WO2014156335A1 - 両面粘着シート - Google Patents

両面粘着シート Download PDF

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Publication number
WO2014156335A1
WO2014156335A1 PCT/JP2014/052965 JP2014052965W WO2014156335A1 WO 2014156335 A1 WO2014156335 A1 WO 2014156335A1 JP 2014052965 W JP2014052965 W JP 2014052965W WO 2014156335 A1 WO2014156335 A1 WO 2014156335A1
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WO
WIPO (PCT)
Prior art keywords
adhesive layer
sensitive adhesive
pressure
release film
meth
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PCT/JP2014/052965
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English (en)
French (fr)
Japanese (ja)
Inventor
敦史 黒川
雅康 加茂
優季 遠藤
Original Assignee
リンテック株式会社
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Application filed by リンテック株式会社 filed Critical リンテック株式会社
Priority to CN201480013443.2A priority Critical patent/CN105008477B/zh
Priority to JP2015508154A priority patent/JP6246791B2/ja
Priority to KR1020157028989A priority patent/KR102041228B1/ko
Publication of WO2014156335A1 publication Critical patent/WO2014156335A1/ja

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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
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/06—Interconnection of layers permitting easy separation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/10—Adhesives in the form of films or foils without carriers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/40—Properties of the layers or laminate having particular optical properties
    • B32B2307/42—Polarizing, birefringent, filtering
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/70—Other properties
    • B32B2307/748—Releasability
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2457/00—Electrical equipment
    • B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
    • B32B2457/202—LCD, i.e. liquid crystal displays
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature

Definitions

  • the present invention relates to a double-sided pressure-sensitive adhesive sheet.
  • An optical functional film such as a polarizing plate is fixed using a member such as a liquid crystal cell and a double-sided pressure-sensitive adhesive sheet composed of a pressure-sensitive adhesive.
  • a double-sided adhesive sheet forms a coating film by apply
  • an adhesive used for fixing an optical functional film such as a polarizing plate For example, an adhesive having a high elastic modulus (a storage elastic modulus at 23 ° C. of 0.3 MPa or more) using an ultraviolet curable resin is used (see, for example, Patent Document 1). This is due to the following reason. Since the manufactured optical functional film such as a polarizing plate easily contracts due to heat or the like, the optical functional film contracts due to thermal history. As a result, the pressure-sensitive adhesive layer on which the optical films are laminated cannot follow the shrinkage stress, and the layer is easily peeled off at the interface. However, the shrinkage can be suppressed by using a high modulus adhesive.
  • the second release film is bonded to the second release film on the adhesive coating on the first release film.
  • bubbles lamination
  • active energy rays such as an ultraviolet-ray
  • An object of the present invention is to provide a double-sided pressure-sensitive adhesive sheet that is excellent in durability and in which bubbles (lami bubbles) are prevented from being generated between the second release film and the pressure-sensitive adhesive layer.
  • an adhesive layer comprising a first surface and a second surface; A first release film adhered to the first surface of the pressure-sensitive adhesive layer; A second release film adhered to the second surface of the pressure-sensitive adhesive layer,
  • the storage elastic modulus of the pressure-sensitive adhesive layer at 23 ° C. is 0.3 MPa or more,
  • the peeling force from the pressure-sensitive adhesive layer of the second release film is smaller than the peeling force from the pressure-sensitive adhesive layer of the first release film,
  • the second release film is configured such that the arithmetic average roughness Ra 2 of the surface in contact with the pressure-sensitive adhesive layer is 30 nm or less and the maximum protrusion height Rp 2 is 250 nm or less.
  • a featured double-sided pressure-sensitive adhesive sheet is configured such that the arithmetic average roughness Ra 2 of the surface in contact with the pressure-sensitive adhesive layer.
  • the first release film is configured such that the arithmetic average roughness Ra 1 of the surface in contact with the pressure-sensitive adhesive layer is 40 nm or less and the maximum protrusion height Rp 1 is 700 nm or less.
  • the peel force from the pressure-sensitive adhesive layer of the first release film is X [mN / 25 mm]
  • the peel force from the pressure-sensitive adhesive layer of the second release film is Y [mN / 25 mm].
  • the present invention for example, it is used for adhering an optical functional film such as a polarizing plate, and is excellent in durability, and bubbles (lami bubbles) are present between the second release film and the pressure-sensitive adhesive layer. It is possible to provide a double-sided PSA sheet that is prevented from being generated.
  • FIG. 1 is a cross-sectional view of the double-sided pressure-sensitive adhesive sheet of the present invention.
  • the double-sided pressure-sensitive adhesive sheet of the present invention is used, for example, for bonding an optical functional film such as a polarizing plate and a member such as a liquid crystal cell.
  • FIG. 1 is a cross-sectional view of the double-sided pressure-sensitive adhesive sheet of the present invention.
  • the double-sided pressure-sensitive adhesive sheet 1 includes a pressure-sensitive adhesive layer 10 having a first surface 101 and a second surface 102, and a first surface provided on the first surface 101 of the pressure-sensitive adhesive layer 10.
  • the release film 11 and the second release film 12 provided on the second surface 102 of the pressure-sensitive adhesive layer 10 are included.
  • the storage elastic modulus at 23 ° C. of the pressure-sensitive adhesive layer is 0.3 MPa or more
  • the peeling force of the second release film from the pressure-sensitive adhesive layer is that of the first release film. It is comprised so that it may become smaller than the peeling force from the said adhesive layer.
  • the second release film has an arithmetic average roughness Ra 2 of the surface in contact with the adhesive layer has a 30nm or less, and the maximum projection height Rp 2 in its plane, characterized in that at 250nm or less.
  • the storage elastic modulus of the pressure-sensitive adhesive layer is set to 0.3 MPa or more, it is possible to more surely suppress the change in dimensional dimension of the optical functional film such as a polarizing plate over time.
  • the peeling force from an adhesive layer means the peeling force measured as follows.
  • the peel force was measured in accordance with JIS-Z0237.
  • the double-sided pressure-sensitive adhesive sheet was cut into a width of 25 mm and a length of 200 mm, and the release film was 300 mm / min with the pressure-sensitive adhesive layer fixed using a tensile tester. This is done by pulling in the 180 ° direction at a speed.
  • the storage elastic modulus of the pressure-sensitive adhesive layer means that a 30 ⁇ m-thick pressure-sensitive adhesive is laminated, a cylindrical test piece having a thickness of 8 mm ⁇ ⁇ 3 mm is prepared, and the torsional shear method is used under the following conditions. It refers to the measured storage modulus.
  • Measuring device Dynamic viscoelasticity measuring device “DYNAMIC ANALYZER RDAII” manufactured by Rheometric, frequency: 1 Hz, temperature: 23 ° C., 80 ° C.
  • DYNAMIC ANALYZER RDAII manufactured by Rheometric, frequency: 1 Hz, temperature: 23 ° C., 80 ° C.
  • the pressure-sensitive adhesive layer 10 has a first surface 101 and a second surface 102.
  • the storage elastic modulus at 23 ° C. of the pressure-sensitive adhesive layer 10 is 0.3 MPa or more. Thereby, the time-dependent change of the dimension of optical functional films, such as a polarizing plate, can be suppressed.
  • the storage elastic modulus of the pressure-sensitive adhesive layer 10 at 23 ° C. is 0.3 MPa or more, and more preferably 0.35 to 12 MPa. Thereby, the temporal change of the dimension of the optical functional film such as a polarizing plate can be more reliably suppressed, and the adhesion durability can be increased.
  • an adhesive which comprises the adhesive layer 10 Active energy rays are irradiated to the adhesive material containing (A) acrylic copolymer and (B) active energy ray hardening-type compound. It is preferable to use an adhesive. Thereby, the storage elastic modulus of the adhesive layer 10 can be made relatively high, and the durability (heat resistance, low temperature resistance, moisture resistance, etc.) of the adhesive layer 10 can be made higher.
  • acrylic copolymer (A) examples include (meth) acrylic acid ester copolymers.
  • (meth) acrylic acid ester means both acrylic acid ester and methacrylic acid ester. The same applies to other similar terms.
  • the (meth) acrylic acid ester-based copolymer preferably has a crosslinking point that can be crosslinked by various crosslinking methods.
  • the (meth) acrylic acid ester copolymer having such a crosslinking point is not particularly limited, and is a conventional (meth) acrylic acid ester copolymer commonly used as a resin component of an adhesive. Any copolymer can be appropriately selected and used.
  • Examples of the (meth) acrylic acid ester copolymer having such a crosslinking point include (meth) acrylic acid alkyl ester having an alkyl group of 1 to 20 carbon atoms in the ester moiety, and a crosslinkable functional group in the molecule. It is preferable to use a copolymer of the monomer having and other monomers used as desired.
  • examples of the alkyl (meth) acrylate alkyl ester having 1 to 20 carbon atoms in the alkyl group of the ester moiety include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, ( Butyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, decyl (meth) acrylate, (Meth) acrylic acid dodecyl, (meth) acrylic acid myristyl, (meth) acrylic acid palmityl, (meth) acrylic acid stearyl, etc. may be used, and one or more of these may be used in combination.
  • the monomer having a crosslinkable functional group in the molecule preferably contains at least one of a hydroxyl group, a carboxyl group, and an amino group as a functional group.
  • this monomer include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, (Meth) acrylic acid hydroxyalkyl esters such as (meth) acrylic acid 3-hydroxybutyl and (meth) acrylic acid 4-hydroxybutyl; (meth) acrylic acid monomethylaminoethyl, (meth) acrylic acid monoethylaminoethyl, ( (Meth) acrylic acid monomethylaminopropyl, (meth) acrylic acid monoethylaminopropyl and other (meth) acrylic acid monoalkylaminoalkyl; acrylic acid, methacrylic acid, crotonic acid, maleic acid, ita
  • the form of copolymerization of the (meth) acrylic acid ester copolymer (A) is not particularly limited, and any of random, block, and graft copolymers may be used.
  • the (meth) acrylic acid ester copolymer (A) preferably has a mass average molecular weight of 500,000 or more, more preferably 600,000 to 2,000,000, and 700,000 to 1,800,000. More preferably. Thereby, the adhesiveness and adhesion durability with the adherend are sufficient, and the occurrence of the lifting or peeling of the pressure-sensitive adhesive layer 10 can be more effectively prevented.
  • the mass average molecular weight is a standard polystyrene equivalent value obtained by measuring the (meth) acrylic acid ester copolymer (A) by a gel permeation chromatography (GPC) method.
  • the content of monomer units having a crosslinkable functional group in the molecule is preferably in the range of 0.01 to 10% by mass.
  • the content is 0.01% by mass or more, crosslinking is sufficient due to a reaction between a crosslinking agent and a crosslinkable functional group, which will be described later, and durability is improved.
  • the content is 10% by mass or less, the degree of cross-linking becomes too high, and the suitability for bonding to a liquid crystal glass cell or a retardation plate is not deteriorated.
  • a more preferable content of the monomer unit having a crosslinkable functional group is 0.05 to 7.0% by mass, A range of 0.2 to 6.0% by mass is preferable.
  • the (meth) acrylic acid ester copolymer (A) one type may be used, or two or more types may be used in combination.
  • a polyfunctional (meth) acrylate monomer having a molecular weight of less than 1000 can be used as the active energy ray-curable compound (B).
  • Examples of the polyfunctional (meth) acrylate monomer having a molecular weight of less than 1000 include 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, Polyethylene glycol di (meth) acrylate, neopentyl glycol adipate di (meth) acrylate, hydroxypivalate neopentyl glycol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, caprolactone modified dicyclopentenyl di (meth) acrylate , Bifunctional types such as ethylene oxide-modified phosphoric acid di (meth) acrylate, di (acryloxyethyl) isocyanurate, allylated cyclohexyl di (meth) acrylate; trimethylolpropane tri (Meth) acrylate, dipent
  • the cyclic structure may be a carbocyclic structure or a heterocyclic structure, and may be a monocyclic structure or a polycyclic structure.
  • polyfunctional (meth) acrylate monomers include those having an isocyanurate structure such as di (acryloxyethyl) isocyanurate, tris (acryloxyethyl) isocyanurate, dimethylol dicyclopentane diacrylate, Ethylene oxide-modified hexahydrophthalic acid diacrylate, tricyclodecane dimethanol acrylate, neopentyl glycol-modified trimethylolpropane diacrylate, adamantane diacrylate, and the like can be suitably used.
  • isocyanurate structure such as di (acryloxyethyl) isocyanurate, tris (acryloxyethyl) isocyanurate, dimethylol dicyclopentane diacrylate, Ethylene oxide-modified hexahydrophthalic acid diacrylate, tricyclodecane dimethanol acrylate, neopentyl glycol-modified trimethylolpropane diacrylate,
  • an active energy ray curable acrylate oligomer can be used as the active energy ray curable compound (B).
  • the mass average molecular weight of the acrylate oligomer is preferably 50,000 or less.
  • examples of such acrylate oligomers include polyester acrylate oligomers, epoxy acrylate oligomers, urethane acrylate oligomers, polyether acrylate oligomers, polybutadiene acrylate oligomers, silicone acrylate oligomers, and the like.
  • the polyester acrylate oligomer is obtained by, for example, esterifying hydroxyl groups of a polyester oligomer having hydroxyl groups at both ends with (meth) acrylic acid, obtained by condensation of a polyvalent carboxylic acid and a polyhydric alcohol, or It can be obtained by esterifying the terminal hydroxyl group of an oligomer obtained by adding an alkylene oxide to a polyvalent carboxylic acid with (meth) acrylic acid.
  • the epoxy acrylate oligomer can be obtained, for example, by reacting (meth) acrylic acid with an oxirane ring of a relatively low molecular weight bisphenol type epoxy resin or novolak type epoxy resin and esterifying it.
  • a carboxyl-modified epoxy acrylate oligomer obtained by partially modifying this epoxy acrylate oligomer with a dibasic carboxylic acid anhydride can also be used.
  • the urethane acrylate oligomer can be obtained, for example, by esterifying a polyurethane oligomer obtained by a reaction between a polyether polyol or a polyester polyol and a polyisocyanate with (meth) acrylic acid.
  • the polyol acrylate oligomer can be obtained by esterifying the hydroxyl group of the polyether polyol with (meth) acrylic acid.
  • the weight average molecular weight of the acrylate oligomer is preferably 50,000 or less, more preferably 500 to 50,000, and still more preferably 3,000 to 40,000 in terms of standard polymethyl methacrylate measured by GPC method. It is selected in the range.
  • acrylate oligomers may be used alone or in combination of two or more.
  • an adduct acrylate polymer in which a group having a (meth) acryloyl group is introduced into the side chain can also be used.
  • Such an adduct acrylate polymer is a copolymer of the (meth) acrylic acid ester described in the (meth) acrylic acid ester copolymer (A) and a monomer having a crosslinkable functional group in the molecule.
  • a compound having a (meth) acryloyl group and a group capable of reacting with the crosslinkable functional group is allowed to react with a part of the crosslinkable functional group of the copolymer.
  • the mass average molecular weight of the adduct acrylate polymer is usually 500,000 to 2,000,000 in terms of standard polystyrene.
  • active energy ray-curable compound (B) one type may be appropriately selected from the above-mentioned polyfunctional acrylate monomers, acrylate oligomers, and adduct acrylate polymers, and two or more types may be used in combination. May be.
  • the content ratio of the (meth) acrylic ester copolymer (A) and the active energy ray-curable compound (B) is a mass ratio from the aspect of the performance of the obtained adhesive,
  • the ratio is preferably 100: 1 to 100: 100, more preferably 100: 5 to 100: 50, and still more preferably 100: 10 to 100: 40.
  • the adhesive material may contain a photopolymerization initiator as necessary.
  • the photopolymerization initiator include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, acetophenone, dimethylaminoacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-1- [4- (methylthio) phenyl]- 2-morpholino-propan-1-one, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy-2-propyl) ketone, benzophenone, p-phenylbenzophenone, 4,4'-diethylamino Benzophenone, dichlorobenzoph
  • the blending amount of the photopolymerization initiator in the adhesive material is preferably 0.2 to 20 parts by mass with respect to 100 parts by mass of the active energy ray-curable compound (B).
  • the adhesive material may contain a crosslinking agent as required.
  • a crosslinking agent Arbitrary acrylic adhesives can be suitably selected and used from the acrylic adhesives conventionally used as a crosslinking agent in the conventional acrylic adhesive.
  • crosslinking agents include polyisocyanate compounds, epoxy resins, melamine resins, urea resins, dialdehydes, methylol polymers, aziridine compounds, metal chelate compounds, metal alkoxides, metal salts, and the like. Of these, one or two or more can be used in combination. Among these, it is preferable to use a polyisocyanate compound as a crosslinking agent.
  • polyisocyanate compound examples include aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate, and xylylene diisocyanate, aliphatic polyisocyanates such as hexamethylene diisocyanate, alicyclic polyisocyanates such as isophorone diisocyanate, hydrogenated diphenylmethane diisocyanate, and the like.
  • aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate, and xylylene diisocyanate
  • aliphatic polyisocyanates such as hexamethylene diisocyanate
  • alicyclic polyisocyanates such as isophorone diisocyanate
  • hydrogenated diphenylmethane diisocyanate and the like.
  • the addition amount of the crosslinking agent is preferably 0.01 to 20 parts by mass, and preferably 0.1 to 10 parts by mass with respect to 100 parts by mass of the (meth) acrylic ester copolymer (A). More preferred.
  • the adhesive material may contain a silane coupling agent as necessary.
  • a silane coupling agent is an organosilicon compound having at least one alkoxysilyl group in the molecule, has good compatibility with the pressure-sensitive adhesive component, and has light transmittance, for example, is substantially transparent. Is preferred.
  • the addition amount of the silane coupling agent is preferably 0.001 to 10 parts by mass, and more preferably 0.005 to 5 parts by mass with respect to 100 parts by mass of the solid content of the adhesive material.
  • silane coupling agent examples include polymerizable unsaturated group-containing silicon compounds such as vinyltrimethoxysilane, vinyltriethoxysilane, and methacryloxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 2- ( 3,4-epoxycyclohexyl) ethyltrimethoxysilane and other silicon compounds having an epoxy structure, 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2- And amino group-containing silicon compounds such as aminoethyl) -3-aminopropylmethyldimethoxysilane, and 3-chloropropyltrimethoxysilane. These may be used individually by 1 type and may be used in combination of 2 or more type.
  • various additives usually used in acrylic adhesives as desired for example, tackifiers, antistatic agents, antioxidants, ultraviolet absorbers, as long as the object of the present invention is not impaired.
  • tackifiers for example, tackifiers, antistatic agents, antioxidants, ultraviolet absorbers, as long as the object of the present invention is not impaired.
  • Light stabilizers, softeners, fillers and the like can be added.
  • the pressure-sensitive adhesive constituting the pressure-sensitive adhesive layer 10 is obtained by irradiating an adhesive material composed of the above-described components with active energy rays.
  • Examples of active energy rays include ultraviolet rays and electron beams.
  • the ultraviolet light can be obtained from a high-pressure mercury lamp, an electrodeless lamp, a xenon lamp, or the like.
  • the electron beam can be obtained by an electron beam accelerator or the like.
  • an adhesive can be formed, without adding a photoinitiator.
  • the irradiation amount of the active energy ray for the adhesive material is appropriately selected so as to obtain the adhesive having the storage elastic modulus as described above.
  • the illuminance is 50 to 1000 mW / cm 2 and the light amount is 50 to In the case of 1000 mJ / cm 2 and electron beam, the range of 10 to 1000 krad is preferable.
  • the average thickness of the pressure-sensitive adhesive layer 10 is preferably 3 to 10 ⁇ m, and more preferably 4 to 8 ⁇ m. By setting the average thickness of the pressure-sensitive adhesive layer 10 in such a range, it is possible to obtain a thickness suitable for use in a thin display.
  • the first release film 11 is attached to the first surface 101 of the pressure-sensitive adhesive layer 10.
  • the first release film 11 has a function of protecting the pressure-sensitive adhesive layer 10.
  • the first release film 11 is a laminate in which a first release agent layer 111 and a first base film 112 are sequentially laminated from the side in contact with the pressure-sensitive adhesive layer 10. It is configured.
  • the first base film 112 has a function of imparting physical strength such as rigidity and flexibility to the first release film 11.
  • the material constituting the first base film 112 examples include various synthetic resins.
  • a polyester resin such as polybutylene terephthalate resin, polyethylene terephthalate resin, polyethylene naphthalate resin, and polyethylene terephthalate. It is more preferable to use a resin.
  • the first base film 112 may be a single layer or a multilayer of two or more layers made of the same or different materials.
  • the first base film 112 may contain a filler.
  • the filler include silica, titanium oxide, calcium carbonate, kaolin, and aluminum oxide.
  • the thickness of the first base film 112 is not particularly limited, but is preferably 10 to 300 ⁇ m, and more preferably 15 to 200 ⁇ m.
  • the first release agent layer 111 has a function of imparting peelability to the first release film 11.
  • the first release agent layer 111 is formed by applying a first release agent layer-forming composition containing the first release agent to the surface of the first base film 112 and drying it.
  • the first release agent is not particularly limited, and examples thereof include alkyd compounds, acrylic compounds, silicone compounds, long-chain alkyl group-containing compounds, and fluorine compounds. Among these, as the first release agent, it is preferable to use an alkyd compound, an acrylic compound, a silicone compound, or a long-chain alkyl group-containing compound.
  • an alkyd compound having a crosslinked structure is generally used. Formation of the alkyd compound layer having a crosslinked structure can be performed, for example, by a method in which a layer made of a thermosetting composition containing an alkyd compound, a crosslinking agent, and optionally a curing catalyst is heated and cured.
  • the alkyd compound may be a modified product such as a long-chain alkyl-modified alkyd compound or a silicone-modified alkyd compound.
  • the acrylic compound an acrylic compound having a crosslinked structure is generally used.
  • the acrylic compound may be a modified product such as a long-chain alkyl-modified acrylic compound or a silicone-modified acrylic compound.
  • silicone compounds include silicone compounds having dimethylpolysiloxane as a basic skeleton.
  • the silicone compound includes an addition reaction type silicone compound, a condensation reaction type silicone compound, an ultraviolet curable silicone compound, an electron beam curable silicone compound, and the like.
  • the addition reaction type silicone compound has high reactivity and excellent productivity, and has advantages such as little change in peel strength after production and no curing shrinkage compared to the condensation reaction type silicone compound.
  • addition reaction type silicone compound examples include two or more alkenyl groups having 2 to 10 carbon atoms such as a vinyl group, an allyl group, a propenyl group, and a hexenyl group at the terminal and / or side chain of the molecule.
  • Organopolysiloxane is mentioned.
  • crosslinking agent and a catalyst it is preferable to use a crosslinking agent and a catalyst in combination.
  • crosslinking agent examples include, for example, organopolysiloxane having hydrogen atoms bonded to at least two silicon atoms in one molecule, specifically, a dimethylhydrogensiloxy group end-capped dimethylsiloxane-methylhydrogensiloxane copolymer. And trimethylsiloxy group end-capped dimethylsiloxane-methylhydrogensiloxane copolymer, trimethylsiloxy group end-capped methylhydrogenpolysiloxane, poly (hydrogensilsesquioxane), and the like.
  • the catalyst fine platinum, fine platinum adsorbed on a carbon powder carrier, chloroplatinic acid, alcohol-modified chloroplatinic acid, olefin complexes of chloroplatinic acid, white metal compounds such as palladium and rhodium Etc.
  • Examples of the long-chain alkyl group-containing compound include a polyvinyl carbamate obtained by reacting a polyvinyl alcohol polymer with a long-chain alkyl isocyanate having 8 to 30 carbon atoms, or a long-chain alkyl group having 8 to 30 carbon atoms with polyethyleneimine. An alkylurea derivative obtained by reacting isocyanate is used.
  • Fluorine compounds include fluorine silicone compounds and fluorine boron compounds.
  • An additive may be appropriately added to the first release agent composition.
  • the additive include a catalyst, a dye, and a dispersant.
  • the material of the first release agent layer forming composition described above so that the release force of the first release film 11 is greater than the release force of the second release film 12. is appropriately selected.
  • the first release agent composition may appropriately contain a dispersion medium or a solvent in order to bring the viscosity at the time of application to an appropriate range.
  • Preferred examples of the dispersion medium or solvent include aromatic hydrocarbons such as toluene, fatty acid esters such as ethyl acetate, ketones such as methyl ethyl ketone, and organic solvents such as aliphatic hydrocarbons such as hexane and heptane.
  • aromatic hydrocarbons such as toluene
  • fatty acid esters such as ethyl acetate
  • ketones such as methyl ethyl ketone
  • organic solvents such as aliphatic hydrocarbons such as hexane and heptane.
  • the content of the first release agent in the first release agent composition is not particularly limited, but is preferably 0.3 to 10% by mass.
  • gravure coating method for example, gravure coating method, bar coating method, spray coating method, spin coating method, air knife coating method, roll coating method, blade coating method, gate roll coating method, die coating method, etc.
  • a gravure coating method and a bar coating method are preferable, and a bar coating method is particularly preferable.
  • the drying temperature is not particularly limited, but is preferably 100 to 150 ° C., and the drying time is preferably 10 seconds to 1 minute.
  • the thickness of the first release agent layer is preferably from 0.01 to 5 ⁇ m, particularly preferably from 0.03 to 3 ⁇ m.
  • the arithmetic average roughness Ra 1 of the surface of the first release film 11 in contact with the pressure-sensitive adhesive layer 10 is preferably 40 nm or less, and the maximum protrusion height Rp 1 is preferably 700 nm or less.
  • the adhesiveness (adhesiveness) of the 1st surface 101 of the adhesive layer 10 and adherends, such as a liquid crystal cell can be made higher.
  • durability of optical products such as liquid crystal panels finally obtained can be further increased.
  • corrugation of the 1st surface 101 of the adhesive layer 10 can be prevented.
  • the second release film 12 is attached to the second surface 102 of the pressure-sensitive adhesive layer 10.
  • the second release film 12 has a function of protecting the pressure-sensitive adhesive layer 10.
  • the arithmetic average roughness Ra 2 of the surface in contact with the pressure-sensitive adhesive layer 10 of the second release film 12 is 30 nm or less, and the maximum protrusion height Rp 2 is 250 nm or less.
  • the second release film 12 is a laminate in which a second release agent layer 121 and a second base film 122 are sequentially laminated from the side in contact with the pressure-sensitive adhesive layer 10. It is configured.
  • the same material as the first base film 112 described in the section of the first release film 11 described above can be used.
  • the second release agent layer 121 is formed by applying a second release agent layer-forming composition containing the second release agent to the surface of the second base film 122 and drying it.
  • the same material as the first release agent described in the section of the first release film described above can be used.
  • the material of the second release agent layer forming composition described above so that the release force of the second release film 12 is smaller than the release force of the first release film 11. is appropriately selected.
  • the second release agent layer 121 may be a single layer or a plurality of layers of two or more layers, but one layer is preferable for simplifying the operation.
  • the thickness of the second release agent layer 121 is preferably 0.01 to 5 ⁇ m, and more preferably 0.03 to 3 ⁇ m.
  • Example 1 Preparation of double-sided PSA sheet (Example 1) 1. Preparation of the first release film After drying the first release agent layer-forming composition A having the following composition on one surface of a polyethylene terephthalate (PET) film (thickness 38 ⁇ m) as the first substrate film The film was coated with a bar coater so that the thickness of the film became 0.1 ⁇ m, and dried at 120 ° C. for 1 minute to provide a first release agent layer. This produced the 1st peeling film.
  • Table 1 shows the arithmetic average roughness Ra 1 and the maximum protrusion height Rp 1 of the surface of the first release agent layer of the obtained first release film.
  • first release agent layer-forming composition A A silicone resin solution containing organopolysiloxane having a vinyl group and an organopolysiloxane having a hydrosilyl group (trade name “BY24-561” manufactured by Toray Dow Corning Co., Ltd.), 30 parts by mass in terms of solid content, vinyl MQ resin (trade name “SD7292”, manufactured by Toray Dow Corning Co., Ltd.) equipped with a base is diluted and mixed in a toluene solvent so that the solid content concentration is 1.0% by mass in a toluene solvent. did. To this solution was added 2 parts by mass of a platinum-based catalyst (trade name “SRX-212” manufactured by Toray Dow Corning) to prepare a first release agent layer forming composition A.
  • SRX-212 platinum-based catalyst manufactured by Toray Dow Corning
  • a second release agent layer-forming composition B having the following composition is dried on one surface of a polyethylene terephthalate (PET) film (thickness 38 ⁇ m) as a second substrate film.
  • PET polyethylene terephthalate
  • a second coater was applied by a bar coater so that the subsequent thickness was 0.1 ⁇ m and dried at 120 ° C. for 1 minute. This produced the 2nd peeling film.
  • Table 1 shows the arithmetic average roughness Ra 2 and the maximum protrusion height Rp 2 of the surface of the second release agent layer of the obtained second release film.
  • Second release agent layer-forming composition B 100 parts by mass of a silicone resin (manufactured by Shin-Etsu Chemical Co., Ltd .: trade name “KS847H”) and 1 part by mass of a curing agent (manufactured by Shin-Etsu Chemical Co., Ltd .: trade name “CAT-PL50T”) are diluted with toluene to obtain a solid content concentration. 1% by mass of a second release agent layer-forming composition B was prepared.
  • a part of the obtained solution was subjected to GPC measurement, and production of a polymer (A) having a mass average molecular weight of 1.6 million was confirmed.
  • 100 parts by mass (solid content) of the above polymer (A) 20 parts by mass of tris (acryloxyethyl) isocyanurate (trade name “Aronix M-315”, molecular weight: 423, manufactured by Toagosei Co., Ltd.), photopolymerization initiator (Ciba Specialty Chemicals, trade name “Irgacure 500”) 2.0 parts by mass, polyisocyanate-based crosslinking agent (manufactured by Nippon Polyurethanes, trade name “Coronate L”, 4 parts by mass, and silane coupling agent (Shin-Etsu) 0.1 parts by mass of “KBM-403” manufactured by Kagaku Kogyo Co., Ltd. was added and mixed to obtain a mixed solution, and toluene was further added as a solvent to the
  • UV ultraviolet light
  • UV irradiation conditions ⁇ Uses an electrodeless lamp H bulb manufactured by Fusion. ⁇ Illuminance 600 mW / cm 2 , light quantity 150 mJ / cm 2 “UVPF-36” manufactured by Eye Graphics Co., Ltd. was used as the UV illuminance / light meter.
  • Example 2 A double-sided PSA sheet was prepared in the same manner as in Example 1 except that the average thickness of the PSA layer was 3 ⁇ m.
  • Example 3 A double-sided PSA sheet was prepared in the same manner as in Example 1 except that the average thickness of the PSA layer was 10 ⁇ m.
  • Example 4 Adhesive as in Example 1 except that 20 parts by mass of tris (acryloxyethyl) isocyanurate (trade name “Aronix M-315”, manufactured by Toagosei Co., Ltd.) of the adhesive composition A was changed to 10 parts by mass.
  • Composition B was prepared to produce a double-sided PSA sheet.
  • Example 5 Adhesive as in Example 1 except that 20 parts by mass of tris (acryloxyethyl) isocyanurate (trade name “Aronix M-315” manufactured by Toagosei Co., Ltd.) of the adhesive composition A was changed to 40 parts by mass. Composition C was prepared to produce a double-sided PSA sheet.
  • Example 6 The second release film was changed so that the arithmetic average roughness Ra 2 and the maximum protrusion height Rp 2 of the surface of the release agent layer of the second release film were changed to the values shown in Table 1.
  • a double-sided PSA sheet was prepared in the same manner as in Example 1 except that was prepared.
  • Example 8 Except that 20 parts by mass of Tris (acryloxyethyl) isocyanurate (trade name “Aronix M-315”, manufactured by Toagosei Co., Ltd.) of the adhesive composition A was 7.5 parts by mass, the same as in Example 1 above.
  • a pressure-sensitive adhesive composition D was prepared to prepare a double-sided pressure-sensitive adhesive sheet.
  • Example 9 A double-sided PSA sheet was prepared in the same manner as in Example 1 except that the average thickness of the PSA layer was 2 ⁇ m.
  • Example 10 The first release film was changed so that the arithmetic average roughness Ra 1 and the maximum protrusion height Rp 1 of the surface of the release agent layer of the first release film were changed to the values shown in Table 1.
  • a double-sided PSA sheet was prepared in the same manner as in Example 1 except that was prepared.
  • Example 3 Adhesive as in Example 1 except that 20 parts by mass of tris (acryloxyethyl) isocyanurate (trade name “Aronix M-315” manufactured by Toagosei Co., Ltd.) of the adhesive composition A was changed to 5 parts by mass.
  • Composition E was prepared to produce a double-sided PSA sheet.
  • Rp 2 was measured in accordance with JIS B 0601-1994 using a surface roughness measuring instrument SV3000S4 (stylus type) manufactured by Mitutoyo Corporation.
  • the storage elastic modulus at 23 ° C. of the pressure-sensitive adhesive layer used in the double-sided pressure-sensitive adhesive sheet of each example and comparative example is a viscoelasticity measuring device (trade name “DYNAMIC ANALAYZER” manufactured by REOMETRIC) according to JIS K 7244. Was measured by the torsional shear method under the following conditions.
  • the peel force of the first release film and the second release film on the adhesive layer was measured using a tensile tester according to JIS-Z0237. It was done. The measurement was performed by pulling the first release film or the second release film in a 180 ° direction at a speed of 300 mm / min in a state where the double-sided PSA sheet was cut to a width of 25 mm and a length of 200 mm and the PSA layer was fixed. It has been executed.
  • Lami bubbles were not generated. ⁇ : Lami bubbles were less than 10. ⁇ : There were 10 or more lami bubbles.
  • the pressure-sensitive adhesive layer was exposed by peeling off the first release film from the double-sided PSA sheet of each Example and each Comparative Example. Next, the exposed pressure-sensitive adhesive layer was bonded to a polarizing plate in which a polarizing film composed of a polarizing film with a discotic liquid crystal layer and a viewing angle widening film were integrated. The obtained polarizing plate with the pressure-sensitive adhesive layer was cut into a size of 233 mm ⁇ 309 mm using a cutting device (Super cutter manufactured by Hadano Seisakusho, PN1-600). Subsequently, the 2nd peeling film was peeled off and the adhesive layer was exposed.
  • a cutting device Super cutter manufactured by Hadano Seisakusho, PN1-600
  • the exposed adhesive layer was affixed to non-alkali glass (Corning, Eagle XG) to obtain a sample. Then, the sample was pressurized at 0.5 MPa and 50 ° C. for 20 minutes in an autoclave manufactured by Kurihara Seisakusho. Then, the sample was left still in the environment of the following durability conditions. After 500 hours, the sample was observed using a 10-fold magnifier. Appearance change was based on the following.
  • ⁇ There were no defects on the four sides of the sample. ⁇ : On the four sides of the sample, there was no defect at a portion of 0.6 mm or more from the outer peripheral edge. ⁇ : At least one of the four sides of the sample has a pressure-sensitive adhesive float, pressure-sensitive adhesive peeling, pressure-sensitive adhesive foaming, pressure-sensitive adhesive streaks, etc. There was an abnormal appearance defect of the adhesive.
  • the double-sided pressure-sensitive adhesive sheet of the present invention prevented the generation of lami bubbles. Moreover, the double-sided adhesive sheet of this invention was excellent in the peelability of each peeling film. Moreover, the double-sided pressure-sensitive adhesive sheet of the present invention was excellent in durability. On the other hand, satisfactory results were not obtained in the comparative example.
  • the double-sided pressure-sensitive adhesive sheet of the present invention comprises a pressure-sensitive adhesive layer comprising a first surface and a second surface, a first release film adhered to the first surface of the pressure-sensitive adhesive layer, and the pressure-sensitive adhesive. And a second release film attached to the second surface of the layer.
  • the storage elastic modulus of the pressure-sensitive adhesive layer at 23 ° C. is 0.3 MPa or more.
  • the peeling force from the pressure-sensitive adhesive layer of the second release film is smaller than the peeling force from the pressure-sensitive adhesive layer of the first release film.
  • the second release film is configured such that the arithmetic average roughness Ra 2 of the surface in contact with the pressure-sensitive adhesive layer is 30 nm or less, and the maximum protrusion height Rp 2 is 250 nm or less.
  • Such a double-sided PSA sheet is excellent in durability and prevents bubbles (lami bubbles) from being generated between the second release film and the PSA layer. Therefore, the present invention has industrial applicability.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Laminated Bodies (AREA)
PCT/JP2014/052965 2013-03-28 2014-02-07 両面粘着シート WO2014156335A1 (ja)

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EP3173451A1 (en) 2015-11-27 2017-05-31 Nitto Denko Corporation Pressure-sensitive adhesive sheet and release film-supported pressure-sensitive adhesive sheet
JP2019123813A (ja) * 2018-01-17 2019-07-25 リンテック株式会社 粘着シート

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TWI596177B (zh) * 2016-06-01 2017-08-21 住華科技股份有限公司 光學膠

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JP2002327152A (ja) * 2001-04-27 2002-11-15 Sekisui Chem Co Ltd 両面粘着テープ及びその製造方法
JP2003096414A (ja) * 2001-09-26 2003-04-03 Nitto Denko Corp 剥離ライナー、及び感圧性両面接着テープ又はシート
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JP2013203958A (ja) * 2012-03-29 2013-10-07 Mitsubishi Plastics Inc 基材レス両面粘着シート
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JP3870785B2 (ja) 2002-01-07 2007-01-24 株式会社村田製作所 積層セラミック電子部品の製造方法
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JPS6487683A (en) * 1987-09-29 1989-03-31 Fujimori Kogyo Co Releasing film for double-coated tacky adhesive tape
JP2002327152A (ja) * 2001-04-27 2002-11-15 Sekisui Chem Co Ltd 両面粘着テープ及びその製造方法
JP2003096414A (ja) * 2001-09-26 2003-04-03 Nitto Denko Corp 剥離ライナー、及び感圧性両面接着テープ又はシート
JP2009242562A (ja) * 2008-03-31 2009-10-22 Dic Corp キーシート用熱接着シート及びキーシート
JP2012184327A (ja) * 2011-03-05 2012-09-27 Mitsubishi Plastics Inc 基材レス両面粘着シート
JP2013001817A (ja) * 2011-06-17 2013-01-07 Mitsubishi Plastics Inc 基材レス両面粘着シート
JP2013133370A (ja) * 2011-12-26 2013-07-08 Toray Eng Co Ltd 離型フィルム上に形成された粘着剤
JP2013203958A (ja) * 2012-03-29 2013-10-07 Mitsubishi Plastics Inc 基材レス両面粘着シート
JP2013231137A (ja) * 2012-04-28 2013-11-14 Mitsubishi Plastics Inc 基材レス両面粘着シート

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3173451A1 (en) 2015-11-27 2017-05-31 Nitto Denko Corporation Pressure-sensitive adhesive sheet and release film-supported pressure-sensitive adhesive sheet
US10836932B2 (en) 2015-11-27 2020-11-17 Nitto Denko Corporation Pressure-sensitive adhesive sheet and release film-supported pressure-sensitive adhesive sheet
JP2019123813A (ja) * 2018-01-17 2019-07-25 リンテック株式会社 粘着シート
JP7009226B2 (ja) 2018-01-17 2022-01-25 リンテック株式会社 粘着シート

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CN105008477B (zh) 2016-08-17
KR102041228B1 (ko) 2019-11-06
JPWO2014156335A1 (ja) 2017-02-16
TWI532817B (zh) 2016-05-11

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