CN112126382A - High-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and preparation method thereof - Google Patents
High-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and preparation method thereof Download PDFInfo
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- CN112126382A CN112126382A CN202010906487.5A CN202010906487A CN112126382A CN 112126382 A CN112126382 A CN 112126382A CN 202010906487 A CN202010906487 A CN 202010906487A CN 112126382 A CN112126382 A CN 112126382A
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- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 52
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- 239000002048 multi walled nanotube Substances 0.000 claims abstract description 32
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 23
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 23
- 239000003999 initiator Substances 0.000 claims abstract description 23
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 22
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 claims abstract description 22
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims abstract description 21
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 21
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims abstract description 21
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 21
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 229940119545 isobornyl methacrylate Drugs 0.000 claims abstract description 21
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000004005 microsphere Substances 0.000 claims abstract description 21
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims abstract description 19
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims abstract description 19
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims abstract description 19
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 238000003756 stirring Methods 0.000 claims description 57
- 238000001816 cooling Methods 0.000 claims description 35
- 238000005303 weighing Methods 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 18
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical group CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 238000009210 therapy by ultrasound Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 10
- 238000001291 vacuum drying Methods 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 230000007935 neutral effect Effects 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 238000010926 purge Methods 0.000 claims description 6
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 5
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical group O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 claims description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 238000001035 drying Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 11
- 230000001070 adhesive effect Effects 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920001007 Nylon 4 Polymers 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005536 corrosion prevention Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000003190 viscoelastic substance Substances 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/068—Copolymers with monomers not covered by C09J133/06 containing glycidyl groups
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- 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
- 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
- C08K2003/2265—Oxides; Hydroxides of metals of iron
- C08K2003/2275—Ferroso-ferric oxide (Fe3O4)
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/001—Conductive additives
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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
- C08K2201/00—Specific properties of additives
- C08K2201/01—Magnetic additives
-
- 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
- C08K2201/00—Specific properties of additives
- C08K2201/011—Nanostructured additives
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and a preparation method thereof, wherein the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared from the following raw materials in parts by weight: 230 parts of 2-ethylhexyl acrylate, 80-120 parts of n-butyl acrylate, 70-90 parts of lauryl acrylate, 3-6 parts of methacrylic acid, 0.5-1 part of glycidyl acrylate, 3-6 parts of isobornyl methacrylate, 2-6 parts of maleic anhydride, 0.2-0.4 part of octadecyl methacrylate, 2-4 parts of an initiator, 25-35 parts of nano ferroferric oxide, 15-20 parts of a silane coupling agent, 15-25 parts of a multi-walled carbon nanotube, 0.5-1.0 part of polyvinylpyrrolidone, 650-750 parts of dimethyl carbonate, 8-35 parts of thermal expansion microspheres, 20-30 parts of a curing agent and a proper amount of mixed acid solution. According to the invention, the acrylate pressure-sensitive adhesive is modified by the multi-walled carbon nano tube loaded with nano ferroferric oxide and a silane coupling agent, so that the multi-walled carbon nano tube has good magnetic property and conductivity.
Description
Technical Field
The invention relates to the technical field of pressure-sensitive adhesives, in particular to a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and a preparation method thereof.
Background
Pressure Sensitive Adhesives (PSAs) are a special class of viscoelastic materials for short, pressure sensitive adhesives. The pressure-sensitive adhesive is an adhesive closely related to daily life of people, and is one of the most widely applied adhesives with the largest output at present. In recent years, the pressure-sensitive adhesive has wide raw material sources, simple preparation, good adhesive property and the like, so that the pressure-sensitive adhesive is widely applied to the fields of packaging and sealing, electric appliance corrosion prevention, medical and health, office supplies, temporary patching and the like.
The multi-walled carbon nanotube and the nano ferroferric oxide are important nano materials, the number of the graphite sheets of the multi-walled carbon nanotube is large, the conductivity of each graphite sheet can be mutually superposed, and the multi-walled carbon nanotube and the nano ferroferric oxide show good conductivity. The multi-walled carbon nano tube with high specific surface area has a low permeability threshold in a conductive adhesive, so that the further increase of the conductivity of the acrylic pressure-sensitive adhesive is limited, the acrylic pressure-sensitive adhesive is generally not suitable for high-temperature application due to lower polymer glass transition temperature, and meanwhile, the development in the fields of electromagnetic shielding and the like is limited due to the fact that the pure acrylic pressure-sensitive adhesive has no magnetism and poor conductivity, so that the invention of the acrylic pressure-sensitive adhesive which can resist high temperature and has high magnetic conductivity becomes a problem which needs to be solved urgently at present.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and a preparation method thereof.
The technical scheme of the invention is realized as follows:
the utility model provides a high temperature resistant magnetic conduction acrylic acid pressure sensitive adhesive which characterized in that: the feed is prepared from the following raw materials in parts by weight: 230 parts of 2-ethylhexyl acrylate, 80-120 parts of n-butyl acrylate, 70-90 parts of lauryl acrylate, 3-6 parts of methacrylic acid, 0.5-1 part of glycidyl acrylate, 3-6 parts of isobornyl methacrylate, 2-6 parts of maleic anhydride, 0.2-0.4 part of octadecyl methacrylate, 2-4 parts of an initiator, 25-35 parts of nano ferroferric oxide, 15-20 parts of a silane coupling agent, 15-25 parts of a multi-walled carbon nanotube, 0.5-1.0 part of polyvinylpyrrolidone, 650-750 parts of dimethyl carbonate, 8-35 parts of thermal expansion microspheres, 20-30 parts of a curing agent and a proper amount of mixed acid solution.
Preferably, the feed is prepared from the following raw materials in parts by weight: 180 parts of acrylic acid-2-ethylhexyl ester, 100 parts of n-butyl acrylate, 80 parts of lauryl acrylate, 5 parts of methacrylic acid, 0.8 part of glycidyl acrylate, 5 parts of isobornyl methacrylate, 4 parts of maleic anhydride, 0.3 part of octadecyl methacrylate, 3 parts of an initiator, 30 parts of nano ferroferric oxide, 18 parts of a silane coupling agent, 20 parts of a multi-walled carbon nanotube, 0.8 part of polyvinylpyrrolidone, 700 parts of dimethyl carbonate, 25 parts of thermal expansion microspheres, 25 parts of a curing agent and a proper amount of mixed acid solution.
Preferably, the silane coupling agent is gamma-methacryloxypropyltrimethoxysilane.
Preferably, the initiator is azobisisobutyronitrile or azobisisoheptonitrile.
Preferably, the curing agent is xylylene diisocyanate.
Preferably, the volume ratio of the mixed acid solution is 3-3.5: 1-1.5 of concentrated sulfuric acid with the concentration of 98 percent and concentrated nitric acid with the concentration of 68 percent are mixed.
A preparation method of a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 30-50min, heating to 80-90 ℃, stirring for 3-5h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 40-50 ℃ for 20-24h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and gamma-methacryloxypropyl trimethoxysilane according to parts by weight, firstly putting anhydrous ethanol and deionized water into an ultrasonic chemical reactor, mixing the materials evenly, then adding the product obtained in the step (1) and the polyvinylpyrrolidone, carrying out ultrasonic treatment for 10-20min at the temperature of 20-30 ℃ and the ultrasonic power of 100W, adjusting the pH value to 3-4, heating to 60-75 ℃, continuing to stir for 4-6h, cooling to 45-55 ℃, then adding the nano ferroferric oxide and the gamma-methacryloxypropyl trimethoxysilane as the silane coupling agent, carrying out ultrasonic dispersion for 30-40min, then stirring at the speed of 200-250r/min and stirring for 3-4h, after the reaction is finished, cooling to room temperature, centrifuging, washing, and then drying in vacuum at 40-50 ℃ for 72-74h until the solution is cooled for later use;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 5-10min for purging, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 70-90 ℃ and at a stirring speed of 140-150r/min for 20-40min, then adding octadecyl methacrylate at a stirring speed of 200-250r/min for 60-80min, and cooling to room temperature for later use;
(4) and (3) uniformly dripping the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 1-2h, continuously stirring at room temperature during the process, wherein the stirring speed is 140-150r/min, heating to 90-95 ℃ after the dripping of the product is completed, keeping the temperature for 0.5-1h, cooling to 40-50 ℃, weighing thermal expansion microspheres and a curing agent according to parts by weight, firstly adding the thermal expansion microspheres, stirring for 1-1.5h, then adding the curing agent, and stirring for 10-20min to obtain the finished product. As claimed in claim.
The invention has the following beneficial effects:
1. the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive has the advantages that the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared by adjusting the composition of pressure-sensitive adhesive polymers, adding maleic anhydride and octadecyl methacrylate, polymerizing the mixture into a macromolecular main chain, having excellent heat resistance, and polymerizing the mixture into a branched chain, so that the viscosity of an adhesive solution can be adjusted, and the prepared acrylic pressure-sensitive adhesive has high temperature resistance. Compared with the prior art, the comprehensive cost of the invention is lower than that of the temperature-resistant glue on the market.
2. According to the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive, the surface of nano ferroferric oxide is modified by selecting a silane coupling agent, the surface-modified nano ferroferric oxide is used for compositely modifying the multi-walled carbon nanotube, and the multi-walled carbon nanotube modified acrylic pressure-sensitive adhesive loaded with the nano ferroferric oxide and the silane coupling agent can be used for preparing the acrylic pressure-sensitive adhesive with good conductivity and magnetic conductivity, and meanwhile, the high temperature resistance, the thermal stability, the mechanical property and the bonding property of the pressure-sensitive adhesive are remarkably improved.
Drawings
FIG. 1 is a graph of the conductivity of finished products made in examples 1-4 of the present invention.
Detailed Description
For a more clear understanding of the technical features, objects and advantages of the present invention, reference is now made to the following detailed description of the embodiments of the present invention taken in conjunction with the accompanying drawings, which are included to illustrate and not to limit the scope of the present invention.
Example 1
The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared from the following raw materials in parts by weight: 180 parts of acrylic acid-2-ethylhexyl ester, 100 parts of n-butyl acrylate, 80 parts of lauryl acrylate, 5 parts of methacrylic acid, 0.8 part of glycidyl acrylate, 5 parts of isobornyl methacrylate, 4 parts of maleic anhydride, 0.3 part of octadecyl methacrylate, 3 parts of an initiator, 30 parts of nano ferroferric oxide, 18 parts of a silane coupling agent, 20 parts of a multi-walled carbon nanotube, 0.8 part of polyvinylpyrrolidone, 700 parts of dimethyl carbonate, 25 parts of thermal expansion microspheres, 25 parts of a curing agent and a proper amount of mixed acid solution.
A preparation method of a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 35min, heating to 85 ℃, stirring for 4h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 45 ℃ for 20-24h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and a silane coupling agent gamma-methacryloxypropyltrimethoxysilane according to parts by weight, firstly putting absolute ethyl alcohol and deionized water into an ultrasonic chemical reactor, mixing the mixture and putting the mixture into the ultrasonic chemical reactor, adding the product obtained in the step (1) and the polyvinylpyrrolidone, performing ultrasonic treatment at 25 deg.C and ultrasonic power of 100W for 15min, adjusting pH to 3-4, heating to 70 deg.C, stirring for 5 hr, cooling to 50 deg.C, adding nanometer ferroferric oxide and silane coupling agent gamma-methacryloxypropyl trimethoxysilane, performing ultrasonic dispersion for 35min, stirring at 230r/min for 3.5h, cooling to room temperature after reaction, centrifuging, washing, vacuum drying at 45 deg.C for 73h, and cooling;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 5-10min for purging, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 70 ℃, at a speed of 140r/min for 40min, adding octadecyl methacrylate, at a temperature of 80 ℃, at a speed of 200r/min for 80min, and cooling to room temperature for later use;
(4) and (3) uniformly dropwise adding the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 1h, continuously stirring at room temperature during the process, wherein the stirring speed is 140r/min, heating to 90 ℃ after dropwise adding during stirring, keeping the temperature for 1h, cooling to 40 ℃, weighing the thermal expansion microspheres and the curing agent in parts by weight, adding the thermal expansion microspheres firstly, stirring for 1h, adding the curing agent, and stirring for 10min to obtain a finished product.
Example 2
The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared from the following raw materials in parts by weight: 120 parts of 2-ethylhexyl acrylate, 80 parts of n-butyl acrylate, 70 parts of lauryl acrylate, 3 parts of methacrylic acid, 0.5 part of glycidyl acrylate, 3 parts of isobornyl methacrylate, 2 parts of maleic anhydride, 0.2 part of octadecyl methacrylate, 2 parts of azodiisoheptanonitrile as an initiator, 25 parts of nano ferroferric oxide, 15 parts of gamma-methacryloxypropyl trimethoxy silane as a silane coupling agent, 15 parts of a multi-walled carbon nanotube, 0.5 part of polypyrrolidone, 650 parts of dimethyl carbonate, 8 parts of thermal expansion microspheres, 20 parts of a curing agent, 20 parts of xylylene diisocyanate and a proper amount of mixed acid solution.
A preparation method of a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 30min, heating to 80 ℃, stirring for 5h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 40 ℃ for 24h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and a silane coupling agent gamma-methacryloxypropyltrimethoxysilane according to parts by weight, firstly putting absolute ethyl alcohol and deionized water into an ultrasonic chemical reactor, mixing the mixture and putting the mixture into the ultrasonic chemical reactor, adding the product obtained in the step (1) and the polyvinylpyrrolidone, performing ultrasonic treatment for 10min at 20 ℃ and 100W ultrasonic power, adjusting pH to 3-4, heating to 60 ℃, continuing stirring for 6h, cooling to 45 ℃, adding nano ferroferric oxide and silane coupling agent gamma-methacryloxypropyl trimethoxysilane, performing ultrasonic dispersion for 30min, stirring at 200r/min for 4h, cooling to room temperature after reaction, centrifuging, washing, vacuum drying at 50 deg.C for 72h, and cooling;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 5-10min for purging, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 90 ℃ and at the speed of 150r/min for 20min, then adding octadecyl methacrylate, stirring at 85 ℃ and at the speed of 250r/min for 60min, and cooling to room temperature for later use;
(4) and (3) uniformly dropwise adding the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 2 hours, continuously stirring at room temperature in the process, wherein the stirring speed is 150r/min, heating to 95 ℃ after dropwise adding, keeping the temperature for 0.5 hour, cooling to 50 ℃, weighing the thermal expansion microspheres and the curing agent in parts by weight, firstly adding the thermal expansion microspheres, stirring for 1 hour, then adding the curing agent, and stirring for 20 minutes to obtain the finished product.
Example 3
The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared from the following raw materials in parts by weight: 230 parts of acrylic acid-2-ethylhexyl ester, 120 parts of n-butyl acrylate, 90 parts of lauryl acrylate, 6 parts of methacrylic acid, 1 part of glycidyl acrylate, 6 parts of isobornyl methacrylate, 6 parts of maleic anhydride, 0.4 part of octadecyl methacrylate, 4 parts of azodiisobutyronitrile serving as an initiator, 35 parts of nano ferroferric oxide, 20 parts of gamma-methacryloxypropyl trimethoxy silane serving as a silane coupling agent, 25 parts of multi-walled carbon nano tubes, 1.0 part of polyvinylpyrrolidone, 750 parts of dimethyl carbonate, 35 parts of thermal expansion microspheres, 30 parts of a curing agent, and a proper amount of mixed acid solution.
A preparation method of a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 50min, heating to 90 ℃, stirring for 3h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 50 ℃ for 20h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and a silane coupling agent gamma-methacryloxypropyltrimethoxysilane according to parts by weight, firstly putting absolute ethyl alcohol and deionized water into an ultrasonic chemical reactor, mixing the mixture and putting the mixture into the ultrasonic chemical reactor, adding the product obtained in the step (1) and the polyvinylpyrrolidone, performing ultrasonic treatment at 30 deg.C and ultrasonic power of 100W for 10min, adjusting pH to 3-4, heating to 75 deg.C, stirring for 4 hr, cooling to 55 deg.C, adding nanometer ferroferric oxide and silane coupling agent gamma-methacryloxypropyl trimethoxysilane, performing ultrasonic dispersion for 40min, stirring at 250r/min for 3h, cooling to room temperature after reaction, centrifuging, washing, vacuum drying at 40 deg.C for 74h, and cooling;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 8min for purging, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 80 ℃, 145r/min for 30min, adding octadecyl methacrylate, stirring at 82 ℃, 230r/min for 70min, and cooling to room temperature for later use;
(4) and (3) uniformly dripping the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 1.5h, continuously stirring at room temperature in the process, wherein the stirring speed is 145r/min, heating to 92 ℃ after the dripping of the product is completed, keeping the temperature for 50min, cooling to 45 ℃, weighing the thermal expansion microspheres and the curing agent in parts by weight, adding the thermal expansion microspheres firstly, stirring for 1h, adding the curing agent, and stirring for 15min to obtain the finished product.
Example 4
The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive is prepared from the following raw materials in parts by weight: 120 parts of 2-ethylhexyl acrylate, 120 parts of n-butyl acrylate, 90 parts of lauryl acrylate, 6 parts of methacrylic acid, 0.5 part of glycidyl acrylate, 6 parts of isobornyl methacrylate, 6 parts of maleic anhydride, 0.2 part of octadecyl methacrylate, 4 parts of azodiheptonitrile serving as an initiator, 35 parts of nano ferroferric oxide, 15 parts of gamma-methacryloxypropyl trimethoxy silane serving as a silane coupling agent, 15 parts of a multi-walled carbon nanotube, 1.0 part of polypyrrolidone, 750 parts of dimethyl carbonate, 8 parts of thermal expansion microspheres, 30 parts of a curing agent, and a proper amount of mixed acid solution.
A preparation method of a high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 50min, then heating to 80 ℃, stirring for 5h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 50 ℃ for 20h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and a silane coupling agent gamma-methacryloxypropyltrimethoxysilane according to parts by weight, firstly putting absolute ethyl alcohol and deionized water into an ultrasonic chemical reactor, mixing the mixture and putting the mixture into the ultrasonic chemical reactor, adding the product obtained in the step (1) and the polyvinylpyrrolidone, performing ultrasonic treatment for 10min at 30 ℃ and 100W ultrasonic power, adjusting pH to 3-4, heating to 75 ℃, continuing stirring for 6h, cooling to 55 ℃, adding nano ferroferric oxide and silane coupling agent gamma-methacryloxypropyl trimethoxysilane, performing ultrasonic dispersion for 40min, stirring at 250r/min for 4h, cooling to room temperature after reaction, centrifuging, washing, vacuum drying at 50 deg.C for 74h, and cooling;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 10min to purge, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 90 ℃, at a speed of 150r/min for 20min, adding octadecyl methacrylate, at a temperature of 85 ℃, at a speed of 200r/min for 60min, and cooling to room temperature for later use;
(4) and (3) uniformly dropwise adding the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 1h, continuously stirring at room temperature in the process, wherein the stirring speed is 150r/min, heating to 95 ℃ after dropwise adding, keeping the temperature for 0.5h, cooling to 50 ℃, weighing the thermal expansion microspheres and the curing agent in parts by weight, adding the thermal expansion microspheres firstly, stirring for 1h, adding the curing agent, and stirring for 10min to obtain a finished product.
First, performance detection
The performance of the finished product prepared by the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and the preparation method thereof is tested according to the following method, and the result is shown in table 1: the acrylic pressure sensitive adhesives obtained in examples 1 to 4 were uniformly applied to a coating film, and then tested for high temperature resistance on a 30 μm PI film. The specific method comprises the following steps: cutting the coated PI film sample into a width of 25 mm, attaching the PI film sample to the surface of a stainless steel plate, placing the PI film sample at a high temperature for a period of time, taking out the PI film sample, cooling the PI film sample to room temperature, stripping the PI film sample at a speed of 300 mm/min, and observing the proportion of residual glue.
TABLE 1
At present, the temperature suitable for the common acrylic pressure-sensitive adhesive in the market is below 70 ℃, and as can be seen from table 1, the finished product prepared by the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive and the preparation method thereof has higher glass transition temperature and can improve the temperature resistance compared with the common acrylic pressure-sensitive adhesive in the market.
2. Magnetic conductivity test
The finished products prepared in inventive examples 1 to 4 were characterized at 300K by means of a vibrating sample magnetometer in the range from-20 KOe to 20KOe in an applied magnetic field, the measured data being shown in Table 2.
TABLE 2
| Sample | Mz/(emu·g-1) | Mr/(emu·g-1) | Hc/Oe |
| EXAMPLE 1 finished product | 2.95 | 0.00372 | 53.64 |
| EXAMPLE 2 finished product | 2.89 | 0.00369 | 52.44 |
| EXAMPLE 3 finished product | 2.79 | 0.00356 | 51.26 |
| EXAMPLE 4 finished product | 2.94 | 0.00371 | 53.59 |
Acrylic pressure sensitive adhesives are themselves nonmagnetic. As can be seen from Table 2, the multiwalled carbon nanotube modified acrylic pressure-sensitive adhesive loaded with nano ferroferric oxide and a silane coupling agent has good magnetic properties, so that the multiwalled carbon nanotube modified acrylic pressure-sensitive adhesive has a wide application prospect in the aspect of electromagnetic shielding.
3. Conductivity test
The volume resistance of the finished products prepared in the embodiments 1 to 4 of the invention is measured by a digital ammeter, and the conductivity of the sample is calculated according to the following formula: where is the conductivity, l is the sample length, R is the resistance, and S is the sample cross-sectional area.
σ＝l/(RS)
As shown in fig. 1, the conductivity of the finished product prepared in embodiments 1 to 4 of the present invention shows that a conductive network is formed in the multi-walled carbon nanotube modified acrylic pressure-sensitive adhesive loaded with nano ferroferric oxide and a silane coupling agent, and the conductive network has high conductivity and good conductivity.
The above embodiments are merely provided to help understand the method and core principle of the present invention, and the main steps and embodiments of the present invention are described in detail by using specific examples. To those skilled in the art, the various conditions and parameters may be varied as desired in a particular implementation in accordance with the principles of the invention, and in view of the foregoing, the description is not to be taken as limiting the invention.
Claims (7)
1. The utility model provides a high temperature resistant magnetic conduction acrylic acid pressure sensitive adhesive which characterized in that: the feed is prepared from the following raw materials in parts by weight: 230 parts of 2-ethylhexyl acrylate, 80-120 parts of n-butyl acrylate, 70-90 parts of lauryl acrylate, 3-6 parts of methacrylic acid, 0.5-1 part of glycidyl acrylate, 3-6 parts of isobornyl methacrylate, 2-6 parts of maleic anhydride, 0.2-0.4 part of octadecyl methacrylate, 2-4 parts of an initiator, 25-35 parts of nano ferroferric oxide, 15-20 parts of a silane coupling agent, 15-25 parts of a multi-walled carbon nanotube, 0.5-1.0 part of polyvinylpyrrolidone, 650-750 parts of dimethyl carbonate, 8-35 parts of thermal expansion microspheres, 20-30 parts of a curing agent and a proper amount of mixed acid solution.
2. The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive according to claim 1, characterized in that: the feed is prepared from the following raw materials in parts by weight: 180 parts of acrylic acid-2-ethylhexyl ester, 100 parts of n-butyl acrylate, 80 parts of lauryl acrylate, 5 parts of methacrylic acid, 0.8 part of glycidyl acrylate, 5 parts of isobornyl methacrylate, 4 parts of maleic anhydride, 0.3 part of octadecyl methacrylate, 3 parts of an initiator, 30 parts of nano ferroferric oxide, 18 parts of a silane coupling agent, 20 parts of a multi-walled carbon nanotube, 0.8 part of polyvinylpyrrolidone, 700 parts of dimethyl carbonate, 25 parts of thermal expansion microspheres, 25 parts of a curing agent and a proper amount of mixed acid solution.
3. The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive according to claim 1, characterized in that: the silane coupling agent is gamma-methacryloxypropyltrimethoxysilane.
4. The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive according to claim 1, characterized in that: the initiator is azobisisobutyronitrile or azobisisoheptonitrile.
5. The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive according to claim 1, characterized in that: the curing agent is xylylene diisocyanate.
6. The high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesive according to claim 1, characterized in that: the mixed acid solution is prepared by mixing the following components in a volume ratio of 3-3.5: 1-1.5 of concentrated sulfuric acid with the concentration of 98 percent and concentrated nitric acid with the concentration of 68 percent are mixed.
7. The preparation method of any one of the high-temperature-resistant magnetic-conductive acrylic pressure-sensitive adhesives according to claims 1-6, which is characterized in that: the method comprises the following steps:
(1) weighing a multi-walled carbon nanotube and a proper amount of mixed acid solution according to the parts by weight, putting the multi-walled carbon nanotube and the mixed acid solution into an ultrasonic chemical reactor, performing ultrasonic treatment at room temperature for 30-50min, heating to 80-90 ℃, stirring for 3-5h, naturally cooling to room temperature, adjusting the pH value to be neutral, performing vacuum drying at 40-50 ℃ for 20-24h, and taking out a product for later use;
(2) weighing nano ferroferric oxide, polyvinylpyrrolidone and gamma-methacryloxypropyl trimethoxysilane according to parts by weight, firstly putting anhydrous ethanol and deionized water into an ultrasonic chemical reactor, mixing the materials evenly, then adding the product obtained in the step (1) and the polyvinylpyrrolidone, carrying out ultrasonic treatment for 10-20min at the temperature of 20-30 ℃ and the ultrasonic power of 100W, adjusting the pH value to 3-4, heating to 60-75 ℃, continuing to stir for 4-6h, cooling to 45-55 ℃, then adding the nano ferroferric oxide and the gamma-methacryloxypropyl trimethoxysilane as the silane coupling agent, carrying out ultrasonic dispersion for 30-40min, then stirring at the speed of 200-250r/min and stirring for 3-4h, after the reaction is finished, cooling to room temperature, centrifuging, washing, and then drying in vacuum at 40-50 ℃ for 72-74h until the solution is cooled for later use;
(3) weighing 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate, maleic anhydride and octadecyl methacrylate in parts by weight; introducing pure nitrogen into a reaction kettle for 5-10min for purging, then adding 2-ethylhexyl acrylate, n-butyl acrylate, lauryl acrylate, methacrylic acid, glycidyl acrylate, isobornyl methacrylate, an initiator, dimethyl carbonate and maleic anhydride, stirring at 70-90 ℃ and at a stirring speed of 140-150r/min for 20-40min, then adding octadecyl methacrylate at a stirring speed of 200-250r/min for 60-80min, and cooling to room temperature for later use;
(4) and (3) uniformly dripping the product obtained in the step (2) into the reaction kettle obtained in the step (3) within 1-2h, continuously stirring at room temperature during the process, wherein the stirring speed is 140-150r/min, heating to 90-95 ℃ after the dripping of the product is completed, keeping the temperature for 0.5-1h, cooling to 40-50 ℃, weighing thermal expansion microspheres and a curing agent according to parts by weight, firstly adding the thermal expansion microspheres, stirring for 1-1.5h, then adding the curing agent, and stirring for 10-20min to obtain the finished product.
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