CN117264597A - High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging - Google Patents
High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging Download PDFInfo
- Publication number
- CN117264597A CN117264597A CN202311388315.3A CN202311388315A CN117264597A CN 117264597 A CN117264597 A CN 117264597A CN 202311388315 A CN202311388315 A CN 202311388315A CN 117264597 A CN117264597 A CN 117264597A
- Authority
- CN
- China
- Prior art keywords
- sensitive adhesive
- nano tube
- parts
- pressure
- stirring
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title claims abstract description 75
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 title claims abstract description 10
- 229910052744 lithium Inorganic materials 0.000 title claims abstract description 10
- 238000004806 packaging method and process Methods 0.000 title claims abstract description 10
- 238000002360 preparation method Methods 0.000 title abstract description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical class [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 79
- 229920002545 silicone oil Polymers 0.000 claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 19
- 239000011347 resin Substances 0.000 claims abstract description 19
- 239000003054 catalyst Substances 0.000 claims abstract description 18
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 13
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 13
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 8
- 239000003085 diluting agent Substances 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims description 50
- 239000002041 carbon nanotube Substances 0.000 claims description 43
- 229910021393 carbon nanotube Inorganic materials 0.000 claims description 42
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 39
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 27
- 238000001914 filtration Methods 0.000 claims description 27
- 238000010438 heat treatment Methods 0.000 claims description 24
- 238000001035 drying Methods 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 20
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 238000001816 cooling Methods 0.000 claims description 17
- 238000002156 mixing Methods 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000002071 nanotube Substances 0.000 claims description 16
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 15
- 229910002090 carbon oxide Inorganic materials 0.000 claims description 15
- 238000009210 therapy by ultrasound Methods 0.000 claims description 14
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 11
- 239000001257 hydrogen Substances 0.000 claims description 11
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- 229910052710 silicon Inorganic materials 0.000 claims description 8
- 239000010703 silicon Substances 0.000 claims description 8
- -1 sodium triacetoxyborohydride Chemical compound 0.000 claims description 8
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims description 7
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 239000000706 filtrate Substances 0.000 claims description 7
- 230000007935 neutral effect Effects 0.000 claims description 7
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 7
- 239000012286 potassium permanganate Substances 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000012267 brine Substances 0.000 claims description 6
- 238000010790 dilution Methods 0.000 claims description 6
- 239000012895 dilution Substances 0.000 claims description 6
- 239000012321 sodium triacetoxyborohydride Substances 0.000 claims description 6
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 claims description 6
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 125000005521 carbonamide group Chemical group 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 abstract description 22
- 239000000853 adhesive Substances 0.000 abstract description 17
- 239000002131 composite material Substances 0.000 abstract 1
- 238000005303 weighing Methods 0.000 description 11
- 230000002829 reductive effect Effects 0.000 description 10
- 238000012360 testing method Methods 0.000 description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 230000002776 aggregation Effects 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 229910000831 Steel Inorganic materials 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 238000004220 aggregation Methods 0.000 description 4
- 230000005012 migration Effects 0.000 description 4
- 238000013508 migration Methods 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000002390 adhesive tape Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000003292 glue Substances 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000002048 multi walled nanotube Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- FGMOPLPOIRMOJW-UHFFFAOYSA-N 1-naphthalen-1-ylpropan-2-one Chemical compound C1=CC=C2C(CC(=O)C)=CC=CC2=C1 FGMOPLPOIRMOJW-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005219 brazing Methods 0.000 description 2
- 238000010382 chemical cross-linking Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 239000011256 inorganic filler Substances 0.000 description 2
- 229910003475 inorganic filler Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 238000007719 peel strength test Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000003466 welding Methods 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 238000005411 Van der Waals force Methods 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- SFMJNHNUOVADRW-UHFFFAOYSA-N n-[5-[9-[4-(methanesulfonamido)phenyl]-2-oxobenzo[h][1,6]naphthyridin-1-yl]-2-methylphenyl]prop-2-enamide Chemical compound C1=C(NC(=O)C=C)C(C)=CC=C1N1C(=O)C=CC2=C1C1=CC(C=3C=CC(NS(C)(=O)=O)=CC=3)=CC=C1N=C2 SFMJNHNUOVADRW-UHFFFAOYSA-N 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001558 organosilicon polymer Polymers 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000006268 reductive amination reaction Methods 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 239000012056 semi-solid material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000003190 viscoelastic substance Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- 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
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
-
- 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
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
- C08L2203/206—Applications use in electrical or conductive gadgets use in coating or encapsulating of electronic parts
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/33—Applications of adhesives in processes or use of adhesives in the form of films or foils for batteries or fuel cells
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
-
- 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
- C09J2400/00—Presence of inorganic and organic materials
- C09J2400/10—Presence of inorganic materials
- C09J2400/16—Metal
- C09J2400/163—Metal in the substrate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to the technical field of adhesives, and particularly discloses a high-temperature-resistant pressure-sensitive adhesive, a preparation method and application thereof in lithium battery packaging. The pressure-sensitive adhesive comprises the following raw materials in parts by weight: 40-70 parts of vinyl silicone oil, 40-60 parts of MQ resin, 2-5 parts of modified carbon nano tube, 100-120 parts of diluent, 2-4 parts of catalyst and 1-3 parts of cross-linking agent. The invention also provides a preparation method of the composite. Compared with the prior art, the pressure-sensitive adhesive prepared by the invention has the advantages of good initial adhesion, proper peeling strength and difficult occurrence of residual adhesive at high temperature, and is suitable for being applied to the field of lithium battery packaging.
Description
Technical Field
The invention relates to the technical field of adhesives, in particular to a high-temperature-resistant pressure-sensitive adhesive, a preparation method and application thereof in lithium battery packaging.
Background
In daily life and industrial production, the problem of fixing and connecting parts and articles is often involved. Mechanical fastening is a conventional, commonly used method including riveting, stapling, arc welding, brazing, and the like. While mechanical fasteners are quite strong, they tend to increase the weight of the object and mechanical fasteners are attached by single point contact, potentially resulting in stress concentrations. In addition, arc welding, brazing, etc. require high operating temperatures, are unsuitable for use with temperature sensitive materials, and can result in waste of energy. Adhesive bonding has significant advantages over mechanical fastening, such as continuous stress distribution, low cost, low weight, and lower operating temperatures.
The pressure-sensitive adhesive is an important variety in adhesives, is a semisolid viscoelastic material used in a viscous fluid mechanical state, can be firmly stuck on the surface of an object only by slight pressure, and can be removed without residual adhesive after use. Pressure-sensitive adhesives are gradually developed into an independent variety of adhesives due to their special mechanical state and unique adhesive properties. Conventional adhesives need to undergo curing process and may require curing conditions such as heating and pressurizing, while pressure-sensitive adhesives are semi-solid materials with permanent adhesion, which can be directly used in operation, greatly simplify the bonding process, and thus greatly develop and are applied in various fields such as automobiles, electronic devices, medical treatment, construction, papermaking, printing, etc.
Different types of pressure sensitive adhesives have different properties, so that reasonable selection can be performed according to actual needs in different applications. Pressure-sensitive adhesives can be largely classified into rubber-based pressure-sensitive adhesives, acrylate pressure-sensitive adhesives, silicone pressure-sensitive adhesives, and polyurethane pressure-sensitive adhesives, according to chemical components. The organosilicon pressure-sensitive adhesive has excellent high temperature resistance, wide use temperature and good adhesion performance to low-surface-energy materials. However, the silicone pressure-sensitive adhesive is easy to generate residual adhesive at high temperature, which is one of the problems to be solved in the prior art.
Chinese patent 201810206386.X discloses an organosilicon pressure sensitive adhesive and method for preparing the same; the organosilicon pressure-sensitive adhesive is prepared by using fluorine-containing phenyl silicone resin and silicone rubber (107 glue) as raw materials through polycondensation reaction. Because a certain amount of fluorine-containing phenyl is introduced into the product structure, the obtained pressure-sensitive adhesive has the advantages of excellent high temperature resistance and bonding performance, simple preparation process, low requirement on equipment and suitability for industrial scale-up production.
Chinese patent application 202310377452.0 discloses an organosilicon pressure-sensitive adhesive tape and a method for preparing the same, comprising: PI substrate layer, release layer and lie in PI substrate layer and release layer between organosilicon pressure sensitive adhesive layer, organosilicon pressure sensitive adhesive layer comprises the following component by weight: 50 parts of vinyl silicone oil, 40-60 parts of MQ resin, 2-5 parts of phenyl modified silicone oil grafted multiwall carbon nanotubes, 100-120 parts of ethyl acetate, 2-4 parts of Pt catalyst and 1-3 parts of cross-linking agent; phenyl modified silicone oil grafted multiwall carbon nanotube. The invention ensures that the temperature of the residual adhesive of the organosilicon pressure-sensitive adhesive exceeds 225 ℃, and simultaneously ensures the initial adhesion of more than 1.45N/25mm and the 180-degree peeling strength of 2N/25 mm.
The inorganic filler and the organic silicon resin are added to improve the high temperature resistance of the pressure-sensitive adhesive and reduce the occurrence probability of high temperature residual adhesive, however, the direct blending of the physical filler and the micro interface of the organic silicon pressure-sensitive adhesive has the problem of compatibility, too many rigid particles can reduce the film forming performance of the pressure-sensitive adhesive liquid, and the problem of agglomeration of the inorganic nano particles further limits the application of the pressure-sensitive adhesive liquid, so that the pressure-sensitive adhesive needs to be modified to avoid the problem.
Disclosure of Invention
In view of the above-mentioned drawbacks of the prior art, the present invention is to solve the technical problems of a high temperature resistant pressure sensitive adhesive, a preparation method and an application thereof in lithium battery packaging.
Carbon Nanotubes (CNTs) have high aspect ratios, surface energies, and van der waals forces between tubes, and thus exhibit poor dispersibility in water and organic solvents, which greatly limit further applications of CNTs. The surface modification of the CNT can effectively improve the dispersion performance of the CNT, and improve the compatibility between the CNT and a matrix material, so that the CNT has wider application prospect. In the invention, the modified carbon nano tube is obtained by amination of the carbon nano tube and reductive amination of the carbon nano tube, and the electrode grafted on the surface of the modified carbon nano tube is subjected to covalent modificationThe sexual group can not only reduce the surface energy and improve the dispersion performance, but also generate the actions of hydrogen bond or chemical crosslinking and the like with the polymer, thereby obviously enhancing the interfacial binding force between the two. In addition, the naphthyl on the surface of the carbon nano tube after the carbon nano tube reacts with 3- (1-naphthyl) -2-acetone can form pi-pi interaction with the carbon nano tube, and the non-covalent bonding enables the carbon nano tube to have larger electrostatic repulsive action, so that aggregation of the carbon nano tube can be reduced, and the dispersibility of the carbon nano tube in organic silicon is improved. While the carbon nano tube has stronger sp in the network structure 2 The bonding structure and the near perfect self-supporting atomic structure provide very high heat conductivity in the axial direction, the high temperature resistance of the pressure sensitive adhesive can be well provided by adding the modified carbon nano tube, and the risk of residual adhesive at high temperature is reduced.
In order to achieve the above purpose, the invention provides a high-temperature-resistant pressure-sensitive adhesive, a preparation method and application thereof in lithium battery packaging.
The high-temperature-resistant pressure-sensitive adhesive comprises the following raw materials in parts by weight: 40-70 parts of vinyl silicone oil, 40-60 parts of MQ resin, 2-5 parts of modified carbon nano tube, 100-120 parts of diluent, 2-4 parts of catalyst and 1-3 parts of cross-linking agent.
Further, the diluent is selected from one or more of toluene, xylene and ethyl acetate.
Further, the catalyst is a platinum catalyst.
Further, the cross-linking agent is hydrogen-containing silicone oil.
The preparation method of the modified carbon nano tube comprises the following steps:
x1, adding 0.5 to 2 weight parts of carbon nano tube and 2 to 5 weight parts of potassium permanganate into 30 to 60 weight parts of concentrated sulfuric acid, stirring for 2 to 4 hours, heating to 30 to 60 ℃ and reacting for 2 to 6 hours; adding 5-10 parts by weight of water, heating to 60-70 ℃, stirring for 10-30 min, standing, cooling to room temperature, and adding 30wt% of H 2 O 2 10 to 20 weight portions, stirring for 8 to 10 hours, filtering after the reaction is finished, adjusting the pH of the filtrate to be neutral, adding 50 to 100 weight portions of 16 weight percent FeSO 4 ·7H 2 Carrying out ultrasonic treatment on the O aqueous solution for 0.5-1 h, washing, filtering and drying to obtain carbon oxide nanotubes;
weighing 1-2 parts by weight of carbon oxide nano tube in the step X1, adding the carbon oxide nano tube into 10-60 parts by weight of N, N-dimethylformamide, adding 4-8 parts by weight of ethylenediamine, heating to 50-80 ℃, adding 30-60 parts by weight of thionyl chloride, carrying out ultrasonic treatment for 0.5-1 h, standing and cooling to room temperature, adding 4-5 parts by weight of dicyclohexylcarbodiimide, heating to 40-60 ℃ and stirring for 2-4 h, cooling to room temperature and continuing stirring for 16-24 h, filtering after the reaction is finished, washing residues with water for 3 times, and drying to obtain the amino carbon nano tube;
and X3, weighing 1-2 parts by weight of the aminated carbon nano tube in the step X2, adding into 10-60 parts by weight of N, N-dimethylformamide, adding 5-15 parts by weight of 3- (1-naphthyl) -2-acetone and 5-10 parts by weight of acetic acid, stirring for 1-2 hours at room temperature, adding 20-40 parts by weight of sodium triacetoxyborohydride, stirring for 48-60 hours after the addition, adding brine for dilution after the reaction is finished, filtering, washing residues with water for three times, and drying to obtain the modified carbon nano tube.
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing vinyl silicone oil and MQ resin, adding the mixture into a diluent, adding a catalyst, a cross-linking agent and a modified carbon nano tube, fully stirring and mixing, and standing for 5-8 hours for defoaming to obtain the organic silicon pressure-sensitive adhesive.
The pressure-sensitive adhesive prepared by the invention is applied to lithium battery packaging.
The invention has the beneficial effects that:
1. according to the invention, the dispersibility of the carbon nano tube in the organosilicon polymer is improved by modifying the carbon nano tube, so that the high temperature resistance of the organosilicon pressure-sensitive adhesive can be well improved, and the adhesive property of the pressure-sensitive adhesive is not affected.
2. Compared with the prior art, the pressure-sensitive adhesive prepared by the invention has the advantages of good initial adhesion, proper peeling strength and difficult occurrence of residual adhesive at high temperature, and is suitable for being applied to the field of lithium battery packaging.
Detailed Description
Vinyl silicone oil, model: BHY-3000, a commercial power supplier of the baohuang industry.
MQ resin, model: 7107, M/Q value is 0.6-0.7, guangzhou Jia Jie chemical industry.
Hydrogen-containing silicone oil, model: YHY-202, h=0.8%, shandong ao Li Long chemical industry.
Platinum catalyst, karstedt catalyst.
The particle diameter of the multiwall carbon nanotube is 10-30 nm, and the length is 5-20 mu m.
3- (1-naphthyl) -2-propanone, 1- (naphthalen-1-yl) prop-2-one, cas no: 33744-50-2.
Comparative example 1
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 20g of carbon nano tube, fully stirring and mixing, standing for 6h for defoaming, and obtaining the high-temperature-resistant pressure-sensitive adhesive.
Example 1
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 20g of modified carbon nano tube, fully stirring and mixing, standing for 6h, and defoaming to obtain the high-temperature-resistant pressure-sensitive adhesive.
The preparation method of the modified carbon nano tube comprises the following steps:
x1, adding 10g of carbon nano tube and 30g of potassium permanganate into 300mL of concentrated sulfuric acid, stirring for 4 hours, and heating to 50 ℃ for reaction for 6 hours; 100mL of water is added, the temperature is raised to 70 ℃ and the mixture is stirred for 30min, the mixture is stood still and cooled to room temperature, and 30wt% of H is added 2 O 2 150mL, stirring for 8h, filtering after the reaction, adjusting the pH of the filtrate to be neutral, adding 500mL of 16wt% FeSO 4 ·7H 2 Ultrasonic treatment is carried out on the O aqueous solution at 400W and 45kHz for 0.5h, washing and filtering are carried out, and drying is carried out at 80 ℃ for 4h, thus obtaining the carbon oxide nano tube;
x2, weighing 10g of the carbon oxide nano tube in the step X1, adding into 500mL of N, N-dimethylformamide, adding 60g of ethylenediamine, heating to 60 ℃, adding 350g of thionyl chloride, carrying out ultrasonic treatment at 400W and 45kHz for 1h, standing and cooling to room temperature, adding 45g of dicyclohexylcarbodiimide, heating to 50 ℃, stirring for 4h, cooling to room temperature, continuing stirring for 18h, filtering after the reaction is finished, and drying the residue at 80 ℃ for 4h after washing for 3 times to obtain the aminated carbon nano tube;
and X3, weighing 10g of the aminated carbon nano tube in the step X2, adding into 500mL of N, N-dimethylformamide, adding 103g of 3- (1-naphthyl) -2-acetone and 75g of acetic acid, stirring at room temperature for 2 hours, adding 263g of sodium triacetoxyborohydride, stirring for 50 hours after the addition, adding brine for dilution after the reaction, filtering, washing the residue with water for three times, and drying at 80 ℃ for 12 hours to obtain the modified carbon nano tube.
Example 2
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 20g of modified carbon nano tube, fully stirring and mixing, standing for 6h, and defoaming to obtain the high-temperature-resistant pressure-sensitive adhesive.
The preparation method of the modified carbon nano tube comprises the following steps:
x1, adding 10g of carbon nano tube and 30g of potassium permanganate into 300mL of concentrated sulfuric acid, stirring for 4 hours, and heating to 50 ℃ for reaction for 6 hours; 100mL of water is added, the temperature is raised to 70 ℃ and the mixture is stirred for 30min, the mixture is stood still and cooled to room temperature, and 30wt% of H is added 2 O 2 150mL, stirring for 8h, filtering after the reaction, adjusting the pH of the filtrate to be neutral, adding 500mL of 16wt% FeSO 4 ·7H 2 Ultrasonic treatment is carried out on the O aqueous solution at 400W and 45kHz for 0.5h, washing and filtering are carried out, and drying is carried out at 80 ℃ for 4h, thus obtaining the carbon oxide nano tube;
x2 weighing 10g of the carbon oxide nano tube in the step X1, adding into 500mL of N, N-dimethylformamide, adding 60g of ethylenediamine, heating to 60 ℃, adding 350g of thionyl chloride, carrying out ultrasonic treatment at 400W and 45kHz for 1h, standing and cooling to room temperature, adding 45g of dicyclohexylcarbodiimide, heating to 50 ℃, stirring for 4h, cooling to room temperature, continuing stirring for 18h, filtering after the reaction is finished, and washing residues with water for 3 times, and drying at 80 ℃ for 4h to obtain the amino carbon nano tube serving as the modified carbon nano tube.
Example 3
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 30g of modified carbon nano tube, fully stirring and mixing, standing for 6h, and defoaming to obtain the high-temperature-resistant pressure-sensitive adhesive.
The preparation method of the modified carbon nano tube comprises the following steps:
x1, adding 10g of carbon nano tube and 30g of potassium permanganate into 300mL of concentrated sulfuric acid, stirring for 4 hours, and heating to 50 ℃ for reaction for 6 hours; 100mL of water is added, the temperature is raised to 70 ℃ and the mixture is stirred for 30min, the mixture is stood still and cooled to room temperature, and 30wt% of H is added 2 O 2 150mL, stirring for 8h, filtering after the reaction, adjusting the pH of the filtrate to be neutral, adding 500mL of 16wt% FeSO 4 ·7H 2 Ultrasonic treatment is carried out on the O aqueous solution at 400W and 45kHz for 0.5h, washing and filtering are carried out, and drying is carried out at 80 ℃ for 4h, thus obtaining the carbon oxide nano tube;
x2, weighing 10g of the carbon oxide nano tube in the step X1, adding into 500mL of N, N-dimethylformamide, adding 60g of ethylenediamine, heating to 60 ℃, adding 350g of thionyl chloride, carrying out ultrasonic treatment at 400W and 45kHz for 1h, standing and cooling to room temperature, adding 45g of dicyclohexylcarbodiimide, heating to 50 ℃, stirring for 4h, cooling to room temperature, continuing stirring for 18h, filtering after the reaction is finished, and drying the residue at 80 ℃ for 4h after washing for 3 times to obtain the aminated carbon nano tube;
and X3, weighing 10g of the aminated carbon nano tube in the step X2, adding into 500mL of N, N-dimethylformamide, adding 103g of 3- (1-naphthyl) -2-acetone and 75g of acetic acid, stirring at room temperature for 2 hours, adding 263g of sodium triacetoxyborohydride, stirring for 50 hours after the addition, adding brine for dilution after the reaction, filtering, washing the residue with water for three times, and drying at 80 ℃ for 12 hours to obtain the modified carbon nano tube.
Example 4
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 40g of modified carbon nano tube, fully stirring and mixing, standing for 6h, and defoaming to obtain the high-temperature-resistant pressure-sensitive adhesive.
The preparation method of the modified carbon nano tube comprises the following steps:
x1, adding 10g of carbon nano tube and 30g of potassium permanganate into 300mL of concentrated sulfuric acid, stirring for 4 hours, and heating to 50 ℃ for reaction for 6 hours; 100mL of water is added, the temperature is raised to 70 ℃ and the mixture is stirred for 30min, the mixture is stood still and cooled to room temperature, and 30wt% of H is added 2 O 2 150mL, stirring for 8h, filtering after the reaction, adjusting the pH of the filtrate to be neutral, adding 500mL of 16wt% FeSO 4 ·7H 2 Ultrasonic treatment is carried out on the O aqueous solution at 400W and 45kHz for 0.5h, washing and filtering are carried out, and drying is carried out at 80 ℃ for 4h, thus obtaining the carbon oxide nano tube;
x2, weighing 10g of the carbon oxide nano tube in the step X1, adding into 500mL of N, N-dimethylformamide, adding 60g of ethylenediamine, heating to 60 ℃, adding 350g of thionyl chloride, carrying out ultrasonic treatment at 400W and 45kHz for 1h, standing and cooling to room temperature, adding 45g of dicyclohexylcarbodiimide, heating to 50 ℃, stirring for 4h, cooling to room temperature, continuing stirring for 18h, filtering after the reaction is finished, and drying the residue at 80 ℃ for 4h after washing for 3 times to obtain the aminated carbon nano tube;
and X3, weighing 10g of the aminated carbon nano tube in the step X2, adding into 500mL of N, N-dimethylformamide, adding 103g of 3- (1-naphthyl) -2-acetone and 75g of acetic acid, stirring at room temperature for 2 hours, adding 263g of sodium triacetoxyborohydride, stirring for 50 hours after the addition, adding brine for dilution after the reaction, filtering, washing the residue with water for three times, and drying at 80 ℃ for 12 hours to obtain the modified carbon nano tube.
Example 5
A preparation method of a high-temperature-resistant pressure-sensitive adhesive comprises the following steps:
mixing 500g of vinyl silicone oil and 400g of MQ resin, adding the mixture into 1.2L of ethyl acetate, adding 30g of Karstedt catalyst, 15g of hydrogen-containing silicone oil and 50g of modified carbon nano tube, fully stirring and mixing, standing for 6h, and defoaming to obtain the high-temperature-resistant pressure-sensitive adhesive.
The preparation method of the modified carbon nano tube comprises the following steps:
x1 willAdding 10g of carbon nano tube and 30g of potassium permanganate into 300mL of concentrated sulfuric acid, stirring for 4 hours, and heating to 50 ℃ for reaction for 6 hours; 100mL of water is added, the temperature is raised to 70 ℃ and the mixture is stirred for 30min, the mixture is stood still and cooled to room temperature, and 30wt% of H is added 2 O 2 150mL, stirring for 8h, filtering after the reaction, adjusting the pH of the filtrate to be neutral, adding 500mL of 16wt% FeSO 4 ·7H 2 Ultrasonic treatment is carried out on the O aqueous solution at 400W and 45kHz for 0.5h, washing and filtering are carried out, and drying is carried out at 80 ℃ for 4h, thus obtaining the carbon oxide nano tube;
x2, weighing 10g of the carbon oxide nano tube in the step X1, adding into 500mL of N, N-dimethylformamide, adding 60g of ethylenediamine, heating to 60 ℃, adding 350g of thionyl chloride, carrying out ultrasonic treatment at 400W and 45kHz for 1h, standing and cooling to room temperature, adding 45g of dicyclohexylcarbodiimide, heating to 50 ℃, stirring for 4h, cooling to room temperature, continuing stirring for 18h, filtering after the reaction is finished, and drying the residue at 80 ℃ for 4h after washing for 3 times to obtain the aminated carbon nano tube;
and X3, weighing 10g of the aminated carbon nano tube in the step X2, adding into 500mL of N, N-dimethylformamide, adding 103g of 3- (1-naphthyl) -2-acetone and 75g of acetic acid, stirring at room temperature for 2 hours, adding 263g of sodium triacetoxyborohydride, stirring for 50 hours after the addition, adding brine for dilution after the reaction, filtering, washing the residue with water for three times, and drying at 80 ℃ for 12 hours to obtain the modified carbon nano tube.
Test example 1
The pressure-sensitive adhesive prepared in the comparative examples and examples was coated on the surface of an aluminum foil and cured at 160 ℃ for 3 minutes to obtain a pressure-sensitive adhesive tape, which was subjected to primary adhesion and 180 ° peel strength tests, wherein the primary adhesion test was referred to "annular method for primary adhesion test of adhesive tape of GB/T31125-2014", the peel strength test was referred to "test method for peel strength of adhesive tape of GB/T2792-2014", and specific test results are shown in table 1.
TABLE 1 pressure sensitive adhesive performance test results table
| Experimental protocol | Initial adhesion/ball number | 180 ° peel strength |
| Comparative example 1 | 14 | 376.5 |
| Example 1 | 21 | 431.2 |
| Example 2 | 16 | 389.7 |
| Example 3 | 16 | 400.2 |
| Example 4 | 14 | 388.4 |
| Example 5 | 11 | 365.4 |
Comparison of comparative example 1 and examples 1-2 shows that the carbon nanotubes have poor compatibility with the polymer due to the structural characteristics of the carbon nanotubes themselves when the carbon nanotubes are not modified, and have poor dispersibility in the polymer, so that agglomeration is easy to occur, and the adhesive property of the pressure-sensitive adhesive is greatly affected. In the embodiment 1, the polar groups grafted on the surface of the carbon nano tube are subjected to covalent modification, so that the surface energy of the carbon nano tube can be reduced, the dispersion performance of the carbon nano tube is improved, and the carbon nano tube can also have the effects of hydrogen bonding, chemical crosslinking and the like with the polymer, so that the interface binding force between the carbon nano tube and the polymer is obviously enhanced. In addition, the naphthyl on the surface of the carbon nano tube after the reaction with 3- (1-naphthyl) -2-acetone can form pi-pi interaction with the carbon nano tube, and the non-covalent bonding ensures that the carbon nano tube has larger electrostatic repulsive interaction, so that aggregation of the carbon nano tube can be reduced, and the dispersibility of the carbon nano tube in organic silicon is improved. On the other hand, the comparison of the adhesive properties of examples 1 to 4 shows that the adhesive properties are significantly lowered even when the amount of the modified carbon nanotube added is too large.
Test example 2
The pressure-sensitive adhesive prepared in the comparative examples and examples was coated on the surface of an aluminum foil and cured at 160℃for 3 minutes to obtain a pressure-sensitive adhesive tape, which was cut to a size of 40X 40mm, stuck to a test steel plate, and then rolled back and forth three times under the weight of a press roller at a speed of 120 mm/s. And then placing the steel plate adhered with the adhesive tape to be tested on a hot bench at 250 ℃ for 30min, cooling to room temperature, removing the steel plate, recording the residual adhesive condition on the steel plate by using a scanner, calculating the percentage of the residual adhesive area to the total area, preparing three samples representing the sample with the same performance, testing respectively, and taking the average value of test results.
Table 2 pressure sensitive adhesive height Wen Can adhesive test results table
| Experimental protocol | Residual gum rate/% |
| Comparative example 1 | 1.0 |
| Example 1 | 0.3 |
| Example 2 | 0.6 |
| Example 3 | 0.3 |
| Example 4 | 0.2 |
| Example 5 | 0.2 |
For the organosilicon pressure-sensitive adhesive with a sea-island structure, the integral fluidity is enhanced due to the increase of the dissolution amount of the MQ resin and the enhancement of the molecular movement capability at high temperature, and the rest MQ resin aggregates are easy to deposit. Thus improving the gum residue problem may start with both reducing defect formation and preventing migration of small molecules to the edges. After the high-temperature-resistant filler is added into the organic silicon, the external migration of the MQ resin phase under the high-temperature condition is hindered, the migration efficiency is reduced, and the formation of residual glue is slowed down. The large specific surface area of the carbon nano tube leads to the wide distribution of the carbon nano tube in the pressure sensitive adhesive, so that the migration of MQ resin can be well prevented; and secondly, the carbon nano tube also provides sites for the MQ in the mobile phase to separate out into the MQ in the disperse phase, so that the aggregation of the MQ in the pressure-sensitive adhesive is reduced, the dispersity of the MQ in the pressure-sensitive adhesive is ensured, and the separation of residual adhesive onto the surface of the steel plate is reduced. In the embodiment 1, the dispersibility of the carbon nano tube in the organic silicon is improved by modifying the carbon nano tube, and the aggregation of the MQ resin in the pressure-sensitive adhesive is further reduced, so that the residual adhesive is not easy to occur. From the results of examples 3 to 5, it can be seen that the high temperature resistance of the pressure-sensitive adhesive is not affected when the amount of the modified carbon nanotubes is increased, and the probability of occurrence of residual glue at high temperature is reduced, but the carbon nanotubes are added into the silicone pressure-sensitive adhesive and other inorganic fillers similarly, and the problem of reduced adhesiveness exists when the addition amount is excessive, so that the addition amount of the carbon nanotubes is the most favorable for the overall performance of the pressure-sensitive adhesive.
The foregoing describes in detail preferred embodiments of the present invention. It should be understood that numerous modifications and variations can be made in accordance with the concepts of the invention by one of ordinary skill in the art without undue burden. Therefore, all technical solutions which can be obtained by logic analysis, reasoning or limited experiments based on the prior art by the person skilled in the art according to the inventive concept shall be within the scope of protection defined by the claims.
Claims (8)
1. The high-temperature-resistant pressure-sensitive adhesive is characterized by comprising the following raw materials in parts by weight: 40-70 parts of vinyl silicone oil, 40-60 parts of MQ resin, 2-5 parts of modified carbon nano tube, 100-120 parts of diluent, 2-4 parts of catalyst and 1-3 parts of cross-linking agent.
2. The pressure sensitive adhesive of claim 1, wherein: the diluent is selected from one or more of toluene, xylene and ethyl acetate.
3. The pressure sensitive adhesive of claim 1, wherein: the catalyst is a platinum catalyst.
4. The pressure sensitive adhesive of claim 1, wherein: the cross-linking agent is hydrogen-containing silicone oil.
5. The pressure-sensitive adhesive of claim 1, wherein the method for preparing the modified carbon nanotubes comprises the steps of:
adding carbon nano tubes and potassium permanganate into 3-concentrated sulfuric acid, stirring for 2-4 h, and heating to 30-60 ℃ for reaction for 2-6 h; adding water, heating to 60-70 ℃, stirring for 10-30 min, standing, cooling to room temperature, and adding 30wt% of H 2 O 2 Stirring for 8-10 h, filtering after the reaction is finished, regulating the pH of the filtrate to be neutral, adding 16wt% FeSO 4 ·7H 2 Carrying out ultrasonic treatment on the O aqueous solution for 0.5-1 h, washing, filtering and drying to obtain carbon oxide nanotubes;
x2, adding the carbon oxide nano tube obtained in the step X1 into N, N-dimethylformamide, adding ethylenediamine, heating to 50-80 ℃, adding thionyl chloride, carrying out ultrasonic treatment for 0.5-1 h, standing and cooling to room temperature, adding dicyclohexylcarbodiimide, heating to 40-60 ℃ and stirring for 2-4 h, cooling to room temperature, continuing stirring for 16-24 h, filtering after the reaction is finished, washing residues with water for 3 times, and drying to obtain the carbon amide nano tube;
and X3, adding the aminated carbon nano tube obtained in the step X2 into N, N-dimethylformamide, adding 3- (1-naphthyl) -2-acetone and acetic acid, stirring for 1-2 hours at room temperature, adding sodium triacetoxyborohydride, stirring for 48-60 hours after the addition, adding brine for dilution after the reaction is finished, filtering, washing residues with water for three times, and drying to obtain the modified carbon nano tube.
6. A method of preparing the pressure sensitive adhesive of any one of claims 1 to 5, comprising the steps of:
mixing vinyl silicone oil and MQ resin, adding the mixture into a diluent, adding a catalyst, a cross-linking agent and a modified carbon nano tube, fully stirring and mixing, standing and defoaming to obtain the organic silicon pressure-sensitive adhesive.
7. The method for preparing the pressure-sensitive adhesive as claimed in claim 6, wherein: the standing time is 5-8 h.
8. Use of the pressure sensitive adhesive as claimed in any one of claims 1 to 5 in lithium battery packaging.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311388315.3A CN117264597A (en) | 2023-10-25 | 2023-10-25 | High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202311388315.3A CN117264597A (en) | 2023-10-25 | 2023-10-25 | High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN117264597A true CN117264597A (en) | 2023-12-22 |
Family
ID=89210503
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202311388315.3A Pending CN117264597A (en) | 2023-10-25 | 2023-10-25 | High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN117264597A (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120195821A1 (en) * | 2011-02-01 | 2012-08-02 | Chang Gung University | Method for forming graphene nanoribbons |
| US20140242388A1 (en) * | 2013-02-27 | 2014-08-28 | Tokyo Institute Of Technology | Method of producing metal complex-supporting mesoporous material |
| CN112457525A (en) * | 2020-12-01 | 2021-03-09 | 江苏星途新材料科技有限公司 | Graphene composite flame-retardant material and preparation method thereof |
| CN116285769A (en) * | 2023-04-11 | 2023-06-23 | 斯迪克新型材料（江苏）有限公司 | Organosilicon pressure-sensitive adhesive tape and preparation method thereof |
-
2023
- 2023-10-25 CN CN202311388315.3A patent/CN117264597A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120195821A1 (en) * | 2011-02-01 | 2012-08-02 | Chang Gung University | Method for forming graphene nanoribbons |
| US20140242388A1 (en) * | 2013-02-27 | 2014-08-28 | Tokyo Institute Of Technology | Method of producing metal complex-supporting mesoporous material |
| CN112457525A (en) * | 2020-12-01 | 2021-03-09 | 江苏星途新材料科技有限公司 | Graphene composite flame-retardant material and preparation method thereof |
| CN116285769A (en) * | 2023-04-11 | 2023-06-23 | 斯迪克新型材料（江苏）有限公司 | Organosilicon pressure-sensitive adhesive tape and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 丁巧灵等: "" 醛/酮与胺还原烷基化反应的研究进展"", 《化工生产与技术》, vol. 19, no. 3, 25 June 2012 (2012-06-25), pages 24 - 27 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6270721B2 (en) | Adhesive sheet | |
| JP4839707B2 (en) | Double-sided adhesive tape and method for producing double-sided adhesive tape | |
| WO2009119220A1 (en) | Aqueous dispersion type acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive tape | |
| TWI232467B (en) | Paste for circuit connection, anisotropic conductive paste and uses thereof | |
| Xu et al. | Effect of polydopamine-modified multi-walled carbon nanotubes on the thermal stability and conductivity of UV-curable polyurethane/polysiloxane pressure-sensitive adhesives | |
| Yang et al. | Incorporation of liquid-like multiwalled carbon nanotubes into an epoxy matrix by solvent-free processing | |
| JP5028754B2 (en) | Water-dispersed acrylic pressure-sensitive adhesive composition and adhesive sheet using the same | |
| JP6044822B2 (en) | Thermal conductive adhesive tape | |
| CN117264597A (en) | High-temperature-resistant pressure-sensitive adhesive, preparation method and application thereof in lithium battery packaging | |
| TWI587761B (en) | Adhesive composition, film-like adhesive, adhesive sheet, circuit-connected body, method for connecting circuit component, use of adhesive composition, use of film-like adhesive and use of adhesive sheet | |
| JP3651624B2 (en) | Circuit connection member | |
| JP2018030971A (en) | Adhesive composition | |
| CN106085308A (en) | Pressure-sensitive cement being applied on polyvinyl chloride film and preparation method thereof and purposes | |
| CN110205079B (en) | Tear-resistant pressure-sensitive hot melt adhesive and preparation method thereof | |
| CN113897150B (en) | High-temperature-resistant anti-aging pressure-sensitive adhesive, preparation method thereof and aluminum foil tape with same | |
| TW201809188A (en) | Adhesive sheet | |
| JP7166052B2 (en) | Adhesive sheet | |
| JP7319630B2 (en) | Adhesive composition, method for producing adhesive composition, and adhesive film | |
| WO2011070864A1 (en) | Resin composition for aqueous adhesive, aqueous adhesive, adhesive sheet, and method for producing composition for aqueous adhesive | |
| JP2018123283A (en) | Laminate comprising cellulose nanofiber-containing support layer, and production method thereof | |
| CN114410244A (en) | Supramolecular polymer gel, preparation method thereof and application of supramolecular polymer gel as adhesive | |
| JP5028753B2 (en) | Water-dispersed acrylic pressure-sensitive adhesive composition and pressure-sensitive adhesive sheet using the same | |
| WO2014050369A1 (en) | Adhesive tape and method for producing adhesive tape | |
| JP2012046757A (en) | Adhesive for connecting circuit, and circuit connection method and connection body using the same | |
| JP4075409B2 (en) | Adhesive film and electrode connection structure using the same |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |