WO2018221635A1 - Feuille adhésive double face, procédé d'utilisation de feuille adhésive double face, et procédé de production de corps stratifié - Google Patents

Feuille adhésive double face, procédé d'utilisation de feuille adhésive double face, et procédé de production de corps stratifié Download PDF

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Publication number
WO2018221635A1
WO2018221635A1 PCT/JP2018/020899 JP2018020899W WO2018221635A1 WO 2018221635 A1 WO2018221635 A1 WO 2018221635A1 JP 2018020899 W JP2018020899 W JP 2018020899W WO 2018221635 A1 WO2018221635 A1 WO 2018221635A1
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Prior art keywords
double
sensitive adhesive
adhesive sheet
relative humidity
pressure
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PCT/JP2018/020899
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English (en)
Japanese (ja)
Inventor
貴迪 山口
山本　真之
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王子ホールディングス株式会社
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Priority to JP2019521292A priority Critical patent/JPWO2018221635A1/ja
Publication of WO2018221635A1 publication Critical patent/WO2018221635A1/fr

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    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • 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
    • 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
    • C09J201/00—Adhesives based on unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/10—Adhesives in the form of films or foils without carriers

Definitions

  • liquid crystal displays are widely used in mobile phones, smartphones, personal computers, and tablet terminals, and double-sided pressure-sensitive adhesive sheets are used for bonding optical members constituting liquid crystal displays and the like.
  • LCD liquid crystal displays
  • double-sided pressure-sensitive adhesive sheet is used to adhere the polarizing plate and glass that is a constituent member of the liquid crystal cell.
  • Patent Document 1 discloses a hydroxyl group-containing (meth) acrylate copolymer (A), a carboxyl group-containing (meth) acrylate copolymer (B), an active energy ray-curable compound (C), and a crosslinking agent.
  • a pressure-sensitive adhesive formed from a pressure-sensitive adhesive composition containing (D) is disclosed.
  • a Dual-Cure type pressure-sensitive adhesive composition is used, and such a pressure-sensitive adhesive composition is suitable for in-vehicle use such as car navigation and can form a pressure-sensitive adhesive having excellent durability.
  • the optical member to be bonded shrinks, and along with this shrinkage, stress is applied to the double-sided pressure-sensitive adhesive sheet in a direction parallel to the member to be bonded, so the interface between the bonding member and the pressure-sensitive adhesive layer The anchor effect decreases, and peeling may occur between the bonding member and the pressure-sensitive adhesive layer.
  • gas may be generated from the optical member to be bonded, and this gas may cause stress in the thickness direction of the double-sided pressure-sensitive adhesive sheet or stress to the member to be bonded. As a result, bubbles and floating may occur.
  • the present inventors have suppressed the occurrence of peeling, bubbles and / or floating even when placed under high temperature conditions or harsh environments after bonding.
  • the study was advanced with the aim of providing a double-sided PSA sheet.
  • the adhesive sheet is pasted so that the center point is; the 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass B is overlapped with the width direction of the alkali glass A on the other adhesive surface of the double-sided adhesive sheet, and the longitudinal direction is alkali.
  • the sample is pasted so as to overlap with glass A by 30 mm to obtain a measurement sample; the measurement sample is autoclaved under conditions of 0.5 MPa, 40 ° C. and 30 minutes so that the integrated light quantity becomes 3000 mJ / cm 2 with a high-pressure mercury lamp. Is irradiated with active energy rays and left in an environment of 23 ° C. and a relative humidity of 50% for 24 hours, and then in an environment of 80 ° C.
  • the cross adhesive strength measured by the following measurement method (a2) is 400 N / cm 2 or more; Measurement method (a2) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; the thickness is measured from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • the cross adhesive force measured by the following measurement method (a3) is 1000 N / cm 2 or more, Cross adhesive strength after treatment under condition (1) of the following measurement method (b3), cross adhesive strength after treatment under condition (2) of the following measurement method (b3), and conditions of the following measurement method (b3)
  • the cross adhesive strength after the treatment in (3) is 1000 N / cm 2 or more;
  • Measurement method (a3) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; the thickness is measured from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • Measured as shaped adhesive strength; Measurement method (b3) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; the thickness is measured from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • the shear adhesion measured by the measurement method (a1) is P, Double-sided adhesive according to [1], wherein the value of P / Q is 0.70 or more when the shear adhesive strength measured by the following measuring method (b1) is Q in an environment of 23 ° C. and 50% relative humidity.
  • a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm has a double-sided adhesive surface of 15 mm from one end in the longitudinal direction of 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass A, and 20 mm from one end in the width direction.
  • the adhesive sheet is pasted so that the center point is; the 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass B is overlapped with the width direction of the alkali glass A on the other adhesive surface of the double-sided adhesive sheet, and the longitudinal direction is alkali.
  • the sample is pasted so as to overlap with glass A by 30 mm to obtain a measurement sample; the measurement sample is autoclaved under conditions of 0.5 MPa, 40 ° C. and 30 minutes so that the integrated light quantity becomes 3000 mJ / cm 2 with a high-pressure mercury lamp. Is irradiated with active energy rays and left for 24 hours in an environment of 23 ° C. and 50% relative humidity; using a tensile tester, 23 ° C. and relative humidity At 0% RH, pulling the longitudinal ends of the respective alkali glass in opposite directions in the longitudinal direction at a speed 25 mm / min, to measure the stress at that time as a shear adhesive strength.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • the cross adhesive force measured by the measurement method (a3) is 1200 N / cm 2 or more
  • the cross adhesive strength after processing under the condition (1) of the measurement method (b3) is 1200 N / cm 2 or more
  • the cross adhesive strength after processing under the condition (2) of the measurement method (b3) is 1500 N / cm 2 or more
  • the double-sided PSA sheet comprises a base polymer (A) containing a non-crosslinkable (meth) acrylic acid ester monomer unit (a1) and an acrylic monomer unit (a2) having a crosslinkable functional group, A monomer (B) having at least one polymerizable unsaturated group; A crosslinking agent (C) that reacts with the base polymer (A) by heat; A polymerization initiator (D) for initiating the polymerization reaction of the monomer (B) by irradiation with active energy rays;
  • the double-sided pressure-sensitive adhesive sheet according to any one of [1] to [4], comprising a pressure-sensitive adhesive composition comprising a solvent (E) and semi-cured by heating or irradiation with active energy rays.
  • the monomer (B) includes a monofunctional monomer (b1) having one polymerizable unsaturated group and a polyfunctional monomer (b2) having two or more polymerizable unsaturated groups, The double-sided pressure-sensitive adhesive sheet according to [5] or [6], wherein the mass ratio of the monofunctional monomer (b1) to the polyfunctional monomer (b2) is 10: 1 to 50: 1.
  • a laminate comprising a step of bringing the double-sided pressure-sensitive adhesive sheet according to any one of [1] to [10] into contact with the surface of the adherend and irradiating active energy rays in that state to completely cure the double-sided pressure-sensitive adhesive sheet. Manufacturing method.
  • the adhesive sheet is pasted so that the center point is; the 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass B is overlapped with the width direction of the alkali glass A on the other adhesive surface of the double-sided adhesive sheet, and the longitudinal direction is alkali.
  • the sample is pasted so as to overlap with glass A by 30 mm to obtain a measurement sample; the measurement sample is autoclaved under conditions of 0.5 MPa, 40 ° C. and 30 minutes so that the integrated light quantity becomes 3000 mJ / cm 2 with a high-pressure mercury lamp. Is irradiated with active energy rays and left in an environment of 23 ° C. and a relative humidity of 50% for 24 hours, and then in an environment of 80 ° C.
  • the shear adhesion measured by the measurement method (a1) is P, Double-sided adhesive according to [101], wherein the value of P / Q is 0.70 or more when the shear adhesive strength measured by the following measuring method (b1) is Q in an environment of 23 ° C. and 50% relative humidity.
  • a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm has a double-sided adhesive surface of 15 mm from one end in the longitudinal direction of 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass A, and 20 mm from one end in the width direction.
  • the adhesive sheet is pasted so that the center point is; the 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass B is overlapped with the width direction of the alkali glass A on the other adhesive surface of the double-sided adhesive sheet, and the longitudinal direction is alkali.
  • the sample is pasted so as to overlap with glass A by 30 mm to obtain a measurement sample; the measurement sample is autoclaved under conditions of 0.5 MPa, 40 ° C. and 30 minutes so that the integrated light quantity becomes 3000 mJ / cm 2 with a high-pressure mercury lamp. Is irradiated with active energy rays and left for 24 hours in an environment of 23 ° C. and 50% relative humidity; using a tensile tester, 23 ° C. and relative humidity At 0% RH, pulling the longitudinal ends of the respective alkali glass in opposite directions in the longitudinal direction at a speed 25 mm / min, to measure the stress at that time as a shear adhesive strength.
  • the double-sided PSA sheet includes a base polymer (A) containing a non-crosslinkable (meth) acrylic acid ester monomer unit (a1) and an acrylic monomer unit (a2) having a crosslinkable functional group; A monomer (B) having at least one polymerizable unsaturated group; A crosslinking agent (C) that reacts with the base polymer (A) by heat; A polymerization initiator (D) for initiating the polymerization reaction of the monomer (B) by irradiation with active energy rays;
  • the double-sided pressure-sensitive adhesive sheet according to [101] or [102], comprising a pressure-sensitive adhesive composition containing the solvent (E) and semi-cured by heating or irradiation with active energy rays.
  • the monomer (B) includes a monofunctional monomer (b1) having one polymerizable unsaturated group and a polyfunctional monomer (b2) having two or more polymerizable unsaturated groups, The double-sided pressure-sensitive adhesive sheet according to [103] or [104], wherein the mass ratio of the monofunctional monomer (b1) to the polyfunctional monomer (b2) is 10: 1 to 50: 1.
  • the double-sided pressure-sensitive adhesive sheet according to [105] wherein the monofunctional monomer (b1) has an alkyl group having 10 or more carbon atoms.
  • a laminate comprising a step of bringing the double-sided pressure-sensitive adhesive sheet according to any one of [101] to [108] into contact with the surface of the adherend, and irradiating active energy rays in that state to completely cure the double-sided pressure-sensitive adhesive sheet. Manufacturing method.
  • the cross adhesive force measured by the following measurement method (a2) is 400 N / cm 2 or more.
  • Measurement method (a2) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; the thickness is measured from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • the tensile opposite direction in the thickness direction to measure the stress at that time as a cross adhesion.
  • the alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • the double-sided PSA sheet comprises a base polymer (A) containing a non-crosslinkable (meth) acrylic acid ester monomer unit (a1) and an acrylic monomer unit (a2) having a crosslinkable functional group; A monomer (B) having at least one polymerizable unsaturated group; A crosslinking agent (C) that reacts with the base polymer (A) by heat; A polymerization initiator (D) for initiating the polymerization reaction of the monomer (B) by irradiation with active energy rays;
  • the double-sided pressure-sensitive adhesive sheet according to [201] or [202], comprising a pressure-sensitive adhesive composition containing the solvent (E) and semi-cured by heating or irradiation with active energy rays.
  • the monomer (B) includes a monofunctional monomer (b1) having one polymerizable unsaturated group and a polyfunctional monomer (b2) having two or more polymerizable unsaturated groups, The double-sided pressure-sensitive adhesive sheet according to [203] or [204], wherein the mass ratio of the monofunctional monomer (b1) to the polyfunctional monomer (b2) is 10: 1 to 50: 1.
  • the double-sided pressure-sensitive adhesive sheet according to [205] wherein the monofunctional monomer (b1) has an alkyl group having 10 or more carbon atoms.
  • a laminate comprising a step of bringing the double-sided pressure-sensitive adhesive sheet according to any one of [201] to [208] into contact with the surface of the adherend, and irradiating active energy rays in that state to completely cure the double-sided pressure-sensitive adhesive sheet. Manufacturing method.
  • the present invention has the following configuration.
  • the cross adhesive force measured by the following measurement method (a3) is 1000 N / cm 2 or more, Cross adhesive strength after treatment under condition (1) of the following measurement method (b3), cross adhesive strength after treatment under condition (2) of the following measurement method (b3), and conditions of the following measurement method (b3)
  • the cross adhesive strength after processing in (3) is 1000 N / cm 2 or more, Double-sided pressure-sensitive adhesive sheet having a thickness of 100 ⁇ m or more;
  • Measurement method (a3) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; the thickness is measured from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet.
  • Measured as shaped adhesive strength; Measurement method (b3) One adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm; The alkali glass B of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm is bonded so that the two alkali glasses are in a cross positional relationship to obtain a measurement sample; the measurement sample is 0.5 MPa, 40 ° C., 30 minutes.
  • Condition (3) Place in an environment of 105 ° C. and a relative humidity of less than 5% for 100 hours.
  • the cross adhesive force measured by the measurement method (a3) is 1200 N / cm 2 or more
  • the cross adhesive strength after processing under the condition (1) of the measurement method (b3) is 1200 N / cm 2 or more
  • the cross adhesive strength after processing under the condition (2) of the measurement method (b3) is 1500 N / cm 2 or more
  • the double-sided pressure-sensitive adhesive sheet includes a base polymer (A) containing a non-crosslinkable (meth) acrylic acid ester monomer unit (a1) and an acrylic monomer unit (a2) having a crosslinkable functional group; A monomer (B) having at least one polymerizable unsaturated group; A crosslinking agent (C) that reacts with the base polymer (A) by heat; A polymerization initiator (D) for initiating the polymerization reaction of the monomer (B) by irradiation with active energy rays;
  • the double-sided pressure-sensitive adhesive sheet according to [301] or [302], comprising a pressure-sensitive adhesive composition containing the solvent (E) and semi-cured by heating or irradiation with active energy rays.
  • the monomer (B) includes a monofunctional monomer (b1) having one polymerizable unsaturated group and a polyfunctional monomer (b2) having two or more polymerizable unsaturated groups, The double-sided pressure-sensitive adhesive sheet according to [303] or [304], wherein the mass ratio of the monofunctional monomer (b1) to the polyfunctional monomer (b2) is 10: 1 to 50: 1.
  • the double-sided pressure-sensitive adhesive sheet according to [305] wherein the monofunctional monomer (b1) has an alkyl group having 10 or more carbon atoms.
  • [307] The double-sided pressure-sensitive adhesive sheet according to any one of [301] to [306], which is used for bonding an optical member.
  • [308] The double-sided pressure-sensitive adhesive sheet according to any one of [301] to [307], which is used for bonding an in-vehicle optical member.
  • [309] Use of a double-sided pressure-sensitive adhesive sheet in which the double-sided pressure-sensitive adhesive sheet according to any one of [301] to [308] is brought into contact with the adherend surface and the double-sided pressure-sensitive adhesive sheet is completely cured by irradiation with active energy rays Method.
  • a laminate comprising a step of bringing the double-sided pressure-sensitive adhesive sheet according to any one of [301] to [308] into contact with the surface of the adherend and irradiating active energy rays in that state to completely cure the double-sided pressure-sensitive adhesive sheet. Manufacturing method.
  • FIG. 1 is a diagram for explaining a method for measuring shear adhesive strength of a double-sided PSA sheet.
  • FIG. 2 is a diagram illustrating a method for measuring the cross adhesive strength of a double-sided PSA sheet.
  • a sample of 1.1 mm ⁇ 40 mm ⁇ 150 mm of alkali glass B is bonded to the other pressure-sensitive adhesive surface of the double-sided pressure-sensitive adhesive sheet so that it overlaps the width direction of the alkali glass A and the longitudinal direction overlaps the alkali glass A by 30 mm. Get.
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. After being left in the environment for 24 hours, it is placed in an environment at 80 ° C.
  • the double-sided pressure-sensitive adhesive sheet of the present invention includes a pressure-sensitive adhesive obtained by semi-curing the above-mentioned pressure-sensitive adhesive composition by heating or irradiation with active energy rays before being bonded to an adherend. It exhibits a soft semi-cured state.
  • the semi-cured state means that the gel fraction is less than 65%, may be less than 60%, may be less than 55%, may be less than 20%, % Or less than 10%.
  • the double-sided pressure-sensitive adhesive sheet of the present invention exhibits semi-curability
  • the double-sided pressure-sensitive adhesive sheet is completely cured by applying heat or active energy rays after bonding the double-sided pressure-sensitive adhesive sheet to the adherend surface. That is, the double-sided pressure-sensitive adhesive sheet of the present invention is in a semi-cured state only by heating or irradiation with active energy rays before bonding, but is completely cured by heating or active energy rays after bonding.
  • the same method may be sufficient as the hardening method in a semi-hardening process and a complete hardening process, it is preferable to harden
  • thermosetting when heat curing is performed in the semi-curing process, it is preferable to irradiate active energy rays in the complete curing process, and when active energy rays are irradiated in the semi-curing process, It is preferable to perform thermosetting.
  • such a two-stage curing double-sided pressure-sensitive adhesive sheet is sometimes referred to as a dual cure double-sided pressure-sensitive adhesive sheet.
  • the “semi-cured state” means a state in which one of heat and active energy rays is cured, and means a soft state before the second stage curing.
  • the “fully cured state” means a state where the semi-cured double-sided pressure-sensitive adhesive sheet is cured by heating or irradiating active energy rays. Specifically, when the “semi-cured state” is changed to the “fully cured state”, the storage elastic modulus of the dynamic viscoelasticity measured by shear stress or tensile stress at a frequency of 1 Hz is at least Tg (glass transition point). ) 1.5 times or more in the range from higher temperature to 60 ° C. When fully cured, the dynamic viscoelasticity is preferably 1.5 to 1000 times, and more preferably 2 to 100 times.
  • the storage elastic modulus of dynamic viscoelasticity measured by shear stress or tensile stress at 1 Hz frequency of the pressure-sensitive adhesive constituting the double-sided pressure-sensitive adhesive sheet in the semi-cured state in the present invention is a temperature region higher than Tg (glass transition point) or It is preferably less than 3.5 ⁇ 10 4 Pa in the region of 50 ° C. or higher.
  • the storage elastic modulus of dynamic viscoelasticity measured by shear stress or tensile stress at a frequency of 1 Hz of the pressure-sensitive adhesive constituting the double-sided pressure-sensitive adhesive sheet when fully cured is a temperature region higher than Tg (glass transition point) or a region of 50 ° C. or higher. It is preferably 3.5 ⁇ 10 4 Pa or more.
  • the Young's modulus in the semi-cured state of the double-sided PSA sheet is preferably less than 0.1 N / mm 2 . If the Young's modulus is within the above range, the semi-cured double-sided PSA sheet tends to have a desirable hardness.
  • the Young's modulus during complete curing is preferably 0.1 N / mm 2 or more.
  • Young's modulus can be made into a desired range by adjusting the addition amount etc. of the monomer mentioned later.
  • the Young's modulus in this specification is a value obtained from a stress-strain diagram measured using Shimadzu Corporation Autograph AGS-X at a pulling speed of 10 (mm / min).
  • the fully cured double-sided PSA sheet preferably has a haze value of 2% or less, more preferably 0% or more and 1.5% or less, and more preferably 0% or more and 1% in an environment of 23 ° C. and 50% relative humidity. More preferably, it is% or less.
  • a haze value is within the above range, the transparency required when the double-sided PSA sheet is used for an optical member can be satisfied.
  • a haze value is 2% or less, it is suitable as an optical use.
  • the total light transmittance (measured in accordance with JIS K 7361-1: 1997) of the double-sided PSA sheet after complete curing in an environment of 23 ° C. and 50% relative humidity is preferably 80% or more. It is preferably 90% or more. When the total light transmittance is within the above range, the transparency is high and it is suitable for optical applications.
  • the double-sided pressure-sensitive adhesive sheet of the present invention may be a single-layer double-sided pressure-sensitive adhesive sheet, a multilayer double-sided pressure-sensitive adhesive sheet in which a plurality of pressure-sensitive adhesive layers are laminated, or a multilayer double-sided pressure-sensitive adhesive sheet in which pressure-sensitive adhesive layers are laminated on both sides of a support. Also good.
  • the double-sided pressure-sensitive adhesive sheet of the present invention is preferably a non-carrier type, and preferably a single-sided double-sided pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer or a multilayer double-sided pressure-sensitive adhesive sheet in which a plurality of pressure-sensitive adhesive layers are laminated.
  • the double-sided pressure-sensitive adhesive sheet of the present invention has a support
  • the support include polystyrene, styrene-acrylic copolymer, acrylic resin, polyethylene terephthalate, polycarbonate, polyetheretherketone, and triacetylcellulose.
  • plastic films such as antireflection films and electromagnetic wave shielding films.
  • the surface of the double-sided PSA sheet of the present invention is preferably covered with a release sheet.
  • the double-sided pressure-sensitive adhesive sheet of the present invention may be a double-sided pressure-sensitive adhesive sheet with a release sheet.
  • a release sheet a peelable laminate sheet having a release sheet substrate and a release agent layer provided on one side of the release sheet substrate, or a polyolefin film such as a polyethylene film or a polypropylene film as a low polarity substrate Is mentioned. Papers and polymer films are used as the release sheet substrate in the peelable laminate sheet.
  • the release agent constituting the release agent layer for example, a general-purpose addition type or condensation type silicone release agent or a long-chain alkyl group-containing compound is used.
  • an addition type silicone release agent having high reactivity is preferably used.
  • silicone release agents include BY24-4527 and SD-7220 manufactured by Toray Dow Corning Silicone, KS-3600, KS-774, and X62-2600 manufactured by Shin-Etsu Chemical Co., Ltd. Is mentioned.
  • the silicone-based release agent may contain a silicone resin that is an organosilicon compound having a SiO 2 unit and (CH 3 ) 3 SiO 1/2 unit or CH 2 ⁇ CH (CH 3 ) SiO 1/2 unit. preferable.
  • Specific examples of the silicone resin include BY24-843, SD-7292, SHR-1404 manufactured by Toray Dow Corning Silicone, KS-3800, X92-183 manufactured by Shin-Etsu Chemical Co., Ltd., and the like.
  • the release sheet in order to make it easy to peel off, it is preferable that the release sheet bonded to each side of the double-sided pressure-sensitive adhesive sheet has different peelability. When the peelability from one side and the peelability from the other are different, it becomes easy to peel only the release sheet having the higher peelability first.
  • the present invention relates to a double-sided pressure-sensitive adhesive sheet having a shear adhesive strength measured by the following measurement method (a1) of 100 N / cm 2 or more and a thickness of 100 ⁇ m or more in an environment of 80 ° C. and a relative humidity of less than 10%. There may be.
  • Measurement method (a1) A double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm has a double-sided adhesive surface on one side of a 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass A at the intersection of 15 mm from one side in the longitudinal direction and 20 mm from one side in the width direction. Bond so that the center point of the adhesive sheet comes.
  • a sample of 1.1 mm ⁇ 40 mm ⁇ 150 mm of alkali glass B is bonded to the other pressure-sensitive adhesive surface of the double-sided pressure-sensitive adhesive sheet so that it overlaps the width direction of the alkali glass A and the longitudinal direction overlaps the alkali glass A by 30 mm.
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. After being left in the environment for 24 hours, it is placed in an environment at 80 ° C. and a relative humidity of less than 10% for 3 hours. Using a tensile tester, the longitudinal end of each alkali glass was pulled in the opposite direction in the longitudinal direction at a speed of 25 mm / min in an environment of 80 ° C. and a relative humidity of less than 10%. Measure as force.
  • FIG. 1 illustrates the configuration of a measurement sample used when measuring shear adhesive strength.
  • the upper diagram of FIG. 1 is a diagram of the measurement sample viewed from the plane direction
  • the lower diagram of FIG. 1 is a diagram of the side surface in the longitudinal direction of the measurement sample viewed from the cross-sectional direction.
  • a measurement sample is configured by bonding alkali glasses 10 and 20 to each surface of a double-sided pressure-sensitive adhesive sheet 1 so as to have a predetermined positional relationship.
  • the shear adhesive strength of the double-sided pressure-sensitive adhesive sheet of the present invention in an environment of 80 ° C. and a relative humidity of less than 10% may be 100 N / cm 2 or more, preferably 120 N / cm 2 or more, and more preferably 150 N / cm 2 or more. It is more preferable that
  • the upper limit of the shear adhesive force in the environment of 80 degreeC and relative humidity of less than 10% of a double-sided adhesive sheet is not specifically limited, For example, it can be set to 300 N / cm ⁇ 2 >.
  • the said shear adhesive force is achieved by adjusting the mixing
  • the shear adhesive strength measured by the above measurement method (a1) is P
  • the shear adhesive strength measured by the above measurement method (b1) is P
  • the following measurement method (b1 ) is preferably 0.70 or more.
  • Measurement method (b1) A double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm has a double-sided adhesive surface on one side of a 1.1 mm ⁇ 40 mm ⁇ 150 mm alkali glass A at the intersection of 15 mm from one side in the longitudinal direction and 20 mm from one side in the width direction. Bond so that the center point of the adhesive sheet comes.
  • a sample of 1.1 mm ⁇ 40 mm ⁇ 150 mm of alkali glass B is bonded to the other pressure-sensitive adhesive surface of the double-sided pressure-sensitive adhesive sheet so that it overlaps the width direction of the alkali glass A and the longitudinal direction overlaps the alkali glass A by 30 mm.
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. Leave in the environment for 24 hours.
  • each alkali glass was pulled in the opposite direction in the longitudinal direction at a speed of 25 mm / min in an environment of 23 ° C. and a relative humidity of 50%, and the stress at that time was sheared and adhered. Measure as
  • the value of P / Q is preferably 0.70 or more, more preferably 0.75 or more, further preferably 0.80 or more, and particularly preferably 0.85 or more. Note that the value of P / Q may be 1.0 or a value larger than 1.0.
  • the present invention relates to a double-sided pressure-sensitive adhesive sheet having a cross adhesive strength of 400 N / cm 2 or more and a thickness of 100 ⁇ m or more measured by the following measurement method (a2) in an environment of 80 ° C. and a relative humidity of less than 10%. There may be.
  • Measurement method (a2) One pressure-sensitive adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm.
  • An alkali glass B having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm is bonded from the other pressure-sensitive adhesive side of the double-sided pressure-sensitive adhesive sheet so that the two alkali glasses have a cross positional relationship with each other to obtain a measurement sample.
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. After being left in the environment for 24 hours, it is placed in an environment at 80 ° C. and a relative humidity of less than 10% for 3 hours.
  • Each alkali glass is pulled in the opposite direction in the thickness direction at a speed of 5 mm / min in an environment of 80 ° C. and a relative humidity of less than 10% using a tensile tester, and the stress at that time is measured as a cross adhesive force.
  • a double-sided pressure-sensitive adhesive sheet with a release sheet in which a release sheet is bonded to both sides of the double-sided pressure-sensitive adhesive sheet is prepared, and the double-sided pressure-sensitive adhesive sheet with release sheet is 1 cm ⁇ 1 cm. It is preferable to cut into a size, peel off the release sheet on each surface, and bond the exposed adhesive surface to alkali glass. When bonding a double-sided adhesive sheet to alkali glass, it bonds so that a bubble etc. may not enter between a double-sided adhesive sheet and alkali glass.
  • the alkali glass used in the measurement method (a2) for example, a float plate glass manufactured by Standard Test Piece Co., Ltd.
  • FIG. 2 illustrates the configuration of the measurement sample used when measuring the cross adhesive force.
  • the upper diagram of FIG. 2 is a diagram of the measurement sample viewed from the plane direction
  • the lower diagram of FIG. 2 is a diagram of the side surface of the measurement sample viewed from the cross-sectional direction.
  • the measurement sample is configured by bonding the alkali glasses 10 and 20 to each surface of the double-sided pressure-sensitive adhesive sheet 1 so as to have a cross positional relationship with each other.
  • the cross adhesive strength of the double-sided pressure-sensitive adhesive sheet of the present invention in an environment of 80 ° C. and a relative humidity of less than 10% may be 400 N / cm 2 or more, preferably 500 N / cm 2 or more, preferably 600 N / cm 2 or more. It is more preferable that
  • the upper limit of the cross adhesive force in the environment of 80 degreeC and relative humidity of less than 10% of a double-sided adhesive sheet is not specifically limited, For example, it can be 3000 N / cm ⁇ 2 >.
  • the said cross adhesive force is achieved by adjusting the mixing
  • the cross adhesive strength measured by the following measurement method (b2) in an environment of 23 ° C. and 50% relative humidity is preferably 1200 N / cm 2 or more.
  • Measurement method (b2) A measurement sample is prepared in the same manner as in the measurement method (a2). The measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. Leave in the environment for 24 hours.
  • each alkali glass is pulled in the opposite direction in the thickness direction at a speed of 5 mm / min in an environment of 23 ° C. and a relative humidity of 50%, and the stress at that time is measured as a cross adhesive force.
  • the measurement sample is autoclaved, irradiated with an active energy ray so that the integrated light quantity becomes 3000 mJ / cm 2 with a high-pressure mercury lamp, and kept in an environment of 23 ° C. and 50% relative humidity for 24 hours.
  • the measurement method is the same as the measurement method (a2) except that the measurement environment is 23 ° C. and the relative humidity is 50%.
  • the cross adhesive strength under a relative humidity of 50% may be any 1200 N / cm 2 or more, preferably 1500 N / cm 2 or more, at 1800 N / cm 2 or more More preferably.
  • the upper limit value of the cross adhesive force in the environment of 23 ° C. and relative humidity of 50% of the double-sided PSA sheet is not particularly limited, but may be, for example, 5000 N / cm 2 . Even when the double-sided PSA sheet is bonded to the adherend and then placed under high temperature conditions by setting the cross adhesive strength in an environment of 23 ° C. and 50% relative humidity within the above range, air bubbles and floating Generation
  • the cross adhesive force measured by the following measurement method (a3) is 1000 N / cm 2 or more, and the treatment is performed under the condition (1) of the following measurement method (b2).
  • the cross adhesive strength after treatment, the cross adhesive strength after treatment under the condition (2) of the following measurement method (b3), and the cross adhesive strength after treatment under the condition (3) of the following measurement method (b3) are 1000 N / cm 2 or more, the thickness may be in respect of double-sided pressure-sensitive adhesive sheet is 100 ⁇ m or more.
  • Measurement method (a3) One pressure-sensitive adhesive surface of a double-sided pressure-sensitive adhesive sheet having a size of 1 cm ⁇ 1 cm is bonded to the central portion of alkali glass A having a thickness of 4.0 mm ⁇ width 30 mm ⁇ length 50 mm.
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. Leave in the environment for 24 hours. Using a tensile tester, each alkali glass is pulled in the opposite direction in the thickness direction at a speed of 5 mm / min in an environment of 23 ° C. and a relative humidity of 50%, and the stress at that time is measured as a cross adhesive force.
  • Measurement method (b3) A measurement sample is prepared in the same manner as the measurement method (a3).
  • the measurement sample was autoclaved under conditions of 0.5 MPa, 40 ° C., 30 minutes, and irradiated with active energy rays so that the integrated light amount was 3000 mJ / cm 2 with a high-pressure mercury lamp, at 23 ° C. and 50% relative humidity. Leave in the environment for 24 hours. Then, after treating under any of the following conditions (1) to (3), each alkali glass was thickened at a speed of 5 mm / min using a tensile tester in an environment of 23 ° C. and relative humidity of 50%. Pulling in the opposite direction of the direction, the stress at that time is measured as a cross adhesive force.
  • Condition (1) The cycle of placing at ⁇ 40 ° C. for 30 minutes and then placing at 85 ° C. for 30 minutes is repeated 100 cycles.
  • Condition (2) Place in an environment of 85 ° C. and relative humidity of 85% for 100 hours.
  • Condition (3) Place in an environment of 105 ° C. and a relative humidity of less than 5% for 100 hours.
  • the content of the (meth) acrylic monomer unit (a2) having a crosslinkable functional group in the base polymer (A) is 0.1% by mass or more based on the total mass of the base polymer (A). Preferably, it is 0.5% by mass or more, and more preferably 1.0% by mass or more.
  • the content of the (meth) acryl monomer unit (a2) is preferably 50% by mass or less, and more preferably 40% by mass or less. If the content of the (meth) acrylic monomer unit (a2) is not less than the lower limit of the above range, it has sufficient crosslinkability to maintain a semi-cured state, and the upper limit of the above range. If necessary, the necessary adhesive properties can be maintained.
  • the weight average molecular weight of the base polymer (A) is preferably 600,000 or more, more preferably 650,000 or more, further preferably 700,000 or more, and particularly preferably 800,000 or more.
  • the weight average molecular weight of the base polymer (A) is preferably 1.5 million or less, more preferably 1.4 million or less, and further preferably 1.3 million or less.
  • the weight average molecular weight of a base polymer (A) is a value before bridge
  • the weight average molecular weight is a value measured by gel permeation chromatography (GPC) and obtained on the basis of polystyrene.
  • the content of the base polymer (A) is preferably 40% by mass or more, more preferably 50% by mass or more, and 60% by mass or more with respect to the total solid content in the pressure-sensitive adhesive composition. More preferably.
  • the content of the base polymer (A) is preferably 98% by mass or less, more preferably 95% by mass or less, and 90% by mass or less, based on the total solid content in the pressure-sensitive adhesive composition. More preferably.
  • the base polymer (A) a commercially available product may be used, or a polymer synthesized by a known method may be used.
  • the monomer (B) is a monomer containing at least one polymerizable unsaturated group.
  • the monomer (B) contains at least one of a monofunctional monomer (b1) having one polymerizable unsaturated group and a polyfunctional monomer (b2) having two or more polymerizable unsaturated groups. It is preferable that both the monofunctional monomer (b1) having one polymerizable unsaturated group and the polyfunctional monomer (b2) having two or more polymerizable unsaturated groups are contained.
  • Examples of the polymerizable unsaturated group include a group containing an ethylenic double bond, and examples thereof include a (meth) acryloyl group and a vinyl group.
  • the pressure-sensitive adhesive composition of the present invention contains the monomer (B), and when the pressure-sensitive adhesive composition is heat-cured in the first stage (semi-curing step), the thermo-cured double-sided pressure-sensitive adhesive sheet is half It is in a cured state and can have active energy ray curability.
  • the pressure-sensitive adhesive composition is cured by irradiation with active energy rays in the first stage, the double-sided pressure-sensitive adhesive sheet of the photocured product is in a semi-cured state and has thermosetting properties.
  • this invention after making it harden
  • the mass ratio of the monomer (b1) and the polyfunctional monomer (b2) is preferably 10: 1 to 50: 1, and more preferably 20: 1 to 40: 1.
  • the monomer (B) one having a vapor pressure at 25 ° C. of 300 Pa or less may be used. This improves the coating suitability, and when the adhesive composition is applied and heat-cured, the adhesive layer has few coating defects such as the occurrence of thick edges and side walls while selectively evaporating the solvent. Can be formed.
  • the vapor pressure at 25 ° C. of the monomer (B) may be 200 Pa or less, or 100 Pa or less.
  • the lower limit of the vapor pressure is not particularly limited in terms of the coating suitability of the pressure-sensitive adhesive composition.
  • the vapor pressure of the monomer (B) can be measured according to JIS K 2258 “Crude oil and fuel oil—Vapor pressure test method—Reed method” and the like, for example, http: // www. chemspider.
  • the predicted value can be obtained by a website such as com / or software such as ACD / PhysChem Suite.
  • the melting point of the monomer (B) may be 25 ° C. or less. Thereby, transparency (haze etc.) of the double-sided adhesive sheet formed improves. Further, the melting point of the monomer (B) may be 20 ° C. or less, or 15 ° C. or less. The lower limit of the melting point is not particularly limited. The melting point of the monomer (B) can be measured according to JIS K 0064: 1992 “Measuring Method of Melting Point and Melting Range of Chemical Products”.
  • monofunctional monomer (b1) examples include pentyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate, and n-octyl (meth) acrylate.
  • the monomer (B) preferably has an alkyl group having 5 or more carbon atoms, and more preferably has an alkyl group having 10 or more carbon atoms.
  • the monofunctional monomer (b1) preferably has an alkyl group having 5 or more carbon atoms, and more preferably has an alkyl group having 10 or more carbon atoms.
  • carbon number of an alkyl group is 10 or more, you may have a side chain and a substituent.
  • the number of carbon atoms of the alkyl group may be, for example, 10 to 27, 10 to 25, or 15 to 22.
  • Examples of the monomer (B) having an alkyl group having 5 or more carbon atoms include pentyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate, and n-octyl (meth) acrylate.
  • the monomer (B) may have a polycyclic structure. Thereby, a further excellent holding force can be exhibited after complete curing.
  • the monomer having a polycyclic structure may be a polycyclic aliphatic monomer or a polycyclic aromatic monomer.
  • Examples of the polycyclic structure include a bicyclo structure and a tricyclo structure. A substituent such as an alkyl group may be bonded to these polycyclic structures.
  • Specific examples of the polycyclic structure include a norbornene ring and an adamantane ring.
  • the content of the monomer (B) in the pressure-sensitive adhesive composition is appropriately selected according to the composition, molecular weight, crosslinking density, etc. of the base polymer (A), and is not particularly limited, but 100 parts by mass of the base polymer (A) On the other hand, it is preferably 10 parts by mass or more, more preferably 20 parts by mass or more, further preferably 25 parts by mass or more, and particularly preferably 30 parts by mass or more.
  • the content of the monomer (B) is preferably 99 parts by mass or less, more preferably 90 parts by mass or less, and 80 parts by mass or less with respect to 100 parts by mass of the base polymer (A). More preferably it is.
  • the content of the polyfunctional monomer (b2) is preferably 0.1 parts by mass or more, more preferably 0.5 parts by mass or more with respect to 100 parts by mass of the base polymer (A). More preferably, it is at least 0.0 part by mass.
  • the content of the polyfunctional monomer (b2) is preferably 10 parts by mass or less, more preferably 5 parts by mass or less, with respect to 100 parts by mass of the base polymer (A). More preferably, it is as follows.
  • the crosslinking agent (C) is a crosslinking agent that reacts with the base polymer (A) by heat.
  • the cross-linking agent (C) include cross-linkable functional groups possessed by the base polymer (A) among known cross-linking agents such as isocyanate compounds, epoxy compounds, oxazoline compounds, aziridine compounds, metal chelate compounds, butylated melamine compounds. It can be appropriately selected in consideration of the reactivity with the group. For example, when the base polymer (A) contains a hydroxy group as a crosslinkable functional group, an isocyanate compound can be used from the reactivity of the hydroxy group. From the viewpoint that the (meth) acrylic monomer unit (a2) having a crosslinkable functional group can be easily crosslinked, it is preferable to use an isocyanate compound or an epoxy compound.
  • Examples of the isocyanate compound include tolylene diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate, and isophorone diisocyanate.
  • Examples of the epoxy compound include ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, glycerin diglycidyl ether, neopentyl glycol diglycidyl ether, and 1,6-hexanediol diester.
  • crosslinking agent (C) one type may be used alone, or two or more types may be used in combination.
  • content of the crosslinking agent (C) in an adhesive composition is suitably selected according to the desired adhesive physical property etc., it is not specifically limited, 0.01 mass part with respect to 100 mass parts of base polymers (A) The amount can be 5 parts by mass or less, and can be 0.03 parts by mass or more and 3 parts by mass or less.
  • thioxanthone initiator examples include 2-isopropylthioxanthone and 2,4-dimethylthioxanthone.
  • amine initiator examples include triethanolamine and ethyl 4-dimethylbenzoate.
  • Alcohols such as methanol, ethanol, propanol, isopropyl alcohol, butanol, isobutyl alcohol and diacetone alcohol; ethers such as diethyl ether, diisopropyl ether, dioxane and tetrahydrofuran; acetone, methyl ethyl ketone, methyl isobutyl ketone, isophorone and cyclohexanone Ketones; methyl acetate, ethyl acetate, butyl acetate, isobutyl acetate, amyl acetate, ethyl butyrate Esters; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, polyols and derivatives thereof such as propylene glycol monomethyl ether acetate.
  • ethers such as die
  • the solvent (E) examples include a solvent having no polymerizable unsaturated group and having a higher vapor pressure at 25 ° C. than that of the monomer (B). Since the larger the difference in vapor pressure between the monomer (B) and the solvent (E), the fewer the coating defects and the easier the production, the vapor pressure of the solvent (E) can be 2000 Pa or higher. This can be done. Although an upper limit is not specifically limited, It is 50000 Pa or less practically.
  • the vapor pressure of the solvent (E) can be measured according to JIS-K2258-2 “Crude oil and petroleum products—Determination of vapor pressure—Part 2: Three-time expansion method”, for example, http: // www. chemspider. com / and software such as ACD / PhysChem Suite.
  • Solvent (E) may be used alone or in combination of two or more.
  • the content of the solvent (E) is not particularly limited, but can be 25 parts by mass or more and 500 parts by mass or less, and 30 parts by mass or more and 400 parts by mass with respect to 100 parts by mass of the base polymer (A). It can be below mass parts.
  • a non-functional acrylic polymer can be used as the plasticizer.
  • a non-functional acrylic polymer is a polymer consisting only of an acrylic monomer unit having no functional group other than an acrylate group, or an acrylic monomer unit having no functional group other than an acrylate group and no functional group. It means a polymer composed of non-acrylic monomer units.
  • an acrylic monomer unit which does not have functional groups other than an acrylate group the thing similar to a non-crosslinkable (meth) acrylic acid ester monomer unit (a1) is mentioned, for example.
  • Non-acrylic monomer units having no functional group include, for example, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caproate, vinyl caprylate, vinyl caprate, vinyl laurate, vinyl myristate, vinyl palmitate, stearin.
  • Examples thereof include carboxylic acid vinyl esters such as vinyl acid vinyl, vinyl cyclohexanecarboxylate, and vinyl benzoate, and styrene.
  • the pressure-sensitive adhesive composition may contain components other than those described above as long as the effects of the present invention are not impaired.
  • Other components include components known as additives for pressure-sensitive adhesives, such as antioxidants, metal corrosion inhibitors, tackifiers, silane coupling agents, ultraviolet absorbers, light stabilizers such as hindered amine compounds, etc. You can select from among them as needed.
  • antioxidants include phenolic antioxidants, amine-based antioxidants, lactone-based antioxidants, phosphorus-based antioxidants, sulfur-based antioxidants, and the like. These antioxidants may be used alone or in combination of two or more.
  • the metal corrosion inhibitor include benzoriazol resins.
  • Examples of the tackifier include rosin resin, terpene resin, terpene phenol resin, coumarone indene resin, styrene resin, xylene resin, phenol resin, and petroleum resin.
  • Examples of the silane coupling agent include mercaptoalkoxysilane compounds (for example, mercapto group-substituted alkoxy oligomers).
  • Examples of the ultraviolet absorber include benzotriazole compounds and benzophenone compounds. However, when ultraviolet rays are used for the active energy rays during complete curing, it is necessary to add them in a range that does not inhibit the polymerization reaction.
  • the double-sided pressure-sensitive adhesive sheet of the present invention is obtained by semi-curing the pressure-sensitive adhesive composition by heating or irradiation with active energy rays, containing at least a part of the monomer (B) in an unreacted state, and a crosslinking agent. Among at least one selected from (C) and the polymerization initiator (D), at least a part thereof is contained in an unreacted state. That is, the manufacturing method of the double-sided adhesive sheet of this invention includes the process of heating an adhesive composition or irradiating an active energy ray. Especially, it is preferable that the manufacturing method of the double-sided adhesive sheet of this invention includes the process of heating an adhesive composition.
  • the production process of the double-sided pressure-sensitive adhesive sheet of the present invention includes a step of coating a pressure-sensitive adhesive composition on a release sheet to form a coating film, a step of heating the coating film to a semi-cured product, or the coating film It is preferable to include a step of forming a semi-cured product by irradiation with active energy rays.
  • the pressure-sensitive adhesive composition can be performed using a known coating apparatus.
  • the coating apparatus include a blade coater, an air knife coater, a roll coater, a bar coater, a gravure coater, a micro gravure coater, a rod blade coater, a lip coater, a die coater, and a curtain coater.
  • the reaction of the base polymer (A) and the crosslinking agent (C) proceeds by heating the coating film to form a semi-cured product (double-sided pressure-sensitive adhesive sheet).
  • a semi-cured product double-sided pressure-sensitive adhesive sheet
  • the polymerization reaction of the monomer (B) by the polymerization initiator (D) does not proceed or is slight in the coating film, so that the resulting semi-cured product (double-sided pressure-sensitive adhesive sheet) is obtained.
  • the monomer (B) and the polymerization initiator (D) contained in the pressure-sensitive adhesive composition remain. For this reason, the double-sided pressure-sensitive adhesive sheet of the present invention has active energy ray curability.
  • heating of a coating film can be implemented using well-known heating apparatuses, such as a heating furnace and an infrared lamp.
  • heating apparatuses such as a heating furnace and an infrared lamp.
  • the aging treatment can be performed, for example, by standing for 7 days in an environment of 23 ° C. and a relative humidity of 50%.
  • the double-sided pressure-sensitive adhesive sheet is brought into contact with the surface of the adherend, and the active energy ray is irradiated in this state to completely cure the double-sided pressure-sensitive adhesive sheet.
  • the pressure-sensitive adhesive layer of the double-sided pressure-sensitive adhesive sheet Before irradiating the active energy ray, the pressure-sensitive adhesive layer of the double-sided pressure-sensitive adhesive sheet is in a semi-cured state, so that the pressure-sensitive adhesive layer can follow the unevenness even if the adherend has a stepped portion. .
  • the adhesive layer After pasting the double-sided pressure-sensitive adhesive sheet and following the irregularities, the adhesive layer is completely cured with active energy rays, so that the cohesive force of the pressure-sensitive adhesive layer is increased and the adhesiveness to the adherend is increased. improves.
  • Examples of the active energy rays include ultraviolet rays, electron beams, visible rays, X-rays, ion rays and the like, and can be appropriately selected according to the polymerization initiator (D) contained in the pressure-sensitive adhesive layer.
  • ultraviolet rays or electron beams are preferable, and ultraviolet rays are particularly preferable.
  • the ultraviolet light source for example, a high pressure mercury lamp, a low pressure mercury lamp, an ultrahigh pressure mercury lamp, a metal halide lamp, a carbon arc, a xenon arc, an electrodeless ultraviolet lamp, or the like can be used.
  • an electron beam emitted from various electron beam accelerators such as a cockloftwald type, a bandecraft type, a resonant transformation type, an insulating core transformer type, a linear type, a dynamitron type, and a high frequency type can be used.
  • the present invention may relate to a laminate having an adherend on at least one surface of the double-sided pressure-sensitive adhesive sheet described above.
  • a laminated body is obtained through the process of making a double-sided adhesive sheet contact the surface of a to-be-adhered body, irradiating an active energy ray in that state, and completely curing a double-sided adhesive sheet.
  • the adherend is preferably an optical member.
  • an optical member each structural member in optical products, such as a touch panel and an image display apparatus, can be mentioned.
  • a constituent member of the touch panel for example, an ITO film in which an ITO film is provided on a transparent resin film, an ITO glass in which an ITO film is provided on the surface of a glass plate, a transparent conductive film in which a transparent polymer film is coated with a conductive polymer, Examples thereof include a hard coat film and an anti-fingerprint film.
  • the constituent member of the image display device include an antireflection film, an alignment film, a polarizing film, a retardation film, and a brightness enhancement film used for a liquid crystal display device.
  • materials used for these members include glass, polycarbonate, polyethylene terephthalate, polymethyl methacrylate, polyethylene naphthalate, cycloolefin polymer, triacetyl cellulose, polyimide, and cellulose acylate.
  • the double-sided pressure-sensitive adhesive sheet of the present invention can be used for bonding two adherends.
  • the double-sided pressure-sensitive adhesive sheet of the present invention includes bonding of ITO films inside the touch panel, bonding of the ITO film and ITO glass, bonding of the ITO film of the touch panel and the liquid crystal panel, cover glass and ITO film, It is used for bonding, and bonding between a cover glass and a decorative film.
  • the present invention also relates to a method for producing a laminate.
  • the manufacturing method of the laminated body of this invention includes the process which makes the double-sided adhesive sheet of the semi-hardened state mentioned above contact to a to-be-adhered body surface, and irradiates an active energy ray in the state, and hardens a double-sided adhesive sheet completely.
  • the active energy rays include the energy rays described above, and ultraviolet rays or electron rays are preferable, and ultraviolet rays are particularly preferable.
  • Radiation output of the UV light it is preferable that the integrated quantity of light is made to be a 100 mJ / cm 2 or more 10000 mJ / cm 2 or less, and more preferably made to be 500 mJ / cm 2 or more 5000 mJ / cm 2 or less.
  • Examples 1 to 3 and Comparative Examples 1 to 5 Each component was mixed so that it might become a composition (solid content conversion) shown in Table 1, and also ethyl acetate was added as a solvent, and the coating liquid (adhesive composition) prepared so that solid content concentration might be 30 mass% Got.
  • the coating liquid adheresive composition
  • Comparative Example 5 since the molecular weights of the base polymers A and B were large, ethyl acetate was added to prepare a solid content concentration of 15% by mass.
  • a 100 ⁇ m thick PET film (manufactured by Oji F-Tex Co., Ltd., 100RL-07 (2)) was prepared as a separator.
  • the pressure-sensitive adhesive composition obtained above was applied so that the thickness after drying was 150 ⁇ m to form a coating film, which was formed at 60 ° C. for 3 minutes, 80 ° C. for 5 minutes, 100 ° C.
  • the coating film was cured by drying for 18 minutes in the order of 5 minutes at 120 ° C. for 5 minutes, and an adhesive layer was formed on the separator.
  • a 75 ⁇ m-thick separator manufactured by Oji F-Tex Co., Ltd., 75RL-07 (L) was bonded to the surface of the pressure-sensitive adhesive layer.
  • a double-sided pressure-sensitive adhesive sheet with a release sheet having a separator / pressure-sensitive adhesive layer / separator configuration in which the pressure-sensitive adhesive layer was sandwiched between a pair of separators having a difference in peeling force was obtained.
  • This double-sided PSA sheet with a release sheet was cured for 7 days in a light-shielded environment at 23 ° C. and a relative humidity of 50%.
  • the adhesive composition of the comparative example 5 had low solid content concentration, it was not able to apply so that the thickness after drying might be 100 micrometers or more.
  • the glass was pulled in the opposite direction in the longitudinal direction (the direction of the arrow in FIG. 1), and the stress (shear adhesive strength) at that time was measured.
  • the sample produced by the same method as described above was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays with a high-pressure mercury lamp so that the integrated light amount was 3000 mJ / cm 2, and 23 ° C. And left in an environment with a relative humidity of 50% for 24 hours. Thereafter, each alkali glass was used at a speed of 25 mm / min under an environment of 23 ° C.
  • the separator (heavy release film) having a thickness of 100 ⁇ m was peeled off and bonded to alkali glass (float plate glass manufactured by Standard Test Piece Co., Ltd.) having a size of 150 mm ⁇ 250 mm so that air did not enter.
  • the sample thus prepared was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays from a glass surface with a high-pressure mercury lamp so that the integrated light amount was 3000 mJ / cm 2, and 105 ° C. It was left for 100 hours in an environment of less than 5% relative humidity. Thereafter, the occurrence of peeling of the double-sided PSA sheet was observed. A: No peeling at all.
  • ⁇ Less than 3 peelings with a maximum width of less than 100 ⁇ m occur.
  • X Three or more peelings with a maximum width of less than 100 ⁇ m occur, or peeling occurs with a maximum width of 100 ⁇ m or more.
  • Example 201 to 203 and Comparative Examples 201 to 205 Each component was mixed so that it may become a composition (solid content conversion) shown in Table 3, and also ethyl acetate was added as a solvent, and the coating liquid (adhesive composition) prepared so that solid content concentration might be 30 mass% Got. Comparative Example 205 was prepared so that the solid content concentration was 15% by mass by adding ethyl acetate because the base polymers A and B had large molecular weights.
  • Table 3 is as described above.
  • a 75 ⁇ m-thick separator manufactured by Oji F-Tex Co., Ltd., 75RL-07 (L) was bonded to the surface of the pressure-sensitive adhesive layer.
  • a double-sided pressure-sensitive adhesive sheet with a release sheet having a separator / pressure-sensitive adhesive layer / separator configuration in which the pressure-sensitive adhesive layer was sandwiched between a pair of separators having a difference in peeling force was obtained.
  • This double-sided PSA sheet with a release sheet was cured for 7 days in a light-shielded environment at 23 ° C. and a relative humidity of 50%.
  • the adhesive composition of Comparative Example 205 had a low solid content concentration, it could not be applied such that the thickness after drying was 100 ⁇ m or more.
  • the double-sided pressure-sensitive adhesive sheet with a release sheet was cut into a size of 1 cm ⁇ 1 cm, and a separator (light release film) having a thickness of 75 ⁇ m was peeled off. Subsequently, the adhesive surface of the exposed double-sided pressure-sensitive adhesive sheet was bonded to the center of alkali glass A (manufactured by Standard Test Piece, float plate glass) having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm by hand bonding.
  • alkali glass A manufactured by Standard Test Piece, float plate glass
  • the separator (heavy release film) having a thickness of 100 ⁇ m was peeled off, and the same alkali glass B was bonded so that the two alkali glasses were in a cross positional relationship so as not to enter air (see FIG. 2).
  • the sample prepared in this manner was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays so that the integrated light intensity was 3000 mJ / cm 2 with a high-pressure mercury lamp, 23 ° C., relative humidity After being left in a 50% environment for 24 hours, it was left in an environment at 80 ° C. and a relative humidity of less than 10% for 3 hours.
  • each alkali glass was applied at a speed of 5 mm / min in an environment of less than 10% relative humidity at 80 ° C.
  • the film was pulled in the opposite direction (the direction of the arrow in FIG. 2) in the thickness direction, and the stress (cross adhesive force) at that time was measured.
  • the sample produced by the same method as described above was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays with a high-pressure mercury lamp so that the integrated light amount was 3000 mJ / cm 2, and 23 ° C.
  • each alkali glass was used at a speed of 5 mm / min under an environment of 23 ° C. and a relative humidity of 50% using a tensile tester (manufactured by Tester Sangyo Co., Ltd., TE-7001 tensile tester with a constant temperature and humidity chamber).
  • a tensile tester manufactured by Tester Sangyo Co., Ltd., TE-7001 tensile tester with a constant temperature and humidity chamber.
  • the double-sided pressure-sensitive adhesive sheet with a release sheet was cut into a size of 160 mm ⁇ 210 mm, and a separator (light release film) having a thickness of 75 ⁇ m was peeled off.
  • the adhesive surface of the exposed double-sided pressure-sensitive adhesive sheet is manually pasted to a polarizing plate (MLPH40-1 manufactured by Bikan Co., Ltd.), and the laminate of the double-sided pressure-sensitive adhesive sheet and the polarizing plate has a size of 140 mm ⁇ 190 mm. Cut to be.
  • the separator (heavy release film) having a thickness of 100 ⁇ m was peeled off and bonded to alkali glass (manufactured by Standard Test Piece, float plate glass) having a size of 150 mm ⁇ 250 mm so that air did not enter.
  • the sample thus prepared was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays from a glass surface with a high-pressure mercury lamp so that the integrated light amount was 3000 mJ / cm 2, and 23 ° C.
  • the sample was left in an environment with a relative humidity of 50% for 24 hours and then placed in an environment with a relative humidity of less than 5% at 105 ° C. for 100 hours. Thereafter, the presence or absence of bubbles and floating was observed.
  • ⁇ There is no generation of bubbles and floating.
  • X Bubbles and / or floating are generated.
  • Examples 301 to 303 and Comparative Examples 301 to 305 Each component was mixed so that it might become a composition (solid content conversion) shown in Table 5, and also ethyl acetate was added as a solvent, and the coating liquid (adhesive composition) prepared so that solid content concentration might be 30 mass% Got.
  • the comparative polymer 305 had the large molecular weight of the base polymers A and B, ethyl acetate was added and it prepared so that solid content concentration might be 15 mass%.
  • Table 5 is as follows.
  • a 100 ⁇ m thick PET film (manufactured by Oji F-Tex Co., Ltd., 100RL-07 (2)) was prepared as a separator.
  • the pressure-sensitive adhesive composition obtained above was applied so that the thickness after drying was 150 ⁇ m to form a coating film, which was formed at 60 ° C. for 3 minutes, 80 ° C. for 5 minutes, 100 ° C.
  • the coating film was cured by drying for 18 minutes in the order of 5 minutes at 120 ° C. for 5 minutes, and an adhesive layer was formed on the separator.
  • a 75 ⁇ m-thick separator manufactured by Oji F-Tex Co., Ltd., 75RL-07 (L) was bonded to the surface of the pressure-sensitive adhesive layer.
  • a double-sided pressure-sensitive adhesive sheet with a release sheet having a separator / pressure-sensitive adhesive layer / separator configuration in which the pressure-sensitive adhesive layer was sandwiched between a pair of separators having a difference in peeling force was obtained.
  • This double-sided PSA sheet with a release sheet was cured for 7 days in a light-shielded environment at 23 ° C. and a relative humidity of 50%.
  • the adhesive composition of Comparative Example 305 had a low solid content concentration, it could not be applied such that the thickness after drying was 100 ⁇ m or more.
  • the double-sided pressure-sensitive adhesive sheet with a release sheet was cut into a size of 1 cm ⁇ 1 cm, and a separator (light release film) having a thickness of 75 ⁇ m was peeled off.
  • the adhesive surface of the exposed double-sided pressure-sensitive adhesive sheet was bonded to the center of alkali glass A (manufactured by Standard Test Piece, float plate glass) having a thickness of 4.0 mm, a width of 30 mm, and a length of 50 mm by hand bonding.
  • the separator (heavy release film) having a thickness of 100 ⁇ m was peeled off, and the same alkali glass B was bonded so that the two alkali glasses were in a cross relationship with each other so that air could not enter (see FIG. 2).
  • the sample prepared in this manner was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays so that the integrated light intensity was 3000 mJ / cm 2 with a high-pressure mercury lamp, 23 ° C., relative humidity It was left in a 50% environment for 24 hours.
  • a sample for measuring adhesive strength was prepared in the same manner as in the measurement method (a3).
  • the sample prepared in this manner was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays so that the integrated light intensity was 3000 mJ / cm 2 with a high-pressure mercury lamp, 23 ° C., relative humidity It was left in a 50% environment for 24 hours.
  • each alkali glass was thickened at a speed of 5 mm / min using a tensile tester in an environment of 23 ° C. and relative humidity of 50%.
  • Condition (1) The cycle of placing at ⁇ 40 ° C. for 30 minutes and then placing at 85 ° C. for 30 minutes is repeated 100 cycles.
  • Condition (2) Place in an environment of 85 ° C. and relative humidity of 85% for 100 hours.
  • Condition (3) Place in an environment of 105 ° C. and a relative humidity of less than 5% for 100 hours.
  • the double-sided pressure-sensitive adhesive sheet with a release sheet was cut into a size of 160 mm ⁇ 210 mm, and a separator (light release film) having a thickness of 75 ⁇ m was peeled off.
  • the adhesive surface of the exposed double-sided pressure-sensitive adhesive sheet is manually pasted to a polarizing plate (MLPH40-1 manufactured by Bikan Co., Ltd.), and the laminate of the double-sided pressure-sensitive adhesive sheet and the polarizing plate has a size of 140 mm ⁇ 190 mm. Cut to be.
  • the separator (heavy release film) having a thickness of 100 ⁇ m was peeled off and bonded to alkali glass (manufactured by Standard Test Piece, float plate glass) having a size of 150 mm ⁇ 250 mm so that air did not enter.
  • the sample prepared in this manner was autoclaved (0.5 MPa, 40 ° C., 30 minutes), irradiated with active energy rays from a glass surface with a high-pressure mercury lamp so that the integrated light amount was 3000 mJ / cm 2, and 23 ° C. And left in an environment with a relative humidity of 50% for 24 hours. Thereafter, after treatment under any of the following conditions (1) to (3), the presence or absence of generation of bubbles, floats and peeling was observed.
  • Condition (1) The cycle of placing at ⁇ 40 ° C. for 30 minutes and then placing at 85 ° C. for 30 minutes is repeated 100 cycles.
  • Condition (2) Place in an environment of 85 ° C. and relative humidity of 85% for 100 hours.
  • Condition (3) Place in an environment of 105 ° C. and a relative humidity of less than 5% for 100 hours.
  • ⁇ Evaluation criteria for bubbles and floats> ⁇ : No bubble or float is generated. ⁇ : Either slight bubbles of less than 0.5 mm ⁇ or floating are generated at the edge portion.
  • X There are bubbles of 0.5 mm ⁇ or more, and floating occurs.
  • ⁇ Slight peeling of less than 0.5 mm width occurs at the edge portion.
  • X The peeling of 0.5 mm width or more occurs.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention vise à fournir une feuille adhésive double face avec laquelle l'apparition de pelage, de bulles d'air et/ou de flottement est supprimée, même dans des conditions de température élevée après l'adhérence. La présente invention concerne une feuille adhésive double face qui a une épaisseur de 100 µm ou plus, la feuille satisfaisant au moins l'une quelconque des conditions sélectionnées parmi (A) à (C).
PCT/JP2018/020899 2017-05-31 2018-05-31 Feuille adhésive double face, procédé d'utilisation de feuille adhésive double face, et procédé de production de corps stratifié WO2018221635A1 (fr)

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WO2012077808A1 (fr) * 2010-12-10 2012-06-14 日立化成工業株式会社 Feuille adhésive pour dispositif d'affichage d'image, dispositif d'affichage d'image et composition de résine adhésive
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JP2016117883A (ja) * 2010-12-10 2016-06-30 日立化成株式会社 光学用粘着材樹脂組成物、それを用いた光学用粘着材シート及び画像表示装置
JP2016222914A (ja) * 2015-06-02 2016-12-28 三菱樹脂株式会社 光硬化型粘着シート、粘着シート及び画像表示装置
JP2017002260A (ja) * 2015-06-16 2017-01-05 日立化成株式会社 画像表示装置用粘着シート、画像表示装置の製造方法及び画像表示装置

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JP6180161B2 (ja) * 2012-04-10 2017-08-16 日本合成化学工業株式会社 粘着シート、粘着剤層付き積層体の製造方法、およびその用途
JP2016204406A (ja) * 2015-04-15 2016-12-08 藤森工業株式会社 粘着剤層及び粘着フィルム

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JP2010044376A (ja) * 2008-07-15 2010-02-25 Nippon Synthetic Chem Ind Co Ltd:The 光学部材用粘着剤組成物および光学部材用粘着剤ならびにそれを用いて得られる粘着剤層付き光学部材
JP2010132891A (ja) * 2008-10-31 2010-06-17 Nippon Synthetic Chem Ind Co Ltd:The 光学部材用粘着剤、それを用いて得られる粘着剤層付き光学部材、および活性エネルギー線および／または熱硬化型光学部材用粘着剤組成物
WO2012077808A1 (fr) * 2010-12-10 2012-06-14 日立化成工業株式会社 Feuille adhésive pour dispositif d'affichage d'image, dispositif d'affichage d'image et composition de résine adhésive
JP2016117883A (ja) * 2010-12-10 2016-06-30 日立化成株式会社 光学用粘着材樹脂組成物、それを用いた光学用粘着材シート及び画像表示装置
JP2016071161A (ja) * 2014-09-30 2016-05-09 日立化成株式会社 画像表示装置用粘着シート、画像表示装置の製造方法及び画像表示装置
JP2016222914A (ja) * 2015-06-02 2016-12-28 三菱樹脂株式会社 光硬化型粘着シート、粘着シート及び画像表示装置
JP2017002260A (ja) * 2015-06-16 2017-01-05 日立化成株式会社 画像表示装置用粘着シート、画像表示装置の製造方法及び画像表示装置

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