CN115746757A - UV (ultraviolet) adhesive reducing agent and preparation method thereof, UV adhesive reducing tape and preparation method thereof - Google Patents
UV (ultraviolet) adhesive reducing agent and preparation method thereof, UV adhesive reducing tape and preparation method thereof Download PDFInfo
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- CN115746757A CN115746757A CN202211483509.7A CN202211483509A CN115746757A CN 115746757 A CN115746757 A CN 115746757A CN 202211483509 A CN202211483509 A CN 202211483509A CN 115746757 A CN115746757 A CN 115746757A
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- acrylate
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- 239000000853 adhesive Substances 0.000 title claims abstract description 58
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 58
- 238000002360 preparation method Methods 0.000 title claims abstract description 30
- 239000003638 chemical reducing agent Substances 0.000 title claims description 15
- 238000006243 chemical reaction Methods 0.000 claims abstract description 54
- 239000003292 glue Substances 0.000 claims abstract description 39
- 239000000178 monomer Substances 0.000 claims abstract description 39
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 37
- 239000002390 adhesive tape Substances 0.000 claims abstract description 22
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 13
- 239000003085 diluting agent Substances 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- 238000001029 thermal curing Methods 0.000 claims abstract description 11
- 239000003112 inhibitor Substances 0.000 claims abstract description 10
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 10
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 9
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 8
- 229920000297 Rayon Polymers 0.000 claims description 25
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 22
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 21
- 238000002156 mixing Methods 0.000 claims description 16
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims description 16
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 claims description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 9
- 239000011248 coating agent Substances 0.000 claims description 9
- 238000000576 coating method Methods 0.000 claims description 9
- 238000001723 curing Methods 0.000 claims description 9
- 238000010438 heat treatment Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- -1 4-methylthiophenyl Chemical group 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 6
- 239000003999 initiator Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 claims description 4
- 238000003851 corona treatment Methods 0.000 claims description 4
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- CNHDIAIOKMXOLK-UHFFFAOYSA-N toluquinol Chemical compound CC1=CC(O)=CC=C1O CNHDIAIOKMXOLK-UHFFFAOYSA-N 0.000 claims 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 claims description 3
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 3
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 claims description 3
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 claims description 3
- RYSXWUYLAWPLES-MTOQALJVSA-N (Z)-4-hydroxypent-3-en-2-one titanium Chemical compound [Ti].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O RYSXWUYLAWPLES-MTOQALJVSA-N 0.000 claims description 2
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 claims description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 2
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 2
- BDAHDQGVJHDLHQ-UHFFFAOYSA-N [2-(1-hydroxycyclohexyl)phenyl]-phenylmethanone Chemical compound C=1C=CC=C(C(=O)C=2C=CC=CC=2)C=1C1(O)CCCCC1 BDAHDQGVJHDLHQ-UHFFFAOYSA-N 0.000 claims description 2
- 239000012711 adhesive precursor Substances 0.000 claims description 2
- MQMJBIUZPQKSKZ-UHFFFAOYSA-N chromium;ethyl hexanoate Chemical compound [Cr].CCCCCC(=O)OCC MQMJBIUZPQKSKZ-UHFFFAOYSA-N 0.000 claims description 2
- XEHUIDSUOAGHBW-UHFFFAOYSA-N chromium;pentane-2,4-dione Chemical compound [Cr].CC(=O)CC(C)=O.CC(=O)CC(C)=O.CC(=O)CC(C)=O XEHUIDSUOAGHBW-UHFFFAOYSA-N 0.000 claims description 2
- XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 claims description 2
- 230000035800 maturation Effects 0.000 claims description 2
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- 239000013638 trimer Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- IHHCJKNEVHNNMW-UHFFFAOYSA-N methane;phenol Chemical compound C.OC1=CC=CC=C1 IHHCJKNEVHNNMW-UHFFFAOYSA-N 0.000 claims 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 2
- 230000007547 defect Effects 0.000 abstract description 2
- 239000004593 Epoxy Substances 0.000 abstract 1
- 239000011521 glass Substances 0.000 description 15
- 238000003756 stirring Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- 238000010907 mechanical stirring Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 7
- 239000002253 acid Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000005886 esterification reaction Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 238000005070 sampling Methods 0.000 description 4
- 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 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 239000004841 bisphenol A epoxy resin Substances 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000000181 anti-adherent effect Effects 0.000 description 2
- 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 2
- 239000003607 modifier Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 150000003512 tertiary amines Chemical class 0.000 description 2
- IMYCVFRTNVMHAD-UHFFFAOYSA-N 1,1-bis(2-methylbutan-2-ylperoxy)cyclohexane Chemical compound CCC(C)(C)OOC1(OOC(C)(C)CC)CCCCC1 IMYCVFRTNVMHAD-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention provides a UV (ultraviolet) viscosity reducing adhesive and a preparation method thereof, and a UV viscosity reducing adhesive tape and a preparation method thereof, and relates to the technical field of viscosity reducing adhesives. Specifically, the preparation method comprises the following steps: 1500-1800 parts of acrylate main glue, 100-400 parts of reaction monomer, 5-20 parts of catalyst, 1-10 parts of polymerization inhibitor, 20-35 parts of photoinitiator, 8-20 parts of thermal curing agent and a plurality of diluents; the terminal groups of the reactive monomer include both epoxy and alkenyl groups. Aiming at the defects of high cost or residual glue phenomenon of the UV viscosity reducing glue, the UV viscosity reducing glue adopts a reaction monomer containing an epoxy group and an alkenyl group as end groups to polymerize with an acrylate main glue, the epoxy group reacts with a carboxyl group, the alkenyl group is grafted on the side chain of the main glue, and after ultraviolet light is irradiated, the main chain of the acrylate is further crosslinked and solidified into a rigid network through a grafted carbon-carbon double bond, so that the adhesive force is reduced, and the residual glue-free stripping of the UV viscosity reducing glue is realized.
Description
Technical Field
The invention relates to the technical field of viscosity reducing adhesives, in particular to a UV viscosity reducing adhesive and a preparation method thereof, and a UV viscosity reducing adhesive tape and a preparation method thereof.
Background
The UV-reduced adhesive is an adhesive which normally shows high adhesive force and bonding force, but the adhesive force is rapidly reduced after short-time Ultraviolet (UV) irradiation and is easy to tear, is widely applied to the fields of semiconductor chips, transistors, integrated circuits, optical microscopes and the like, and mainly plays an important role in fixing the cutting stage and the picking stage of optical coated glass. The existing UV viscosity-reducing adhesive is higher in cost, such as a large amount of isocyanate grafting reaction; or residues are easily generated after stripping, which is generally caused by the main colloid and the photosensitive monomer resin. Therefore, there is a need to develop a reduced-tackiness agent which is easy to peel, has no residual tackiness after peeling, and has a simple preparation method and low cost.
In view of the above, the present invention is particularly proposed.
Disclosure of Invention
The first purpose of the invention is to provide a UV viscosity reducing adhesive, aiming at the technical defects of high cost or adhesive residue phenomenon of the UV viscosity reducing adhesive in the prior art, the UV viscosity reducing adhesive is polymerized with acrylate main adhesive by adopting a reaction monomer simultaneously containing an epoxy group and an alkenyl group as end groups, the epoxy group reacts with a carboxyl group, the alkenyl group is grafted on the side chain of the main adhesive, and after ultraviolet light is irradiated, the main chain of the acrylate is further crosslinked and solidified into a rigid network through the grafted carbon-carbon double bond, so that the adhesive force is reduced, and the non-adhesive residue peeling of the UV viscosity reducing adhesive is realized.
The second purpose of the invention is to provide a preparation method of the UV viscose glue, which is simple and feasible, low in cost and easy for batch production.
The third objective of the present invention is to provide a UV anti-adhesive tape, which includes the UV anti-adhesive, and has the performance advantages thereof, and is suitable for practical applications in various fields such as semiconductor chips, transistors, integrated circuits, and optical microscopes.
The fourth purpose of the invention is to provide a preparation method of the UV visbreaking adhesive tape.
In order to achieve the above purpose of the present invention, the following technical solutions are adopted:
the UV visbreaking adhesive is prepared from the following components in parts by weight: 1500-1800 parts of acrylate main glue, 100-400 parts of reaction monomer, 5-20 parts of catalyst, 1-10 parts of polymerization inhibitor, 20-35 parts of photoinitiator, 8-20 parts of thermal curing agent and a plurality of diluents; wherein the terminal group of the reactive monomer comprises both epoxy group and alkenyl group.
Preferably, the reactive monomer comprises at least one of glycidyl methacrylate and epoxy acrylate.
Preferably, the acrylate main glue includes at least one of acrylic acid, isobutyl acrylate, methyl methacrylate, hydroxyethyl acrylate, lauryl acrylate, isobornyl acrylate, isooctyl acrylate, and hydroxypropyl acrylate.
Preferably, the catalyst comprises at least one of triphenylphosphine oxide, chromium ethylhexanoate, tetrabutylammonium bromide, triethylamine, chromium acetylacetonate, and N, N-dimethylbenzylamine.
Preferably, the polymerization inhibitor comprises at least one of hydroquinone, 2-methyl hydroquinone, 2,5-di-tert-butyl hydroquinone, p-hydroxyanisole and p-hydroxyanisole.
Preferably, the photoinitiator comprises at least one of 2,4,6-trimethylbenzoyl-diphenylphosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholine-1-one, and 1-hydroxy-cyclohexylbenzophenone.
Preferably, the thermal curing agent comprises at least one of polyhexamethylene diisocyanate, toluene-2,4-diisocyanate trimer and titanium acetylacetonate.
Preferably, the diluent comprises at least one of ethyl acetate, diethylene glycol diacrylate, methyl ethyl ketone, and toluene.
Preferably, after the diluent is added, the mass concentration of each component is diluted to 40-80% of the original mass concentration; more preferably, the weight part of the diluent is 400 to 3500.
The preparation method of the UV viscose glue comprises the following steps: mixing the acrylate main glue, a reaction monomer, a catalyst and a polymerization inhibitor for reaction to obtain a visbreaking glue precursor; and fully mixing the viscose reducing precursor, the photoinitiator, the thermal curing agent and the diluent to obtain the UV viscose reducing adhesive.
Preferably, the reaction conditions are: firstly reacting for 1-3 h at 80-100 ℃, then heating to 101-120 ℃ and reacting for 5-8 h.
Preferably, the preparation method of the acrylate main glue comprises the following steps: and mixing a soft monomer, a hard monomer, a functional monomer, an initiator and a solvent, and then carrying out constant-temperature reaction to obtain the acrylate main adhesive.
A UV detackifying adhesive tape comprising the UV detackifying adhesive as described above.
The preparation method of the UV visbreaking adhesive tape comprises the following steps: coating the UV viscosity-reducing adhesive on the surface of a release film, covering and curing the release film by using a PO film subjected to corona treatment, and obtaining the UV viscosity-reducing adhesive tape after the curing is finished;
preferably, the maturation conditions are 40 ℃/3 days.
Compared with the prior art, the invention has the beneficial effects that:
the UV viscosity-reducing adhesive can adjust and control the crosslinking density through the addition amount of a thermal curing agent so as to maintain the adhesion performance and the cohesion performance of the viscosity-reducing adhesive, and after ultraviolet light is irradiated, an acrylate main chain is further crosslinked and cured into a rigid network through a grafted carbon-carbon double bond, so that the adhesion force is reduced; finally, the peeling strength of 180 degrees before the ultraviolet irradiation reaches 20N/25mm, and the peeling strength of 180 degrees after the ultraviolet irradiation is lower than 0.2N/25mm; compared with the acrylate main adhesive added with the photosensitive monomer resin, the UV viscosity-reducing adhesive has better adhesive layer cohesion and is not easy to carry out adhesive residue on the surface of the coated glass.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the following detailed description, but those skilled in the art will understand that the following described examples are some, not all, of the examples of the present invention, and are only used for illustrating the present invention, and should not be construed as limiting the scope of the present invention. All other embodiments, which can be obtained by a person skilled in the art without making any creative effort based on the embodiments in the present invention, belong to the protection scope of the present invention. The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are conventional products which are not indicated by manufacturers and are commercially available.
The invention is implemented by the following technical means:
the UV visbreaking adhesive is prepared from the following components in parts by weight: 1500-1800 parts of acrylate main glue, 100-400 parts of reaction monomer, 5-20 parts of catalyst, 1-10 parts of polymerization inhibitor, 20-35 parts of photoinitiator, 8-20 parts of thermal curing agent and a plurality of diluents; wherein the terminal group of the reactive monomer comprises both epoxy group and alkenyl group.
As a preferred embodiment, the parts by weight of each raw material component in the UV viscose reducing agent includes, but is not limited to, the following parameter values: acrylate main glue 1500, 1550, 1600, 1650, 1700, 1750 and 1800 (parts); 100, 150, 200, 250, 300, 350 and 400 parts of reactive monomers; catalysts 5, 6, 7, 8, 9, 10, 12, 14, 16, 18, 20 (parts); polymerization inhibitor 1, 2,4,6, 8 and 10 parts; photoinitiators 20, 22, 24, 26, 28, 30, 32, 35 (parts); 8, 10, 12, 14, 16, 18 and 20 parts of thermal curing agent; diluents 400, 1000, 1500, 2000, 2500, 3000, 3500 (parts); the weight parts of the raw material components in the UV viscose reducing agent can be any one of the parameter values, or a numerical value interval formed by the parameter values and any real number therein.
The preparation method of the UV viscose glue comprises the following steps: mixing the acrylate main adhesive, a reaction monomer, a catalyst and a polymerization inhibitor for reaction to obtain a visbreaking adhesive precursor; and fully mixing the viscose reducing precursor, the photoinitiator, the thermal curing agent and the diluent to obtain the UV viscose reducing adhesive.
As a preferred embodiment, the reaction conditions are: firstly reacting for 1-3 h at 80-100 ℃, then heating to 101-120 ℃ and reacting for 5-8 h; as a more preferred embodiment, the reaction conditions are: the reaction was first carried out at 90 ℃ for 2h, then at 110 ℃ and for 6h.
As a preferred embodiment, the sufficient mixing is: stirring for 10-30 min.
As a preferred embodiment, the reaction monomer can be prepared by a conventional commercial product or a self-prepared product; when the adhesive is prepared by self, the structure of the reaction monomer can be adjusted through raw materials and a synthesis process, so that the chain extension containing epoxy groups in the UV adhesive can be adjusted, and the overall control of the adhesive performance is finally realized.
Taking epoxy acrylate as an example of a reactive monomer, as an alternative embodiment, the preparation method of the epoxy acrylate comprises the following steps: mixing bisphenol A epoxy resin, acrylic acid, triphenylphosphine oxide and hydroquinone, gradually heating to 95 ℃ under a stirring state for reaction, and sampling at regular time to test the acid value of the reaction solution until the esterification reaction is complete to obtain the epoxy acrylate.
As another alternative embodiment, the preparation method of the epoxy acrylate comprises the following steps: mixing bisphenol A epoxy resin, a molecular weight regulator and a catalyst (such as tertiary amine), and gradually heating to 105 ℃ under the stirring state to react for 6 hours; and adding acrylic acid, triphenylphosphine oxide and hydroquinone into the reaction solution after the reaction is finished, gradually heating to 95 ℃ under a stirring state for reaction, and sampling at regular time to test the acid value of the reaction solution until the esterification reaction is complete to obtain the epoxy acrylate. The molecular weight of the epoxy acrylate is adjusted by adding a molecular weight adjuster in the present embodiment; the molecular weight regulator comprises: at least one of polypropylene glycol (molecular weight of 400-2000) and polytetrahydrofuran glycol (molecular weight of 200-3000). Specifically, it can be achieved by adjusting the average molecular weight of the molecular weight modifier itself, and the amount of the molecular weight modifier and other components added.
As a preferred embodiment, the preparation method of the acrylate main glue comprises the following steps: mixing a soft monomer, a hard monomer, a functional monomer, an initiator and a solvent, and then carrying out constant-temperature reaction to obtain the acrylate main adhesive;
as a more preferred embodiment, the soft monomer includes, but is not limited to, n-butyl acrylate, isobutyl acrylate, isooctyl acrylate, or lauryl acrylate; the hard monomers include, but are not limited to, isobornyl acrylate, vinyl acetate or styrene; the functional monomer includes, but is not limited to, acrylic acid, methyl acrylate or methyl methacrylate; such initiators include, but are not limited to, dibenzoyl peroxide, 1,1-bis (t-amylperoxy) cyclohexane, benzoyl peroxide t-butyl ester, azobisisobutyronitrile, azobisisoheptonitrile.
It should be noted that the above-mentioned components are only one kind of preference, and the acrylate main gum is not limited in any way in the present invention; the technical personnel in the field can prepare the acrylate main glue with different functions or different pressing surface types by selecting and proportioning the components of the soft monomer, the hard monomer and the functional monomer, and the acrylate main glue is used for adapting to different use environments.
As a more preferred embodiment, the preparation method of the acrylate main glue comprises the following steps: mixing a soft monomer, a hard monomer, a functional monomer and a part of solvent, dropwise adding a mixed solution of an initiator and the part of solvent, and keeping the reaction temperature at 70-90 ℃ in the dropwise adding process; and after the dropwise addition is finished, reacting for 5-8 h at constant temperature to obtain the acrylate main adhesive.
A UV visbreaking adhesive tape comprises the UV visbreaking adhesive.
The preparation method of the UV visbreaking adhesive tape comprises the following steps: coating the UV viscosity-reducing adhesive on the surface of a release film, covering and curing the release film by using a PO film subjected to corona treatment, and obtaining the UV viscosity-reducing adhesive tape after the curing is finished;
as a more preferred embodiment, the specification of the release film and the PO film, and the coating thickness of the anti-sticking agent are not particularly limited, and may be adaptively adjusted according to the use or use environment of the UV anti-sticking tape.
Example 1
(1) Preparing the main acrylate adhesive: preparing a 5L glass reaction kettle with a mechanical stirring paddle, a condenser and a constant-pressure dropping funnel; adding 1280g of butyl acrylate, 180g of acrylic acid, 215g of vinyl acetate and 837.5g of ethyl acetate into a reaction kettle; uniformly dripping 1.7g of uniformly mixed dibenzoyl peroxide and 837.5g of ethyl acetate into a reaction kettle through a constant-pressure dropping funnel at a constant speed for about 2 hours, and reacting at 80 ℃ for 6 hours to obtain the acrylic ester main adhesive.
(2) Preparing the UV viscose reducing agent: in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, 170g of glycidyl methacrylate, 1675g of acrylate main glue, 9g of triphenylphosphine oxide and 3g of hydroquinone are mixed, the temperature is gradually increased to 90 ℃ under stirring for reaction for 2 hours, and then the temperature is increased to 110 ℃ for reaction for 6 hours, so that the UV reduced-viscosity glue is prepared.
(3) Preparation of the UV visbreaking adhesive tape: after the UV visbreaking glue is cooled to room temperature, 100gUV visbreaking glue is weighed, 1.5g of IGM TPO (photoinitiator), 0.5g of Colesian Desmodur L75 (cross-linking agent) and 100g of ethyl acetate are added and stirred for 20 minutes, and the glue coating liquid is prepared. Coating the glue coating solution on a release surface of a 36-micron release film by using a PT-506V laboratory electric vacuum type wire rod scraper coating machine, coating the dry glue with the thickness of 10 microns, covering and curing by using 90-micron PO film subjected to corona treatment under the curing condition of 40 ℃/3 days, and taking out after the curing is finished to obtain the UV viscosity-reducing adhesive tape of the embodiment.
Example 2
(1) Preparing the main acrylate adhesive: preparing a 5L glass reaction kettle with a mechanical stirring paddle, a condenser and a constant-pressure dropping funnel; mixing 1280g of butyl acrylate, 260g of styrene, 180g of acrylic acid and 860g of ethyl acetate, and adding the mixture into a reaction kettle; and (3) dropwise adding 16g of azodiisobutyronitrile and 860g of ethyl acetate which are uniformly mixed into the reaction kettle at a constant speed through a constant-pressure dropping funnel, wherein the dropwise adding time is about 2 hours, and reacting for 6 hours at the temperature of 80 ℃ to obtain the acrylate main adhesive.
(2) Preparing the UV viscose reducing agent: 170g of glycidyl methacrylate, 1720g of acrylate main glue, 9g of triphenylphosphine oxide and 3g of hydroquinone are mixed in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, the temperature is gradually increased to 90 ℃ under stirring for reaction for 2 hours, and then the temperature is increased to 110 ℃ for reaction for 6 hours, so that the UV viscose reducing glue is prepared.
(3) Preparing the UV adhesive tape: same as in step (3) of example 1.
Example 3
(1) Preparing the main acrylate adhesive: same as in step (1) of example 1.
(2) Preparation of epoxy acrylate: mixing 1000g of bisphenol A epoxy resin E51, 360g of acrylic acid, 36g of triphenylphosphine oxide and 12g of hydroquinone in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, gradually heating to 95 ℃ under stirring for reaction, sampling every 2 hours to test the acid value of feed liquid until the acid value is less than 0.2 (KOH) mg/g, and preparing the required epoxy acrylate by the method which can be equivalent to complete esterification reaction.
(3) Preparing the UV viscose reducing agent: 340g of epoxy acrylate, 1675g of acrylate main glue, 9g of triphenylphosphine oxide and 3g of hydroquinone are mixed in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, the mixture is gradually heated to 90 ℃ under stirring to react for 2 hours, and then the mixture is heated to 110 ℃ to react for 6 hours to prepare the UV reduced viscose glue.
(4) Preparation of the UV visbreaking adhesive tape: same as in step (3) of example 1.
Example 4
(1) Preparing the acrylic ester main adhesive: same as in step (1) of example 2.
(2) Preparation of epoxy acrylate: same as in step (2) of example 3.
(3) Preparing the UV viscose reducing agent: 340g of epoxy acrylate, 1720g of acrylate main glue, 9g of triphenylphosphine oxide and 3g of hydroquinone are mixed in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, the mixture is gradually heated to 90 ℃ under stirring for reaction for 2 hours, and then heated to 110 ℃ for reaction for 6 hours to prepare the UV reduced viscose glue.
(4) Preparation of the UV visbreaking adhesive tape: same as in step (3) of example 1.
Example 5
(1) Preparing the main acrylate adhesive: same as in step (1) of example 1.
(2) Preparation of epoxy acrylate: in a 5L glass reaction vessel equipped with a mechanical stirring paddle and a condenser tube, 400g of bisphenol A type epoxy resin E51, 2000g of polypropylene glycol (average molecular weight 1000), and 7.6g of tertiary amine were reacted for 6 hours while gradually raising the temperature to 105 ℃ with stirring to obtain an intermediate reaction solution. And after the intermediate reaction liquid is cooled, adding 72g of acrylic acid, 7.2g of triphenylphosphine oxide and 2.4g of hydroquinone, fully mixing, gradually heating to 95 ℃ under stirring for reaction, sampling every 2 hours to test the acid value of the feed liquid until the esterification reaction is complete, and preparing the required epoxy acrylate.
(3) Preparing the UV viscose reducing agent: 1545g of epoxy acrylate, 837.5g of acrylate main glue, 4.5g of triphenylphosphine oxide and 1.5g of hydroquinone are mixed in a 5L glass reaction kettle equipped with a mechanical stirring paddle and a condensing tube, the temperature is gradually increased to 90 ℃ under stirring for reaction for 2 hours, and then the temperature is increased to 110 ℃ for reaction for 6 hours, so that the UV viscose reducer is prepared.
(4) Preparation of the UV visbreaking adhesive tape: same as in step (3) of example 1.
Test examples
The UV adhesive tapes obtained in examples 1 to 5 were subjected to a performance test. The specific test method comprises the following steps: test method for peeling strength of adhesive tape GB/T2792-2014; a method for testing the holding viscosity of the pressure-sensitive adhesive tape is described in GB/T4851-1998; GB/T4852-2002 & lt & gt initial adhesion test method for pressure-sensitive adhesive tapes (ball-and-roll method) > fourth, a method for enabling coated glass to see residual glue is as follows: rolling the adhesive tape on the surface of the coated glass by using a 2kg compression roller, standing at room temperature for 24h, tearing off the adhesive tape, and observing the surface of the glass by using a microscope; reference step for immersion experiment of coated glass: and (5) placing the film in distilled water after film pasting, taking out the film after 20 minutes, wiping off water drops on the surface, and observing whether the edge has the water seepage problem or not by using a microscope. The test results are shown in table 1.
TABLE 1
While particular embodiments of the present invention have been illustrated and described, it will be appreciated that the above embodiments are only intended to illustrate the technical solution of the present invention and not to limit it; those of ordinary skill in the art will understand that: modifications may be made to the above-described embodiments, or equivalents may be substituted for some or all of the features thereof without departing from the spirit and scope of the present invention; the modifications or the substitutions do not make the essence of the corresponding technical solutions depart from the scope of the technical solutions of the embodiments of the present invention; it is therefore intended to cover in the appended claims all such alternatives and modifications that are within the scope of the invention.
Claims (10)
1. The UV viscose glue is characterized by comprising the following components in parts by weight: 1500-1800 parts of acrylate main glue, 100-400 parts of reaction monomer, 5-20 parts of catalyst, 1-10 parts of polymerization inhibitor, 20-35 parts of photoinitiator, 8-20 parts of thermal curing agent and a plurality of diluents;
wherein the terminal group of the reactive monomer comprises both epoxy group and alkenyl group.
2. The UV viscose reducer according to claim 1, wherein the reactive monomer comprises at least one of glycidyl methacrylate and epoxy acrylate;
preferably, the acrylate main glue includes at least one of acrylic acid, isobutyl acrylate, methyl methacrylate, hydroxyethyl acrylate, lauryl acrylate, isobornyl acrylate, isooctyl acrylate, and hydroxypropyl acrylate.
3. The UV vis-reducing adhesive of claim 1, wherein the catalyst comprises at least one of triphenylphosphine oxide, chromium ethylhexanoate, tetrabutylammonium bromide, triethylamine, chromium acetylacetonate, and N, N-dimethylbenzylamine;
and/or the polymerization inhibitor comprises at least one of hydroquinone, 2-methyl hydroquinone, 2,5-di-tert-butyl hydroquinone, p-hydroxyanisole and p-hydroxybenzene methane.
4. The UV vis-reducing adhesive of claim 1, wherein the photoinitiator comprises at least one of 2,4,6-trimethylbenzoyl-diphenylphosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholin-1-one, and 1-hydroxy-cyclohexylbenzophenone;
and/or the thermal curing agent comprises at least one of polyhexamethylene diisocyanate, toluene-2,4-diisocyanate trimer and titanium acetylacetonate.
5. The UV vis-reducing adhesive of claim 1, wherein the diluent comprises at least one of ethyl acetate, diethylene glycol diacrylate, methyl ethyl ketone, and toluene;
preferably, the weight part of the diluent is 400 to 3500.
6. The method for preparing the UV viscose reducer according to any one of claims 1 to 5, comprising the steps of:
mixing the acrylate main adhesive, a reaction monomer, a catalyst and a polymerization inhibitor for reaction to obtain a visbreaking adhesive precursor; and fully mixing the viscose reducing precursor, the photoinitiator, the thermal curing agent and the diluent to obtain the UV viscose reducing adhesive.
7. The method for preparing the UV viscose reducer according to claim 6, wherein the reaction conditions are as follows: firstly reacting for 1-3 h at 80-100 ℃, then heating to 101-120 ℃ and reacting for 5-8 h.
8. The preparation method of the UV viscose reducer according to claim 6, wherein the preparation method of the acrylate main gum comprises the following steps: and mixing a soft monomer, a hard monomer, a functional monomer, an initiator and a solvent, and then carrying out constant-temperature reaction to obtain the acrylate main adhesive.
9. A UV adhesive tape characterized by comprising the UV adhesive reducing agent according to any one of claims 1 to 5.
10. The method of making a UV detackifying tape according to claim 9, comprising the steps of:
coating the UV viscosity-reducing adhesive on the surface of a release film, covering and curing the release film by using a PO film subjected to corona treatment, and obtaining the UV viscosity-reducing adhesive tape after the curing is finished;
preferably, the maturation conditions are 40 ℃/3 days.
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| CN101942072A (en) * | 2010-09-30 | 2011-01-12 | 烟台德邦科技有限公司 | Synthetic method of epoxy acrylate |
| US20170096588A1 (en) * | 2014-06-24 | 2017-04-06 | Henkel Ag & Co. Kgaa | Uv-curable acrylic copolymers |
| CN109096441A (en) * | 2018-06-11 | 2018-12-28 | 广州慧谷工程材料有限公司 | A kind of OCA resin combination, OCA adhesive tape and preparation method thereof |
| CN110093115A (en) * | 2018-01-31 | 2019-08-06 | 东莞市澳中电子材料有限公司 | A kind of UV visbreaking protective film and preparation method thereof for lithium battery packaging |
| CN114196354A (en) * | 2021-12-20 | 2022-03-18 | 苏州赛伍应用技术股份有限公司 | Carboxyl-containing viscose reducing composition and preparation method and application thereof |
| CN114644900A (en) * | 2022-04-06 | 2022-06-21 | 中国乐凯集团有限公司 | UV (ultraviolet) viscosity-reducing composition, UV viscosity-reducing adhesive tape and method for preparing UV viscosity-reducing adhesive tape |
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2022
- 2022-11-24 CN CN202211483509.7A patent/CN115746757A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101942072A (en) * | 2010-09-30 | 2011-01-12 | 烟台德邦科技有限公司 | Synthetic method of epoxy acrylate |
| US20170096588A1 (en) * | 2014-06-24 | 2017-04-06 | Henkel Ag & Co. Kgaa | Uv-curable acrylic copolymers |
| CN110093115A (en) * | 2018-01-31 | 2019-08-06 | 东莞市澳中电子材料有限公司 | A kind of UV visbreaking protective film and preparation method thereof for lithium battery packaging |
| CN109096441A (en) * | 2018-06-11 | 2018-12-28 | 广州慧谷工程材料有限公司 | A kind of OCA resin combination, OCA adhesive tape and preparation method thereof |
| CN114196354A (en) * | 2021-12-20 | 2022-03-18 | 苏州赛伍应用技术股份有限公司 | Carboxyl-containing viscose reducing composition and preparation method and application thereof |
| CN114644900A (en) * | 2022-04-06 | 2022-06-21 | 中国乐凯集团有限公司 | UV (ultraviolet) viscosity-reducing composition, UV viscosity-reducing adhesive tape and method for preparing UV viscosity-reducing adhesive tape |
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