CN117165214A - High-temperature-resistant composite adhesive tape and production process thereof - Google Patents
High-temperature-resistant composite adhesive tape and production process thereof Download PDFInfo
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- CN117165214A CN117165214A CN202311249689.7A CN202311249689A CN117165214A CN 117165214 A CN117165214 A CN 117165214A CN 202311249689 A CN202311249689 A CN 202311249689A CN 117165214 A CN117165214 A CN 117165214A
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- adhesive
- corrosion
- high temperature
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- 239000002390 adhesive tape Substances 0.000 title claims abstract description 49
- 239000002131 composite material Substances 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title description 5
- 230000007797 corrosion Effects 0.000 claims abstract description 57
- 238000005260 corrosion Methods 0.000 claims abstract description 57
- 239000010410 layer Substances 0.000 claims abstract description 55
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 48
- 239000004417 polycarbonate Substances 0.000 claims abstract description 48
- 239000000853 adhesive Substances 0.000 claims abstract description 45
- 230000001070 adhesive effect Effects 0.000 claims abstract description 45
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 30
- 239000000758 substrate Substances 0.000 claims abstract description 30
- 238000002360 preparation method Methods 0.000 claims abstract description 16
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 12
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims abstract description 12
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 12
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052710 silicon Inorganic materials 0.000 claims abstract description 12
- 239000010703 silicon Substances 0.000 claims abstract description 12
- 229920005989 resin Polymers 0.000 claims abstract description 10
- 239000011347 resin Substances 0.000 claims abstract description 10
- 239000012790 adhesive layer Substances 0.000 claims abstract description 9
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 7
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 7
- 239000003999 initiator Substances 0.000 claims abstract description 5
- 239000002994 raw material Substances 0.000 claims abstract description 3
- 229920000459 Nitrile rubber Polymers 0.000 claims description 19
- 239000011248 coating agent Substances 0.000 claims description 18
- 238000000576 coating method Methods 0.000 claims description 18
- 238000010438 heat treatment Methods 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 12
- 238000003756 stirring Methods 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 10
- 150000002009 diols Chemical class 0.000 claims description 10
- 238000007599 discharging Methods 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 10
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 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 8
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 229920001568 phenolic resin Polymers 0.000 claims description 8
- 239000005011 phenolic resin Substances 0.000 claims description 8
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 8
- YEXOWHQZWLCHHD-UHFFFAOYSA-N 3,5-ditert-butyl-4-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=CC(C(C)(C)C)=C1O YEXOWHQZWLCHHD-UHFFFAOYSA-N 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- VQHPRVYDKRESCL-UHFFFAOYSA-N 1-bromoadamantane Chemical compound C1C(C2)CC3CC2CC1(Br)C3 VQHPRVYDKRESCL-UHFFFAOYSA-N 0.000 claims description 5
- GXBYFVGCMPJVJX-UHFFFAOYSA-N Epoxybutene Chemical compound C=CC1CO1 GXBYFVGCMPJVJX-UHFFFAOYSA-N 0.000 claims description 5
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 238000004821 distillation Methods 0.000 claims description 4
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 claims description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 3
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 230000000630 rising effect Effects 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical group [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 3
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 3
- WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 claims description 2
- 238000004804 winding Methods 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract description 10
- 239000003792 electrolyte Substances 0.000 abstract description 10
- 229910052744 lithium Inorganic materials 0.000 abstract description 10
- 238000002791 soaking Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 13
- 238000010521 absorption reaction Methods 0.000 description 11
- 238000002329 infrared spectrum Methods 0.000 description 8
- 239000002346 layers by function Substances 0.000 description 8
- 238000005096 rolling process Methods 0.000 description 7
- 239000003292 glue Substances 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 125000003342 alkenyl group Chemical group 0.000 description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 238000007792 addition Methods 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 238000004566 IR spectroscopy Methods 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004971 Cross linker Substances 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical group C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- ICMWSAALRSINTC-UHFFFAOYSA-N penta-1,4-dien-3-ol Chemical compound C=CC(O)C=C ICMWSAALRSINTC-UHFFFAOYSA-N 0.000 description 1
- 238000004626 scanning electron microscopy Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
Landscapes
- Laminated Bodies (AREA)
Abstract
The invention relates to the technical field of adhesive tape preparation, and discloses a high-temperature-resistant composite adhesive tape, which comprises a release layer, a substrate layer and an adhesive layer; the release layer and the adhesive layer are distributed on two sides of the substrate layer; the substrate layer is a PET substrate layer; the release layer is a non-silicon release layer; the adhesive layer comprises the following raw materials: methyl methacrylate, hydroxyethyl acrylate, vinyl acetate, acrylic acid, a corrosion-resistant cross-linking agent, high-temperature-resistant polycarbonate, methylene dichloride, an antioxidant, tackifying resin and an initiator. The adhesive prepared by the invention has excellent high temperature resistance and corrosion resistance, and the adhesive tape prepared by the adhesive can stably exist in a high-temperature environment formed during the working of a lithium battery, can not lose adhesive force due to the sticky state of the adhesive tape caused by high temperature, can resist the corrosion of electrolyte, can prevent the problem of the falling of the adhesive tape caused by the soaking of the electrolyte, and has long service life.
Description
Technical Field
The invention relates to the technical field of adhesive tape preparation, in particular to a high-temperature-resistant composite adhesive tape and a production process thereof.
Background
The adhesive tape is a very practical product, whether the adhesive tape is used for packaging connection in daily life or protection and fixation in industrial production, the adhesive tape is widely applied in various fields, and particularly in the lithium battery assembly process, electronic components are usually required to be fixed and connected, the adhesive tape becomes an alternative for connecting and fixing the electronic components in the lithium battery due to the characteristics of low price and convenient use, but the lithium battery can generate heat in the circulating charge and discharge process, the adhesive tape can generate sticky phenomenon due to the rising of the battery temperature, the adhesive strength is reduced, the electrolyte in the lithium battery has corrosion effect, the adhesive tape is easily corroded by the electrolyte after being contacted with the electrolyte for a long time, so that the adhesive tape for the lithium battery needs to have excellent high temperature resistance and corrosion resistance, so that the adhesive tape can not be damaged or even shed off due to the high temperature and corrosion effect when the lithium battery works, and the working safety of the lithium battery is improved.
The patent with publication number CN112795326B discloses an impact-resistant termination adhesive tape for lithium ion batteries, the adhesive tape comprises an edge layer, a first functional layer and a second functional layer, wherein the first functional layer and the second functional layer are arranged on any side of the edge layer, the first functional layer and the second functional layer are mutually connected, the edge layer is a pressure-sensitive adhesive layer, and the first functional layer and the second functional layer deform and separate when the adhesive tape is contacted with electrolyte, so that gaps between a battery core and a shell can be filled, energy generated by vibration is absorbed, the damage to the battery due to vibration is reduced, and the service life of the battery is prolonged, but the problem that the adhesive tape resists high temperature is not solved, the adhesive tape is easy to be sticky due to heat generated by charging and discharging when the lithium ion battery works, and the adhesive strength of the adhesive tape is reduced for a long time, so that the safety of the lithium battery in working is influenced.
Disclosure of Invention
The invention aims to provide a high-temperature-resistant composite adhesive tape and a production process thereof, which solve the following technical problems: (1) The traditional adhesive tape is easily affected by high temperature, and the bonding strength is reduced; (2) Conventional adhesive tapes are susceptible to corrosion, resulting in problems of tape detachment.
The aim of the invention can be achieved by the following technical scheme:
a high temperature resistant composite adhesive tape comprises a release layer, a substrate layer and an adhesive layer; the release layer and the adhesive layer are distributed on two sides of the substrate layer; the substrate layer is a PET substrate layer; the release layer is a non-silicon release layer; the adhesive layer comprises the following raw materials in parts by weight: 8-12 parts of methyl methacrylate, 5-6 parts of hydroxyethyl acrylate, 6-10 parts of vinyl acetate, 10-15 parts of acrylic acid, 2-5 parts of corrosion-resistant cross-linking agent, 3-6 parts of high-temperature-resistant polycarbonate, 30-80 parts of dichloromethane, 1-2 parts of antioxidant, 2-3 parts of tackifying resin and 1-3 parts of initiator.
Further, the antioxidant is any one of 2, 6-di-tert-butyl-4-cresol, beta- (4-hydroxy-3, 5-di-tert-butylphenyl) propionic acid, 1,3, 5-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) -1,3, 5-triazinane-2, 4, 6-trione and 3, 5-di-tert-butyl-4-hydroxybenzoic acid; the tackifying resin is any one of rosin resin and phenolic resin; the initiator is any one of azodiisobutyronitrile and azodiisoheptonitrile.
Further, the preparation method of the corrosion-resistant cross-linking agent comprises the following preparation steps:
s1: placing the amino-terminated liquid nitrile rubber into dimethylbenzene, adding 4,4' - (hexafluoroisopropenyl) diphthalic anhydride and a composite catalyst, heating to 60-70 ℃ to react for 10-15h, and distilling under reduced pressure to obtain corrosion-resistant nitrile rubber;
s2: the corrosion-resistant nitrile rubber is placed in N, N-dimethylacetamide, 1, 4-pentadiene-3-alcohol and p-toluenesulfonic acid are added for temperature rising reaction, and the solvent is removed by rotary evaporation to obtain the corrosion-resistant cross-linking agent.
According to the technical scheme, under the action of the composite catalyst, the amino groups at the two ends of the amino-terminated liquid nitrile rubber structure are subjected to ring opening reaction with the anhydride groups in the 4,4' - (hexafluoroisopropenyl) diphthalic anhydride structure to obtain the corrosion-resistant nitrile rubber with carboxyl groups at the two ends, and under the action of the p-toluenesulfonic acid, the carboxyl groups at the two ends of the corrosion-resistant nitrile rubber are subjected to esterification reaction with the hydroxyl groups in the 1, 4-pentadiene-3-alcohol structure to obtain the dienyl-terminated corrosion-resistant cross-linking agent. The two active alkenyl groups respectively arranged at the two ends of the corrosion-resistant cross-linking agent can provide cross-linking sites in the synthesis process of the adhesive to form a network-shaped structure, so that the cohesive force of the adhesive is enhanced, the high temperature resistance and corrosion resistance of the adhesive are improved, fluorine elements with very low bond energy are also arranged in the structure, the elements can be dissociated to the surface of the adhesive to form an ordered arrangement structure, the carbon chains are protected, the electrolyte resistance of the adhesive is enhanced, and the service life of the composite adhesive tape is further prolonged.
Further, in step S1, the mass ratio of the composite catalyst is 1-3:3-10 of triethylamine and acetic anhydride.
Further, in the step S2, the temperature-rising reaction is to raise the temperature to 55-65 ℃ and react for 3-5h.
Further, the preparation method of the high-temperature-resistant polycarbonate comprises the following steps:
SS1: placing polycarbonate diol in toluene, introducing nitrogen, adding 3, 4-epoxy-1-butene and a catalyst, heating to 70-80 ℃ for reacting for 5-8 hours, and performing reduced pressure distillation to obtain a high-temperature-resistant polycarbonate intermediate;
SS2: and (3) placing the high-temperature-resistant polycarbonate intermediate in ethyl acetate, adding 1-bromoadamantane and pyridine, fully stirring for 6-8h, and distilling under reduced pressure to remove the solvent to obtain the high-temperature-resistant polycarbonate.
Through the technical scheme, the hydroxyl in the polycarbonate diol structure and 3, 4-epoxy-1-butene are subjected to ring opening reaction under the action of the catalyst to obtain the high-temperature-resistant polycarbonate intermediate with alkenyl, and the hydroxyl in the high-temperature-resistant polycarbonate intermediate structure and active bromine in the 1-bromoadamantane structure are subjected to substitution reaction under the action of pyridine to obtain the high-temperature-resistant polycarbonate. The unsaturated alkenyl in the high-temperature-resistant polycarbonate structure can participate in the synthesis process of the adhesive, a plurality of stable benzene ring structures and carbonyl groups in the structure can improve the high-temperature resistance and chemical stability of the adhesive, and the adamantane structure in the structure is a chair-shaped cyclohexane structure formed by continuous single bonds, has high symmetry and stability, can form a synergistic effect with the benzene ring and the carbonyl groups, and obviously enhances the high-temperature resistance of the adhesive.
Further, in step SS1, the catalyst is tetrabutylammonium bromide.
A production process of a high temperature resistant composite adhesive tape comprises the following steps:
placing methyl methacrylate, hydroxyethyl acrylate, vinyl acetate, acrylic acid, a corrosion-resistant cross-linking agent, high-temperature-resistant polycarbonate, an antioxidant and tackifying resin in methylene dichloride in parts by weight, fully stirring and mixing, adding azodiisobutyronitrile, heating in a water bath at 70-80 ℃ for 3-5 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing, and winding after finishing to obtain the composite adhesive tape.
Further, in the second step, the curing treatment is performed for 3-5min at 80-85 ℃.
Further, in the third step, the curing treatment is that the curing is carried out for 10-15min at 100-120 ℃.
The invention has the beneficial effects that:
according to the invention, the prepared adhesive has excellent high-temperature resistance and corrosion resistance by preparing the corrosion-resistant cross-linking agent and participating in the synthesis process of the adhesive, and the adhesive tape prepared by using the adhesive can stably exist in a high-temperature environment formed when a lithium battery works, can not lose adhesive force due to sticky adhesive caused by high temperature, can resist corrosion of electrolyte, can prevent the problem of tape falling caused by electrolyte soaking, and has long service life.
Of course, it is not necessary for any one product to practice the invention to achieve all of the advantages set forth above at the same time.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings that are needed for the description of the embodiments will be briefly described below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and that other drawings may be obtained according to these drawings without inventive effort for a person skilled in the art.
FIG. 1 is an infrared spectrum of an amino terminated liquid nitrile rubber, a corrosion resistant nitrile rubber, and a corrosion resistant cross-linking agent of example 1 of the present invention;
FIG. 2 is an infrared spectrum of a polycarbonate diol, a high temperature resistant polycarbonate intermediate, and a high temperature resistant polycarbonate of example 1 of the present invention;
FIG. 3 is a scanning electron microscope analysis of the adhesive of example 1 of the present invention.
Detailed Description
The following description of the embodiments of the present invention will be made clearly and completely with reference to the accompanying drawings, in which it is apparent that the embodiments described are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
1. Preparation of corrosion-resistant cross-linking agent
S1: 2ml of amino-terminated liquid nitrile rubber is placed in 30ml of dimethylbenzene, 3g of 4,4' - (hexafluoroisopropenyl) isophthalic anhydride, 0.5g of triethylamine and 1.5g of acetic anhydride are added, the temperature is raised to 60 ℃ for reaction for 10 hours, and the corrosion-resistant nitrile rubber is obtained after reduced pressure distillation;
s2: 3ml of corrosion-resistant nitrile rubber is placed in 30ml of N, N-dimethylacetamide, 1ml of 1, 4-pentadiene-3-alcohol and 0.05g of p-toluenesulfonic acid are added, the temperature is raised to 55 ℃ for reaction for 3 hours, and the solvent is removed by rotary evaporation, so that the corrosion-resistant cross-linking agent is obtained.
Characterization of amino-terminated liquid nitrile rubber, corrosion-resistant nitrile rubber and corrosion-resistant crosslinking agent by infrared spectroscopy, as can be seen from FIG. 1In infrared spectrum of the gel, 3456cm -1 The absorption peak of nitrogen-hydrogen bond in amino; in the infrared spectrum of the corrosion-resistant nitrile rubber, 3024cm -1 An absorption peak of a carbon-hydrogen bond in a benzene ring appears at 1726cm -1 The absorption peak of the carbon-oxygen double bond in the carboxyl appears at the position, and the original position is 3456cm -1 The absorption peak of the nitrogen-hydrogen bond in the amino group is basically disappeared, which indicates that the amino-terminated liquid nitrile rubber reacts with 4,4' - (hexafluoroisopropenyl) isophthalic anhydride; 3065cm in the IR spectrum of the corrosion-resistant crosslinker -1 An absorption peak of a carbon-hydrogen bond in alkenyl appears at 1726cm -1 The absorption peak at the carbon-oxygen double bond is significantly broadened due to the reaction of the corrosion-resistant nitrile rubber with 1, 4-pentadien-3-ol.
2. Preparation of high temperature resistant polycarbonate
SS1: 3ml of polycarbonate diol is placed in 60ml of toluene, nitrogen is introduced, 2ml of 3, 4-epoxy-1-butene and 0.3g of tetrabutylammonium bromide are added, the temperature is raised to 70 ℃ for reaction for 5 hours, and a high-temperature-resistant polycarbonate intermediate is obtained after reduced pressure distillation;
SS2: 3ml of the high temperature resistant polycarbonate intermediate was placed in 50ml of ethyl acetate, 2g of 1-bromoadamantane and 0.06g of pyridine were added, and the mixture was stirred sufficiently for 6 hours, and the solvent was distilled off under reduced pressure to obtain a high temperature resistant polycarbonate.
Characterization of polycarbonate diol, high temperature resistant polycarbonate intermediate and high temperature resistant polycarbonate by IR Spectroscopy, as can be seen from FIG. 2, the IR spectrum of polycarbonate diol is 3245cm -1 Absorption peak at hydroxyl group, 1718cm -1 Is characterized by an absorption peak of carbon-oxygen double bond in ester group of 3023cm -1 The absorption peak of the carbon-hydrogen bond in the benzene ring is shown; 3065cm in the IR spectrum of the high temperature polycarbonate intermediate -1 An absorption peak of a carbon-hydrogen bond in a carbon-carbon double bond appears, which indicates that the polycarbonate diol reacts with 3, 4-epoxy-1-butene; in the infrared spectrum of the high temperature resistant polycarbonate, 1051cm -1 The absorption peak of ether bond appears, which indicates that the high temperature resistant polycarbonate intermediate reacts with 1-bromoadamantane.
3. Preparation of composite adhesive tape
Step one, placing 8 parts of methyl methacrylate, 5 parts of hydroxyethyl acrylate, 6 parts of vinyl acetate, 10 parts of acrylic acid, 2 parts of corrosion-resistant cross-linking agent, 3 parts of high-temperature-resistant polycarbonate, 1 part of 2, 6-di-tert-butyl-4-cresol and 2 parts of rosin resin in 30 parts of dichloromethane, fully stirring and mixing, adding 1 part of azobisisobutyronitrile, heating in a water bath at 70 ℃ for 3 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 3min at 80 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 10min at 100 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
The morphology of the adhesive was analyzed by scanning electron microscopy, and as can be seen from fig. 3, the adhesive consisted of a network structure of cross-links with each other, due to the corrosion-resistant cross-linking agent providing cross-linking active sites in the adhesive base material, which was caused by the initiation of azobisisobutyronitrile to form a network structure.
Example 2
Preparation of composite adhesive tape
Step one, placing 10 parts of methyl methacrylate, 5.5 parts of hydroxyethyl acrylate, 8 parts of vinyl acetate, 13 parts of acrylic acid, 4 parts of corrosion-resistant cross-linking agent, 4 parts of high-temperature-resistant polycarbonate, 1.5 parts of 3, 5-di-tert-butyl-4-hydroxybenzoic acid and 2.5 parts of phenolic resin in 50 parts of dichloromethane, fully stirring and mixing, adding 2 parts of azodiisoheptonitrile, heating in a water bath at 75 ℃ for 4 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 4min at 83 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 12min at 110 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Wherein the method for preparing the corrosion-resistant cross-linking agent and the high-temperature-resistant polycarbonate is the same as that of the example 1.
Example 3
Step one, placing 12 parts of methyl methacrylate, 6 parts of hydroxyethyl acrylate, 10 parts of vinyl acetate, 15 parts of acrylic acid, 5 parts of corrosion-resistant cross-linking agent, 6 parts of high-temperature-resistant polycarbonate, 2 parts of 1,3, 5-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) -1,3, 5-triazinane-2, 4, 6-trione and 3 parts of phenolic resin in 80 parts of dichloromethane, fully stirring and mixing, adding 3 parts of azobisisoheptonitrile, heating in a water bath at 80 ℃ for 5 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 5min at 85 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 15min at 120 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Wherein the method for preparing the corrosion-resistant cross-linking agent and the high-temperature-resistant polycarbonate is the same as that of the example 1.
Comparative example 1
Preparation of composite adhesive tape
Step one, placing 10 parts of methyl methacrylate, 5.5 parts of hydroxyethyl acrylate, 8 parts of vinyl acetate, 13 parts of acrylic acid, 4 parts of high-temperature-resistant polycarbonate and 1.5 parts of 3, 5-di-tert-butyl-4-hydroxybenzoic acid and 2.5 parts of phenolic resin in 50 parts of dichloromethane, fully stirring and mixing, adding 2 parts of azodiisoheptanenitrile, heating in a water bath at 75 ℃ for 4 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 4min at 83 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 12min at 110 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Wherein the preparation method of the high temperature resistant polycarbonate is the same as in example 1.
Comparative example 2
Preparation of composite adhesive tape
Step one, placing 10 parts of methyl methacrylate, 5.5 parts of hydroxyethyl acrylate, 8 parts of vinyl acetate, 13 parts of acrylic acid, 4 parts of corrosion-resistant cross-linking agent and 1.5 parts of 3, 5-di-tert-butyl-4-hydroxybenzoic acid and 2.5 parts of phenolic resin in 50 parts of dichloromethane, fully stirring and mixing, adding 2 parts of azodiisoheptanenitrile, heating in a water bath at 75 ℃ for 4 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 4min at 83 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 12min at 110 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Wherein the corrosion-resistant crosslinking agent was prepared in the same manner as in example 1.
Comparative example 3
Preparation of composite adhesive tape
Step one, placing 10 parts of methyl methacrylate, 5.5 parts of hydroxyethyl acrylate, 8 parts of vinyl acetate, 13 parts of acrylic acid, 1.5 parts of 3, 5-di-tert-butyl-4-hydroxybenzoic acid and 2.5 parts of phenolic resin in 50 parts of dichloromethane, fully stirring and mixing, adding 2 parts of azodiisoheptonitrile, heating in a water bath at 75 ℃ for 4 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 4min at 83 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 12min at 110 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Comparative example 4
Preparation of composite adhesive tape
Step one, placing 10 parts of methyl methacrylate, 5.5 parts of hydroxyethyl acrylate, 8 parts of vinyl acetate, 13 parts of acrylic acid, 4 parts of corrosion-resistant cross-linking agent, 4 parts of polycarbonate diol, 1.5 parts of 3, 5-di-tert-butyl-4-hydroxybenzoic acid and 2.5 parts of phenolic resin in 50 parts of dichloromethane, fully stirring and mixing, adding 2 parts of azobisisoheptonitrile, heating in a water bath at 75 ℃ for 4 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing for 4min at 83 ℃ to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing for 12min at 110 ℃, and carrying out rolling treatment after finishing to obtain the composite adhesive tape.
Wherein the corrosion-resistant crosslinking agent was prepared in the same manner as in example 1.
Performance detection
The adhesive tapes prepared in the examples 1-3 and the comparative examples 1-4 are made into blocks meeting the specification, the blocks are attached to a standard steel plate to be used as samples, 180-degree peel strength tests are respectively carried out on the samples and the samples immersed for 3d in electrolyte by referring to the standard GB/T2792-2014, and the adhesive strength and the corrosion resistance of the samples are judged; placing the sample in an oven, setting the temperature to 300 ℃ for high-temperature treatment for 24 hours, cooling the sample to room temperature, then slowly stripping, observing the situation of residual glue on a steel plate, judging the high-temperature resistance of the sample, and specifically detecting the high-temperature resistance of the sample according to the following table:
| peel strength (N/25 mm) | Peel strength after immersion (N/25 mm) | Residual glue condition | |
| Example 1 | 12.82 | 11.63 | Residue-free adhesive |
| Example 2 | 13.01 | 12.02 | Residue-free adhesive |
| Example 3 | 12.78 | 11.65 | Residue-free adhesive |
| Comparative example 1 | 10.45 | 5.37 | Residue-free adhesive |
| Comparative example 2 | 11.20 | 9.18 | Slight residual glue |
| Comparative example 3 | 7.65 | 3.21 | Severe residual glue |
| Comparative example 4 | 11.54 | 9.66 | Slight residual glue |
，
As can be seen from the above table, the samples prepared in examples 1 to 3 all have excellent corrosion resistance and high temperature resistance and have excellent bonding strength, the sample prepared in comparative example 1 has no corrosion-resistant cross-linking agent added, has poor corrosion resistance, but is excellent in high temperature resistance due to the addition of the high temperature-resistant polycarbonate, the sample prepared in comparative example 2 has no high temperature-resistant polycarbonate added, but is added with the corrosion-resistant cross-linking agent, so that slight residual glue is left after heat treatment, the high temperature resistance is good but superior to that of the examples, the corrosion resistance is excellent, the sample prepared in comparative example 3 has neither the high temperature-resistant polycarbonate nor the corrosion-resistant cross-linking agent added, the sample prepared in comparative example 4 has corrosion-resistant cross-linking agent added, has excellent corrosion resistance, and good high temperature resistance, and the high temperature resistance of the sample is superior to that of the examples due to the direct addition of the polycarbonate diol to the high temperature resistance modification.
In the description of the present specification, a description referring to terms "one embodiment," "some embodiments," "examples," "specific examples," or "some examples," etc., means that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the present invention. In this specification, schematic representations of the above terms are not necessarily directed to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples. Furthermore, the different embodiments or examples described in this specification and the features of the different embodiments or examples may be combined and combined by those skilled in the art without contradiction.
The foregoing is merely illustrative and explanatory of the principles of the invention, as various modifications and additions may be made to the specific embodiments described, or similar alternatives may be made by those skilled in the art, without departing from the scope of the invention as defined by the principles of the invention.
Claims (10)
1. The high temperature resistant composite adhesive tape is characterized by comprising a release layer, a substrate layer and an adhesive layer; the release layer and the adhesive layer are distributed on two sides of the substrate layer; the substrate layer is a PET substrate layer; the release layer is a non-silicon release layer; the adhesive layer comprises the following raw materials in parts by weight: 8-12 parts of methyl methacrylate, 5-6 parts of hydroxyethyl acrylate, 6-10 parts of vinyl acetate, 10-15 parts of acrylic acid, 2-5 parts of corrosion-resistant cross-linking agent, 3-6 parts of high-temperature-resistant polycarbonate, 30-80 parts of dichloromethane, 1-2 parts of antioxidant, 2-3 parts of tackifying resin and 1-3 parts of initiator.
2. The high temperature resistant composite adhesive tape according to claim 1, wherein the antioxidant is any one of 2, 6-di-tert-butyl-4-cresol, beta- (4-hydroxy-3, 5-di-tert-butylphenyl) propionic acid, 1,3, 5-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) -1,3, 5-triazinane-2, 4, 6-trione, 3, 5-di-tert-butyl-4-hydroxybenzoic acid; the tackifying resin is any one of rosin resin and phenolic resin; the initiator is any one of azodiisobutyronitrile and azodiisoheptonitrile.
3. The high temperature resistant composite tape according to claim 1, wherein the preparation method of the corrosion resistant cross-linking agent comprises the following preparation steps:
s1: placing the amino-terminated liquid nitrile rubber into dimethylbenzene, adding 4,4' - (hexafluoroisopropenyl) diphthalic anhydride and a composite catalyst, heating to 60-70 ℃ to react for 10-15h, and distilling under reduced pressure to obtain corrosion-resistant nitrile rubber;
s2: the corrosion-resistant nitrile rubber is placed in N, N-dimethylacetamide, 1, 4-pentadiene-3-alcohol and p-toluenesulfonic acid are added for temperature rising reaction, and the solvent is removed by rotary evaporation to obtain the corrosion-resistant cross-linking agent.
4. The high temperature resistant composite adhesive tape according to claim 3, wherein in the step S1, the composite catalyst is triethylamine and acetic anhydride with a mass ratio of 1-3:3-10.
5. A high temperature resistant composite tape according to claim 3, wherein in step S2, the temperature-raising reaction is to raise the temperature to 55-65 ℃ for 3-5 hours.
6. The high temperature resistant composite tape of claim 1, wherein the method for preparing the high temperature resistant polycarbonate comprises the following steps:
SS1: placing polycarbonate diol in toluene, introducing nitrogen, adding 3, 4-epoxy-1-butene and a catalyst, heating to 70-80 ℃ for reacting for 5-8 hours, and performing reduced pressure distillation to obtain a high-temperature-resistant polycarbonate intermediate;
SS2: and (3) placing the high-temperature-resistant polycarbonate intermediate in ethyl acetate, adding 1-bromoadamantane and pyridine, fully stirring for 6-8h, and distilling under reduced pressure to remove the solvent to obtain the high-temperature-resistant polycarbonate.
7. The high temperature resistant composite tape of claim 6, wherein in step SS1, the catalyst is tetrabutylammonium bromide.
8. A process for producing the high temperature resistant composite tape according to claim 1, wherein the process comprises the steps of:
placing methyl methacrylate, hydroxyethyl acrylate, vinyl acetate, acrylic acid, a corrosion-resistant cross-linking agent, high-temperature-resistant polycarbonate, an antioxidant and tackifying resin in methylene dichloride in parts by weight, fully stirring and mixing, adding azodiisobutyronitrile, heating in a water bath at 70-80 ℃ for 3-5 hours, cooling and discharging to obtain an adhesive;
coating a non-silicon release agent solution on one side of the PET substrate layer, and curing to obtain a release layer;
and thirdly, coating an adhesive on the other side of the PET substrate layer, curing, and winding after finishing to obtain the composite adhesive tape.
9. The process for producing a high temperature resistant composite tape according to claim 8, wherein in the second step, the curing treatment is performed at 80-85 ℃ for 3-5min.
10. The process for producing a high temperature resistant composite tape according to claim 8, wherein in step three, the curing treatment is performed at 100 to 120 ℃ for 10 to 15 minutes.
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