WO2013042648A1 - 金属面貼付用粘着シート - Google Patents

金属面貼付用粘着シート Download PDF

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Publication number
WO2013042648A1
WO2013042648A1 PCT/JP2012/073792 JP2012073792W WO2013042648A1 WO 2013042648 A1 WO2013042648 A1 WO 2013042648A1 JP 2012073792 W JP2012073792 W JP 2012073792W WO 2013042648 A1 WO2013042648 A1 WO 2013042648A1
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Prior art keywords
pressure
sensitive adhesive
adhesive sheet
acrylic acid
meth
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PCT/JP2012/073792
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English (en)
French (fr)
Japanese (ja)
Inventor
大輔 山川
祐也 北出
佑輔 高橋
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Dic株式会社
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Application filed by Dic株式会社 filed Critical Dic株式会社
Priority to JP2012554546A priority Critical patent/JP5278628B1/ja
Priority to CN201280019700.4A priority patent/CN103492507B/zh
Priority to KR1020137020638A priority patent/KR101522231B1/ko
Publication of WO2013042648A1 publication Critical patent/WO2013042648A1/ja

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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
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • 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
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • 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
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • 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
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • 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

Definitions

  • This invention relates to the adhesive sheet affixed on a metal surface.
  • touch sensors have begun to be installed in electronic devices.
  • the touch sensors for electronic devices are mainly equipped with a resistive touch panel that detects the pressure at the time of input and a capacitive touch panel that detects the input location by static electricity from the human body at the time of input.
  • the capacitive method is becoming mainstream.
  • a transparent metal film in which a conductive layer is provided on a transparent film substrate or glass is used for the touch panel, and in the capacitive touch panel, the metal layer surface of the transparent metal film is adhered to a double-sided adhesive sheet. It is fixed so as to be in contact with the surface of the agent layer.
  • the metal layer of the transparent metal film is formed by evaporating a highly transparent and conductive metal such as indium tin oxide, and a double-sided pressure-sensitive adhesive sheet is attached so that the pressure-sensitive adhesive layer is in contact with the metal layer surface of the metal film.
  • a highly transparent and conductive metal such as indium tin oxide
  • a double-sided pressure-sensitive adhesive sheet is attached so that the pressure-sensitive adhesive layer is in contact with the metal layer surface of the metal film.
  • double-sided pressure-sensitive adhesive sheet having metal corrosion prevention properties double-sided pressure-sensitive adhesive sheets that do not contain an acid component (see, for example, Patent Documents 1 to 3) because the acid component contained in the pressure-sensitive adhesive layer causes corrosion of the metal. Proposed.
  • the double-sided pressure-sensitive adhesive sheet has metal corrosion prevention properties due to a pressure-sensitive adhesive layer that does not contain an acid component that causes corrosion of the metal.
  • the pressure-sensitive adhesive sheet containing no acid component has a problem that the hydrophilicity of the pressure-sensitive adhesive layer is lowered, and the pressure-sensitive adhesive layer becomes cloudy under high temperature and high humidity.
  • the problem to be solved by the present invention is to provide a pressure-sensitive adhesive sheet that does not corrode the metal surface even when directly bonded to the metal surface, and is less likely to deteriorate in visibility due to white turbidity in a high-temperature environment. is there.
  • a specific amount of the (meth) acrylic acid alkoxyalkyl ester monomer and the (meth) acrylic acid alkyl ester monomer having an alkyl group having 1 to 4 carbon atoms are used together in the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet.
  • the present invention is a pressure-sensitive adhesive sheet to be bonded to a metal surface, the pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer made of an acrylic pressure-sensitive adhesive using a (meth) acrylic acid ester copolymer,
  • the acrylic acid ester copolymer comprises (meth) acrylic acid alkoxyalkyl ester monomer (A) and (meth) acrylic acid alkyl ester (B) having an acrylic group having 1 to 4 carbon atoms as monomer components.
  • the content of the (meth) acrylic acid alkoxyalkyl ester monomer (A) in the monomer component constituting the (meth) acrylic acid ester copolymer is 50% by mass or more, and the number of carbon atoms is
  • the content of the (meth) acrylic acid alkyl ester (B) having 1 to 4 acrylic groups is 5 to 45% by mass, and constitutes a (meth) acrylic acid ester copolymer
  • the content of the carboxyl group-containing monomer in the dimer component is to provide an adhesive sheet for sticking a metal surface is not more than 1%.
  • the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is a (meth) acrylic acid alkyl ester monomer having a specific amount of a (meth) acrylic acid alkoxyalkyl ester monomer and an alkyl group having 1 to 4 carbon atoms in the pressure-sensitive adhesive layer.
  • (Meth) acrylic acid ester copolymer is included, so even if the content of the carboxyl group-containing monomer is small, the pressure-sensitive adhesive layer is highly hydrophilic and can be used under high temperature and high humidity conditions. The layer does not become cloudy and further prevents corrosion of the metal.
  • the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is a pressure-sensitive adhesive sheet to be bonded to a metal surface, and the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet has (meth) acrylic acid alkoxyalkyl ester monomer (A) and 1 carbon number.
  • a pressure-sensitive adhesive layer comprising a (meth) acrylic acid ester copolymer containing a (meth) acrylic acid alkyl ester monomer (B) having an alkyl group of 4 to 4 as a main monomer, the (meth) acrylic
  • the content of the (meth) acrylic acid alkoxyalkyl ester monomer (A) in the monomer component constituting the acid ester copolymer is 50% by mass or more and has an alkyl group having 1 to 4 carbon atoms (meta )
  • a pressure-sensitive adhesive sheet having an acrylic acid alkyl ester monomer (B) content of 5 to 45% by mass and a carboxyl group-containing monomer content of 1% by mass or less.
  • (meth) acrylic acid alkoxyalkyl ester monomer (A) constituting the (meth) acrylic acid ester copolymer of the present invention include 2-methoxyethyl acrylate and 2-ethoxyethyl acrylate. , 2-methoxytriethylene glycol acrylate, 3-methoxypropyl acrylate, 3-ethoxypropyl acrylate, 4-methoxybutyl acrylate, 4-ethoxybutyl acrylate, and the like. Of these, 2-methoxyethyl acrylate and 2-ethoxyethyl acrylate are particularly preferable.
  • cohesive force necessary for fixing the metal film to the pressure-sensitive adhesive layer can be imparted.
  • acrylic acid and methacrylic acid are collectively referred to as (meth) acrylic acid, and these derivatives are also represented in the same manner.
  • the content of the (meth) acrylic acid alkoxyalkyl ester monomer (A) with respect to 100% by mass of all monomer components constituting the (meth) acrylic acid ester copolymer is preferably 50 to 90% by mass, preferably 60 to 90% by mass is more preferable, 70 to 90% by mass is further preferable, and 75 to 85% by mass is particularly preferable.
  • the (meth) acrylic acid alkyl ester monomer (B) having an alkyl group having 1 to 4 carbon atoms constituting the (meth) acrylic acid ester copolymer of the present invention includes the above (meth) acrylic acid alkoxyalkyl ester.
  • n-butyl acrylate is particularly preferable.
  • n-butyl acrylate it is possible to achieve both high adhesion to a metal surface and white turbidity resistance under high temperature and high humidity conditions.
  • the content of the (meth) acrylic acid ester monomer (B) having 1 to 4 carbon atoms with respect to 100% by mass of all monomer components constituting the (meth) acrylic acid ester copolymer is 5 to 45% by mass. Preferably, it is 5 to 35% by mass, more preferably 5 to 25% by mass, and particularly preferably 10 to 25% by mass.
  • Acrylic acid methacrylic acid, itaconic acid, maleic acid, crotonic acid, acrylic acid dimer, ethylene
  • examples thereof include oxide-modified succinic acid acrylate. Of these, acrylic acid is preferred because of its high versatility.
  • the amount of the carboxyl group-containing monomer used is 1% by mass or less in the monomer component constituting the acrylic copolymer, more preferably 0.5% by mass or less, and more preferably 0.1% by mass or less. In particular, it is particularly preferable not to contain it. By setting the content of the carboxyl group-containing monomer within the range, corrosion of the metal can be prevented.
  • a vinyl monomer having a functional group that reacts with the crosslinking agent in order to increase the cohesive strength of the pressure-sensitive adhesive layer by suitably crosslinking with the crosslinking agent.
  • the vinyl monomer having a functional group that reacts with the crosslinking agent is not particularly limited, but a hydroxyl group-containing vinyl monomer such as 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 4-hydroxybutyl acrylate, etc. Is mentioned.
  • the amount of the vinyl monomer having a functional group used is preferably 0.1% by mass to 10% by mass, and preferably 0.5% by mass to 5% by mass in the monomer component constituting the acrylic copolymer. It is particularly preferred.
  • the weight average molecular weight Mw of the (meth) acrylic acid ester copolymer is preferably 300,000 to 1,600,000, more preferably 400,000 to 1,300,000, and further preferably 500,000 to 1,000,000.
  • the weight average molecular weight Mw of the (meth) acrylic acid ester copolymer is within the above range, the adhesiveness to the metal surface and the followability to the unevenness of the metal to be attached and the display panel can be suitably imparted.
  • the molecular weight distribution (weight average molecular weight Mw / number average molecular weight Mn) of the (meth) acrylate copolymer is preferably 10 to 50, more preferably 10 to 30, and still more preferably 10 to 20.
  • the molecular weight distribution (weight average molecular weight Mw / number average molecular weight Mn) of the (meth) acrylic acid ester copolymer is within this range, it is possible to provide follow-up to the unevenness of the metal to be affixed and the display panel, and there are bubbles in the display screen portion. Is less likely to remain, and further peeling from the metal surface can be suppressed.
  • the weight average molecular weight Mw of the carboxyl group-containing (meth) acrylic acid ester copolymer (A) can be measured by gel permeation chromatography (GPC). More specifically, as a GPC measurement device, “SC8020” manufactured by Tosoh Corporation can be used to measure and obtain the following GPC measurement conditions based on polystyrene conversion values.
  • GPC gel permeation chromatography
  • the polymerization method of the (meth) acrylic acid ester copolymer used in the present invention is not particularly limited, and various known polymerization methods can be used as appropriate.
  • Thermal polymerization methods such as solution polymerization method, emulsion polymerization method, bulk polymerization method, A polymerization method performed by irradiating active energy rays such as light and radiation can be employed.
  • a solution polymerization method can be preferably adopted, and any of a batch charging method in which the entire amount of monomer components are supplied to the reaction vessel at once, a dropping method in which continuous or divided supply is used, etc. There may be.
  • organic solvents used for the solution polymerization various organic solvents used for the solution polymerization can be used, and among them, the use of a non-toluene organic solvent is preferable.
  • preferable organic solvents include ethyl acetate, hexane, cyclohexane, methylcyclohexane, isopropyl alcohol and the like.
  • other organic solvents that can be preferably used include 1-butanol, secondary butanol, tertiary butanol, tertiary butyl methyl ether, methyl ethyl ketone, acetylacetone, 1,2-dichloroethane and the like.
  • the pressure-sensitive adhesive composition for forming the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet for metal surface sticking of the present invention is a pressure-sensitive adhesive composition containing the above (meth) acrylic acid ester copolymer, As a component other than the copolymer, it is preferable to contain a crosslinking agent in order to increase the cohesive strength of the pressure-sensitive adhesive layer.
  • crosslinking agent used examples include isocyanate crosslinking agents, epoxy crosslinking agents, chelating crosslinking agents, azirine crosslinking agents, and polyfunctional acrylates.
  • isocyanate-based crosslinking agent rich in reactivity with the components of the (meth) acrylic copolymer is preferable.
  • the amount of the crosslinking agent added to the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet is preferably 0.05 to 2 parts by weight, more preferably 0.07 to 1.5 parts by weight, and still more preferably 0.1 to 1 part by weight. .
  • the content of the crosslinking agent in this range it is easy to adjust the gel fraction of the pressure-sensitive adhesive layer to a suitable range.
  • the pressure-sensitive adhesive composition of the present invention is preferably a pressure-sensitive adhesive composition in which the (meth) acrylic acid ester copolymer and the crosslinking agent are dissolved or dispersed in a solvent, and the solvent is a solvent used for the solution polymerization.
  • the same solvent as can be preferably used.
  • the pressure-sensitive adhesive composition of the present invention may contain other general additives such as ultraviolet absorbers, light stabilizers, anti-aging agents, release modifiers, tackifiers, plasticizers as necessary. Agents, softeners, fillers, colorants (such as pigments and dyes), surfactants, and the like may be included.
  • the pressure-sensitive adhesive sheet for metal surface sticking of the present invention can suppress the cloudiness of the pressure-sensitive adhesive layer and corrosion of the metal under high-temperature and high-humidity conditions by having the pressure-sensitive adhesive layer made of the above-mentioned pressure-sensitive adhesive composition as the pressure-sensitive adhesive layer. .
  • the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention may be a pressure-sensitive adhesive sheet having only a pressure-sensitive adhesive layer without having a film base material. Moreover, even if the adhesive layer consists of a single layer, multiple layers may be laminated
  • Fixing the adhesive sheet of the present invention between components for example, fixing a surface protection panel on the surface of an image display device and a member having a metal surface such as ITO film or glass, or fixing members having metal surfaces.
  • a pressure-sensitive adhesive sheet for fixing between parts the form of a double-sided pressure-sensitive adhesive sheet can be preferably used, and in particular, from the viewpoint of ensuring transparency and shape followability, it does not have a substrate, and is a pressure-sensitive adhesive It is preferable that it is an adhesive sheet which consists only of layers.
  • the double-sided pressure-sensitive adhesive sheet in this form is particularly suitable for a member having an uneven surface shape such as a surface protection panel in which one member has a printed step.
  • the form of the pressure-sensitive adhesive sheet having a film base can be preferably used, and the form of a single-sided pressure-sensitive adhesive sheet in which a pressure-sensitive adhesive layer is provided on one side of a film base provided with a hard coat layer on one side can be preferably used.
  • a transparent film substrate can be used as the substrate.
  • the transparent substrate for example, polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polyethylene film, polypropylene film, cellophane, diacetyl cellulose film, triacetyl cellulose film, acetyl cellulose butyrate film, polyvinyl chloride film, polyvinyl chloride Vinylidene film, polyvinyl alcohol film, ethylene-vinyl acetate copolymer film, polystyrene film, polycarbonate film, polymethylpentene film, polysulfone film, polyetheretherketone film, polyethersulfone film, polyetherimide film, polyimide film, fluorine Resin film, nylon film, acrylic resin film, etc. Rukoto can. Of these, polyethylene terephthalate having excellent transparency and smoothness is preferable.
  • the film substrate used for the adhesive sheet for sticking a metal surface of the present invention has a surface unevenness treatment by a sandblasting method or a solvent treatment method, or a corona discharge treatment, for the purpose of improving the adhesion with the adhesive layer.
  • Surface treatment such as surface oxidation treatment such as chromic acid treatment, flame treatment, hot air treatment, ozone / ultraviolet irradiation treatment and the like can be performed.
  • the film substrate of the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is preferably a hard coat film having a hard coat layer on at least one surface in order to prevent appearance defects such as scratches and dents mixed during the production process.
  • a hard coat layer containing an acrylic resin is preferable. By containing the acrylic resin, it is possible to ensure adhesion to the hard coat surface.
  • surface of the said hard coat film can be used conveniently as an adhesive sheet for scattering prevention.
  • the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is a pressure-sensitive adhesive sheet for sticking a metal surface provided with a pressure-sensitive adhesive layer on one side of a hard coat film, and when the pressure-sensitive adhesive sheet is used as a pressure-sensitive adhesive sheet for preventing scattering, It is preferable that the surface pencil hardness of the hard coat layer surface of the coat film is B or more, preferably F or more. Further, the thickness of the hard coat layer is preferably 1 to 5 ⁇ m.
  • the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet for metal surface sticking according to the present invention preferably has a gel fraction represented by the following formula of 30 to 80% by mass when immersed in toluene for 24 hours, preferably 30 to 70% by mass. % Is more preferable, and 35 to 55% by mass is most preferable.
  • % is more preferable, and 35 to 55% by mass is most preferable.
  • Gel fraction (% by mass) [(mass after immersion of the adhesive layer in toluene) / (mass before adhesion of the adhesive layer in toluene)] ⁇ 100
  • the pressure-sensitive adhesive layer of the pressure-sensitive adhesive sheet for attaching a metal surface of the present invention has a storage elastic modulus of 4.0 ⁇ 10 4 to 9.0 ⁇ as a storage elastic modulus at 70 ° C. of a dynamic viscoelastic spectrum measured at a frequency of 1 Hz. It is preferably included in the range of 10 5 , more preferably 4.0 ⁇ 10 4 to 8.0 ⁇ 10 4, and most preferably 4.0 ⁇ 10 4 to 7.0 ⁇ 10 4 . By including the storage elastic modulus within this range, it is possible to achieve both fluidity following the stepped portion and suppression of peeling due to warpage.
  • the dynamic viscoelasticity of the pressure-sensitive adhesive layer in the present invention is obtained by sandwiching a test piece between parallel disks, which are measuring parts of the tester, using a viscoelasticity tester (manufactured by Rheometrics, trade name: Ares 2KSTD). , Obtained by measuring the storage elastic modulus (G ′) and loss elastic modulus (G ′′) at a frequency of 1 Hz. However, in the latter case, the thickness of the pressure-sensitive adhesive is adjusted to be in the above-mentioned range. .
  • the transparency of the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is preferably such that the total light transmittance is 80% or more and the haze is 1.0% or less, the total light transmittance is 90% or more, and the haze is 0.5. % Or less is more preferable.
  • the transparency of the transparent conductive film is within the above range, the transparency of the display equipped with the touch panel device using the adhesive film is easily maintained.
  • the metal to which the pressure-sensitive adhesive sheet for metal surface application of the present invention is attached is not particularly limited, and specific examples include indium tin oxide, indium oxide, tin oxide, zinc oxide, cadmium oxide, gallium oxide, titanium oxide and the like. It is done.
  • the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention is subjected to one-time reciprocation using a 2 kg roller in a temperature of 23 ° C. and a relative humidity of 50% RH, and left for 1 hour.
  • the 180 ° peel adhesion at 300 mm / min is preferably 5 to 20 N / 25 mm for each metal. Within the above range, it is easy to suppress peeling from the end face in fixing the transparent conductive film, and the pressure-sensitive adhesive sheet can be peeled in a poorly bonded product in the manufacturing process.
  • the thickness of the pressure-sensitive adhesive sheet for sticking a metal surface of the present invention may be appropriately selected depending on the mode of use, but is preferably 5 to 500 ⁇ m. In particular, when bonding to a smooth surface, it is easy to make the touch panel device thinner by adjusting to 10 to 250 ⁇ m. Further, when affixing to a surface having a step or unevenness, the thickness of the pressure-sensitive adhesive layer is preferably 20 ⁇ m or more, and particularly preferably 25 to 150 ⁇ m.
  • the pressure-sensitive adhesive sheet for attaching a metal surface of the present invention can be prepared by a generally used method. For example, it can be produced by forming an adhesive layer on a film substrate or a release sheet. Specifically, the adhesive composition is directly applied to the base film and dried or cured / polymerized, or once applied on the release sheet and dried / cured / polymerized to form an adhesive layer. Similarly, it can be produced by a method of bonding to an adhesive layer or a base film prepared on a release sheet.
  • the adhesive sheet for sticking a metal surface of the present invention does not corrode the metal surface and has good whitening resistance, so that ITO glass or ITO film provided with indium tin oxide (ITO) on the surface of the glass or film, Or it can use conveniently, when fixing the member which has metal surface surfaces, such as a metal wiring film by which the wiring of silver or copper was provided in the surface of glass or a film. Especially, it can use suitably for fixation of the member which has a metal surface surface for which high transparency is calculated
  • ITO indium tin oxide
  • the member to be fixed can be suitably applied even if it is a member having a surface uneven shape, for example, a member provided with a printing step. .
  • the pressure-sensitive adhesive sheet for metal surface application of the present invention for example, ITO in a touch sensor used in an image display unit of an electronic device, which requires high transparency and stable conductivity, is required.
  • ITO in a touch sensor used in an image display unit of an electronic device, which requires high transparency and stable conductivity
  • the configuration as shown in FIG. 1 can be preferably exemplified. In the application example in FIG.
  • the surface protection panel 2 having the printing step 3 and the ITO film 4 having the ITO surface 4 b on the transparent resin film 4 a are applied to the baseless pressure-sensitive adhesive sheet 1 for attaching a metal surface of the present invention.
  • the adhesive sheet of the present invention can be suitably used for such applications.
  • an image display module 6 such as an LCD module is provided in the housing 5, and the housing and the transparent resin film 4 a side of the ITO film 4 ′ are fixed by an adhesive member 7 such as an adhesive tape or an adhesive tape.
  • the ITO surface 4b 'of the ITO film 4' and the transparent resin film 4a surface of the ITO film 4 can be suitably used for the purpose of fixing by the adhesive sheet '1 for sticking a metal surface of the present invention without a substrate. .
  • FIGS. 2 and 3 can be preferably exemplified.
  • the application example in FIG. 2 has an ITO surface 14 on which one surface is treated with ITO, and an adhesive sheet for preventing scattering of the surface protection panel on the ITO surface 14 of the surface protection panel 12 provided with a printing step 13 on the surface.
  • the pressure-sensitive adhesive sheet 11 for sticking a metal surface of the present invention having the pressure-sensitive adhesive layer 15 on one surface of the hard coat film 16 is applied.
  • the hard coat film 16 of the adhesive sheet 11 for attaching a metal surface and the casing 17 having an image display module 18 such as an LCD module are fixed by an adhesive member 19.
  • the surface protection panel 22 having the printing step 23 and the ITO glass 24 having the ITO surfaces 24b and 24c on the transparent glass 24a are bonded to the substrate-less adhesive for metal surface of the present invention. It is a use fixed by the sheet
  • the pressure-sensitive adhesive sheet 21 'for attaching a metal surface of the present invention having the pressure-sensitive adhesive layer 26 on one surface of the hard coat film 25 can be applied.
  • the hard coat film 25 of the metal surface sticking adhesive sheet 21 ′ and the housing 27 having the image display module 28 such as an LCD module are fixed by the adhesive member 29 as in FIG. 2.
  • ⁇ Acrylic copolymer (1)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, 2-methoxyethyl acrylate 75% by mass, n-butyl acrylate 24% by mass, acrylic acid 1% by mass of hydroxyethyl and 0.2 part of 2,2′-azobisisobutylnitrile as a polymerization initiator are dissolved in 100% by mass of ethyl acetate, and after nitrogen substitution, polymerized at 80 ° C. for 8 hours to give a weight average molecular weight of 70 Ten thousand acrylic acid ester copolymers (1) were obtained.
  • ⁇ Acrylic copolymer (2)> Acrylate ester copolymer having a weight average molecular weight of 700,000 was obtained in the same manner as in the acrylate ester copolymer (1) except that 2-methoxyethyl acrylate was 85% by mass and n-butyl acrylate was 14% by mass. Combined (2) was obtained.
  • ⁇ Acrylic copolymer (4)> Acrylate ester copolymer having a weight average molecular weight of 1,000,000 is the same as that of the acrylate ester copolymer (1) except that 50% by mass of 2-methoxyethyl acrylate and 49% by mass of n-butyl acrylate are used. Combined (4) was obtained.
  • ⁇ Acrylic copolymer (5)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, n-butyl acrylate 80% by mass, methyl methacrylate 19% by mass, hydroxyethyl acrylate 1% by mass % And 0.22 part of 2,2′-azobisisobutylnitrile as a polymerization initiator are dissolved in 100% by mass of ethyl acetate, purged with nitrogen, polymerized at 80 ° C. for 8 hours, and acrylic acid having a weight average molecular weight of 800,000 An ester copolymer (5) was obtained.
  • ⁇ Acrylic copolymer (6)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow condenser, thermometer, dropping funnel and nitrogen gas inlet, n-butyl acrylate 80% by mass, acrylic acid 19% by mass, hydroxyethyl acrylate 1% by mass And 0.22 part of 2,2′-azobisisobutylnitrile as a polymerization initiator are dissolved in 100% by mass of ethyl acetate, and after substitution with nitrogen, polymerization is carried out at 80 ° C. for 8 hours to obtain an acrylic ester having a weight average molecular weight of 700,000. A copolymer (6) was obtained.
  • ⁇ Acrylic copolymer (7)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, 2-methoxyethyl acrylate 75% by mass, n-butyl acrylate 16% by mass, methacrylic acid 8% by mass of methyl, 1% by mass of hydroxyethyl acrylate and 0.2 part of 2,2′-azobisisobutylnitrile as a polymerization initiator were dissolved in 100% by mass of ethyl acetate, and after nitrogen substitution, 8 hours at 80 ° C. Polymerization gave an acrylic ester copolymer (7) having a weight average molecular weight of 700,000.
  • ⁇ Acrylic copolymer (8)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, 75% by mass of 2-methoxyethyl acrylate, 24% by mass of n-butyl acrylate, 4% of acrylic acid -1% by weight of hydroxybutyl and 0.2 part of 2,2'-azobisisobutylnitrile as a polymerization initiator are dissolved in 100% by weight of ethyl acetate, and after nitrogen substitution, polymerized at 80 ° C for 8 hours to obtain a weight average molecular weight 700,000 acrylic ester copolymer (8) was obtained.
  • ⁇ Acrylic copolymer (10)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, 2-methoxyethyl acrylate 40% by mass, n-butyl acrylate 24% by mass, acrylic acid Dissolve 35% by mass of 2-ethylhexyl, 1% by mass of hydroxyethyl acrylate, and 0.2 part of 2,2′-azobisisobutylnitrile as a polymerization initiator in 100% by mass of ethyl acetate. Polymerization with time was carried out to obtain an acrylate copolymer (10) having a weight average molecular weight of 700,000.
  • ⁇ Acrylic copolymer (11)> Preparation of acrylic copolymer In a reaction vessel equipped with a stirrer, cold flow cooler, thermometer, dropping funnel and nitrogen gas inlet, 2-methoxyethyl acrylate 70% by mass, n-butyl acrylate 24% by mass, acrylic acid 1% by mass of hydroxyethyl, 5% by mass of acrylic acid and 0.2 part of 2,2′-azobisisobutylnitrile as a polymerization initiator are dissolved in 100% by mass of ethyl acetate, and after substitution with nitrogen, polymerization is carried out at 80 ° C. for 8 hours. As a result, an acrylic ester copolymer (11) having a weight average molecular weight of 700,000 was obtained.
  • ⁇ Adhesive composition (a)> The acrylic ester copolymer (1) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (a) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (b)> The acrylic ester copolymer (2) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (b) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (c)> The acrylic ester copolymer (3) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (c) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (d)> The acrylic ester copolymer (4) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive (d) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (e)> The acrylic ester copolymer (5) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (e) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (f)> The acrylic ester copolymer (6) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (f) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (g)> The acrylic ester copolymer (7) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (g) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (h)> The acrylic ester copolymer (8) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (h) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (i)> The acrylic ester copolymer (9) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (i) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (j)> The acrylic ester copolymer (10) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (j) having a resin solid content of 30% by mass.
  • ⁇ Adhesive composition (k)> The acrylic ester copolymer (11) was diluted with ethyl acetate to obtain a pressure-sensitive adhesive composition (k) having a resin solid content of 30% by mass.
  • Example 1 0.1 parts by mass of an isocyanate crosslinking agent (Nihon Polyurethane Coronate HX, solid content 75%) was added to 100 parts by mass of the pressure-sensitive adhesive composition (a), and the mixture was stirred for 15 minutes. It was coated on a 50 ⁇ m thick polyester film (hereinafter referred to as # 75 release film) so that the thickness after drying was 50 ⁇ m, and dried at 75 ° C. for 5 minutes. The obtained pressure-sensitive adhesive sheet and a 38 ⁇ m-thick polyester film (hereinafter referred to as # 38 release film) having one surface peel-treated with a silicone compound were bonded together. Thereafter, it was aged at 23 ° C. for 7 days to obtain a substrate-less pressure-sensitive adhesive sheet having a thickness of 50 ⁇ m and a gel fraction of 50%.
  • an isocyanate crosslinking agent Nihon Polyurethane Coronate HX, solid content 75
  • Example 2 A pressure-sensitive adhesive sheet having a gel fraction of 40% was obtained in the same manner as in Example 1 except that the isocyanate-based crosslinking agent was changed to 0.08 parts by mass.
  • Example 3 A pressure-sensitive adhesive sheet having a gel fraction of 50% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (b).
  • Example 4 The gel fraction is 40% in the same manner as in Example 1 except that 100 parts by mass of the pressure-sensitive adhesive composition (a) is 100 parts by mass of the pressure-sensitive adhesive composition (b) and 0.08 parts by mass of the isocyanate-based crosslinking agent. An adhesive sheet was obtained.
  • Example 5 A pressure-sensitive adhesive sheet having a gel fraction of 50% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (g).
  • Example 6 A pressure-sensitive adhesive sheet having a gel fraction of 50% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (h).
  • Example 7 A pressure-sensitive adhesive sheet having a gel fraction of 55% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (i).
  • Example 1 A pressure-sensitive adhesive sheet having a gel fraction of 60% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (c).
  • Example 2 A pressure-sensitive adhesive sheet having a gel fraction of 60% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (d).
  • Example 3 A pressure-sensitive adhesive sheet having a gel fraction of 60% was obtained in the same manner as in Example 1 except that 100 parts by weight of the pressure-sensitive adhesive composition (a) was changed to 100 parts by weight of the pressure-sensitive adhesive composition (e).
  • Example 5 The gel fraction was 80% in the same manner as in Example 1 except that 100 parts by mass of the pressure-sensitive adhesive composition (a) was changed to 100 parts by mass of the pressure-sensitive adhesive composition (j) and 0.3 parts by mass of the isocyanate crosslinking agent. An adhesive sheet was obtained.
  • the resistance value (R2) was measured.
  • Print level followability evaluation 1 The release film on one side of the prepared pressure-sensitive adhesive sheet was peeled off, and bonded to a polyethylene terephthalate film having a thickness of 100 ⁇ m, a length of 50 mm, and a width of 40 mm in which a printing layer having a thickness of 15 ⁇ m and a width of 5 mm was decorated in a frame shape.
  • the release film on one side where the obtained test piece remained was peeled off and bonded to a glass plate having a thickness of 1 mm, a length of 50 mm, and a width of 40 mm, and a heat and pressure treatment was performed under the conditions of 5 atm, 70 ° C., and 20 minutes.
  • the release film on one side of the pressure-sensitive adhesive sheet prepared in Example 1 is peeled off, and the pressure-sensitive adhesive sheet is bonded to the surface having no hard coat of the hard coat film provided with a hard coat layer on one surface of the polyethylene terephthalate film.
  • surface of the base material which has a layer was obtained. The following evaluation was performed about the obtained scattering prevention adhesive sheet. The results obtained are shown in Table 3.
  • Print step follow-up evaluation 2 The release film on one side of the obtained pressure-sensitive adhesive sheet is peeled off, and the printed layer is bonded to a glass plate decorated in a frame shape with a thickness of 1 mm, a length of 50 mm, and a width of 40 mm. A pressure treatment was performed. Immediately after the heating and pressurizing treatment, the entire printed decorative part was observed with a microscope (magnification 300 times), and it was confirmed whether bubbles were mixed.
  • the evaluation criteria for bubble contamination were as follows. ⁇ : No bubbles with a diameter of 5 ⁇ m or more ⁇ : No bubbles with a diameter of 30 ⁇ m or more ⁇ : Bubbles with a diameter of 30 ⁇ m or more or peeling
  • the adhesive sheets of Examples 1 to 7 did not increase in haze and did not become cloudy under high temperature and high humidity conditions even without a carboxyl group-containing monomer.
  • the pressure-sensitive adhesive sheets of Examples 1 to 4 are excellent in following a printing step, and have a good printing step following property even when a hard coat film provided with a hard coat layer is used as a base material. It was.
  • Comparative Example 1 using 2-ethylhexyl acrylate having 8 carbon atoms, the content of n-butyl acrylate having 4 carbon atoms is 49% by mass
  • Comparative Example 2 of Comparative Example 3 Comparative Example 3 not containing a highly hydrophilic alkoxyalkyl acrylate monomer, and Comparative Example 5 having a low content of alkoxyalkyl acrylate monomer, haze increased under high temperature and high humidity conditions. The cloudiness was confirmed.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
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JP2013142124A (ja) * 2012-01-11 2013-07-22 Soken Chem & Eng Co Ltd 導電膜用粘着テープおよびタッチパネル用積層体
JP2013253160A (ja) * 2012-06-06 2013-12-19 Soken Chem & Eng Co Ltd 導電膜用粘着シート、積層体および該積層体を有するタッチパネル
JP2015193702A (ja) * 2014-03-31 2015-11-05 リンテック株式会社 透明導電性基板用表面保護フィルムの製造方法、透明導電性基板用表面保護フィルムおよび積層体
JP2016084438A (ja) * 2014-10-28 2016-05-19 Dic株式会社 粘着フィルム、情報表示装置及び携帯電子端末
WO2019203004A1 (ja) * 2018-04-18 2019-10-24 Dic株式会社 粘着テープ及び物品
US12012529B2 (en) 2018-04-18 2024-06-18 Dic Corporation Adhesive tape and article

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JP6554344B2 (ja) * 2015-06-30 2019-07-31 リンテック株式会社 粘着シートおよび表示体
KR102476457B1 (ko) * 2019-07-26 2022-12-09 주식회사 엘지화학 점착 필름, 이를 포함하는 광학 부재 보호 필름, 이를 포함하는 광학 부재 및 이를 포함하는 액정표시장치
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JP2013142124A (ja) * 2012-01-11 2013-07-22 Soken Chem & Eng Co Ltd 導電膜用粘着テープおよびタッチパネル用積層体
JP2013253160A (ja) * 2012-06-06 2013-12-19 Soken Chem & Eng Co Ltd 導電膜用粘着シート、積層体および該積層体を有するタッチパネル
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JP2016084438A (ja) * 2014-10-28 2016-05-19 Dic株式会社 粘着フィルム、情報表示装置及び携帯電子端末
WO2019203004A1 (ja) * 2018-04-18 2019-10-24 Dic株式会社 粘着テープ及び物品
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US12012529B2 (en) 2018-04-18 2024-06-18 Dic Corporation Adhesive tape and article

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