WO2015137178A1 - Procédé pour fabriquer un corps en couches utilisé pour constituer un dispositif d'affichage d'image - Google Patents

Procédé pour fabriquer un corps en couches utilisé pour constituer un dispositif d'affichage d'image Download PDF

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Publication number
WO2015137178A1
WO2015137178A1 PCT/JP2015/056079 JP2015056079W WO2015137178A1 WO 2015137178 A1 WO2015137178 A1 WO 2015137178A1 JP 2015056079 W JP2015056079 W JP 2015056079W WO 2015137178 A1 WO2015137178 A1 WO 2015137178A1
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WO
WIPO (PCT)
Prior art keywords
image display
display device
sensitive adhesive
adhesive material
laminate
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/JP2015/056079
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English (en)
Japanese (ja)
Inventor
かほる 新美
誠 稲永
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsubishi Chemical Corp
Original Assignee
Mitsubishi Plastics Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mitsubishi Plastics Inc filed Critical Mitsubishi Plastics Inc
Priority to CN201580012808.4A priority Critical patent/CN106104658B/zh
Priority to JP2016507456A priority patent/JP6388023B2/ja
Priority to KR1020167027007A priority patent/KR101888984B1/ko
Publication of WO2015137178A1 publication Critical patent/WO2015137178A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • 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
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/06—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
    • B32B27/308—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers comprising acrylic (co)polymers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/06—Interconnection of layers permitting easy separation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • 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
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/412—Transparent
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/70—Other properties
    • B32B2307/748—Releasability
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2457/00—Electrical equipment
    • B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
    • 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
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
    • C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
    • C09J2301/124—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present on both sides of the carrier, e.g. double-sided adhesive tape
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/304—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being heat-activatable, i.e. not tacky at temperatures inferior to 30°C
    • 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
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation
    • 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
    • C09J2451/00—Presence of graft polymer

Definitions

  • the present invention relates to a transparent double-sided pressure-sensitive adhesive material excellent in followability to uneven surfaces and storage stability.
  • manufacture of a laminate for constituting an image display device that can be suitably used as a constituent member of an image display device such as a personal computer, a mobile terminal (PDA), a game machine, a television (TV), a car navigation system, a touch panel, a pen tablet, etc.
  • PDA mobile terminal
  • TV television
  • TV television
  • touch panel a touch panel
  • pen tablet etc.
  • an image display panel such as a liquid crystal display (LCD), a plasma display (PDP) or an electroluminescence display (ELD), and a protection disposed on the front side (viewing side) thereof.
  • LCD liquid crystal display
  • PDP plasma display
  • ELD electroluminescence display
  • a space between the panel and the touch panel member is filled with an adhesive sheet, a liquid adhesive, or the like to suppress reflection of incident light or outgoing light from a display image at the air layer interface.
  • Patent Document 1 As a method of filling the gap between the constituent members for an image display device with an adhesive, a method of filling the gap with a liquid adhesive resin composition containing an ultraviolet curable resin and then curing it by irradiating with ultraviolet rays. Is known (Patent Document 1).
  • Patent Document 2 discloses a pressure-sensitive adhesive sheet that is primarily cross-linked by ultraviolet rays as a method of manufacturing a laminated body for an image display device having a configuration in which an image display device constituent member is laminated on at least one side of a transparent double-sided pressure-sensitive adhesive sheet. Is disclosed in which a pressure-sensitive adhesive sheet is irradiated with ultraviolet rays through the image display device constituting member and then secondarily cured after being bonded to the image display device constituting member.
  • Patent Document 3 discloses a sheet using a hot melt type adhesive composition having a loss tangent at 25 ° C. of less than 1 based on urethane (meth) acrylate having a weight average molecular weight of 20,000 to 100,000. Is disclosed.
  • Patent Document 4 discloses a touch panel comprising a (meth) acrylic polymer obtained by copolymerizing a monomer containing a (meth) acrylic monomer having a crosslinkable functional group and a specific macromer, and a crosslinking agent.
  • a pressure-sensitive adhesive layer suitable for pasting is disclosed.
  • Patent Document 5 discloses a method for manufacturing an image display device constituting laminate having a structure in which image display device constituting members are laminated via a transparent double-sided pressure-sensitive adhesive sheet, and includes at least the following (1) and The manufacturing method of the laminated body for image display apparatus structures characterized by having the process of (2) is disclosed.
  • ultraviolet rays are irradiated from at least one image display device constituent member side, and the secondary material is passed through this member.
  • a black concealment portion is conventionally printed in a frame shape on the peripheral portion of the surface protection panel.
  • the frame concealment portion other than black is printed. Forming in color is starting to take place.
  • the concealment part is formed with a color other than black, the concealability is low with a color other than black, and therefore the height of the concealment part, that is, the printing part tends to be higher than that of black.
  • the pressure-sensitive adhesive sheet for laminating components having such a printing unit is required to have a print level followability that can fill up every corner following a large print level.
  • the surface protection panel on which the printing unit is formed is bonded to another image display device constituent member via the adhesive sheet, it can be filled to every corner following the printing step, If the surface of the pressure-sensitive adhesive sheet is not smooth, the pressure-sensitive adhesive sheet is distorted or deformed. Therefore, the pressure-sensitive adhesive sheet is required to have fluidity.
  • the hot melt type sheet in the prior art is generally a sheet having no tackiness using an adhesive composition having a certain degree of rigidity in a room temperature region in order to obtain storage stability. .
  • the hot-melt type sheet needs to preheat the adherend from the positioning stage when pasting, and the work is complicated compared to the pressure-sensitive adhesive sheet that can be stuck at room temperature only by pressure bonding Was holding.
  • the present invention can maintain a sheet-like shape in a normal state, that is, a room temperature state, and has a peelable adhesiveness (referred to as “tackiness”). Like the pressure-sensitive adhesive sheet, it can be attached at room temperature. Furthermore, after the image display device constituent members are laminated via the pressure-sensitive adhesive sheet, the image display device constituent members can be bonded by cross-linking. It is intended to provide a method for manufacturing a laminated body for device configuration.
  • the present invention relates to a method for producing a laminate for constituting an image display device having a constitution in which image display device constituting members are laminated via a transparent double-sided adhesive material, and includes at least the following (1) to (3):
  • the manufacturing method of the laminated body for image display apparatus structures characterized by having a process.
  • a pressure-sensitive adhesive resin composition comprising an acrylic copolymer (A) comprising a graft copolymer having a macromonomer as a branch component, a crosslinking agent (B), and a photopolymerization initiator (C). And forming a single-layer or multilayer transparent double-sided pressure-sensitive adhesive material having a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive resin composition into a sheet.
  • the transparent double-sided pressure-sensitive adhesive material obtained in step (1) does not have a chemical cross-linked structure, but has a physical cross-linked structure by aggregating macromonomers constituting the branch components of the base polymer. Thus, the flow in a normal state, that is, at room temperature is suppressed, and the sheet shape can be maintained. Moreover, the transparent double-sided pressure-sensitive adhesive material obtained in the step (1) has an adhesive property (“ (Referred to as “tackiness”). Moreover, when the said adhesive material is heated, the said aggregation of macromonomer will be dissolved, a physical crosslinked structure will be eliminated, and high fluidity
  • adherends can be firmly bonded to each other by irradiating light rays, that is, active energy rays.
  • it is a transparent double-sided pressure-sensitive adhesive material having the advantages of a pressure-sensitive adhesive sheet and a hot melt sheet. Therefore, using such a transparent double-sided adhesive material obtained in step (1), the following steps (2) to (3) can be realized to produce a laminate for constituting an image display device.
  • the “chemically crosslinked structure” means a structure that is crosslinked through a chemical bond, and the “physical crosslinked structure” does not involve a chemical bond and aggregates by a physical action. It means the state.
  • step (2) two image display device components can be attached via the transparent double-sided adhesive material while maintaining the sheet shape, so positioning is easy when attaching and it is very convenient for work. It is.
  • the adhesive layer can be cured by irradiating active energy to the uncrosslinked transparent double-sided pressure-sensitive adhesive material via the image display device constituent member. can do. Therefore, for example, the adhesive force and the cohesive force that can sufficiently counter the gas pressure of the outgas generated from the protective panel or the like can be provided.
  • the laminate obtained in the step (2) is heated to a temperature capable of being heated and melted (hot melt), it has fluidity and there is a large printing step on the bonding surface. However, it is possible to fill up every corner by arbitrarily following the stepped portion of the bonding surface.
  • a method for producing a laminate for constituting an image display device is a predetermined adhesive resin composition (“present adhesive”).
  • present adhesive A transparent double-sided pressure-sensitive adhesive material from the resin composition ”, two image display device constituent members are laminated via the transparent double-sided adhesive material, and the two image display device constituent members are attached.
  • This is a method for manufacturing a laminate for constituting an image display device (referred to as “the laminate for constituting an image display device”).
  • the laminate for constituting an image display device First, the “adhesive resin composition” used in the method for producing a laminate for constituting an image display device will be described.
  • This pressure-sensitive adhesive resin composition is a pressure-sensitive adhesive resin composition containing an acrylic copolymer (A), a crosslinking agent (B), and a photopolymerization initiator (C).
  • the acrylic copolymer (A) is a graft copolymer having a macromonomer as a branch component.
  • the trunk component of the acrylic copolymer (A) is preferably composed of a copolymer component containing a repeating unit derived from (meth) acrylic acid ester.
  • the glass transition temperature of the copolymer constituting the trunk component of the acrylic copolymer (A) is preferably ⁇ 70 to 0 ° C.
  • the glass transition temperature of the copolymer component constituting the trunk component refers to the glass transition temperature of the polymer obtained by copolymerizing only the monomer component constituting the trunk component of the acrylic copolymer (A). .
  • it means a value calculated by the Fox formula from the glass transition temperature and the composition ratio of the polymer obtained from the homopolymer of each component of the copolymer.
  • the calculation formula of Fox is a calculation value calculated
  • the glass transition temperature of the copolymer component constituting the trunk component of the acrylic copolymer (A) is the flexibility of the pressure-sensitive adhesive resin composition at room temperature and the pressure-sensitive adhesive resin composition to the adherend.
  • the glass transition temperature is ⁇ 70 ° C. to 0 ° C. in order for the pressure-sensitive adhesive resin composition to obtain appropriate adhesiveness (tackiness) at room temperature because it affects the wettability of an object, that is, adhesiveness.
  • ⁇ 65 ° C. or higher or ⁇ 5 ° C. or lower is preferable, and among them, ⁇ 60 ° C. or higher or ⁇ 10 ° C. or lower is particularly preferable.
  • the viscoelasticity can be adjusted by adjusting the molecular weight. For example, it can be made more flexible by reducing the molecular weight of the copolymer component.
  • Examples of the (meth) acrylic acid ester monomer contained in the main component of the acrylic copolymer (A) include 2-ethylhexyl acrylate, n-octyl acrylate, isooctyl acrylate, n-butyl acrylate, ethyl acrylate, and methyl methacrylate. And methyl acrylate.
  • Various vinyl monomers such as vinyl acetate, alkyl vinyl ether, and hydroxyalkyl vinyl ether that can be copolymerized with the acrylic monomer or methacryl monomer can also be used as appropriate.
  • the trunk component of the acrylic copolymer (A) contains a hydrophobic (meth) acrylate monomer and a hydrophilic (meth) acrylate monomer as constituent units. If the trunk component of the acrylic copolymer (A) is composed only of a hydrophobic monomer, a tendency to wet-heat whitening is recognized. Therefore, it is preferable to introduce a hydrophilic monomer into the trunk component to prevent wet-heat whitening. .
  • the backbone component of the acrylic copolymer (A) a hydrophobic (meth) acrylate monomer, a hydrophilic (meth) acrylate monomer, and a polymerizable functional group at the end of the macromonomer are included.
  • the copolymer component formed by random copolymerization can be mentioned.
  • examples of the hydrophobic (meth) acrylate monomer include n-butyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, n-nonyl (meth) acrylate, n -Decyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-methylhexyl (meth) acrylate, isooctyl (meth) acrylate, isononyl (meth) acrylate, isodecyl (meth) acrylate, ethyl (meth) acrylate, n- Propyl (meth) acrylate, isopropyl (meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, isobornyl (meth) acrylate, cyclohexyl (
  • hydrophilic (meth) acrylate monomer examples include methyl acrylate, (meth) acrylic acid, tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, methoxypolyethylene glycol (meth) acrylate, 2- (Meth) acryloyloxyethyl succinic acid, 2- (meth) acryloyloxyethyl phthalic acid, 2- (meth) acryloyloxypropyl hexahydrophthalic acid, N, N-dimethylacrylamide, hydroxyethylacrylamide, etc. Can do.
  • the acrylic copolymer (A) is important for the acrylic copolymer (A) to introduce a macromonomer as a branch component of the graft copolymer and to contain a repeating unit derived from the macromonomer.
  • the macromonomer is a polymer monomer having a terminal polymerizable functional group and a high molecular weight skeleton component.
  • the glass transition temperature (Tg) of the macromonomer is preferably higher than the glass transition temperature of the copolymer component constituting the acrylic copolymer (A). Specifically, since the glass transition temperature (Tg) of the macromonomer affects the heat melting temperature (hot melt temperature) of the present adhesive resin composition, the glass transition temperature (Tg) of the macromonomer is 30 ° C. to 120 ° C. Preferably, the temperature is 40 ° C. or higher or 110 ° C. or lower, more preferably 50 ° C. or higher or 100 ° C. or lower.
  • the glass transition temperature of the macromonomer refers to the glass transition temperature of the macromonomer itself, and can be measured with a differential scanning calorimeter (DSC).
  • the branch components are attracted to each other and can maintain a state where they are physically cross-linked as an adhesive resin composition, and the physical cross-linking is released by heating to an appropriate temperature.
  • the macromonomer is preferably contained in the acrylic copolymer (A) in a proportion of 5% by mass to 30% by mass, particularly 6% by mass or more and 25% by mass or less, of which 8% by mass. It is preferable that the amount is 20% by mass or more.
  • the component constituting the high molecular weight skeleton of the macromonomer is preferably composed of an acrylic monomer or a vinyl monomer, and more preferably a hydrophobic monomer.
  • Examples of the component constituting the high molecular weight skeleton of the macromonomer include styrene, acrylonitrile, t-butylstyrene, ⁇ -methylstyrene, vinyltoluene, methyl methacrylate, 2-phenoxyethyl methacrylate, 3,5,5-trimethylcyclohexane acrylate.
  • P-cumylphenol EO modified acrylate isobornyl acrylate, dicyclopentanyl acrylate, dicyclopentenyl acrylate, dicyclopentenyloxyethyl methacrylate, stearyl acrylate, stearyl methacrylate, cetyl acrylate, cetyl methacrylate, phenoxyethyl methacrylate, behenyl Examples include acrylate, behenyl methacrylate, and benzyl methacrylate.
  • a monomer having a glass transition temperature of 30 ° C. to 120 ° C. when the component constituting the high molecular weight skeleton of the macromonomer is a homopolymer is more preferable.
  • examples of the monomer include methyl methacrylate, 3,5,5-trimethylcyclohexane acrylate, isobornyl acrylate, and dicyclopentanyl acrylate.
  • the monomer when the component constituting the high molecular weight skeleton of the macromonomer has crystallinity, the monomer has a crystal melting temperature of 30 ° C. to 120 ° C. when the component is a homopolymer. Is more preferable.
  • examples of the monomer include stearyl acrylate, stearyl methacrylate, cetyl acrylate, cetyl methacrylate, behenyl acrylate, and behenyl methacrylate.
  • one of these monomers may be polymerized and used alone, or a plurality of these monomers may be copolymerized and used.
  • Examples of the terminal polymerizable functional group of the macromonomer include a methacryloyl group, an acryloyl group, and a vinyl group.
  • the acrylic copolymer (A) preferably has a complex viscosity of 100 to 800 Pa ⁇ s, more preferably 150 to 700 Pa ⁇ s, more preferably 170 to 600 Pa ⁇ s at a temperature of 130 ° C. and a frequency of 0.02 Hz. preferable.
  • the complex viscosity at a temperature of 130 ° C. of the acrylic copolymer (A) affects the fluidity of the pressure-sensitive adhesive resin composition when the transparent double-sided pressure-sensitive adhesive material is hot-melted. If it is ⁇ 800 Pa ⁇ s, excellent hot melt suitability can be imparted.
  • the glass transition temperature of the copolymer component constituting the trunk component of the acrylic copolymer (A) is mentioned. It is done.
  • the viscosity is adjusted to ⁇ 70 ° C. to 0 ° C., particularly ⁇ 65 ° C. or higher or ⁇ 5 ° C. or lower, and in particular, ⁇ 60 ° C. or higher or ⁇ 10 ° C. or lower, and the molecular weight of the copolymer component is adjusted to improve viscoelasticity.
  • the method of adjusting can be mentioned. However, it is not limited to this method.
  • Cross-linking agent (B) After the image display device constituent members are bonded and integrated, the cross-linking agent (B) is cross-linked in the adhesive material, so that the sheet exhibits high cohesion in a high temperature environment instead of losing hot melt properties. Excellent foaming reliability can be obtained.
  • crosslinking agent (B) for example, an epoxy crosslinking agent, an isocyanate crosslinking agent, an oxetane compound, a silane compound, an acrylic compound, or the like can be appropriately selected.
  • the polyfunctional (meth) acrylate which has 3 or more of (meth) acryloyl groups is preferable at the point of reactivity or the intensity
  • polyfunctional (meth) acrylates examples include 1,4-butanediol di (meth) acrylate, glycerin di (meth) acrylate, glycerin glycidyl ether di (meth) acrylate, and 1,6-hexanediol di (meth) acrylate.
  • a polyfunctional monomer or oligomer containing a polar functional group such as a hydroxyl group is preferable from the viewpoint of improving the adhesion to the adherend and the effect of suppressing the heat and whitening.
  • polyfunctional (meth) acrylic acid ester having a hydroxyl group it is preferable to use polyfunctional (meth) acrylic acid ester having a hydroxyl group. Therefore, from the viewpoint of preventing wet heat whitening, it is preferable to contain a hydrophobic acrylate monomer and a hydrophilic acrylate monomer as a backbone component of the acrylic copolymer (A), that is, the graft copolymer.
  • a polyfunctional (meth) acrylic acid ester having a hydroxyl group as the crosslinking agent (B).
  • the content of the crosslinking agent (B) is not particularly limited.
  • the ratio of 0.5 to 20 parts by weight, particularly 1 part or more or 15 parts by weight or less, particularly 2 parts or more or 10 parts by weight or less based on 100 parts by weight of the acrylic copolymer (A). is preferred.
  • a crosslinking agent (B) in the said range, the shape stability of this adhesive material in an uncrosslinked state and the anti-foaming reliability in the adhesive material after bridge
  • the photopolymerization initiator (C) functions as a reaction initiation assistant in the crosslinking reaction of the aforementioned crosslinking agent (B).
  • the photopolymerization initiator those currently known can be used as appropriate.
  • a photopolymerization initiator that is sensitive to ultraviolet rays having a wavelength of 380 nm or less is preferable from the viewpoint of easy control of the crosslinking reaction.
  • Photopolymerization initiators are roughly classified into two types depending on the radical generation mechanism, a cleavage type photopolymerization initiator that can cleave and decompose a single bond of the photopolymerization initiator itself, and a photoexcited initiator. And a hydrogen donor in the system form an exciplex and can be roughly classified into a hydrogen abstraction type photopolymerization initiator that can transfer hydrogen of the hydrogen donor.
  • the cleavage type photopolymerization initiator is decomposed when a radical is generated by light irradiation to be another compound, and once excited, it does not function as a reaction initiator. For this reason, it does not remain as an active species in the pressure-sensitive adhesive after the crosslinking reaction is completed, and it is not likely to cause unexpected light degradation or the like in the pressure-sensitive adhesive, which is preferable.
  • a hydrogen abstraction type photopolymerization initiator does not generate a decomposition product such as a cleavage type photopolymerization initiator during radical generation reaction by irradiation of active energy rays such as ultraviolet rays, so that it is difficult to become a volatile component after completion of the reaction. This is useful in that damage to the body can be reduced.
  • cleavage type photoinitiator examples include 2,2-dimethoxy-1,2-diphenylethane-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propane-1- ON, 1- (4- (2-hydroxyethoxy) phenyl) -2-hydroxy-2-methyl-1-propan-1-one, 2-hydroxy-1- [4- ⁇ 4- (2-hydroxy-2 -Methyl-propionyl) benzyl ⁇ phenyl] -2-methyl-propan-1-one, oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) propanone), phenylglyoxylic Methyl acid, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) butan-1-one, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropane-1- ON, 2- (dimethylamino
  • Examples of the hydrogen abstraction type photoinitiator include benzophenone, 4-methyl-benzophenone, 2,4,6-trimethylbenzophenone, 4-phenylbenzophenone, 3,3′-dimethyl-4-methoxybenzophenone, 2-benzoylbenzoic acid.
  • the photopolymerization initiator is not limited to the substances listed above. In the present adhesive resin composition, any one of a cleavage type photopolymerization initiator and a hydrogen abstraction type photopolymerization initiator may be used, or a combination of both may be used.
  • the content of the photopolymerization initiator (C) is not particularly limited. As a guideline, 0.1 to 10 parts by weight, particularly 0.5 parts by weight or more and 5 parts by weight or less, and 1 part by weight or more or 3 parts by weight or less based on 100 parts by weight of the acrylic copolymer (A). It is preferable to contain in the ratio. By setting the content of the photopolymerization initiator (C) in the above range, an appropriate reaction sensitivity with respect to the active energy ray can be obtained.
  • This adhesive resin composition may contain the well-known component mix
  • various additives such as a tackifier resin, an antioxidant, a light stabilizer, a metal deactivator, an anti-aging agent, and a hygroscopic agent can be appropriately contained.
  • reaction catalyst A tertiary amine type compound, a quaternary ammonium type compound, a lauric acid tin compound, etc.
  • This method for producing a laminate for constituting an image display device is a production method characterized by having at least the following steps (1) to (3).
  • the present pressure-sensitive adhesive resin composition is prepared, and a single-layer or multilayer transparent double-sided pressure-sensitive adhesive material (referred to as “the present pressure-sensitive adhesive material”) having a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive resin composition is formed into a sheet.
  • the step of forming into (referred to as “step (1)”).
  • step (2) A step of attaching and laminating two image display device constituent members via the present adhesive material (referred to as “step (2)”).
  • step (3) A step of irradiating the adhesive layer of the present adhesive material with active energy rays from the outside of at least one of the image display device constituent members, cross-linking the adhesive layer, and bonding the two image display device constituent members ( (Referred to as “step (3)”).
  • the manufacturing method of the laminate for constituting the image display device only needs to include at least the following steps (1) to (3), other steps are added or other steps are performed between the steps. It is possible to insert.
  • step (1) the pressure-sensitive adhesive resin composition is prepared, and a single-layer or multilayer uncrosslinked transparent double-sided pressure-sensitive adhesive material (this pressure-sensitive adhesive material) provided with a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive resin composition is formed into a sheet.
  • a method for forming the pressure-sensitive adhesive resin composition into a sheet a currently known method can be arbitrarily adopted.
  • the pressure-sensitive adhesive resin composition is formed into a single-layer or multilayer sheet on the release film to produce a single-layer or multilayer transparent double-sided pressure-sensitive adhesive material having an adhesive layer. Good.
  • the pressure-sensitive adhesive resin composition is molded into a single-layer or multilayer sheet on the image display device constituent member, and the single-layer or multi-layer transparent provided with the adhesive layer on the image display device constituent member. You may make it produce a double-sided adhesive material.
  • the adhesive material is a multilayer transparent double-sided adhesive material
  • the outermost layer has both uneven followability and foam resistance reliability as in the case of the single layer. It is preferable to mold using an adhesive resin composition.
  • the intermediate layer does not contribute to adhesion with the image display device constituent member, it does not impair the transparency, and has a light transmittance that does not hinder the secondary curing reaction of the outermost layer, and has a cutting property. In addition, it preferably has a property of improving handling properties.
  • middle layer is transparent resin, it will not specifically limit.
  • the base polymer forming the intermediate layer may be the same resin as the base polymer of the outermost layer or a different resin. Among these, it is preferable to use the same acrylic resin as the base polymer of the outermost layer from the viewpoints of ensuring transparency and ease of production, and preventing light refraction at the lamination boundary surface.
  • the intermediate layer and other resin layers may or may not have active energy ray curability.
  • it may be formed so as to be cured by ultraviolet crosslinking or may be formed so as to be cured by heat. Further, it may be formed so as not to be post-cured.
  • it is preferably formed so as to be post-cured, and particularly preferably formed so as to be UV-crosslinked. In that case, since light transmittance will fall, if content of a crosslinking initiator increases, it is preferable to contain a ultraviolet-ray crosslinking agent by the content rate lower than the content rate in the outer layer of the crosslinking initiator in an intermediate
  • the present adhesive material is a multi-layer transparent double-sided adhesive material, as a laminated structure, specifically, a two-type two-layer structure in which the present adhesive resin composition and another adhesive resin composition are laminated, Two kinds of three-layer structure in which the present adhesive resin composition is arranged on the front and back through an intermediate resin layer, the present adhesive resin composition, an intermediate resin composition, and another adhesive resin composition are laminated in this order. 3 types, 3 layers structure etc. which are formed can be mentioned. Further, the pressure-sensitive adhesive resin composition and another pressure-sensitive adhesive resin composition are formed into a sheet shape on different release films or image display device constituent members, and the pressure-sensitive adhesive material is obtained by laminating both pressure-sensitive adhesive surfaces.
  • the pressure-sensitive adhesive resin composition, the intermediate resin composition, and the pressure-sensitive adhesive resin composition may be coextruded in this order to obtain a two-kind three-layer pressure-sensitive adhesive material.
  • the pressure-sensitive adhesive material may be obtained by laminating the pressure-sensitive adhesive resin composition or another pressure-sensitive adhesive resin composition on the front and back surfaces of the intermediate resin layer. However, it is not limited to these manufacturing methods.
  • the transparent double-sided pressure-sensitive adhesive material is in an uncrosslinked state.
  • the total thickness of the present adhesive material is preferably 50 ⁇ m to 1 mm, more preferably 75 ⁇ m or more or 500 ⁇ m or less. If the total thickness of the pressure-sensitive adhesive material is 50 ⁇ m or more, it is possible to follow unevenness such as a high printing level difference, and if it is 1 mm or less, the demand for thinning can be met. Furthermore, the printing thickness of the peripheral concealing layer in the conventional image display device is higher, specifically, from the viewpoint of filling up to a level difference of about 80 ⁇ m, the total thickness of the present adhesive material is more preferably 75 ⁇ m or more. More preferably, it is 100 ⁇ m or more. On the other hand, from the viewpoint of meeting the demand for thinning, it is preferably 500 ⁇ m or less, more preferably 350 ⁇ m or less.
  • the ratio of the thickness of each outermost layer to the thickness of the intermediate layer is preferably 1: 1 to 1:20, and more preferably 1: 2 to 1:10. If the thickness of the intermediate layer is within the above range, the contribution of the thickness of the pressure-sensitive adhesive layer in the laminate is not too large, and it is preferable that the workability relating to cutting and handling is not deteriorated because it is too flexible. In addition, if the outermost layer is in the above range, it is preferable because the adhesion to the adherend and the wettability can be maintained without being inferior in conformity to unevenness and a bent surface.
  • the present pressure-sensitive adhesive material both of a single layer and a multilayer structure, is transparent, can maintain a shape in a sheet shape in a normal state, and has adhesiveness.
  • by heating the pressure-sensitive adhesive material and fluidizing the pressure-sensitive adhesive layer it is possible to fill in every corner following the stepped portion of the bonding surface without leaving any distortion in the pressure-sensitive adhesive material.
  • By cross-linking it is possible to maintain foam resistance under high temperature and high humidity environment. Therefore, using this pressure-sensitive adhesive material, the following steps (2) to (3) can be realized to produce the laminate for constituting the image display device.
  • Transparency of the adhesive material is determined by shaping the adhesive resin composition into a 150 ⁇ m thick sheet between soda lime glass (0.5 mm thickness) and a cycloolefin polymer film (100 ⁇ m thickness).
  • the haze (JIS K7136) of the sandwiched laminate can be made less than 10%, especially 5% or less, especially 2% or less.
  • the pressure-sensitive adhesive resin composition is shaped into a sheet having a thickness of 150 ⁇ m, soda lime glass (0.5 mm thickness) and cycloolefin polymer film (100 ⁇ m thickness).
  • the laminate sandwiched between the layers was stored in a moist heat environment of 65 ° C. and 90% RH for 100 hours, and then stored for 2 hours in a room temperature environment of 23 ° C. and 50% RH.
  • Haze JIS K7136
  • this adhesive material was bonded to a SUS plate with an area of 20 mm ⁇ 20 mm in a holding power measurement according to JIS-Z-0237 (ISO 29863), and a load of 500 gf was applied in an atmosphere of 40 ° C.
  • the drop time can be 20 minutes or more, and the drop time when a load of 500 gf is applied in an atmosphere at 70 ° C. can be less than 5 minutes.
  • the dropping time in an atmosphere of 40 ° C. is more preferably 40 minutes or longer, and more preferably 60 minutes or longer.
  • the dropping time in an atmosphere at 70 ° C. is more preferably 3 minutes or less, and more preferably 2 minutes or less.
  • Step (2) two image display device constituent members can be adhered and laminated through the present adhesive material.
  • the acrylic copolymer (A) that is the base polymer of the present adhesive material is a graft copolymer containing a macromonomer as a branch component, the macromonomer aggregates in a normal state, that is, at room temperature. A physical cross-linked structure can be formed, and excellent storage stability and cutting processability can be imparted to the present adhesive material.
  • the acrylic copolymer (A) has a complex viscosity of 100 to 800 Pa ⁇ s at a temperature of 130 ° C. and a frequency of 0.02 Hz, it enjoys excellent workability when used as a hot melt sheet during bonding. be able to.
  • step (2) two image display device constituent members can be adhered and laminated through the present adhesive material.
  • an image display device constituent member for laminating the present adhesive material formed on a release film It can also be cut in advance according to the dimensions.
  • the cutting method at this time is generally punched with a Thomson blade, cut with a super cutter or laser, and half-cuts leaving either the front or back release film in a frame shape so that the release film can be easily peeled off. Is more preferable.
  • the present adhesive material that is, the transparent double-sided adhesive material is in an uncrosslinked state.
  • step (3) the adhesive layer of the present adhesive material is irradiated with active energy rays from the outside of at least one of the image display device constituent members, the adhesive layer is crosslinked, and the two image display device constituent members are bonded.
  • the laminate for constituting the image display device can be manufactured.
  • the adhesive layer of the present adhesive material is irradiated with active energy rays, and the adhesive layer is crosslinked and cured.
  • the two image display device constituent members can be firmly attached.
  • an energy ray that sensitizes the polymerization initiator such as a heat ray, an X-ray, an electron beam, an ultraviolet ray, or a visible ray
  • a heat ray such as a heat ray, an X-ray, an electron beam, an ultraviolet ray, or a visible ray
  • ultraviolet rays particularly ultraviolet rays having a wavelength of 380 nm or less, from the viewpoints of suppressing damage to the image display device constituent members and facilitating reaction control.
  • the UV irradiation conditions There are no particular restrictions on the UV irradiation conditions. For example, it is preferable to irradiate such that the cumulative amount of ultraviolet light reaching the adhesive material is 500 to 5000 mJ / cm 2 at a wavelength of 365 nm.
  • the type of energy rays to which the adhesive material is sensitive in accordance with the interposed member is the type of polymerization initiator. It is preferable to adjust as appropriate.
  • the pressure-sensitive adhesive layer after irradiation of the pressure-sensitive adhesive layer is measured in holding power according to JIS-Z-0237 (ISO 29863).
  • the deviation length after 30 minutes when a load of 500 gf is applied in an atmosphere of 40 ° C. and 70 ° C. can be made less than 1 mm.
  • the shift length is more preferably 0.8 mm or less, and more preferably 0.5 mm or less.
  • a step of heating and melting the pressure-sensitive adhesive layer of the transparent double-sided pressure-sensitive adhesive material by heating the laminate obtained in the step (2) may be inserted. That is, the adhesive layer of the present adhesive material may be heated and melted (hot melted) by heating the laminate adhered in the step (2).
  • the adhesive When the adhesive is heated, the aggregation of the macromonomers is released, the physical cross-linking structure is eliminated, and high fluidity can be exhibited. Therefore, if there are irregularities such as printing steps on the wearing surface, when laminating two image display device components, this adhesive material is heated to flow (hot melt) to follow the irregularities of the adhesive material. And wettability to the adherend are increased, and the members can be more firmly integrated without leaving any distortion.
  • the hot melt temperature is preferably 60 to 100 ° C., more preferably 62 ° C. or more and 95 ° C. or less, and particularly preferably 65 ° C. or more and 90 ° C. or less.
  • the laminate for constituting the image display device examples include a plane using an image display panel such as an LCD, PDP, or EL, such as a personal computer, a mobile terminal (PDA), a game machine, a television (TV), a car navigation system, a touch panel, and a pen tablet.
  • mold image display apparatus can be mentioned.
  • a configuration in which a surface protection panel is laminated on a functional film such as a touch panel film via a sheet-like adhesive material is employed.
  • a concealing printing portion thickness of about 5 ⁇ m to 80 ⁇ m
  • the adhesive is provided even in the corner of the step portion formed at the edge of the concealing printing portion. If the liquid does not enter sufficiently, bubbles remain and the visibility of the screen decreases.
  • the film member may be bent in the vicinity of the step, resulting in poor appearance, or residual strain due to the bending of the film may be a starting point, and foaming or peeling may occur between the stacked members.
  • This pressure-sensitive adhesive material can be stuck without filling up every corner of the step and leaving bubbles even if there is a step of about 30 to 80 ⁇ m as well as a step of about 5 to 30 ⁇ m.
  • one of the adherends is a flexible film member, it is possible to smooth the surface without distortion by hot-melting the adhesive material.
  • the members can be bonded and integrated without causing deformation.
  • cross-linking the adhesive material after bonding the adhesive material can maintain high cohesive force without flowing even under a high temperature environment of, for example, about 85 ° C., so that foaming reliability can be obtained.
  • sheet refers to a product that is thin by definition in JIS, and whose thickness is small and flat for the length and width.
  • film is compared to the length and width. It is a thin flat product whose thickness is extremely small and whose maximum thickness is arbitrarily limited, and is usually supplied in the form of a roll (Japanese Industrial Standard JIS K6900).
  • sheet refers to a product that is thin by definition in JIS, and whose thickness is small and flat for the length and width.
  • film is compared to the length and width. It is a thin flat product whose thickness is extremely small and whose maximum thickness is arbitrarily limited, and is usually supplied in the form of a roll (Japanese Industrial Standard JIS K6900).
  • Japanese Industrial Standard JIS K6900 Japanese Industrial Standard JIS K6900
  • the expression “panel” such as an image display panel and a protection panel includes a plate, a sheet, and a film.
  • “sticking” refers to a state in which the adherend is fixed by the self-adhesive property of the adhesive material, that is, the adhesive material is in an uncrosslinked state, for example, temporarily fixing the adherend. It includes a state and a state where the adherend is fixed so as to be peelable.
  • “adhesion” refers to a state in which the adherend is fixed in a state where the pressure-sensitive adhesive is chemically or physically changed by crosslinking the pressure-sensitive adhesive. For example, it is high at the interface with the adherend. This includes a state in which a bonding force is expressed and a case where the adherend is fixed in a state in which peeling is difficult.
  • X to Y (X and Y are arbitrary numbers) is described, it means “preferably greater than X” or “preferably,” with the meaning of “X to Y” unless otherwise specified. The meaning of “smaller than Y” is also included. Further, when described as “X or more” (X is an arbitrary number), it means “preferably larger than X” unless otherwise specified, and described as “Y or less” (Y is an arbitrary number). In the case, unless otherwise specified, the meaning of “preferably smaller than Y” is also included.
  • Example 1 As the acrylic copolymer (A), an acrylic ester copolymer obtained by random copolymerization of 15 parts by weight of a polymethyl methacrylate macromonomer having a number average molecular weight of 2400, 81 parts by weight of butyl acrylate, and 4 parts by weight of acrylic acid.
  • A-1) 1 kg (weight average molecular weight 230,000), 100 g of trimethylolpropane epoxy acrylate (EA5321 Shin-Nakamura Chemical Co., Ltd.) (B-1) as a crosslinking agent (B), a photopolymerization initiator ( Diphenyl-2,4,6-trimethylbenzoylphosphine oxide (manufactured by Omnirad TPO IGM) (C-1) (C-1) as C) was uniformly mixed to prepare an adhesive resin composition.
  • a laminator was sandwiched between two polyethylene terephthalate films (referred to as “release films”) from which the above composition was peeled off (Diafoil MLV-V06, Mitsubishi Plastics, Inc., 100 ⁇ m thick / Diafoil MRQ, Mitsubishi Plastics, 75 ⁇ m thick) It was shaped into a sheet shape so as to have a thickness of 150 ⁇ m, and an adhesive material 1 was produced.
  • release films polyethylene terephthalate films
  • Evaluation glass with white printing (total light transmittance of 0%) with a width of 10 mm and a thickness of 40 ⁇ m on the periphery of soda lime glass of 60 mm ⁇ 90 mm ⁇ thickness 0.5 mm, and a printing step of 40 ⁇ m on the periphery A substrate was produced.
  • This glass substrate for evaluation is a substitute for an image display device constituent member having a stepped portion and a flat surface portion on the bonding surface.
  • a polarizing plate (“NWF-KDSEGHC-ST22” manufactured by Nitto Denko Corporation) as an image display device constituent member is previously placed on a glass plate (60 ⁇ 90 mm ⁇ What was bonded to the whole surface on one side (t0.5 mm) was produced.
  • One release film of the pressure-sensitive adhesive material 1 was peeled off, and the exposed pressure-sensitive adhesive surface was stuck with a hand roller so as to cover the printing step portion of the glass substrate. Next, the remaining release film is peeled off, and untreated soda lime glass is press bonded under reduced pressure (absolute pressure 5 kPa) to the exposed adhesive surface, followed by autoclaving (60 ° C., gauge pressure 0.2 MPa, 20 minutes).
  • the adhesive material 1 was irradiated with ultraviolet rays and cross-linked so that the cumulative amount of light at a wavelength of 365 nm was 2000 mJ / cm 2 from the soda lime glass surface, and a laminate for constituting an image display device was produced. .
  • the acrylic ester copolymer (A-1) comprises a polymethyl methacrylate macromonomer as a branch component, and butyl acrylate, acrylic acid, and a polymerizable functional group at the end of the macromonomer as a trunk component. It is a graft copolymer provided with a copolymerization component formed by random copolymerization with a methacryloyl group.
  • the glass transition temperature of the copolymer component constituting the backbone component of the acrylate copolymer (A-1) (the glass transition temperature determined from the theoretical value of the polymer obtained by polymerizing the copolymer component) is ⁇ It was 50 ° C.
  • the number average molecular weight of the polymethyl methacrylate macromonomer constituting the branch component of the acrylic ester copolymer (A-1) is 2400, the glass transition temperature of the macromonomer is 60 ° C., The acrylate copolymer (A-1) contained 15% by mass.
  • the acrylic copolymer (A) had a complex viscosity of 260 Pa ⁇ s at a temperature of 130 ° C. and a frequency of 0.02 Hz.
  • Example 2 A sheet-like pressure-sensitive adhesive material 2 having a thickness of 150 ⁇ m was prepared in the same manner as the pressure-sensitive adhesive material 1 except that 100 g of glycerin dimethacrylate (G101P manufactured by Kyoeisha Chemical Co., Ltd.) (B-2) was used as the crosslinking agent (B). And the laminated body for image display apparatus structure was produced similarly to Example 1 using this adhesive material 2.
  • G101P manufactured by Kyoeisha Chemical Co., Ltd.
  • An adhesive material 3 was prepared using an acrylic copolymer having no macromonomer. That is, an acrylic ester copolymer (A-2) obtained by random copolymerization of 20 parts by weight of methyl methacrylate and 80 parts by weight of butyl acrylate as the acrylic copolymer (A) (weight average molecular weight 400,000)
  • a sheet-like pressure-sensitive adhesive material 3 having a thickness of 150 ⁇ m was produced in the same manner as the pressure-sensitive adhesive material 1 except that.
  • the laminated body for image display apparatus structure was produced like Example 1 using this adhesive material 3.
  • An adhesive material 4 was produced according to Example 3 of Japanese Patent No. 4971529. That is, an acrylic ester copolymer obtained by random copolymerization of 75 parts by mass of 2-ethylhexyl acrylate, 20 parts by mass of vinyl acetate and 5 parts by mass of acrylic acid, into 1 kg of the acrylic ester copolymer (A-3), Nonanediol diacrylate (Biscoat 260 manufactured by Osaka Organic Chemical Co., Ltd.) (B-3) 50 g as a crosslinking agent (B) and 10 g of 4-methylbenzophenone (C-3) as a photopolymerization initiator (C) were mixed and added. An agent resin composition was prepared.
  • an adhesive material 5 was produced. That is, as an acrylic copolymer (A), 10 parts by weight of a polymethyl methacrylate macromonomer having a number average molecular weight of 6000, 16 parts by weight of butyl acrylate, 70 parts by weight of methoxyethyl acrylate, and 4 parts by weight of 2-hydroxyethyl acrylate are randomly added.
  • acrylic copolymer (A) 10 parts by weight of a polymethyl methacrylate macromonomer having a number average molecular weight of 6000, 16 parts by weight of butyl acrylate, 70 parts by weight of methoxyethyl acrylate, and 4 parts by weight of 2-hydroxyethyl acrylate are randomly added.
  • Copolymerized acrylic ester copolymer (A-4) (weight average molecular weight 300,000) 1 kg, xylylene diisocyanate trimethylolpropane adduct (TD-75, manufactured by Soken Chemical Co., Ltd.) as a crosslinking agent (B) )
  • a pressure-sensitive adhesive resin composition consisting of 4 g (B-4) was prepared.
  • the pressure-sensitive adhesive resin composition was diluted with ethyl acetate to give a 50% solid concentration diluted solution, and the release-treated polyethylene terephthalate film (Diafoil MRV-V06, 100 ⁇ m thick, manufactured by Mitsubishi Plastics) had a thickness after drying.
  • the polyethylene terephthalate film (Diafoil MRQ thickness 75 ⁇ m, manufactured by Mitsubishi Plastics) was coated on the adhesive surface and cured at 23 ° C. and 40% humidity for 1 week. Then, the crosslinking reaction was advanced to produce a sheet-like adhesive material 5 having a thickness of 150 ⁇ m. And using this adhesive material 5, the laminated body for image display apparatus structure was produced similarly to Example 1 except not irradiating an ultraviolet-ray.
  • a weight of 500 gf (4.9 N) was attached to the test piece in a vertical direction and left standing, and then the falling time (minute) of the weight was determined. It was measured. About what did not fall within 30 minutes, the length (mm) that the sticking position of SUS and a test piece shifted
  • a laminate of a SUS plate and a test piece was prepared in the same manner as in the holding force measurement. After curing for 15 minutes in an atmosphere of 70 ° C., a weight of 500 gf (4.9 N) was attached to the test piece in the vertical direction and allowed to stand for 30 minutes, and then the falling time (minute) of the weight was measured. About what did not fall within 30 minutes, the length (mm) that the sticking position of SUS and a test piece shifted
  • Adhesive strength One release film of adhesives 1 to 5 was peeled off, and a 50 ⁇ m PET film (Mitsubishi Resin Diafoil T100 thickness 50 ⁇ m) was bonded as a backing film. After the laminated product was cut to a length of 150 mm and a width of 10 mm, the remaining release film was peeled off and the exposed adhesive surface was roll-bonded to soda lime glass. After the autoclave treatment (80 ° C., gauge pressure 0.2 MPa, 20 minutes) is applied to the pasted product and the final product is pasted, the accumulated light quantity of 365 nm of the adhesive materials 1 to 4 becomes 2000 mJ / cm 2.
  • the adhesive material was cured by irradiation and cured at 23 ° C. and 50% RH for 15 hours to obtain a peel force measurement sample.
  • a post-curing treatment such as ultraviolet irradiation was not performed, and the sample was used as it was as a peeling force measurement sample.
  • the remaining release film is peeled off and a ZEONOR film (manufactured by Nippon Zeon Co., Ltd., 100 ⁇ m thickness) is press-bonded, then subjected to autoclaving (80 ° C., gauge pressure 0.2 MPa, 20 minutes), and finally bonded, and the laminate 1 To 5 were produced.
  • Visual observation of the produced laminates 1 to 5 indicates that the adhesive material does not follow in the vicinity of the printing step and bubbles remain, and “x” indicates that the film is bent near the step and unevenness due to distortion is visible. “B” and those smoothly bonded without bubbles were judged as “B”.
  • the sheet-like pressure-sensitive adhesive materials of the examples show that the macromonomer in the acrylate copolymer contributes as an aggregating component, and as a result, exhibits high holding power even in an uncrosslinked state, and is excellent in workability and storage stability. there were.
  • the adhesive materials of the examples exhibit high fluidity by heating, by heating and melting at the time of bonding, not only the followability to the uneven surface is excellent, but one of the adherends is a film Even if the material has a low rigidity, it was not bent near the step, and a smooth laminate could be obtained.
  • the adhesive is cured by irradiating with ultraviolet rays after forming the laminate, thereby obtaining a highly reliable laminate that does not peel, foam or deform even under severe environmental tests such as high temperature and high humidity. I was able to.
  • Comparative Example 1 is a sheet-like adhesive material using an acrylate copolymer that does not contain a macromonomer, the cohesive force as an adhesive is low, and processability and storage stability cannot be obtained. It was. Comparative Example 2 is excellent in storage stability and cutting processability because the pressure-sensitive adhesive resin composition is partially cross-linked by ultraviolet irradiation. However, when laminating the printed stepped glass and the film, the printed step is formed on the film side. As a result, not only was the unevenness caused by the transfer transferred and a smooth laminate could not be obtained, but in the vicinity of the corner where the printing steps crossed, some of the adhesive could not be filled and bubbles remained.
  • an acrylic copolymer (A) comprising a graft copolymer having a macromonomer as a branch component, a crosslinking agent (B),
  • B crosslinking agent
  • C photopolymerization initiator

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Abstract

　La présente invention concerne un nouveau procédé pour fabriquer un article en couches utilisé pour constituer un dispositif d'affichage d'image, dans lequel une configuration en forme de feuille peut être maintenue à température ambiante, l'adhésivité peut être fournie à un degré qui permet une séparation, et des éléments constitutifs du dispositif d'affichage d'image peuvent être liés ensemble de manière fixe par réticulation finale sur des propriétés d'écoulement qui sont conservées par fusion à chaud. L'invention concerne un procédé de fabrication d'un corps en couches utilisé pour configurer un dispositif d'affichage d'image, le procédé étant caractérisé en ce qu'il comporte les étapes suivantes (1) à (3) au minimum. (1) Préparer une composition de résine adhésive contenant un copolymère acrylique (A) comprenant un copolymère greffé comportant un macromère comme constituant ramifié, un agent de réticulation (B) et un initiateur de photopolymérisation (C) ; et mouler un matériau adhésif double face transparent à une seule couche ou à couches multiples en la forme d'une feuille, le matériau comportant des couches adhésives comprenant la composition de résine adhésive. (2) Fixer et superposer deux éléments constitutifs de dispositif d'affichage d'image interposés par le matériau adhésif double face transparent. (3) Exposer la couche adhésive du matériau adhésif double face transparent à des rayons d'énergie active depuis le côté externe d'au moins l'un des éléments constitutifs de dispositif d'affichage d'image, et réticuler la couche adhésive de façon à lier les deux éléments constitutifs de dispositif d'affichage d'image.
PCT/JP2015/056079 2014-03-10 2015-03-02 Procédé pour fabriquer un corps en couches utilisé pour constituer un dispositif d'affichage d'image Ceased WO2015137178A1 (fr)

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CN201580012808.4A CN106104658B (zh) 2014-03-10 2015-03-02 图像显示装置构成用层叠体的制造方法
JP2016507456A JP6388023B2 (ja) 2014-03-10 2015-03-02 画像表示装置構成用積層体の製造方法
KR1020167027007A KR101888984B1 (ko) 2014-03-10 2015-03-02 화상 표시 장치 구성용 적층체의 제조 방법

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KR20160128379A (ko) 2016-11-07
CN106104658B (zh) 2019-11-29
TWI674198B (zh) 2019-10-11
JP6388023B2 (ja) 2018-09-12
TW201542378A (zh) 2015-11-16
KR101888984B1 (ko) 2018-08-16
CN106104658A (zh) 2016-11-09

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