CN117625091A - Positive electrode edge coating protection hot-pressing adhesive, and preparation and application thereof - Google Patents
Positive electrode edge coating protection hot-pressing adhesive, and preparation and application thereof Download PDFInfo
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- CN117625091A CN117625091A CN202311607080.2A CN202311607080A CN117625091A CN 117625091 A CN117625091 A CN 117625091A CN 202311607080 A CN202311607080 A CN 202311607080A CN 117625091 A CN117625091 A CN 117625091A
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 94
- 239000000853 adhesive Substances 0.000 title claims abstract description 75
- 238000007731 hot pressing Methods 0.000 title claims abstract description 64
- 238000000576 coating method Methods 0.000 title claims abstract description 55
- 239000011248 coating agent Substances 0.000 title claims abstract description 54
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 128
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 53
- -1 acrylic ester Chemical class 0.000 claims abstract description 20
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 39
- 239000003999 initiator Substances 0.000 claims description 29
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 238000001816 cooling Methods 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 18
- 238000006386 neutralization reaction Methods 0.000 claims description 17
- 238000007792 addition Methods 0.000 claims description 15
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 14
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 14
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 14
- 230000001681 protective effect Effects 0.000 claims description 14
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 12
- 238000001914 filtration Methods 0.000 claims description 12
- 239000003292 glue Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 11
- 238000002156 mixing Methods 0.000 claims description 10
- 239000002002 slurry Substances 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 9
- 230000003472 neutralizing effect Effects 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 9
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 8
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- 229910001593 boehmite Inorganic materials 0.000 claims description 7
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 claims description 7
- 239000002202 Polyethylene glycol Substances 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 229920001223 polyethylene glycol Polymers 0.000 claims description 6
- 238000004132 cross linking Methods 0.000 claims description 5
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 claims description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000004386 diacrylate group Chemical group 0.000 claims description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000000977 initiatory effect Effects 0.000 claims description 4
- 230000035484 reaction time Effects 0.000 claims description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 238000009740 moulding (composite fabrication) Methods 0.000 claims description 3
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 claims description 2
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 2
- OYUNTGBISCIYPW-UHFFFAOYSA-N 2-chloroprop-2-enenitrile Chemical compound ClC(=C)C#N OYUNTGBISCIYPW-UHFFFAOYSA-N 0.000 claims description 2
- TVONJMOVBKMLOM-UHFFFAOYSA-N 2-methylidenebutanenitrile Chemical compound CCC(=C)C#N TVONJMOVBKMLOM-UHFFFAOYSA-N 0.000 claims description 2
- UWHCZFSSKUSDNV-UHFFFAOYSA-N 3-(aziridin-1-yl)propanoic acid;2-ethyl-2-(hydroxymethyl)propane-1,3-diol Chemical compound OC(=O)CCN1CC1.OC(=O)CCN1CC1.OC(=O)CCN1CC1.CCC(CO)(CO)CO UWHCZFSSKUSDNV-UHFFFAOYSA-N 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical class C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 claims description 2
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 claims description 2
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 claims description 2
- 229920002635 polyurethane Polymers 0.000 claims description 2
- 239000004814 polyurethane Substances 0.000 claims description 2
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims 1
- 239000003792 electrolyte Substances 0.000 abstract description 25
- 230000005465 channeling Effects 0.000 abstract description 23
- 239000000463 material Substances 0.000 abstract description 13
- 239000011267 electrode slurry Substances 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 abstract description 6
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract description 4
- 229910052744 lithium Inorganic materials 0.000 abstract description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 15
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 12
- 239000002313 adhesive film Substances 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 7
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 238000004026 adhesive bonding Methods 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 230000008961 swelling Effects 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 239000006257 cathode slurry Substances 0.000 description 4
- 239000006255 coating slurry Substances 0.000 description 4
- 238000005520 cutting process Methods 0.000 description 4
- 230000003247 decreasing effect Effects 0.000 description 4
- 238000004321 preservation Methods 0.000 description 4
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 3
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 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
- 230000001276 controlling effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000011837 N,N-methylenebisacrylamide Substances 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 239000007774 positive electrode material Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention belongs to the technical field of lithium battery materials and adhesives, and discloses a positive electrode edge coating protection hot-pressing adhesive, and preparation and application thereof. The hot-pressing adhesive is prepared by copolymerization of acrylic monomers, acrylic ester monomers, oil-soluble monomers and modified monomers in a solvent NMP, wherein the mass percentage of each monomer is as follows: 5-12% of acrylic monomer, 45-80% of acrylic monomer, 10-40% of oil-soluble monomer and 1-10% of modified monomer. The hot-pressing adhesive is an oily polymer adhesive, is mainly applied to the adhesive coating the edge of the positive electrode plate, can effectively adhere the positive electrode and the diaphragm, remarkably improves the electrolyte resistance of the positive electrode and solves the problem of channeling with positive electrode slurry.
Description
Technical Field
The invention belongs to the technical field of lithium battery materials and adhesives, and particularly relates to a protective hot-pressing adhesive for coating an anode edge, and preparation and application thereof.
Background
Lithium crystallization occurs in the lithium ion battery in the repeated cycling process, and the separator may be pierced to cause direct contact between the anode and the cathode, so that a short circuit occurs. An edge-applied glue (edge-coated glue) coating is required to protect it; meanwhile, in the cutting process, the equipment needs to identify and cut the edge of the pole piece, and the traditional process can lead to cutting dislocation or damage to the positive pole material area when cutting directly, so that the existence of side gluing can ensure the normal cutting processing of the pole piece; and the bonding between the pole piece and the diaphragm can ensure that the bonding between the pole piece and the diaphragm is stable, so that the risk of dislocation is avoided. The application process of the edge coating adhesive in the anode edge coating protection mainly comprises the steps of mixing the edge coating adhesive with boehmite, coating the mixture into a film, and then carrying out hot pressing on the film by using the film to ensure that the film and the film are effectively bonded.
The polyacrylate has adhesiveness, can be used as pressure-sensitive adhesive and heat-sensitive adhesive, and is widely used for packaging or encapsulating articles for daily use and electronic products. However, when a general acrylate binder is used for the positive electrode edge coating protection, it has the following problems: 1. poor wettability and large surface energy gap for PP membrane lead to weak adhesion; 2. the positive electrode slurry and the cathode slurry have serious material channeling problems (the material channeling refers to the interpenetration of the side-gluing slurry and the cathode slurry caused by the difference of the surface tension and the properties of the side-gluing slurry and the cathode slurry when the side-gluing slurry and the cathode slurry are simultaneously contacted, and the two materials are not two well-defined materials, which also cause abnormal coating, so that the side-gluing slurry has higher requirements on the material channeling performance, and the material channeling does not occur in the processing process; 3. electrolyte resistance is generally low.
Therefore, the polyacrylate adhesive which can be directly polymerized in NMP, can be suitable for the coating protection of the edge of the positive electrode and can improve the anti-channeling performance of the positive electrode slurry has wide market prospect.
Disclosure of Invention
Aiming at the defects and shortcomings of the prior art, the primary purpose of the invention is to provide a preparation method of a protective hot-pressing adhesive for coating the edge of a positive electrode.
The invention also aims to provide the positive electrode edge coating protective hot-pressing adhesive prepared by the method.
The invention further aims to provide the application of the positive electrode edge coating protection hot-pressing adhesive in the bonding of the positive electrode plate and the diaphragm.
The invention aims at realizing the following technical scheme:
the positive electrode edge coating protection hot-pressing adhesive is prepared by copolymerization reaction of an acrylic monomer, an oil-soluble monomer and a modified monomer in a solvent NMP (N-methylpyrrolidone), wherein the mass percentage of each monomer is as follows: 5-12% of acrylic monomer, 45-80% of acrylic monomer, 10-40% of oil-soluble monomer and 1-10% of modified monomer.
Further, the acrylic monomer is acrylic acid or methacrylic acid.
Further preferably, the acrylic monomer is a partially neutralized acrylic monomer, and the degree of neutralization of the partially neutralized acrylic monomer is 10% to 100%; more preferably, the neutralization degree is 40% to 90%.
Further, the acrylic monomer is at least one of methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl (meth) acrylate, lauryl (meth) acrylate, C13-C16 (meth) acrylate, stearyl (meth) acrylate, alkoxyphenol acrylate, and glycidyl (meth) acrylate.
Further preferably, the acrylic monomer is a mixture of at least one short-chain acrylic monomer of methyl (meth) acrylate and ethyl (meth) acrylate and at least one long-chain acrylic monomer of butyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl (meth) acrylate, lauryl (meth) acrylate, C13-C16 (meth) acrylate, and stearyl (meth) acrylate; wherein the mass ratio of the short-chain acrylic ester monomer to the long-chain acrylic ester monomer is 2:1-0:1.
Further, the oil-soluble monomer is at least one of acrylonitrile, methacrylonitrile, alpha-chloroacrylonitrile, alpha-ethylacrylonitrile and styrene; the modified monomer is at least one of acrylamide, methacrylamide, N-methylol acrylamide, N-hydroxyethyl acrylamide, N-methylacrylamide, N-dimethylacrylamide, itaconic acid, hydroxyethyl acrylate and hydroxyethyl methacrylate.
Further, the hot-pressing glue also contains 0-1% of crosslinking monomer; the crosslinking monomer is at least one of divinylbenzene, polyethylene glycol (200-600) diacrylate, polyethylene glycol (200-600) dimethacrylate, N-methylene bisacrylamide, pentaerythritol triacrylate, pentaerythritol tetraacrylate, trimethylolpropane triacrylate, trimethylolpropane tri (3-aziridinyl propionate), polyurethane acrylate, tripropylene glycol diacrylate, dipropylene glycol diacrylate and ethoxylated (30) bisphenol A diacrylate.
The preparation method of the anode edge coating protection hot-pressing adhesive comprises the following preparation steps:
(1) Uniformly stirring and mixing an acrylic monomer, an oil-soluble monomer and a modified monomer to obtain a mixed monomer solution;
(2) Mixing part of mixed monomer solution with NMP solvent, stirring, dissolving uniformly, heating to initiation temperature, and dripping initiator to perform first-stage reaction;
(3) And (3) dropwise adding the rest mixed monomer solution and an initiator to perform a second-stage reaction, cooling, neutralizing, cooling and filtering after the reaction is finished, and obtaining the anode edge coating protection hot-pressing adhesive.
Further, the addition amount of the solvent NMP is 0.5 to 5 times of the total mass of the mixed monomer solution.
Further, in the step (2), the part of the mixed monomer solution refers to a mixed monomer solution of which the total mass is 20% -50%.
Further, the initiator is at least one of benzoyl peroxide, azodiisobutyronitrile and azodiisoheptonitrile; the addition amount of the initiator is 0.1% -2% of the total mass of the mixed monomer solution; the initiation temperature is 30-100 ℃.
Further, the reaction time of the first-stage reaction is 0.5-2 h; the reaction time of the second stage reaction is 2-24 h.
The application of the positive electrode edge coating protection hot-pressing glue in the bonding of the positive electrode plate and the diaphragm.
Further, the application method comprises the following steps: and (3) coating protective hot-pressing glue on the edge of the positive electrode, mixing the protective hot-pressing glue with boehmite, homogenizing, coating, drying and forming a film from the obtained slurry, and then carrying out hot-pressing bonding with a diaphragm at 80-100 ℃.
Compared with the prior art, the invention has the beneficial effects that:
(1) The monomer and the polymer of the hot-pressing adhesive can be directly polymerized in NMP, the product does not need to separate a solvent, and the product does not need to be added into NMP for dissolution and use in the subsequent application, so that the stability of the product is ensured, and the cost can be effectively reduced.
(2) The hot-pressed adhesive is an oily polymer adhesive, is mainly applied to the bonding of the edge coating of the positive pole piece, realizes effective softening of a sample by adjusting the Tg of materials according to different monomer proportions, has a lower softening point, and can be bonded with a diaphragm base film through hot pressing at a certain temperature (80-100 ℃) to realize stable bonding of the positive pole piece and the diaphragm; dislocation in the rapid coating process is avoided; meanwhile, the lithium ion battery has stable electrolyte tolerance and electrical insulation, and the dangers such as short circuit and the like can be effectively avoided when the lithium crystal puncture occurs on the diaphragm.
(3) According to the hot-pressing adhesive disclosed by the invention, the type of a material monomer is regulated, and the softening point, cohesion, surface tension and electrolyte swelling resistance of the polymer hot-pressing adhesive are regulated by controlling the addition amount range of an acrylic monomer, an oil-soluble monomer and a modified monomer and the neutralization degree of an acrylic monomer, so that the polymer hot-pressing adhesive has good hot-pressing adhesive property, channeling-preventing property and electrolyte resistance, and the obtained hot-pressing adhesive product can be coated with a small amount of adhesive liquid at the edge of a positive plate, realize effective adhesion and effectively reduce cost and improve product performance.
(4) According to the invention, the acrylic ester monomer with a long chain is further introduced, and the bonding to the PP base film and the channeling resistance and the electrolyte resistance of the PP base film are effectively improved by controlling the proportion range of the long-chain acrylic ester monomer.
Drawings
Fig. 1 is a state diagram of the hot-press bond with PP separator after the hot-press bond binder mixed boehmite obtained in example 1 is coated and dried to form a film.
Fig. 2 is a graph showing the results of testing the positive electrode slurry channeling resistance at normal temperature for 5 minutes of the hot-pressed adhesive binder obtained in example 1.
Detailed Description
The present invention will be described in further detail with reference to examples, but embodiments of the present invention are not limited thereto.
The product properties in the following examples were tested as follows:
(1) Softening point test:
and (5) coating and drying the hot-pressed adhesive, and testing the softening point of the pure adhesive film.
(2) Peel strength test:
mixing the hot-pressed adhesive and boehmite according to the mass ratio of 1:5, homogenizing, coating, drying and forming a film from the obtained slurry, then carrying out hot-pressed adhesion with a PP diaphragm, peeling upwards at 180 ℃, and testing the peeling strength by using a universal mechanical stretcher.
(3) Positive electrode slurry channeling resistance:
and mixing the hot-pressing adhesive and boehmite according to the mass ratio of 1:5, homogenizing to obtain uniform slurry, and filtering to obtain the anode edge coating slurry. And adding PVDF into NMP, stirring, dissolving uniformly, adding conductive carbon, dispersing for 2 hours, adding ternary positive electrode material, dispersing for 2 hours at high speed, and filtering to obtain positive electrode slurry. Sucking a certain amount of positive electrode edge coating slurry and positive electrode slurry by using a suction pipe, enabling the two slurries to be contacted together, observing the channeling phenomenon of the slurries, and observing the time for which the two materials are obviously permeated.
(4) Electrolyte resistance:
and mixing the hot-pressing adhesive with boehmite according to the mass ratio of 1:5, homogenizing, and filtering to obtain the anode edge coating slurry. And (3) coating the anode edge coating slurry on an aluminum foil, drying the aluminum foil to form a film, and performing hot-press bonding with a PP diaphragm at 80-100 ℃ to obtain the anode plate. The positive electrode sheet was immersed in an electrolyte, and the mass swelling ratio (swelling ratio= (mass after swelling of the adhesive film-initial mass of the adhesive film)/initial mass of the adhesive film ×100%) and the appearance of the sheet (observation of whether the adhesive film and the separator had cracking or falling off on the sheet) after immersing for 7d at 60 ℃ in the electrolyte were tested.
Example 1
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) Adding 5g of acrylic acid (neutralization degree is 80%), 20g of an oil-soluble monomer polymerization unit, 10g of methyl methacrylate, 40g of butyl acrylate, 10g of acrylamide and 5g of hydroxyethyl acrylate into a beaker, and stirring to obtain a uniform phase A; a30 wt% solution was taken from phase A as phase B.
(2) 200g of NMP and phase B are added into a beaker, stirred uniformly, heated to 80 ℃, and a solution containing 0.2g of initiator benzoyl peroxide is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator benzoyl peroxide for 2 hours, and continuing to perform heat preservation reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator benzoyl peroxide, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
The different oil-soluble monomer polymerized units were selected according to Table 1, and the product properties were tested and the results were as follows:
TABLE 1 Hot-pressed adhesive Properties from different oil-soluble monomers
As shown in the results of Table 1, the hot-press adhesive binder obtained by using the different oil-soluble monomers of the invention has good hot-press adhesion performance, channeling-preventing performance and electrolyte resistance.
The state diagram of the hot-press adhesive obtained in this example, after the film is formed by coating and drying, is shown in fig. 1.
The test result graph of the positive electrode slurry channeling resistance of the hot-pressed adhesive obtained in the embodiment at normal temperature for 5min is shown in fig. 2 (the test sample oil-soluble monomer is selected as acrylonitrile).
Example 2
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) 5g of acrylic acid (neutralization degree is 90%), 20g of acrylonitrile, 10g of methyl methacrylate, 40g of isobornyl acrylate and 15g of modified monomer are added into a beaker and stirred to obtain a uniform phase A; a40 wt% solution was taken from phase A as phase B.
(2) 300g of NMP and phase B are added into a beaker, stirred uniformly, heated to 80 ℃, and a solution containing 0.2g of initiator azodiisobutyronitrile is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator azodiisobutyronitrile for 2 hours, and keeping the temperature for reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator azodiisobutyronitrile, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
The different modified monomers were selected according to Table 2, and the product properties were tested and the results were as follows:
TABLE 2 Hot-pressed adhesive Properties from different modified monomers
As shown in the results of Table 2, the hot-press adhesive binder obtained by using the different modified monomers of the invention has good hot-press adhesion performance, channeling-preventing performance and electrolyte resistance.
Example 3
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) Adding 5g of acrylic acid with different neutralization degrees, 20g of acrylonitrile, 10g of methyl methacrylate, 40g of butyl acrylate, 10g of acrylamide, 5g of hydroxyethyl acrylate and 0.3g of trimethylolpropane triacrylate into a beaker, and stirring to obtain a uniform phase A; a20 wt% solution was taken from phase A as phase B.
(2) 200g of NMP and phase B are added into a beaker, stirred uniformly, heated to 80 ℃, and a solution containing 0.2g of initiator benzoyl peroxide is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator benzoyl peroxide for 2 hours, and continuing to perform heat preservation reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator benzoyl peroxide, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
Acrylic acid with different neutralization degrees was selected according to table 3, and the product properties were tested, and the results are shown below:
TABLE 3 Hot-pressed adhesive Properties from acrylic acid of different degrees of neutralization
As shown in the results of Table 3, with the increase of the neutralization degree of the acrylic acid, the adhesive property, the channeling resistance and the electrolyte resistance of the obtained hot-pressed adhesive show a trend of improving, and the good hot-pressed adhesive property, the channeling resistance and the electrolyte resistance can be achieved within the neutralization degree of 10% -100%, but the corresponding property is reduced after the neutralization degree reaches 100%, and the optimal comprehensive property can be achieved with the neutralization degree of 40% -90%.
Example 4
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) Acrylic acid with different mass (neutralization degree is 50%), 10g acrylonitrile, 20g methyl methacrylate, 40g isooctyl acrylate, 5g isobornyl acrylate, 5g acrylamide, 5g hydroxyethyl acrylate and 0.45g trimethylolpropane triacrylate are added into a beaker and stirred to obtain a uniform phase A; a50 wt% solution was withdrawn from phase A as phase B.
(2) 200g of NMP and phase B are added into a beaker, stirred uniformly, heated to 80 ℃, and a solution containing 0.2g of initiator benzoyl peroxide is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator benzoyl peroxide for 2 hours, and continuing to perform heat preservation reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator benzoyl peroxide, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
Acrylic acid of different quality was selected according to table 4 and the product properties were tested and the results are shown below:
TABLE 4 Hot-pressed glue adhesive Properties obtained with different acrylic additions
As can be seen from the results in Table 4, the adhesive property, the channeling resistance and the electrolyte resistance of the hot-pressed adhesive were significantly reduced without adding an acrylic monomer, and the adhesive did not meet the use requirements. With the increase of the addition amount of the acrylic acid monomer, the softening point of the obtained hot-pressed adhesive shows a trend of increasing, the peeling strength shows a trend of increasing firstly and then decreasing, and both the channeling resistance and the electrolyte resistance show a trend of increasing. The acrylic monomer has better hot-pressing viscosity performance, channeling resistance and electrolyte resistance in the addition range of 5-12%.
Example 5
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) Adding 5g of acrylic acid (the neutralization degree is 50%), 10g of acrylonitrile, acrylic ester monomers with different masses and compositions, 5g of acrylamide, 5g of hydroxyethyl acrylate and 0.45g of polyethylene glycol diacrylate into a beaker, and stirring to obtain a uniform phase A; a30 wt% solution was taken from phase A as phase B.
(2) NMP and phase B which are 2 times of the total mass of the mixed monomer solution are added into a beaker, and the mixture is stirred uniformly, heated to 80 ℃, and a solution containing 0.2g of initiator azodiisobutyronitrile is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator azodiisobutyronitrile for 2 hours, and keeping the temperature for reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator azodiisobutyronitrile, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
Acrylic monomers of different masses and compositions were selected according to Table 5, and the product properties were tested and the results were as follows:
TABLE 5 Hot-pressed adhesive Properties obtained from acrylic monomers of different masses and compositions
As shown in the results of Table 5, the adhesive property, the channeling resistance and the electrolyte resistance of the obtained hot-pressed adhesive are obviously reduced without adding the acrylic monomer, and the use requirement is not met. With the increase of the addition amount of the acrylic monomer, the softening point of the obtained hot-press adhesive shows a trend of decreasing, and the peeling strength shows a trend of increasing firstly and then decreasing. The acrylic ester monomer has better hot-pressing viscosity performance, channeling resistance and electrolyte resistance under the addition range of 45-80%. Meanwhile, under the condition that a long-chain acrylic monomer is not added, the bonding performance and electrolyte resistance of the obtained hot-pressing adhesive are obviously reduced. The hot-pressing adhesive has good hot-pressing adhesion performance, channeling resistance and electrolyte resistance under the condition that the mass ratio of the short-chain acrylic ester monomer ((methyl) acrylic ester and (methyl) acrylic ester) to the long-chain acrylic ester monomer is in the range of 2:1-0:1.
Example 6
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) Adding 5g of acrylic acid (neutralization degree is 50%), oil-soluble monomers with different addition amounts, 15g of methyl methacrylate, 30g of isooctyl acrylate, 15g of butyl acrylate, 5g of acrylamide, 5g of hydroxyethyl acrylate and 5g of isobornyl acrylate, and adding 0.3g of polyethylene glycol diacrylate into a beaker and stirring to obtain a uniform A phase; a30 wt% solution was taken from phase A as phase B.
(2) NMP and phase B which are 3 times of the total mass of the mixed monomer solution are added into a beaker, the mixture is stirred uniformly, the mixture is heated to 80 ℃, and a solution containing 0.2g of initiator azodiisobutyronitrile is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator azodiisobutyronitrile for 2 hours, and keeping the temperature for reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator azodiisobutyronitrile, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
The oil-soluble monomers were selected in different amounts according to Table 6, and the properties of the products were tested and the results were as follows:
TABLE 6 Hot-pressed adhesive Properties obtained with different amounts of oil-soluble monomer added
As is clear from the results in Table 6, the adhesive property, the channeling resistance and the electrolyte resistance of the hot-pressed adhesive were significantly reduced without adding an oil-soluble monomer, and the adhesive did not meet the use requirements. With the increase of the addition amount of the oil-soluble monomer, the softening point of the obtained hot-pressed adhesive has a trend of increasing, and the peeling strength, the channeling resistance and the electrolyte resistance have a trend of increasing and then decreasing. By adding the oil-soluble monomer which has strong polar bonds, the adhesive property can be improved; however, too much oil-soluble monomer can cause too much cohesive force of the adhesive film and hardening of the adhesive film due to higher Tg, thereby causing the adhesive property to be reduced; meanwhile, the surface tension of the oil-soluble monomer is larger, so that the surface tension of the oil-soluble monomer is increased, and the channeling resistance is reduced. The oil-soluble monomer has better hot-pressing viscosity performance, channeling resistance and electrolyte resistance under the addition range of 10-40%.
Example 7
The anode edge coating protection hot-pressing adhesive is prepared by the following method:
(1) 5g of acrylic acid (neutralization degree: 80%), 20g of acrylonitrile, 10g of methyl methacrylate, 40g of butyl acrylate, different amounts of a modifying monomer and 0.4g of N, N-methylenebisacrylamide were added into a beaker and stirred to obtain a uniform A phase; a30 wt% solution was taken from phase A as phase B.
(2) NMP and phase B which are 4 times of the total mass of the mixed monomer solution are added into a beaker, the mixture is stirred uniformly, the mixture is heated to 80 ℃, and a solution containing 0.2g of initiator benzoyl peroxide is added dropwise for reaction for 1h.
(3) Simultaneously dripping the rest A phase and the solution containing 0.4g of initiator benzoyl peroxide for 2 hours, and continuing to perform heat preservation reaction for 4 hours after the dripping is completed; heating to 90 ℃, adding a solution containing 0.1g of initiator benzoyl peroxide, and continuing to react for 2 hours; cooling, neutralizing with amine, cooling and filtering to obtain the anode edge coating protection hot-pressing adhesive.
The modified monomers were selected in different amounts according to Table 7, and the properties of the products were tested as follows:
TABLE 7 Hot-pressed adhesive Properties obtained with different addition amounts of modified monomers
As is clear from the results of Table 7, a certain amount of the modifying monomer added can improve the adhesive property and solvent resistance of the hot-press adhesive. However, too high an amount of the modifying monomer may result in an increase in softening point and a decrease in adhesive property. The modified monomer has a thermal crosslinking effect, can strengthen the network structure of the polymer, and improves the electrolyte swelling resistance of the material; the modified monomer has strong polar bond, so that the adhesive property of the modified monomer can be improved; however, too much modifying monomer may cause excessive cohesion of the adhesive film and hardening of the adhesive film due to its higher Tg, thereby causing deterioration of adhesive properties. The modified monomer has better hot-pressing viscosity performance, channeling resistance and electrolyte resistance under the addition range of 1-10%.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.
Claims (11)
1. The anode edge coating protection hot-pressing adhesive is characterized by being prepared by copolymerization of acrylic monomers, acrylic ester monomers, oil-soluble monomers and modified monomers in a solvent NMP, wherein the mass percentage of each monomer is as follows: 5-12% of acrylic monomer, 45-80% of acrylic monomer, 10-40% of oil-soluble monomer and 1-10% of modified monomer.
2. The positive electrode edge coating protective hot-pressing adhesive according to claim 1, wherein the acrylic monomer is acrylic acid or methacrylic acid; the acrylic monomer is at least one of methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl (meth) acrylate, lauryl (meth) acrylate, C13-C16 (meth) acrylate, stearyl (meth) acrylate, alkoxyphenol acrylate and glycidyl (meth) acrylate.
3. The positive electrode edge coating protective hot-pressing adhesive according to claim 2, wherein the acrylic monomer is a mixture of at least one short-chain acrylic monomer of methyl (meth) acrylate and ethyl (meth) acrylate and at least one long-chain acrylic monomer of butyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl (meth) acrylate, lauryl (meth) acrylate, C13-C16 (meth) acrylate and stearyl (meth) acrylate; wherein the mass ratio of the short-chain acrylic ester monomer to the long-chain acrylic ester monomer is 2:1-0:1.
4. The positive electrode edge coating protective hot-pressing adhesive according to claim 1, wherein the acrylic monomer is a partially neutralized acrylic monomer, and the degree of neutralization of the partially neutralized acrylic monomer is 10% to 100%.
5. The positive electrode edge coating protective hot-pressing adhesive according to any one of claims 1 to 4, wherein the oil-soluble monomer is at least one of acrylonitrile, methacrylonitrile, α -chloroacrylonitrile, α -ethylacrylonitrile, styrene; the modified monomer is at least one of acrylamide, methacrylamide, N-methylol acrylamide, N-hydroxyethyl acrylamide, N-methylacrylamide, N-dimethylacrylamide, itaconic acid, hydroxyethyl acrylate and hydroxyethyl methacrylate.
6. The positive electrode edge coating protective hot-pressing adhesive according to claim 1, wherein the hot-pressing adhesive further comprises 0-1% of crosslinking monomer; the crosslinking monomer is at least one of divinylbenzene, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, N-methylene bisacrylamide, pentaerythritol triacrylate, pentaerythritol tetraacrylate, trimethylolpropane triacrylate, trimethylolpropane tri (3-aziridinyl propionate), polyurethane acrylate, tripropylene glycol diacrylate, dipropylene glycol diacrylate and ethoxylated bisphenol A diacrylate.
7. The method for preparing the hot-pressing adhesive for coating and protecting the edge of the positive electrode according to any one of claims 1 to 6, which is characterized by comprising the following preparation steps:
(1) Uniformly stirring and mixing an acrylic monomer, an oil-soluble monomer and a modified monomer to obtain a mixed monomer solution;
(2) Mixing part of mixed monomer solution with NMP solvent, stirring, dissolving uniformly, heating to initiation temperature, and dripping initiator to perform first-stage reaction;
(3) And (3) dropwise adding the rest mixed monomer solution and an initiator to perform a second-stage reaction, cooling, neutralizing, cooling and filtering after the reaction is finished, and obtaining the anode edge coating protection hot-pressing adhesive.
8. The method for preparing the positive electrode edge coating protective hot-pressing glue according to claim 7, wherein the addition amount of the solvent NMP is 0.5-5 times of the total mass of the mixed monomer solution; the part of the mixed monomer solution is mixed monomer solution with the total mass of 20% -50% of the mixed monomer solution.
9. The method for preparing the hot-pressing adhesive for protecting the edge of the positive electrode according to claim 7, wherein the initiator is at least one of benzoyl peroxide, azobisisobutyronitrile and azobisisoheptonitrile; the addition amount of the initiator is 0.1% -2% of the total mass of the mixed monomer solution; the initiation temperature is 30-100 ℃.
10. The method for preparing the anode edge coating protective hot-pressing glue according to claim 7, wherein the reaction time of the first-stage reaction is 0.5-2 h; the reaction time of the second stage reaction is 2-24 h.
11. The application of the positive electrode edge coating protection hot-pressing adhesive in the bonding of a positive electrode plate and a diaphragm as claimed in any one of claims 1 to 6, which is characterized in that the application method is as follows: and (3) coating protective hot-pressing glue on the edge of the positive electrode, mixing the protective hot-pressing glue with boehmite, homogenizing, coating, drying and forming a film from the obtained slurry, and then carrying out hot-pressing bonding with a diaphragm at 80-100 ℃.
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