CN114395357A - UV solvent-free OCA optical adhesive with strong adhesion and preparation method and application thereof - Google Patents
UV solvent-free OCA optical adhesive with strong adhesion and preparation method and application thereof Download PDFInfo
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- CN114395357A CN114395357A CN202210247596.XA CN202210247596A CN114395357A CN 114395357 A CN114395357 A CN 114395357A CN 202210247596 A CN202210247596 A CN 202210247596A CN 114395357 A CN114395357 A CN 114395357A
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- acrylate
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- 230000003287 optical effect Effects 0.000 title claims abstract description 92
- 239000000853 adhesive Substances 0.000 title claims abstract description 52
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 51
- 238000002360 preparation method Methods 0.000 title abstract description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 39
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims abstract description 31
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 30
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 24
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 10
- 229920002635 polyurethane Polymers 0.000 claims abstract description 9
- 239000004814 polyurethane Substances 0.000 claims abstract description 9
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000004568 cement Substances 0.000 claims description 46
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 21
- 239000000126 substance Substances 0.000 claims description 17
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 9
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 9
- 230000009477 glass transition Effects 0.000 claims description 8
- XRMBQHTWUBGQDN-UHFFFAOYSA-N [2-[2,2-bis(prop-2-enoyloxymethyl)butoxymethyl]-2-(prop-2-enoyloxymethyl)butyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(CC)COCC(CC)(COC(=O)C=C)COC(=O)C=C XRMBQHTWUBGQDN-UHFFFAOYSA-N 0.000 claims description 7
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 claims description 7
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 claims description 6
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 5
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 125000004386 diacrylate group Chemical group 0.000 claims description 5
- KVILQFSLJDTWPU-UHFFFAOYSA-N heptadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCOC(=O)C=C KVILQFSLJDTWPU-UHFFFAOYSA-N 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-UHFFFAOYSA-N 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 4
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 3
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 3
- 230000001588 bifunctional effect Effects 0.000 claims description 3
- 238000002834 transmittance Methods 0.000 abstract description 6
- 230000008569 process Effects 0.000 abstract description 5
- 230000000052 comparative effect Effects 0.000 description 28
- 238000001723 curing Methods 0.000 description 13
- 229910008051 Si-OH Inorganic materials 0.000 description 12
- 229910006358 Si—OH Inorganic materials 0.000 description 12
- 238000012360 testing method Methods 0.000 description 9
- 239000011521 glass Substances 0.000 description 7
- 239000011259 mixed solution Substances 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 6
- PKTOVQRKCNPVKY-UHFFFAOYSA-N dimethoxy(methyl)silicon Chemical compound CO[Si](C)OC PKTOVQRKCNPVKY-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 6
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 5
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 5
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 5
- ILBBNQMSDGAAPF-UHFFFAOYSA-N 1-(6-hydroxy-6-methylcyclohexa-2,4-dien-1-yl)propan-1-one Chemical compound CCC(=O)C1C=CC=CC1(C)O ILBBNQMSDGAAPF-UHFFFAOYSA-N 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- JJQZDUKDJDQPMQ-UHFFFAOYSA-N dimethoxy(dimethyl)silane Chemical compound CO[Si](C)(C)OC JJQZDUKDJDQPMQ-UHFFFAOYSA-N 0.000 description 4
- 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 description 4
- 230000000694 effects Effects 0.000 description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- 239000002313 adhesive film Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000011049 filling Methods 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 238000005464 sample preparation method Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 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 2
- 239000000084 colloidal system Substances 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- -1 polysiloxane Polymers 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- GTRPBWKGZYYHII-UHFFFAOYSA-N C(C)C1=CC=2SC3=CC=CC=C3S(C2C(=C1)CC)=O Chemical compound C(C)C1=CC=2SC3=CC=CC=C3S(C2C(=C1)CC)=O GTRPBWKGZYYHII-UHFFFAOYSA-N 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000007719 peel strength test Methods 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000002699 waste material 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
- C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
- C09J163/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention relates to the technical field of OCA (optically clear adhesive) optical adhesives, in particular to a strong-adhesion UV (ultraviolet) solvent-free OCA optical adhesive as well as a preparation method and application thereof. The UV solvent-free OCA optical adhesive with strong adhesion is mainly prepared from the following components in parts by weight: 10-55 parts of epoxy acrylate, 5-30 parts of aliphatic polyurethane acrylate oligomer, 10-40 parts of multifunctional acrylic monomer, 0.2-2 parts of photoinitiator, 0.3-1.5 parts of silane coupling agent and 0.6-3 parts of long-chain acrylate. According to the invention, the long-chain acrylate is introduced into the OCA optical adhesive, so that on the basis of not influencing the bonding performance and the high light transmittance characteristic of the OCA optical adhesive, the three-dimensional macromolecular structure of the OCA optical adhesive is improved, the bonding performance is improved, meanwhile, the intermolecular friction is reduced, the fluidity is improved, and the defoaming in the bonding process of a touch screen component is facilitated.
Description
Technical Field
The invention relates to the technical field of OCA (optically clear adhesive) optical adhesives, in particular to a strong-adhesion UV (ultraviolet) solvent-free OCA optical adhesive as well as a preparation method and application thereof.
Background
The touch screen mainly comprises a protective glass, a touch screen and a display screen from top to bottom, wherein glue is needed to be adhered between the protective glass and the touch screen, and the touch screen and the display screen are respectively adhered. The OCA optical adhesive has the characteristics of being colorless and transparent, having the light transmittance of more than 90 percent, being capable of being cured at room temperature or middle temperature, having small curing shrinkage and the like, and is generally applied to the bonding of touch screens.
As OCA optical cement for bonding protective glass, a touch screen and a display screen, the service life and the appearance of components of the touch screen are directly influenced by the size of the bonding force of the OCA optical cement. In order to improve the bonding force, a functional assistant containing hydrogen bonds or a silane coupling agent is added into the traditional OCA optical adhesive, for example, patent application with publication number CN108977160A discloses an ultraviolet light semi-cured OCA optical adhesive, the peel strength of the cured OCA optical adhesive is 2.6-3.5 kg/2.54cm, and the reaction route is as follows: (1) dehydration and condensation are carried out between Si and OH to obtain Si-OH low molecular polysiloxane; (1) Si-OH in the oligomer forms hydrogen bonds with OH on the surface of the substrate; (3) during the curing process, a covalent bond is formed with the substrate along with a dehydration reaction. This route generally results in only one bond between the silane groups of the silane at the interface and the substrate surface, and the remaining silane groups can only be condensed two by two or are in a free state, resulting in waste of hydrogen bonds, resulting in a great reduction in the number of interfacial covalent bonds, which affects the improvement of the bonding strength. Therefore, the OCA optical cement with strong adhesion is urgently needed to be developed to further improve the adhesion strength of the interface, so that the service life of the whole touch screen component is prolonged.
In view of the above, the present invention is particularly proposed.
Disclosure of Invention
The invention aims to provide a UV solvent-free OCA optical adhesive with strong adhesiveness, which aims to solve the technical problems of insufficient adhesive strength and the like of OCA optical adhesives in the prior art.
The invention also aims to provide a preparation method of the UV solvent-free OCA optical adhesive with strong adhesiveness.
The invention further aims to provide application of the strong-adhesion UV solvent-free OCA optical cement in the bonding of touch screen components.
In order to achieve the above purpose of the present invention, the following technical solutions are adopted:
the UV solvent-free OCA optical adhesive with strong adhesion is mainly prepared from the following components in parts by weight:
10-55 parts of epoxy acrylate, 5-30 parts of aliphatic polyurethane acrylate oligomer, 10-40 parts of multifunctional acrylic monomer, 0.2-2 parts of photoinitiator, 0.3-1.5 parts of silane coupling agent and 0.6-3 parts of long-chain acrylate.
According to the invention, the long-chain acrylate is introduced into the OCA optical adhesive, so that the three-dimensional macromolecular structure of the OCA optical adhesive is improved, the branch points of a high-branched polymer are increased, molecular chains are not easy to tangle, the terminal functionality is enriched, the number of interface Si-OH is increased, meanwhile, Si-OH in an oligomer is tightly and uniformly arranged at a bonding interface under the influence of the long-chain acrylate, the Si-OH concentrations of a colloid and the interface are increased, and the bonding performance is further improved. Meanwhile, the intermolecular friction of the OCA optical cement can be reduced, the fluidity is improved, and defoaming in the laminating process is facilitated, so that the production yield is improved, and the production cost is reduced.
In a specific embodiment of the present invention, the long-chain acrylate is a highly branched long-chain acrylate.
In a specific embodiment of the present invention, the long-chain acrylate includes any one or more of a hyper-branched treated dodecyl acrylate of mitsubishi chemical, a hyper-branched treated tridecyl acrylate of mitsubishi chemical, a hyper-branched treated heptadecyl acrylate of mitsubishi chemical, and a hyper-branched treated octadecyl acrylate of mitsubishi chemical.
In a specific embodiment of the invention, the functionality of the epoxy acrylate is 1-4, and the glass transition temperature is-40-80 ℃.
In a specific embodiment of the invention, the functionality of the aliphatic polyurethane acrylate oligomer is 2-3, and the glass transition temperature is-40-65 ℃.
In a specific embodiment of the present invention, the multifunctional acrylic monomer includes any one or more of a bifunctional acrylic monomer, a trifunctional acrylic monomer, and a tetrafunctional acrylic monomer.
In a specific embodiment of the present invention, the multifunctional acrylic monomer includes any one or more of ethylene glycol dimethacrylate, 1, 6-hexanediol diacrylate, polyethylene glycol (400) diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, and ditrimethylolpropane tetraacrylate.
In a specific embodiment of the present invention, the photoinitiator comprises any one or more of methyl benzoylformate, 2-hydroxy-2-methylphenylpropane-1-one, 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, 1-hydroxycyclohexylphenylketone, 2, 4-diethylthioxanthone and α -hydroxyisobutyrophenone.
In a specific embodiment of the present invention, the silane coupling agent includes any one or more of vinyltriethoxysilane, dimethyldimethoxysilane, vinyltrimethoxysilane, 3- (methacryloyloxy) propyltrimethoxysilane, methyldimethoxysilane and methyltriethoxysilane.
The invention also provides a preparation method of any one of the strong-adhesion UV solvent-free OCA optical cement, which comprises the following steps:
mixing the components in proportion, and carrying out ultraviolet curing.
In a specific embodiment of the present invention, the conditions of the uv curing include: the wavelength is 280-420 nm, and the energy is 500-5000 mJ/cm2。
In the specific embodiment of the invention, the components are mixed according to the proportion, coated to form a film, and then subjected to ultraviolet curing. Furthermore, the thickness of the OCA optical cement film is 25-400 mu m.
The invention also provides application of any one of the UV solvent-free OCA optical cement with strong bonding property in the bonding of touch screen components.
Compared with the prior art, the invention has the beneficial effects that:
(1) according to the invention, long-chain acrylate is introduced into the OCA optical adhesive, so that on the basis of not influencing the bonding performance and high light transmittance characteristic of the OCA optical adhesive, the three-dimensional macromolecular structure of the OCA optical adhesive is improved, the bonding performance is improved, meanwhile, the intermolecular friction is reduced, the fluidity is improved, and the defoaming in the bonding process of components of a touch screen is facilitated;
(2) the OCA optical cement has simple preparation process and is suitable for large-scale industrial production; the OCA optical adhesive is solvent-free, has no VOC emission, and is safe and environment-friendly.
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 derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within 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 not indicated by the manufacturer, and are all conventional products available commercially.
The UV solvent-free OCA optical adhesive with strong adhesion is mainly prepared from the following components in parts by weight:
10-55 parts of epoxy acrylate, 5-30 parts of aliphatic polyurethane acrylate oligomer, 10-40 parts of multifunctional acrylic monomer, 0.2-2 parts of photoinitiator, 0.3-1.5 parts of silane coupling agent and 0.6-3 parts of long-chain acrylate.
According to the invention, the long-chain acrylate is introduced into the OCA optical adhesive, so that the three-dimensional macromolecular structure of the OCA optical adhesive is improved, the branch points of a high-branched polymer are increased, molecular chains are not easy to tangle, the terminal functionality is enriched, the number of interface Si-OH is increased, meanwhile, Si-OH in an oligomer is tightly and uniformly arranged at a bonding interface under the influence of the long-chain acrylate, the Si-OH concentrations of a colloid and the interface are increased, and the bonding performance is further improved. Meanwhile, the intermolecular friction of the OCA optical cement can be reduced, the fluidity is improved, and defoaming in the laminating process is facilitated.
In a specific embodiment of the present invention, the long-chain acrylate is a highly branched long-chain acrylate.
In a specific embodiment of the present invention, the long-chain acrylate includes any one or more of a hyperbranched-treated dodecyl acrylate of mitsubishi chemical (trade name: dodecyl acrylate (hyperbranched)), a hyperbranched-treated tridecyl acrylate of mitsubishi chemical (trade name: tridecyl acrylate (hyperbranched)), a hyperbranched-treated heptadecyl acrylate of mitsubishi chemical (trade name: heptadecyl acrylate (hyperbranched)), and a hyperbranched-treated octadecyl acrylate of mitsubishi chemical (trade name: octadecyl acrylate (hyperbranched)).
The invention adopts specific long-chain acrylic ester (high branching), has special branched molecular structure, no entanglement among molecules and a large number of end groups, thereby showing special performances of high solubility, low viscosity, high chemical reaction activity and the like, forming an ellipsoidal molecular shape in a polymer system, leading the surfaces of the molecules to be densely covered with a large number of end functionalities with reaction activity, combining a non-polar inner layer structure with another polar outer layer structure, showing high bonding performance, simultaneously reducing the molecular friction performance formed by polymerization and improving the fluidity thereof due to lower viscosity and high solubility.
As in the different embodiments, the amounts of the components of the OCA optical cement may be as follows:
the epoxy acrylate may be used in amounts of 10 parts, 15 parts, 20 parts, 25 parts, 30 parts, 35 parts, 40 parts, 45 parts, 50 parts, 55 parts, and the like;
the aliphatic urethane acrylate oligomer may be used in an amount of 5 parts, 10 parts, 15 parts, 20 parts, 25 parts, 30 parts, etc.;
the multifunctional acrylic monomer may be used in amounts of 10 parts, 15 parts, 20 parts, 25 parts, 30 parts, 35 parts, 40 parts, and the like;
the photoinitiator may be used in an amount of 0.2 parts, 0.5 parts, 0.8 parts, 1 part, 1.2 parts, 1.5 parts, 1.8 parts, 2 parts, etc.;
the silane coupling agent may be used in an amount of 0.3 parts, 0.5 parts, 0.8 parts, 1 part, 1.2 parts, 1.5 parts, etc.;
the long chain acrylate may be used in an amount of 0.6 parts, 0.8 parts, 1 part, 1.2 parts, 1.5 parts, 1.8 parts, 2 parts, 2.2 parts, 2.5 parts, 2.8 parts, 3 parts, etc.
In a specific embodiment of the invention, the OCA optical cement is mainly prepared from the following components in parts by weight:
35-50 parts of epoxy acrylate, 20-30 parts of aliphatic polyurethane acrylate oligomer, 25-33 parts of multifunctional acrylic monomer, 0.5-1.5 parts of photoinitiator, 0.3-1 part of silane coupling agent and 0.6-3 parts of long-chain acrylate.
In a specific embodiment of the present invention, the mass ratio of the epoxy acrylate to the aliphatic urethane acrylate oligomer is (1 to 3): 1, such as (2 to 3): 1.
By regulating and controlling the proportion of the epoxy acrylate and the aliphatic polyurethane acrylate oligomer, the light transmittance, the bonding performance and the bonding performance of the OCA optical adhesive are further improved.
In a specific embodiment of the invention, the mass ratio of the long chain acrylate to the multifunctional acrylic monomer is 1: 10 to 50, such as 1: 30 to 50.
By adopting a certain amount of long-chain acrylate subjected to high-branching treatment, the hydrogen bond and Si-OH concentration of a bonding interface are ensured, the concentration reduction caused by too little or too much addition is avoided, and the bonding performance is further improved.
In a specific embodiment of the invention, the functionality of the epoxy acrylate is 1-4, and the glass transition temperature is-40-80 ℃.
As in the various embodiments, the functionality of the epoxy acrylate may be 1, 2, 3, or 4, and the glass transition temperature may be-40 ℃, -30 ℃, -20 ℃, -10 ℃, 0 ℃, 20 ℃, 40 ℃, 60 ℃, 80 ℃, and so forth.
In particular embodiments of the invention, the epoxy acrylate comprises any one or more of Miamer PE110(MIWON), Miamer PE2235(MIWON), Miamer PE310(MIWON), CN152(SARTOMER), and CN131NS (SARTOMER).
In a specific embodiment of the invention, the functionality of the aliphatic polyurethane acrylate oligomer is 2-3, and the glass transition temperature is-40-65 ℃.
As in the different embodiments, the functionality of the aliphatic urethane acrylate oligomer may be 2 or 3, and the glass transition temperature may be-40 ℃, -30 ℃, -20 ℃, -10 ℃, 0 ℃, 20 ℃, 40 ℃, 60 ℃, 65 ℃ and so on.
In a particular embodiment of the invention, the aliphatic urethane acrylate oligomer comprises any one or more of CN965NS (SARTOMER), CN966H90NS (SARTOMER), CN981NS (SARTOMER), CN9893NS (SARTOMER), CN980NS (SARTOMER) and CN9893NS (SARTOMER).
In a specific embodiment of the present invention, the multifunctional acrylic monomer includes any one or more of a bifunctional acrylic monomer, a trifunctional acrylic monomer, and a tetrafunctional acrylic monomer.
In a specific embodiment of the present invention, the multifunctional acrylic monomer includes any one or more of ethylene glycol dimethacrylate, 1, 6-hexanediol diacrylate, polyethylene glycol (400) diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, and ditrimethylolpropane tetraacrylate.
In a specific embodiment of the present invention, the photoinitiator comprises any one or more of methyl benzoylformate, 2-hydroxy-2-methylphenylpropane-1-one, 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, 1-hydroxycyclohexylphenylketone, 2, 4-diethylthioxanthone and α -hydroxyisobutyrophenone.
In a specific embodiment of the present invention, the silane coupling agent includes any one or more of vinyltriethoxysilane, dimethyldimethoxysilane, vinyltrimethoxysilane, 3- (methacryloyloxy) propyltrimethoxysilane, methyldimethoxysilane and methyltriethoxysilane.
The invention also provides a preparation method of any one of the strong-adhesion UV solvent-free OCA optical cement, which comprises the following steps:
mixing the components in proportion, and carrying out ultraviolet curing.
In a specific embodiment of the present invention, the conditions of the uv curing include: the wavelength is 280-420 nm, and the energy is 500-5000 mJ/cm2。
As in various embodiments, the uv light curing may have a wavelength of 280nm, 300nm, 320nm, 340nm, 350nm, 360nm, 380nm, 400nm, 420nm, and the like; the energy may be 500mJ/cm2、1000mJ/cm2、1500mJ/cm2、2000mJ/cm2、2500mJ/cm2、3000mJ/cm2、3500mJ/cm2、4000mJ/cm2、4500mJ/cm2、5000mJ/cm2And so on.
In the specific embodiment of the invention, the components are mixed according to the proportion, coated to form a film, and then subjected to ultraviolet curing. Furthermore, the thickness of the OCA optical cement film is 25-400 mu m.
In actual operation, the film thickness of the OCA optical cement can be adjusted according to actual requirements.
The invention also provides application of any one of the UV solvent-free OCA optical cement with strong bonding property in the bonding of touch screen components.
Example 1
The embodiment provides a strong-adhesion UV solvent-free OCA optical adhesive which is mainly prepared from the following components in parts by weight:
50 parts of epoxy acrylate Miamer PE110, 20 parts of aliphatic urethane acrylate oligomer SARTOMER CN965NS, 30 parts of ethylene glycol dimethacrylate, 1.5 parts of methyl benzoylformate, 0.3 part of vinyltriethoxysilane, and 0.6 part of dodecyl acrylate of Mitsubishi chemistry (hyperbranched).
The preparation method of the OCA optical cement comprises the following steps:
the components are mixed according to a certain proportion to prepare a uniform mixed solution, and the uniform mixed solution is coated to form a film, and then is cured by an ultraviolet lamp to obtain the OCA optical cement with the film thickness of 175 microns. Wherein the wavelength of ultraviolet lamp curing is 280-420 nm, and the energy is 500mJ/cm2。
Example 2
The embodiment provides a strong-adhesion UV solvent-free OCA optical adhesive which is mainly prepared from the following components in parts by weight:
48 parts of epoxy acrylate Miamer PE2235, 25 parts of aliphatic urethane acrylate oligomer SARTOMER CN966H90NS, 27 parts of 1, 6-hexanediol diacrylate, 0.6 part of 2-hydroxy-2-methylphenylpropane-1-one, 0.5 part of dimethyldimethoxysilane and 0.9 part of tridecyl acrylate of Mitsubishi chemical (hyperbranched).
The preparation method of the OCA optical cement comprises the following steps:
the components are mixed according to a certain proportion to prepare a uniform mixed solution, and the uniform mixed solution is coated to form a film, and then is cured by an ultraviolet lamp to obtain the OCA optical cement with the film thickness of 175 microns. Wherein the wavelength of ultraviolet lamp curing is 280-420 nm, and the energy is 800mJ/cm2。
Example 3
The embodiment provides a strong-adhesion UV solvent-free OCA optical adhesive which is mainly prepared from the following components in parts by weight:
45 parts of epoxy acrylate Miamer PE310, 27 parts of aliphatic urethane acrylate oligomer SARTOMER CN981NS, 38 parts of polyethylene glycol (400) diacrylate, 2 parts of 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, 0.6 part of vinyltrimethoxysilane and 1.2 parts of heptadecyl acrylate of Mitsubishi chemical (hyperbranched).
The preparation method of the OCA optical cement comprises the following steps:
mixing the above components at a certain proportion to obtain a uniform mixed solution, coating to form a film, and curing with ultraviolet lamp to obtain the final productTo an OCA optical cement having a film thickness of 175 μm. Wherein the wavelength of ultraviolet lamp curing is 280-420 nm, and the energy is 1000mJ/cm2。
Example 4
The embodiment provides a strong-adhesion UV solvent-free OCA optical adhesive which is mainly prepared from the following components in parts by weight:
19 parts of epoxy acrylate SARTOMER CN152, 19 parts of epoxy acrylate Miamer PE2235, 12 parts of aliphatic urethane acrylate oligomer SARTOMER CN9893NS, 18 parts of aliphatic urethane acrylate oligomer SARTOMER CN980NS, 32 parts of ditrimethylolpropane tetraacrylate, 0.16 part of 2, 4-diethylthioxanthone, 0.64 part of alpha-hydroxyisobutyrophenone, 0.35 part of methyldimethoxysilane, 0.65 part of methyltriethoxysilane and 2.8 parts of octadecyl acrylate of Mitsubishi chemical (hyperbranched).
The preparation method of the OCA optical cement comprises the following steps:
the components are mixed according to a certain proportion to prepare a uniform mixed solution, and the uniform mixed solution is coated to form a film, and then is cured by an ultraviolet lamp to obtain the OCA optical cement with the film thickness of 175 microns. Wherein the wavelength of ultraviolet lamp curing is 280-420 nm, and the energy is 2500mJ/cm2。
Comparative example 1
Comparative example 1 an OCA optical cement and a method for preparing the same according to example 1 were referenced, except that: the raw material components are different. The OCA optical cement of comparative example 1 is prepared from the following components in parts by weight:
50 parts of epoxy acrylate Miamer PE110, 20 parts of aliphatic urethane acrylate oligomer SARTOMER CN965NS, 30 parts of ethylene glycol dimethacrylate, 1.5 parts of methyl benzoylformate and 0.3 part of vinyltriethoxysilane.
Comparative example 2
Comparative example 2 the OCA optical cement of reference example 2 and its preparation method were distinguished by: the raw material components are different. The OCA optical cement of comparative example 2 is mainly prepared from the following components in parts by weight:
48 parts of epoxy acrylate Miamer PE2235, 25 parts of aliphatic urethane acrylate oligomer SARTOMER CN966H90NS, 27 parts of 1, 6-hexanediol diacrylate, 0.6 part of 2-hydroxy-2-methylphenylpropane-1-one and 0.5 part of dimethyldimethoxysilane.
Comparative example 3
Comparative example 3 the OCA optical cement of reference example 3 and its preparation method differ in that: the raw material components are different. The OCA optical cement of comparative example 3 is prepared from the following components in parts by weight:
45 parts of epoxy acrylate Miamer PE310, 27 parts of aliphatic urethane acrylate oligomer SARTOMER CN981NS, 38 parts of polyethylene glycol (400) diacrylate, 2 parts of 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide and 0.6 part of vinyltrimethoxysilane.
Comparative example 4
Comparative example 4 OCA optical cement of reference example 4 and its preparation method, the difference is: the raw material components are different. The OCA optical cement of comparative example 4 is prepared from the following components in parts by weight:
19 parts of epoxy acrylate SARTOMER CN152, 19 parts of epoxy acrylate Miamer PE2235, 12 parts of aliphatic urethane acrylate oligomer SARTOMER CN9893NS, 18 parts of aliphatic urethane acrylate oligomer SARTOMER CN980NS, 32 parts of di (trimethylolpropane) tetraacrylate, 0.16 part of 2, 4-diethylthioxanthone, 0.64 part of alpha-hydroxyisobutyrophenone, 0.35 part of methyldimethoxysilane and 0.65 part of methyltriethoxysilane.
Comparative example 5
Comparative example 5 OCA optical cement of reference example 4 and its preparation method, except that: the raw material components are different. The OCA optical cement of comparative example 5 is prepared from the following components in parts by weight:
19 parts of epoxy acrylate SARTOMER CN152, 19 parts of epoxy acrylate Miamer PE2235, 12 parts of aliphatic urethane acrylate oligomer SARTOMER CN9893NS, 18 parts of aliphatic urethane acrylate oligomer SARTOMER CN980NS, 32 parts of ditrimethylolpropane tetraacrylate, 0.16 part of 2, 4-diethylthioxanthone, 0.64 part of alpha-hydroxyisobutyrophenone, 0.35 part of methyldimethoxysilane, 0.65 part of methyltriethoxysilane and 4.5 parts of octadecyl acrylate of Mitsubishi chemical (hyperbranched).
Comparative example 6
Comparative example 6 OCA optical cement of reference example 4 and its preparation method, except that: the raw material components are different. The OCA optical cement of comparative example 6 is prepared from the following components in parts by weight:
65 parts of epoxy acrylate SARTOMER CN152, 3 parts of epoxy acrylate Miamer PE2235, 1.6 parts of aliphatic urethane acrylate oligomer SARTOMER CN9893NS, 2.4 parts of aliphatic urethane acrylate oligomer SARTOMER CN980NS, 33 parts of ditrimethylolpropane tetraacrylate, 0.16 part of 2, 4-diethylthianthrone, 0.64 part of alpha-hydroxyisobutyrophenone, 0.35 part of methyldimethoxysilane, 0.65 part of methyltriethoxysilane and 2.8 parts of octadecyl acrylate of Mitsubishi chemical (hyperbranched).
Comparative example 7
Comparative example 7 OCA optical cement of reference example 1 and its preparation method, except that: the raw material components are different. The OCA optical cement of comparative example 7 was prepared from the following components in parts by weight:
50 parts of epoxy acrylate Miamer PE110, 20 parts of aliphatic urethane acrylate oligomer SARTOMER CN965NS, 30 parts of ethylene glycol dimethacrylate, 1.5 parts of methyl benzoylformate, 0.3 part of vinyltriethoxysilane and 0.6 part of unbranched dodecyl acrylate
Experimental example 1
The performance of the OCA adhesive films of different examples and comparative examples is tested, and the test results are shown in Table 1.
1. Visual inspection
The detection method comprises the following steps: the appearance of the OCA optical cement samples prepared in examples 1-6 and comparative examples 1-7 was checked, and the inspectors visually inspected at 0-90 degrees with the finished products under a common light source (black background).
And (4) judging the standard: no bubble residue exists; the crystal point size D is less than 0.1mm and can not be enriched, the crystal point size D is less than 0.1 and less than 0.2mm, two crystal points are allowed, the distance is more than 2cm, and the crystal point size D is more than 0.2mm and can not be enriched.
2. Light transmittance and haze test
And (4) testing standard: GB/T2410 & lt 2008 & gt determination of light transmittance and haze of transparent plastic & lt;
the sample preparation method comprises the following steps: and (3) according to the structure bonding of a 7-inch glass cover plate/OCA optical cement/matched ITO sheet, testing the bonded structure.
3. Test of adhesion Property
The sample preparation method comprises the following steps: bonding according to the structure of a glass cover plate/OCA optical cement/ITO glass with the ink thickness of 25 mu m, wherein the size is 7 inches;
the 25 μm ink step filling performance was evaluated.
4. Adhesion Performance test
And (4) testing standard: GB/T2790-1995 adhesive 180 DEG peel strength test method Flexible materials vs. rigid materials.
The sample preparation method comprises the following steps: the test was carried out according to 25mm glass/OCA optical cement/release film sample preparation.
TABLE 1 results of testing the properties of different OCA optical adhesives
The test results show that compared with the OCA optical adhesive of the comparative example, the OCA optical adhesive has higher bonding strength, and the bonding strength is improved by 53.4-63.8 percent, which indicates that the OCA optical adhesive improves the bonding strength by adding the long-chain acrylate subjected to high branching treatment and compounding with the rest components under the condition of ensuring the appearance and the optical performance of the product. In addition, the OCA optical cement can achieve the effect of removing bubbles at lower temperature and pressure, and has better bonding performance.
Compared with the example 4, the adhesive performance of the comparative example 5 is not obviously improved by adding more high-branching-processed long-chain acrylate, because the concentration of hydrogen bonds and Si-OH at the adhesive interface is saturated, and the concentration of the hydrogen bonds and the Si-OH can be relatively reduced by adding too much, so the proportion of the high-branching-processed long-chain acrylate should be reasonably controlled. In comparative example 6, the proportion of the epoxy acrylate added is too high compared with that in example 4, so that the Tg of the adhesive film is high, and the ink filling performance of the adhesive film is not good. Compared with the example 1, the long-chain acrylate without the branched structure added in the comparative example 7 can remove bubbles at low temperature and low pressure, and has better ink filling of 25 μm, but the bonding performance is poorer, which is far lower than 58N/25mm of the example 1, because the long-chain acrylate added in the comparative example 7 reduces the intermolecular friction of the OCA optical cement, improves the fluidity of the OCA optical cement, is beneficial to removing bubbles, but lacks the branching effect, has no fulcrum of a highly branched polymer, and causes the number of interface Si-OH to be relatively less, thereby causing the bonding performance to be not obviously improved.
Finally, it should be noted that: the above embodiments are only used to illustrate the technical solution of the present invention, and not to limit the same; while the invention has been described in detail and with reference to the foregoing embodiments, it will be understood by those skilled in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some or all of the technical features may be equivalently replaced; and 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.
Claims (10)
1. The UV solvent-free OCA optical adhesive with strong adhesion is characterized by being mainly prepared from the following components in parts by weight:
10-55 parts of epoxy acrylate, 5-30 parts of aliphatic polyurethane acrylate oligomer, 10-40 parts of multifunctional acrylic monomer, 0.2-2 parts of photoinitiator, 0.3-1.5 parts of silane coupling agent and 0.6-3 parts of long-chain acrylate.
2. The strong-adhesion UV solvent-free OCA optical adhesive according to claim 1, which is prepared from the following components in parts by weight:
35-50 parts of epoxy acrylate, 20-30 parts of aliphatic polyurethane acrylate oligomer, 25-33 parts of multifunctional acrylic monomer, 0.5-1.5 parts of photoinitiator, 0.3-1 part of silane coupling agent and 0.6-3 parts of long-chain acrylate.
3. The strong-adhesion UV solvent-free OCA optical adhesive according to claim 1, wherein the mass ratio of the epoxy acrylate to the aliphatic urethane acrylate oligomer is (1-3): 1;
and/or the mass ratio of the long-chain acrylate to the multifunctional acrylic monomer is 1: 10-50.
4. A strong-adhesion UV solvent-free OCA optical adhesive according to any one of claims 1-3, wherein the long-chain acrylate is a highly branched long-chain acrylate.
5. The strong-adhesion UV solvent-free OCA optical cement according to any one of claims 1-3, wherein the long-chain acrylate comprises any one or more of Mitsubishi chemical highly branched dodecyl acrylate, Mitsubishi chemical highly branched tridecyl acrylate, Mitsubishi chemical highly branched heptadecyl acrylate, and Mitsubishi chemical highly branched octadecyl acrylate.
6. The strong-adhesion UV solvent-free OCA optical adhesive according to claim 1, wherein the epoxy acrylate has a functionality of 1-4 and a glass transition temperature of-40-80 ℃.
7. The strong-adhesion UV solvent-free OCA optical adhesive according to claim 1, wherein the aliphatic urethane acrylate oligomer has a functionality of 2 to 3 and a glass transition temperature of-40 to 65 ℃.
8. The strongly-adhesive UV solvent-free OCA optical adhesive according to claim 1, wherein the multifunctional acrylic monomer comprises any one or more of a bifunctional acrylic monomer, a trifunctional acrylic monomer, and a tetrafunctional acrylic monomer;
preferably, the multifunctional acrylic monomer includes any one or more of ethylene glycol dimethacrylate, 1, 6-hexanediol diacrylate, polyethylene glycol (400) diacrylate, ethylene glycol dimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, and ditrimethylolpropane tetraacrylate.
9. The method for preparing the strong-adhesion UV solvent-free OCA optical adhesive according to any one of claims 1-8, comprising the following steps:
mixing the components in proportion, and carrying out ultraviolet curing;
preferably, the ultraviolet light curing conditions include: the wavelength is 280-420 nm, and the energy is 500-5000 mJ/cm2。
10. The use of the strong-adhesion UV solvent-free OCA optical adhesive according to any one of claims 1-8 in the attachment of touch screen components.
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| CN113265219A (en) * | 2021-06-16 | 2021-08-17 | 深圳市撒比斯科技有限公司 | UV adhesive for PDLC electrochromic film and preparation method thereof |
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| CN113265219A (en) * | 2021-06-16 | 2021-08-17 | 深圳市撒比斯科技有限公司 | UV adhesive for PDLC electrochromic film and preparation method thereof |
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