CN110776691A - High-modulus high-impact polypropylene composite material and preparation method thereof - Google Patents
High-modulus high-impact polypropylene composite material and preparation method thereof Download PDFInfo
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Abstract
The invention provides a high-modulus high-impact polypropylene composite material and a preparation method thereof, wherein the composite material is prepared from the following materials in parts by mass: 64-88 parts of polypropylene, 5-20 parts of amino-functionalized polyolefin elastomer, 1-10 parts of high-density polyethylene, 5-20 parts of talcum powder, 0.1-3 parts of coupling agent and 0.4-1 part of antioxidant. The coupling agent carries an amino-reactive group. The preparation method of the composite material comprises the stages of high-speed mixing and high-temperature melting of materials. The amido-functionalized polyolefin elastomer has polarity, and can improve the compatibility with polypropylene, so that the toughness of the composite material is improved; in addition, the amido-functionalized polyolefin elastomer can react with a coupling agent to generate a macromolecular coupling agent, which is beneficial to increasing the compatibility of polypropylene and inorganic filler and the system stability, so that the polypropylene composite material has excellent performances of high modulus, high impact resistance and the like.
Description
Technical Field
The invention relates to a polypropylene composite material, in particular to a high-modulus high-impact polypropylene composite material and a preparation method thereof, belonging to the technical field of polymer composite materials.
Background
Polypropylene is a thermoplastic resin obtained by polymerizing propylene, has high crystallinity and regular structure, has excellent properties such as high strength, good corrosion resistance and the like, and can be widely applied to various aspects such as automobiles, machinery, electrical appliances, packaging and the like. Based on the annual development of materials such as automobiles and the like towards light weight and high performance, higher requirements are also put forward on the performance of polypropylene materials.
Since polypropylene has good grafting and compounding functions, it is often modified to obtain a composite material with desired effects. The polyolefin elastomer is a common toughening modifier, has the advantages of low price and good low-temperature toughening effect, but the nonpolar chain structure of the polyolefin elastomer has poor compatibility with polypropylene, so the application of the polyolefin elastomer serving as a polypropylene toughening agent is greatly limited. The US patent US3755279 reports on the synthesis of amino-functional polyolefins, but without explaining the application thereof, it is known from the principle of compatibility of substances that the grafted polar functional group is effective in increasing the compatibility with polypropylene, and is expected to be useful for improving the low temperature toughness of composites. However, in order to make the polypropylene composite material have high modulus, more inorganic filler needs to be added into the composite material, and the amino-functionalized polyolefin can increase the compatibility with polypropylene but cannot enhance the compatibility with the inorganic filler, so that the problems of low inorganic filler bearing capacity and poor compatibility still exist, and if the using amount of the inorganic filler is increased blindly, the physical and mechanical properties of the composite material are only greatly deteriorated, so that the product rigidity and toughness are poor. Therefore, the patent firstly proposes a new idea of modifying the amino-functionalized polyolefin by the coupling agent so as to obtain a macromolecular coupling agent to improve the inorganic filler bearing capacity, thereby improving the flexural modulus and the impact resistance of the polypropylene composite material.
Disclosure of Invention
In order to solve the technical problems, the invention firstly provides a high-modulus and high-impact polypropylene composite material for an automobile bumper, wherein an amido functionalized polyolefin elastomer in the material provides toughness for a system on one hand, and a macromolecular coupling agent is generated after a coupling agent is grafted on the other hand, so that the compatibility between polypropylene and an inorganic filler and the stability of the system are improved; the invention also provides a preparation method of the polypropylene composite material, and the polypropylene composite material prepared by the method has excellent performances of high modulus, high impact resistance and the like, and can be widely applied to light automobile materials.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
the high-modulus high-impact polypropylene composite material is prepared from the following materials in parts by mass:
64-88 parts of polypropylene, 5-20 parts of amino-functional polyolefin elastomer,
1-10 parts of high-density polyethylene, 5-20 parts of talcum powder,
0.1-3 parts of coupling agent and 0.4-1 part of antioxidant.
Further, the polypropylene composite material is composed of the following materials in parts by mass:
64-72 parts of polypropylene, 5-15 parts of amino-functional polyolefin elastomer,
1-5 parts of high-density polyethylene, 10-20 parts of talcum powder,
1-3 parts of coupling agent and 0.4-0.6 part of antioxidant.
Further, the amino-functionalized polyolefin elastomer is a random or block polymer composed of three parts of ethylene, α -olefin and amino-functionalized comonomer, the molecular weight Mw is 100000-400000, and the structural formula is shown as:
wherein M is α -olefin, preferably one or more of butene, hexene and octene;
the structural formula of the amine-functional comonomer is represented as:
wherein n is any positive integer from 1 to 10;
preferably, the amino-functionalized polyolefin elastomer contains α -olefin in a mass ratio of 5-40 wt%, amino-functionalized comonomer in a mass ratio of 5-40 wt% and ethylene in a mass ratio of 45-70 wt%, and further preferably contains α -olefin in a mass ratio of 10-25 wt%, amino-functionalized comonomer in a mass ratio of 15-35 wt% and ethylene in a mass ratio of 55-70 wt%.
Further, the melt index of the polypropylene at 2.16kg and 190 ℃ is in the range of 20-35g/10min, preferably 28g/10 min; the high density polyethylene has a melt index in the range of 5-20g/10min, preferably 18g/10min at 2.16kg and 190 ℃.
Further, the coupling agent carries an amino-reactive group thereon; preferably, the coupling agent is a silane coupling agent with an epoxy ring group, and further preferably one or more of KH560, KH1770, KH7180 and Z-6040.
The amido-functionalized polyolefin elastomer can perform a grafting reaction with a silane coupling agent with an epoxy ring group, specifically, the amido of the amido-functionalized polyolefin elastomer reacts with the epoxy ring group of the coupling agent, so as to graft and synthesize a coupling agent macromolecule, and the reaction formula is shown as follows:
furthermore, the mesh number of the talcum powder is 1250-5000 meshes, preferably 2500-3000 meshes.
Further, the antioxidant is one or more of antioxidant 1010, antioxidant 168, antioxidant 1076, antioxidant 1035 and antioxidant 264.
A preparation method of a high-modulus high-impact polypropylene composite material comprises the following steps:
firstly, amino-functionalized polyolefin elastomer is ground into powder (with the particle size of 1mm), and the powder is mixed with a coupling agent for reaction; mixing the polypropylene, the high-density polyethylene, the talcum powder and the antioxidant with the reaction materials; and after the high-temperature melting and mixing are carried out uniformly, cooling, granulating and drying are carried out, thus obtaining the product.
Further, the mixing operation uses a high-speed mixer with a mixing speed of 100 and 900rpm and a mixing time of 1-60 min.
Furthermore, the equipment used for high-temperature melting is a double-screw extruder, the melting temperature is 100-300 ℃, and the rotating speed is 30-200 r/min.
The invention has the beneficial effects that: the amido-functionalized polyolefin elastomer has polarity, and can remarkably improve the compatibility with polypropylene and improve the toughness of the composite material when being added into the polypropylene composite material; in addition, the coupling agent with the active group capable of reacting with amino is added into the composite material, so that the modified amino-functionalized polyolefin elastomer after the coupling agent is grafted becomes a macromolecular coupling agent, the compatibility of polypropylene and inorganic filler and the system stability are favorably improved, the polypropylene composite material has excellent mechanical properties, and simultaneously has excellent properties such as high modulus, high impact resistance and the like, and can be widely applied to light automobile materials, such as automobile bumpers and other various fields.
Detailed Description
The present invention is further illustrated by the following specific examples, which are intended to be illustrative of the invention and are not to be construed as limiting the scope of the invention.
In the following examples and comparative examples, polypropylene with a melt index of 28g/10min, high-density polyethylene with a melt index of 18g/10min and talc powder with a mesh number of 2500 meshes were used as raw materials.
[ example 1 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 80g of octene and 20g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring, reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the octene insertion rate of 25 wt%, the amino-functionalized monomer (allylamine) insertion rate of 5 wt%, the ethylene content of 70 wt% and the molecular weight of 100000.
Mixing 5 parts of amino-functionalized polyolefin elastomer and 0.1 part of silane coupling agent KH560 for 30 minutes at the rotating speed of 200rpm by using a high-speed mixer, adding 88 parts of polypropylene, 3 parts of high-density polyethylene and 5 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture and 1 part of antioxidant 168, adding the mixture into a double-screw extruder for melting and mixing, wherein the melting temperature is 100 ℃, the stirring rotating speed is 200r/min, cooling by water after melting and extruding, granulating by using a cutting machine, and drying to obtain the polypropylene composite material.
[ example 2 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 35g of hexene and 75g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon-based tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring and reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the hexene insertion rate of 10 wt%, the insertion rate of amino-functionalized monomer (allylamine) of 25 wt%, the ethylene content of 65 wt% and the molecular weight of 200000.
Mixing 15 parts of amino-functionalized polyolefin elastomer and 0.5 part of silane coupling agent KH1770 for 60 minutes at the rotating speed of 100rpm by using a high-speed mixer, adding 69 parts of polypropylene, 10 parts of high-density polyethylene and 20 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture and 0.4 part of antioxidant 1076, adding the mixture into a double-screw extruder for melting and mixing, wherein the melting temperature is 300 ℃, the stirring rotating speed is 30r/min, and after melting and extrusion, cooling by using a water cooling machine, granulating by using a cutting machine, and drying to obtain the polypropylene composite material.
[ example 3 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 25g of butylene and 75g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon-based tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring, reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the butene insertion rate of 5 wt%, the insertion rate of amino-functionalized monomer (allylamine) of 40 wt%, the ethylene content of 55 wt% and the molecular weight of 400000.
Mixing 10 parts of amino-functionalized polyolefin elastomer and 1 part of silane coupling agent KH7180 for 20 minutes at the rotating speed of 300rpm by using a high-speed mixer, adding 72 parts of polypropylene, 5 parts of high-density polyethylene and 12 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture and 0.4 part of antioxidant 264, adding the mixture into a double-screw extruder for melt mixing, wherein the melting temperature is 200 ℃, the stirring rotating speed is 100r/min, and after melt extrusion, cooling by water, granulating by a cutting machine, and drying to obtain the polypropylene composite material.
[ example 4 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 65g of butylene and 35g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon-based tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring and reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the butene insertion rate of 40 wt%, the insertion rate of amino-functionalized monomer (allylamine) of 5 wt%, the ethylene content of 55 wt% and the molecular weight of 200000.
Mixing 20 parts of amino-functionalized polyolefin elastomer and 3 parts of silane coupling agent Z-6040 for 10 minutes at the rotating speed of 500rpm by using a high-speed mixer, adding 65 parts of polypropylene, 8 parts of high-density polyethylene and 10 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture with 0.4 part of antioxidant 1010 and 0.2 part of antioxidant 1035, adding the mixture into a double-screw extruder for melt mixing, wherein the melt temperature is 200 ℃, the stirring rotating speed is 100r/min, and after melt extrusion, cooling by using a water cooling cutter, granulating and drying to obtain the polypropylene composite material.
[ example 5 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 60g of octene and 60g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon-based tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring and reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the octene insertion rate of 20 wt%, the amino-functionalized monomer (allylamine) insertion rate of 15 wt%, the ethylene content of 65 wt% and the molecular weight of 200000.
Mixing 15 parts of amino-functionalized polyolefin elastomer and 2 parts of silane coupling agent KH560 for 1 minute at the rotating speed of 900rpm by using a high-speed mixer, adding 71 parts of polypropylene, 4 parts of high-density polyethylene and 18 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture with 0.3 part of antioxidant 1010 and 0.2 part of antioxidant 1035, adding the mixture into a double-screw extruder for melt mixing, wherein the melt temperature is 100 ℃, the stirring rotating speed is 200r/min, and after melt extrusion, cooling by water, granulating by a cutting machine, and drying to obtain the polypropylene composite material.
[ example 6 ]
Preparation of amino-functionalized polyolefin elastomer: amino-functionalized polyolefin elastomer synthesis step: adding 65g of octene and 85g of allylamine into 1L of alkane mixed solvent by adopting a cationic metallocene coordination polymerization mode to prepare a solution, adding the solution into a reaction kettle, heating to 120 ℃, introducing ethylene gas, and controlling the pressure in the kettle to be 2.5 MPa. Adding 1mg of dimethyl silicon-based tert-butylamine indenyl titanium dichloride serving as a main catalyst and 0.25ml of methylaluminoxane solution with 10 wt% of cocatalyst into a reaction kettle, stirring and reacting for 15min to obtain a reactant solution, transferring the reaction solution into absolute ethyl alcohol to obtain solid precipitate, filtering and drying to obtain the amino-functionalized polyolefin elastomer with the octene insertion rate of 20 wt%, the amino-functionalized monomer (allylamine) insertion rate of 35 wt%, the ethylene content of 45 wt% and the molecular weight of 200000.
Mixing 18 parts of amino-functionalized polyolefin elastomer and 2.5 parts of silane coupling agent KH560 for 5 minutes at the rotating speed of 700rpm by using a high-speed mixer, adding 64 parts of polypropylene, 1 part of high-density polyethylene and 15 parts of talcum powder, mixing for 10 minutes at the rotating speed of 450rpm by using a high-speed mixer, uniformly mixing the mixture with 0.6 part of antioxidant 1010 and 0.2 part of antioxidant 1035, adding the mixture into a double-screw extruder for melt mixing, wherein the melt temperature is 200 ℃, the stirring rotating speed is 100r/min, and performing water cooling, cutting machine granulation and drying after melt extrusion to obtain the polypropylene composite material.
Comparative example 1
The amine-functional polyolefin elastomer prepared in example 1 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 1.
Comparative example 2
The amine-functional polyolefin elastomer prepared in example 2 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 2.
Comparative example 3
The amine-functional polyolefin elastomer prepared in example 3 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 3.
Comparative example 4
The amine-functional polyolefin elastomer prepared in example 4 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 4.
Comparative example 5
The amine-functional polyolefin elastomer prepared in example 5 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 5.
Comparative example 6
The amine-functional polyolefin elastomer prepared in example 6 was replaced with a commercially available polyolefin elastomer, and the comparative example was prepared according to the preparation process and parameters of the polypropylene composite in example 6.
The results of the performance tests of the above examples and comparative examples are shown in tables 1 and 2, respectively:
table 1 results of performance testing of examples
Table 2 results of performance testing of comparative examples
The performance test results of the examples 1-6 and the corresponding comparative examples are analyzed, and it can be seen that the flexural modulus, the elongation at break and the impact resistance of the examples 1-6 are obviously superior to those of the corresponding comparative examples, which shows that the technical scheme of the invention modifies the amino-functionalized polyolefin elastomer through the coupling agent, not only brings excellent toughness to the composite material, but also utilizes the coupling agent in the structure of the coupling agent to increase the compatibility between the composite material and the inorganic filler (talcum powder), so that the inorganic filler is better dispersed in the matrix resin, the rigidity of the composite material is increased, and the prepared polypropylene composite material has excellent performance of high modulus and high impact resistance.
In addition, the comprehensive comparison of the usage of talc powder and polyolefin elastomer in comparative examples 1-6 with the data of the results of rigidity (flexural modulus) and toughness (izod notched impact) shows that, due to the toughening effect of the polyolefin elastomer, when the addition amount of talc powder is increased to a certain range, the rigidity and toughness of the product are both enhanced, but when the content of talc powder is higher, the rigidity and toughness of the product begin to be deteriorated, which is because too much inorganic filler causes poor compatibility with the composite material, and the inorganic filler is easy to agglomerate or precipitate, thus affecting the physical and mechanical properties of the material. In examples 1-6, the coupling agent and the amino-functionalized polyolefin elastomer are added to modify the structure of the latter, so that the inorganic filler bearing capacity of the composite material can be obviously increased, the flexural modulus, the elongation at break and the izod notched impact of the product can be improved within the experimental range along with the increase of the talcum powder, and the preparation of the high-modulus and high-impact polypropylene composite material is facilitated.
The above description is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, several modifications and additions can be made without departing from the method of the present invention, and these modifications and additions should also be regarded as the protection scope of the present invention.
Claims (10)
1. The high-modulus high-impact polypropylene composite material is characterized by comprising the following materials in parts by mass:
64-88 parts of polypropylene, 5-20 parts of amino-functional polyolefin elastomer,
1-10 parts of high-density polyethylene, 5-20 parts of talcum powder,
0.1-3 parts of coupling agent and 0.4-1 part of antioxidant.
2. The high modulus, high impact polypropylene composite according to claim 1, wherein the composite consists of the following parts by mass:
64-72 parts of polypropylene, 5-15 parts of amino-functional polyolefin elastomer,
1-5 parts of high-density polyethylene, 10-20 parts of talcum powder,
1-3 parts of coupling agent and 0.4-0.6 part of antioxidant.
3. The high modulus, high impact polypropylene composite of claim 2 wherein the amine-functionalized polyolefin elastomer is a random or block polymer of ethylene, α -olefin, amine-functionalized comonomer with a molecular weight Mw of 100000-400000 and the formula:
wherein M is α -olefin, preferably one or more of butene, hexene and octene;
the structural formula of the amine-functional comonomer is represented as:
wherein n is any positive integer from 1 to 10;
preferably, the amino-functionalized polyolefin elastomer contains α -olefin in a mass ratio of 5-40 wt%, amino-functionalized comonomer in a mass ratio of 5-40 wt% and ethylene in a mass ratio of 45-70 wt%, and further preferably contains α -olefin in a mass ratio of 10-25 wt%, amino-functionalized comonomer in a mass ratio of 15-35 wt% and ethylene in a mass ratio of 55-70 wt%.
4. The high modulus, high impact polypropylene composite according to claim 1 or 3, wherein the polypropylene has a melt index in the range of 20-35g/10min, preferably 28g/10min at 2.16kg, 190 ℃; the high density polyethylene has a melt index in the range of 5-20g/10min, preferably 18g/10min at 2.16kg and 190 ℃.
5. The high modulus, high impact polypropylene composite according to any one of claims 1 to 3, wherein the coupling agent has an amino reactive group thereon; preferably, the coupling agent is a silane coupling agent with an epoxy ring group, and further preferably one or more of KH560, KH1770, KH7180 and Z-6040.
6. The high modulus high impact polypropylene composite according to claim 5, wherein the talc has a mesh size of 1250-.
7. The high modulus, high impact polypropylene composite of claim 6, wherein the antioxidant is one or more of antioxidant 1010, antioxidant 168, antioxidant 1076, antioxidant 1035, or antioxidant 264.
8. A process for the preparation of the high modulus, high impact polypropylene composite of claim 5, comprising the steps of:
firstly, amino-functionalized polyolefin elastomer is ground into powder, mixed with a coupling agent and reacted; mixing the polypropylene, the high-density polyethylene, the talcum powder and the antioxidant with the reaction materials; and after the high-temperature melting and mixing are carried out uniformly, cooling, granulating and drying are carried out, thus obtaining the product.
9. The method for preparing high modulus high impact polypropylene composite material according to claim 8, wherein the mixing operation is performed by using a high speed mixer with a mixing speed of 100 and 900rpm for 1-60 min.
10. The method for preparing high modulus high impact polypropylene composite material according to claim 9, wherein the equipment used in the high temperature melting is a twin screw extruder, the melting temperature is 100-300 ℃, and the rotation speed is 30-200 r/min.
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| CN104592632A (en) * | 2015-01-19 | 2015-05-06 | 河南科技大学 | High-toughness high-modulus polypropylene composite material and preparation method thereof |
| CN105061901A (en) * | 2015-08-28 | 2015-11-18 | 合肥会通新材料有限公司 | Polypropylene composite material for seamless instrument board and preparation method thereof |
| CN109722020A (en) * | 2018-12-27 | 2019-05-07 | 万华化学集团股份有限公司 | A kind of nylon composite materials and preparation method thereof of amino functionalization polyolefin elastomer toughening |
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| CN115707752A (en) * | 2022-07-21 | 2023-02-21 | 北新禹王防水科技集团有限公司 | Pre-laid high-polymer waterproof roll with permeation crystallization function and preparation method thereof |
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