CN116004096B - Electrolyte-resistant hardening paint, adhesive tape for fixing battery cell and preparation method - Google Patents
Electrolyte-resistant hardening paint, adhesive tape for fixing battery cell and preparation method Download PDFInfo
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- CN116004096B CN116004096B CN202211621299.3A CN202211621299A CN116004096B CN 116004096 B CN116004096 B CN 116004096B CN 202211621299 A CN202211621299 A CN 202211621299A CN 116004096 B CN116004096 B CN 116004096B
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- layer
- hardening
- adhesive tape
- electrolyte
- modified epoxy
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- 239000002390 adhesive tape Substances 0.000 title claims abstract description 47
- 239000003792 electrolyte Substances 0.000 title claims abstract description 30
- 239000003973 paint Substances 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims description 9
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical class C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 30
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 26
- 239000000463 material Substances 0.000 claims abstract description 24
- 239000004814 polyurethane Substances 0.000 claims abstract description 20
- 229920002635 polyurethane Polymers 0.000 claims abstract description 20
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 19
- 239000003085 diluting agent Substances 0.000 claims abstract description 10
- 239000002904 solvent Substances 0.000 claims abstract description 10
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 claims abstract description 8
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000003607 modifier Substances 0.000 claims abstract description 4
- 239000010410 layer Substances 0.000 claims description 74
- 238000001723 curing Methods 0.000 claims description 21
- 239000012790 adhesive layer Substances 0.000 claims description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 238000001035 drying Methods 0.000 claims description 12
- 238000000576 coating method Methods 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 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 9
- 239000011248 coating agent Substances 0.000 claims description 9
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 claims description 8
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 8
- -1 silicon modified epoxy acrylate Chemical class 0.000 claims description 8
- 239000012965 benzophenone Substances 0.000 claims description 6
- 239000003292 glue Substances 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 5
- 238000000016 photochemical curing Methods 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 239000000853 adhesive Substances 0.000 abstract description 6
- 230000001070 adhesive effect Effects 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 description 18
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 12
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 9
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 8
- 239000012975 dibutyltin dilaurate Substances 0.000 description 8
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 6
- 239000005058 Isophorone diisocyanate Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 4
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 3
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 3
- 238000005452 bending Methods 0.000 description 3
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 230000007547 defect Effects 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- AWFYPPSBLUWMFQ-UHFFFAOYSA-N 2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]-1-(1,4,6,7-tetrahydropyrazolo[4,3-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CC2=C(CC1)NN=C2 AWFYPPSBLUWMFQ-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
- 241001391944 Commicarpus scandens Species 0.000 description 1
- OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910003849 O-Si Inorganic materials 0.000 description 1
- 229910003872 O—Si Inorganic materials 0.000 description 1
- FHKPLLOSJHHKNU-INIZCTEOSA-N [(3S)-3-[8-(1-ethyl-5-methylpyrazol-4-yl)-9-methylpurin-6-yl]oxypyrrolidin-1-yl]-(oxan-4-yl)methanone Chemical compound C(C)N1N=CC(=C1C)C=1N(C2=NC=NC(=C2N=1)O[C@@H]1CN(CC1)C(=O)C1CCOCC1)C FHKPLLOSJHHKNU-INIZCTEOSA-N 0.000 description 1
- 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 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000021164 cell adhesion Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- OBCUTHMOOONNBS-UHFFFAOYSA-N phosphorus pentafluoride Chemical compound FP(F)(F)(F)F OBCUTHMOOONNBS-UHFFFAOYSA-N 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000006748 scratching Methods 0.000 description 1
- 230000002393 scratching effect Effects 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing 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 discloses an electrolyte-resistant hardening paint, which comprises organosilicon modified epoxy acrylate resin, aliphatic polyurethane acrylate, octavinyl silsesquioxane, reactive diluent, photoinitiator and solvent; the modifier of the organosilicon modified epoxy acrylate resin is phenyl triethoxysilane and/or vinyl triethoxysilane; the mass ratio of the organosilicon modified epoxy acrylate resin to the aliphatic polyurethane acrylate is (1-4) based on nonvolatile matter: 1. the organosilicon modified epoxy acrylate resin and the aliphatic polyurethane acrylate are compounded, so that the curing shrinkage rate is reduced, and the adhesive force to a base material is improved; the mass ratio between the two is adjusted, so that the high hardness of the hardening layer is ensured, the flexibility is excellent, the stiffness of the adhesive tape is improved, and the electrolyte resistance of the hardening layer is improved.
Description
Technical Field
The invention relates to the technical field of coatings, in particular to an electrolyte-resistant hardening coating, an adhesive tape for fixing a battery cell and a preparation method thereof.
Background
An important ring in lithium battery production is to fix, insulate and protect the battery core, tab and termination of lithium ion battery by using adhesive tape. As the energy density of the lithium ion battery is continuously improved, the thickness of the adhesive tape is gradually reduced (smaller than 20 μm), and the structure of the conventional adhesive tape comprises a base material and an adhesive layer coated on the surface of the base material, so that the phenomenon of adhesive tape wrinkling is easy to occur.
CN114262574a discloses an adhesive tape and an electrochemical device comprising the adhesive tape, the adhesive tape comprises a composite film and an adhesive layer, the composite film comprises a base material and a hardening layer arranged on the surface of the base material, the hardening layer is prepared by curing a hardening liquid, and the hardening liquid comprises a prepolymer containing 3-9 olefine-based functional polyacrylate, a compound containing 1-2 olefine-based acrylates, a curing agent, a solvent and an initiator. The hardness of the obtained hardened layer is greatly improved due to the crosslinking density, but the brittleness is large, and the shrinkage rate greatly influences the adhesiveness with a base material; the polyacrylate prepolymer contains polyhydroxy, and the viscosity of the hardening liquid with hydrogen bonding is high, so that the processing is not facilitated; and the polar ester group and the hydroxyl functional group in the resin endow the resin with hydrophilicity, and the resin has poor water resistance and solvent resistance, especially poor tolerance to electrolyte.
Disclosure of Invention
The invention aims to overcome the defects in the prior art, and provides an electrolyte-resistant hardening paint, which is prepared by compounding organosilicon modified epoxy acrylate resin and aliphatic polyurethane acrylate, ensures high hardness of a hardening layer, has excellent flexibility, improves the stiffness of an adhesive tape, and improves the electrolyte resistance of the hardening layer.
In order to achieve the above technical effects, the technical scheme of the invention is as follows: an electrolyte-resistant hardening paint, which comprises organosilicon modified epoxy acrylate resin, aliphatic polyurethane acrylate, octavinyl silsesquioxane, reactive diluent, photoinitiator and solvent;
the modifier of the organosilicon modified epoxy acrylate resin is phenyl triethoxysilane and/or vinyl triethoxysilane;
the mass ratio of the organosilicon modified epoxy acrylate resin to the aliphatic polyurethane acrylate is (1-4) based on nonvolatile matter: 1.
the preferable technical scheme is as follows: the functionality of the aliphatic polyurethane acrylate is 4-9.
The preferable technical scheme is as follows: the addition amount of the octavinyl silsesquioxane is 0.1-2% of the total mass of the organosilicon modified epoxy acrylate resin and the aliphatic polyurethane acrylate.
The preferable technical scheme is as follows: the hardening paint comprises, by mass, 20-30 parts of an organosilicon modified epoxy acrylate resin, 10-20 parts of aliphatic polyurethane acrylate, 0.1-0.5 part of octavinyl silsesquioxane, 40-60 parts of an active diluent, 2-6 parts of a photoinitiator and 100-120 parts of a solvent.
The preferable technical scheme is as follows: the reactive diluent comprises 1, 6-hexanediol diacrylate and trimethylolpropane triacrylate, wherein the mass ratio of the 1, 6-hexanediol diacrylate to the trimethylolpropane triacrylate is 1: (0.6-0.8).
The preferable technical scheme is as follows: the photoinitiator comprises an acylphosphine oxide and a-hydroxyalkyl benzophenone. Further, the mass ratio of the acylphosphine oxide to the a-hydroxyalkyl benzophenone is 1:
(1.2～1.5)。
the preferable technical scheme is as follows: the solvent comprises ethyl acetate and propylene glycol methyl ether, and the mass ratio of the ethyl acetate to the propylene glycol methyl ether is 1: (1.5-2.5).
The second object of the present invention is to overcome the defects existing in the prior art, and to provide an adhesive tape for fixing a battery cell, which comprises a base material layer and an adhesive layer, wherein a hardening layer is arranged between the base material layer and the adhesive layer, and the hardening layer is prepared by curing the electrolyte-resistant hardening paint.
The invention aims to overcome the defects in the prior art and provides a preparation method of an adhesive tape for fixing a battery cell, which comprises the following steps:
s1: a base material is arranged, and one surface of the base material is coated with the electrolyte-resistant hardening paint to form a carrier with an uncured hardening layer;
s2: drying the carrier and photo-curing to form a hardening layer;
s3: coating the surface of the hardening layer with glue solution to form an adhesive tape with an uncured glue layer;
s4: drying and primarily solidifying the adhesive tape, and curing to obtain the adhesive tape for fixing the battery cell;
the ratio of the layer thickness of the hardening layer to the layer thickness of the adhesive layer is 1: (1.8-2.5), wherein the thickness of the hardened layer is 1-3 μm.
The preferable technical scheme is as follows: in S2, the continuous drying temperature is set as follows: 50+ -5 ℃, 85+ -5 ℃, 110+ -5 ℃, 130+ -5 ℃, 100+ -5 ℃, 90+ -5 ℃; the energy of ultraviolet light solidification is 700-900 mJ/cm 2 The method comprises the steps of carrying out a first treatment on the surface of the In S4, the continuous drying temperature is set as follows: 60+/-5 ℃, 100+/-5 ℃, 130+/-5 ℃, 110+/-5 ℃, 90+/-5 ℃, and the curing temperature is 45-50 ℃ and the curing time is more than 72 hours.
The invention has the advantages and beneficial effects that:
according to the electrolyte-resistant hardening paint, phenyl triethoxysilane and/or vinyl triethoxysilane are used for modifying epoxy acrylate resin, so that on one hand, the rigidity of the epoxy acrylate resin is kept, and meanwhile, the flexibility of the epoxy acrylate resin is improved, on the other hand, the viscosity of the epoxy acrylate resin is improved, the uniform distribution in the reaction crosslinking process is promoted, the hardness of a hardening layer is improved, and the stiffness of an adhesive tape is improved;
the organosilicon modified epoxy acrylate resin and the aliphatic polyurethane acrylate are compounded, so that the curing shrinkage rate of the hardening layer is reduced, and the adhesive force to the base material is improved; the mass ratio between the two is (1-4): 1, ensuring high hardness and excellent flexibility of a hardening layer, improving the stiffness of the adhesive tape and improving the electrolyte resistance of the hardening layer;
the addition of octavinyl silsesquioxane, in cooperation with the modifier, improves the electrolyte resistance of the hardening layer; further enhancing the stiffness of the adhesive tape and improving the adhesive force with the adhesive layer.
Detailed Description
The following describes the invention in further detail with reference to examples. The following examples are only for more clearly illustrating the technical aspects of the present invention, and are not intended to limit the scope of the present invention.
Suppliers (suppliers)
Irgacure184: basf;
acyl phosphine oxide (TPO): guangdong Kogyo materials science and technology Co., ltd;
octavinyl silsesquioxane: fosman technology (beijing) limited;
1, 6-hexanediol diacrylate: hubei Long Xin chemical industry Co., ltd;
trimethylolpropane triacrylate: the chemical industry Co.Ltd.
Adhesive tape for fixing battery cell
Also called a termination tape, is suitable for products with small battery cells, and the thickness of the layer of the tape is 12-16 mu m. For example, the battery pack is applied to intelligent home battery cells, mobile power supply battery cells, wireless earphone battery cells, intelligent watch battery cells and the like.
Hardening paint
The organosilicon modified epoxy acrylate resin improves the flexibility of the molecular chain of the epoxy acrylate resin through phenyl triethoxysilane, ensures the hardness of a hardening layer at the same time, and enhances the stiffness of the adhesive tape.
The organosilicon modified epoxy acrylate resin improves the flexibility of the molecular chain of the epoxy acrylate resin through vinyl triethoxysilane, unsaturated vinyl is crosslinked with aliphatic polyurethane acrylate, and the density of a crosslinked structure is adjusted, so that on one hand, si-O-Si bonds are locked to improve the flexibility and corrosion resistance of the molecular chain, on the other hand, the hardness of a hardening layer is ensured, and the stiffness of the adhesive tape is enhanced.
The hardening layer obtained by compounding the aliphatic polyurethane acrylate and the organosilicon modified epoxy acrylate resin has high hardness and good flexibility, reduces the curing shrinkage rate of the hardening layer and improves the adhesive force with a base material. The addition amount of the aliphatic urethane acrylate is too small, the hardness of the hardened layer is increased, but the adhesive tape is easy to break, the hardened layer is shrunk, and the adhesiveness with the adhesive layer and the base material is reduced.
The octavinyl silsesquioxane can further improve the hardness of the hardened layer and strengthen the stiffness of the adhesive tape. When the hardening layer is solidified to form a film, the octavinyl silsesquioxane not only can be crosslinked with the oligomer organosilicon modified epoxy acrylate resin and the aliphatic polyurethane acrylate, so that the crosslinking structure is changed, the density of the crosslinking structure of the hardening layer is improved, and further the hardness of the hardening layer is improved, and the chemical medium resistance, the corrosion resistance and the thermal stability are all improved; and the interface between the hardening layer and the adhesive layer forms a concave-convex structure due to phase separation, so that the contact area between the hardening layer and the adhesive layer is increased, and the unsaturated double bond and the adhesive layer are chemically crosslinked to improve the adhesiveness between the two. The addition amount of octavinyl silsesquioxane is excessive, the hardness of the hardened layer is reduced instead, particles are gathered to cause uneven film surface of the hardened layer, the adhesiveness of the adhesive layer and the hardened layer is affected, and the yield of the adhesive tape is reduced.
Reactive diluents include 1, 6-hexanediol diacrylate and trimethylolpropane triacrylate. The 1, 6-hexanediol diacrylate has low viscosity, good dilutability effect, excellent hardness performance, good adhesion with a base material, low curing shrinkage, and effective control of the layer thickness of a hardening layer, and meets the requirement of the thickness of the adhesive tape for fixing the battery core below 16 mu m. The trimethylolpropane triacrylate has low viscosity, good dilutability effect, and large hardness of the formed hardened layer, but has poor adhesion to the substrate, and the hardened layer formed by compounding the trimethylolpropane triacrylate has good weather resistance, chemical resistance and wear resistance, and excellent adhesion to the substrate.
The photoinitiator comprises an acylphosphine oxide and a-hydroxyalkylphenone. The curing speed of the acyl phosphine oxide is slower than that of alpha-hydroxyalkyl benzophenone, but the acyl phosphine oxide is favorable for deep curing of a hardening layer, the hardening film is resistant to yellowing, the curing is better and more sufficient, and the mechanical property of the hardening layer is better when the acyl phosphine oxide is compounded. Wherein, alpha-hydroxyalkyl benzophenone is Irgacure184.
Preparation method of organosilicon modified epoxy acrylate resin
(1) Preparation of epoxy acrylate: the molar ratio of the reactants bisphenol A epoxy acrylate (E-51, industrial grade, baling petrochemical) to acrylic acid (Taiwan plastic of China) is 1:2.1 mixing, carrying out ring opening and carboxyl esterification reaction on epoxy groups of reactants under the heating condition of 87 ℃, adding catalyst ethylenediamine (merck, 99.5% GC) accounting for 1.2% of the total mass of the reactants, adding polymerization inhibitor hydroquinone (merck) accounting for 0.06% of the total mass of the reactants, and stopping the reaction when the acid ester is stable to be lower than 5 mgKOH/g.
(2) Organosilicon modified epoxy acrylate resin sample 1: vinyl triethoxysilane (technical grade, qingdao Hengda new material technology) is added into the epoxy acrylate obtained in the step (1) and is dissolved in toluene, and the mole ratio of the vinyl triethoxysilane to bisphenol A epoxy acrylate is 1:2, dibutyl tin dilaurate (merck, 95%) as a catalyst and p-hydroxyanisole (merck, 99%) as a polymerization inhibitor, which are 1% of the total mass of the reactants, are added, and the reaction is carried out for 8 hours at 80 ℃.
(3) Organosilicon modified epoxy acrylate resin sample 2: adding phenyltriethoxysilane (Nanjing Netherd new material technology) into the epoxy acrylate obtained in the step (1), dissolving the phenyltriethoxysilane in toluene, wherein the adding amount of the phenyltriethoxysilane is 12% of the mass of the epoxy acrylate, adding dibutyltin dilaurate accounting for 1% of the total mass of reactants as a catalyst, and 0.1% of p-hydroxyanisole as a polymerization inhibitor, and reacting for 6 hours at the temperature of 90 ℃.
Preparation method of aliphatic polyurethane acrylic ester
(1) Aliphatic urethane acrylate (PUA-2, double bond functionality of 2): first, isophorone diisocyanate (IPDI) and hydroxyethyl methacrylate (HEMA) in a molar ratio of 1.1:1, adding IPDI and 0.1% of dibutyltin dilaurate (DBTDL) in a reactor, heating to 50+/-1 ℃, dropwise adding HEMA, carrying out heat preservation reaction at 60+/-1 ℃ after dropwise adding, titrating the-NCO group content of a reaction system by adopting a di-n-butylamine method, and dropwise adding phthalic anhydride polyester polyol (PAPP-2, hydroxyl functionality is 2 and Mn=400) when the-NCO group content reaches 6.10%, wherein the molar ratio of PAPP-2 to IPDI is 0.6:1, after the PAPP-2 is added dropwise, the reaction is carried out at 80 ℃, the di-n-butylamine method is adopted to titrate the content of-NCO groups in the reaction system, and when the content of-NCO groups is below 0.1%, the reaction is stopped.
(2) Aliphatic urethane acrylate (PUA-4, double bond functionality 4): first, isophorone diisocyanate (IPDI) and hydroxyethyl methacrylate (HEMA) in a molar ratio of 1.1:1, adding IPDI and 0.1% of dibutyltin dilaurate (DBTDL) in a reactor, heating to 50+/-1 ℃, dropwise adding HEMA, carrying out heat preservation reaction at 60+/-1 ℃ after dropwise adding, titrating the-NCO group content of a reaction system by adopting a di-n-butylamine method, and dropwise adding phthalic anhydride polyester polyol (PAPP-4, hydroxyl functionality is 4 and Mn=400) when the-NCO group content reaches 6.10%, wherein the molar ratio of PAPP-4 to IPDI is 0.3:1, after the PAPP-4 is added dropwise, the reaction is carried out at 80+/-1 ℃, the di-n-butylamine method is adopted to titrate the content of-NCO groups in the reaction system, and when the content of-NCO groups is below 0.1%, the reaction is stopped.
(3) Aliphatic urethane acrylate (PUA-6, double bond functionality 6): first, isophorone diisocyanate (IPDI) and pentaerythritol triacrylate (PET 3A) were taken in a molar ratio of 1.1:1, adding IPDI and 0.3 mass percent of dibutyltin dilaurate (DBTDL) into a reactor, dropwise adding PET3A when the temperature is raised to 60+/-1 ℃, carrying out heat preservation reaction at 60+/-1 ℃, titrating the-NCO group content of a reaction system by adopting a di-n-butylamine method, and dropwise adding phthalic anhydride polyester polyol (PAPP-2, hydroxyl functionality is 2 and Mn=400) when the-NCO group content reaches 6.10%, wherein the molar ratio of PAPP-2 to IPDI is 0.6:1, after the PAPP-2 is added dropwise, the reaction is carried out at 80+/-1 ℃ in a heat-preserving way, the di-n-butylamine method is adopted to titrate the content of-NCO groups in the reaction system, and when the content of-NCO groups is below 0.1%, the reaction is stopped.
The components of the hardening paint of the examples and comparative examples are shown in the following table 1 in parts by mass:
wherein the reactive diluent is 1, 6-hexanediol diacrylate and trimethylolpropane triacrylate, and the mass ratio is 1:0.6;
the mass ratio of the photoinitiator to the acyl phosphine oxide (TPO) to the alpha-hydroxyalkyl benzophenone (Irgacure 184) is 1:1.2.
the preparation method of the adhesive tape for fixing the battery cell comprises the following steps:
s1: preparing a base material of 10 μm, preparing an electrolyte-resistant hardening paint according to Table 1, and coating the electrolyte-resistant hardening paint on one surface of the base material to form a carrier having an uncured hardening layer;
s2: drying the carrier, wherein the continuous drying temperature is sequentially set as follows: 50 ℃,85 ℃,110 ℃,130 ℃,100 ℃ and 90 ℃; with an ultraviolet energy of 800mJ/cm 2 Solidifying to form a hardening layer, wherein the thickness of the hardening layer is 2 mu m;
s3: the surface of the hardened layer was coated with a glue solution of AS-3035, inc. of Adam adhesive articles, texas, to form a tape having an uncured glue layer.
S4: drying and preliminary curing the adhesive tape, wherein the continuous drying temperature is set as follows: 60 ℃,100 ℃,130 ℃,130 ℃,110 ℃ and 90 ℃; curing temperature is 50 ℃ and curing time is 72 hours, and the adhesive tape for fixing the battery cell is prepared, wherein the thickness of the adhesive layer is 4 mu m.
Performance test of the tape:
(1) Stiffness: material bending stiffness instrument HTS-TDY5120F. The adhesive tape sample for fixing the battery cell is horizontally placed with the length of 50mm and the width of 25mm, and excellent products meet the following conditions: the included angle between the bending plane of the sample and the horizontal plane is below 20 degrees; unqualified products: the included angle between the bending plane and the horizontal plane is more than 60 degrees.
(2) Electrolyte resistance test: adhering an aluminum foil to be used for fixing a battery cell as 5 samples, placing the samples in a tetrafluoroethylene bottle with the specification of 50mm long and 25mm wide, pouring electrolyte (containing ethylene carbonate, propylene carbonate, diethyl carbonate, dimethyl carbonate, methyl ethyl carbonate, lithium hexafluorophosphate, phosphorus pentafluoride and hydrofluoric acid) into the tetrafluoroethylene bottle to immerse the samples, sealing the tetrafluoroethylene bottle, and placing the tetrafluoroethylene bottle in an oven at the temperature of 85 ℃ for 12 hours; the qualified products meet the following conditions: the electrolyte does not change color; the adhesive tape does not fall off, shrink or bulge.
(3) Hundred cell adhesion test: the adhesion of the cured layer to the substrate was tested and the surface of the cured layer was not sized. Placing a carrier formed by a hardening layer and a base material on a stable horizontal plane, enabling the hardening layer to face upwards, scratching the carrier with the knife tip of a blade, enabling the knife tip to penetrate through the hardening layer but not penetrate into the base material, enabling the distance between scratches to be 1cm, and vertically and horizontally dividing 11 parallel knife scratches so that the trace lines are mutually perpendicular to each other to form 10 x 10 square grids; the special 3M-600 adhesive tape is stuck on the test square, and the adhesive tape is tightly pressed by using rubber, so that the 3M-600 adhesive tape is completely contacted and attached with the sample; after 1min, one end of the 3M-600 adhesive tape is held and pulled away rapidly towards the direction opposite to the angle of 180 degrees, and the test is carried out three times at the same position.
The evaluation standard is classified into 5 grades, and the sample is completely classified into 0 grade; the corners of the sample square are broken, and no whole lattice falls off to be 1 level; the corners of the sample square are seriously damaged, and 5% -10% of the whole square falls off to be level 2; the corners of the sample square are seriously damaged, and 11% -30% of the whole square falls off to be level 3; the corners of the sample square are seriously damaged, and 31% -50% of the whole square falls off to be level 4; more than 50% of the whole lattice falls off to 5 grades.
(4) Holding force: according to standard GB/T4851-2014, a standard adhesive tape (25 mm wide and 100mm long) is attached to a stainless steel plate, the upper end is aligned with a standard line, the redundant part of the lower end is cut off, a pressing roll of 2kg is used for back pressing three times and then is placed for 30min, the stainless steel plate attached with a sample is vertically hung on a test stand, a static state is kept, a weight of 500g is hung below the stainless steel plate, the falling time of the adhesive tape represents the adhesive holding force of the battery cell fixing adhesive tape, and the battery cell fixing adhesive tape is kept to be a qualified product for more than 24 h.
The results of the performance tests of the example and comparative tapes are shown in table 2 below:
| stiffness properties | Electrolyte resistant | Adhesion of hardened layer | Holding power/h | |
| Example 1 | 12° | Qualified product | Level 0 | Is greater than 24 hours |
| Example 2 | 15° | Qualified product | Level 0 | Is greater than 24 hours |
| Example 3 | 17° | Qualified product | Level 0 | Is greater than 24 hours |
| Example 4 | 25° | Failure to pass | 3 grade | Less than 24 hours |
| Example 5 | 14° | Qualified product | Level 0 | Is greater than 24 hours |
| Example 6 | 10° | Failure to pass | Level 1 | Less than 24 hours |
| Comparative example 1 | 21° | Failure to pass | Level 2 | Less than 24 hours |
| Comparative example 2 | 8° | Failure to pass | Grade 5 | Less than 24 hours |
In example 4, the functionality of the aliphatic urethane acrylate was 2, and the cured layer was mainly of a linear crosslinked structure, and thus had a negative effect on stiffness, electrolyte resistance, adhesion of the cured layer and holding power, as compared with example 1.
Example 6 the mass ratio of the silicone modified epoxy acrylic resin to the aliphatic urethane acrylate was increased, the hardness of the hardened layer was increased, and the viscosity of the hardened coating was increased during production without changing the amounts of reactive diluents and solvents, which negatively affected the electrolyte resistance, the adhesion of the hardened layer, and the holding power, as compared with example 1.
Comparative example 1 does not include octavinylsilsesquioxane, and the decrease in hardness of the cured layer results in the decrease in stiffness of the tape, with negative effects on electrolyte resistance, cured layer adhesion, and holding power, as compared to example 1.
Compared with the example 1, the hardening paint does not comprise aliphatic polyurethane acrylate, the toughness of the adhesive tape is reduced, the rigidity is enhanced, the stiffness is increased, but the obtained adhesive tape is easy to embrittle, and the curing shrinkage phenomenon is obvious in the processing process; electrolyte resistance, hardened layer adhesion and holding power are all negatively affected.
The foregoing is merely a preferred embodiment of the present invention, and it should be noted that it will be apparent to those skilled in the art that several modifications and variations can be made without departing from the technical principle of the present invention, and these modifications and variations should also be regarded as the scope of the invention.
Claims (7)
1. An electrolyte-resistant hardening paint is characterized by comprising organosilicon modified epoxy acrylate resin, aliphatic polyurethane acrylate, octavinyl silsesquioxane, a reactive diluent, a photoinitiator and a solvent;
the modifier of the organosilicon modified epoxy acrylate resin is phenyl triethoxysilane and/or vinyl triethoxysilane;
the mass ratio of the organosilicon modified epoxy acrylate resin to the aliphatic polyurethane acrylate is (1-4) based on nonvolatile matter: 1, a step of;
the addition amount of the octavinyl silsesquioxane is 0.1-2% of the total mass of the organic silicon modified epoxy acrylate resin and the aliphatic polyurethane acrylate;
the functionality of the aliphatic polyurethane acrylate is 4-9;
the hardening paint comprises, by mass, 20-30 parts of an organosilicon modified epoxy acrylate resin, 10-20 parts of aliphatic polyurethane acrylate, 0.1-0.5 part of octavinyl silsesquioxane, 40-60 parts of an active diluent, 2-6 parts of a photoinitiator and 100-120 parts of a solvent;
the reactive diluents include 1, 6-hexanediol diacrylate and trimethylolpropane triacrylate.
2. The electrolyte hardening resistant coating according to claim 1, wherein the mass ratio of 1, 6-hexanediol diacrylate and trimethylolpropane triacrylate is 1: (0.6 to 0.8).
3. The electrolyte hardening resistant coating according to claim 1, wherein the photoinitiator comprises an acylphosphine oxide and an a-hydroxyalkyl benzophenone.
4. The electrolyte hardening resistant coating according to claim 1, wherein the solvent comprises ethyl acetate and propylene glycol methyl ether, and the mass ratio of the ethyl acetate to the propylene glycol methyl ether is 1: (1.5-2.5).
5. An adhesive tape for fixing a battery cell, comprising a base material layer and an adhesive layer, and is characterized in that a hardening layer is arranged between the base material layer and the adhesive layer, and the hardening layer is prepared by curing the electrolyte-resistant hardening paint according to any one of claims 1-4.
6. The preparation method of the adhesive tape for fixing the battery cell is characterized by comprising the following steps of:
s1: disposing a substrate, and coating the electrolyte-resistant hardening paint according to any one of claims 1 to 4 on one surface of the substrate to form a carrier having an uncured hardening layer;
s2: drying the carrier and photo-curing to form a hardening layer;
s3: coating the surface of the hardening layer with glue solution to form an adhesive tape with an uncured glue layer;
s4: drying and primarily solidifying the adhesive tape, and curing to obtain the adhesive tape for fixing the battery cell;
the ratio of the layer thickness of the hardening layer to the layer thickness of the adhesive layer is 1: (1.8-2.5), wherein the thickness of the hardened layer is 1-3 μm.
7. The method for preparing a tape for fixing a battery cell according to claim 6, wherein,
in S2, the continuous drying temperature is set as follows: 50+ -5 ℃, 85+ -5 ℃, 110+ -5 ℃, 130+ -5 ℃, 100+ -5 ℃, 90+ -5 ℃; the energy of ultraviolet light curing is 700-900 mJ/cm 2 ；
In S4, the continuous drying temperature is set as follows: 60+/-5 ℃, 100+/-5 ℃, 130+/-5 ℃, 110+/-5 ℃, 90+/-5 ℃, and curing temperature of 45-50 ℃ and curing time of more than 72 hours.
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| CN103314066A (en) * | 2010-11-23 | 2013-09-18 | 粘合剂研究股份有限公司 | Reactive conductive pressure-sensitive adhesive tape |
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| CN103314066A (en) * | 2010-11-23 | 2013-09-18 | 粘合剂研究股份有限公司 | Reactive conductive pressure-sensitive adhesive tape |
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| CN114262574A (en) * | 2021-12-17 | 2022-04-01 | 宁德新能源科技有限公司 | Adhesive tape and electrochemical device comprising same |
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