CN116574458A - OCA adhesive film for display device and preparation method thereof - Google Patents
OCA adhesive film for display device and preparation method thereof Download PDFInfo
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- CN116574458A CN116574458A CN202310598024.0A CN202310598024A CN116574458A CN 116574458 A CN116574458 A CN 116574458A CN 202310598024 A CN202310598024 A CN 202310598024A CN 116574458 A CN116574458 A CN 116574458A
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- Prior art keywords
- acrylate
- mass
- meth
- display device
- acrylic acid
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- 239000002313 adhesive film Substances 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 239000000178 monomer Substances 0.000 claims abstract description 35
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000000853 adhesive Substances 0.000 claims abstract description 9
- 230000001070 adhesive effect Effects 0.000 claims abstract description 9
- 230000003287 optical effect Effects 0.000 claims abstract description 7
- 125000005396 acrylic acid ester group Chemical group 0.000 claims abstract description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims abstract description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 43
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 23
- 239000003999 initiator Substances 0.000 claims description 23
- 239000003431 cross linking reagent Substances 0.000 claims description 10
- 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 9
- -1 acrylic ester Chemical class 0.000 claims description 9
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims description 8
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 8
- 239000003085 diluting agent Substances 0.000 claims description 8
- 230000009477 glass transition Effects 0.000 claims description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
- 238000005336 cracking Methods 0.000 claims description 6
- 125000004386 diacrylate group Chemical group 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 5
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 claims description 5
- 229940119545 isobornyl methacrylate Drugs 0.000 claims description 5
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 4
- 238000012662 bulk polymerization Methods 0.000 claims description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 claims description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 4
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 3
- 239000012965 benzophenone Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- WXPWZZHELZEVPO-UHFFFAOYSA-N (4-methylphenyl)-phenylmethanone Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=CC=C1 WXPWZZHELZEVPO-UHFFFAOYSA-N 0.000 claims description 2
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 claims description 2
- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 claims description 2
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 claims description 2
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 claims description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 2
- 229920000604 Polyethylene Glycol 200 Polymers 0.000 claims description 2
- 229920002565 Polyethylene Glycol 400 Polymers 0.000 claims description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 2
- WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical compound C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 2
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 claims description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 claims description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 claims description 2
- 150000002898 organic sulfur compounds Chemical class 0.000 claims description 2
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 claims description 2
- 229940113115 polyethylene glycol 200 Drugs 0.000 claims description 2
- 229940068918 polyethylene glycol 400 Drugs 0.000 claims description 2
- 238000003776 cleavage reaction Methods 0.000 claims 2
- 230000007017 scission Effects 0.000 claims 2
- LTYBJDPMCPTGEE-UHFFFAOYSA-N (4-benzoylphenyl) prop-2-enoate Chemical compound C1=CC(OC(=O)C=C)=CC=C1C(=O)C1=CC=CC=C1 LTYBJDPMCPTGEE-UHFFFAOYSA-N 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 4
- 239000010408 film Substances 0.000 description 11
- 239000012986 chain transfer agent Substances 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 7
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 5
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 5
- 229910052753 mercury Inorganic materials 0.000 description 5
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000003292 glue Substances 0.000 description 3
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 3
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 201000007909 oculocutaneous albinism Diseases 0.000 description 3
- 238000012935 Averaging Methods 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ABNRTWIZOVJPNY-UHFFFAOYSA-N 1-(4-benzoyl-3-hydroxyphenyl)prop-2-en-1-one Chemical compound OC1=CC(C(=O)C=C)=CC=C1C(=O)C1=CC=CC=C1 ABNRTWIZOVJPNY-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- 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 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- JTHZUSWLNCPZLX-UHFFFAOYSA-N 6-fluoro-3-methyl-2h-indazole Chemical compound FC1=CC=C2C(C)=NNC2=C1 JTHZUSWLNCPZLX-UHFFFAOYSA-N 0.000 description 1
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QJAOYSPHSNGHNC-UHFFFAOYSA-N octadecane-1-thiol Chemical compound CCCCCCCCCCCCCCCCCCS QJAOYSPHSNGHNC-UHFFFAOYSA-N 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical group 0.000 description 1
- 239000005361 soda-lime glass Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses an OCA adhesive film for a display device and a preparation method thereof, wherein the OCA adhesive film is prepared from a composition of an optical adhesive, and the composition of the optical adhesive comprises the following components: the acrylic acid derivative polymer comprises structural units of monomers with hydroxyl groups and structural units from (methyl) acrylic acid alkyl ester monomers, and the acrylic acid ester oligomer is polymerized by acrylic acid ester monomers. The thickness of the OCA adhesive film prepared by the invention is 175-350 mu m, the storage elastic modulus of the adhesive film at 25 ℃ is 80-150 kPa, the gel fraction is above 70%, and the adhesive film is used for attaching a display module without UV secondary curing, thus meeting the reliability requirements of electronic products such as vehicle-mounted display and the like.
Description
Technical Field
The invention belongs to the technical field of optical transparent adhesive tapes, and particularly relates to an OCA adhesive film for a display device and a preparation method thereof.
Background
In the bonding of vehicle-mounted displays, the currently commonly used OCA (optically clear adhesive tape) needs to be cured for the second time, that is, after the OCA is bonded with the cover plate and the module, UV light needs to be irradiated once again, and the OCA is cured once again, so as to improve the bonding reliability and balance the bonding performance of the bonding adhesive. However, as more and more in-vehicle displays using 3A (AG, AR, AF) outer explosion-proof optical films, UV light is hard to pass through after attaching OCAs and modules, so OCAs are required to have properties that can still meet the reliability requirements of vehicle regulations without UV light after attaching, and at present, the balance between attaching properties and reliability is hard to be achieved with OCAs without secondary curing. Therefore, there is an urgent need for an OCA film for a display device and a method of manufacturing the same, which can solve the above problems.
Disclosure of Invention
Aiming at the problems in the prior art, the invention provides an OCA adhesive film for a display device and a preparation method thereof, wherein the OCA adhesive film is mainly applied to the bonding of a display module, in particular to the full bonding application of OCA without secondary curing, and the novel application needs are mainly vehicle-mounted display with a 3A explosion-proof film and applications in which a TP layer is provided with a UV blocking function layer and UV light cannot penetrate directly, such as applications of some electronic products such as pen-powered electronic books and electronic books.
The technical scheme of the invention is as follows:
the invention relates to an OCA adhesive film for a display device, which is prepared from a composition of an optical adhesive, wherein the composition of the optical adhesive comprises the following components: the ultraviolet light curing agent comprises an acrylic acid derivative polymer, an acrylic ester oligomer, a diluent monomer, a photoinitiator and a cross-linking agent, wherein the photoinitiator is compounded by adopting a hydrogen abstraction type ultraviolet light initiator and a cracking type ultraviolet light initiator.
Preferably, the acrylic derivative polymer comprises structural units of a monomer having a hydroxyl group and structural units derived from a (meth) acrylic acid alkyl ester monomer, has a weight average molecular weight of 20w or more, has a glass transition temperature (Tg) of between-30 ℃ and 5 ℃, and has a mass of 60% to 80% of the total mass of the composition.
Preferably, the acrylate oligomer is polymerized by acrylate monomers, the glass transition temperature of the acrylate oligomer is above 70 ℃, the weight average molecular weight of the acrylate oligomer is between 3000 and 30000, and the mass of the acrylate oligomer accounts for 3 to 15 percent of the total mass of the composition.
Preferably, the acrylate monomer is composed of any of alkyl acrylate, hydroxyl acrylate and part of special acrylic acid monomer, and the special acrylic acid monomer is selected from one or more of isobornyl acrylate, isobornyl methacrylate, acryloylmorpholine, N-vinyl pyrrolidone and N, N-dimethyl acrylamide.
Preferably, the diluent monomer consists of any of alkyl acrylate, hydroxyl acrylate and part of special acrylic acid monomers, wherein the special acrylic acid monomers are selected from one or more of isobornyl acrylate, acryloylmorpholine, N-vinyl pyrrolidone and N, N-dimethyl acrylamide, and the mass of the diluent monomer accounts for 15-30% of the total mass of the composition.
Preferably, the cracking ultraviolet initiator is selected from one or more of benzoin derivatives, benzil ketal derivatives, dialkoxyacetophenones, alpha-hydroxyalkyl phenones, alpha-amine alkyl phenones, acyl phosphine hydrides, esterified oxime ketone compounds, aryl peroxyester compounds, halogenated methyl aryl ketone, organic sulfur compounds and benzoyl formate, and the mass of the cracking ultraviolet initiator is 0.1-1% of the mass of the acrylic derivative polymer.
Preferably, the hydrogen-abstraction ultraviolet initiator is selected from one or more of 4-methylbenzophenone, benzophenone and 4-acryloylhydroxybenzophenone, and the mass of the hydrogen-abstraction ultraviolet initiator is 0.1-1% of the mass of the acrylic derivative polymer.
Preferably, the crosslinking agent is a polyol acrylate crosslinking agent selected from one or more of hexanediol diacrylate, tripropylene glycol diacrylate, 1, 4-butanediol (meth) diacrylate, 1, 6-hexanediol (meth) diacrylate, 1, 9-nonanediol (meth) diacrylate, tripropylene glycol di (meth) acrylate, tricyclodecanedimethanol di (meth) acrylate, 1, 10-decanediol di (meth) acrylate, polyethylene glycol-200 dimethacrylate, polyethylene glycol-400 dimethacrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, ethoxylated pentaerythritol tetra (meth) acrylate, pentaerythritol tetra (meth) acrylic acid, dipentaerythritol hexa (meth) acrylate, the mass of the crosslinking agent being 0.05 to 1% of the mass of the acrylic derivative polymer.
Preferably, the OCA adhesive film has a storage elastic modulus of 80kPa-150kPa at 25 ℃ and a gel fraction of more than 70%.
Preferably, the adhesive force of the OCA adhesive film to the soda-lime glass at 85 ℃ is more than 10N/25 mm.
The invention also relates to a preparation method of the OCA adhesive film for the display device, which comprises the steps of uniformly mixing and stirring an acrylic acid derivative polymer, an acrylic acid ester oligomer, a diluent monomer, a photoinitiator and a cross-linking agent according to a certain proportion, then defoaming, coating and curing to obtain the OCA adhesive film, wherein the steps of coating and curing are that the obtained glue is coated between two layers of release films, and the low-pressure mercury lamp is used for curing, wherein the photoinitiator is compounded by adopting a hydrogen-abstraction ultraviolet initiator and a cracking ultraviolet initiator.
Preferably, the acrylic derivative polymer is prepared by means of UV bulk polymerization or thermal bulk polymerization; the acrylate oligomer is prepared by adopting a solution polymerization mode, and the glass transition temperature Tg of the acrylate oligomer is above 70 ℃.
Preferably, the preparation method of the acrylic derivative polymer comprises the following steps: performing a prepolymer reaction on a mixture comprising a monomer having a hydroxyl group, an alkyl (meth) acrylate monomer, a special acrylate monomer, an initiator, and a chain transfer agent; when the initiator is a photoinitiator, the prepolymer reaction is carried out by ultraviolet irradiation (preferably a low-pressure mercury lamp); when the initiator is a thermal initiator, the reaction temperature is controlled to be 80-90 ℃.
Preferably, in the preparation method of the acrylic derivative polymer, the monomer with hydroxyl is selected from one or more of hydroxyethyl acrylate, hydroxypropyl acrylate and hydroxybutyl acrylate; the alkyl (meth) acrylate monomer is selected from one or more of isooctyl (meth) acrylate, butyl (meth) acrylate, amyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl acrylate, decyl (meth) acrylate, lauryl acrylate and stearyl acrylate; the chain transfer agent is one or more selected from n-dodecyl mercaptan, tert-dodecyl mercaptan, isooctyl thioglycolate and octadecyl mercaptan; the special acrylate monomer is selected from one or more of isobornyl acrylate, isobornyl methacrylate, acryloylmorpholine, N-vinyl pyrrolidone and N, N-dimethyl acrylamide.
Preferably, the preparation method of the acrylate oligomer comprises the following steps: mixing acrylate monomer, chain transfer agent and solvent, stirring at 70-80 ℃ for 1-2 h under nitrogen atmosphere, adding thermal initiator, reacting at 70-80 ℃ for 2-4 h, heating to 80-90 ℃ for 2-4 h, and finally heating the solution to 120-130 ℃ to remove unreacted monomer, chain transfer agent and solvent.
The beneficial effects of the invention are as follows:
(1) The OCA adhesive film prepared by the invention has the thickness of 175-350 mu m, is used for attaching a display module, does not need UV secondary curing, and can meet the reliability requirements of electronic products such as vehicle-mounted display and the like;
(2) The storage elastic modulus of the cured adhesive film is between 80kPa and 150kPa at 25 ℃, the gel fraction is above 70%, and secondary curing is not needed; the high-temperature adhesive force of the cured adhesive film reaches more than 10N/25 mm.
Detailed Description
The present invention will be further described in detail with reference to the following embodiments, in order to make the objects, technical solutions and advantages of the present invention more apparent. It should be understood that the description is only illustrative and is not intended to limit the scope of the invention. In addition, in the following description, descriptions of well-known structures and techniques are omitted so as not to unnecessarily obscure the present invention.
Example 1
60 parts by mass of isooctyl acrylate, 20 parts by mass of hydroxyethyl acrylate, 15 parts by mass of isobornyl acrylate, 5 parts by mass of acryloylmorpholine, 0.2 part by mass of photoinitiator 184 (1-hydroxycyclohexyl phenyl ketone) and 0.15 part by mass of chain transfer agent n-dodecyl mercaptan are added into a four-necked flask, stirred for 30min under the atmosphere of nitrogen, and a prepolymer reaction is carried out by irradiation of a low-pressure mercury lamp, so that an acrylic derivative polymer A-1 with a conversion of 25% and a weight average molecular weight of 20w is obtained.
Example 2
60 parts by mass of isooctyl acrylate, 20 parts by mass of hydroxyethyl acrylate, 15 parts by mass of isobornyl acrylate, 5 parts by mass of acryloylmorpholine and 0.1 part by mass of n-dodecyl mercaptan serving as a chain transfer agent are added into a four-necked flask, heated to 80 ℃, stirred for 40min under a nitrogen atmosphere, then added with 15ppm of a thermal initiator ABVN, reacted for 10min, cooled after the reaction is finished, and an acrylic derivative polymer A-2 with a conversion rate of 30% and a weight average molecular weight of 40w is obtained.
Example 3
15 parts by mass of hydroxyethyl acrylate, 85 parts by mass of isobornyl methacrylate, 1.5 parts by mass of n-dodecyl mercaptan as a chain transfer agent and 100 parts by mass of ethyl acetate as a polymer solvent are mixed, then stirred for 1 hour under a nitrogen atmosphere at 70 ℃, then 0.2 parts by mass of AIBN as a thermal initiator is added, reacted for 2 hours at 70 ℃, then heated to 80 ℃ for 2 hours, finally, the solution is heated to 120 ℃, and unreacted monomers, the chain transfer agent and the solvent are removed to obtain a solid acrylate oligomer, the molecular weight of the acrylate oligomer is 20000, the glass transition temperature is 110 ℃, and the glass transition temperature is denoted as A-3.
Example 4
60 parts by mass of isooctyl acrylate, 20 parts by mass of hydroxyethyl acrylate, 15 parts by mass of isobornyl acrylate, 5 parts by mass of acryloylmorpholine, 184.2 parts by mass of photoinitiator and 0.2 part by mass of n-dodecyl mercaptan serving as a chain transfer agent are added into a four-necked flask, stirred for 30min under the atmosphere of nitrogen, and irradiated by a low-pressure mercury lamp to perform prepolymer reaction, thereby obtaining an acrylic derivative polymer A-4 with a conversion rate of 25% and a weight average molecular weight of 10 w.
Example 5
75 parts by mass of the acrylic derivative polymer (A-1) obtained in example 1, 7 parts by mass of isooctyl acrylate, 8 parts by mass of hydroxyethyl acrylate, 5 parts by mass of isobornyl acrylate, 5 parts by mass of the acrylate oligomer (A-3) obtained in example 3, 184.1 parts by mass of a photoinitiator, 0.1 part by mass of benzophenone BP, 0.1 part by mass of a crosslinking agent 1, 6-hexanediol diacrylate, and stirring uniformly were added to obtain a defoamed acrylate polymer glue, and the obtained glue was applied between two release films, and cured by a low-pressure mercury lamp having an intensity of 2mw/cm 2 The irradiation energy was 2000mj/cm 2 An OCA film with a thickness of 200 μm was obtained.
Examples 6-7 and comparative examples 1-4 were prepared in the same manner as in example 5 above, with the formulation and the properties of the prepared OCA film shown in table 1 below, with lower a-1 content in comparative example 4.
TABLE 1
Adhesion @25 ℃ test: samples of 200 μm thickness were cut to 25mm width, light films were removed and attached to glass, 50 μm thick, 300mm long corona treated PET was attached to the other side, the ends of each strip were clamped to the tensile clamps of a tensile machine, peeled off at a speed of 300mm/min, and 5 sets of data were tested for averaging.
Adhesion @85 ℃ test: samples of 200 μm thickness were cut to 25mm width, light films were removed and attached to glass, 50 μm thick, 300mm long, corona treated PET was attached to the other side, the ends of each strip were clamped to a tensile fixture of a high Wen Lali machine set at 85℃, peeled off at 300mm/min after 10min, and 5 sets of data were tested for averaging.
Gel fraction test: a certain weight of semipermeable OCAM1 is weighed, dissolved in ethyl acetate and kept stand for 24 hours, and then the weight M2 is weighed after filtration, and the gel fraction is M2/M1 x 100%.
And (3) fit test: and (3) tearing off the light release film of the OCA, attaching the light release film to the step glass with the thickness of 30 mu m, obtaining glass after the heavy release film of the OCA is torn off by 1mm, vacuum attaching the glass, placing the glass in a high-pressure deaeration machine for high-pressure deaeration, and observing whether bubbles exist at the step position of the sample ink after deaeration. ( 1. Vacuum lamination conditions: 100pa,45 ℃,30s; 2. high pressure defoaming conditions: 50 ℃,5kg; )
Reliability test: and (3) placing the bonded and cured sample in a high-temperature oven at 90 ℃ and a double-85 high-temperature and high-humidity oven for 1000 hours, and then observing whether newly added bubbles are generated at the visible area.
Storage modulus test: the test was performed by placing an 8mm diameter disc in an ARES rheometer (american TA instruments) with reference to ASTM D4440-15 standard.
It is to be understood that the above-described embodiments of the present invention are merely illustrative of or explanation of the principles of the present invention and are in no way limiting of the invention. Accordingly, any modification, equivalent replacement, improvement, etc. made without departing from the spirit and scope of the present invention should be included in the scope of the present invention. Furthermore, the appended claims are intended to cover all such changes and modifications that fall within the scope and boundary of the appended claims, or equivalents of such scope and boundary.
Claims (10)
1. An OCA film for a display device, made of a composition of an optical adhesive, characterized in that the composition of the optical adhesive comprises the following components: the ultraviolet light curing agent comprises an acrylic acid derivative polymer, an acrylic ester oligomer, a diluent monomer, a photoinitiator and a cross-linking agent, wherein the photoinitiator is compounded by adopting a hydrogen abstraction type ultraviolet light initiator and a cracking type ultraviolet light initiator.
2. The OCA film for a display device according to claim 1, wherein the acrylic derivative polymer comprises a structural unit of a monomer having a hydroxyl group and a structural unit derived from an alkyl (meth) acrylate monomer, has a weight average molecular weight of 20w or more and a glass transition temperature of-30 ℃ to 5 ℃, and the mass of the acrylic derivative polymer is 60% to 80% of the total mass of the composition.
3. The OCA film for a display device according to claim 1, wherein the acrylate oligomer is polymerized from an acrylate monomer, the acrylate oligomer has a glass transition temperature of 70 ℃ or higher, a weight average molecular weight of 3000-30000, and the mass of the acrylate oligomer is 3% -15% of the total mass of the composition.
4. The OCA film for a display device according to claim 3, wherein the acrylic acid ester monomer is composed of any of alkyl acrylate, hydroxy acrylate, and part of special acrylic acid monomers selected from one or more of isobornyl acrylate, isobornyl methacrylate, acryloylmorpholine, N-vinylpyrrolidone, N-dimethylacrylamide.
5. The OCA film for a display device according to claim 1, wherein the diluent monomer is composed of any of alkyl acrylate, hydroxy acrylate, and a part of special acrylic acid monomers, and the special acrylic acid ester monomers are selected from one or more of isobornyl acrylate, isobornyl methacrylate, acryloylmorpholine, N-vinylpyrrolidone, N-dimethylacrylamide, and the mass of the diluent monomer is 15% -30% of the total mass of the composition.
6. The OCA film for a display device according to claim 1, wherein the cleavage type uv initiator is selected from one or more of benzoin derivatives, benzil ketal derivatives, dialkoxyacetophenones, α -hydroxyalkylphenones, α -aminoalkylphenones, acylphosphine hydrides, esterified oxime ketone compounds, arylperoxy ester compounds, halomethyl aryl ketones, organic sulfur compounds, and benzoyl formate, and the mass of the cleavage type uv initiator is 0.1 to 1% of the mass of the acrylic derivative polymer.
7. The OCA film for a display device according to claim 1, wherein the hydrogen-abstraction type ultraviolet initiator is one or more selected from 4-methylbenzophenone, benzophenone, and 4-acryloyloxybenzophenone, and the mass of the hydrogen-abstraction type ultraviolet initiator is 0.1 to 1% of the mass of the acrylic derivative polymer.
8. The OCA film for a display device according to claim 1, wherein the crosslinking agent is one or more selected from the group consisting of hexanediol diacrylate, tripropylene glycol diacrylate, 1, 4-butanediol (meth) diacrylate, 1, 6-hexanediol (meth) diacrylate, 1, 9-nonanediol (meth) diacrylate, tripropylene glycol di (meth) acrylate, tricyclodecane dimethanol di (meth) acrylate, 1, 10-decanediol di (meth) acrylate, polyethylene glycol-200 dimethacrylate, polyethylene glycol-400 dimethacrylate, trimethylolpropane tri (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, ethoxylated pentaerythritol tetra (meth) acrylate, pentaerythritol tetra (meth) acrylic acid, dipentaerythritol hexa (meth) acrylate, and the mass of the crosslinking agent is 0.05 to 1% of the mass of the acrylic derivative polymer.
9. The preparation method of the OCA adhesive film for the display device is characterized by mixing and stirring an acrylic acid derivative polymer, an acrylic acid ester oligomer, a diluent monomer, a photoinitiator and a crosslinking agent uniformly according to a certain proportion, and then defoaming, coating and curing to obtain the OCA adhesive film, wherein the photoinitiator is compounded by adopting a hydrogen abstraction type ultraviolet initiator and a cracking type ultraviolet initiator.
10. The method according to claim 9, wherein the acrylic derivative polymer is prepared by UV bulk polymerization or thermal bulk polymerization; the acrylate oligomer is prepared by adopting a solution polymerization mode.
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