CN119391085A - Modified polyolefin resin and its preparation method and application - Google Patents
Modified polyolefin resin and its preparation method and application Download PDFInfo
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- CN119391085A CN119391085A CN202411705829.1A CN202411705829A CN119391085A CN 119391085 A CN119391085 A CN 119391085A CN 202411705829 A CN202411705829 A CN 202411705829A CN 119391085 A CN119391085 A CN 119391085A
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- maleic anhydride
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/10—Homopolymers or copolymers of propene
- C08L23/12—Polypropene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/14—Esterification
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
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Abstract
本发明公开了一种改性聚烯烃树脂及其制备方法与应用，该改性聚烯烃树脂由以下组分按照质量百分数制备而成：聚烯烃90‑98％，环氧化合物1‑10％，催化剂小于1％；其中，所述聚烯烃为马来酸酐接枝聚烯烃或马来酸酐共聚聚烯烃。本发明提供了一种全新的聚烯烃树脂及其改性方法，更大幅度地改善树脂与金属的结合强度。The present invention discloses a modified polyolefin resin and a preparation method and application thereof. The modified polyolefin resin is prepared from the following components according to mass percentage: 90-98% polyolefin, 1-10% epoxy compound, and less than 1% catalyst; wherein the polyolefin is maleic anhydride grafted polyolefin or maleic anhydride copolymerized polyolefin. The present invention provides a new polyolefin resin and a modification method thereof, which can greatly improve the bonding strength between the resin and the metal.
Description
Technical Field
The invention relates to the field of polyolefin resin modification, in particular to a modified polyolefin resin and a preparation method and application thereof.
Background
The bonding of thermoplastics, particularly engineering plastics with relatively high hardness, to metals is often difficult. On one hand, the surface energy difference between plastics and metals is large, and particularly the general plastics represented by polyolefin basically contain no polar groups and have very weak bonding force with metals. Other polar plastics such as nylon and polyester also have a great difference in bond strength from conventional coatings. On the other hand, engineering plastics have high hardness and are easy to crystallize, so that the stress on the metal interface is high, and the engineering plastics are easy to fall off in the tearing process.
The common improvement method for improving the binding force between the thermoplastic plastic and the metal comprises the steps of enabling the surface to be close to the surface of the plastic or even form a stronger covalent bond through a series of surface treatments such as primer coating, surface treatment agent coating and the like at the metal end, wherein the treatment cost is higher from the metal end, and grafting maleic anhydride or glycidyl ether on a side group of the plastic through copolymerization to enable the plastic to be provided with polar monomers such as maleic anhydride, vinyl acetate and the like or through a free radical grafting method to improve the polarity of the plastic, and then adding the modified polyolefin resin into common resin to improve the binding property with the metal. Currently, the second improvement method is generally still to be perfected.
Disclosure of Invention
In view of the above, the present invention provides a modified polyolefin resin, a preparation method and an application thereof, which solve the problems set forth in the background art, and a novel polyolefin resin and a modification method thereof, which greatly improve the bonding strength between the resin and metal.
In order to achieve the above purpose, the present invention provides the following technical solutions:
in a first aspect, the invention discloses a modified polyolefin resin, which is prepared from the following components in percentage by mass:
90-98% of polyolefin,
1-10% Of epoxy compound,
The catalyst is less than 1%;
wherein the polyolefin is maleic anhydride grafted polyolefin or maleic anhydride copolymerized polyolefin.
As a further scheme of the invention, the main chain of the maleic anhydride grafted polyolefin is homo-or copolymer of any one of ethylene, propylene, 1-butene, butadiene, 1-hexene, 1-octene and styrene, and maleic anhydride is grafted on a polymer molecular chain.
As a further aspect of the present invention, the maleic anhydride copolymerized polyolefin is obtained by copolymerizing maleic anhydride with ethylene or styrene.
As a further aspect of the invention, the melt index of the maleic anhydride grafted polyolefin is 200-1000g/10min.
As a further aspect of the present invention, the maleic anhydride content of the maleic anhydride copolymer polyolefin is >50%.
As a further aspect of the present invention, the epoxy compound is at least one of an epoxy resin, a mixture of a plurality of compounds having 1 to 2 epoxy groups, and/or,
The epoxy equivalent EEW of the epoxy compound is between 500 and 3000g/mol.
As a further aspect of the invention, the catalyst is a nitrogen-containing compound with a proton acceptor.
In a second aspect, the invention discloses a method for preparing the modified polyolefin resin, which comprises the steps of weighing the components according to mass percentage, uniformly mixing at 150-300 ℃ and carrying out reaction extrusion to obtain the modified polyolefin resin.
In a third aspect, the invention discloses an application of the modified polyolefin resin, wherein the modified polyolefin resin is added into a matrix resin and uniformly mixed to form a new modified resin, and the dosage of the modified polyolefin resin in the modified resin is 1-30w percent.
As a further aspect of the present invention, the matrix resin is polypropylene or polyamide.
Compared with the prior art, the invention has the beneficial effects that:
The invention uses the mode of blending extrusion of polyolefin, epoxy compound and catalyst, and immediately initiates chemical reaction in the extrusion process. In particular, the process involves efficient ring opening of epoxy groups with maleic anhydride under the catalysis of a catalyst. Subsequently, the chemically modified maleic anhydride grafted polypropylene/maleic anhydride copolymer polyolefin is melt blended with the matrix resin. It is particularly important that because the epoxy groups have fully participated in the reaction with the maleic anhydride during the extrusion stage, unintended local cross-linking between the epoxy groups and the matrix resin, which may occur during subsequent melt blending, is avoided. The improvement ensures that the engineering plastic surface is smooth and flawless, the appearance quality is obviously improved, and the metal adhesion is enhanced, so that the material has more excellent performance.
Detailed Description
In order that the invention may be readily understood, a more particular description of the invention will be rendered by reference to specific embodiments that are illustrated below. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used herein in the description of the invention is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention.
Specific information of the raw materials used in the following examples and comparative examples are as follows:
resin 1 maleic anhydride grafted polypropylene, OREVAC CA100, korean SK, maleic anhydride content >2%.
Resin 2, ethylene-maleic anhydride copolymer ZeMac E, van der Waals, maleic anhydride content 78%
Epoxy resin E06, baling petrochemical, epoxy equivalent weight 1500-1800;
epoxy compound 2, alkylene glycidyl ether, jiangsu mao cloud, epoxy equivalent 235;
The catalyst is imidazole and Chinese medicine;
Matrix resin 1, polypropylene K4818, mi=23, crape,
Matrix resin 2 pa1012 nylon, mi=5, will be a new material.
All materials are commercially available conventional and commonly used products.
It will be appreciated that the above raw material reagents are only examples of some embodiments of the invention, so that the technical solution of the invention is more clear, and it is not represented that the invention can only employ the above reagents, and the scope of the claims is in particular. In addition, "parts" described in examples and comparative examples refer to parts by weight unless otherwise specified.
Any range recited in the invention includes any numerical value between the endpoints and any sub-range of any numerical value between the endpoints or any numerical value between the endpoints.
The criteria according to which the test items referred to in the examples and comparative examples are based are as follows:
Melt index, standard reference GB/T3682.1-2018, test conditions of 230 ℃ and 2.16kg;
The adhesive force is that 1cm wide Q235 steel sheet is treated by 200 mesh quartz sand in a sand blasting way, then treated by ultrasonic for 10min by using a detergent water solution, finally the sand blasting surface is scrubbed by acetone, the particles are paved on the surface of the steel sheet, the particles are melted on the surface of the steel sheet by a plate vulcanizing machine at about 220 ℃ to enable the thickness of a resin layer to be 0.5-2mm, after the plate vulcanizing machine is taken out, the resin on the side surface of the steel sheet is completely cut off and only the resin on the surface of the steel sheet is remained after natural cooling and solidification. And then stripping the resin layer by a blade at the long end of the steel sheet, pulling the steel sheet by about 5cm, keeping the plastic layer intact, enabling the edge of the steel sheet to be free of gaps, respectively clamping the pulled plastic layer and the stripped steel sheet on two chucks of a stretcher, pulling the coating at a speed of 5mm/min, and recording the maximum value in the pulling process.
Surface smoothness by extruding the sheet through a single screw extruder at 180-220 deg.c, visually observing whether the surface is smooth, whether there is a protrusion or a problem with the overall flatness. Visual flatness is marked with 1-10, with higher values indicating higher flatness.
Example 1
(1) 980G of polyolefin 1,18g of epoxy compound 1,2g of catalyst are weighed, uniformly mixed and extruded in a double screw extruder to obtain modified polyolefin resin;
(2) Uniformly mixing the modified polyolefin resin obtained in the step (1) with the matrix resin 1 in a mass ratio of 1:9, and carrying out melt blending by a double-screw extruder to obtain the engineering plastic 1.
The engineering plastic 1 was subjected to performance test, and the melt index mi=32 g/10min was measured, the adhesion was 12N, and the surface smoothness was 3.
The working parameters of the twin-screw extruder in the step (1) are that the temperature of a1 area is 120 ℃, the temperature of a2 area is 190 ℃, the temperature of the other areas is 230 ℃, the temperature of a machine head is 220 ℃, the average residence time of mixed materials is 2min, the working parameters of the twin-screw extruder in the step (2) are that the temperature of the 1 area is 160 ℃, the temperature of the 2 area is 190 ℃, the temperature of the other areas is 230 ℃, and the temperature of the machine head is 220 ℃.
Example 2
(1) Weighing 950g of polyolefin 1,45g of epoxy compound 2 and 5g of catalyst, uniformly mixing, and extruding in a double-screw extruder to obtain modified polyolefin resin;
(2) Uniformly mixing the modified polyolefin resin obtained in the step (1) with the matrix resin 1 in a mass ratio of 1:9, and carrying out melt blending by a double-screw extruder to obtain engineering plastic 2.
Engineering plastic 2 was subjected to performance test, and melt index mi=34 g/10min, adhesion force 20N and surface smoothness 3 were measured.
The working parameters of the twin-screw extruder in the step (1) are that the temperature of a1 area is 120 ℃, the temperature of a2 area is 190 ℃, the temperature of the other areas is 230 ℃, the temperature of a machine head is 220 ℃, the average residence time of mixed materials is 3min, the working parameters of the twin-screw extruder in the step (2) are that the temperature of the 1 area is 160 ℃, the temperature of the 2 area is 190 ℃, the temperature of the other areas is 230 ℃, and the temperature of the machine head is 220 ℃.
Example 3
(1) Weighing 950g of polyolefin 1,10g of epoxy compound 1,30g of epoxy compound 2 and 3g of catalyst, uniformly mixing, and extruding in a double-screw extruder to obtain modified polyolefin resin;
(2) Uniformly mixing the modified polyolefin resin obtained in the step (1) with the matrix resin 1 in a mass ratio of 3:7, and carrying out melt blending by a double-screw extruder to obtain engineering plastic 3.
Engineering plastic 3 was subjected to performance test, and melt index mi=58 g/10min, adhesion force 28N and surface smoothness 3 were measured.
The working parameters of the twin-screw extruder in the step (1) are that the temperature of a1 area is 120 ℃, the temperature of a2 area is 190 ℃, the temperature of the other areas is 230 ℃, the temperature of a machine head is 220 ℃, the average residence time of mixed materials is 3min, the working parameters of the twin-screw extruder in the step (2) are that the temperature of the 1 area is 160 ℃, the temperature of the 2 area is 190 ℃, the temperature of the other areas is 230 ℃, and the temperature of the machine head is 220 ℃.
Example 4
(1) 980G of polyolefin 1,18g of epoxy compound 1,2g of catalyst are weighed, uniformly mixed and extruded in a double screw extruder to obtain modified polyolefin resin;
(2) Uniformly mixing the modified polyolefin resin obtained in the step (1) with the matrix resin 2 in a mass ratio of 5:95, and carrying out melt blending by a double-screw extruder to obtain engineering plastic 4.
Engineering plastic 4 was subjected to performance test, and melt index mi=3 g/10min, adhesion 25N, and surface smoothness 3 were measured.
The working parameters of the twin-screw extruder in the step (1) are that the temperature of a1 area is 120 ℃, the temperature of a2 area is 190 ℃, the temperature of the other areas is 230 ℃, the temperature of a machine head is 220 ℃, the average residence time of mixed materials is 4min, the working parameters of the twin-screw extruder in the step (2) are that the temperature of the 1 area is 160 ℃, the temperature of the 2 area is 190 ℃, the temperature of the other areas is 230 ℃, and the temperature of the machine head is 220 ℃.
Example 5
(1) 980G of polyolefin 1,18g of epoxy compound 1,2g of catalyst are weighed, uniformly mixed and extruded in a double screw extruder to obtain modified polyolefin resin;
(2) Uniformly mixing the modified polyolefin resin obtained in the step (1) with the matrix resin 2 in a mass ratio of 2:98, and carrying out melt blending by a double-screw extruder to obtain engineering plastic 5.
Engineering plastic 5 was subjected to performance test, and melt index mi=0.5 g/10min, adhesion >30N, and surface smoothness 4 was measured.
The working parameters of the twin-screw extruder in the step (1) are that the temperature of a1 area is 120 ℃, the temperature of a2 area is 190 ℃, the temperature of the other areas is 230 ℃, the temperature of a machine head is 220 ℃, the average residence time of mixed materials is 4min, the working parameters of the twin-screw extruder in the step (2) are that the temperature of the 1 area is 160 ℃, the temperature of the 2 area is 190 ℃, the temperature of the other areas is 230 ℃, and the temperature of the machine head is 220 ℃.
Comparative example 1
Polyolefin 1 and matrix resin 1 are uniformly mixed in a mass ratio of 1:9, and are added into a double-screw extruder for melt blending, and the double-screw extruder melt blending process parameters are the same as those of example 1, so that engineering plastic 6 is obtained, and the melt index MI=36 g/10min of the engineering plastic 6, the adhesive force 6N and the surface smoothness are 3.
Comparative example 2
950G of polyolefin 1,45g of epoxy compound 2,5g of catalyst and 9kg of matrix resin 1 are weighed, evenly mixed, directly melt-blended by a double screw extruder, and the melt-blending process parameters are the same as those of example 2 to obtain engineering plastic 7, and the melt index MI=37 g/10min of the engineering plastic 7 is measured, the adhesive force is 12N, and the surface smoothness is 3.
Comparative example 3
950G of polyolefin 1,10g of epoxy compound 1,30g of epoxy compound 2 and 9kg of matrix resin 1 are weighed, evenly mixed, melt blended by a double screw extruder, and the melt blending process conditions are the same as those of example 3 to obtain engineering plastic 8, and the melt index MI=70 g/10min of the engineering plastic 8 is measured, the adhesive force is 25N, the surface is rough, and the smoothness is 5.
Comparative example 4
500G of polyolefin 1 and 9.5kg of matrix resin 2 are weighed and uniformly mixed, and are melt-blended by a double-screw extruder, wherein the melt-blending process conditions are the same as those of example 4, so as to obtain engineering plastics 9, and the melt index MI=8g/10 min of the engineering plastics 9 is measured, the adhesive force is 17N, and the surface smoothness is 6.
Comparative example 5
490G of polyolefin 1,9g of epoxy compound 1,1g of catalyst and 9.5kg of matrix resin 2 are weighed and mixed uniformly, and melt blending is carried out by a twin screw extruder, and the melt blending process conditions are the same as those of example 4, so as to obtain engineering plastic 10, and the melt index MI=1.5 g/10min of the engineering plastic 10, the adhesive force 20N and the surface smoothness 6 are measured.
Comparative example 6
178G of polyolefin 2,20g of epoxy compound 1,2g of catalyst and 9.8kg of matrix resin 2 are weighed and uniformly mixed, and are melt blended by a double screw extruder, the melt blending process conditions are the same as those of example 5, so as to obtain engineering plastic 11, and the melt index MI=0.2 g/10min of the engineering plastic 11 is measured, the adhesive force is 25N, and the surface smoothness is 8.
As is evident from the comparison of example 1 with comparative example 1, the adhesion of the polypropylene substrate to metal is significantly improved over the maleic anhydride grafted polypropylene without a change in appearance by adding the same amount of the modified polyolefin described in the present invention.
As is apparent from comparative example 2 and comparative example 2, the reaction of epoxy and maleic anhydride can be more sufficient by the maleic anhydride grafted polypropylene being reacted with the epoxy compound before being added to the polypropylene base material, while the addition of the matrix resin to the reaction greatly reduces the possibility of reaction and thus the adhesive effect is reduced.
As is clear from comparative example 3 and comparative example 3, when the addition ratio of the modified polyolefin resin is large, the maleic anhydride grafted polypropylene is reacted with the epoxy compound before being added to the polypropylene base material, and no appearance problem is found, whereas the directly mixed product is formed with the surface roughness by separating the epoxy compound from the resin.
As is apparent from the comparison between example 4 and comparative example 4, when the modified polyolefin resin is added to the nylon resin (matrix resin 2), the maleic anhydride-grafted polypropylene has better adhesive strength than the maleic anhydride-grafted polypropylene alone if it is added after the reaction with the epoxy compound.
As is clear from comparative examples 4 and 5, since the nylon resin (matrix resin 2) reacts with the epoxy during extrusion, local crosslinking of nylon occurs when the nylon resin is directly extruded with the epoxy compound or nylon, and roughness during extrusion is formed. The maleic anhydride grafted polypropylene and the epoxy compound are added into nylon after the reaction, and the epoxy group is reacted, so that the appearance during extrusion is not affected, and the bonding strength is better.
As is clear from comparative examples 5 and 6, the use of polyethylene copolymerized maleic anhydride reacted with an epoxy compound and then added to a matrix resin has better appearance and adhesive strength than the direct blending of the polyethylene copolymerized maleic anhydride with the matrix resin.
Although the present disclosure describes embodiments, not every embodiment is described in terms of a single embodiment, and such description is for clarity only, and one skilled in the art will recognize that the embodiments described in the disclosure as a whole may be combined appropriately to form other embodiments that will be apparent to those skilled in the art.
Therefore, the above description is not intended to limit the scope of the application, but rather should be construed in view of the appended claims.
Claims (10)
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| CN202411705829.1A CN119391085A (en) | 2024-11-26 | 2024-11-26 | Modified polyolefin resin and its preparation method and application |
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| US4789568A (en) * | 1986-04-18 | 1988-12-06 | Kansai Paint Co., Ltd., a Japanese Corp. | Coating composition |
| WO1997013589A1 (en) * | 1995-10-10 | 1997-04-17 | Minnesota Mining And Manufacturing Company | Corrosion protection coating system |
| CN106496370A (en) * | 2016-11-04 | 2017-03-15 | 广东天安新材料股份有限公司 | A kind of crosslinking agent and its preparation method and application |
| WO2018030050A1 (en) * | 2016-08-10 | 2018-02-15 | 東洋紡株式会社 | Polyolefin adhesive composition |
| CN110337354A (en) * | 2017-02-20 | 2019-10-15 | 洛德公司 | Adhesive and method of bonding to rigid substrate |
| CN115260842A (en) * | 2022-08-08 | 2022-11-01 | 山东东宏管业股份有限公司 | High-adhesion and crack-resistant polyethylene powder and preparation method and application thereof |
| CN116635219A (en) * | 2020-12-17 | 2023-08-22 | 株式会社力森诺科 | Method for producing metal member-resin member joined body and film |
| CN117069879A (en) * | 2023-07-03 | 2023-11-17 | 西安交通大学 | A dynamically cross-linked polymer with high energy storage and self-healing electrical tree branches and its preparation method |
-
2024
- 2024-11-26 CN CN202411705829.1A patent/CN119391085A/en active Pending
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4789568A (en) * | 1986-04-18 | 1988-12-06 | Kansai Paint Co., Ltd., a Japanese Corp. | Coating composition |
| WO1997013589A1 (en) * | 1995-10-10 | 1997-04-17 | Minnesota Mining And Manufacturing Company | Corrosion protection coating system |
| WO2018030050A1 (en) * | 2016-08-10 | 2018-02-15 | 東洋紡株式会社 | Polyolefin adhesive composition |
| CN106496370A (en) * | 2016-11-04 | 2017-03-15 | 广东天安新材料股份有限公司 | A kind of crosslinking agent and its preparation method and application |
| CN110337354A (en) * | 2017-02-20 | 2019-10-15 | 洛德公司 | Adhesive and method of bonding to rigid substrate |
| CN116635219A (en) * | 2020-12-17 | 2023-08-22 | 株式会社力森诺科 | Method for producing metal member-resin member joined body and film |
| CN115260842A (en) * | 2022-08-08 | 2022-11-01 | 山东东宏管业股份有限公司 | High-adhesion and crack-resistant polyethylene powder and preparation method and application thereof |
| CN117069879A (en) * | 2023-07-03 | 2023-11-17 | 西安交通大学 | A dynamically cross-linked polymer with high energy storage and self-healing electrical tree branches and its preparation method |
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