method according to claim 1, wherein the kneading apparatus in the step (1) is a torque rheometer, and the kneading is carried out at a temperature of 170℃and a rotational speed of 60rpm for 8 minutes.
3. The method according to claim 1, wherein the mixing in step (1) is completed and further comprising purifying the product, wherein the purifying is: vacuum drying and sublimating the grafted product to remove unreacted maleic anhydride monomer on the surface layer of the product, and then dissolving the product in xylene heated and refluxed to obtain a hot solution; and then the hot solution is filtered by a nickel screen and then is dripped into an acetone solution, white floccules are taken and dried after precipitation and filtration, and the purified MAH-g-EPDM is obtained.
4. The method according to claim 1, wherein the ATA ligand in step (2) has a molar mass of 0.3 to 1.5 times the molar mass of the anhydride in MAH-g-EPDM; the antioxidant in the step (2) is antioxidant 1010, and the addition amount of the antioxidant is 0.3% of the mass of MAH-g-EPDM.
5. The method according to claim 1 or 4, wherein the kneading apparatus in the step (2) is a torque rheometer, and the kneading is carried out at 160℃and 50rpm for 20 minutes.
6. The modified ethylene propylene diene monomer prepared by the preparation method of any one of claims 1 to 5.
7. A preparation method of an ethylene propylene diene monomer composite elastomer comprises the following steps:
uniformly mixing the modified ethylene propylene diene monomer, zinc chloride metal salt and a vulcanization system, and vulcanizing to obtain an ethylene propylene diene monomer composite elastomer; the modified ethylene propylene diene monomer is the modified ethylene propylene diene monomer of claim 6.
8. The preparation method of claim 7, wherein white carbon black or terpene resin is added in the mixing process for blending modification; the addition amount of the white carbon black is 10-20 phr, and the addition amount of the terpene resin is 2-32 phr.
9. The method according to claim 7 or 8, wherein the vulcanization system is a vulcanization system composed of zinc oxide, stearic acid, TMTD and sulfur; the vulcanization conditions are as follows: vulcanizing was performed on a press at 160℃and 10MPa for a vulcanizing time of Tc90.
10. The ethylene propylene diene monomer composite elastomer prepared by the preparation method of any one of claims 7 to 9.
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| CN108976348B (en) * | 2018-07-05 | 2020-10-09 | 上海理工大学 | Method for preparing maleic anhydride grafted ethylene propylene diene monomer with high grafting rate in auxiliary manner by rotary evaporation method |
| CN109535626A (en) * | 2018-10-27 | 2019-03-29 | 华南理工大学 | A kind of rubber and preparation method thereof with reversible crosslink key |
| CN113004648A (en) * | 2021-03-04 | 2021-06-22 | 南京东润特种橡塑有限公司 | Composite water gate rubber sealing element and preparation method thereof |
| CN114456491B (en) * | 2022-01-29 | 2023-08-01 | 广东源诚塑业有限公司 | Low-temperature impact resistant polypropylene modified material and preparation method thereof |
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| KR101682047B1 (en) * | 2015-03-26 | 2016-12-02 | 한양대학교 에리카산학협력단 | Polyolefin thermoplastic elastomer having self healing properties and method of making the same |
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