CN111995967A - Ultraviolet light cured optical adhesive film and preparation method thereof - Google Patents
Ultraviolet light cured optical adhesive film and preparation method thereof Download PDFInfo
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- CN111995967A CN111995967A CN201910446598.XA CN201910446598A CN111995967A CN 111995967 A CN111995967 A CN 111995967A CN 201910446598 A CN201910446598 A CN 201910446598A CN 111995967 A CN111995967 A CN 111995967A
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- 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
- C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
- C09J123/02—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
- C09J123/04—Homopolymers or copolymers of ethene
- C09J123/08—Copolymers of ethene
- C09J123/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
- C09J123/0853—Vinylacetate
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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- 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
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- 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
- 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
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- 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
- C09J2423/00—Presence of polyolefin
- C09J2423/04—Presence of homo or copolymers of ethene
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention relates to an ultraviolet-cured optical adhesive film which comprises the following raw materials in parts by weight: 50-95 parts of ethylene-vinyl acetate copolymer; 0.5-10 parts of an ethylene-octene copolymer; 0.5-20 parts of acrylate oligomer; 5-30 parts of a reactive acrylate monomer; 0.1-5 parts of an auxiliary crosslinking agent; 0.1-5 parts of a photoinitiator; 0.5-5 parts of a coupling agent; 0.1-2 parts of a light stabilizer; 0.1-2 parts of antioxidant. The invention also provides a corresponding preparation method. The ultraviolet-cured optical adhesive film has the advantages of simple production process, 100 percent of solid content, energy conservation, environmental protection, easy deaeration in the processing and using process, no adhesive overflow, wider adaptability, high crosslinking degree and excellent aging resistance. The UV-cured film is easy to rework before photocuring, improves the yield, reduces the loss of base materials, and has excellent bonding performance to touch screens and liquid crystal displays after UV curing.
Description
Technical Field
The invention relates to the technical field of electronic display screens, in particular to an ultraviolet light cured optical adhesive film which can be used in the fields of touch screens, liquid crystal displays and ultraviolet light cured packaging.
Background
In recent years, the updating speed of electronic products such as mobile phone flat panels and the like is fast, and touch screens and liquid crystal screens are rapidly developed. The bonding method between the touch screen and other components is the conventional LOCA and OCA full lamination. Although the conventional LOCA adhesive is relatively good in filling property, the processing property is not excellent enough, defoaming is difficult, and an adhesive overflow phenomenon is easy to occur. The OCA optical cement is a mainstream product in the market at present, but the OCA optical cement has the advantages of high production cost, high laminating requirement, low yield and narrow application range, and is only suitable for laminating small-size screens.
Therefore, an optical adhesive film with low cost, easy processing and wide applicability is needed to replace the existing LOCA and OCA optical adhesives.
Disclosure of Invention
The invention mainly aims to solve the problems and the defects, and provides an ultraviolet-cured optical adhesive film which has the advantages of low production cost, easiness in processing and wide applicability and avoids the phenomenon of adhesive overflow in the LOCA laminating process. Based on the synergistic effect among the components in the optical adhesive film, the optical adhesive film has excellent reworkability before ultraviolet curing, so that the bonding yield is improved, the waste is reduced, and the optical adhesive film is particularly suitable for the bonding process of large-size screens; and the crosslinking degree is high after ultraviolet curing, so that the ultraviolet curing coating has excellent water vapor resistance and aging resistance.
In order to achieve the purpose, the ultraviolet light cured optical adhesive film comprises the following raw materials in parts by weight: 50-95 parts of Ethylene Vinyl Acetate (EVA) copolymer, 0.5-10 parts of ethylene-octene copolymer, 0.50-20 parts of acrylate oligomer, 5-30 parts of reactive acrylate monomer, 0.1-5 parts of assistant crosslinking agent, 0.1-5 parts of photoinitiator, 0.5-5 parts of coupling agent, 0.1-2 parts of light stabilizer and 0.1-2 parts of antioxidant.
Preferably, the ethylene-vinyl acetate copolymer has a melting point of 40-75 ℃ and a VA content of 25-46%.
Preferably, the melting point of the ethylene-octene copolymer is 40-75 ℃, the addition of the ethylene-octene copolymer can improve the water vapor resistance of the adhesive film, and the melting point of the ethylene-octene copolymer is close to that of the selected EVA, so that the processing is convenient.
Preferably, the acrylate oligomer is one or a combination of several of urethane acrylate, polyether acrylate, epoxy acrylate and polyester acrylate. The acrylate oligomer can be cured and crosslinked into a three-dimensional network structure under a certain condition, and has good compatibility with the selected EVA resin, so that the acrylate oligomer has better stability, improves the crosslinking density of a matrix, and improves the aging resistance, the water resistance and the like of the material.
Preferably, the reactive acrylate monomer is one or a combination of dodecyl methacrylate, isobornyl methacrylate, propoxylated neopentyl glycol diacrylate, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, ethoxylated trimethylolpropane triacrylate, and propoxylated glycerol triacrylate. Based on the synergistic effect among the components in the optical adhesive film, the optical adhesive film has a larger content of reactive acrylate monomers, and the addition of the reactive acrylate can improve the crosslinking density of the adhesive film, enhance the aging resistance of the adhesive film, improve the space ductility of the adhesive film and make the adhesive film softer.
Preferably, the auxiliary crosslinking agent is one or a combination of two of triallyl cyanurate and triallyl isocyanurate.
Preferably, the photoinitiator is one or more of alpha, alpha-diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropanone, 2-hydroxy-2-methyl-1-p-hydroxyethyl etherylphenylacetone, 1-hydroxycyclohexyl phenyl ketone, 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, phenyl bis (2,4, 6-trimethylbenzoyl) phosphorus oxide, thioxanthone and its derivatives, anthraquinone and its derivatives, and co-initiator active amines.
Preferably, the coupling agent is a silane coupling agent.
Preferably, the light stabilizer is one or more of hindered amine light stabilizer benzoic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, sebacic acid bis (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, nitrilotris [ acetic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester ] and N, N-bis (2,2,6, 6-tetramethylpiperidyl) hexanediamine.
Preferably, the antioxidant is one or a combination of antioxidants 1010, 168 and 1076.
The invention also provides a preparation method of the ultraviolet curing optical adhesive film, which comprises the following steps:
pre-mixing process of materials: heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
And (3) extrusion molding: adding the premix into a hopper of an extruder, plasticizing and extruding at 60-160 ℃, and casting to form a film with the thickness of 0.02-0.9 mm.
Preferably, the method further comprises the process of ultraviolet light curing: the photocuring adhesive film is clamped between touch control glass, is attached at 70-90 ℃, is subjected to a high-pressure defoaming process, and is finally irradiated under a mercury lamp or an LED curing lamp for 2000-3000 mj/cm2And (4) finishing.
Detailed Description
In order to clearly understand the technical contents of the present invention, the following examples are given in detail.
The invention relates to an ultraviolet light cured optical adhesive film which is prepared from the following raw materials in parts by weight: 50-95 parts of ethylene vinyl acetate copolymer (EVA), 0.5-10 parts of ethylene-octene copolymer, 0.5-20 parts of acrylate oligomer, 5-30 parts of reactive acrylate monomer, 0.1-5 parts of assistant crosslinking agent, 0.1-5 parts of photoinitiator, 0.5-5 parts of coupling agent, 0.1-2 parts of light stabilizer and 0.1-2 parts of antioxidant.
In the following examples, the ethylene-vinyl acetate copolymer has a melting point of 40-75 ℃ and a VA content of 25-46%; the melting point of the ethylene-octene copolymer is 40-75 ℃; the acrylate oligomer is one or a combination of more of polyurethane acrylate, polyether acrylate, epoxy acrylate and polyester acrylate; the reactive acrylate monomer is one or a combination of more of dodecyl methacrylate, isobornyl methacrylate, propoxylated neopentyl glycol diacrylate, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, ethoxylated trimethylolpropane triacrylate and propoxylated glycerol triacrylate; the auxiliary crosslinking agent is one or the combination of two of triallyl cyanurate and triallyl isocyanurate. The photoinitiator is one or the combination of more of alpha, alpha-diethoxyacetophenone, 2-hydroxy-2 methyl-1-phenyl acetone, 2-hydroxy-2-methyl-1-p-hydroxyethyl ether phenyl acetone, 1-hydroxycyclohexyl phenyl ketone, 2,4, 6-trimethylbenzoyl-diphenyl phosphine oxide, phenyl bis (2,4, 6-trimethylbenzoyl) phosphorus oxide, thioxanthone and derivatives thereof, anthraquinone and derivatives thereof and co-initiator active amines; the coupling agent is a silane coupling agent; the light stabilizer is one or a combination of more of hindered amine light stabilizer benzoic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, sebacic acid bis (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, nitrilotriacetic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester) and N, N-bis (2,2,6, 6-tetramethylpiperidyl) hexanediamine; the antioxidant is one or more of antioxidant 1010, antioxidant 168 and antioxidant 1076.
Example 1
The adhesive film comprises the following raw materials, by weight, 90 parts of ethylene vinyl acetate copolymer (EVA), 0.5 part of ethylene-octene copolymer, 1 part of acrylate oligomer, 5 parts of reactive acrylate monomer, 1 part of assistant crosslinking agent, 1 part of photoinitiator, 1 part of coupling agent, 0.5 part of light stabilizer and 1 part of antioxidant.
Heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
Adding the premix into a hopper of an extruder, plasticizing and extruding at 120 ℃, and casting to form a film.
Example 2
The adhesive film comprises, by weight, 80 parts of ethylene vinyl acetate copolymer (EVA), 2 parts of ethylene-octene copolymer, 3.5 parts of acrylate oligomer, 10 parts of reactive acrylate monomer, 0.5 part of assistant crosslinking agent, 2 parts of photoinitiator, 0.5 part of coupling agent, 1 part of light stabilizer and 0.5 part of antioxidant.
Heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
Adding the premix into a hopper of an extruder, plasticizing and extruding at 100 ℃, and casting to form a film.
Example 3
The adhesive film comprises, by weight, 70.2 parts of ethylene vinyl acetate copolymer (EVA), 1 part of ethylene-octene copolymer, 1 part of acrylate oligomer, 20 parts of reactive acrylate monomer, 1 part of assistant crosslinking agent, 4 parts of photoinitiator, 1 part of coupling agent, 1 part of light stabilizer and 0.8 part of antioxidant.
Heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
Adding the premix into a hopper of an extruder, plasticizing and extruding at 90 ℃, and casting to form a film.
Example 4
The adhesive film comprises, by weight, 63 parts of ethylene vinyl acetate copolymer (EVA), 5 parts of ethylene-octene copolymer, 5 parts of acrylate oligomer, 15 parts of reactive acrylate monomer, 3 parts of auxiliary crosslinking agent, 4 parts of photoinitiator, 2 parts of coupling agent, 1 part of light stabilizer and 2 parts of antioxidant.
Heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
Adding the premix into a hopper of an extruder, plasticizing and extruding at 75 ℃, and casting to form a film.
Example 5
The adhesive film comprises the following raw materials, by weight, 50 parts of ethylene vinyl acetate copolymer (EVA), 8 parts of ethylene-octene copolymer, 6 parts of acrylate oligomer, 25 parts of reactive acrylate monomer, 1 part of assistant crosslinking agent, 5 parts of photoinitiator, 1 part of coupling agent, 2 parts of light stabilizer and 2 parts of antioxidant.
Heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 50 ℃ according to the proportion of a formula until a mixed solution is in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the proportion of the formula, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
Adding the premix into a hopper of an extruder, plasticizing and extruding at 65 ℃, and casting to form a film.
The ultraviolet-cured optical adhesive film has the advantages of simple production process, 100 percent of solid content, energy conservation, environmental protection, easy deaeration in the processing and using process, no glue overflow, wider adaptability, more than 80 percent of crosslinking degree and excellent aging resistance due to high crosslinking degree. The UV-cured adhesive is easy to rework before photocuring, improves the yield, reduces the loss of base materials, and has excellent adhesive property to touch screens and liquid crystal displays after UV curing.
The optical adhesive film disclosed by the invention has higher crosslinking degree after being subjected to ultraviolet curing, has a more stable spatial structure compared with the traditional OCA and LOCA optical adhesives, is difficult to break in a bending and folding adhesive layer, has good spatial ductility, is excellent in steam aging resistance, and avoids the phenomena of adhesive overflow and difficult reworking of the OCA adhesive in the conventional LOCA optical adhesive bonding process. The die cutting process does not cause wire drawing, has wide adaptability to the size of a bonded screen, is particularly suitable for bonding large-size and ultra-large-size touch screens, and can well replace the conventional OCA optical cement and LOCA cement.
In this specification, the invention has been described with reference to specific embodiments thereof. It will, however, be evident that various modifications and changes may be made thereto without departing from the broader spirit and scope of the invention. The description is thus to be regarded as illustrative instead of limiting.
Claims (10)
2. the UV-curable optical adhesive film according to claim 1, wherein the ethylene-vinyl acetate copolymer has a melting point of 40-75 ℃ and a VA content of 25-46%.
3. The UV-curable optical adhesive film according to claim 1, wherein the ethylene-octene copolymer has a melting point of 40-75 ℃.
4. The UV-curable optical film according to claim 1, wherein the acrylate oligomer comprises one or more of urethane acrylate, polyether acrylate, epoxy acrylate, and polyester acrylate.
5. The UV-curable optical adhesive film according to claim 1, wherein the reactive acrylate monomer is one or more selected from the group consisting of dodecyl methacrylate, isobornyl methacrylate, propoxylated neopentyl glycol diacrylate, trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, pentaerythritol triacrylate, ethoxylated trimethylolpropane triacrylate, and propoxylated glycerol triacrylate.
6. The UV-curable optical adhesive film according to claim 1, wherein the co-crosslinking agent is triallyl cyanurate, or triallyl isocyanurate, or a combination of both.
7. The UV-curable optical film according to claim 1, wherein the photoinitiator is one or more of α, α -diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropanone, 2-hydroxy-2-methyl-1-p-hydroxyethyl etherphenylpropanone, 1-hydroxycyclohexyl phenyl ketone, 2,4, 6-trimethylbenzoyl-diphenylphosphine oxide, phenyl bis (2,4, 6-trimethylbenzoyl) phosphorus oxide, thioxanthone and its derivatives, anthraquinone and its derivatives, and co-initiator active amines;
preferably, the coupling agent is a silane coupling agent;
preferably, the light stabilizer is one or more of hindered amine light stabilizer benzoic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, sebacic acid bis (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester, nitrilotris [ acetic acid (2,2,6, 6-tetramethyl-4-hydroxypiperidine) ester ], N, N-bis (2,2,6, 6-tetramethylpiperidyl) hexanediamine;
preferably, the antioxidant is one or more of the combination of 1010, 168 and 1076.
8. The method for preparing the ultraviolet light-cured optical adhesive film according to any one of claims 1 to 7, wherein the method for preparing the optical adhesive film comprises the following steps:
the pre-mixing process of the raw materials comprises the following steps: heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at a preset temperature according to a ratio until a mixed solution is in a uniform and clear state, and slowly adding the mixed solution into a stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to a ratio in a spraying manner for mixing to obtain a premix;
and (3) extrusion molding: adding the premix into a hopper of an extruder, plasticizing and extruding at 60-160 ℃, and performing tape casting to form a film, thereby obtaining the optical adhesive film.
9. The method for preparing the ultraviolet light curing optical adhesive film according to claim 8, wherein the pre-mixing process of the raw materials comprises:
heating and premixing an acrylate oligomer, a polyfunctional acrylate monomer, an auxiliary crosslinking agent, a photoinitiator, a coupling agent and a light stabilizer in a container at 40-60 ℃ according to a ratio, guiding the mixed solution to be in a uniform and clear state, slowly adding the mixed solution into a conical stirrer filled with an ethylene-vinyl acetate copolymer and an ethylene-octene copolymer according to the ratio in a spraying mode, and mixing until all the auxiliaries are completely absorbed to obtain the premix.
10. The method for preparing the ultraviolet-curing optical adhesive film according to claim 8, wherein the thickness of the optical adhesive film is 0.02mm to 0.9 mm;
preferably, the preparation method further comprises the following steps:
the process of ultraviolet light curing: clamping the photocuring adhesive film between touch control glass, laminating at 70-90 ℃, defoaming at high pressure, and finally irradiating under a mercury lamp or an LED photocuring lamp for 2000-3000 mj/cm2。
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CN116445106A (en) * | 2023-04-10 | 2023-07-18 | 湖南联兴光电科技有限公司 | Optical adhesive and preparation method thereof |
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Application publication date: 20201127 |